Set up by a friend for some hot bottoming with Joe

The first time I met Joe I was at my friend Ryan's pool party. I was pretty new to the whole gay scene at home in Boston. The majority of what I knew about getting myself and another man off was from the internet. Reading and watching gay porn. I had absorbed everything I could including literal tutorials on sucking dick and taking it in the ass. I had practiced on my tight and smooth twink body, of course, with toys and my fingers for years, but still, it wasn't quite like the real thing. I had finally lost my virginity and had a bit of a fuck buddy relationship while I was at college but I wanted to explore my sexuality a bit more in depth (no pun intended!).

My friend Ryan was a more experienced bottom than I. A couple years older, he had begun to take me under his wing so to speak. Knowing I was experiencing a dry spell, he decided to work a little magic for me. Without me even knowing.

After arriving at the pool part, Ryan greeted me with a mischievous grin. I chalked it up to him having a couple drinks. I didn't realize it until later but he had a meeting all planned out for me. Within a couple minutes, Ryan was dragging me over toward Joe, introducing us. 6'4" with a square jaw and a fit body, Joe had a confidence in him that radiated out. Joe greeted me warmly and shook my hand firmly, looking me right in the eyes with his beautiful, intense, energetic eyes. Feeling I was kind of out of my league with this charismatic Man, I actually felt relaxed, thinking he was certainly incredibly handsome, but someone who probably would have more experienced lovers to court. As it was so relaxed and we both ended up having several drinks, we had a nice conversation about this and that. What I was in school for, what he did for work(Real Estate agent). We had several good laughs and it was a pleasant time. I couldn't help but think he kept evaluating me though. He would look me up and down when he thought I wasn't looking. I figured I had to be imagining things though and ultimately we parted ways. We had a couple interactions as the party continued but nothing much deeper than our first conversation. He didn't stay long and when he left he specifically sought me out and said bye. He also said he hoped to see me again sometime and I dorkily replied, "Yeah, that would be great!", perhaps a little too excitedly. I watched him with interest as Ryan walked him out to his car. I felt something was afoot.

When Ryan came back he has this big shit eating grin on his face. He told me that Joe wanted to "hang out" with me at some point if I was interested. It was at this point that Ryan filled me in about Joe. Joe really enjoyed playing the part of a "mentor" of sorts to younger and inexperienced gays. Ryan figured we would hit it off and more importantly thought Joe would love to have me over to his place at some point to have a little fun. Or maybe a lot of fun!

Of course, even though I had some serious butterflies in my stomach and a semi-hard-on just thinking about it, I told Ryan that I would definitely be interested in spending some more time with Joe. How could I not?!?

Ryan laughed and told me that he gave Joe my number already. My eyebrows went up at this and he laughed again, telling me that Joe asked him to text him that I was interested and Joe would go ahead and set up a little "date" at his house with me. According to Ryan, Joe thought I had a fantastic, tight body and a very innocent way about me while being charming and intelligent, so he was certainly game.

The next couple days were torture as I waited for his call or text. It ended up being a text; "Hey! This is Joe from Ryan's party. I take it he told you I would get in touch. Would love to hang with you at my place some time if you're interested!" I tried not to get too excited but I couldn't really hold off too long and texted him back almost immediately. "That would be great! I'm free Friday through Sunday." He replied with, "Great! Will see you Friday then? How about you get here at around 6. I'll be home and nice and cleaned up by then." Obviously, I confirmed this and proceeded to get random boners and fantasies for the next couple days until Friday finally rolled around.

Before heading over to Joe's house I cleaned myself up (everywhere) and putting on some tight shorts and a shirt that really showed off my lithe young body.

When I arrived at Joe's place in the burbs, I was in awe of his beautiful house. Set back from the road with acres between his place and his neighbors, it seems he was clearly a very successful real estate agent. I rang the doorbell, fidgeting with nervous energy as I waited, the butterflies in my stomach going absolutely haywire. When Joe came to the door I was again greeted by his warm smile, which immediately put me at ease. He gave me a big hug that lingered just long enough. He had on a tight shirt as well so we were both able to really feel the muscles and form of the other's body. As we broke the hug, his hands lingered on my hips and he looked me in the eyes.

"Thanks for coming over! I really though we hit it off well the other night, don't you?"

"I do," I agreed with a demure smile.

Joe laughed and lightly caressed my chin with his thumb. He laughed and said, "Why don't we have a light meal first. Don't want to run out of energy!" With that he grabbed my hand and led me into the kitchen. Wow, he really didn't beat around the bush!

We had a light meal which I can hardly remember at all as the main event was about to begin! After dinner Joe led me into his beautifully lush, manicured back yard where there was an outdoor couch around a fire pit with a water fountain bubbling in the background. The couch was covered with super soft pillows and was so comfortable.

We sat right next to each other, slightly facing each other as Joe looked into my eyes which I kept averting from his gaze shyly. He had his arm behind me on the couch

Joe smiled and asked, "Are you nervous a bit?", with a hint of amusement in his voice.

"A little," I replied.

"Well we don't have to do anything you don't want to. I wanted you to come over to have fun, so I just want you to be comfortable. Does that sound good to you?"

I nodded and said, "It sure does," with a smile.

Joe laughed and said, "Nice. Well...can I kiss you now, then?"

"You sure can..", I said as I was already leaning towards him.

As our lips met, the energy between us exploded. We were soon going to town, making out and feeling each other up. Before long, our shirts were off and I was straddling him while making out at a fever pitch. Joe's hands were caressing my ass, feeling the curvature and exploring my tight yet jiggly young ass.

"You ready to get naked?" Joe asked.

I didn't even reply. I just undid myself from the couch and started to undo my shorts and strip to my birthday suit. Joe did the same of course and I was treated to a full frontal shot, including his shaven, sizable, cut dick. Joe carried himself like a guy who was well hung. And was he ever. It wasn't like unrealistically big but Joe's cock was muscular and had a strength to it, if that makes sense. It was nice and thick and had strongly defined ridges and veins. It was probably around 7 or 8 inches long. I wasn't exactly in a state to measure it!

Within a minutes time I was straddling him again, this time completely naked and exposed. Joe resumed his exploration of my bare ass. Joe pulled a bottle of lube out of seemingly nowhere, which was no doubt strategically placed, and lubed up his fingers as we kissed. When his fingers first grazed my smooth hole I gasped and released my lips from his. Joe looked me in the eye and told me to keep making out with him while he "warmed me up".

"Keep pushing out to keep your hole relaxed", he told me.

I dove back in as well as I could as Joe played with my hole. He was very gentle. He softly touched and prodded my hole before applying enough pressure for one finger to sink in. When his finger did go in I gasped again and Joe pulled me back into our kiss. "Keep relaxing.." he urged. He slowly started moving his finger in and out until I was fully accepting it. He began lightly smacking my ass, making it jiggle a little as he went out. He soon added another finger and more lube and began really going in and out of my hole hard. I began moaning and losing concentration on making out until he was finger fucking me.

During all this I began to dry hump more and more. I could feel Joe's dick beneath me, hard and meaty, as I was grinding on him. My ass being thoroughly explored, now with three fingers.

Suddenly, Joe raised up off the couch, taking me with him. I yelped in surprise, which made us both laugh. Joe turned around, holding me and lowered me so I was below him with my ass a little bit off the couch and my legs spread and a up in the air. My head was being supported by a small throw pillow on the spacious couch.

Without saying anything but giving me a sly, knowing look Joe engulfed my prick in one fell swoop. I began moaning. While I was distracted, Joe suddenly inserted 2 fingers into my ass, which he had re-lubed up while blowing me and my moans went into overdrive. The wetness and pressure on my dick and the bliss of having my ass stimulated almost drove me over the edge.

'Stop, Joe, stop!", I exclaimed breathily. "I'm gonna cum! I don't want to cum yet!"

Joe laughed and said, "I don't want you to cum either!"

He pulled his fingers out of my now "warmed up" ass and reached out his hand to help me up. He pulled me right into a warm embrace and kiss, holding my waist with his strong hands. "Why don't we head inside..", he said, and he grabbed my hand and walked me into his living room. I felt a slight, extremely appealing submissiveness.

I hadn't noticed on my way through earlier, but on Joe's sectional couch inside, he had one end which was a chaise lounge with no arm rest so it was open on either side where the lunge stuck out. On the lounge was a very large towel, clearly set up for some action..

Joe walked me to the lounge, of course, and laid down, pulling me on top of him. We kissed but somehow I knew what Joe was looking for me to do next. I slowly began kissing down his body. First his neck, which is where he started moaning louder. "Oh yeah, that's right.." he breathed, telling me to keep going down. Then his nipples on his perfect, strong chest. Then his abs, where I ran my tongue along his defined muscles. He tasted sweet and salty, as we had built up a bit of a sweat by this point. I was intoxicated.

I finally found myself face to face with my prize for the night. The first thing I did was grab his hefty cock. I loved the way his dick felt in my hand. The heat and power of it.

"You like dick a lot, don't you?", Joe asked, even though he knew the answer.

I smiled, nodded and gave him a demure, "Mmhmm.."

"You like the way it tastes, huh?"

"Mmmhmmm..".

"Well, I know you want to suck my dick, but I think we both might enjoy it if you start a little lower. I love getting my balls all wet.."

With that I raised his cock up, exposing his fat balls. I first licked one, caressing it with my tongue and lips, applying a little pressure and then releasing it. I then moved to the next one and did the same. His musk down here was so strong. I felt myself getting an animal buzz of lust as I began to really loosen up his sack and play with his testicles. At the same time I began to stroke his cock up and down using the spit I was generating. I just couldn't hold back any more!

I pulled his fat dick down and sucked his bulbous, smooth dick head into my mouth. By this point he had already produced a bit of precum, so as I applied suction a little of that sweet nectar oozed into my mouth and I got my first taste of Joe's juices, which drove me absolutely wild. I began to go to town on Joe's dick. I was alternating between my hand and using my toungue to milk his shaft. And milk it I was, as the precum was flowing hard.

Joe was giving me tips and encouragement this entire time. "MMM..go slower.", " Jerk harder.", "More spit", "Put the head in your mouth and jerk with your hand". I felt like such a slutty student of sorts and I felt amazing.

Eventually though, my mouth did tire. Joe sensed me slowing down almost immediately and gently but firmly pulled me up by my shoulder and towards him. He embraced me in a big kiss.

"Great job! How do you feel? You feel good?"

I didn't know where this was going so I kind of shyly said, "I feel great. Really horny still.."

"That's good," he said with a smile. He was running his hands up and down my waist, feeling the tightness of my body and ass. "How do you feel about bottoming tonight?", he asked. His eyes gazing deep into mine.

There was only one answer for me. I knew I would be doing it since I answered his text but I was appreciative of the question.

"I need to bottom tonight.."

With that we sank into another kiss. Not for long though, as Joe was driven and also horny as fuck.

Joe directed me to lie down on the chase lounge. He lifted my legs up and spread them. He threw a pillow under my hips so my ass was raised up and my hole was exposed to the air. I felt the exposure and vulnerability deeply while also being incredibly horny. It was intoxicating.

Joe grabbed the lube and generously added some to my hole and worked it in with his fingers, which got me moaning hard. Before long, he was again fingering me quickly and deeply while I moaned loudly, gasping when his fingers applied pressure to my prostate.

Joe pulled his fingers out, "Are you ready?"

"Fuck yes.."

Joe smiled and put his knees on the lounge, lining up his cock with my now slightly loosened hole. Looking into my eyes, he kept a warm and focused look on his face. He wanted me to be comfortable, but he also wanted to have some intense sex.

I felt the tip of his cock touch my hole and I shivered at the feeling. Joe stroked my legs and applied pressure. I pushed out and felt the helmet of his cock intrude into me. The warmth of anal sex began to take hold and I felt my ass lips spread open to suck his dick head inside me. He popped in. That first surge is incredible. I was well warmed up though, so I pulled him into me slowly but without much hesitation. He only went part of the way in at first. Maybe half. Even at this point I felt like he was filling my entire body up as I gave myself to him. I was gasping and moaning so Joe stopped at this point.

"Everything feel good? You like it?"

"It feels so fucking good I can't stand it.." I moaned and laughed a bit.

Joe laughed as well, "Great. I'm gonna go a bit deeper into you then."

I didn't even say anything. I just pulled him in a bit more.

Joe slowly but surely pumped in and out until I felt his body right close up to mine and I felt the pressure of his dick deep inside me. I was glowing from the stimulation.

"Fuck me, Joe.." I said softly but passionately.

Joe leaned in and kissed me, his dick fully buried in me and began pulling out and thrusting back in slowly, me giving a higher pitched moan every time he sank in to the hilt. Before too long we had found a rhythm and he was plunging my depth with ease. We were covered in sweat, making out messily, and make all sorts of grunts and moans.

After a bit of this passionate sex Joe pulled out, threw me over and pulled my hips up to doggy style. I was in Heaven. Joe sank in all the way with one thrust, causing me to moan louder than I had all night and say, "Oh fuck that feels good!". To that, Joe gave my ass a firm but loving slap to make it jiggle and commenced to plowing me full speed.

The sound of sweaty flesh slapping flesh filled the air, with the occasional clap of a hand slapping ass muscle. I could feel those muscles jiggle a bit with each completed thrust into me as Joe's dick slid smoothly in and out of my ass, and his hips, unimpeded, collided with my smooth, young ass. I was moaning with every stab into me as my prostate was glowing with excitement. My dick, which had been completely soft at the beginning, slowly came to life.

"Oh god, I'm gonna cum soon!", Joe exclaimed.

With that, he grabbed me by my waist. His dick was completely buried in me as he maneuvered us both onto our sides, him behind me. My one leg was high in the air, exposing my now hard dick as Joe turned my face toward him and began making out with me. My body was arched to give him full access to my ass in this position and Joe was was holding me by my exposed, taut belly and fucking me as hard as he could as I held my top leg in the air. I was practically yelping with each thrust into me at this point!

Joe began to jerk my dick off and I felt him somehow speed up. He broke our kiss and was just breathing so hard. I was matching his breathing and we reached a fever pitch. My ass and whole body was buzzing at this point.

"Let me know when you're gonna cum!" he gasped.

"Okay!" I managed to get out.

Literally five seconds later I cried out, "Oh shit, I'm gonna cum, I'm gonna cum!! Ohhh!"

With that I felt the pressure that had been building in my balls fire off like a cannon as Joe kept plunging his cock in and out of my ass. I began convulsing as I shot rope after rope of hot cum. My brain was flashing colors and I could only just moan and say "Oh fuck!" over and over again as Joe held me in place, continuing his assault on my ass and senses.

My hole contracting during the orgasm put Joe over the edge. With a roar in the middle of my orgasm, Joe gave several especially hard thrusts into me and shot rope after rope of his own cum deep into my body! His bucking into me and the feeling of his dick flexing only made my orgasm more powerful and meaningful. He held me so close as we both convulsed the last of our impressive orgasms out of us. We locked lips for a deep kiss.

We were a hot mess! Covered with all sorts of cum and sweat and spit, we were soaked and exhausted but in a state of extreme bliss.

Breathing heavily Joe managed to ask with a mischievous smile , "So, did you have fun?"

I laughed as heartily as I was able and smiled, feeling much closer to him than I had earlier. "Yes, I had a lot of fun..maybe we can have some more fun soon..?".

"Oh, I think we can!", he laughed as well.

And we did! The next day, as a matter of fact..