1. Big One


    Date: 7/23/2017, Categories: Anal, First Time, Gay Male, Author: likestraponalot, Rating: 100, Source: xHamster

    I chatted with him online a few times, John is an older gentleman in his profile he describes himself as an aggressive top. His profile listed him as 8+ for cock size so like a rookie I assumed it was eight. I was off work and said hello, he asked if he was every going to get a chance to fuck my sweet ass. I'm very into playing with my ass when I jerk-off but only once have I been with a guy and that experience kinda turned me off. So this time I jumped at the opportunity I agreed to meet right away within the hour. I got ready, arrived on time and headed to his door, John is about 6'4&#034 much taller than me I was instantly intimidated, we made small talk then he herded me to the bedroom. Wasting no time attempting to keep my nerve up I shed my clothes John directed me onto his bed on all fours I didn't even watch him undress, I was a deer in the headlights. He got to work pumping lube onto my ass crack and slowly working it into my hole first one finger then two boy they felt thick, he asked me the whole time if i was okay if things were all right my mind was racing I asked him to really wet my hole nice and slippery and got a little lube for my hand to start rubbing my cock, Here I was naked on my knees ass hanging over the edge when John started rubbing my sweet spot I stopped think and started getting into the prostate massage he was giving me he would stop and add lube seemingly every few moments this went on for about five minutes then with out warning he lined up ...
    my hole with the head of his cock and shoved it in half way past the thickest part. I was stunned by the pain, he paused to allow me to recover and adjust to his size, all my play time I have used objects of various sizes, butt plugs dildos, even the odd cucumber for a challenge, I waited while my hole stopped stinging John was gentle but eager to get this going without asking he slowly slid a little more in me and worked it out drawing closer to the thick top end of his cock but never pulling the last 3rd out after a short while my pain was gone and told him to fuck away In an instant I had nine inches of cock buried in my ass felt great sliding across my prostate but when he bottom out I felt like my stomach was being ruptured I whimpered in pain and ecstasy John never slowed his pace just built until he was smashing into me with all his weight. By now my hole had loosened up and I was taking it all with pleasure I asked him to pull it out and go in and out with the tip, now I was in heaven the thick part of his cock stretching my hole firmly rubbing my prostate yeah I thought this is what I came here for, I decided to try somethings clinching my ass but being so stretched I felt like I wasn't doing a thing, John kept uttering dirty encouragement to take his cock like the slut I was/ I reached through my legs to feel his cock base and rub his balls, so thick. then it hit me NO CONDOM what should I do should I stop this pleasure train? We had only been fucking a short while ...
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