Hey Nifty.org! Ty here again...this time with a true tale of debauchery from July of '13. Hope you enjoy this one (because I sure did.)
As always, I love hearing from readers. Feel free to shoot me an email or catch me on PM at: jtguy31@yahoo.com. I take story requests, and have set up a mailing list for those who want to know when a new story is published. I absolutely love hearing from you, so keep the emails coming!
Be sure to check out my other stories here at http://www.nifty.org/nifty/gay/young-friends/eric-and-ty/
Had a couple of really hot experiences last Friday and Saturday.
Friday:
Both of these involve the M4M section of a popular website, which I tend to frequent. I'm all about the "casual encounters" and "NSA" sex. Have no real desire for a relationship beyond sex. So on Friday I'm trolling through the ads, and the one that really catches my eye says "Curious for 1st time" and lists the age as 22. He's in my town, so I open the ad and it basically boils down to a dude who'd just gotten dumped by his girlfriend and figured he'd try it out with a guy. He said he was a bit timid and shy, and that he wasn't sure how far he would want to go, but that he had been curious for a while. So I took a shot and sent him an email with a couple of my pics attached, and he got back with me. He said he couldn't host, so I told him I could, and gave him the address, and he said he'd be there in like an hour.
Since I tend to be a little shy myself, and I knew I'd have to take the lead on this one, I popped a Xanax to lower my own inhibitions and take the edge off the nerves. Directly, there was a knock on my door.
The guy was cute. Tall, thin, with long blonde hair and blue eyes. I could tell he was nervous, but he came right in and sat down on my couch. I shut and locked the door and was half expecting to have to make some smalltalk, but he just softly said "are we doing this in here or in the bedroom?"
"Bedroom's better," I replied.
I led him in there, and he immediately started to disrobe. Shirt, shoes, jeans, then, lastly, boxers. He had a nice body. Not cut or muscular or anything, just thin and attractive. His prick was soft, and he trimmed his pubes, so they were fairly short. He was circumsized, and flacid was about 3 inches long. His balls were tightly drawn up. I got undressed at the same time, although I was a little more excited and had a semi going. When I took off my shorts, he stared at my cock.
"I've never seen another guy's dick in person," he said.
"It's fine, dude," I told him, "look all you want. The pace is up to you."
I was a little surprised when he walked up to me and kind of pushed my shoulders down gently, so that I was half sitting on the side edge of my bed. He dropped to his knees and grabbed my cock with his right hand, which of course made me fully hard. He tugged it a couple of times, and then leaned right in and gave it a long lick, from the base to the underside of the head. Looking down, I could see that he was getting his own erection.
He looked up at me and asked if it was okay, and I nodded.
Next, he gave another long lick and this time stayed at the head, taking it into his mouth. He didn't exactly blow me right then; it was more like he was testing to see if he liked a dick in his mouth. He just kind of held it there, the head only, and lightly sucked. Although it was different, I liked it. He used his tongue around the head inside his mouth, which was also good.
He popped it out and said "yeah, I might be gay."
"Fuck labels," I told him. "I like this shit too but I still love some pussy!"
He laughed.
"Come on up here dude," I told him.
We climbed into my queen bed and he laid on his back in the middle of it, his head propped up on my pillows. His cock was now semi-hard, so I got between his legs and started rubbing it and his balls, bringing him fully up. I didn't want to rush him, so I just kind of asked if he was enjoying it as I jerked him off slowly.
"Yeah, it's good," he said.
"Do you want me to suck you?" I asked.
He nodded "uh huh."
When I put his cock in my mouth, he closed his eyes and leaned his head back. I'm a pretty good cocksucker, so I tried to give him a really good blowjob. I made sure to cup the balls, and his dick wasn't huge, but it did fill my mouth.
After a few minutes of that, he asked me if I'd mind doing a 69, and I agreed. He flipped positions, putting his head toward the foot of the bed, with my raging hard-on in his face. He wiped my precum with his hand, saying he was sorry but not ready for that yet. I said no problem.
On our sides, we blew each other. He got more enthusiastic with his sucking as time went on, and I of course gave the best head I could give. I've always been turned on by first timers. There's something naughty about it that I get off on. Anyway, as he gave me head I felt myself approaching orgasm. Since he hadn't wanted my precum in his mouth, I didn't figure he wanted a load in there, either, so I told him I was about to go. He backed off my cock and laid there for a second before he said, "how about you go on my chest? I've always wanted to know what that felt like."
"Okay," I replied.
He rolled onto his back and scooted over to the edge of the bed, and I got on my feet next to him. It didn't take but a few strokes to get me there, and I aimed my prick at his belly and chest. He masturbated as I shot my load on him. I always kind of thought it was hot, so I bent over and licked some of my jizz from him, swallowing it.
Once that was done, I told him I wanted to make him cum, and he asked me to just jerk him off rather than doing it with my mouth. I got him to scoot up to the edge of my bed and I got down on my knees and stroked him. He didn't take long...his breath got faster and I could feel his cock stiffen with the oncoming orgasm.
"Spray your cum on me," told him.
He released, and I directed his semen onto my mouth and face. He actually had a pretty good load of cum saved up, I'd say about 4 good, full spurts. It was thick and hot and salty.
I grabbed him a towel to clean up with, and he thanked me, got dressed, and left.
I have his cell number programmed, so there may eventually be a round 2!
Saturday:
Since I'd had a nice little hookup the night before, but it was kind of pure and innocent, I decided that the next day I wanted to get down and fucking dirty. So I took to the same website and placed my own ad in the casual encounters section. The title said "I want to make you cum." In the ad, I said that I'd travel to any of the nearby towns, or I could host.
I placed the ad at like 8am Saturday morning, and by 10 I had over a dozen emails from men who wanted to get together. The overwhelming majority were "straight" men in marriages or relationships who just weren't getting enough, and most of 'em wanted me to come to them. So I set up some appointments. I'd said in the ad that I didn't need recip, but that I wasn't against it, either, and that I guaranteed that I'd make you cum with my hand or my mouth. Anything else would have to be negotiated. I don't really like anal, top or bottom, but I've done both, and while I didn't want to put it on the 'net, I'm willing to do either for the right price. Can't decide if that makes me slutty or not, but fuck it.
I'd planned everything out so that I'd start closest to home and work my way outwards.
The first place I went was the house of a middle-aged man who was gay but not in a relationship and just into hook ups. He'd emailed me to say that he wanted to have me come relax with him in his hot tub naked. Maybe something would happen, maybe not.
He met me at the door in a speedo, and was attractive enough. You could tell he took care of his body, anyway. He was the most fem of the guys I met that day. We said our hellos and he brought me into his sunroom, where the spa was. We got naked and stepped into the hot water, and he sat next to me. For the first ten or fifteen minutes, we just chatted--smalltalk, and he asked if I wanted a drink, which he got out and made for me at the minibar. When he got back in and sat down, he put his hand on my inner thigh.
He said that he invites a lot of guys over to the hot tub, and mostly just does it for the eye-candy, but sometimes he gets excited. I guess I was his type. His particular thing was to watch someone masturbate while he jerked himself off. So, following his instructions, I sat up on the edge of the hot tub and stroked my cock for him. He stayed in the water and masturbated. As he got close to cumming, he shifted his position and put one of the jets of water right on his ass, and that made him cum (I, at this point, hadn't.) He shot his load right into the water, then he thanked me and said that I could finish if I wanted, or I could take off. Since I had other business to attend to, I stopped jerking, dried off, and bounced. I did enjoy watching him get off over me; it's flattering.
Next on my list was a guy who I'd seen put ads up before. He's got his own gloryhole in a shed behind his house, and likes for people to come suck his cock through it. I'd told him that I'd be down, but he'd have to wear a rubber, which I'd provide.
So I follow the directions he gave me and find his house, which is a bit secluded. Sure enough, there's the shed, and the door was unlocked. I went in and the glory hole was directly across from the doorway. I shut it behind me and went up to it. I guess he'd heard me arrive, because a limp dick appeared through the hole. No idea what the guy looked like, his age, etc. I just know that he had a thick bush of black pubic hair and his cock was a little on the small side. I don't give a shit; I just like cock.
I put my hand around it and stroked it enough to get him hard, then I applied the condom I'd brought. It's one of the thin ones that transfers heat really well. Once it was snug on him, I got down on my knees and started sucking. I've done the gloryhole thing quite a bit, and although it's pretty fucking hot, you have to be careful not to hit yourself in the nose against the wall. And since this guy wasn't well-endowed, I couldn't be as voratious with my blowjob as I usually am.
Still, I could hear him moaning on the other side of the wall, so I figured he was doing alright.
It took about 6 minutes or so to get him off. I felt his dick swell up and pulse as he shot his load into the tip of the condom. I went ahead and kept him in my mouth and kept going up and down on his cock while he came, since there was protection. Once he'd gotten off, he pulled his softening dick back through the hole, and since he'd specified that he only got blown and that was all, I left.
Guy 3 was a college student. We'd agreed that I'd give him a lubed handjob. I showed up at his parents' house (they were out of town) and he brought me into his bedroom, where he had a twin-sized bed and a bottle of baby oil. He was a little shy about the whole thing, so I just unbuttoned his jeans and slid them down, along with his boxers. I got his shirt off him and told him to lie down on the bed.
I applied a liberal amount of the oil to my hands and started rubbing it into his crotch, which was fully shaved bald. His dick sprang to attention, and I wrapped my hands tightly around it and began stroking. This guy was certainly well-endowed. Once hard, it was a good 8 inches long, and thick. He was uncut, but the head of his cock was so big that, once hard, the foreskin wouldn't come back up over it.
While I stood there and jerked him off with the baby oil, I felt his hand reach out and start rubbing my crotch through my pants. This was the first attention my dick had had all day, and I was way horny, so I appreciated that. Pretty soon, he had unbuttoned my fly and pulled my cock out, and was giving me a handjob, too. He pulled me closer to his head, and turned to the side so he could blow me. Kid was good! I had trouble concentrating on giving him his handjob. I felt myself nearing climax, so I told him "Hey...I'm going to cum soon, dude."
He looked up at me and practically begged for it. "Cum in my mouth!"
I wrapped my fist tighter around his nice big prick as he sucked me to completion. As I filled his mouth with what I imagine was a pretty fat load, he came, too, shooting huge wads of stringy cum onto his own chest and stomach. Basically, he came like only the young seem to do. I had to taste it, so I bent down and licked a bit from the bottom of his neck. It had that sweet taste to it, like he had been eating a lot of sugar, which I love, so I continued to lick up his nectar until all of it was gone. He'd swallowed my load, and before I left I made sure to save his number in my phone (and vice versa) because I definitely want to play with him again!
And now the last one, number 4.
This man lives out in the sticks, and in his email had told me he wanted lots of kissing, body contact, etc. Kind of an older guy--I think 55. He'd sent a pic of his body and cock, and it wasn't bad.
He was, by far, the kinkiest dude of the day.
He has been divorced for like a year now, and I guess decided to just embrace his inner gayness and go all out. I can't fault the guy for that. Since I'm considerably younger than him, he wanted to play out a dad/son fantasy, and I was game. Been there, done that.
He wanted to call me Todd, and me to call him dad or daddy. First thing he wants me to do is get naked and do some chores. So I take all my clothes off, and this guy gets me to his kitchen and has me washing dishes at the sink. He's very excited that I'm shaved bald downstairs. At this point, it's been about a half hour since my orgasm, so I'm certainly turned on, but not explicitly hard. My limp cock is hanging on my smooth balls, and I'm kind of impressed with the size of it--looks nice and thick.
Next is running the Hoover naked.
The man, Rick, gets in his recliner and takes his dick out to stroke it while he watches me. I make sure to face my ass to him whenever I have to bend over and pick up something the vacuum won't get.
Once that's done, he has me go back to the kitchen, with him following behind. His cock is hard and sticks out in front of him. It's average sized, cut, and he also has a bushy patch of dark pubes. He's muscular and well-tanned--probably a blue-collar worker of some type.
"Bend over the table," he tells me.
I say that I'm not there to get fucked, at least not for free, and he tells me to relax, that he just wants to rim me. So I bend over his kitchen table, with my legs as far apart as I can manage, and he gets down there. I feel his rough hands spread my ass, and he begins to eat my ass out. Like I said before, I'm not huge into the whole anal thing, but getting rimmed does feel good, and it got me hard again, though my dick was kind of pressed up against this fucking oak table.
If you've looked at my pics, you see that I also try to keep my asshole shaved, and he seemed to really enjoy the smoothness of it.
"Your ass tastes so good, son," he said.
"Thanks, dad," I replied, feeling just a bit dumb.
He slaps my right buttcheek, hard, leaving a red handprint.
"You like it, don't you, Todd? Having your old man lick your little hole?"
"Mmmm, yes sir," I said, "I love your tongue on me! Please give me more, daddy!"
He reattacks my asshole with his mouth, this time shoving his tongue inside as far as it can go (which, you'd be surprised, was pretty far.) After a bit, he stops and says "now, suck daddy's cock."
He sits in one of his dining room chairs, and I sit indian style on the floor while I blow him. He's way into it, telling me to jack off for him while I do it, which I of course do.
After about 5 minutes, during which time I have to swallow quite a bit of his precum, he says "Todd, what is it gonna cost daddy to get into that tight little ass?"
I pop his dick out of my mouth and, stroking it with my hand, say "Five hundred. And you gotta wear a rubber, daddy."
He's not having that.
"A rubber? Fuck that, you little cumslut. I want your ass bareback."
"Then it's gonna cost you," I say with a smile, still stroking his member.
He offers $700. I refuse. He goes up. I refuse.
Finally, at $1500, I tell him he can have me.
Now, I don't know why he wants to fuck me on his kitchen table, but he does. He gives me the cash, which I put in my billfold, then he has me bend back over the table.
He's got some kind of lube, which he uses on himself, and I feel a big glob of it hit my asscrack. He tells me to talk dirty to him. For a grand and a half...shit yeah.
"Oh, daddy," I coo, "I want to feel that big hard cock inside me."
His head starts rubbing my hole.
"Mmmm, yeah," I say, "push it into me...give me what I want."
Another slap on my ass. I try to relax my anus as he enters it. I moan, even though it does hurt.
"Oh, fuck me dad. I want you so much!"
I feel him go all the way in, and his balls slap up against my own. I tighten my asshole for him, squeezing his prick.
"That's good, Todd, squeeze it tight!"
He puts his hands on my hips and fucks me. It's pretty rough, and there's some pain, but hey...I'm making fat cash and, I can't lie, there's pleasure in it, too.
I can hear the wet smacking sounds of our bodies, and he's steadily talking dirty. "You like that shit, don't you, you little fucking whore? You've always wanted me to fuck you," etc. I go along.
He lasts for a while, and I'm not in the most comfortable position, so I start begging him to cum for me. Yeah, I know it's unsafe and whatnot, but I'm willing to take it. I reach back and spread my ass, "blow your wad, daddy, please! Cum inside me, I want it so baaaad."
He tells me to get ready, and then, an instant later, boom. I feel his semen in my ass, and his strokes go all erratic. He actually pulls out after the second or third spurt, and finishes himself on my asshole. I can feel it enter me.
About the time he's finished, he gives an abrupt "get the fuck out." I barely have time to get dressed (and didn't have time to clean up, so his cum is leaking out of me.)
In the driveway, I quickly jack myself off to orgasm before getting dressed and going home.
All in all, it was a pretty fuckin' fun day.