Quick note - I’m 36 and married now, but sucked a couple dicks in my early 20s. This is the true story of my first time.

I always knew I was bi. I played hockey in college and never had any trouble getting laid but I always fantasized about sucking dick. Unfortunately, a small conservative school wasn’t exactly the ideal setting to explore my sexuality.

Fast forward a couple years I’m 23 and living out of a suitcase and collecting more Marriott points than I could ever need. I was incredibly horny and decided the time had come for me to suck my first dick. This was before all the apps, back in the wild days of Craigslist.

I put an ad on Craigslist “M4M uncut athlete seeking similar… 6’1, 185lbs, 6in shaved uncut hosting at airport Marriott. Looking to swap head and see where it goes.” I had managed to stay in pretty good shape in the year after graduating, despite spending no time on the ice, and attached a shirtless pic to to post.

I ordered two bottles of wine to the room and popped the first one as my inbox was flooded with responses.

After a lot of back and forth, I seemed to have a connection going with a gay guy in his early 20s so I told him my room number and waited for him to show.

Around the time I finished the first bottle of wine, there was a knock on my door. I could barely walk over to answer it because of the nerves. I opened the door to see a gorgeous guy about my age, much shorter than me at about 5’7, with shaggy blonde hair and a tight fitting pink polo

I invited him in, offered him some wine, and we chatted a little. He wanted to know if it was really my first time, why I wanted to hook up with another guy, and what I was comfortable with. I sat on the bed while he stood across the room and carefully considered my answered before he agreed to show me the ropes. After a couple minutes of awkward chit chat and a glass of wine each, I stood up and walked over to him, and slowly leaned in to kiss him.

The first thing I noticed when kissing another guy was how prickly his upper lip was. Our tongues twirled briefly before he pulled away and looked at me as if to say “do you still want to do this?” I pulled him closer and we shared a long passionate kiss. As our lips locked I pulled off my own shirt and he rubbed his hands all over my abs and chest. I moved my hands from his hips to his belt and removed it before unbuttoning his pants and pulling them down. His pants and my knees practically hit the floor at the same time, bringing me face to face with the first dick I’ve ever touched besides me own.

I’m not hung by any means at 6 inches, and his dick was a little smaller than mine. I could see it twitch as it got hard right in front of me. It was cut and smooth and he had just a little bit of stubble growing back in. I wrapped my right hand around his dick and started to lick the tip, then up and down the side of the shaft, before putting his whole head in my mouth.

I started bobbing my head back and forth taking him deeper and deeper into my mouth, feeling his dick hit the back of my throat and gagging a little. I looked at the full length hotel mirror on the wall and felt like such a little slut watching myself take my first dick.

He grabbed me by the hair and pulled me up, kissing me deeply and tasting his dick on my mouth before pushing me back onto the bed and pulling off my shorts. He climbed between my legs and took my hard dick in his hand before going all the way down on it, effortlessly taking me into his throat. He worked my balls with his right hand and my cock with his left, pausing to slip his tongue under my foreskin and swirl the head of my dick.

As he worked my dick with his mouth, he licked his right index and middle fingers and his right hand started inching lower from my balls to my back door. I had often fingered my own ass while jerking off but felt a rush of electricity and let out a moan when his finger first brushed my asshole, getting it wet. He asked if I liked that and I nodded. He lifted both of my legs, pushing my knees to my chest revealing my shaved and tight asshole. All at once, he placed his warm wet tongue on my balls and slurped his way down to my hole. I was in heaven as his tongue circled my asshole, gently poking and prodding it, leaving it soaking wet. He let my legs back down and slipped one then two fingers in my ass and then took my now dripping dick back in his mouth.

It hurt a little but my ass soon adjusted to having two fingers sliding in and out as he continued to work my dick. I told him I was getting close but don’t want to cum yet and that he should lay down. We switched spots and I knelt between his legs and began to again gag on his dick. I kept my hands on his thighs as got more comfortable bobbing my head on his dick and taking him deeper. Again, I wrapped my hand around his dick and synced up the rhythm of my hand and mouth and really started to work his dick. He told me he was going to cum so I kept working my hand and stuck out my tongue right at the tip of his dick inviting him to shoot his warm cum on my tongue. As he finished, rope after rope hit my tongue and dropped back down covering his dick and my hand as I confused to stroke his orgasm.

Proud as I was after making another man cum for the first time, I climbed up and straddled his chest, presenting my hard dick practically in his face. He reached around and slipped a finger in my ass and told me he wanted to taste my cum. It only took a couple thrusts before I exploded in his mouth.

There was a little bit of awkward post-nut conversation, before he got dressed and headed out, leaving me alone in my hotel room as a newly minted cock sucker.