“I dare you to kiss me,” he said.
I didn’t hesitate. I pressed my lips to his and wrapped my arms around him. I sucked on his bottom lip gently and coaxed his mouth open with my tongue. He spread his lips open and met my tongue. We caressed each others tongues before taking turns sliding them farther in to each others mouths. He tasted so good, like sweet popcorn… which we had eaten earlier. I pushed him backwards deeper into the pool while still kissing him. When we reached a depth up to his chest I stopped and climbed onto him. With my arms wrapped around his neck, I brought my legs up and wrapped them around his waist. I slid down until I felt his hard cock Pressing against my ass and remained there. I couldn’t help but thrust a little bit downwards to tease his tip and rub my cock against his stomach. I could tell he was enjoying it. We broke apart after about five minutes of making out. I slid down to the ground and slide is hard cock against my body, making it touch mine on the way down. I t was so hard that when I pulled away it flipped right back up. It was so sexy.
“Now, I dare you to let me watch you stroke your cock.” I said.
He grabbed his cock and started rubbing it gently and slowly under the water. Since it’s difficult to see in that setting, I pulled him toward the steps again. I sat on the second step and let him start tugging his rope above the water allowing me a better look. His cock was so hard and smooth. The veins were bulging on the sides of his cock, filled with lust. He made his way up the stairs and stroked his cock right in my face. He even touched the tip to my chin a couple of times. Of course, I didn’t move. I let him press his cock all over my face as he stroked it.
He looked down at me and said, “I dare you to touch my balls.”
I was eager to do so. They were rather large. They fit perfectly in my palm. I rubbed a flat palm against the bottom of his sack and up under his taint. As I was focusing on his balls, I felt the tip of his dick brush against my lips. I moved just a little bit closer and let it separate my lips slightly. This set him off and he stepped back letting go of his cock.
“You almost made me cum.” he said breathlessly.
“Yeah? I’m sorry, maybe we should stop so you don’t. Seems like it’s something you don’t want to do.” I said sheepishly.
“I didn’t say I didn’t want to cum. I just got surprised by your lips on the tip. It really turned me on because it was unexpected.” I could tell he wanted to continue, and so did I.
“How about we continue this inside?” I asked as I started getting up.
“Sure, what else you have planned?” he asked. “I’ll show you when we get inside.”
I grabbed a towel off the lounge chair and tossed it to him as he stepped out of the pool. We begin drying off and I notice his cock has finally gone flaccid. I figured having a hard on for that long he was probably feeling a little sore. We made our way inside and went to the TV room. This is where I had placed all the things I needed for the night. So I brought out a sheet and placed it over the couch. Tim was standing patiently by waiting to see where this was going. After the sheet was placed I invited him to sit on the couch while I finished gather what I needed. I went over grabbed a couple clean towels I had brought from home earlier. Every good homosexual knows that towels are a must when having sex. Then I grabbed the lube I had placed under the coffee table.
“I thought that was a bottle of lube I saw earlier,” Tim pipes in. “What is your plan for that?”
“Since you were so curious about my prior experience with hand jobs, I dare you to let me give you one… to completion.” I poured some lube into my had and set down the bottle.
“How do you want me?” he asked.
“Just lie down on the couch facing up and let me do the rest.”
Tim moved to comply. After he got comfortable, I gave him a gentle kiss and laid on top of him with our cocks touching and rubbing. After I got him nice and hard, I sat up and slid down the couch to straddle his legs so his cock was right in front of me. My cock was hard too, but we ignored it for now. I rubbed my hands together to spread the lube evenly.
I gently grabbed his big cock and slowly stroked upwards from the base with my right hand. His cock was easily big enough for two hands. I started a slow down stroke with my left hand after reaching the top with my right. I soon, had his cock covered in lube and I was stroking him gently, but firmly. I made sure my grip wasn’t too tight or too loose. I stroked upwards with my right hand and when I got to the tip I palmed the tip of his dick and made a circular motion focused only on the tip. He started to moan loudly. With my left hand, I started massaging his sack. It was so relaxed from the warmth. With the slipperiness of the lube it was easy to gently roll his testicles in my hand.
After stroking him slowly for a little while, I started speeding up just a bit and making my grip tighter. Then, wanting to get a little more involved myself, I slid a little forward and placed my cock against his.
“Oh, that’s hot, mmm,” he moaned as he watched me jack him off. I switched between, jacking his cock off by itself, mine and his with one hand on each, and both of them together.
“Oh fuck, I want you to make me cum. Keep stroking my cock. Shit!!” he moaned.
I could tell I was definitely getting him close, so I decided to move positions. I stood up while still holding his dick in my right hand then turned around to straddle his stomach with my ass towards his face.
“Is this OK?” I asked looking back at him while still tugging on his throbbing cock.
“Yes, the view is great back here.”
He grabbed my ass and started rubbing and softly massaging me. The massage was spreading my ass apart enough to expose my ass hole. So he tried to rub my gay button, but the angle was too awkward. In the end he resigned to just touching my ass as I continued rubbing his balls and jerking his cock.
After a few minutes, he asked if he could have some lube. I figured he’d want to finger my ass again, so I let him have the bottle. But instead of sitting back down on his stomach, I straddled him while still standing. Sure enough, it was my hole he wanted again. So in he went again. The process of loosening me up was repeated but much easier this time. As I would give his cock a downward stroke, he would slip his finger deep into my ass. Timing it perfectly. It almost felt like we were actually fucking…. almost. With his finger in my ass, I could feel my hole getting looser with every stroke. He applied more lube to my ass and made my entire crack extremely slippery. It felt good. He rubbed his right hand in between my cheeks getting his whole hand covered in lube. Feeling his entire hand rubbing over my anus was new and exciting. It was hitting all my sensitive nerves all at the same time. I was starting to think he was gonna try slipping his entire hand into my ass, but he just wanted to finger my ass with each finger separately. All of a sudden I was getting finger gangbanged. I got so turned on watching his cock throb in my hands while he moved back and forth between all the fingers of his right hand. Though it was difficult to focus only on him, his dick wasn’t being neglected, I was cupping and gently squeezing his balls. I would use my thumb and index finger to wrap around his sack to act as cock ring while I stroked his cock. I desperately wanted this big cock in my ass, but I knew I wasn’t ready.