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I Want To Wear My School Shorts And Receive A Caning

Personal Stories, Advice, and Support 180 People

    Six Of The Best On My Schoolboy Shorts

    I was regulalry caned when I was at school. As I grew older I often thought of those times when I had to visit the headmaster's study. I fantasized about recreating my schooldays and being caned again. I bought a school uniform and booked to visit the headmaster in Buxton who...
    Schoolmaster10 Schoolmaster10 46-50, M 8 Responses Jan 25, 2011

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    Shorts

    Short shorts area thae best for boys of all ages!
    medicalenemaboy medicalenemaboy 61-65, M 4 Responses May 6, 2012

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    I Need Caning/spanking

    I need caning and spanking with me in my school uniform and school shorts, I also need corner time, being told to put my hands on my head, while i am standing in the corner, I can stavel in and around london and zone 6, So if any Sirs can accomodate a naughty school boy, Please...
    andrewbates andrewbates 41-45, M 2 Responses Feb 17, 2012

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    Caning

    never been caned for real but have mucked about with mates and got it for fun as a penalty. nothing to cause any damage but enough to deter me from crime if headmaster or judge ordered it. bring it back!
    martinmygosh martinmygosh 13-15 7 Responses Nov 18, 2011

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    Related Experiences

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    spankyboy100 spankyboy100 31-35 Jul 9

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    I WEAR SHORT SHORTS!!! ///////////////////////////////////////////////////////////
    Cluckia Cluckia 13-15, F 2 Responses Jul 17

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    yes just a pair hugging my bare skin is very comfy. Nothing underneath. Got many colors that can last for a week. :)
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    June 30th 2014. I am wear compression shorts that are a bit tight and my bulge is excruciating
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    A quick reminder... this is a true story. None of it is made up. This is PART 3 of the experience I first wrote on July 1st 2014. I would like to suggest you to read that one first...
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    I had 10-12 Adidas, Umbro and Trigema different colored nylon short-shorts with strips on side. These short-shorts were extremely perfect and comfy with its smooth inner lining...
    blueschoolshorts blueschoolshorts 26-30, M 7 Responses Jun 30

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    I don't wear panties most of the time, unless I had a skirt on I'm not to that level. It feels sexy and usually my panties seem to have extra material ( must need better brands).
    ElleFarah ElleFarah 18-21, F 17 mins ago

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    Hi guys! I just received a spanking from my mother. I was asked to do some household chores but I didn't do it. Now when my mother came back from work and knew it, she gave me a...
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    We imagined how we'd dress if there weren't any obligation. What about the clothes that you'd be wearing when you'd go for a walk or jog or may be when you exercise? In the...
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    CoolKid77 CoolKid77 22-25, M Jun 30

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    A quick reminder... this is a true story. None of it is made up. This is a new topic and has very few links to my previous experiences. None of the things in this story is made up...
    hopetolive2000 hopetolive2000 13-15, F 3 Responses Jul 1

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    Toplp83 Toplp83 26-30 1 Response 1 day ago

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    today july 8th,2014..i am wearing white briefs with outer white shorts,kinda baggy shorts at that.
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