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This was sometime during break back in college. I was bored and really really horny, so as any college aged guy does, I turned to porn. I've always been a bit flexible in regards to sexuality so watching pre-op trannies with guys or girls was normal. I was still horny after cumming twice and I kept thinking about the trannies cock and how it was throbbing, I kept thinking about how much fun it would be to suck one and get cummed on. So I put an ad on Craigslist seeking men. An older guy responded and we hit it off, I told him I had never been with a guy. Fortunately for me he was cool about it. I gave him the address of where we'd meet up. He followed me in his car. All I could think about was that it was about to happen, I was about to suck a cock. We get to my place, I go into the bedroom, he asks to go into the restroom says he's got to pee. I show him the restroom, but he doesn't close the door. He says, "Look what you'll have your lips around in just sec" I stare at it, heart pacing, hands trembling, nervous as all hell, but excited. I can't say anything to him I just nod and stare at his manhood. He finishes and turns to me and before I knew it I was signaling him to follow me into my room.

His semi hard looked so big and plump, I knew I had to be a good boy. He laid down on the bed, and I tell him, "No, I want to be on my knees worshipping you." I'm on my knees waiting for him to be in front of me so I can worship him like the little sissy I want to be. His cock is literally an inch from my face and mouth, but I hesitate. My lips have gone dry really dry, but he didn't care. He inserts it into my dry mouth. And as he does his precum starts to moisten my lips, there's an ecstasy that hits me as I finally know what it feels like to have a cock in my mouth. I don't let the moment pass and I start to move my head back and forth along his shaft. I can feel my tongue being pushed down as he enters my mouth and fills it with so much goodness but I don't mind it, I revel in it. I take his cock out of my mouth and slide my tongue alongside of it. I get to the tip and I kiss it, I give it a little mwah, as I look up I see he is in heaven. His hands are behind his head, he's moaning telling me I'm a good little cock sucker and I nod in agreement. It was true, I wasn't just sucking his cock, I was making love to it. I would open my eyes and see how it went into my mouth. It continues this way for like ten or fifteen minutes until my knees hurt. So I sit down my back and head against my bed. His cock starts to pulsate a little more now until he says he has to cum. I let him in on a little secret, I love swallowing cum but I've only swallowed my own. He tells me it won't be too long now. It felt as though that's what he was waiting for, and he cums. Some of it gets out of my mouth and onto my face. He leaves, he doesn't even tell me his name. I stand up and lay in my bed, cum still on my face and just think of what happened. I feel a little guilty but mostly excited it happened. I clean up and I let him know how great it was.