My name is Big Mickey and I am an anal enthusiast. I just love anal sex. There's nothing quite like it in the world of sex. I think a few of you know what I mean. Ah, come on. I know that everybody loves anal. Both men and women. How else would you explain why it's so taboo? People consider something taboo because they like it but feel secretly ashamed, so they hide it. I could make the same argument for smoking weed or public nudity.
I first discovered anal sex with Madeline, the woman who lived next door. She was a large, chunky black woman with jet-black skin and short hair. She wasn't pretty at all but she had a nice-looking butt. Madeline lived alone since her man Vincent left her, having grown tired of all her crazy business. It is me or is every black woman crazy? I take that back. All women are crazy regardless of race. Still, what are you going to do? You may not be able to stand them but when you get horny, you got no choice. You're going to go after them, play their game and hope to score. I think every man feels me on that one.
I was eighteen when I met Madeline. Before, I didn't really know her except that she was loud and bitchy and most neighbors, both male and female, couldn't stand her. I noticed her looking at me. I didn't mind. Back then, I was a six-foot-one, curly-haired, brown-skinned Adonis. A handsome young black man. I had graduated from Hyde Park high and was heading to the University of Massachusetts for my education on a basketball scholarship. I was going places. All the bitches in the hood were after me. I decided to have myself some fun.
One time, I went to Madeline's house. She needed some things fixed and was willing to pay me. I fixed her faucet and a few other things. When I was done, she decided to pay me with some booty. I took her up on that offer. We went into her living room and she got right down to business. She got naked, showing me her chunky but somehow sexy body. Yes, big girls had their appeal. Madeline sucked my cock and licked my balls. She was good at it. I was thrusting into that mouth of hers like there was no tomorrow. Yes, that bitch was a great cock sucker. I stroked her hair, encouraging her as she sucked me off. Half an hour went by before I came. When I did, she drank my seed.
Next, she wanted me to fuck her. I looked at her big butt. I saw something in a porn video one time. A fat woman getting fucked in the ass by a slim dude. It was hot. I couldn't take my eyes from the screen. I wanted some of that. I asked Madeline if she was down for it. She smiled at me. Of course she was down for it, but with conditions. She told me that I had to lick her ass otherwise she wouldn't let me fuck it. I hesitated. Madeline had damn well better be a clean woman...or else. I wasn't about to lick any dirty hole. Oh, well. I wanted to fuck her so badly that I ended up licking her asshole, which was clean.
It was definitely worth it. When Madeline spread those big butt cheeks of hers wide open and showed me her brown little asshole, I was smiling from ear to ear. My fantasy was about to come true. I was finally going to fuck a woman in the ass. I slid the condom on my cock and smeared some Vaseline over it. I greased up her asshole and then pushed my cock into her. From the way she reacted when my cock went up her butt hole, I could tell that Madeline was no stranger to butt fucking. I fucked her, thrusting my cock into her hole. Madeline took it like a champ. She did not scream. Man, I loved the feel of her tight hole around my stick. I fucked her, hard.
We went at it for some time, with her big booty pushing back against me. Madeline's hole gripped my pole and I was loving every moment of it. My dream had come true. I was fucking a big woman in the ass. When I finally came, it was glorious. I pulled out of her, and rolled on the floor. Madeline winced as my cock got squeezed out of her big ass and then sat there, looking at me. I got up, took off the condom and flushed it down the toilet. When I came back, Madeline had put her clothes on. Business as usual. I wonder how many guys she paid off that way. I didn't care. I went home.
This was my first anal experience. I liked it a lot. In fact, I became an anal addict after that. I went to UMass and school got started. I was a Criminology major. There were plenty of good-looking girls in my classes. There were a lot of handsome guys on campus too. Who to choose? I decided to experiment a little bit. One guy from my team told me that professor Emilia Giacomo, a sexy woman from Santo Domingo, had a weakness for young black studs. I went after her like a shark seeing a dolphin. I heard a lot of freaky stories about her. I wanted to see if they were true.
I met Emilia at the library one time. We were both reaching for the same book and somehow ended up talking. Professor Emilia Giacomo was a tall, good-looking Latin woman with black hair, pale bronze skin and green eyes. Also, she was about twelve years older than me. I didn't mind, though, especially since I didn't see a ring on her finger. Emilia Giacomo told me that she was bisexual and had recently broken up with her lover, a female soccer player. These days, she was exploring lust and love with men. I wanted to give her the ultimate in the male experience. I wanted her to experience sex with a good-looking, well-endowed black man with plenty of energy who knew how to work it in bed. Would you believe that she was down for what I had in mind?