Sunday 8 December 2013

Babysitter Spanking

As veteran followers of this blog may be aware, the babysitter spanking scenario still holds some lingering sway over my kinko imagination. The idea of  being a  mischievous boy again, propped across the knee of a fed up, outraged young lady intent on teaching you that she is not be trifled with is an intoxicating fancy.


Or so this young gent thought; now, however, he's beginning to have doubts - sadly for him, it's a little late for that....



22 comments:

  1. Thanks for this! An experience with a babysitter was one of the things that initially ignited my spanko fuse years ago.

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    1. Me too, though I was the one who had to light the fuse.

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  2. Oh babysitting fantasies are always wonderful, both for those of us who want to be the sitter and the sittee.

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    1. You could babysit me anytime, Aunty. And I promise to be a good boy.

      (though I can't promise the same for the mouse I drop in your handbag....)

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  3. Oh, I don't think it's "sadly" at all, because even if he doesn't necessarily enjoy being spanked so soundly at the surface level of his consciousness, deep down in his psyche it's undoubtedly a highly gratifying experience.

    He'll be smiling every time he feels that prickling-hot sensation every time he sits down for the next several days.

    Being paddled pants-down by a pretty babysitter is undoubtedly the dream of many adolescent boys, but the tricky part is getting her angry enough to spank your bare buns without alienating her--which regular misconduct might do.

    Of course, if she enjoys dishing out the discipline, perhaps an understanding could be reached... --C.K.

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    1. You hit the nail on the head - how to encourage her to take you over her knee without permanently alienating her? A dilemma often faced by spankos of all ages, really.

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  4. A fantastic Scene. It would be more humiliated if the Babysitter is in the same age or younger than the Boy she´s looking for.

    Joerg

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    1. which is what is intended in this illustration, though mostly because I don't want to depict kids in my work.

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    2. Perhaps the same effect could be obtained if the babysitter was blistering the bare bottom of the father of the young gent instead? That I would love to see! Thank you for continuing to share your talents.

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  5. I think this is another universal fantasy for spankos. Of course, there's always second thoughts, especially when the pain starts to sink in seriously. If it's a "real" spanking (where she's genuinely angry) he should be bawling his eyes out. A real spanking ends in tears, lots of them...

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    1. The real tears may come soon enough. Right now he's just coming to the realization he may have bit off more than he can chew.

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  6. MARVELLOUS piece !!!
    (made me think once again, Alex, you just can't draw like that, duh.)

    I love the regression implied. Babysitters for teens/young adults, who are allowed to use discipline to achive their goals. This is hot.


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    1. Thanks, Alex! You have your own special brand of 'regression discipline'. I always enjoy your work too.

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  7. Nothing beats a baby sitter scenario.

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  8. I see an older woman, her daughter is my age, and all is okay. There are times that she feels she is baby sitting me, some of the foolish things I like doing. Her daughter has warned me, her mother if pushed to far will spank, trust me she said, her last spanking she said was when she was twenty. Well I did not listen and worse her daughter was present, no way out for me and soon I was standing with pants and underpants around my ankles, a scolding and the daughter watching it all and even mentioned I was warned. Once over the lap I learned quickly she was serious, I did everything I could to advoid her hand only to have my pants and underpants fall to the ground and when she stopped I thought it was over, wrong, her daughter brought her the paddle and as she stated, the spanking began. Crying uncontrollable, laying across her lap with a very warm, stinging bare bottom, I felt the sting of the paddle. Once finished I was quickly taken to the bathroom, I relieved myself, and told not to rub and then taken back to the front room and stood facing the wall. The mother and daughter talked, about how red my bottom was, and how much I look like a naughty little boy who has been properly punished. When the daughter left she rub my bottom and said, nice and warm, must be stinging young man, I said nothing. I was then told to stand before her and the rules were layed out and I agreed quickly. She smiled and said it felt good and I said nothing. Well prior to bed that night I was given a bath, told I had chores to do in the morning and sent to bed early. She did say that I never had a babysitter like her and I agreed with her.

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  9. This rather reminds me of the way my girlfriend dealt with me when we were in college -and of the way she went on spanking me after we were married. (Since then, she has added a few more "tools" to her collection)

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  10. That is a prime fantasy for me, as my childhood spankings came exclusively at the hands (and over the jeaned, skirted, or stockinged knees) of babysitters. It was definitely formative, but I wonder if it still holds sway. Most babysitters nowadays would be reluctant to spank for fear of losing the gig, or worse.

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    1. You lucky son of a gun. I envy your childhood.
      You're absolutely right about babysitters nowadays - one more reason this blogger still lives in the 50s & 60s.

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  11. Great work! - from your favorite lurker.

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  12. Fantastic drawing. Her clothes give a nice 1950's impression, and I like how you captured the expressions on their faces.

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  13. Thank you - it's comments like that encourage me to keep going.

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