I was 19 years old in college and was best friends with my room mate Brad. We were a lot alike, both the same age, good looking and both very sexually active. The only differents was that I was gay and Brad was straight. We had become friends as soon as we met in collge, he found out I was gay right away and did not mind. We both got along fine and loved talking to each other about all the fucking we were doing. Brad had a different pussy every week and I was the same with cock. I was very attracted to Brad but had never seen him naked even though we lived together. One afternoon in class I was sitting behind two girls who I knew had both been with Brad. I kind of thought it was funny seeing them talking together. I started listening to there conversation when I heard Brad's name. One girl asked the other had she ever been with another guy that had a cock as big as Brads, she said no and went on talking about how big his cock was. I knew this was something I had to see for myself.
A few nights later me and Brad both decided to stay home. We started doing a lot of drinking, it started with beer and then shots. We played poker for while we were drinking and betting with quarters. It was a hot night so pretty soon we were both in our boxers. The conversation turned to sex of couse. Brad said some pussy would be good, but it did not matter because he was so drunk he would never get hard anyway. I knew this was my chance! I laughted and told Brad I bet I could get him hard. He started laughing and said no one could get him hard right now. I got my wallet off the night stand and counted out $50. I told Brad that I could not get him hard then he could have the fifty bucks. He was still laughing thinking I was joking. He then asked me what I go if I could get him hard. I gave him a serious look and told him I would get to fuck the hell out of him. After saying this Brad looked nervous and said I must be joking. I told Brad I understood if he wanted to back down from this dare. Brad said he would take the bet if I promised not to tell anyone, I agreed. Brad said it did not matter anyway because I could not get him hard and he was about to win $50.
We were both still in our boxers and I ordered Brad to sit in a chair in the middle of the room. I walked around him a few times and stopped right behind him to give his shoulders a little rub. Brad's body stiffed as I could tell he was uncomfortable, which was turning me on. I told Brad to take his boxers off. At first he said or did nothing, but then stood up and pulled his boxers down and sat back in the chair. His cock was limp but probably hung about 6 inches, I was quite impressed. I just stood there for a minute staring at his cock, letting him feel my gaze focused on his hot man meat. I knew I had a great round smooth ass, so I decided to let him see. I turned my back to Brad and pulled my boxers down spreading my legs as I when. This gave him a good view of my hairless pink asshole. I turned around and saw Brad was sweating and breathing hard. His eyes moved down and found my very hard 7 1/2 inch cock. I told him his cock was going to be that hard in a few minutes, he said nothing.
I got some stuff called love lotion from my night stand and oiled up my body. I started jacking my cock infront of Brad. I saw his cock started to twich as I did this. He then closed his eyes so he could not see me. Brad took in a deep breath of surprise as I came forward and sat in his lap. His cock was not hard but I could tell it was swelling. As I sat down in his lap I let my ass cheeks close around his cock. I started sucking on Brads ear and kissing his neck. Brad was breathing hard now and I could feel his cock getting hard beneth me. I got down on my knees with my face only a few inches from Brads now semi hard cock. I started massaging him between his balls and his legs. As Brad could fight it no longer his cock jumped up to full hard on. Brads eyes were closed and he said you win now please suck my cock!!! I told him the bet was if he got hard I could fuck the hell out of him.
I stacked 3 large pillows on the bed and told Brad to lay face down with his cock on top of the pillows. Brad seemed a little scared but did as he was told. His ass was up in the air now and it gave me a great look at his tight asshole. I lubed up my cock and a couple of fingers. I started fingering Brads ass with my middle finger. I told him to just relax and with in a minute I had two fingers in rubbing his prostate. Brad was moaning and said it felt great. Spreading his ass aparted I started pushing the head of my cock in. I could tell it hurt Brad at first, but pretty soon he was rocking his hips back and forth until the whole cock was in. Holding his hips I really was fucking the hell out of Brad. I stopped before I came and moved to the head of the bed. I told Brad to get onto me in a 69 and start sucking my cock. He climbed on top of me and took my cock into his hand. He only hesitated for a minute before letting the head of my cock slide into his warm mouth. I started sucking on his huge balls that hung in my face. I then slide myself back to work on his asshole with my tongue, from the moans I could tell he was really enjoying this. I told Brad I was going to cum, but he kept sucking. I felt a huge load shot into his mouth. He swalloed it down and licked my cock clean. I then rowed him onto his back and straddled him. Leaning back I let my tight hole take in his huge hard cock. It took a minute or so for me to get it all in, but once I did I rode him like hell. I bounced on his huge cock until he came inside of me.
These days I don't have to win a bet to get a piece of that ass! If you liked this story and would like to hear more Please let me know!!