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My First Gay Experience

2273 words | 4 |4.67
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This wasn’t my first time with another guy but it was the first time we did real stuff.

I’m an adult male in my 40’s now but this event happened when I was 15.

I had a really good friend that I met in 2nd grade, Jason, who was a year older than me but in the same grade as he had been held back a year. We hit it off immediately. We liked the same sports, movies and riding bikes. We fooled around all the time. We’d play the “I’ll show you my penis if you show me yours” game. The “I’ll touch your penis if you touch mine” game, and so on. We started doing these things when we were 10. Every time we had a sleep over, we’d do something.

By the time we hit high school, Jason had moved two towns over and went to a different school but still lived close enough to hang out regularly.

A lot had happened in the few short years since he moved. Jason’s dad came out as gay and was the primary reason he had moved as his parents divorced. I had gotten my first girlfriend. It only lasted a few months and we never had sex but I got to second base regularly.

The older we got, the more Jason seemed to be leaning gay as well. He was always the one that initiated our fooling around, not that I offered any resistance, but it did always seem to be him that made the first move. He taught me how to French kiss, and we would just make out sometimes. Sometimes we would take out our cocks and play with them in front of each other. Occasionally we would even stroke each other until we finished. The furthest we had gone was a blow job. We had agreed to try it both ways. Jason went first and awkwardly sucked me off but when it was my turn, I chickened out. He wasn’t as upset as you’d think he’d be.

We were 15 now, and I was spending the weekend at his house. When it was time to go to bed Friday night we got into bed together. He had a queen size bed and we had always slept in the bed together even before we started fooling around. Normally we slept in our boxers and nothing else but this time I noticed Jason removed his boxers and was naked under the blankets. I didn’t want him to think I didn’t want to fool around so I removed mine as well. Even in the dark, under the covers it was exhilarating to be naked in bed with him.

The truth is I wanted to go all the way with him, and I know he did as well because he had brought it up a number of times. We were both scared. Scared to try it. Scared we might like it. Scared it’s make us gay. Scared someone would find out.

After about 3 or 4 minutes laying silent in bed I felt his foot gently rub my leg. I was laying on my side with my back towards him and before I could even respond, I felt his hand on my lower back gently caressing me and down to my ass. My penis was rock hard when I took my boxers off 3 minutes ago and this just somehow made it harder. It wasn’t the first time this little game had been played out by us, but I always chickened out.

I rolled over to face him and he leaned in and we instantly started kissing. I felt his hard cock pressed against my leg as I’m sure he felt mine against his.

We made out for what felt like 10 minutes. Periodically our hands would reach down and stroke each other’s cock. I don’t know about him but I felt so close to cumming.

“Let’s try it! Let’s go all the way!” Jason moaned in my ear coming up for a breath.

“I want to but I’m scared and I don’t think I’m ready.” I answered.

“I want us to be inside each other!” He mumbled as he nibbled on my neck.

“I know.. just give me a little more time.”

Jason, clearly disappointed, rolled off of me and got up and went to the bathroom. He came back a few minutes later, climbed into bed and went to sleep without a word.

The next morning I awoke early and got up to go to the bathroom. I had to piss like crazy but the only bathroom in the house was occupied by Jason’s dad’s boyfriend Marc. Marc was a tall, skinny, gangly guy, and very feminine, even for a gay guy.

Marc was taking a shower and I thought I could sneak in there, pee and then get out before he knew I was in there. As soon as I finished peeing, I quietly set the lid down and turned towards the door. The shower curtain flew open and Marc was standing there completely naked.

“What the hell are you doing in here?” He asked putting his hand on his hip.

I was stunned at the sight of his cock. It wasn’t hard but I still couldn’t stop staring at it.

“Get the hell outta here!” He yelled

I ran out of the bathroom and back downstairs to Jason’s room. Jason was awake when I got back still naked lying in bed.

“Hey.” I said as I entered the room

“Hey.” Jason said back while he started to half scratch his balls and half play with himself.

I got dressed and shortly after he did as well. We had some plans to go fishing that afternoon and then rent a movie after dinner so we got our day started. At no point did either of us bring up the night before. Like I said, it wasn’t the first time I chickened out and it wasn’t the first time we had a day of awkward moments the day after.

That evening we were going to have dinner with Jason’s dad and his boyfriend Marc. They were short on a few supplies we needed for the meal so Jason’s dad mentioned a quick trip to the grocery store before they went to rent the movie. He asked if we were going to go with him. Jason said we were but I asked if I could stay back. Marc then joined in and mentioned Jason and his dad go and him and I would stay home. There was no objection from anyone and Jason and his dad left.

Before the car was even out of the driveway, Marc confronted me about the bathroom incident that morning.

“So, you wanna tell me what the fuck you were doing this morning?” He asked sounding upset.

“I had to pee. I’m sorry.” I responded

“You couldn’t hold it another 5 minutes?” He asked less annoyed now. “We’ll?” He continued “did you like what you saw?” He asked with a laugh

I shrugged my shoulders a bit and just mumbled “I don’t know”

“Jason has told us about the two of you guys you know.” Marc said sitting forward on the couch

“What?!” I yelled

“It’s ok, nothing to be ashamed of here.” He said sitting back again. “He said you’re scared.” He added

“Yeah.”

“Of what? Being gay? Liking it?” Marc asked me

“We’ve been friends for years now and what if things change? What if I do like it? What if I’m not good at it? What if he likes it and I don’t? There’s a million things I’m scared of.” I explained

“We’re you scared staring at my cock this morning? He asked

“Terrified… that’s how porn scenes always start and that’s all I could think about. All day I’ve been thinking about it.” I confessed

Without out hesitation, Marc stood up and dropped his pants to his ankles. This time his cock was semi hard. It bobbed up and down a bit as once again I sat there staring at it.

I had been utterly terrified to try anything with Jason because I thought there might be feeling involved in it but I felt nothing for Marc. Truthfully, I didn’t really like him as a person. He was a snob and had a sense of entitlement that even today’s youth would think ridiculous.

The lack of feelings involved made me react differently to his dick. I sat forward in my chair, reached out my hand and grabbed his shaft and started stroking it. I looked up at Marc and he put his hand on the top of my head and pulled it towards his cock. I didn’t resist, I just opened my mouth and he shoved it inside.

I did exactly what I thought I’d like to have done to my cock. I shoved it as far down my mouth as I could. I squeezed the base of his shaft. I cupped his balls with my free hand. And I made sure my teeth didn’t hit it. I couldn’t believe what was happening. I couldn’t believe how much I was enjoying this! And I couldn’t wait to suck Jason’s cock tonight after dinner!!!

Within minutes Marc put his hand on the top of my head again and shot a hot load of cum down my throat. Now I hadn’t sucked a dick before this but I had came in my own mouth many times before so I knew the taste of cum.

He didn’t cum very hard volume wise but he did spurt it to the back of my throat. I swallowed every drop I could.

“How was that?” He asked as he released my head and his cock spit out of my mouth

“I loved it!” I said out of breath a bit and wiping my chin of saliva and cum.

“Me too! I’ll be right back.” Marc said as he went to the bedroom. “Take your pants off, lemme see that cock.” He continued as he came back in the room.

I stood up and dropped my pants and kicked them aside. Marc, put his hand on my chest and pushed me back down in the recliner I was sitting in.

“That’s quite the dick you’ve got there.” He said as he got on his knees and squeezed my shaft.

Marc spit on the tip of my cock and rubbed it for a second. Then he grabbed a tube of sex lube that he had went to get a few seconds earlier. He held it above my tip and drizzled a healthy dose all over my cock. He tossed the lube on the couch, stroked my cock once and stood up. Then he wiped what was on his hand, on his asshole. He then straddled me and reached down and grabbed my cock and placed the tip on his butthole. He sat down and my cock slid inside him rather easily.

“I thought it took more to get it in there.” I said

“Shut up and fuck me!” He responded as he began to grind and bounce.

I was absolutely shocked at what was happening. Had I not seen his cock in the shower that morning this never would’ve happened. Even if he tried I would’ve said no but I had been thinking about him and his cock all day.

After a few minutes of him riding me I felt like I was gonna cum. I grabbed ahold of his hips and pushed my dick as far as I could inside and shot my hot load inside him. My toes curled and I couldn’t breathe. I was so scared Jason and his Dad would walk in any second. When I finished cumming, I laid my head back on the recliner to catch my breath. Marc knew we were short on time so he got off of me. He grabbed our pants, throwing mine at me and taking his.

“It won’t go in that easy when you and Jason do it. I’m just a dirty whore.” He said with a giggle and headed to the bathroom. “Just tell him to push out as you push in, it’ll help.” He added popping his head out of the bathroom.

Marc came out of the bathroom and sat back down on the couch. I got up and scurried to the bathroom to clean up as well.

“How was it?” Marc asked me as I re-entered the living room.

“Awesome! If they weren’t coming home any second I’d do it again!” I said suddenly turning into some kind of lover boy.

A few minutes later Jason and his dad returned home. I went downstairs and signaled for Jason to join me. I was so excited and horny now that I ran down the stairs as fast as I could hoping he’d do the same.

“What’s up?” Jason asked as he entered the room

I leaned in and kissed him. First a soft peck, then a more aggressive French kiss. We kissed for just a minute or so but I put my hand down his jeans and felt his cock getting harder and harder in my hand.

“Tonight!” I said as I pulled away from his lips, then kissing him again. “Tonight! We’re going to have sex tonight!” I added

…to be continued

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4 Comments

  • Reply Blackbear7 ID:3zxjp5nn49c

    Mine started with my cousin. We were laying in bed, he didn’t say anything, just started feeling all around my body, then layer on top of me and started kissing. If felt good, so I continued with him. Days and progressed and everything he spent the night we tried experimenting. It all ended when his mom got her own place. Today I date women, but prefer being with a feminine male.

  • Reply LARRY ID:457vr17zk

    I like the taste of cum out of a just sucked dick.

  • Reply G ID:7zv3fpx742

    Very hot story!

  • Reply AP ID:on8so7lk09

    Brooker, great story, great memories!
    Really well written.
    I’m looking forward to part 2!