My first threesome, with two older guys!

Warm summer afternoons can make a person restless. At least that’s always been my experience. One such afternoon proved to be particularly memorable for me; I was feeling exceedingly horny and had been for the past few days. I was a young single male finding my sexuality in my college town. I had recently had a string of hookups and one-night-stands with girls I had met but none of that seemed nearly as enticing to me as the prospect of hooking up with a guy. I’ll admit it; I was in full-blown bisexual mode. I needed to fuck someone, or have them fuck me, and I needed it ASAP.

So I hopped online to a well-known site and perused my options before possibly posting an ad myself. There were a few ads that caught my eye and I sent out a few replies and hoped something would come of it… if only I had known. I was looking for an older man, I was a fit young student in my twenties, in shape, good looking, clean shaven face and body, I’d had my share of sexy experiences with guys in and around my age. My first time happened when a gay friend of mine waited until I was good and drunk at a birthday party and let me explore my homosexual urges. That was the first night another guy sucked my dick, and the first time I had sucked dick too. There were a few encounters since then, a random blowjob with a guy I met at a bar, another internet hookup where I had been fucked in the ass for the first time, and a few other sexy encounters, but my favorite had been the most recent, I hit up a gay bar up in Denver with some friends and met a guy outside, he was much older than me, easily in his fifties, but he was smart, well-spoken, and extremely handsome.

We hit it off and the next thing I know I’m getting the best blowjob I’ve ever had, sucking on his huge cock for hours and generally living a fantasy. I had a craving, a craving for mature men and after about a half hour of searching online I’d found a guy named Rob who had everything I was looking for: His own place, he was clean, looking for the same thing I was, and he was ready to do so immediately. So I got his address and headed over.

Upon arrival I was greeted warmly and welcomed inside a respectably nice house, and shown directly to a nearby bedroom. I thought it odd that we were going to jump straight to it, but I was also thankful to get straight to the fun stuff. He was handsome, salt and pepper hair cut short and a moustache, kind eyes and a generous smile he was in his late forties shorter than me by a few inches and in decent shape. He began to undress and bid me do the same, as we removed our clothing I could feel myself become aroused, and when he pulled his underwear off I observed he was shaved as smooth as I was. I smiled and slid my pants down, showing off my semi-erect cock. He smiled when he saw that I was shaved too. “I love a shaved cock.” Rob said staring at me as he played with himself. “I know.” I replied. “I love the smooth feeling of skin-to-skin.” He licked his lips eagerly as he eyed me up and down. “You’re really sexy. I have to admit I wasn’t expecting someone so hot!” Rob said.

He was standing in the doorway, glancing at the front door every few seconds. He shook his head and apologized. “I’m sorry. Here you are, naked, horny and ready to have some fun. I had invited one of my friends over for some fun, but he hasn’t gotten back to me. I should stop worrying about him and enjoy my current company.” Rob stepped in close and gently grabbed my cock and lightly stroked it. He reached his free hand around the back of my head and kissed me. His lips were wet with saliva and his moustache brushed my mouth. I was odd kissing someone with facial hair, but I didn’t dislike it. He moved his tongue around, in and out of my mouth. When we stopped kissing I could tell I was hard as a rock and ready to play. “Good kiss, I take it?” Rob said caressing my cock and balls. “Mm-Hmm” was all I could manage to get out. He laid me on the bed and crawled on top of me, spreading my legs apart and pressing himself against me before passionately kissing me again. I wrapped my arms around him and kissed him back.

I’ve always enjoyed making out. If someone is a good kisser making out will always get my motor running hot. And Rob was a fantastic kisser. He planted soft pecks on my lips and down my neck and chest, then he would run his tongue back up and hold me down as he bit my neck and gently gyrated his hips, pressing his cock against my ass. Ever since the first time I knew I was a bottom, as masculine as I am, when a guy fucks me with his cock it feels amazing, and I practically see stars. I wanted Rob to fuck me. I knew it, but we’d only just started making out and there was much more I wanted to do. I rolled him over on his back and ran my face down to his crotch. I grabbed his penis and squeezed it gently. Pre-cum oozed from the tip and I slowly licked it off and wrapped my lips around the head of his hard cock. I felt my own loins twitch with excitement as I took Rob in my mouth.

I looked up at his face, his head was back, his arms spread wide, and his breathing intensified. I worked my way down the shaft, licking the contours of the veins as I bobbed my head up and sucking in as I bobbed back down. “Holy shit you’re amazing.” Rob said as he grabbed my head in appreciation. “Thank you.” I said taking a short breath before diving back in. I’ve always enjoyed sucking dick, from the very first moment, and I’ve been complimented many times. I’m always appreciative, but the truth is I love doing so much I’m just happy for the opportunity to taste a nice cock. And Robs was NICE. Average length, but great girth, and his pre-cum was as sweet as honey. After a few minutes Rob returned the favor and sucked my dick too, though I was unwilling to separate my mouth from his loins so we ended up sixty-nining, though Rob didn’t complain. Before long we were back in our initial position. Rob on top of me, my legs spread wide and his cock teasing my asshole. I whispered in his ear “Rob, I want you to fuck me. Please fuck me.”

Rob sat up and looked down at me longingly. “I would, but I don’t have any condoms…” Before I could reply we heard the front door open and a man’s voice. “Rob? You home?” “In here Jerry.” Rob answered to the voice, which was apparently named “Jerry”. My heart began to race. I didn’t know what was happening. I was afraid someone caught us, but then I remembered the friend Rob had mentioned earlier. Rob stood and opened the bedroom door. On the other side was a man who looked roughly the same age as Rob, he was the same height, but more muscular and tan. He was mostly bald with a short grey ring around his head. He too was handsome and sported a moustache. I began to feel extremely nervous and uncomfortable, sitting naked on a stranger’s bed with a massive erection. Jerry’s eyes widened when Rob opened the door.

A smile crept over his face when he assessed what had been happening prior to his arrival and he immediately began stripping off his clothes. Rob whispered something in Jerry’s ear, and Jerry whispered something back. I watched, unmoving as Rob introduced his friend and I. I couldn’t help staring at Jerry’s cock. It was huge. To this day it’s the biggest cock I’ve ever seen. (Outside of the internet that is) I must have been drooling because Jerry put his hand under my chin and lifted my gaze to his face. “Rob tells me you’re a fantastic cock-sucker. And I can’t help but notice you staring. So why don’t we cut the crap and you do whatever you’re thinking of doing?” Jerry’s words echoed in my head. I lowered my head and opened my mouth. The familiar scent of man-musk was heavy and the monster cock in front of me made me hungry. So I let go all inhibitions and went to town on Jerry’s dick.

He stood at the foot off the bed, I positioned myself on all fours in front of him and focused all my attention on taking as much of this beautiful phallus in my mouth as possible. I was so pre-“cock”-upied that I didn’t even notice that Rob had positioned himself behind me until he placed his hands on my hips. “Jerry brought condoms.” Was all Rob said as he pressed himself against my hindquarters. I felt his cock push against my ass and tried to turn around to see, but Jerry grabbed my head and faced me forward thrusting his cock down my throat as Rob thrust his way into my ass. I moaned in total ecstasy as the two older men began to fuck me from both ends.

I had briefly fantasized and wondered what it would be like to be with two guys at once, but I never thought the opportunity would present itself without any warning or preparation. But then I thought that I should just enjoy the moment and I let myself be taken by these two men. Rob pumped gently at first, letting me get used to his cock before he began to properly fuck me. I grabbed Jerry’s cock with one of my hands and relaxed my gag reflex as each of Rob’s thrusts sent me further down Jerry’s cock. After a few moments, I was rolled onto my back. My head hung off the edge of the bed and Jerry straddled my face and placed his balls in my mouth as he stroked his huge member. Rob lifted my legs onto his shoulders and started fucking me hard. It was only a minute or two before I heard Rob grunt suddenly, then pull out and proceed to spray my stomach and penis with his cum. Jerry made and approving sound as Rob put my legs down and I started jacking off vigorously, overwhelmed by hormones I quickly reached climax and sprayed my white hot load like a fire hose.

My dick erupted with semen that covered me from my thighs to my chin. I’d never come so much or so hard before, or since for that matter. Shortly after I began to spray, Jerry came too hitting me in the chest, and covering my face. He wiped his cock on my mouth when he was done and he and Rob left me to process what had just happened.