▲ 147 r/GayFirstTimeStories+3 crossposts

My first time with a boy😏

This is the story of my first (and greatest) BJ from a boy. I was nineteen. It was at a summertime party. A lot of us had taken ecstasy and we were rolling hard. I had been with plenty of girls, but I was terrified to admit I liked boys because that was not widely accepted-certainly not by the people I grew up with.
On this particular night, I was not with my usual friends. I was in a much more relaxed environment. We were walking around naked, skinny-dipping in the pool. It was an amazing night.
I was getting into the pool when I could feel someone looking at me. I looked around and saw a cute boy quickly look away. Eventually he was in the pool and we started talking.
Just surface conversation-where are you from, who do you know here, that sort of thing.
We were treading water close together and I felt his hand graze my cock. He turned red and started to apologize profusely.
I smiled and said, "It's OK. Don't worry about it."
He said, "You're not upset?"
I asked, "Should I be?"
He didn't really know how to respond. Not that I did either. I thought my heart was going to explode; it was beating so hard.
I asked him if he wanted to get out of the pool and smoke. We each grabbed towels and headed into the house to get dressed.
We grabbed our clothes and found an empty room so we could change.
What happened next was so fast I was not prepared for it. I had my towel over my head, drying my hair, and with no warning he was sucking on my cock. It was only a few seconds and I kinda freaked out and pulled away.
He looked horrified and started to apologize.
I said I was the one who was sorry for reacting that way. I told him I had never been with a boy and that I wasn't upset. I suggested we get dressed and just talk for a little while.

I rolled a joint and we sat on the bed. I know he was looking at my cock because I was only wearing a T-shirt and loose-fitting basketball shorts, so I was on full display.

I asked him if he would like me to blow smoke in his mouth. I could see the smile on his face and didn't wait for an answer. I leaned in, placing my hand on his thigh for support. I touched his lips softly and began to gently blow the smoke into his mouth.
We both allowed the tips of our tongues to kiss. Instantly I felt his dick grow against my fingers.
I was so overwhelmed with emotions.
Between the drugs and my anxiety I started to freak out on the inside. Once again, l reluctantly pulled back.

I started to rub his back and he asked if he could take off his clothes. I told him to do whatever made him feel comfortable. We went back and forth massaging each other.
I could tell he wanted me to take my clothes off. To this day I don't know why I didn't. I wanted to it just didn't happen.
I could feel things escalating. His rock-hard dick was rubbing back and forth on my leg as he rubbed my chest.
I closed my eyes and I just pretended to fall asleep. Again, I don't know why I did this.
Fear, anxiety- all l knew was we were past the point of no return.
He saw that I stopped responding and said,
"Hey, are you awake?"
I did not respond.
He placed his hand on my stomach and tried to shake me. I can only speculate as to what he was thinking, but I know he could see the silhouette of my cock through my clothes.
I felt him pull my shirt up and he gave an audible gasp when he saw the head of my cock sticking up out of my shorts. I will never forget the feeling of the cool air on my skin.
Seconds felt like hours, anticipation coursing through my body. I never wanted anything so badly in my life.
The room was silent the sound of my heart thumping in my ears-and then I felt his warm, soft lips gently kiss my tip.
Once, twice he kissed my tip, and then the most incredible sensation I had ever felt in my life happened when he slipped his tongue between his lips and licked the valley on the underside of my head.
In one swift motion I was so hard that my cock bobbed, causing my waistband to slide down and my cock stood straight up and into his mouth.
I had never felt so big in my life.
My cock was throbbing. I wanted to look so badly, and yet I stayed committed to pretending I was passed out. That moment felt like an eternity.
Then slowly I felt him lower his head. I had gotten my dick sucked by a few girls before, but it was never like this.
He swallowed all eight inches until I felt his lips touch my stomach. Slowly he went up and down. I felt his silky smooth tongue travel from my base to my tip.
Again he swallowed me whole.
I couldn't help it I let out a low, seductive, breathy moan.
Then it happened. I actually felt it before it happened. I felt the biggest load of my life travel up my shaft and into his warm, wet mouth.
Three pumps of cum I blew into him and he didn't spill a drop.
He wrapped his fingers around the base of my shaft and applied just the right amount of pressure to draw up every last drop of cum I could give.
He laughed, sipped the last drop off my tip, and gave one final kiss to my shaft.
I wanted him to fuck me so bad.
I rolled onto my side and prayed he would go for it.
He rubbed my ass, spreading my cheeks so he could see my tight virgin hole. First he tried slipping his finger in me and I heard him say under his breath, "Oh my God, you're so tight."
He got down close and spit right on my hole.
He climbed up on me and got himself in position. He didn't have a monster cock, but it certainly wasn't small either.
I felt his tip press against me and he pushed his head inside. It hurt more than I thought it would and I let out a yelp. I didn't want him to stop.
I moved just enough to drive him deeper inside, and again he said to himself, "I can't believe how fucking tight you are.'
He got about three pumps in before I felt him fill me up.
I don't know if he was scared or freaked out but he pretty much got dressed and left right away.
I rolled onto my back, spread my legs, and tried to push his cum out and onto my fingers. I sucked up every drop I could and passed out.
The next morning when I got up, he was gone and I never saw him again. Hell, I never even got his name.
To this day, nothing has ever come close to that night.

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u/Unusual_Risk7905 — 24 days ago