So for some context, this happened when I was in college but had not yet begun my transition so for that purpose, I tagged it MM. anyway, on with the show:
I was a freshman and had just joined the band. Well, I was in the color guard, the most femme part of the band. I was this tiny little twink that was just eager to please everyone.
We went to a competition in Austin every year and it requires staying the night in a hotel. Since I was the only guy in the color guard, I obviously couldn’t stay with my friends so I was randomly assigned to share a room with three of the trumpet players.
So four of us and two kind sized beds. When I walked in, the other three had already picked their beds so I was left sharing the bed with Geoff (not his real name), tanned, athletic, blonde hair, a great smile. He often took his shirt off during rehearsals which made all the girls stare. I was instantly nervous. Anyway, we watched a bunch of tv and hung out in other peoples rooms until lights out. I finally crawled into bed and waited for Geoff.
I wore just a T-shirt and some shorts to bed but Geoff wore only his boxers. Oh god it was incredible seeing him walk from the bathroom to the bed. We went to sleep pretty quickly. I wasn’t going to presume anything was gonna happen between us because it was pretty clear he liked girls.
In the middle of the night I felt his arm drape over me and he said “sorry, I just need to hang on to something so I can sleep” I moved a little closer to him and we started to spoon. It wasn’t long after that when I felt his erection growing against my back. He’d scoot away but then I’d scoot in closer. We kept doing this until it felt like he was gonna fall off the bed. He eventually piped up and apologized saying something about it not going away.
I took a deep breath and rolled over to face him. I didn’t have the nerve to ask him for anything. But he beat me to it “would you suck it?” Just like that. He just asked me. I guess my silence told him I was caught off guard and confused so he said “I mean a mouth is a mouth.” So I started shifting down to face his bulge. He put his hands on my head and let me get to work. I immediately opened the fly of his boxers and released his thick 7.5” cut cock. I marveled at how big it was (much bigger than I had) but I couldn’t stop drooling. I started to bob my head up and down. He gave me great direction on when to stroke it and when to play with his balls. He complimented me on my ability to swallow almost all of it. When he told me he was going to cum, I kept bobbing my head up and down on his shaft. Drool soaked the bed under him as he started to moan. Finally when I felt the first shot, I forced him down my throat. His body convulsed as he pumped shot after shot down my throat.
When I was done he collapsed backwards and gasped for breath. After a minute he rolled over and stuck his drooly cock against my ass and fell asleep. We never talked about it again but it kicked off a lifetime of my love for giving head.
Source: reddit.com/r/gonewildstories/comments/e1zmvz/mm_first_time_giving_head
Oh my god that was so hot. I loved hearing about it and love getting head like this.