My girlfriend at the time was living in Chicago, going to school and working nights at a bar in The Loop. When I would come visit her I would drop her off at around 7 and pick her up around 2:30 am or so. While I was waiting for her, I would usually spend almost the entire evening in front of her computer stroking and edging to hot blondes and latinas worshipping and getting railed by huge black cocks. I am small myself, 5.5" hard and thin, and just a mere nub when soft. When we would get back to her apartment I would be really horny and I would imagine that she was getting stuffed by massive black dick while we were going at it. She had told me early on that I was the smallest guy she had been with, so we would often use her vibrator to compensate.
Until that point, I had sucked cock twice, both white guys. The first was a high school friend when I was 16, the second a guy I met on CruisingForSex (it was 2001) when I was 20. They were both slightly longer than me and much girthier, but nothing crazy. It was now 2002, and one night I decided I could not take it any more...I needed to try black cock. I logged on to CFS to see who was out there, and it wasn't long before I ran across an ad posted by a 29 year old black guy with a thick 8.5 inch uncut cock. I responded to his ad and in another 30 minutes or so, I was in a cab to go meet up with this guy and see just how amazing black cock really is.
I got out of the cab at the intersection he told me to meet him at, and there he was waiting by a tree in front of his apartment. I walked over toward him and his eyes got big and a smile cracked across his face. He was maybe an inch shorter than me, but very fit, with a muscular hard body. At the time I was in pretty good shape myself, I had just recently moved off the farm. He asked if I was ready to do this and I said yes.
I was very nervous and excited, as there was no turning back now. We went inside his building and he was sizing me up the whole way. As we went up the stairs he grabbed me by the ass, pinned me to the wall and started kissing me. I wasn't exactly comfortable with the kissing, especially since it was still in the public area of the building, but with his hard chest pressed up against me I let myself go and submitted to his advances. We got in his place and he closed the door and told me to take my shirt off while he took his off.
He pinned me up against the wall again and my hands went all over his body while we were making out. He guided my hand down to his dick. Wow, what a bulge. I instinctively squatted down against the wall to put my face in his crotch. I pulled his boxers down and I was face to cock with the most beautiful thing I had ever seen. His super thick uncut hunk of meat made me feel so submissive, at that point I was going to let him do whatever he wanted to me. I put my mouth around his fat dick and I felt like such a slut, it tasted so good and felt so right. I sucked and stroked and licked his cock, tugging back on his foreskin to expose his fat head and made love to his cock with my mouth. Then he asked, "You're gonna give me that ass right?"
With his manhood swollen in my mouth I hummed, "Mmm-hmmm." I had played with my ass from time to time, but never with something this big, or had a real cock inside of me. I knew it was going to hurt, but I needed that huge penis inside me. I stood up and took off my pants, exposing my puny cock, which was about half hard. Seeing it right next to his throbbing dick made me feel so submissive again. I was going to be his bitch.
He bent me over the back of his couch and shoved teo fingers in my ass. It hurt, but it felt good having him work me open a bit. Then he told me to get on the floor and lie on my stomach. There I was on the floor, naked, with my ass exposed, waiting to be fucked by his juicy 8.5 incher. He pressed the head against my hole and began sinking in. He probably got 1/3 of it in before I let out a whimper. He asked if I was okay. I told him yes, it was just so much. For the next 10 minutes or so, he worked his way inside me and once he was in and began slowly thrusting, he grabbed my head and pulled it up and back and started kissing me while he lay on top of me fucking my ass. It was still hurting a little bit, but it felt so good.
He pulled out and got up and said to come into his room. I got up, turned around, and while on all fours started tasting my ass on his dick. He slowly walked backwards into the room, with me crawling after him all the while still with that gorgeous cock in my mouth. He told me to lay on my back on his bed. He kneeled down and put my legs over his legs and spread me wide open with his fat prick. As he slid in and out of me, he moved my legs around in different positions, straight up, spread eagle, scissors, and then put my knees on his shoulders and began to jackhammer me.
I was moaning and panting like a little whore. "You like being a little bitch, huh?" All I could do was moan back, "uh-huh." Just before he was going to cum he asked me where I wanted it. I told him on my face. He pulled out and straddled my chest and began stroking his cock above my face. I was begging for his cum, my mouth wide open and tongue reaching out as far as I could, flicking the head of his cock while furiously jacked off his aching tool. I was going to get to be a cumslut for big black cock, and I loved it!
He exploded all over my face, with some of it in my mouth and on my tongue, and as soon as he was done I reached my head up as far as I could eagerly trying to suck on that precious fuck stick. He got up and gave me a washcloth, and with kind of a giggle said, "bathroom is right there if you wanna clean up." I looked at my cum covered face in the mirror and I felt so dirty, but so good. It was already 2 am and I still had to get back to the apartment to get my car and pick up the girlfriend. She of course wondered what I was doing to be late to pick her up, so I said I fell asleep. Later that night, when we were getting it on, I couldn't help but think how I had just taken a much much bigger cock than what she was getting, and my ass was so hungry for more. After she fell asleep, I went into the bathroom and started fucking myself with her vibrator, just thinking about I just lost my anal virginity to a big fat uncut black cock.