Went for a massage and got a VERY happy ending
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Well since everyone liked my first story about the first dick I sucked, this one is about the first time I was fucked by another guy. Feel free to publish this one also.
This was like 5 years after that first encounter with my friend, the only other encounter was a guy that I met at a bookstore who sucked me and I jerked him off. I was in a yahoo chat room for gay/bi guys, circa 2003, and I had smoked a little bit before I jumped in. There was a guy offering full body massages at his home, which was just a couple of towns over. I take him up on the offer and head to his house.
I get there and we go back to his bedroom, and he tells me to strip down, lay on the bed, and place the towel over my ass. When he came back he got on the bed beside me and started working on my shoulders. We talked back and forth, he told me he was a LMT but wasnt practicing at the time and liked to do this to keep his skills up. Completely normal massage, and was amazing.
While at my feet, he starts sliding his hands up my legs, then turns them inward as he gets to the bottom of my cheeks and goes back down. Im starting to get aroused so I slide my legs a little further apart, giving (I hoped) silent consent to keep going. Fortunately he got the message because the next time up he slid his fingers up from my thighs across my crack then back down. I moaned slightly and sort of tilted my hips upward to try and expose my asshole.
When he came back up his fingers went inside my crack and drug across my hole. My breath hitched and I pushed back against his finger slightly, to which he starts swirling around my hole and pushing against it but not pushing inside. I was going nuts at his teasing, then he told me to turn over to finish. When I turned over I was throbbing hard and dripping precum. He didnt touch it but put the towel over my erection
He massaged my front, and would occasionally brush against the towel and make me moan, finally after a few minutes he asked if I wanted to go further. I eagerly said yes, then he leaned in and started kissing me. I wasnt into kissing guys at this time, but he had me so damn turned on I eagerly returned his kissing, while he was stroking me. Finally he dropped down and started sucking me, which was amazing. He turned onto his side and I reached over and pulled his dick out of his sweatpants. We started to 69 while sucking each other, then he started pushing a finger in my ass. He asked if I liked that, and if I wanted more. He got off the bed and grabbed a medium sized dildo and some lube, then told me to lay back and spread my legs.
While it wasnt a real big dildo, it was bigger than anything Id put inside me up to then, so when he pushed it all in I yelled at the sudden pain, but was quickly overwhelmed with sensations as he coordinated thrusting the dildo in my ass with sucking me.
After a few minutes of keeping me on edge, he asked if I wanted the real thing. I was so wildly turned on I loudly begged him to please fuck my. I turned over and got on my knees with my head on the bed, he told me that he didnt have a condom but I wanted it so fucking bad I didnt care. As he started fucking me I was moaning and begging him to fuck me harder, he called me his good boy and how I had such a tight ass. When he said he was going to cum, I told him to cum inside me, then he filled me with a large load of cum.
Being it was my first time, I had no idea that semen comes back out…so I went to work without cleaning out. A couple of hours into my shift I was talking to a customer and suddenly felt a drip of cum ooze out of my ass and coat my crack. That kept me wildly turned on the whole shift, and when I got home I immediately jerked off.
That day I learned that I was a bottom, and wanted to get fucked every time from here out.
Next story will be about the encounter I had while out of town for work that made me realize that I had a kink for being submissive to guys.
Oh man. Asspies are the hottest. I would love to go about my day knowing that come is leaking out of my ass. Again, thanks for sharing!
@downforce: I wanted to share with you that this amazing story went up the other day: https://creampiecumoisseur.com/2026/01/29/i-went-for-a-massage-and-got-a-very-happy-ending/
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