(Hello as you know I try to revisit some of my past experiences with sex and this one is a little more recent. Like and leave an actual comment! So if you like what you’ve read and I made you hard, stroke and possibly cum, please let me know 😜)
So I’m living in Louisiana at the time and I’m about 30, I have dark almost black hair, still fit dad bod and hazel eyes. I had not been as active but of course still had urges. So I finally decided to try one of the dating sights. I had gone though a few profiles and chatted with a few possibles. I had to occasionally look at some porn to make myself extra horny so as to not get too picky. While doing this I felt more like a top and needed to be the one fucking. I settled on a kinda chubby younger guy (Gram) who was trying the “gamer aesthetic”. We chatted for a while and agreed to finally meet. We decided to meet up at a local park for safety sake. When he got there he had an older but still nice sliver car, he got out and made his way to my truck waiving. He was definitely chubby but in no way fat, he was actually kinda cute. He was about 5’6” wearing shorts, a purple hoodie with converse high top shoes.
I waved him in as he opened the passenger side door and climbed on inside. I smiled and said “hey, nice to finally meet you, your pictures don’t do you justice”. “Thanks you’re pretty handsome as well” Gram replied in a flirty tone. We went over the basics of what we both like and had a lot in common. He squirmed in his seat occasionally adjusting, “everything ok” I asked. “Of course” he said with a smile. After agreeing that we both wanted to continue I put my truck in drive, I put my hand on his thigh as we drove off to find a spot. He squirmed again and pulled his shorts up so that my hand could touch his skin, he spread his legs slightly leaning back for better attention. I squeezed his soft thigh finding my hand sliding up into his shorts sleeve. I found his hard cock hiding inside them. Gram moaned a bit at my touch, I was almost pulsing I was so hard at how cute this guy was. I quickly found a secluded area away from any eyes, putting my truck in park, I reached over and grabbed his face, pulling him in for a deep kiss. He responded immediately by turning to me, we made out for a few good minutes before I felt his hand on my shorts searching for my cock print.
After finding it he squeezed gently “mmmmmm you’re a big one” he said moaning. He broke away and started to undo my belt, after he unzipped my shorts I pulled them down, my 7 inch cock slapping my stomach from the freedom. Gram got onto his seat and bent over me, he grabbed my cock and started licking the head and teasing me before taking me into his mouth. He sucked and stroked my cock for a while moaning and rocking his body. I reached over and grabbed his ass with my right hand while my left was grabbing his hair. Things went from slow to fast with me starting to push his head down and forcing my cock into his throat. “Ugghhhh” gram gasped but quickly returned to sucking deeply. My right hand went to finger his ass when I found his plug “thats why you were squirming” I said while pushing and turning it. “Mmmmmm hhmmmmm” he moaned with a mouth full of cock” I played with it more and he stopped sucking to breath and squirm. “I want you to fuck me please” he said looking at me.
I climbed into the large backseat of my truck, my cock wet and ready. Gram removed his shorts and climbed over and got on top of me. We kissed some more while I reached around to gently remove his plug. He let out a breath as it came loose. Dropping it onto the floorboard. I grabbed my cock holding it up as Gram sat down slowly, his cock was about 5 inches and hard as a rock dripping precum. My head pressed against his tight hole, “you’re thicker then my plug” he whimpered. “You wanna……” I started to say, but he sat down before I could finish I felt my cock slide inside him, Instantly my cock was being squeezed by his hole, his warmth was almost too much. “Uhhhhhhh mmmmmm” gram was moaning as we both were still feeling each other. Allowing time for his hole to adjust to my cock. He kissed me and started to Rock his hips. Slowly at first but quickly found a rhythm. I felt his hole squeezing my shaft up and down as he moved. My cock was throbbing inside him as he rode me.
After about 10 minutes i was close, I leaned forward picking him up and laying him down between the front seats on the center rest. He looked up at me as I started thrusting into him slow and deep. He pulled his knees up as I grabbed his leaking cock and started to stoke him matching my thrusts. He whimpered “ohhhhhfuuuuccckk yess” as I speed up. His hole was tight and I wasn’t gonna last much longer. I stroked him while fucking his hole making slapping noises, CLAP CLAP CLAP, UHHHHHHHHH, fuuuuucccck” Gram let out as he started cumming onto his own stomach as I stroked and fucked him. His load wasn’t a lot but his hole tightened so much I felt myself thrust in deep THROB THROB THROB as I felt myself cumming inside his tight chubby ass. His cock throbbed in my hand as mine throbbed in his ass as we stayed that way catching our breath for a moment. I pulled out and sat down watching my cum leak out of his hole while he laid there.
We cleaned up thanking each other with a long kiss, “let’s do this again real soon” Gram said with a smile. “Sooner rather then later” I replied.