I have known Tom for many years. I have always been attracted to him, always wondering what it would be like to suck his cock. I have had opportunities, like the time he was staying in my house and I came out of the bedroom, he was in obviously jerking of because he very quickly acted as nothing was going on when I entered the room. I pretended as if I hadn’t seen anything.
Another time I caught him peeking as I was taking a piss. I have always suspected that I could seduce him but I have always chickened out, never quite knowing how to approach him. He is a good-looking guy. About 6 foot 2, 200 pounds. He always has a great tan and blond hair.
Over the years, we have stayed close. We are both married and our wives get along. We got into a weekly routine, every Friday night we played poker with two other friends. One particular night my wife had gone out of town with the kids to visit her mother. She was going to be gone until Sunday.
All the guys arrived and we had a good game going. We played late into the night. Most of the guys left around 11 pm. Since the wife was out of town, Tom decided to spend the night.
“Hey Matt do you still have any pornos?”
“Nah, the wife made get rid of them.
“Let’s go rent a couple of videos.”
“Let’s go.”
We headed to the local porn shop and started to look for some videos. Tom picked out a couple and so did I. But I made sure that one of the videos was bi.
I had a big screen T.V. in the family room and I popped in a porno. The usual stuff, girl meets boy, boy screws girl. Girl then screws other girl. We both sat back and enjoyed the movie. We were both playing with our groins as the action heated up.
When the movie finished he said. “Pop another one in.”
I put another video in and it was the same kind of stuff, big blond is fucked by a couple of guys. I looked over at Tom and he was really playing with his groin through his jeans. When that movie was done, I popped in my video.
It started out normal. A girl moves into an apartment and meets her two handsome neighbors. After a getting to know you section the girl ends up in bed with one of the neighbors and she is giving him a blowjob.
The other neighbor walks in, takes his clothes of and lies down next to the girl as she is sucking his friends cock. She looks up, smiles at him, and pushes the cock she is sucking toward the roommate. He lets his tongue lick his roommate’s cock and then sucks it into his mouth.
At this point, I look over at Tom and he has an incredible bulge growing in his pants. He looks at me and I shrug my shoulders as if to say. Hey, I didn’t know it was this kind of film. We continue watching it and Tom says.
“Man I can’t believe we are watching this.”
“I know what you mean I feel like I should turn it off but it is exciting to watch. Should I turn it off?
“Nah leave it on, I want to see what they do.”
We watched one guy fuck the other and I said. “Man that has got to hurt. How can they take that big cock up there ass?”
“Shit Matt haven’t you ever fucked a girl in the ass?
“Nope.”
“It is all in the preparation.”
“Shit I don’t know man it looks like it hurts like a motherfucker.”
“Shit I have fucked a lot of girls in the ass, I know if I prepared you well I could fuck your ass and you would love it.”
“Ha! Well I guess we will never know that. No cock is going near my ass.”
I said this knowing that is what I really wanted. But I had to make Tom think I was all-macho. In fact, I was hoping to turn it into a challenge.
Finally, Tom said. “Well I am going to bed and jerk off, all this talk has made me very horny, see you tomorrow.”
“Night.”
We played basketball all day and later on Tom suggested we play poker.
“Shit man poker is no fun with just two people.”
“Well there is nothing else to do.”
“Okay deal the cards.”
Tom was having a bad night; he had lost almost all his money to me. We had a good hand going and he bet everything he had. He must have thought he had a great hand. I knew I had a good hand and this was the opening I had been waiting for all night. I checked his bet and I raised him 20 dollars.
“Damn Matt, you got all my money. Let me owe you.”
“No fucking way, you know the rules, you have to anti up or you forfeit.”
“Come on man. One time. Shit your afraid I have a better hand.”
“Tell you what, I will spot you the twenty, but if you lose you have to give me the shirt of your back.”
“Shit it’s a deal….here you go sucker pay up.”
Tom laid down a full house jacks over fives.
I laughed as I laid down my hand kings over aces.
“Pay up.”
“Son of a bitch.”
As Tom took his shirt off, he said. “Come on man give me another chance.”
“What are you saying?”
“Come on I need another chance to win my money back and my shirt.”
“What do you have to bet?”
“I don’t know I will mow your lawn if I lose.”
“Mow my fucking lawn that’s no fun. How about every time you lose you have to take off a piece of clothing. I want to see you embarrassed you fucker for all the times you have embarrassed me.”
“Fine, let’s go before I change my mind.”
I laughed at him and said. “Boy this is going to be fun; I am going to enjoy winning all the clothes off your body.”
What Tom didn’t know I was playing cards with a marked deck. I had him just were I wanted him. Tom proceeded to loose hand after hand. He kept cursing; he couldn’t believe his bad luck. As I laid the hand down I said “okay Tom give me your pants.”
Tom took of his pants; he was down to his underwear. I dealt the next hand. Tom was all excited I had dealt him four queens.
“Hey Mr. big shot, how about we up the anti?”
“To what? I already have almost all your clothes. All that is left is your underwear.”
“How about if I win I get all my clothes back and I bet you a hundred dollars on top of that.”
