My Best Friend and I at the Pool

by twinktastic

24 Jan 2017 13204 readers Score 8.3 (103 votes) PDF Mobi ePub Txt


This is a true story, but names have been changed for privacy. Enjoy!

My name is Sam. This story happened on my trip to California with my best friend Ethan during my senior year in high school.

Every year during spring break, I go out to visit my grandparents in Santa Barbara. This year was different, however, because my grandparents had gone to Oregon to visit my cousins so Ethan and I would have the house, and especially the pool, to ourselves.

Both Ethan and I are seniors in high school but come from very different ends of the social ladder. Ethan was a jock… or more of a wanna-be. Although he was in the inner-sanctum of football jocks, it was a known fact that he was picked on a lot by his friends for his height. He was only about 5 foot 5 inches, with short brown hair and brown eyes.

I was different. I was a part of the theater kids who didn’t actually do any theater. We mostly did stage crew. I was about 5 foot 11 also with short brown hair but longer than Ethan’s, with light green eyes. I had only recently come out as gay, but I didn’t think Ethan knew that I was.

I tried very hard to hide my identity with Ethan because I wasn’t sure how he was going to react. Every time I was near Ethan he acted like he was the “bigger man” always bragging about things he had and the girls he's hooked up with (even though it was very clear that he obviously hadn’t done so much as a hand job) all of which was obviously to counteract how he was neglected by his friends.

Anyway, the story begins on the plane, about 3 hours away from Santa Barbara. I was trying to watch a movie while Ethan was watching the football game. I took off my headphones to ask him if he could pass over the snack bag my Mom packed us. He ripped out his earbuds, obviously angry at something that had happened in the game and said: “God, these idiots can eat my fat cock”. He passed over some crackers.

“What?” I said, genuinely confused by the ‘fat cock’ part since I assumed he was probably just under 5 inches.

“I said they could eat my fat cock,” he said louder.

“No, dude, I know what you said. I don’t get the ‘I have a fat cock’ part of it,” I said, sounding confused.

“What do you not get?” He said, sounding equally confused.

“How… how can you have a, and I quote, ‘fat cock’” I said, trying not to laugh.

“What do you mean, look at me,” trying to look big and buff, but just embarrassing himself. Thankfully there wasn’t anyone sitting in our row to see it.

“Dude, the only thing you’ve got in there is a micropenis. I mean… look,” I said pointing to his openly exposed crotch area of his black gym shorts, which didn’t show any obvious sign of a penis.

“There obviously isn’t anything down there,” I said, grinning. He tried to say the same to me but when he looked down my jeans showed a noticeably large rounded area that obviously was my 3.5-inch flaccid penis.

“Dude, I’m big. I’m 6.5 inches long and 2 inches wide. Uncut, just like the ladies like.” I grinned proudly. I was shocked by what he just told me. I had never had any sort of sexual attraction to Ethan before, but after that, all I wanted was more information. I tried to remain cool.

“Yeah, sure you are Mr. Micropenis,” I said, and placed my headphones over my head. He just glared at my and went back to watching the game.

It was sunny when we landed in Santa Barbara, and by the time we had gotten the taxi back to my grandparent’s house it was around 2:00 pm. We opened the door, turned on the AC and got changed into our swim suits. Ethan emerged from his room wearing a red white and blue striped bathing suit, and I wore a navy blue and yellow bathing suit.

“Seriously, can you not see how big I am in this?” he said, putting his hands on his hips, swiveling. I search for any sign. This time I could see a large bump when he stood profile but nothing more.

“You mean your ego because I can see that from a mile away. But your dick, it must too tiny to be seen by a microscope,” I said, proud of my comeback. He scoffed, took his towel from the back of the chair and walked out to the large pool in the walled backyard. The palm trees swayed, and the breeze was just the perfect combination of hot yet cool.

Ethan jumped into the warm pool and I followed. We were splashing around and having a great time. At some point we started wrestling each other, throwing each other around, putting each other in headlocks and dunking each other. At some point, Ethan got me and held me upside down and dunked me under water. I was wearing goggles and looked around. In front of me I could clearly see his dick. It was floating outwardly from his body, his flaccid 4 inches hanging away from his large balls clearly defined in his suit. I utilized this opportunity to feel him up, but also as an excuse to escape his hold on me. I grabbed him softly, barely able to clasp to the soft yet somewhat tense manhood that hung in front of me before he dropped me and I feel deeper into the water. I came up for air.

“So, we’re playing that way, huh. Fine then,” Ethan backed up about 10 feet to the edge of the pool, went under, and tried to torpedo me in the balls. I predicted his movement and stepped out of his way and he hit my leg. I kicked away from him and we began to try to grab each other’s dicks.

Several tries after his first failed attempted Ethan was able to grab my left leg and pulled my body towards his. I twisted and smacked into his body facing up, my legs wrapped around him. He grabbed my hips and started to humping me. I was amazed, and I could feel my dick getting harder as I could feel his half-hard cock slam into my ass.

“Oh yeah, baby, you like my fat cock, don’t you? Oh yeah? Take it!” I just laughed trying to conceal my obvious lust that I had for him. I managed to get free, and quickly moved into position behind him. I was able to push my half hard cock down further into my pants so he didn’t know I was getting a hard-on. I started humping into his apple shaped butt; he partially bent over and I stood using his shoulders as support as I viciously humped into him.

“Oh god, yeah give it to me! Yeah, that’s it, right there. Oh yeah, it feels so good!” Ethan yelled, trying to mimic the porn he had been watching. I just grunted away. This went on for about 30 seconds, and Ethan still wasn’t trying to get away. I put my hands on his chest and slowly moved down towards his penis. I eventually grasped his almost hard cock, expecting him to try to escape. But he didn’t move. Instead, he used his free hands and reached behind him and grabbed my ass, groping me and slowly getting closer towards my asshole. I didn’t stop humping him and he didn’t try to escape.

I started to jerk his cock through the shorts. He took his hands off my ass and started pulling down his loose swim shorts, and I briefly removed my hands from his cock as he removed his trunks. I looked down and saw his hairless ass staring back at me. I reached back around and I touched his cock. I finally did it. I touched another guy’s dick. I felt the flesh in my hands. I slowed down my humping a bit and reached up towards the tip of his penis, which was fully hard and standing at attention. It felt huge in my hands. I went to the top and found that his foreskin only covered about 3/4 of his penis. I grabbed his foreskin and pushed it down so that his cock head was exposed.

“Jerk me! Come on, hump me and jerk me off!” he screamed. I complied, humping faster. I jerked his cock faster and faster. He panted and groaned.

“Oh god! It's so good. It feels so amazing to have another guy’s hand on your cock! Oh my god hump me, Sam! Hump me hard!” I kept jerking him and humping him faster and faster. The feeling of my swim shorts running past my cock drove me to the breaking point. I was close.

“Oh my god, Ethan, I’m going to come, dude. Do you want me to stop?” I said grunting in between every word. Ethan moaned.

“No, don’t stop! I’m coming too! Don’t stop! Empty your balls! Now!”

Those last four words sent me into overdrive. I shot out one, two, three huge jets of cum into my swim trunks. I groaned at every blast.

“Fuck!” Ethan screamed and I could feel his cock spasm and drain all of its fluids into the pool. It seemed like he kept coming forever.

I pushed off of him and floated on my back, my cock slowly getting soft and I looked up into the sky. I looked at Ethan, who turned to face me. A large pool of semen was floating behind him, glistening off the sun that was beginning to set.

“So… um… we should talk about what just happened,” I said.

“I mean we could talk,” said Ethan, “or we could do other things to express how we feel about this,” grinning at me. I smiled, knowing what the rest of our vacation would have in store.