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My first time story
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My real first time story. A bit extended since i left a few bits out.

This story takes place a few years back, I had just turned 18 and downloaded grindr. I considered myself straight, i didn’t have too many girls when i was younger due to bad social anxiety. At the same time, my family and social circle was traditional and pretty homophobic. When I started looking at gay porn I would cum so quick. I wanted to be the bottom, something about another guy fucking my ass sounded so hot. Im a tall guy, so being masculine guy felt expected, but giving up my ass to a man from behind while he thrusts in me and grips my waist was my head fantasy. I never wanted to get anyone in trouble so i waited until after I turned 18 to get grindr. As soon as I get on Im bombarded with messages, but i end up finding this 30 some daddy type with a nice dick about 6 inches who can host. He was like a familiar older guy who could be your teacher or neighbor. I take a shower, clean out, get ready and go over to his house and im very nervous, he notices immediately. He tells me its okay and I can leave if im out or we can sit down on couch and go slow. I take the sit down option. He seems nice and he already saw me if i was worried about looking gay. We chat for a bit about life and sex. I started to get comfy with him and was like “let me suck your dick”. He smiled. We were sitting on separate couches. I get up and lay with my stomach down next to him and pull his sweatpants down. I remember the sensation i felt in my legs and butt as I spread them out on the couch with my head in his lap. He had such a good looking dick and balls. When I started to suck it. It felt hot sucking a penis for the first time like “i actually got a dudes cock in my mouth”. It’s my straight mind but it felt good breaking that mindset. I had it to ask if i was doing good and hearing his moans was also so hot. After a bit i ask him if we should go in his room. We get up and I follow him to the room and start getting undressed. He really wanted to kiss and loved touching my nipples. It felt good being with an older guy. I felt secure in his house and presence. I love how he was into me. I lay on my back on the footend of the bed with my legs spread open as he grabs the lube from his dresser drawer. He wasnt wearing a condom. I said he didnt need one. I wasnt really thinking risks. He lubes up his dick and starts to put in me and i let out a loud moan. That first insert was tough for some reason and i tell him to take it out for a second. He puts it back in and fucks me missionary. It took a while to get used to my hole being stretched but i didnt want to “annoy” him by asking him to stop. I just took it lol and put my hand out to touch his chest. It was so hot looking in this dudes eyes while he grunting and fucking me. Later he say he wants to do doggy and i flip around and move up. I grabbed and hugged a pillow. He enjoyed doggy as i could hear him grunting and grabbing my waist. As he was fucking me i just kept my head in the pillow. I try to dirty talk him a bit, saying generic things like “fuck my ass daddy”. I really wish he was a bit more verbal. We were alone we could be loud. He tells me hes going to cum and lets out a big moan and pretty much passed out for a second inside me. Inside me and on top of me! I didnt cum though. I felt a bit weird and needed to process what happened. I got up and said bye pretty quickly. I went home and see my mom. She didnt know what happened. I got in my room, locked the door and jerked off twice with no porn just thinking of what happened and my freshly fucked ass.

I didnt expect to see him again but we connected again on grindr. I went over less nervous and had an even better time with him. We would fuck and lose breath. Then calm down, talk for a bit. I liked sucking dick and this time he sucked mine too. I told him how i didnt cum last time so put me back in missionary at the end and watched me cum before he finished in me. Post nut clarity hit me. My top rubbed the cum off my stomach and area above my dick and ate it while looking at me. I felt so gay lol. Then the drive home with cum leaking out your ass is an interesting feeling. I haven’t kept in contact with him but I wish we fucked a few more times. He was a nice dude and good first fuck.

Thats about it. If any questions my DMS open

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2 weeks ago