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A bet with Aunt Sam

Posted: Sun Jun 23, 2024 5:15 am
by Freesub
A slightly distant aunt of mine had come to visit just a few months before my 15th birthday, and after a couple of days I got into an argument with her about whether she could cycle faster than me.
The terms were quite vague, just that the winner would have to do one thing the loser said. I planned to get her to buy me a new cap when I won.
Of course, as luck would have it, she didn't tell me she was a state-ranked cyclist in her youth ( she was 28 so just a few years ago).
Since I wasn't the fittest kid I ended up getting my ass handed to me thoroughly.

She was going to make me do 100 situps and a 100 squats saying "You are a better cyclist than me" , but my mom, finding it hilarious I lost and wanting to knock me down a peg for arguing with my aunt, suggested the idea of making me get naked.

Much to my humiliation, they forced me to follow through on it, dropping my undies and showing my willy to someone who hadn't seen it since I was a baby.

Of course naturally she spent the whole time laughing her head off and teasing me about going from arguing with he rto doing naked squats showing my willy off to her.

It was humiliating to be naked, but it was also genuinely painful to do 100 squats and situps ( I was not exactly the paragon of fitness).
She was nice enough to 'support me' by holding onto my butt and my boy bits in place while I did the exercises.( Of course ,just to tease me because she knew I would be extremely embarassed ar her touching them)

The only Silver lining was that when she saw me naked the next day after I forgot to lock the bathroom, there wasn't much to tease me about given she'd already seen and grabbed all my junk for over an hour.

Re: A bet with Aunt Sam

Posted: Mon Jun 24, 2024 7:17 am
by Freesub
If any of you have any questions about the details or any incidents of your own I'd love to hear them!