Author's note:
I'm Tom, and the following is a true story about the first guy I hooked up with from Craigslist. I plan on writing several stories about my sexual experiences. Most of the stories will be about guys I met on Craigslist over the last several months. To preserve anonymity and increase readability, some details will be changed, but the stories themselves will be true.
You can contact me to ask questions or provide constructive feedback at TomTheDom80@gmail.com. Trolls will be ignored.
This work is copyrighted, and commercial use is prohibited without written permission from me, the author.
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Part 2: Mikey's Mouth
Even though I'm bi and enjoyed hooking up with guys in college, a lot of that was Tristan's influence. After college, I moved away for grad school, but Tristan stayed in New York.
Early on in grad school, I hooked up with a few guys, but I focused mainly on girls. I knew I wanted to get married and have a family. Sex with guys is fun, but I don't identify as gay and knew I didn't want to have a long term relationship with another man. I still had the occasional hookup with a guy, but it was rare and mostly when I was between girlfriends.
By the end of grad school, I was engaged. I married my wife that next summer and have been pretty happy ever since. Our sex life was pretty good the first several years but mostly ended after our 4th child was born. That raised a problem. I couldn't live without sex, but I also didn't want another relationship and I'm not interested in leaving my wife.
I started thinking about ways I could get the sexual release I needed without any entanglements. Finally, I decided to try Craigslist. I posted the following ad in the Dallas men seeking men section:
Title: Aggressive Married Guy for Oral Sub
Need a good boy to get on his knees and swallow my cum. Really enjoy using a good cocksucker's mouth for my own pleasure. Hoping to find a boy to suck two loads out of me today.
I'll be in complete control for the first load, grabbing your head to fuck your face, pulling your hair a little, maybe even slapping your face if you like that. I'm very verbal and like to talk dirty to cocksuckers while they service me.
You'll have to earn the second load. I'll sit back and relax while you work to please me. I'll still participate. I can't be completely passive while a cocksucker is working on me, but I'll give you a chance to be creative and show me what you can do. If you're up for the challenge, email me with stats/pics.
I'm DDF, 32, married, white, chubby, bear, with an average dick. You must be DDF and able to host.
Within a few minutes after the post went live on CL, I got an email from "Mikey." Mikey told me he was 38 years old, 5'8", 155 pounds, with blue eyes and brown hair. We traded a couple pics and decided to meet up.
I drove over to Mikey's house, parked, and knocked on the door. I was a little bit nervous doing this the first time, but when Mikey opened the door, I saw that he looked just like his pictures. I was also horny since I hadn't cum in a few days, and I was ready to use a cocksucker for the first time in several years.
Mikey led me to his living room, got on his knees, and moved to take off my shoes. He undid my belt, unfastened my jeans, and started pulling them down.
As soon as my dick was out, I grabbed his head with one hand and my cock with the other. I rubbed my cockhead across his lips a couple times, and Mikey opened his mouth. He stuck his tongue out and started licking. I sighed contentedly.
"Oh yeah. I've been needing this."
Mikey took my soft dick into his mouth and stroked it with his tongue. It didn't take long for me to get hard, and then Mikey started working up and down the shaft.
"Yeah, boy. Work on that dick. Make me feel good."
I stood in front of Mikey with my right hand on his head. He had a buzz cut, and I was having fun rubbing my hand over the short hair while feeling my cock slide in and out of his velvety wet mouth.
"Mmmm. Damn your mouth feels nice. I love the way you're working your tongue. Keep that up boy."
After a few minutes of letting Mikey set the pace, it was time for me to take control. I grabbed his head with my other hand and started thrusting in an out of his mouth. Mikey was an experienced cocksucker and had no problem taking my dick all the way. I rammed into his mouth as hard and fast as I could, then pulled back slowly before doing it again and again.
"Take that dick, bitch. I'm going to fuck your mouth hard for a couple of minutes until I cum and then I'm going to sit back on the couch and make you do the work. Got it cocksucker?"
Mikey moaned his agreement. I hadn't cum in a few days and after a couple minutes of fucking Mikey's sweet mouth, I was ready to bust.
"Fuck yes. I'm going to cum boy. Are you ready to taste my first load?"
Mikey moaned and nodded his head. I plunged my cock all the way into his mouth a few more times as I felt myself going over the edge. On the last thrust, I grabbed the back of his head hard with both hands and held him in place while I shot 8 times into the back of his mouth.
"Ohh! Fuck! Take my cum, bitch! I'm going to keep my cock planted all the way in your mouth until you take every drop."
I started rubbing Mikey's head vigorously with one hand. He continued working his tongue along my shaft the whole time I was shooting my load. Damn, it felt good being all the way in his mouth.
After about 30 seconds, I pulled my cock out. I was still completely hard and ready for round 2. I asked Mikey, "Are you ready to work for another load, boy?"
"Yes, sir. Your cum tastes so good. I want more of it."
I'd forgotten how nice it was to be with a well trained sub. I go to the gym, but I've always had a stocky to chubby build. After college and getting married, I had put on quite a bit of weight. I'd lost about 60 pounds but was still somewhat chubby. The good thing about true sub guys is that the psychological part of being used by a real man is often as important as the actual physical part. Having an average dick and being a little chubby might keep me from picking up the hottest boys in a bar, but Craigslist lets me get inside a sub's head before we meet. I let boys know that I can treat them like they need to be treated. We both know they need to be used like they are nothing more than a couple of holes for my pleasure, and it seems like there aren't very many men who can fulfill that need.
Although I hadn't gotten head from a boy in years, it didn't take long to get back into the swing of things with Mikey. After my first orgasm, I sat back on Mikey's couch. He asked me if he could sniff some poppers before getting started again, and I told him that was fine with me. He took out a bottle, sniffed, and then went back to work on my cock.
Mikey started by licking my cock from the base to the tip a few times. I leaned back and sighed.
"You're such a good boy. I knew you wouldn't let me down. You know how to make a man feel so good. Go ahead and work on my balls for while."
Mikey moved down and started gently licking my sac. The boy knew how to use his tongue, that was for sure. He licked behind my ball sac, all around my balls, and on the sides. Then he pulled back a little and licked at the hair on and around my nuts without making contact with the skin. Feeling his tongue brush gently through the hair was so erotic. I thought to myself again that this cocksucker really knew how to use his tongue. It felt good, but after a couple minutes I was ready to feel his lips wrapped around my cock again.
"That feels great but enough teasing for now. Get back to work on my dick," I told him.
Mikey licked from my taint up to my piss slit, swirled his tongue around the tip a couple of times, then sunk my cock all the way into his mouth in one quick movement. As soon as I was planted at the back of his mouth, Mikey started swallowing, using the back of his tongue and tonsils to massage my cockhead. I was in pure bliss.
"Fuck yeah, bitch. That's how you serve a man. This is what you were made for cocksucker. This is your purpose in life, to use your mouth to please men like me. No one but a true cocksucker could do what you're doing for me right now."
While I spoke to Mikey, I grabbed his head with both hands and held him in place to make sure he didn't pull up until I was ready to release him from this particular bit of service. Any worries I might have had about being able to cum again so soon quickly disipated. It would still take a while but I was sure feeding Mikey a second load wouldn't be a problem.
After a minute or so, I released Mikey's head so he could start bobbing up and down on my dick. He had a good rhythm. He'd go all the way down, licking the underside of my shaft as he went. Then he'd increase the suction as he came back up to the head, all the while still stroking my cock with his tongue. At the head, he'd lick around a couple times and then repeat the process.
I let Mikey keep up the hard work for about 20 minutes while I relaxed and watched TV. Every now and then I'd grab his head and make several quick thrusts or hold myself in his mouth balls deep. Occasionally I would softly rub his head and encourage him, telling him what a good job he was doing.
When I started to get bored and decided it was time to go, I stood back up and told Mikey I was going fuck his mouth until I shot my second load. He thanked me, and I laughed to myself. I sort of understand cocksuckers and their psychological needs, but I can't really relate to those needs. I find it hilarious that any man would thank another for using his mouth as a fuck hole. And yet, hearing that expression of gratitude made me harder and almost made me care about rewarding Mikey.
You subs reading this at home should keep that in mind. Alpha guys like me might not be able to relate to your need to taste our cum, but we do get an ego boost from hearing how much you want it. Telling us that you like the feel of our dicks in your mouth or that you need to taste our cum makes us care a little more about making sure you get what you want from us and not focus purely on our own desires.
Seeing Mikey's pretty blue eyes stare up at me as I used his mouth gave me a high I hadn't felt in years. I knew that I could use this boy's mouth however I wanted and he was ready to just kneel there, take it, and thank me when I was finished with him. With that mental rush, it didn't take much longer before I was ready to drop a second load balls deep in Mikey's mouth.
"It's so nice to have a cocksucker who knows his place. Such a good submissive bitch looking up at me, practically pleading for me to plant my seed in your belly. Aww fuck I'm getting close. I'm gonna give you what you need cocksucker. Here it comes."
I grabbed Mikey's head forcefully and rammed my cock all the way into his mouth, holding him in place as I came.
"Ohhh. Fuck yes cocksucker. Eat my cum. Feel it sliding down your throat."
Mikey kept working his tongue and tonsils with the swallowing motion while I held his head.
"Yeah bitch. Milk every drop out of there. I knew you were a greedy cum pig."
After my orgasm subsided, I pulled out of Mikey's mouth, patted him on the head, and said, "Good boy."
He looked into my eyes and said, "Thank you, sir. That was delicious."
I smirked at him as I grabbed my underwear and pants to get dressed. Mikey started to stand up, but I told him to wait on his knees so he could help with my shoes. Of course, he did what I told him.
When I was dressed, Mikey walked me to the door, thanked me again, and I said goodbye. Over the next couple weeks I considered whether to contact Mikey again. I decided not too because I wanted to see what other cocksucking subs were out there waiting for me. In addition to Mikey, ten other boys had responded to my first CL ad. I knew it wouldn't be too hard to find someone else the next time I was ready to feel my cock deep in a warm wet mouth.