I'm a successful young banker that recently bought his first home on the corner of the street. The neighbors were all friendly and decided to throw a party since I was the new guy that moved in. The block party was a success. There was good food, good music, and everyone seemed to have a great time. I was pretty buzzed when Rob, he lived 2 houses down, asked if I wanted to join a few of the people at his place for a late night pool party. It sounded fun so I agreed.
After I helped clean up a little, I headed over. There were a handful of people in the pool and a few more sitting around drinking beer and talking politics or sports. The beers were still coursing through me so I felt warm enough to go for a swim. I peeled off my shirt and shorts then dove in. The cool water felt nice. My fellow pool goers introduced themselves and we chatted a bit. I spotted Rob and he joined in also. Rob was at least 30 years my senior. He was distinguished looking like your typical TV dad.
So we talked and got to know each other a bit. He was a widower. His wife passed a few years back to cancer so he lived here alone. His kids were my age and lived across the country. As we talked about our hobbies and interests, the patrons of the party started to thin out a little. Only ones left were Rob and me in the pool and a handful of people scattered about. The lights that illuminated the pool suddenly shut off so the only light was the back porch light. Everyone else was just shadowy figures now.
"It's OK everyone! The lights automatically shut off at this time to save energy. You guys can stay as long as you want," Rob said aloud. I could barely see one of the couples to my left, I'm pretty sure they were making out now in the dark. Rob broke the quiet night by asking, "Is there an open beer over on the ledge? I left one there." Indeed I spotted it. But it wasn't that close to the ledge. I stretched out of the pool to grab it and then felt a stabbing pain in my right foot. It cramped. I instinctively recoiled because of the pain and felt myself sink.
I felt Rob grab me from behind and pulled me to him above water. He calmly said, "It's OK. I got ya. Looked like you cramped somewhere. You OK?"
"Yeah, my foot," I replied. I suddenly realized I was wrapped in Rob's embrace. It felt nice. Real nice. He was strong and I felt at ease. I also realized Rob cock was hard and pushed against my butt. That realization made me instantly hard. I glanced around and couldn't really see one, but I could hear faint whispers and that one couple still making out.
"Thanks for grabbing me. I don't know what happened," I tried to explain. I continued, "I owe you." The pool felt infinitely warm. I don't know what came over me, but I pressed my ass against his erection.
"Oh no, you were doing me a favor by trying to grab my beer," Rob replied. I could feel him smiling behind me. His body was now irradiating heat to match mine. His arms went from being around me to now on my hips. I was now rubbing my ass up and down his erected cock. I felt so naughty. But I wanted to play a little so I said, "My foot is better. Let me grab that beer." Before he could say anything, I pushed off to the other side. I reached the beer and could barely see the couple that was making out. The others must have left because I didn't hear them whispering. I was about to turn around until Rob pinned me from behind.
"Thanks but it's not the beer I'm thirsting for now," He whispered in my ear before gently biting it. Once again his hard member was pressed against me. But it felt different, he shed the swim shorts. His hands were on my hips but then I felt them slide down with my shorts. They fell to the pool floor as his flesh pressed right between my cheeks. I still can't explain what came over me. I was about to let out a moan until his hand covered my mouth.
"Shhhh. Quiet. No one knows I'm into men. I'd like to keep it that way." He breathlessly said into my ear. And with that, he pulled me to the farthest corner of the pool. Rob spun us to once again pin me. I rested my arms on the corner ledge and he pressed himself on me. The heat from him felt good. His cock grinding against me felt better. Rob's left hand slid up to pinch my nipple as his right reached around to feel my hard cock.
He growled in my ear, "Such a naughty boy. Slutty naughty boy." My eyes rolled back in my head with the amazing sensations I was feeling. He let go of my cock and started to grope my ass. He complimented me how nice it was. Rob went from grabbing to then caressing. He proceeded to slide his fingers up and down between my cheeks. Every time he passed over my virgin hole, I felt electricity shoot through me. I wanted this. I wanted this badly. I'd never thought about having sex with another man but here I was; ready to be fucked like a whore.
I felt a finger start to circle it's way in me. I shut my mouth as much as possible to not make a sound. I've always heard you should relax and push out a little. As I did, Rob coaxed," That's it baby. Just relax. Let go and let me in." Little by little, his finger was going in and out of me. I couldn't believe I was being finger fucked in a dark pool. I felt a second finger start to enter me. Slowly circling in and out of me. I could barely control my breathing. I still wanted more. I wanted his cock in me.
I reached behind to grab his cock. My first cock I've held other than my own. It was veiny and curved. I couldn't wait to have it in me. Rob slightly moved. He pressed his body against me and felt the tip at my entrance. This was it. I braced myself as I felt his thumbs pull open my awaiting hole. His hips slowly bucked as his cock tried to slide into me. I felt great pressure as he began to stretch and enter me. It felt good. I couldn't believe it. I was getting fucked by another me. But then I felt something. I felt a slight sting.
I realized he wasn't really in me. His hand covered my mouth as his other arm wrapped around me. With a thrust, we pushed fully into me. Pain shot through me and stars flashed.