Saturday, 24 March 2012

I'll give you a red rump, my boy!


I’ve just learned of a post by that naughty (but talented) boy RedRump in which he very kindly showcases a number of blogs written by strict women. And he includes me! Yay!

Now, whilst such a kind testimonial is most welcome – and I offer my heartfelt thanks for it – I cannot overlook the fact that RR has been naughty enough to seek such sites out in the first place. And I can only imagine the shameful things he gets up to while viewing them...

I rather think, RedRump, that your browsing habits are yet more proof (as if any were needed) that you require a great deal of female guidance. Strict, unforgiving female guidance. But then of course we can discuss the matter in more detail when you are draped across my knee. Don’t you agree, young man?

286 comments:

  1. All i can add to this Penelope is good luck to those who require a female to discipline and guide them when necessary ,for i myself am strictly Dom with not an ounce of switch in me so am completely out of my depth in this particular field.

    Correction Man.

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  2. Nonsene! All boys require female correction from time to time, whether they admit or not.

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  3. Oh, yes, Ma'am! I DO agree! Wholeheartedly! Drape me over your knee and let's 'discuss' this in detail!

    Uh,... I mean, um... yes, uh, sorry, Ma'am - I know I need to be taught a good lesson.... I don't mean to be naughty, I just can't help it sometimes...

    Umm - may I fetch any particular implement for Ma'am's use as a teaching aid...?

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  4. You may fetch my favourite paddle. The one hanging on the wall beside my writing desk. Bring it to me on all fours.

    Your respectful attitude is to be commended, I must say, and I strongly urge you to maintain it. You can prove your sincerity by taking your first fifty swats like a good boy - if you can do so I shall consider taking one swat off your final total. But be warned: if you fail, you will be very, very sorry.

    Now FETCH.

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  5. Not sure if juliesp was refering to me in her comment? seeing it was directly under mine.*Please ignore my reply if it was not* however if it was i can clearly inform you here and now that i am pure top not an inch of switch in my character at all; and should you ever meet or engage with me of that you will be left in asolutely no doubt.Hope you are enjoying Penelopes excellent blog as much as i myself am.

    Correction Man.

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  6. And being 100% Dom is perfectly okay, CM :)

    Not to sound too Louis Armstrong, but what a wonderful world it is that we have dominant men, dominant women, subs of both sexes and switches! Sexy, kinky fun for all xxx

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  7. Got no issues with what others find to their liking Penelope but i know my character by heart since having it from birth and i would NOT change it for all the tea in china its served me very well indeed over the years.

    Correction Man

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  8. Indeed, CM, and a very lovely character it is :) *hug*

    Now, if you'll be so kind as to excuse me for a spell, I have a naughty little boy to discipline. Oh, RedRump...

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  9. I don't think it's fair that I have to put my hands on my head when Aunt Penny scolds me, only to get yet another spanking when she sees "my little soldier" is at full attention.

    I can't help it! It's not my fault! No fair, no fair!!

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  10. I'm surprised at you, imreadonly2. Such cheek - such disrespect - when you know perfectly well that any and all punishments I administer to you are fully justified and richly deserved.

    As you well know, I make you put your hands on your head for three very good reasons. One, it keeps them out of mischief. Two, it reminds you of your place. Three, it allows me to see just how naughty you are really being despite your claims to the contrary. You say you can't help it? It's not your fault? In that case I'd like to know just whose fault you think it IS! Your lack of self-control is bad enough on its own. That you compound your misconduct by trying to evade responsibility is, quite simply, pathetic.

    Your rude little outburst is an unmistakable sign that you are well overdue a spanking. No, don't pout: it's most unbecoming. You need a spanking, my boy, and you're going to GET one. Now go to your room and wait for me. I expect to find you bent over the end of your bed, bare bottom raised and waiting.

    NOW, young man!

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  11. I'm coming, Miss Penelope - sorry, didn't mean to dawdle.... it's just that this is such a big paddle for a tiny bottom... don't you have a smaller one? Or maybe a nice spatula...

    Hey, wait a minute.

    Did you say, 'the FIRST fifty?!'

    Uh, maybe this isn't such a good idea, after all....

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  12. On the contrary, it is self-evidently an excellent idea. I ask one simple thing of you and what do I get? Backchat and indolence!

    Well, you can forget all about having a swat knocked off; for your deplorable attitude you will receive ten extras.

    Now, stop standing there looking sorry for yourself and take those trousers down. Yes, and those silly little underpants. And get over my knee. We'll see just how insolent you feel when your bottom is deservedly red.

    I said NOW, boy!

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  13. Miss Penelope, I wonder if I dare ask if you are on a mission to administer retribution to all of us chaps who have administered, or supported smacking your bottom in the past? And is 'Juliesp' joining you?
    I am feeling distinctly nervous in case I am summoned to be disiplined by you! I would plead that as a teacher I was only caning you ,with your best interests in mind and rules are rules!
    Kent

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  14. Haha :) It is a nice thought, Kent - thank you for raising it!

    Judging from the tone of your message, it very much sounds as if you have a guilty conscience and thus every reason to be nervous. 'Rules are rules', indeed! A pathetic excuse!

    I rather suspect that you took a little too much pleasure from punishing schoolgirl Penny. In fact, I rather suspect that even the thought of it causes that naughty cock of yours to swell.

    You will report to my office - in school uniform - so I can inspect that troublesome member of yours and see for myself just how naughty you are. And, of course, decide just how severely I should punish you.

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  15. Yes, Ma'am! Right away, Ma'am....

    ...I'm ready for my lesson now....


    (your lap feels wonderful, by the way)

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  16. I should hope you were ready, young man! I've never known such indolence!

    Now - stop squirming! - it's sixty with the paddle for you. They will be hard, and fast, and your little bottom will hurt a great deal. But you deserve every one. And your discomfort doesn't mean you can wriggle and kick! Make a spectacle of yourself by doing so and I'll really give you something to kick about.

    And don't even think about speaking without first being spoken to. Yes, I mean pleading too!

    Now, let THIS be a lesson to you!

    *holds paddle aloft*

    WHACK! WHACK! WHACK! WHACK!

    BAD boy! Just look at that naughty, trembling bottom!

    You should be-- WHACK! thoroughly-- WHACK! ashamed-- WHACK! of yourself!

    WHACK! WHACK! WHACK!

    WHAT did I tell you about squirming?! You're such a naughty--
    WHACK!
    disobedient--
    WHACK!
    little--
    WHACK!
    BOY!
    WHACK! WHACK! WHACK! WHACK! WHACK! WHACK!

    (hope you enjoy - but don't you dare let that naughty cock swell at the thought of it) xx

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  17. Miss Penelope, You have confirmed my worst fears!
    My first reaction after reading the punishments you have already administered ,is that it was beyond the pale! Then I realised if I get 60 swats on my bottom ,it will be beyond the pale and will be all the colours of a Rainbow!
    How am I going to teach the 'horrible 6th Form'if I have to stand up all day for the next week? You know it will prompt them to ask searching ,embarrassing questions!!
    As for inspecting my 'member'well ...I am alresdy blushing a rather deep red! Would I have taken pleasure in caning naughty Penny on her bare bottom ,well I plead .. oh alright, guilty!
    Kent (feeling very nervous)

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  18. How you fare next week in school is not my concern, Kent. Any discomfiture you experience at the hands of the Sixth Form as a result of your thrashing will be entirely deserved, and will hopefully serve as a lesson to you.

    So, just as I suspected, you are one of those naughty boys who cannot control himself; growing aroused at the slightest provocation. Well, my boy, you are going to learn exactly what such wanton behaviour earns.

    You will report to my office in school uniform. You will stand in silence in front of my desk whilst I inspect you from head to toe. Be warned that any imperfections in your attire will earn you ten with the slipper.

    After your uniform inspection (and your slippering, should one be required) you will respectfully ask me to give you a spanking over my knee. And then you will be spanked, at great length.

    You will then go to the corner and stand, hands on head, until I say you can move. I want you to think about your disgraceful behaviour and the punishment it has earned you. I don't want to hear a sound or see a twitch.

    When summoned, you will come to me and stand whilst I take your shorts and underpants down. When you are suitably exposed, I expect to see absolutely NO sign of arousal. If that little cock of yours is the slightest bit hard - or, heaven forfend, rock hard and throbbing - you will be VERY sorry indeed.

    You will then go over my knee again for sixty with the paddle, administered hard and fast. That sixty will grow by two for each and every instance of misbehaviour during your punishment - I will NOT tolerate backchat - and it will be doubled to a hundred and twenty should your self-control have failed you when your shorts were pulled down.

    Finally, you will sit at a desk and write 'I will not be a naughty little boy' five hundred times. You will do so with your shorts around your ankles.

    You will stand in the corner while I check your lines. Any mistakes and you will write another five hundred, following a good hand spanking on the bare.

    Once your lines have been completed to my satisfaction, you will thank me for disciplining you. And then you will be dismissed.

    I trust that is all perfectly clear.

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  19. Miss Penelope, I have just found your blog, very interesting. My mom actively encourages me to read spanking blogs as she says it gives her ideas on how to spank me. Also if I read these blogs and see how other naughty boys get punished and that the same will happen to me when mom decides to punish me again.

    Mario

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  20. Hello, Mario - it's very kind of you to visit! And I must say that your mother sounds like a very sensible lady. By the sound of things you are a very naughty boy who needs to be kept under strict female control, and an important part of that is - as I'm sure you well know - corporal punishment.

    If your mother is after suggestions for new ways to punish you, I will of course happily oblige her. I wonder, has she ever spanked you over her knee with a slipper? If not, she might like to try it! Spanking you well past the point of tears in that manner should do wonders for your behaviour.

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  21. AAAAAOOWWWWWW-OOOWWW!!!

    I didn't think it would hurt THIS much!

    OOWWWW!

    I know I deserve it, but I've learned my lesson already! (sniff...)

    AAAOW! AOWWW!!

    This is seriously no fun anymooowwwwww!!

    AAAOOOWW!

    I'm sorry! Really! OWWWW!

    Maybe I wouldn't get aroused if every swat didn't press me against your thighs....

    AAAAOOOOOWWWW!!!!!!

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  22. DO stop that caterwauling! I've never heard such a fuss over a little spanking!

    Whap-wap-WHAP-whap-WAP-whap!

    You may say *WHAP!* that you're sorry...

    Wap-WHAP-wap-WAP!

    ...but you're not nearly *WHAP!* sorry enough yet! I TOLD you NOT to speak unless spoken to, yet you persist in doing so! I really don't know WHAT I'm going to do with you... I think I might just have to make this a regular appointment...

    Oh, you like that, don't you? Me smoothing the paddle over your red cheeks like this...

    ...over your sore, punished little cheeks...

    ...you like me speaking softly to you... your little whimpers tell me just how much you like it...

    A shame for you, then, that only good little boys get that sort of attention, isn't it? YOU, sadly, are anything BUT a good little boy, so YOU deserve nothing but PAINFUL, HUMILIATING attention! Now HOLD STILL!

    WHACK! WHACK! SMACK! WHAP! WHACK! WAP!

    You can cry-- WHACK! all-- WHACK! you like, young man! You earned-- WHACK! these swats, each-- WHACK! and every-- WHACK! one of them-- WHACK!, and believe me-- WHACK! you're going-- WHACK! to get them!

    Oh, what a delightfully red little bottom! I do love the way it twitches and ripples!

    Whap-WAP-whap-WHAP-wap-WHAP!

    You know, anyone looking in now would think you the naughtiest little boy there ever was! And they'd be quite right, because you are, aren't you? Just the naughtiest *WHACK!* most insolent *WAP* silly *WHAP* little *WHACK!* brat in the whole wide world!

    *WAPWAPWHAPWAPWHAP!*

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  23. Oh my... what a hot little bottom you have. I imagine that it must be very sore. But you know deep down that you deserve it for being naughty, don't you?

    That's it, you just cry it all out.

    I expect you feel very foolish and thoroughly ashamed of yourself, don't you? Quite right, too. I just hope that you'll think of the consequences before displeasing me again.

    There, there. It's all over now. You just lie across Miss Penny's lap and cry. There's a good boy.

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  24. (sniff - *sob*) Thank you, Miss Penny, thank you thank you....

    I do feel ashamed and sorry. And strangely content... so wonderful to know you care enough to show me the error of my ways...

    --sob---

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  25. well Miss Penelope,looks I would add myself to what I'm sure is a long list of naughty boys who would feel your wrath. Despite knowing what was to come I would no doubt find myself standing at attention, so to speak, under your inspection. Red bottomed, teary and sorry afterwards yes, but probably in need of continued correction...*cringe*
    marrk

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  26. Definitely in need of continued correction, I think you meant to say. Becoming aroused without permission is the single naughtiest thing a boy can do, as you are clearly aware. You will therefore be subject to the strictest supervision from this point on.

    And you are quite correct in presuming that, when I take your trousers and underpants down and find that little cock of yours erect and throbbing, you will be made very, VERY sorry. Your pathetic whimpers as I trace an index finger up your shaft are of no concern to me; they are as futile as the mewling pleas you shame yourself with as I lead you by the ear to your spanking. You will learn to control yourself, young man!

    A good, hard, bare-bottomed hiding over the knee is what you need, and that's just what you will get. Hand followed by hairbrush, both at unforgiving length and force - you'll have great difficulty sitting for days afterward. But that's just what you deserve, isn't it?

    And don't think I won't be slipping my hand between your legs every so often to check on that naughty cock. Consider yourself warned that, should it remain hard during your punishment, I will really give you something to cry about.

    And what if, you are no doubt wondering, you lose control completely, and make a mess of my stockings whilst you lie across my knee? What will I do with you then?

    You had better hope that you don't find out.

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  27. What will she do when...err...if that happens?? The scolding merely increases the bulge in his jeans, shifts nervously trying to turn subtly to one side.

    but but...I'm not...not really aroused Miss Penelope, *blushes*
    marrk

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  28. Silence! You will speak when spoken to! And turn and face me, boy. Stand still! If there's one thing I will not tolerate it's fidgeting!

    Now, let's have this belt undone... and these jeans down... there we are.

    Oh dear... that bulge in your pants... that big, nasty bulge... it strongly suggests that you are a very naughty boy...

    Now now, don't fidget. Miss Penelope has to inspect you...

    Oh, how you boys like to squirm when I caress you like this... anyone would think you enjoyed having a female hand stroke you there...

    ...oh, DO stop whimpering!

    Your pants will be coming down in a moment, my boy, and heaven help you if that little cock is hard. Put those naughty hands on your head! These pants are coming down whether you like it or not!

    Down they come...

    *gasp* WHAT is the meaning of THIS, young man? I warned you of the consequences for becoming aroused without my express permission - yet you do so anyway! Well, that's very bad news for your bottom!

    Come with me - you've got a date over my lap! We'll see if a good dose of the hairbrush beats a little obedience into you!

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  29. b...but Miss Penelope..please...not a hairbrush spanking *gasps*
    marrk

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  30. That's extra for speaking out of turn. When will you learn? Now GET over my knee!

    Tut! Just look at you now - a pathetic little boy over my knee, bottom bared for a spanking! And don't think I can't feel that naughty hard cock against my leg, young man - you really are the most shameless little wretch, and you're going to be the sorriest by the time I'm through with you!

    STOP whimpering! You had your chance to behave, and now it's a lesson with the hairbrush! HARD and FAST, that's what YOU need!

    Whop-whop-whop-WHAP!

    Such a pert little bottom! I love the way it twitches!

    Whap-whop-WOP-whap!

    You can wail all you like - it's your own fault!

    Whap-WAP-whap-WHAP-whop-WHAP!

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  31. Each strike of the hairbrush causes him squirm against her thighs as she blisters his bare bottom. Caught between pain & forbidden pleasure marrk does his best to hold back, though tears begin to fall freely

    Whop-whop-whop-WHAP!

    oWWw owww please Miss Penelope owwiee oWWW

    Whap-whop-WOP-whap!

    i'm soRRy owwwWW owwww OwwiEEEE *sniff*

    Whap-WAP-whap-WHAP-whop-WHAP!

    OWWWWW please Ma'am owwwiee *sobs, shakes, shudders*

    marrk

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  32. (Ten long, painful, noisy minutes later...)

    There, now... that's much better, isn't it? A naughty little boy with a VERY sore bottom.

    Yes, I know it hurts. It's supposed to hurt.

    Yes, I know you're sorry. Misbehave again and you'll be even sorrier!

    Now, I've wasted quite enough time on you for one day. STAND up. NOW, boy! And NO rubbing your bottom!

    I hope that this has taught you an important lesson. A lesson in respect and obedience. You will NOT displease your betters in future, is that clear?

    Now GET that nose in the corner. I have guests coming soon and I want your bottom on show for them. They will doubtless think you a very silly little boy, but that's just what you are, isn't it? And the corner is exactly where you belong.

    You will stand in perfect silence – I don't want to hear another peep from you for the rest of the day!

    MOVE, brat!

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  33. *sniffs* c...corner..y....yes Ma'am. i'm sorry!

    Stands bared, red, sniffling in the corner, exposed and on display like a naughty little boy, face as red as his bottom
    marrk

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  34. Here we are, my humble drawing room. Make yourselves at home, ladies - tea will be along in a moment. Yes, I have had it decorated recently. Thank you for noticing, Liz!

    I must say, that really is a charming brooch. It suits you very well.

    Oh, him? He's a naughty little boy called marrk. I gave him a jolly good spanking just this afternoon, as you can no doubt tell from his bottom.

    What's that, Jane? Yes, it is a cute bottom, isn't it? I did rather enjoy turning it red, I must confess. If you'd like to give it a few smacks of your own, please feel free! I'm sure the silly boy to whom it belongs will thank you politely. At least, he will if he doesn't want me to take the cane to him.

    Now, Grace, I understand you've just bought a horse...

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  35. Twitching just slightly, ears burning as he hears the comments, swallows & tries to stand still...*thinking* oh please don't let her spank me too
    marrk

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  36. I do agree, boys need a bit of discipline every now and then, it does them good


    Mike

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  37. I do agree, boys need a bit of discipline every now and then, it does them good


    Mike

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  38. Posting the same comment twice (even if it does make a very sensible point) - naughty boy!

    I think I will have to keep a close eye on you, Mike!

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  39. I do apologise Miss, iPhones do that at times.

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  40. Excuses, excuses! Keep it up and you'll find yourself in the corner with that naughty boy marrk!

    As a reminder to behave you will write "I will not displease Miss Penelope" one hundred times and give yourself a dozen hard spanks. BAD boy!

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  41. Yes Miss, will get right on it.
    *gives a bow*

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  42. Speaking of marrk, I think that naughty bottom of his is in need of a top-up. It's not nearly red enough, and that will never do!

    Would you care to give the wretch what he needs and apply a few smacks, Jane? I know how you enjoy feeling hot male flesh under your palm.

    Tut, where are my manners? Would you care for another biscuit, Grace? A little man in town bakes them for me, you know. He is sweet. He comes and trims my hedge from time to time, when the weather permits. Of course the last time he came I had to give him a good thrashing for getting clippings on my bouvardias.

    That's it, Jane! Really let him have it!

    Oh, what a delightful sound! You know, I don't think there can be a more pleasing sound than the slap of a hand upon a boy's bottom.

    Don't mind his yelps, Jane - he knows very well that he deserves it!

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  43. As for you, young Mike, be warned that you had better write carefully. If I find so much as one mistake you'll start all over again on TWO hundred lines.

    After I take the crop to you, of course.

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  44. Oh, yes Miss, of course.
    May I please rub my behind now Miss?

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  45. No you may not! I've never heard such insolence!

    It's abundantly clear that you are going to require the very strictest treatment - speaking out of turn indeed! What a naughty boy you are!

    We'll just have to see if a rapid fifty with the crop does anything to improve your conduct, won't we? Now bend over!

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  46. *lets a quiet squirm escape his lips as he bends over the desk and grabs the other end*

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  47. I'll be *swish* back with you *whap* presently, ladies - I won't be *whop* long dealing with *swish* this naughty *whap* little *swish* brat!

    *whap* *whop* *whap* *whop*

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    Replies
    1. Ow Ow!
      Ow ow! *feels the crop bite his behind*
      Ow Ow Ow Ow Ow Ow!
      *feels the crop bite his behind*
      please Miss, I will behave, I promise...
      *pleading voice*

      Delete
  48. You *WHAP* will indeed *WHOP* young man, or you'll *WAP* be in for *WHAP* a good--

    *WHOP* deal--

    *WAP* more--

    *WHAP* of this!

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  49. OW! Yes Miss! OW!
    Oww! Oooww! Ooowwwww! Owwwiiiieeee! Owww!

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  50. *WHAP* *WHOP* *WHAP* *WAP*

    There, now. That's much better. And don't think I won't take the crop to you again should you need it.

    Now stand up and get that nose in the corner. You can stand in disgrace next to marrk.

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  51. *wimpers a bit as he stands and goes over to the corner and puts his hands on his head, feeling the sting in his bottom*

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  52. Here's another naughty boy for you to enjoy, Jane - he has a very deserving little bottom and I'm sure he'd love some attention from you when you're quite finished with marrk.

    Now, Grace, where were we? Oh yes, that naughty gardener. Well, of course I had him in tears by the time I was finished, but how else is a man to learn?

    I believe he's due to come round on Tuesday, now I think of it. I'll have to keep a close eye on his handiwork!

    More tea, dear?

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  53. *squirms in the corner, his behind striped and having jane touch it and swat it brings a groan forth*

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  54. They are new curtains, you're quite right. Am I correct in thinking you're having your kitchen redone? Yes, I thought so. I do hope the decorators aren't giving you a minute's trouble. It's so hard entrusting tasks to men, isn't it?

    Mm? Yes, Jane does seem to be enjoying herself, doesn't she? Good girl, I say!

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  55. *looks over with a glimpse then quickly back in the corner again*

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  56. Sorry, Jane? He glanced over his shoulder? Well, I never have known such naughtiness! I think young Mike needs a deal more discipline yet!

    By all means bring him over here. I think a spell across all our laps in turn will teach him a badly-needed lesson!

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  57. *sighs as he gets pulled towards Miss Penelope, giving a groan*

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  58. We'll have less of that, young man! I have a ballgag that would fit you perfectly, you know. Any more silly whimpering you'll wear it for the rest of the day!

    Now GET over my knee. You REALLY ARE being shamefully naughty today, and a good spanking is the very least you deserve!

    SMACK! SMACK! SMACK! SMACK! SMACK!

    You can howl as much as you like, my boy - you're only getting just what you deserve!

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  59. *feels himself being draped across Miss Penelope's lap and squirms*

    Ooooooowwwww! Oooooowwwwww!

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  60. I'm really *SMACK!* most displeased *SMACK!* with you, young man. Embarrassing me in front of guests indeed! *SMACK! SMACK! SMACK!*

    I think it's diapers *SMACK!* for you and an early bedtime - STOP wriggling! - you've acted *SMACK!* like a baby so you shall be treated *SMACK!* like one!

    It's too late for tears now! BAD boy! *SMACK! SMACK! SMACK! SMACK! SMACK!*

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  61. Oooooowwwwww! Oh please, Ow, not diapers, ow!
    *stays as still as he can, feeling his bottom turning red and starts to cry*

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  62. (Twenty-six minutes and several hundred swats from three very displeased ladies later...)

    Very nicely done, ladies. That naughty boy won't be sitting down for a week!

    Now, let's get him stripped and onto the changing mat. Would you care to let him up from your knee and hand him over to me, Grace?

    Thank you, dear. I do hope he didn't make a mess of your pretty skirt, by the way. I do love the pattern. Is it Moroccan?

    Off comes his shirt... he won't be needing that any more... oh, do stop struggling, brat! It's all coming off, whether you like it or not. Oh Jane, you are a dear - I always find getting the underpants off from round their ankles such a bother. There, now... nicely naked and ready for his diaper!

    Now, be good for Aunt Penelope and lie down on the mat... there's a good boy. Legs apart...

    ...some talc for your ickle wee-wee...

    ...and we'll have that big comfy diaper fastened in a moment...

    ...there! Now, isn't that better? It'll keep all that lovely heat in, for a start. That bottom is so wonderfully red - it must be simply roasting!

    It's no use pouting, young man! You've only got yourself to blame. Now, come along to bed - I've made a cot up all ready for you.

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  63. *walks allong, crying his eyes out wanting to rub his stinging bottom from the hard spankings, tears running down his face*

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  64. Ms. Penelope,

    Purely conjectural, of course, but seeing how well and truly you punish a man for merely getting an erection, what do you do if he, well... no, I can't say it.

    Michael_Michael,
    who thinks Red may not in fact be the naughtiest in the world

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  65. Michael (Michael),

    Thank you for your message; it's always gratifying to know that a boy has the prospect of punishment at the forefront of his mind.

    I must correct you, however. There is nothing 'mere' about getting an erection without permission. It is a wanton act, a brazen demonstration of disobedience, and so should always earn its perpetrator severe chastisement.

    The act to which you allude, but cannot bring yourself to name, is of course even more heinous than the erection that precedes it. As such it goes without saying that, should a boy be wicked enough to lose control whilst across my knee - making a mess of my floor, or, even worse, my stockings - he would immediately find himself in extremely serious trouble.

    Such a delinquent would be up off my knee in a flash, lifted by the ear, and asked to explain himself before me. Pathetic whimpering excuses duly delivered (and dismissed), he would be scolded at great length. My harsh words would be accompanied by gentle attention to the naughty boy's spent member - I might, for example, feather my index finger down its length whilst I sternly reprimanded its owner for his shameful lack of self-control - the objective being to leave the miscreant in no doubt as to:

    i) my total authority over him
    ii) the contemptible nature of his crime
    iii) the seriousness of his due punishment

    Once I had impressed these matters upon the little wretch I would bend him over and instruct him to retain position until I returned. He would have a fearful thrashing with my riding crop in store, though I would make him wait a considerable time for it.

    When I did return I would apply the crop with all my might to his infinitely deserving behind. The exact number of strokes I cannot specify at this point, for extras would be applied should they be earned, but it would be fifty as an absolute minimum.

    The boy's punishment would not end with his thrashing, of course. Further sanctions would include a doubling of all chores and punishments for the period of one month; the removal of all privileges for the same length of time; possibly some degree of petticoat punishment or diapering, depending on the boy in question.

    I hope that the above answers your enquiry satisfactorily.

    ReplyDelete
  66. Ms. Penelope,

    I stand corrected for the use of the word "mere," as of course, dear Lady, your evaluation of the inappropriateness of an unauthorized erection is just and sound.

    Just and sound would appear to describe the punishments you deliver as well.

    Standing corrected,

    Michael_Michael

    ReplyDelete
  67. There's a good boy.

    Just remember, cross me and you really will stand corrected.

    ReplyDelete
  68. Dear, Miss Penelope..

    i have only just come across Your blog (No pun intended) and am in awe of You and Your methods of keeping all errant young boys in control.

    It would be an honour to be summond by You for an interrogation, Miss.

    terry mc.. London

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  69. Tsk! What a filthy mind you have - making such crass jokes about my blog.

    Your awe is more welcome, of course, and entirely justified. You sound like a young man who knows his place.

    But knowing that you are subservient to your female superiors does not by any means excuse you from your punishments. Naughty boys like you should always be kept firmly in line.

    I have a feeling that you are one of those boys who - despite being told to stay in position - can't help dancing when your bottom is thrashed. I bet you whine and plead and squirm like the most pathetic brat; I bet you're simply too naughty to take your punishment like a good boy. Well, I'd beat that disobedience right out of you.

    ReplyDelete
  70. Hello, Miss..

    Sorry for the delay in responding, i have had some problems with my computer, Miss.

    You are correct, of course, i would squirm all over the place whilst being thrashed.. i would probably need to be restrained, Miss.

    With respect, Miss.

    terry mc, london.

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  71. Tsk. Typical excuses from a naughty boy.

    And rest assured that I would have no compunction about strapping you down to a bench. And then strapping your wicked little rear a nice shade of crimson.

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  72. You sound amazing - wish I could find a lady who could recognise how naughty I am, strap me to a bench and beat me until I apologise and beg for mercy!

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  73. Aw, thank you Anon! You do sound very naughty. And I'm sure there is a lady out there for you.

    Maybe a silly question, but have you tried one of the online spanko dating sites?

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  74. Hello, Ms Penelope...

    I guess You have realised that i am not a regular visitor to this site, but... i do acknowledge how much i need to be challenged by You, Miss... where are You based, Miss??????

    Terry Mc.
    SW London

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  75. Sorry Terry, but I'm not offering offline meetings right now.

    I'm sure that will seem like the biggest cock-tease (or bottom-tease), but there it is. Sorry :(

    ReplyDelete
  76. Hello Ms Penelope,

    I wear unfashionable Y fronts like a little boy. I hump my my bed and cum in my underpants because 2 inch penis is too small to hold. I need some severe punishment from you for my disgusting habits.

    Underpants boy

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  77. That IS absolutely disgusting behaviour; you are quite right. And you most certainly DO need to be punished for it.

    I think a suitable punishment will be to humiliate you in front of everyone, here on my blog. To give you a good tongue-lashing and let everyone around the world know just what a PATHETIC little boy you are. I bet every girl who reads this will laugh at you and your teeny tiny little winky! Two inches! That has to be the tiniest one I've ever heard of!

    Believe me, if I ever caught you humping your bed I would throw you across it and beat that little bottom of yours with my slipper til it was red as a cherry. Then it'd be straight to bed with you. With your wrists tied to the bedposts to stop you touching yourself, of course!

    You FILTHY little boy.

    ReplyDelete
  78. Loved the picture
    Timmy

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  79. Hello Ms Penelope,

    I have been humping my bed again and cumming in my underpants. I keep my Y fronts on after I have cum in them. Can you give me a disgusting, humiliating punishment to do for you that will teach me a lesson.

    Underpants boy

    ReplyDelete
  80. Tut. You really are a filthy little boy, aren't you?

    You should be thoroughly ashamed of yourself. Keeping your silly little underpants on after cumming in them - I've never heard of such pathetic behaviour!

    As for a punishment... I think something painful and humiliating is most definitely called for. A good spanking for starters - you will give yourself ten whole minutes on the bare with a suitable implement (wooden spoon, spatula, ruler). Spank hard, and do not stop one second early. As you spank, I want you to think about just how much you deserve a red bottom.

    Then you will put a clothes peg on each nipple and stand in the corner. Twenty minutes, without moving a muscle. NO touching that little cock! You need to be punished; remember that. You may remove the clothes pegs once the twenty minutes are up.

    Then you will sit on your sore little bottom and write, one hundred times, "I will not be naughty and hump my bed."

    Then it's straight to bed for you. And you had better not get up to any mischief.

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  81. Hello Ms Penelope,

    I have done my punishments, my bottom and nipples are very sore.

    I slept last night in just my Y front underpants, but when I woke up this morning I had wet the bed. I sat in bed in my soaking underpants and cried like a little boy. Then I played with my tiny penis and rubbed my teeny testicles until I came in my underpants again.

    Underpants Boy

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  82. I'm glad you punished yourself. You deserve soreness, you wretched little boy.

    But I must say I'm disgusted at your behaviour afterward. Disgusted, but not surprised. What kind of pathetic loser wets the bed then cries about it? A loser like you, I suppose!

    And to then play with your miniscule little toy and cum in your underpants - I mean, how pitiful can you get?

    You obviously haven't learned a thing. You should give yourself another hundred spanks and put those clothes pegs back on. While you stand in the corner, AGAIN, like the pathetic little boy you are, I want you to think about the beating you would get if I ever caught you at your disgusting little antics. I have a trusty riding crop that is perfect for thrashing the living daylights out of perverts like you.

    ReplyDelete
  83. Hello Ms Penelope,

    I have punished myself as you instructed.

    I still have a wetting problem though. I soak my underpants in bed at night. I think I need other humiliations and punishments as well as pain.

    Underpants Boy

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  84. Wetting the bed, indeed. You really are pathetic.

    There's nothing else for it - you're going to have to be put into diapers. And a nice plastic sheet will have to go on your bed. We can't have you soaking your bed, can we?

    Don't pout! It's your own fault. If you behave like a baby then you will be treated like a baby.

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  85. Can a wear my Y fronts over my nappy at night. And what about in the day time. what must I wear then.

    Underpants boy

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  86. Of course you can't wear Y-fronts over your nappy! You are such a stupid boy. You should sleep in a nappy with your hands in nice little mittens to keep them out of mischief.

    Nappies during the day may well be necessary if you wet yourself then, but I will give you a chance to prove that you can behave. By that I mean no wetting and no masturbating. If you can't behave then it's just going to have to be nappies day and night. And of course a nice bright sissy baby dress to wear over your nappy.

    ReplyDelete
  87. Hello Ms Penelope,

    I was in a charity shop today and accidentally wet myself. A female shop assistant in her early sixties saw me and dragged me into a back room. She was angry and told me to take off my trousers and underpants, which I did. She filled a bowl with hot soapy water and she washed and dried my tiny penis and testicles.

    She then got a clean pair of second hand Y- fronts and made me put them on. She said she was going to keep my wet trousers and underpants for all the mess and trouble I caused. She was going to wash them and then put them in the shop to sell. I was told to make my way home without any trousers on, and with my shirt tucked into my underpants to show them off.

    She also suggested my mistress should ban me from wearing trousers for at least a month and during that time my underpants should be on full view.

    Can you confirm my punishment for this and give me a list of rules I must follow over the next month.

    Underpants boy

    ReplyDelete
  88. What a pathetic little story. If I was that woman in the shop I would have taken your pants off and spanked you long and hard. Then I would have marched you back into the shop, red bottom and little winky on show, and picked you out a new pair of underpants to put on there and then. I imagine all the ladies in the shop would have thought you a very amusing specimen.

    "He WET himself!" I would laugh. "Can you believe it? But don't worry - I gave him a good hiding for it!"

    As for rules you must follow... I think that lady's suggestion is a good one. No trousers for you for a month. Let everyone see your silly little pants.

    A second rule is, obviously, NO masturbation or bed-humping. Such a disgusting habit! But it's one that we will beat out of you.

    Beat? Indeed. Because, should you be wicked enough to succumb to temptation, you will get fifty on the bare with a wooden spoon.

    Third rule: each evening you will sit and write 'I will not be a naughty little bed-humper' one hundred times. That should bring home to you the shamefulness of your behaviour.

    Fourth rule: you will treat every woman you encounter with the respect and deference she deserves. Curtsey. Lower your head. And politely ask if she wishes to use you for her own amusement. You are just a plaything for your betters, after all.

    Now get out of my sight, wretch.

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  89. Hello Ms Penelope,

    Here Ms, I am handing over to you all of my trousers for you to keep locked away for the next month.

    Can you give me some HUMILIATING PUBLIC tasks to perform that would highly amuse you and any other ladies I happen to meet over the month without my trousers.

    Underpants boy

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  90. Well, the sight of you would be amusing enough in its own right! A little boy in his underpants, is there anything more pathetic?

    But if you must have tasks, I suppose you could serve as a lackey, carrying bags in your teeth, on all fours. And I feel sure you would make an excellent footstool, so you should kneel at ladies' feet as they sit down. Yes, a little pet is what you are. Sit up and beg and you might get a treat. Now roll over - there's a good boy! And of course should a lady wish to ride you (and take the crop to your lazy behind) she would be perfectly within her rights to do so.

    ReplyDelete
  91. Hello Ms Penelope,

    I shall make sure I follow your above instructions to the letter.

    Can you write an scenario for me please around the following.

    Please send me out to the supermarket without trousers and give me instructions what I must do when I get there. Please make it as extremely humiliating for me as you possibly can.

    Underpants boy

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  92. Go to the supermarket. Walk past the baskets at the entrance. Walk right to the far end of the store, right past all the checkouts. Take a basket from the end checkout, making sure to bend right over in picking it up.

    Go to the vegetable section and feel up the cucumbers. Be as conspicuous about your perverted cucumber sizing up as you can. Tell anyone looking at you that your Mistress wants a cucumber to fuck you with, so you need a nice, hard one. Put a cucumber in your basket. You should be carrying your basket on your arm, by the way, with your wrist nice and limp.

    Go to the bakery section. Get a baker's attention. Ask the baker if his or her buns are nice and soft. Tell him or her that your Mistress likes the feel of soft buns. Say that it is very important to buy soft ones, because if you come back with hard ones you will be given a thrashing. Buy some buns and put them in your basket.

    Go to the frozen section. Find an assistant and ask him or her if they have any sausages smaller than the tiniest ones you can find. Say that you only have a teeny tiny little winky and you don't want to feel small in comparison to a sausage.

    If there is a clothes section, go to the girl's area and look at the skirts. Pick out a little pleated skirt, find an assistant and ask him or her if they have it in your size. Tell the assistant that your Mistress wants to dress you like a girl to humiliate you.

    Go to a checkout and buy your items. Remember to be properly respectful to the lady at the till, and address her as Ma'am or Miss. Curtsey as you say goodbye.

    Should anyone ask you at any point why you're not wearing trousers, you will of course tell them the truth: that your Mistress has forbidden you from wearing them because you're a very naughty boy.

    Now piss off, worm.

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  93. Hello Ms Penelope,

    I have been out for a walk this morning, without trousers on of course. All was going well until I saw a group of 5 ladies in their early to mid twenties walking towards me. I was very embarrassed and nervous as they got closer.

    When they got to me they started laughing and pointing at me because I wasn't wearing any trousers. 2 of them started lifting up my shirt to see my underpants, and they all burst out laughing when they saw I was wearing little blue Y fronts with a paisley patten on them.

    I told them I had been banned from wearing trousers for a month for being a naughty little boy. They said if I wore such childish underpants I must have a child size penis as well. Then 2 of them grabbed hold of me while another took hold of the waist band of my Y fronts and pulled them down.

    They all screamed with laughter and said I had a tiny willy like a little boy. One of them decided they should take me for a walk, so they took my underpants off, put them on my head and one lady took hold of my tiny penis with her finger and her thumb and she pulled me along by my little willy.

    They now want to see the rest of my underpants.

    Underpants boy

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  94. Hello Ms Penelope,

    I have been very randy the last week, humping my bed and cumming in my underpants at least 2 or 3 times a day. Can you give me a very, very humiliating punishment that involves all my Y front underpants. Something that is so humiliating I will never ever forget it.

    Underpants boy

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  95. A punishment that involves all your Y front underpants? I don't follow. Explain yourself more clearly, silly boy.

    ReplyDelete
  96. Hello Ms Penelope,

    For constantly cumming in my underpants everyday I want to be given a very, very humiliating (even painful) punishment or task you want me to do.

    It can be in private or better yet very public. I will do something extremely embarrassing as penance for my disgusting habit. And I think all my underpants should be at the centre of this punishment/task.

    Can you put something together for me to follow. It could be in the form of a list of incredibly humiliating things to do etc, or whatever you have in mind.

    Underpants boy

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  97. Well, the obvious task is to go to a laundrette in your silliest y-fronts and put every other pair in a machine to be washed. Give yourself a good spanking with a wooden spoon before you set off: people should be able to see that you are a naughty good-for-nothing, and a nicely red bottom is always ideal for that.

    When (not if) the other people in the laundrette look at you and laugh, and they ask why you aren't wearing any trousers, you will of course tell them that your Mistress has forbidden you from wearing them as punishment for bed-humping. I imagine they will all think you a very wretched little nerd, but then that is EXACTLY what you are!

    There are plenty of humiliating tasks you can do while you wait for your washing. Remember to call any women who lower themselves to speak to you 'Miss', and curtsey in thanks for their attention. Politely offer to act as a footstool. I think half an hour on all fours with a woman resting her feet on you should remind you of your place. Alternatively, ask if any of the ladies would like to take you over their knee and beat your silly little ass. Confess to your filthy habits of masturbation and bed-humping, and also to your tiny little cock growing hard at the sight of women's underwear.

    When your washing is ready, beg to be allowed to get it out: state that your Mistress is timing you and will beat you if you are late. Once you are given permission, open the washing machine and take each pair of underpants out one at a time, making sure to hold them up for everyone to see. Then put them in the dryer in the same conspicuous fashion, set it running and return to your footstool duties.

    When your y-fronts are dry, again ask permission to stand and repeat the embarrassing confession that your Mistress will punish you for lateness. Put your washing in the bag you brought it in and leave the laundrette, curtseying before you step out of the door.

    Do not be so stupid as to drop your bag of washing in a puddle on the way home, or you will have to turn straight round and go through the above all over again.

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  98. Hi
    I've tried self spanking myself with a wooden spoon but I stop feeling the nice sting after about 2 minutes what implements would you suggest that I use?
    Thanks
    Timmy

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  99. I would suggest a slipper (or a plimsoll or anything similar).

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  100. Any other suggestions on good implements?
    Also how long should I spank my naughty bottom Miss please not too long?
    Hope I'm not asking to many questions :) Keep up the good work
    Timmy

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  101. A nice wooden ruler is good, or a kitchen spatula.

    As for how long you should spank, that rather depends on just how naughty you've been. Something tells me you have been a very naughty boy. So you should give yourself a minimum of thirty to each cheek. Hard.

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  102. Pout :( yes Miss Right away Miss
    Should it be on the bare bottom

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  103. Of course on the bare bottom! Now get to it or I'll give you extras.

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  104. Should I do it lying down or bending over a bar chair?
    Boy I am being a very inquisitive and naughty boy should I get extra's?
    I hope I don't anger you and get a trip over your knee that would be wonderful I mean dreadful
    Timmy

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  105. You do get extras for being a pain. It's now fifty to each cheek.

    Bend over a suitable chair or stool - you should be made to feel undignified while you are being punished.

    And be warned that a trip over my knee would be anything but wonderful. I would make you sorry you were born.

    Miss Hasler frowned menacingly.

    Now GO AND GET WHAT YOU DESERVE!

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  106. On the contrary I think it would be quite wonderful to be disciplined by the sexy woman above. *sticks out his tongue like a bratty little boy*
    Timmy

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  107. Never contradict me.

    Sixty to each cheek each night for a week. After each spanking you will sit at your desk, bare-bottomed, and write a hundred times, "I will not answer back to Miss Hasler."

    Now stop annoying me and go spank that silly little bottom.

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  108. What if I don't >:)
    Timmy

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  109. (Timmy steps out of character) How can you get the maximum smack affect when you self spank yourself I sometimes have trouble applying the implement to all of my bottom
    Timmy

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  110. O dear all this naughty talk has given me quite an erection hope I don't get extra's
    Timmy

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  111. It's all in the wrist ;)

    Just try to find a position that is comfortable and that allows you lots of movement in your arm. Use a number of positions in one spanking: go from standing to kneeling to diaper to over a chair. Different positions will offer a range of targets you can reach.

    Think about where you are striking; don't just thrash. Make each swat deliberate and heavy.

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  112. But I still think It would be ever so nice to be pulled over Aunty Penelope's knee for being naughty.
    Timmy

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  113. You wouldn't think so if you ever were, believe me. I would beat you until you cried yourself out of tears, hollered yourself hoarse, begged more humbly than you ever thought you could beg, and the fire in your sorry behind would be so excruciating you would genuinely fear you may NEVER sit down again.

    And of course you get extras for getting an erection! You shall now receive eighty to each cheek. Such a naughty little boy!

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  114. I would love to see you perform in a moment like that beating my poor botty to shreds
    Timmy

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  115. Well, yes, I know you would, because you're a very naughty little pervert. Now, be a good boy for once and think about me doing just that while you beat your own bottom a nice shade of red.

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  116. Yes Miss
    I will do this right away thank you for giving me a punishment that I rightfully deserve.
    Timmy

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  117. P.S. I liked your post about the books, very interesting.

    Hugs
    Timmy

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  118. Dear Miss Penelope I am asking for your forgiveness for being so naughty and perverted yesterday. Please could you give me a more appropriate punishment than just 80 swats. I want to remember this for the rest of my life.
    Timmy

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  119. You know, it's a real shame you don't have a spanking machine in your house. I would like nothing better than to strap you in, set it running and leave you to your bare-bottomed fate. I would come back of course, several hours later, to see how you were getting on. And to smile in amusement at your wretched pleas. I do think your wail of anguish as I turned and walked away once more would be a delight!

    So you want forgiveness, do you? And more punishment? If anything speaks of a guilty conscience, it's those sentiments. And eighty swats not enough! I've never heard the like.

    Very well, then: you shall receive two hundred with the slipper on the bare. Some slow, some rapid, all as hard as possible. You will then sit on a nice, hard chair and write, one hundred times, "I will not be a wicked little pervert." Then it's a quarter of an hour in the corner, hands on your head (to keep them out of mischief). You shall be bare-bottomed throughout your punishment, I should point out: your trousers and underpants should be hung up somewhere you can see them, as a reminder of just what a naughty little boy you are.

    Then upon the next chiming of the hour you will do it all over again, with fifty extra swats. Use a nice, heavy hairbrush for the spanking this time, if you have one. And put a clothes peg on each of your nipples for your corner time. (I would quite happily pinch and torture them, so this is the next best thing). You may take them off when your corner time is up.

    Then upon the next hour you will do it all again, with fifty more swats.

    You may of course fill the time between punishments with menial chores. Do these half-naked. If you feel you are not applying yourself properly, apply a nice stingy implement to your backside for a swift dozen strokes.

    Next hour, another 300 swats, another 100 lines, another quarter of an hour in the corner with clothes pegs on your nipples. I want you to dread the chiming of that clock, and to deeply regret your misbehaviour, so repetition is important.

    Next hour, repeat the punishment for a fifth time.

    After your fifth corner time bend over the end of your bed and give yourself a final fifty to each cheek with the slipper. Make sure every so often to strike the same spot several times in succession. Then it's straight to bed with you. No internet, no looking at naughty pictures, and NO masturbation! Naughty boys should be sent to bed early with sore bottoms, and you are most definitely a naughty boy.

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  120. Miss isn't that a little much :( my poor bottom will be totally numb. Also I don't have a very good spanking slipper any other ideas?
    Timmy

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  121. You'll get extras if you question me again. The whole objective is to punish that naughty little bottom of yours.

    No slipper? Use your imagination, silly boy! I have better things to do than walk you through every last thing, you know. Now get to it.

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  122. Right away I will now soundly thrash my little bottom and come back to you when I am done and my rump is ever so sore. All the while I will think about how disappointed you are with me.
    Timmy

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  123. I just finished the punishment that you ordered and I am sitting rather uncomfortably on by poor bottom. Turns out that I did have a good slipper had nice sting. I even got myself to squeeze out a tear of pain. Hope I don't get more for saying I didn't have a slipper.
    Timmy

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  124. I'm very pleased that you got your due, and that you are now sitting uncomfortably. You deserve to be. And I'm glad to hear that you cried. Hopefully it made you regret your wickedness.

    For lying about having a slipper you should get fifty... with the slipper. Get to it, brat.

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  125. Yes miss right away
    In the future please feel free to order me to punish myself if you see fit.

    P.S.
    I also liked your poem :) looking forward to your next post

    Timmy

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  126. Hi
    When a normal spanking factor there is an embarrassment factor involved in it. How can I include this in a self spanking ordered from you?
    Still haven't had time to punish myself for lying
    Timmy

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  127. Oops just noticed typo
    Sorry
    Meant to say when a normal spanking happens
    Timmy

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  128. That's all right, Timmy. We're all allowed a malapropism every now and then.

    I must say that your punishment seems to have improved your attitude; a very pleasing result. Of course that doesn't mean that you shouldn't be kept on a tight leash, and given regular beatings. As I'm sure you appreciate.

    As for embarrassment... that is all in the mind of the one being punished. I take it that confessing your naughtiness and detailing your punishments in public here isn't embarrassing enough for you? Then perhaps you should give some thought as to what would be likely to embarrass you. Do you fear being seen? Or heard? If so, then see what you can do to make those things more likely. You could leave the blinds/curtains open. Who knows who might walk past and glimpse you in your disgrace. Do you have a garden? If you do, why not spank yourself there?

    Do you have a school uniform? Wearing that would help you to feel deservedly foolish and immature. Or perhaps you would be mortified to be dressed as a girl for your punishments? Hmm... perhaps I should put you in a pretty little frock and send you into the garden.

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  129. Do you think that I could come to you once a week and ask for you to give me a suitable punishment?
    That would help a lot I need someone real to spank me though :(
    Timmy

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  130. P.S. I'm not the same person as underpants boy if that is what you are thinking because you never instructed me to confess I got spanked in public.
    Timmy

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  131. I didn't think you were, Timmy.

    And I assure you I am real, lol! But it's okay, I know what you mean.

    A weekly punishment... very well; I live to please. You can use email for that if you like.

    As for offline discipline: perhaps you could try creating a profile on a spanking 'dating' site, such as SpankFinder?

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  132. Talking about you punishing me how often should I spank myself during a week. Hopefully you will keep me in line :o.

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  133. Well, a daily spanking is obviously required. Additional spankings will depend upon your (mis)behaviour during each day.

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  134. I was thinking 3 times a week I'm not that naughty X)
    Timmy

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  135. Well, guess what?

    What you think doesn't matter.

    A spanking before bed each night is just what you need, so that is what you will receive.

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  136. Also I liked your Idea of having the blinds up have any of your creative ideas.
    Timmy

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  137. Woops another type
    Meant to say have any creative ideas
    Dang I'm bad at spelling in and out of your English Class
    Timmy

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  138. lol, now you've made me laugh. Bad boy!

    I'm glad you liked the blinds suggestion. As for other ideas, I reiterate that you should spend some time thinking about the sorts of things that you would find embarrassing. You know yourself best, after all.

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  139. For tonight's spanking I would be honored if Aunt Penelope took me over her knee
    Timmy

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  140. I think a good pants down spanking would be good to keep me in line even though I've been good today. Don't want me to start getting cheeky.
    Also I thought of an idea how do you like the idea of having the windows open while I spank my bottom?
    Timmy

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  141. P.S. I hope I'm not bothering you I'm liking these conversations also where did you get that picture above I love it. Not that a do a certain something while looking at it X).
    Timmy

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  142. I know that a good spanking over my knee would be an honour for you, Timmy. You will have to do your best to imagine yourself in just that position as you apply the slipper to your own behind.

    And I would certainly question your assertion that you have been good today. Confessing to doing unspeakable things over that picture above is most definitely NAUGHTY. So a "good pants down spanking" is definitely in order.

    Yes, open the windows. Let anyone walking past your house hear that a naughty boy is getting what he deserves.

    I can't actually recall where I got that picture from. Here's a handy tip, though (not that you deserve it): in Google image search, drag and drop a picture from your computer into the search bar. It will return every other instance of that picture it can find.

    Now, enough talk: I have to attend to other things. Windows open, pants down, and spank that naughty bottom. And all the while think about just how cross I am with you.

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  143. Tell me just how you will make me feel when you spank me
    Timmy

    and thanks I will try to look for the picture

    ReplyDelete
  144. Miss Hasler frowned.

    This is the last word from me tonight. I am being far too indulgent with you.

    But, since you wish to know...

    I would make you feel like the naughtiest, most immature and foolish little boy there ever was. A naughty boy who had nobody but himself to blame for his predicament.

    I would leave you in absolutely no doubt that males in general, and you in particular, are wretched little brats in comparison to their superiors, WOMEN.

    I would make you feel as if your ass was literally on fire.

    I would make you regret, with tears and howls and desperate, heartfelt pleas, ever speaking out of turn, ever playing with that naughty cock, and, most important of all, EVER displeasing me.

    I would make you so very sorry.

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  145. Boy am I chatty I probably should get on with my spanking but I found some pictures of strict women that you might like

    http://fabafter40-cdn.wpengine.netdna-cdn.com/wp-content/uploads/2009/01/jacket2.jpg

    Looks like she is impatiently waiting for a naughty boy to come home

    http://cdn.24.co.za/files/Cms/General/d/1578/5226b9a17dfd4e8ba73d97d7769776a6.jpg

    Looks like a strict teacher to me

    http://images.fanpop.com/images/image_uploads/Jennifer-Love-Hewitt-jennifer-love-hewitt-118415_801_1100.jpg

    Yum

    http://1.bp.blogspot.com/_lpyY1akuLxE/TTU3R5Bc69I/AAAAAAAAAXk/3paqgEUAvLk/s1600/Bikini+Girls+%252816%2529.jpg

    And one for me :)

    Just copy and paste into the website bar

    Timmy

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  146. Well my bottom is now soundly thrashed. My bottom was almost as red as your dress in your latest post. What is my punishment for tonight Miss. I will do what you see fit.

    P.S. Tell me what you think of the pictures I found. Hope you like.

    Timmy

    ReplyDelete
  147. Tonight you will get sixty with the slipper on the bare, followed by a quarter of an hour's corner time and a hundred lines: "Looking at pictures of sexy women is naughty."

    Then just before bed it's a quick twenty with the wooden spoon, pants down. Naughty boys should go to bed with sore bottoms.

    I thought the pictures were very nice, Timmy. All women who look like they would deal with you appropriately.

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  148. Happy you like them I liked the last two the most.
    For more reasons than one ;)
    It's also good that you like one of them because you definitely know how to deal with me. Should I also open the blinds?

    Timmy

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  149. Oh woops forgot to mention this. I decided I will add an extra fifty with the slipper for lying to you every night this week.

    Timmy

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  150. I suspected you might have liked those two the most.

    Yes, open the blinds. Open a window even. Let the sound of slipper on naughty bottom drift across the air.

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  151. Darn I meant to say
    It's good that your look like one of them.
    UGGG! SO BAD AT SPELLING
    Timmy

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  152. I like the way Jennifer Love Hewitt is looking at you almost inviting you to climb over her leg and punish you for looking at her breasts like that.

    A little pun
    You've got to Love Hewitt

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  153. I truly am sorry if I am disturbing you but I was looking at my punishment that you prescribed should it be 60 on both cheeks or each?

    Hugs
    Timmy

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  154. Miss Hasler groaned.

    We'll have less of the attempts at humour, thank you.

    And whilst I do not like the assertiveness of you 'deciding' to add fifty with the slipper, I am glad that your bottom will be all the sorer for it.

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  155. Sixty in total, so thirty to each cheek.

    I will have to draw you up a punishment schedule, so you can always know what to expect each day.

    ReplyDelete
  156. That would be helpful just post it here and I will follow it. Can you set different offenses so that I know what to do if I have been especially bad.
    Sorry I just had to make that Pun :)
    Timmy

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  157. What would you like me to were during my punishment tonight?
    I am starting to get ready for my punishment.
    Timmy

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  158. I have short shorts/boxers that I could walk around in this evening.
    Timmy

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  159. Yes, that sounds appropriate. And we'll have them down for your spanking, corner time and line-writing of course!

    ReplyDelete
  160. I found some more pictures of Jennifer Love Hewitt. I love her curves! She fits so well in those corsets

    http://www.corsetheaven.com/forum/uploads/Arrvee/2006-04-10_193349_20050216_hewitt31.jpg

    http://3.bp.blogspot.com/-SjHdky6AqGk/TblMYcVYTzI/AAAAAAAAABY/AVzPNcuhLXU/s1600/jennifer_love_hewitt.jpg

    http://www.tinyadda.com/images/9up9mxlqljzf24kzemd.jpg

    http://bangersandgash.org/wp-content/uploads/2012/07/Jennifer-Love-Hewitt-photos.jpeg

    Hope you like them as much as I do!

    Timmy

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  161. should I walk around in just the shorts or should I have a shirt on too. I have quite a lot of time on my hands tonight.

    ReplyDelete
  162. Thank you for the pictures, Timmy.

    To shirt or not to shirt rather depends on whether 'tis warm enough to go topless. If it is, then do.

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  163. I was thinking of walking around in just the little shorts. I was planning to start my spanking at around 8. I don't know whether I should ask for extra's for going to the websites that I found the pictures on. Boy her body is something to behold
    Timmy

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  164. I like the second picture she seems like she is chuckling while you nervously strip for her.
    Timmy

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  165. You most certainly should ask for extras. Those websites aren't for little boys like you.

    So ASK. Nicely.

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  166. Ma'am may I have more punishment for looking at bad websites of sexy women.
    Thank you
    Bow
    Your humble servant
    Timmy

    ReplyDelete
  167. How is my punishment schedule coming along?
    Timmy
    Just post it here when you finish.

    ReplyDelete
  168. For a humble servant you are very demanding. I haven't started writing your schedule yet - I do have other things to do, you know!

    But of course you may have more punishment for looking at those filthy websites. You shall have six with the belt to each hand. Six to the left, then six to the right. That should teach you a lesson.

    Now, I have to go. I expect you to be a very sore, very sorry boy when you go to bed tonight. Do not disappoint me.

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  169. There there, Timmy. I didn't mean to scold you for your enthusiasm. I am just under a lot of time pressure.

    You are a good boy really, and I am proud of you.

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  170. Well I've done as you wished and I am now going go to my room and sleep while having dreams about Jennifer Love Hewitt in all of her sexiness. :)
    Timmy

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  171. Hello, Timmy. I have drawn up a punishment schedule and some rules for you to follow. I expect you to strictly adhere to both, each and every day. NO skipping punishments. Should your behaviour warrant a revision to the schedule, it shall be made by myself.

    And remember that it's all for your own good.

    Timmy's Punishment Schedule

    Monday - Friday

    10 with the slipper upon waking each morning

    50 with the slipper each evening. Immediately followed by 15 minutes of corner time then 100 lines: "I am a naughty boy and I deserve this"

    20 with the slipper right before bed

    *****

    Saturday - Sunday

    As above but with 100 swats of the slipper in the evening

    *****

    Additional Punishments

    Looking at naughty pictures of women: 6 with the strap to each hand. No using the computer for an hour.

    Masturbating: 100 with the slipper, 30 minutes in the corner with clothes pegs on your nipples, then 200 lines: "I will not look at filthy pictures." No using the computer for 2 hours.

    Neglecting your chores: a cold shower followed by 20 with the slipper. 100 lines: "I will not neglect my chores"

    Showing disrespect or insolence to Miss Hasler: 60 with the slipper, delivered with you kneeling as if to kiss my boots. 200 lines: "I will not show insolence to Miss Hasler"

    Any of the above offences will result in an early bedtime (2 hours earlier than your normal time) with a good, sound, 50-swat spanking (with the slipper) given right before you are tucked in for the night.

    *****

    All spankings will be given on the bare.

    Your blinds and windows should be opened whenever possible.

    Any mistakes in your lines and you will write them all over again after 20 with the slipper.

    ReplyDelete
  172. Thanks For posting this I'm looking forward to doing this.
    Also thank you for investing the time to discipline me correctly. Again I wish someone real would spank me in person.
    Timmy
    Hope you liked all the pictures I posted

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  173. Do I have to do these every day :( my poor poor bottom. What did I do to deserve this.
    Pout
    Timmy

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  174. Also when is your next English class I'm eagerly looking forward to it :).
    Timmy

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  175. Yes, you do have to follow your punishment schedule every day. And I think you know exactly why you deserve it - your petulant pouting simply goes to prove what a naughty little boy you are.

    My next English class will hopefully be this week. I am glad that you are looking forward to it!

    I did like the pictures you posted, although I am not pleased that you were looking at such things in the first place. We shall have to spank such urges out of you, won't we?

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  176. Can I ask for a change in the punishment instead of the lines can I double the punishment?
    *Puts on best puppy dog face*
    Timmy

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  177. I presume we will have to spank that out of me.
    *Bends over Miss Haslers knee pants down*
    Timmy

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  178. Yes, you may double the spanks in place of the lines.

    BAD boy!

    ReplyDelete
  179. http://www.shareyourwallpaper.com/upload/wallpaper/people/sexy-girls/sexy-girls_1d9db7f6.jpg
    Love the down shirt shot :)

    http://www.screensavergift.com/wp-content/uploads/2011/01/SuperSexyGirls5.jpg
    Gosh there is nothing better than gazing in admiration at the female body

    Timmy

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  180. Timmy nervously waits over Miss Hasler lap for the spanking to start. She positions him over her lap then it begins.
    Timmy

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  181. You could use the picture of the strict teacher for the english class if you want to.
    Timmy

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  182. Thank you, Timmy.

    Now, be a good boy and take your spanking well. We'll have ten extras for the remark about the "down shirt shot," I think.

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  183. Please no I was just admiring her ample chest. I think that remark would make her turn me over her knee though what do you think?
    Timmy

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  184. And another six for questioning me.

    But yes, I agree that were you to make such an outrageous comment within her earshot you would find yourself across her knee in short order. And rightly so.

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  185. But then again if she was in earshot of me I don't know whether I would be able to keep my hands off of her in that type of nickers. I think that she deserves more of a spanking than I do for dressing like that!
    Timmy

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  186. My shot at a spanking story.
    Don't know how this would go. I know it is nothing compared to yours but it's worth a try.

    Timmy was in trouble. This was his fourth failed test this semester and his parents had threatened to hire a tutor if his grades continued to suffer. When he came home his mother greeted him.

    "How did you do on your test today" she inquired.
    "I did fine" Timmy lied.
    "Well lets see how well you did then" she said as she took the test out of his backpack. Timmy gulped he knew that he was sunk.
    "GOOD LORD, Timmy this is anything but fine you didn't even get ten right". "Well I expected this to happen anyway so I hired a tutor yesterday, she is coming today no matter what. Her name is Miss Kimberly."

    Three hours past and Timmy nervously waited. What could possibly happen to him he thought. Finally he heard a car pull into the drive. He looked out his window and saw a young woman around 26 climb out of the car she was wearing a white button down shirt with the top buttons unbuttoned revealing the top of her black bra. Her shirt was tucked into a pencil skirt that went down to right above her knees. Then the door bell rang. As she entered she saw Timmy standing there waiting.

    "Why hello there you must be Timmy" she said.
    "Yes that's me" he responded.
    " I hear that you have been recieving very poor grades" "As your tutor I will not stand for that. Each poor grade will result in a good and well earned spanking over my knee". "Your mother agrees that this is best for you".
    She sat down on the couch and pulled down Timmy's pants and guided him over her knee.
    She took out a wooden hairbrush out of her suitcase and went to work. She had brutal accuracy as she bombarded his behind. Slowly it turned into a pleasing shade of red. By now Timmy was sobbing. She let him up and sent him to the corner. This was the beginning of Timmy's new life.

    I guess it is fine. Not as good as yours though.
    Timmy

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  187. I just thought of this. Do I have to spank myself the days I go to the gym all the other men will see my naughty bottom all red and sore.
    Timmy

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  188. I think that all the pictures of the sexy girls deserve more of a spanking than I do for looking at their hot bodies. They are almost asking for a spanking.
    Timmy

    By the way your bottom is too by the looks of the picture you took

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  189. Miss I hate to wine but my poor bottom is so sore from the spanking and I am sure the neighbors can hear may I please have less spanks?
    Timmy

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  190. Also tell me what you think about the gym and my story if you want. :)
    Timmy

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  191. Hi Timmy, I'm sorry to have taken so long to respond to your comments: I haven't been very well the last few days. I am sorry.

    Your story is very cute! And it betrays, I suspect, a good deal of wishful thinking... and a guilty conscience! I shall have to keep a closer eye on you in class from now on, I think. And be stricter about your exam results.

    I'm afraid that you will adhere to your spanking schedule whether you have gym or not. It is not my concern that other men might see your spanked bottom - it's your own fault for being naughty!

    And those women in your pictures most certainly do not deserve a spanking. Or at least not one millionth as much as you do. You can have six extras for being so cheeky.

    Oh, and of course you may NOT have fewer spanks! I hope your naughty little bottom is sore, and I hope your neighbours can hear you get what you deserve.

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  192. Thanks for responding I hope you feel better. Please feel free to spank me for bad grades in your English class turn Timmy over your knee whenever you want. And what should I say if one of the men ask why I was spanked.

    Also I would say she deserves a good spanking just like you sometimes.
    http://ecx.images-amazon.com/images/I/51dTk0ked4L._SL500_SS500_.jpg

    Timmy

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  193. But my spanking hurt so much :(.
    I have to admit these spanking you have asigned me have been useful on keeping me in check even though I still have a problem with masturbating to naughty pictures :( I'm sorry I try not to.
    Timmy

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  194. If anyone asks why you were spanked you will tell them the truth: that you are naughty and you need a woman to discipline you.

    And you must NOT masturbate without permission!

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  195. (I have to go now. I'm sorry if it's a while until I respond again)

    ReplyDelete
  196. But what if they laugh at my sore bottom. My bottom is so red and sore all of the time.
    Timmy

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  197. Found these pictures hope you like them because I certainly do.

    http://www.heavy.com/action/girls/2011/05/the-20-hottest-photos-of-maria-sharapova/9/

    http://www.heavy.com/action/girls/2011/05/the-20-hottest-photos-of-maria-sharapova/10/

    http://www.heavy.com/action/girls/2011/05/the-20-hottest-photos-of-maria-sharapova/11/

    http://www.heavy.com/action/girls/2011/05/the-20-hottest-photos-of-maria-sharapova/14/

    O how do you solve a problem like Maria? :)
    Timmy

    http://www.babble.com/CS/blogs/famecrawler/2008/01/16-22/996696218_817c8cb6ca.jpg

    Love Jessica's bottom. I don't know whether I would spank it or do something else XD

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  198. O and don't worry I spanked myself for looking at those photos but O was it worth it. My bottom paid the price but my willie didn't :)
    Timmy

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  199. http://blog.besocial.com/wp-content/uploads/2011/11/Sexy-Bed-Hot-Romantic-Sexy-Couple.jpg

    This is what I would do to Jessica if she dressed like that around me how could I resist!
    Timmy

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