Caught Naked with Friend

Chris sent in this story about spreading the skinny dipping joy:

When entered my first year of high school it was a fresh start for me. It was a Catholic school a bit away from where I lived, and I only knew one girl who came there with me. I had recently lost my best friend, but not before I convinced him to go skinny dipping in the ocean on his birthday, but that’s another story. I quickly made friends at the new school, but one in particular I started getting really close with. We can call him Jake for simplicity.

So Jake was rich. Not like, super over the top snobby rich, but like I have a biggish house and an underground pool in a large backyard. Both his parents and his older sister lived with him. We had a freshman camp before we went to school and had to change partially for gym class so we had already seen each other in underwear. I was invited to his house for the first time in the end of September so it was starting to get cold. His pool was still open so after we finished a few rounds of video games he asked if I wanted to swim. I said yeah but I didn’t have a swimsuit. (If I had a dollar for every time a skinny dipping story started with a someone not having a swimsuit, I’d be rich.) He said I could borrow one of his. I laughed at him, for I was taller and “larger” if you know what I mean.

He said just swim in underwear. Me, already addicted to skinny dipping at such a young age, just asked if anyone was home (no) and so I said I’ll swim naked. His jaw dropped and he asked me if i was sure. I said yes and we went outside. He came out with a swimsuit on, I was fully clothed. He asked me again if I was sure and in answer I began to strip. I jumped in after I got naked and it felt so good to be naked in this new setting. (I’ve since been naked there countless times.) Now, at this age, I would get excited just by being naked but I think Jake understood that. After a while of diving and sliding and water baseball. We were laying on his deck, hoping to get a last-minute tan before winter when he asked me how it felt.

I didn’t make it sound better than it is. I told him it straight: “it’s amazingly liberating and freeing and your body feels alive. The feeling is just so natural and right I don’t know why swimsuits are required in some places.”

He asked if I was lying and I said no, and then mentioned he should try it. He said ok surprisingly fast and enthusiastically and dropped his trunks. I looked over and laughed because his private area had obviously had little to no contact with fresh air and the sun. (And that’s not a “little” pun). We splashed around and had fun for a while, when all of sudden we heard a massive giggling. His sister, a junior at the time, was watching us from the deck. We didn’t even notice. She had my clothes and his swimsuit behind her. We had to get out and show her ourselves to be given our clothes back. I’m surprised she didn’t take pictures for added embarrassment!!

So, pro tip: have an alarm set for when people are going to arrive home when your skinny dipping!

Thanks for reading, hope I actually help new skinny-dippers out from this!

Indeed you did, Chris! Thanks for sharing this experience.



  1. Sounds like you and your friend had fun. I feel anytime you skinny dip always the risk you might get caught. It is worth it.

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