My first cock ride

He was just a random craigslist hookup; married. Lived over by Washington Park. His wife was out of town on business and he was looking for a little strange ass and cock. I had just gotten into D-town for the week and had the afternoon free. He wanted to meet in the alley, come in through his back door. So to speak.

I had been fucking myself with a 7-inch dildo for awhile, but hadn't taken a real cock in my ass yet. I didn't really expect this to be the day, but I try to be open to anything and I had been fantasizing about it for years, and had let my girlfriend fuck me with a strapon a couple of times.

He was 40-something, latino or Italian, had a bit of a gut and a day's growth of beard. Not bad looking.

We made out in the recently remodeled kitchen first. Tongue. My hands up under his shirt, all over his body. He had me pushed up against the counter. I love it when a guy takes control like that. Pushes me up agains the wall or down onto the bed. When I'm with a chick, I like to be in control, but, like I said last time, with a dude: totally the opposite.

He took a step back and led me to the bedroom. I took his shirt off and worked on his nips for a while, licking, biting. I mouthed my way down his slightly hairy stomach while I got his belt and pants undone so I could get at the hard cock I could feel straining at his jeans and black boxer briefs.

It was about 7 1/2 inches long, a couple of inches around, and uncut. I pushed him back onto his bed. He leaned back while I got on my knees in front of him and stroked his foreskin back with my right hand, swirled my tongue over the head, then took it in my lips and slid my mouth up and down the shaft. I stroked his stomach and hip with my left hand.

"Mmmm. You're a good little cocksucker, arent' you? You like to suck that cock."

I looked up at him, twisted my hand around the base a little, slicked up with my saliva, and nodded at him with the blowjob eyes, keeping his hard cock in my lips. I have a mouth, BTW, that looks like it was just made for sucking cocks: full lips, agile tongue. I lifted my head from it, stuck my tongue out, and slapped the bottom of his head against my tongue a few times. I love the sound of a hard cock slapping against my tongue. This is a little trick I learned from a girlfriend, who gives incredible head. He moaned again and thrust his hips.

After a few minutes of this I stood up so he could get my shirt and pants off, and then we made out some more. His hands were up and down my back, grabbing and smacking my pert ass. I helped him step out of his jeans and pushed him back on the bed, sucking his cock some more to keep it nice and hard and wet. I took out a bottle of oil, slicked his cock up with it, and spread it up and down my ass crack.

I climbed on top of him and put the head of his slick, wet, hard cock against my rosebud and rested there until I worked the head inside my tight hole. Then I slid the rest of the way down the shaft and back up again, until just the head was still inside. Then up and down a few more times, getting used to the new sensations. I was getting fucked. Bottoming, Getting my fudge packed. It felt just... awesome.

"Oh fuck," I moaned, my eyes half closed and my head thrown back. "Fuuuck."

"You like that hard cock, don't you?"

"Fuck yeah. Fuuuuuuuuck."

It felt warmer than the silicone dildo I had been using on myself. And I didn't have total control over it. So hot. I rose up until just the tip was still inside my tight, wet hole. He started pumping up and down, sliding in and out, long slow strokes at first, then faster and harder.

"Ngnnn. Ahhhh. Fuuuuuuuck." I put all my weight down on his hips and ground in circles, leaning forward so his dick could stroke my p-spot, my hands on his chest. My eyes were probably rolling back in my head at this point. Then I popped out and now that I was loosened up a little, turned around and showed him my thick, juicy ass as I settled back down on him reverse cowboy style, and rode. This is my favorite position, incidentally, either from the receiving or giving end of things and with both chicks and guys. I love to watch a nice ass bouncing up and down on my cock, and I love the different angle it gives me when I'm riding a cock or a dildo.

After a few minutes of this my legs started to get tired, so I popped him out again and rolled over onto my back. He took my hard 6 1/2 inch cock in his mouth and bobbed up and down on it a few times, then lay the full length of his body down on top of mine and put his tongue in my mouth. He threw my legs up over his shoulders, grabbed his dick and guided it to my pulsing browneye, and started again with the long, slow, steady strokes.

My eyes were closed, my head rolled to one side. He let my legs go, held my wrists down onto the mattress over my head. I pushed and bucked my hips up into his to get the full length of his shaft inside me. I wrapped my legs around the small of his back.

After a few minutes, he pulled out and flipped me over onto my hands and knees, grabbed my hips and pulled me back onto his cock again. I arched my back, giving him my ass. He pounded me faster and harder, his big, rough hands sliding up and down my torso, and then pulled out with a pop and shot his load all over the small of my back.

He fucked me again a few weeks later in my ex-wife's house (my next post, perhaps). He's gonna fuck me again this weekend. I can't wait.

Anonymous Hotel Facefuck

It was 2 o'clock Sunday morning. I leaned against the Silver Bullet (the old Chevy Cavalier that I inherited from my grandmother) puking up cheeseburger, Rolling Rock, and the cum of the anonymous financial advisor from Phoenix I'd just blown at the Cherry Creek Marriott.

All I had wanted when I came home sweaty and horny from the gym, was a quick hookup to suck some cock, and maybe get laid – I'm 60/40 straight/gay bi, but when I go with doods, I'm a total bottom. Instead I ended up fighting all afternoon with the craigslist ad-blocking faeries, who seemed to think my stats (42, 5'7", 175, 6.5" cut), presented in sequence, were a phone number. And OK, I'm really 44. 

I finally got the fucking ad to post after a couple of hours of bullshit, re-writing, etc., and of course got no fucking response. So I decided to fuck it, grab a burger and a beer and read all night. But of course I had the burger (City Grill FTW!) and the beers and got all horny again with my buzz. So I get back to my studio, post up another ad and finally get a good response from some guy with a blurry, flash-damaged camera phone body shot staying at the afore-mentioned Cherry Creek Marriott. 

He seemed in decent enough shape so I hopped in The Bullet and headed down to CC to meet him outside the hotel bar. 

He was a sandy-haired preppy in his mid-30s, stocky and kind of blandly handsome. In other words, about 5000 steps up from your typical CL hookup. And the hotel is nice, so what the fuck. We made small talk in the elevator and I tried to be a little subtle about seeing what kind of heat he was packing. 

Once we got to the room, there wasn't so much talking. He was a much better kisser than I'm used to with men. Plus he was a little taller than me, which turns me on, because it makes me feel more like... feminine, I guess. He ran his hands up under my shirt, and down my back to my ass (which is still fucking nice, if I do say so myself). I got under his shirt running my hands across his stomach and up to his pecs. He put his tongue in my mouth and I tweaked his nipples. 

He had a bit of a paunch, but his fucking pecs were awesome and I pushed his shirt up so I could get my mouth on them. We stood at the foot of the big bed and I listened to him moan and pant a little as I sucked and licked his nipples. I could feel his erect cock against mine, pushing through the tan dockers, so I took a break from his chest and started massaging his dick through his pants. 

I could tell it wasn't too long, but nice and thick, with a big, bulbous head that I could knead through his slacks. I wanted to suck it so bad I could almost taste him already, so I sat down on the bed and pulled him toward me, undid his belt and pants and set his bobbing cock free. I looked up at him with the blowjob eyes as I swirled my tongue around the head, grasping the base in my right hand. 

I love the taste of pre-cum. 

He was already breathing hard and seemed like he wouldn't last long, as I slid his entire 6 and a half inches into my mouth and out a couple of times. He had his head thrown back and his hands in my hair, pulling me down onto his dick. He pulled out before he shot and pulled my shirt up over my head, helped me out of my Levis and pushed me onto my back. Now he started in on my nipples, biting lightly and licking, working his way down to my hard-on as he stroked it.

He pushed a shoulder under my left leg and my asshole twitched because I thought he might fuck me, but instead he just kept stroking and kissing me. Then he straddled me and I thought I might fuck him, but instead he sort of crawled up my torso until he could get his cock in my mouth and started facefucking me. He was panting again and grunting. 

"I'm gonna cum in your mouth, dude."

And then I could feel the salty fluid start to flow, and I didn't really want to swallow it, but his cock was way in my mouth and I was on my back.

So. I. Swallowed.

I didn't want to, but it really wasn't as gross as I thought it might be. I've had guys cum in my mouth before, and I don't mind it, but I've always had the option to spit it out.

He seemed a little embarrassed and then told me it was his first time with a guy. Which is hot. I like first timers. 

"Then start sucking my cock again," I told him. And he went back down on me, stroking me faster and faster until I shot white cum all over my stomach. 

We made more small talk in the bathroom as I toweled off. Then I got dressed and slinked back out to my car, the gag reflex starting to kick in as soon as I hit the sidewalk.