You might be looking in the wrong place...

Stories about you or someone you know getting pantsed, stripped and humiliated.
Massageguy
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You might be looking in the wrong place...

Post by Massageguy »

My family visited relatives in Colorado every summer. I had (mostly) innocent crushes on several of my beautiful cousins, but managed to get embarrassed in front of them on a regular basis in my preteens and teens.

I think I was 13 when this one happened. My grandmother sent me to her huge garden to bring in some tomatoes for dinner, but I had my heart set on sneaking a few cherries. I climbed up into the tree to pick a few, but slipped. My swim trunks got caught up in a branch, and I wound up dangling, head down, with my trunks pulled almost off my cute little butt, and tangled around my junk....

I yelped, but quieted quickly - didn't want to get caught with my pants down (up?)

While I was struggling to free myself, my grandmother sent 2 of my cousins to see what was keeping me. She came out when she heard the girls screaming with laughter, and said...

I don't think you're going to find any tomatoes up there...

My face was red, my legs were scratched, and my cute little, sugar-white butt got reddened when they finally got me down...
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Re: You might be looking in the wrong place...

Post by Massageguy »

In response to DMs...

1. Yes. I DID get pantsed by a tree, and

2. No. They didn't see my 'cherries.'

Not then, anyway.
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Re: You might be looking in the wrong place...

Post by hightab »

Massageguy wrote: Wed Aug 28, 2024 1:03 am In response to DMs...

1. Yes. I DID get pantsed by a tree, and

2. No. They didn't see my 'cherries.'

Not then, anyway.

Ohh do share when they did see your “cherries”
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Re: You might be looking in the wrong place...

Post by Massageguy »

So...

I think it was the next summer. I would have been 14 or 15.

I went out water skiing with three of my cousins. I had serious crushes on all 3 of the sisters. S was 6 months younger than me, M was 6 months older, and A was..19?

A drove the boat, and I was coached by the 2 younger girls. I'd never been water skiing before - but they grew up on the reservoirs, and A was a lifeguard.

They gave me mostly good advice, but added

Whatever you do, don't let go of the rope.

I listened as best I could, but I was young and distracted.
M and S were beautiful in their bikinis, and A was simply stunning in her life guard one piece. Me? Mostly bashful, smitten, painfully erect, and awkward. I was already 6'2", skinny, and last year's swim trunks were stretched out and mostly inadequate.... I'm not huge, but 7 3/4" was hard (ha) to hide...
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Re: You might be looking in the wrong place...

Post by Massageguy »

S dove into the water, and helped me get into the skis. I was too skinny to float well, but had a belted life preserver around my middle.

After a lot..a LOT... of fumbling, we got me into the skis. She kissed me on the cheek, and whispered in my ear

Whatever happens, don't let go...

I savored the view of her bottom as she climbed back into the boat. A gunned the motor, and I rode the skis up to where I was crouched over the water, butt slapping the waves. I lost control a couple of times, but was getting the hang of it. Next time A brought the boat back around, she said

Looking good! This time, try to stand up!
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Re: You might be looking in the wrong place...

Post by Massageguy »

I blushed. Part of me, hidden under the water, was already standing up...

So, we took off again, and I clumsily straightened my legs, and finally got up and out of the water! It was amazing, and I laughed as the 2 girls watching cheered.

And, of course, I lost control, and pitched forward into the water, face first. I remembered S's final advice

Don't let go of the rope.

Hitting the water knocked the air out of my lungs, but I held on...and was dragged through the water at full speed. Eventually, I lost my grip, and came up, spitting out lake water. I was kind of dazed, and turned to see A pilot the boat back to retrieve my skis, and something else...

I finally realized that the life preserver had skinned off my narrow hips, but I was fine. I've always been a strong swinner...

The girls circled back, all laughing. No problem - I'd watched home movies of them all falling in the water, aching for a glimpse of tit, so I knew it was typical.

S laughed as they came around. 'Did you lose something?' She held up the flotation belt.

Then I saw M was twirling something in her hands. My trunks!

It was then that I realized I was completely naked in the water!
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Re: You might be looking in the wrong place...

Post by Massageguy »

A brought the boat back around, and told me to climb up the ladder at the back.

But I'm...naked! Throw me my trunks!

They're here...come and get them...

I looked toward the beach. An easy swim away, but...

What would I do when I got there?
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Re: You might be looking in the wrong place...

Post by Massageguy »

I looked toward the beach... i could swim thete,but then what?

I climbed the little ladder back into the boat, and didn't even try to cover up. Why bother?

My adorable cousins applauded. I asked, politely, for my trunks. Or, at least a towel.

imagine my shock when my younger cousin threw me a tube of sunscreen...
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Re: You might be looking in the wrong place...

Post by hightab »

Massageguy wrote: Thu Aug 29, 2024 3:54 am I looked toward the beach... i could swim thete,but then what?

I climbed the little ladder back into the boat, and didn't even try to cover up. Why bother?

My adorable cousins applauded. I asked, politely, for my trunks. Or, at least a towel.

imagine my shock when my younger cousin threw me a tube of sunscreen...
Damn man you really dragged that out. Now I want to know what happened at then end. Did they keep you naked on the boat ? Please keep it to one reply not 5 page long reply lol
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Re: You might be looking in the wrong place...

Post by Massageguy »

Sorry you don't like my storytelling style. I work from an old phone, and get frustrated when I lose a big chunk of story.

They kept me naked for a half hour or so, and gave me my trunks back when we headed in. Of course, they didn't want me to burn, so they made sure I applied sunscreen.

To my penis.

Slowly wanking in the sunshine...not to completion, but to full erection
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