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A Surprising Connection Through Online Chat

Posted by a gay man:

November 29, 2022

By ParrotHinge5867

The first time I had a nice big cock take my ass cherry…
I had done oral with a guy when I was 19 but still needed to find someone to complete my bi fantasy of getting plowed by a guy. I was 30 and had just gotten on the AOL chat rooms when I connected with a guy near me named Jeff. I went to Jeff’s place and was greeted by a good looking middle aged man. He led me to his bedroom where he immediately took off my tshirt and start sucking my nipples. As he sucked them he undid my shorts, which dropped to the floor. I didn’t wear any underwear so there I was completely naked, my cock already rock hard! He told me to get on the bed and as I watched him undress I grew hotter as his huge 8 inch cock flopped out of his underwear as he finished getting naked.
He laid down and I immediately climbed on him in a 69 position. He went right to work eating my hole as I tried my best to swallow his monster cock. His tongue probed my ass and got me so wet! Getting eaten makes me crave cock! I tried to get as much of his delicious fat cock down my throat and bobbed up and down the best I could. He commented on how nice my boy pussy was and I asked if he wanted to fuck it. He answered my sliding out from under me and grabbing some lube and a condom out of his nightstand. There I was, up on my hands and knees, finally going to feel what it was like to be fucked. I felt his fingers enter me as he slicked up my waiting hole. I moaned loudly!
I felt his big fat head of his cock slowly start to open my asshole. After a few tries it finally started to slide in. Oh my it felt so good! Better that any dildo I had previously used! Finally he buried his whole length in me and slowly started to pump in and out of my hole, taking my virgin cherry ass! It wasn’t long before I was pushing back to meet each thrust, moaning, telling him how good it felt and how big he was. He leaned over my shoulder and I immediately started kissing him, swallowing his tongue as he fucked me like the slut I wanted to be. He soon picked up the speed and told me he was going to cum. I begged him to cum on me. Moments later I felt his hot cum splash, blast after blast, on my back and ass cheeks. I moaned so loudly! He cleaned me off, rolled me over and, as he fingered my now gaping hole, he jerked me to a huge load all over my chest and belly. He again cleaned me up and we got dressed. I said goodbye and unfortunately we never played again as he moved away…

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