My name’s Jacob. Everyone in this story is 18.
Two weeks of school had passed and I had jerked off to the memory of Dom and I masturbating together roughly twenty times. Him, Holden and I had hung out a few times and avoided any horny chat, aside from the occasional dick joke here and there.
One Sunday, I was supposed to go over to Holden’s house for a pool party with his family. It was supposed to be unseasonably hot that weekend. Dom had asked me at school on Friday if I wanted a ride. It felt a little silly, given how close I lived to Holden, but why not?
On Sunday, I woke up like I did every day — just wearing my boxers with a throbbing morning woody. I checked my phone and saw that it was about 10 ’til 10:00AM. Dom wasn’t supposed to be there until 11:00 AM, so I had plenty of time to rub one out. I slid my boxers down to my ankles, spit on my hand and began to stroke my 5″ johnson. Not fifteen minutes later, just as I was nearing orgasm, I heard a noise and opened my eyes to the sight of Dom standing in my open doorway.
I had gotten the time wrong. He was supposed to pick me up at 10:00 AM. My parents had let him in. Shit.
Dom was nice enough to close the door behind him before he burst into laughter. “Well, I see the little guy is up!” I was frozen, holding my hard dick in my hand. “Alright, wrap it up, we gotta get going,” he said, as he stood over me, the only piece of my body covered being my ankles by my crumpled boxers. He’d already seen it before. Again — why not?
I slowly resumed stroking, occasionally looking up at him to see him staring down at me, casually smiling. Eventually, I felt it. My balls going up inside my body. My toes curling as my legs jittered about. My cock throbbing and cum hitting my stomach. All of this while Dom let out a little giggle. “You know your feet go crazy when you jerk off? You look like a real horn-dog.” I chuckled along with him, but was mainly dumbfounded by the fact that my friend had now seen me cum a second time. Was this going to be commonplace in our friendship? I didn’t mind.
I stood up and kicked my boxers off to wipe up the mess on my abs before slipping on a t-shirt and a pair of swim trunks. Off we went. It uşak escort wasn’t until we were in the car I realized I had forgotten to put on a clean pair of underwear. Or any underwear, for that matter.
At Holden’s, I realized the “party” was actually just going to be the three of us, Mr. Powell, Holden’s uncle Matt, and his two sons/Holden’s cousins — the older one named Luke, and the younger one named Kevin. Holden’s sister, Hannah, was on a college tour with his mom.
Holden hadn’t changed into his swim trunks, so he headed upstairs with Dom and I following behind him. Once in his room, Dom burst out that he had caught me “choking the chicken” just before we came over. Holden started to laugh as he removed his plaid pajama pants revealing his white briefs. I had noticed he didn’t bother to change into a clean pair of underwear before sliding on a pair of board shorts. Makes sense. Why put on clean underwear to swim? I think I subconsciously just wanted another peek at his iPhone dick.
“Yeah, his feet go crazy when he cums,” Dom continued, referring to having caught me. I just kept chuckling along as per usual.
“Yours do that too, Dom,” Holden replied with a laugh. They jerk off together too? I guess there just aren’t really limits with these guys. No modesty. Got it.
“Oh fuck, really? I never noticed that.” Dom said. I hadn’t noticed it when I had seen him cum, but I had also been distracted by the fire engine hose between his legs.
About twenty minutes later, the three of us were outside by the pool with Holden’s family, Mr. Powell’s hairy chest peaking through his Hawaiian shirt as he flipped patties on the grill. Holden immediately did a cannonball off of the diving board into the pool, splashing his cousins and his uncle.
After some splashing about in the pool, we got out to eat and then resumed swimming. Kevin had taken to running around the pool and shooting everyone with a water gun. Mr. Powell and Matt were sitting on chairs talking about whatever it is they talk about. Dom and I were sitting on the edge of the pool when Holden got out to jump off of the diving board again. Just as he got into position, however, Luke came up behind him üsküdar escort and pulled his board shorts down to his knees. His soaking wet white briefs clung to his shrunken junk and left little to the imagination. We all burst into laughter as Holden picked Luke up and threw him into the pool before pulling his trunks back up. He didn’t seem the least bit embarrassed, despite the fact that we’d all pretty much just seen everything.
As he swam over to Dom and I, Dom joked, “Water’s pretty cold, huh?”
Holden laughed along with us. “Yeah, my dick kind of looks like yours now, Jacob.” Zing.
As we continued to swim, I got out to get a soda from a cooler at one point. As I bent down to pick up the can from the ice, I clocked Holden whispering something to Kevin in the water. I paid no mind to it and simply walked back over to the pool. Standing straight up by the pool, I cracked my can open just as I felt my trunks tugged at the butt and slid rapidly down to my ankles. I had been pantsed.
Laughter erupted as I looked down to see my wiener shrunken to about, well, one inch.
“Oh my god, he’s smaller than I am!” Luke proudly screamed. I was frozen for a second, quickly noticing not only my friends and Holden’s cousins laughing, but also Matt and Mr. Powell. Oh fuck. Mr. Powell has known me and my family since I was a child. And now he’s seen my shrunken weenie. Perfect. I pulled my trunks up and decided to handle it with the same confidence Holden had (lucky for him, though, he had at least still had his briefs on).
After swimming for hours, Holden’s extended family had left and Holden asked Dom and I if we wanted to play games upstairs for a bit. Dom quickly agreed, having brought clothes to change into after swimming. I, however, had not. “No worries,” Holden said. “I’ll get you something to wear.” We were in no way the same size. Holden was more built and taller than me, but again…why not?
We got out of the pool and toweled off. While Dom went into the guest bathroom inside to change, Holden ran upstairs and came back down moments later with the same plaid pajama pants he had been wearing earlier. “Here ya go,” he said as he put the PJs down onto an üzümlü escort outdoor chair while I put my t-shirt on. “Dom’s in the bathroom, so you can just change out here if you want and leave your swimsuit out to dry.” Then he went inside.
I removed my swim trunks. Just as I tossed them aside, Mr. Powell came back outside. “Hey, sorry, forgot my phone.” I had instinctively cupped my junk in my hands when he’d opened the door. “No need, Jake. You don’t have anything I haven’t seen,” he said, patting me on the shoulder as he passed me to retrieve his phone. I grabbed the pajama pants but stopped as he turned around and said, “And hey, I’m sorry for laughing earlier.”
“It’s okay, it was funny.”
“Yeah, but there’s nothing wrong with what you’ve got,” he said, gesturing towards my dick, which I then remembered was still fully exposed.
“Yeah, well I’m pretty small, but the cold water doesn’t help,” I replied as I awkwardly put the pajama pants on.
“Eh, as you get older, you’ll realize size isn’t the only thing that matters.” I’d always liked Mr. Powell. A nice man. I must have still been pretty red in the face because he then went on to say, “Sorry if I’ve said anything that bothers you.”
“No, not at all! Just still a little embarrassed you’ve now seen my penis,” I said with an honest and shy chuckle.
“Nothing to be embarrassed about! Luckily, it was just us boys here today! When it’s just Holden and I home, we aren’t typically wearing too much around the house.” Woah, I was surprised to hear about Holden’s comfort being naked around his dad, though it wasn’t exactly out-of-line with how he acted around me and Dom.
“Yeah, just a little weird since you’ve known me for so long.” I don’t know why I felt the need to include that. It was obvious.
At this, Mr. Powell peered inside through the glass backdoors (I suppose to see if anyone was watching). He then pulled his swim trunks down just far enough to fully flash me his dick and balls. “There. Now we’re even.”
I let out a laugh as he gave me a good, long glimpse before releasing his waistband. I had genuinely appreciated the attempt, though Mr. Powell had a few inches on me for sure.
“And one more thing, kiddo,” he said.
“Yes sir?”
“Your dick is still out,” he said with a wink and another pat on the shoulder before heading inside.
I looked down to see my little guy had slipped out of the fly in Holden’s pajamas, likely when I had put them on.
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