Some years ago, my job took me to Frederick, Maryland on a regular basis. Let me tell you, there's not much of anything to do in Frederick when you're there from out of town for a few nights of work. I would go, work as long as I could, go out to dinner by myself, have some beers, and come back to my room to try and sleep. Occasionally I went online to see if anyone was awake, but I never seemed to find anyone compatible with me that was a reasonable distance from my hotel.
Maybe I should explain what compatible for me actually means. For as long as I can remember, I've been attracted to two divergent types of people. On the one hand, I find tall, thin women to be extremely attractive, and have dated women for most of my life. On the other hand, I've always been attracted to older, masculine men, especially those who are a bit bigger than I am in terms of body type or shape. That type of guy can put me in a submissive, bottom type of mood, giving me something I can't get from the women I'm normally with.
As for me, I was in my late twenties when this story occurred. I'm six feet tall and range between 185 and 205 pounds, depending on how active I am. With short, brown hair and green eyes, I'm a relatively typical white, professional guy of mixed European ancestry. Friends and coworkers have no idea that now and again, I need to have hot sex with an older, masculine man.
Finally, I decided to actually do a little bit of planning for my next time in Frederick, and posted on Craigslist.org in advance of my trip, as well as hitting some chat rooms a bit earlier in the evening a few nights before I left. All that planning got me a few responses, the most interesting of which came from a guy about twenty minutes from my hotel. He was in his late forties, and a bigger guy, about 6'4 240. We exchanged photos, and I agreed to come to his place when I was done with work.
By the time I left for his place, it was dark, and I actually had to call him to find his house, as it was well off the beaten path (this was a couple of years before GPS was a routine item). So far off the beaten path, in fact, that I started to get a bit nervous, and almost hung up and turned around. However, his voice was soothing and he sounded like a totally normal, if horny, guy, and I let my excitement get the best of me; thankfully I've never run into any trouble on trips like this.
I parked in his driveway, hung up my cell, and went up to his house. He opened the door for me, and I was happy with what I saw. He looked just like his picture: a bigger, masculine-looking guy with blonde hair, in his forties; I usually seem to end up with darker-haired men, so finding a masculine, blond-haired man was somehow extra appealing to me. He gave me a big hug to make me feel comfortable, and then a tour of his house.
The house itself was nice, not too big, but not too opulent for a single guy, either. As we walked the house and chatted, I learned that my host was a divorced dad, who had come out after his divorce went through. Our tour ended at a hot tub, which was nice; it was an early autumn evening; chilly enough for jeans and a sweatshirt, but not too cold, and perfect for a dip in the hot tub.
Asked if I would like to try out the tub, I replied with an affirmative, but noted I had no swim trunks (which I'm sure he already knew). I was given two options: borrow a pair, or get in naked. He said he was probably going to hop in naked unless I objected; I said that I didn't object, and would follow his lead.
With that, he stepped closer, into what I suppose I would consider my personal space, and when I didn't step away, he closed the gap completely, putting his big arms around me. I looked up and he moved his mouth to mine, kissing me with surprisingly soft lips. His tongue pushed against my lips, and I opened up to him, feeling him taste me, his hands beginning to roam around my back, my shoulders, and down to my ass.
After a minute, he broke the kiss, and started to undress. I did the same, both of us stopping at our boxers. He said, "I told you online that I had a big dick, but you've lasted this long without asking about it, or groping it. That's really hot." I smiled, and said, "I assume it's ok if I check it out now?" He smiled, and nodded. With that, I moved forward and we kissed again, and I slowly slid down to my knees, pulling his boxers down as I went. My reward was a beautiful, hard cock, about 7.5" and thick, with large balls as well.
I started by gently kissing it, running my lips on it, finding it to be smooth, warm, and with a clean but manly scent. I started to lick him, running my tongue on him, before finally sliding him into my mouth. I couldn't fit all of him, but got most of it down, letting him gently fuck my face for a while. This got me hard, and I slid my boxers off and let my thick 6" cock spring out so I could jerk myself.
Finally, he pulled out of my mouth, and noted that where we were standing, we were kind of visible to his neighbors, and gestured to the hot tub. We both got in, sitting apart for a bit and enjoying the contrast of the cool air and warm water. Finally he pulled me over to him and we kissed some more, me more or less floating into his lap. I loved feeling his arms around me as we kissed, and before long, his tongue wasn't the only thing probing me.
He wasn't really forcing it, but his cock was rubbing all over my legs, thighs, and ass. Eventually, he asked if I wanted to take things to the bedroom, I add agreed. The hot tub was fun, but I had a feeling he wanted something that couldn't be done as easily in a tub as in bed. He stood up in the hot tub, his cock right in my face, and I sucked him some more, before we both exited the hot tub, and toweled off.
He took my hand, leading me to his bed, both of us naked and erect.
Once there, we kissed some more, and then he proceeded to take my cock into his mouth, while I was on my back, in bed. It felt so fantastic, his warm mouth all around me, my cock going into his throat as he gave me a fantastic blowjob. He stopped, kissed his way up my body, and I pulled my legs up around him as he crawled on top of me, kissing me again, his tongue deep in my mouth. In this position, his hard cock began to probe me again as we made out and our bodies rubbed together.
He smiled at me, and said, "I'll be right back!" He returned with a glass bottle of liquid, and said, "Turn over, baby." I flipped over, and he pulled me back so that my legs were up under me, and my ass was at the end of the bed. He poured the liquid - olive oil, turns out he was allergic to regular lubricants – on his hand, and then some over my ass, and started to massage me. It felt amazing, and I couldn't help but moan as he started to rub his oily fingers against my hole.
He slowly inserted one finger, working me, loosening me up, and then worked in another. That really got me moaning and squirming. He stopped, and then I felt his cock start to probe me. I objected, wanting to play safe, and he agreed, but asked if he could just "play" for a minute. I know what this means, normally, but I agreed, hoping he wouldn't force me to stop him. To my surprise, he behaved, rubbing his cock all over my ass, and on my crack, but not pushing it into me, which actually was a huge turn on.
Standing up, I heard a condom wrapper open, and then saw him pour some more liquid over his cock. "Are you ready?" he asked, and I just got in position on all fours to show my agreement. Although he'd done a good job loosening me, his cock was thick, and I hadn't been with a man in some time, so it was slow going; olive oil was slippery, but not quite as good as the lubricant I was used to. After some time, and gentle but consistent pressure, the big head finally popped into me, causing me to gasp.
Thankfully, this guy knew what he was doing, and gave me some time to adjust, before slowly increasing the pressure again. He took his time, but soon enough, I felt his balls against me and realized he was all the way inside of me. "You feel so great, baby. I need to fuck you now!" With that, he started moving in and out of me, that thick cock sliding out, then filling me back up, a steady rhythmic fucking; he hit me in all the right places, my own cock rock-hard the entire time.
After a while of this, he started to cut loose, fucking me harder, faster, and rougher, but alternating that with much slower, gentler strokes. He was definitely enjoying this, and I was too; you wouldn't think so, but a good fuck like this was hard for me to find.
He kept me on all fours the entire time, watching his cock slide into me, and slide out of me, making me moan as I gave myself to him. Finally, he put his hands on my hips and really started giving it to me. I could feel his cock bottoming out in me, hear his heavy balls slapping against me, and feel sweat coming off his body. With every thrust, deep inside me, I couldn't help but moan.
I felt him going faster, and faster, and harder, and finally he said, "I need to cum, baby!" With that he started bucking like crazy, starting to make a deep, guttural noise, and then finally he pulled out of me, ripped the condom off, and shot huge, thick blasts of cum all over my back. We'd been playing for nearly an hour, and all that play must've had him churning. I don't think I've ever seen (well, in this case, felt) someone cum like that outside of the movies; it was all over me, on my shoulders, my back, and my ass, dripping all over me.
That finally pushed me over the edge, and I turned on my side, jerked my cock a few times, and came all over the place. I've never been such a mess in my life, before or since.
Afterwards, we showered, and then we chatted a bit more, enjoying the afterglow. The next time I was in Frederick, he was out of town, and then I was laid off; living over three hours away, that ended things.
This is a true story, and I hope you enjoyed it. And if you live in the Philadelphia suburbs, and would like to help me recreate this story or something like it, drop me a line at norristownguy11@yahoo.com