Drop and Give Me 50

Chapter 18: This Is What It’s Like to Really Be Known

I finished the last sip of my drink, got up, and headed toward the pool. The sun had just set, and the glow of the pool was like an alien force drawing me in. Brent stayed back on the deck surveying the scene. After a couple of laps, I noticed he had gone inside. I figured he had to pee and was too considerate to do it in the pool like me. Eventually, he came back out and sauntered up to the edge of the pool.

He stood there motionless staring at me with a slight grin. His dick was at full staff, curving up as if pointing to the sky. Even hard, his balls hung down well below the base of his dick. Despite all the weight training coach put us through, his body had the unbulky musculature of a swimmer’s build. His legs were covered in dark hair that didn’t stop until it reached the small of his back. With a definitive treasure trail, his chest was still smooth. Unlike most of us on the team, Brent had to shave every day and could have had a full beard if school policy didn’t forbid it. Even the single-day’s growth he was sporting hinted at the man he would eventually become.

I didn’t know lust until that moment. I stood there in that pool with new-found desire. I didn’t just want him for sex. I wanted him for who he was. My friend. My friend who knew who I really was and liked me anyway. My friend who let me see who he really was. The bond was something new for me. I had never been this vulnerable with anybody. And yet, I felt safe. I felt alive. I was happy.

We locked eyes, and his grin transformed into a full-fledged smile. He placed a folded towel at the edge, sat down, and dangled his feet in the water. As I moved toward him, he slowly rolled back, lifted his legs, and exposed his ass, which was at perfect licking height for someone standing in the pool. I needed no further instructions.

I went slow at first. Licking each cheek. But after a steady ramp up, I used both of my hands to spread his hole wide open and drove my tongue right at the bullseye. We had visual privacy, but his moans would have been noticeable in the silence of the early evening. I didn’t want to chastise him because I didn’t want to break the spell. I spit on the hole and worked it hard. The rhythm of the sex act had me in a trance. I just kept going as if I were digging a hole to China. I moved up slightly and started sucking on his balls. One at a time at first, but eventually getting both in my mouth at the same time. I didn’t bite them like what we saw in the video, but the sucking sensation was clearly driving him insane.

Brent reached around to grab something and when it was within my field of view, I realized it was a bottle of lube with a pump dispenser on it. Thanks to my prostate massage training with Dr. Grant, I knew exactly what to do. I pumped a squirt of lube on my index finger and started gently teasing Brent’s hole. Slowly, I buried the digit with a rocking motion. Brent had no idea what was coming next, but I twisted my hand 180 degrees, pushed as deep as I could, hooked my finger, and pulled back putting an unexpectedly strong pressure on his prostate.

Brent: FUCK! Holy shit!

Me: Oh what? You like that?

Brent: What the hell did you just do? And yeah, I liked it. I just wasn’t ready for it.

Me: Just a little prostate massage.

Brent: Where did you learn that?

Me: Just relax. And try not to get the neighbors to call the cops, OK?

Brent leaned back, and I continued to assault his hole. The pre-cum was oozing in copious quantities. Brent steadied his breathing and relaxed into the sensation. When I thought he was ready, I added some more lube and started all over again with two fingers. I could tell he was enjoying himself.

Me: Hop up.

Brent: OK.

I took Brent’s place on the towel, lubed up my dick and motioned for him to straddle my cock. Without the slightest hesitation, Brent lowered himself on my dick and kept going until there was nothing left. He had been holding his breath and slowly exhaled as he nodded his head, opened his eyes, and stared directly at me. He released a slight giggle as the pleasure overwhelmed his body. He had a look of discovery on his face. And the fact that that pleasure was discovered on my dick made me proud.

He sat motionless, taking it all in and allowing his ass to adjust to the pressure. My dick was on the verge of exploding. It was everything I could do not to cum up his ass that very second. Somehow, I managed to control the sensation. Brent braced his hands on my shoulder blades and started to slowly fuck himself. I reached up and ran my fingers through his thick, wavey hair. He closed his eyes and accelerated the pump. Suddenly, his eyes flew open, he locked on mine, and started pounding his ass down on my cock as hard and as fast as he could. His grunts were animalistic until a single moment when he froze, and only half a second later, my face was covered in warm jiz.

Brent leaned down to kiss my cum-covered face. He licked up his own cum and transferred it into my mouth. As we kissed, my dick only needed a couple of pumps to flood his ass with my own cum. It had been a day of watching some of the most amazing sex I had ever seen or even knew existed. As was my habit, the floodgates opened, and Brent’s ass was overflowing with what seemed like buckets of cum. He lifted off my dick and with an embarrassingly loud splatter, his ass released a river of cum all over my abs.

Brent: God Damn! You are amazing!

Me: I’ve never felt like that before.

Brent: Me either.

We both jumped in the pool surrendering our cum to the chlorine and pool filter. We kissed with the residue of Brent’s cum salting our mouths. This was better than any porn, and we knew it.