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Old 10-24-2024, 01:59 PM
sweeptheleg sweeptheleg is offline
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Default Friend's mom bathing suit wedgie

I had a close friend in high school and his family had a really nice boat for waterskiing and tubing. During the summers I would sometimes get to go with them out on the boat at a nearby lake. My friend's dad was always there because he wouldn't let anyone else drive his boat. And about half the time my friend's mom would join on the boat too.

On one occasion when his mom came out with us she was wearing a sporty one-piece bathing suit as she always did. A typical "mom bathing suit" from the late '90s. Full coverage in the front and back - nothing scandalous about it.

Towards the end of this boat outing, everyone was done skiing and tubing. The boat was idle and everyone jumped into the lake for one last swim before we packed up and went home. Eventually it was just myself and my friend's mom swimming in the lake when his dad said, "ok everyone in, time to go home."

So both myself and my friend's mom swam towards the back of the boat to climb in. She was a little bit ahead of me so she began climbing up the boat ladder first while I was just behind her. And as she climbs up the ladder, I notice her bathing suit is completely wedged up her ass. Both of her buttcheeks are visible plain as day as I'm swimming towards the ladder. And then as she's almost out and standing on the top rung, she pauses and pulls the wedgie out so her bathing suit is back to normal.

I saw the entire thing from her big butt climbing up the boat ladder to her picking the wedgie out. It was quite the sight. And I don't think my friend and his dad had any clue what just happened. Only I had noticed and saw any of it.

When I climbed back onto the boat his mom was wrapped in a towel. We made a brief awkward eye contact with each other as the dad is starting up the boat again to go home. My heart was racing and I'm sure my eyes were widened from what I just saw. I think she was gauging my reaction. For some reason I was feeling a little shy or guilty about what I had just seen in that moment. So I was the first to break our awkward eye contact moment and look away.

I never mentioned it to anyone. I just enjoyed the memory. It was the greatest memory ever if I'm being honest. I've gone back and forth in my mind as to whether or not she flashed me intentionally. Nothing like that had ever happened before or after with her. And she did not seem at all like the type of mom to flash her ass to her son's friend on purpose. She was a very put together woman and it just didn't seem like her personality at all.

But I can't understand how that could have happened accidentally. Her bathing was full coverage in the back and there's just no way she couldn't have felt it being wedged up her butt as she climbed into the boat. And the awkward glances at me afterwards suggested she knew what she was doing and maybe felt like she went too far. I don't know. But the mental image of her ass climbing the ladder and pulling out her bathing suit wedgie was a gift to me that I will never forget.

Last edited by sweeptheleg; 10-24-2024 at 02:07 PM. Reason: word corrections
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