[M/M] Craigslist encounter with a transman

So this just happened yesterday and I’m getting hard just thinking about it. So I was on the casual encounters section of reddit and I decide to go into t4m. I’m 23, with a few extra pounds, black, with a pretty average sized penis(6”). Oh, and I’m bi. So I see an ad for a fwb situation so I wrote to him and after a few messages, we decided to meet for sushi over the weekend. The weekend comes and I’m super nervous. I actually lost my virginity to a transman but since then I’ve only been with one girl and two guys so I felt I was lacking in the experience department.

So I get to the sushi shop a few minutes late and I see him standing in front. I awkwardly stick my hand out and shake his and introduce myself. I hope I didn’t stutter. He’s about three inches shorter than me, about 5’9, has light brown hair and blue eyes, a real catch! I’m a bit nervous and I order only one roll and he does the same. The conversation has a few lulls in it, but it’s still good conversation. I’m getting to know him better and soon the waitress brings the bill. We pay and he suggests we go to the part to smoke a joint.

So we walk to the park which takes about 20 minutes talking the entire way and I’m still not sure how I’m doing. He leads me off the path to his own blueberry patch as he calls it. Along the way he’s talking about what kinds of berries grow there and how not many people know about it because there’re gay cruising trails all around. After a long walk, we find a tree to sit down on and he pulls out the joint. I wasn’t planning on smoking since I was driving but I tell him I’ll take a few puff since I’m not planning on driving for a few hours. We spend a few minutes passing it around and before I realize it I’m high as fuck. That was some strong weed! I’m hypnotized by the trees around us and the sounds of the birds. I’m drawn back to reality when I hear him shuffle next to me.

“So what kinds of stuff were you thinking of doing?” I asked him. This is when I was so strong so I don’t really remember much of what he said except the important stuff. He tests regularly, no cumming in the mouth until we get more comfortable, and safe sex only. Good.

“so how do you wanna start” He asks with an eyebrow cocked up.

“a blowjob would be nice” I respond

He quickly gets down on his knees and starts unzipping my pants. I stand up and pull them down slightly so my cock is released and sit back down on the trunk. He slowly takes me into his mouth, oh my god, it feels so good. It’s so far the most sensual blowjob I’ve ever had. He takes me down slowly and I can feel my cock head push against his throat, and then it’s in. it’s so soft and tight at the same time. Definitely a master of blowjobs. This continues for a few minutes and his breathing becomes labored and I notice that he’s got slight tremors. I ask him if he wants to switch and he pops me out of his mouth and nods, gasping. His knees are dirty and he takes a seat next to me.

Time skips forward and we’re making out, I can feel his tongue probing the inside of my mouth trying to coax my tongue out. I haven’t done much French kissing before so I imitate his movements and it’s really starting to feel good. I never thought kissing could be such a good sensation! So I unbuckle his belt and start to pull his pants down but he gets up and takes them off completely and sits back down with his legs spread apart. His clit was enlarged, almost the size of the tip of my thumb and the hood is also protruding quite a bit giving it the appearance of foreskin.

I ask him if it’s ok and with his approval, I go in. I kiss his thighs and slowly make my way towards his pussy. My nose brushes against his lower lips and he gasps. I get to work and he’s clearly enjoying it. I’m lapping up the surrounding area and it’s so much fun. I alternate styles so that it’s like i’m sucking dick and licking pussy in turn. It’s so hot and he tastes really good. I stick my finger in him and quickly find his g spot. At this point I feel like I’m the composer and his body’s the orchestra. I’m exploring, finding out what he likes and settle in on a rhythm. Soon I can feel his walls contracting on my fingers and his legs are shaking but somehow I don’t get the feeling that he’s cumming. For about 3 minutes I’m continue what I’m doing and then his legs shake even more and I feel his pussy clenching on my fingers for real and it lasts for at least a minute while I continued my efforts. My neck was hurting so bad by this point but I didn’t dare stop until I heard him take a deep breath. I pull my fingers out and they’re completely coated in his juices.

“wanna have sex?” I ask him and he takes out some lube and condoms. I roll the condom on and he leans forward with his hands on the tree trunk for support. Just then a guy comes walking past and stops as he sees us.

“there’s a guy watching us,” I hissed at my new fuckbuddy.

“it’s a popular cruising spot. It’s normal.”

I look back and he’s dressed in some clothes suited for the outdoors. I don’t think he’s cruising. He disappears and a few seconds later and older man, about 60 years old, dressed similarly comes over the clearing and his face is scrunched up in disapproval. We quickly put our pants on and walk back towards the main trail. After 5 minutes we reach the trail and breathe a sigh of relief.

“My place is not far from here if you want to finish. I’m certainly satisfied but if you want to continue”

Hell yea.

I’m a bit tired now but I’ll finish up what happened after I get some rest. I’m seeing him again in a few days. Tips or stories of your own are always welcome :)

Source: reddit.com/r/gonewildstories/comments/3bl7r2/mm_craigslist_encounter_with_a_transman