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First monster appendage

Posted by a straight man:

August 4, 2026

By Just ask

I got to college at 19 and I was a smaller guy, 5’9 and 135lbs with clothes on. Watching women cum from big cock porn always was my favorite and I wondered how it felt. I had experimented with a small dildo and enjoy my prostrate being rubbed when I decided to take a leap. I posted on CL personals looking “to be turned out by a monster” - I made myself sound like an experienced slut, “no limits - no stopping until you’re pleased”. Ron reached out and his message drove me wild with anticipation, “hi I’m 6’5, 240, 9.5” and thick as a beer bottle - cum serve me” I was sold and we started to chat. Like an idiot, I faked being a slut and even agreed to being restrained. When we met Ron led me to his bedroom. We took a shower and Ron’s soft cock was beyond intimidating and equally mesmerizing. I couldn’t help myself and I grabbed it, it was heavy and fat. I didn’t even wait before I dropped to my knees and began kissing it. I tried to take it in my mouth and didn’t get far. I was so turned on though I said we should move. Once on the bed I kept sucking him, as his cock grew so did my lust. After 10 or so minutes of gagging he took a “pill” and told me to bend over so he could feel me - not before taking out a spreader bar and securing my feet and hands to it and a collar to my neck. He placed a finger on my ass hole and pushed saying, “Ooof, you’re so tight”. He then placed his hot fat tip against my ass and pushed, my ass didn’t budge. Ron pulled me closer to the edge from my thighs and went back to work, pushing against me. I was in so much pain and my ass seared from his force, he kept working himself into me and when the tip broke through a lurched forward. Ron then clipped a leash to my neck and I was second thinking things. Holding my
hips, he pushed back through my ring and held himself there. He started to push deeper and pull me from my collar at the same time. I moaned “stopppp” in pain and couldn’t do anything. I wanted this, I asked for this but it was so much more than I thought. Ron started to slow dick me and I thought I was okay, “fuck yes” was all it took for him to dig deeper. “Good little slut, youre halfway” as he impaled me further onto his shaft. Pushing deeper I felt another area of resistance meet his cock. Like a big dick pro he made small thrusts, my still tight ass was so overwhelmed. My feet kicked uncontrollably and my cock was throbbing with every thrust he made. I could feel him carving deeper and he finally pulled out slowly twice before driving his shaft past that spot. My ass clenched, my cock pulsed with precum. Ron then rearranged my hands behind my back and wanted me to ride. Laying across him, he lined himself up and slid in before pushing me up. I couldn’t take his cock but that wasn’t an option. Ron lifted my body like a pocket pussy and slid me deeper. This angle hit that spot again and my cock again was swelling. Ron knew I wasn’t experienced but knew I was a size slut. He asked if I was ready to cum and began fucking me, the pain was becoming pleasure with every thrust. I was trying to ride and Ron grabbed my hips making me take larger strides. Within 5 minutes I was moaning loudly, and he pushed me down hard until I bottomed out. He fucked me deep and shallow keeping himself burning into me for a few more minutes before standing up and laying me on my back. Right to big deep strokes, all 9 inches were now stroking out my guts. Ron held my hips making sure I took every inch, he fucked me without slowing down. I was overwhelmed and started to beg him to cum. To my fear he said I gotta fuck hard for that. “Just cum” and he fucked me harder than I thought possible. The more I squirmed the harder Ron fucked. He was loving seeing me struggle. It was more than I expected, and I was at my limit. Restrained and being used I felt I made a mistake. He pounded my ass another 15 maybe more minutes, and it felt like an hour before cumming balls deep.

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