All people mentioned in this story have their names changed and locations altered but otherwise the plot is true to my personal experiences. Everyone mentioned after the intro is a legal adult over the age of 18 nothing NSFW happens before that.
My story more or less begins my Junior year of high school. I wasn't a super attractive kid but definitely not ugly. I played two seasons of sports each year and had a decent body and muscle mass ratio, our overall class size was small so dating was drama filled and everyone knew everyone's business. I guess in hindsight it was a blessing I didn't really date in high school. Though college wouldn't be much better to come to find out.
Dad normally worked nights and my step mom spent more time smoking cigarettes than taking care of my step siblings. So while she was outside smoking, I'd occasionally sneak into their room and steal what I thought at the time was her panties and bras. Later, when we'd go to bed, I would try them on and occasionally jerk off while wearing them. It wasn't until a couple years later I found out they weren't my stepmoms.
As I mentioned before, in terms of dating, college wasn't much better. I had one FWB thing going with this black girl who lived off campus but she didn't want anything super serious which was fine for a while. Eventually we broke it off after finals had us occupied and we didn't have many chances to meet up.
Tinder was a waste of time, even if I swiped right on every single profile the only matches I'd get were the scammer bots. Eventually I turned my attention to the dreaded app MeetMe. Let me tell you, I thought Tinder was bad with its bots. But believe it or not, I did get a conversation going on MeetMe.
She was hispanic, living with family so she could only meet late at night. I let my dick do the thinking and agreed to see her.
I should have left when she texted me, telling me to come into her room through her window. All the lights were off except the TV, the room smells heavily of makeup products. She was already in some sexy lingerie, her hair was down and she kept her face turned away from me. She didn't want to kiss or make out, she wanted to get right to it. She bent over her bed and I stuck my cock in her, grabbing her waist. Once I got a rhythm going I reached to grab her breasts to squeeze and massage them.
After her repeatedly moaning "oh papi", I decided to reach under and rub her clit while I was fucking her. When I slid my hand under her lingerie to start rubbing I felt it. I felt her hard cock pressed tightly against her from the panties.
I should of froze or pulled out or something, but I kept fucking her. How did I not realize it? Well one, it's because I had very little sexual experience at the time and two, I later learned it was because she had so much lube and had stretched herself out with a dildo before I got there so I would just slip in and not think anything of it.
Either way, I eventually filled "her" ass with my cum and promptly left, more embarrassed than anything.
A couple thought filled days went by. Questioning my own sexuality and whether I actually enjoyed that encounter. When my dorm-mates asked why I was out so late that night I just told them I was out at billiards hall with some upperclassmen I met.
After about two weeks of fighting with myself I came to the only logical conclusion I could manifest. I had to hook up with another guy and determine if I actually was gay or not. But I wanted to do so discreetly. So I made a new profile on MeetMe, changed my name and picture and started talking to guys.
Most of them were actually pretty respectful, acknowledging it was my first time, and that I was questioning my sexuality. I got to talking to this latino guy, Joseph, who lived on his own, and he offered to start slow and give me a blowjob and if I felt comfortable I could reciprocate. I did tell him this would be a one time thing up front since I didn't know what I wanted and could easily ghost him if I got embarrassed. Which he understood completely.
We set a time to meet at his place. I probably sat in my car for a good five to ten minutes contemplating leaving.
"I have to do this." I told myself.
I steeled my nerves and went to knock on his door. He wasn't much older than me and his place was minimally furnished but that didn't bother me any. He showed me to his bed, and offered for me to lay down and relax. He stepped out of the room which made me feel a little bit calmer.
After a few minutes, he poked his head in and asked, "Are you ready?"
I shimmied my jeans and boxers off and nodded to him. I laid with my hips at the edge of the bed so he could kneel down and wrap his mouth around my cock. And he did so gingerly, I couldn't help but gasp initially.
"Why did it feel so good? Why was he better than the other girl I was fwb with?" I kept asking myself.
I instinctively grabbed the back of his head, lightly gasping and moaning. He was gaining speed, sucking harder and faster until I eventually came in his mouth. After he sucked every drop out of me he stood up and spit in a nearby trash bin.
"How was that?" he asked.
My mind was racing, almost missing the question. Don't get me wrong it was great, but my mind flooded calling myself a f*g amongst other things.
"It was great." I replied and gave a quick smile before putting my pants on.
"Do you want to give it a try?" He asked.
I continued putting my pants on, "I'm sorry I still don't feel comfortable but thank you! That really was great!".
I grabbed my keys and phone off the end table and left. Never contacting him again.
Over the course of my second year of college I entertained three or four more attempts just like the one with Joseph. But the last one sealed the deal by officially identifying myself as bi (in secret).
This time a 20 year old black guy named Ray. I've been very open with those that I met up with explaining I just want sucked off no reciprocating. But Ray was different.
It has been a couple months since I met the guy before him. I was outrageously, desperately horny. Ray offered to suck me off under two conditions, since neither of us could host, it'd be carplay in my minivan since I didn't have the middle seats to get in the way and given my track record I had to suck him off too. Thinking with my dick i agreed.
I drove by where he wanted to meet, and picked him up. He got in the side passenger door and went straight to the far back seat and directed me to a secluded, covered parking lot. I locked the doors, turned the car off and joined him in the back. He undid my jeans for me and let them fall. Then he started feeling my cock over my boxers before pulling those down too and letting me sit.
He got to work sucking me off, no slow start like the other guys, Ray went all in. It caught me off guard but I got so caught up that I grabbed his head and moaned. Before I knew it I came in his mouth. He sipped off the last little bit if cum and swallowed.
"Now it's your turn." he smiled eagerly.
I trapped myself in the car with him, the doors were locked and the keys were up front. I had no choice but to go through since I had to drop him back off. He took his seat and slid his gym shorts off, revealing what would be both my first cock and my first black cock. I stroked him for a minute trying to compose myself.
As I put the tip past my lips he says "That's right bitch, suck your first cock."
I thought my heart couldn't pound any harder. I slowly worked my way down inch by inch, gagging with every little bit until I felt a point of relative comfort until I couldn't take anymore. I worked my tongue around his shaft as much as I could while he was in my mouth.
He pulled my head off him.
"My balls need attention too bitch"