This happened a couple of years ago shortly after my wife graduated from a massage school. She had just started giving massages for money at our home.
My wife and I were watching a football game at our house with some of my friends from work. Everyone was drinking and having a good time. There were several guys there that were cheering hard for one team and my wife was cheering for the other. The guys were giving my wife a pretty hard time about how her team was playing. Of course eventually it became a bet.
Now my wife is a stubborn and proud woman. When she says she is going to do something she does it. She doesn't let me interfere or "rescue" her from her decisions.
The main talker, Bob, bet my wife one of her massages that his team would be ahead at the half. If he lost the bet he would have to pay the price of the massage without getting one. Well, the score was tied at halftime. During the third quarter Bob upped the bet saying that if his team lost he would pay her double the price of a massage but if her team lost then she had to give him a massage while he was naked and undraped.
As far as I know my wife had never given a massage to an undraped man but she was confident in her team so she agreed. In the fourth quarter Bob's team was behind and not looking good. He decided to up the bet again. He said he would pay her triple the cost of a massage if his team lost and she would have to be naked while giving him a massage if her team lost.
Besides being stubborn and proud my wife is a modest and conservative woman, she wouldn't even leave the bedroom without clothes on even when we were the only ones home. The thought of her doing this was beyond imagination. However, the money would be pretty good and it didn't look like Bob's team had a chance so my wife agreed.
As you can guess, Bob's team pulled it out at the very end and he won the bet. My wife was heartbroken and almost in tears. I knew she would live up to her end of the bet no matter how embarrassing it would be. Bob was leering at her and licking his lips. He told her that he would take payment right then. Looking very despondent my wife followed him to the spare bedroom she had set up as her massage studio.
Her massage room had a regular massage table, a small couch, a desk, and a cabinet. They went in and closed the door. The other guys were all hooting and hollering and saying lots of crude things about what would be happening in the room. I didn't know what would happen, if my wife would really go through with it. Bob can be a bastard when he wants to so I figured he would insist on full payment. Would my wife do it or run crying from the room?
I wasn't crazy about Bob seeing my wife naked. He could be an ass at times and I wasn't sure what he would say around work. But I knew my wife wouldn't let me interfere so I bit my lip and let it go.
They stayed in the room for quite awhile. The other guys figured out that they weren't coming out anytime soon and had to get home to their own wives so they left. After about an hour and a half Bob and my wife came out. Bob was looking pretty smug and my wife was looking pretty resigned. Bob patted me on the shoulder, made a rude comment about my hot wife, and left to go home to his own wife.
I asked my wife what happened in there and about all she would tell me is that she paid the bet as agreed. She said that Bob stripped down naked and lay on the table, then watched as she stripped down naked. Bob made comments off and on all through the massage while he looked at her body as much as possible. When he was face up on the table he had a hard on the whole time. He asked my wife to give him a hand job several times but she refused saying it wasn't part of the bet.
The next day at work I asked Bob what had happened during his massage. He told me I had an incredibly sexy wife with great hands. She massaged everything but his dick and balls, much to his disappointment. He said she had a great ass and pussy and loved looking at her naked body.
Two weeks later the party was at my house again. The same group of guys was there and again Bob was cheering for the other team. I know he didn't really care anything about the other team he just wanted to get another crack at my wife. He wound up making the same bet with her. It didn't have quite the sting this time since they had already spent an hour naked together.
This time Bob's team lost. He paid the bet and just smiled. My wife was very happy to get the extra money and started planning how to spend it right away. She was in a good mood the rest of the week.
A couple of weeks later the football party came back around to my house. As usual Bob took the opposing team and made the bet with my wife. Bob's team was playing poorly and all the breaks were going against them. By the end of the third quarter Bob's team was way behind. My wife was already talking about how she was going to spend the money. That's when Bob upped the ante. He said he would pay four times the cost of a massage if his team lost but if they won then my wife had to finish the massage with a blowjob.
My wife was shocked and hesitant but there just wasn't any way Bob's team could pull the game out. My wife was going to do it. I told her to be careful because you never know with football, but she had dollar signs in her head and agreed to the bet. Then Bob's team came from behind and won.
My wife was in shock. She couldn't believe what she was about to do. My wife doesn't like to give blowjobs and has only done if for me a couple of times. She walked back to the massage room like a condemned prisoner. Bob was leering and grinning at the guys.
After they closed the door I sent everybody else home. Then I went to a closet that adjoined the massage room. I could get in position where I could just see into the room. When I got there Bob was already naked and was standing in front of my wife. She was pulling her shirt over her head while he watched. When she removed her bra he reached out and fondled her breasts. I heard her tell him that wasn't part of the deal. He squeezed them a couple of more times and then stopped.
My wife then pulled her shorts and panties down at the same time leaving her standing naked in front of Bob. He reached out and ran his hand over her mound and through her pubic hair. Again she told him that wasn't part of the deal.
Bob got up on the table face down and my wife went to work on him. She gave him a professional massage, the only difference being that he was undraped and she was naked. After about a half hour she had him turn over. She continued the massage and he rapidly became hard. Bob's dick was about the same as mine, pretty average. He kept grabbing it and waving it at my wife. I also noticed that he would allow his hand to brush up against my wife's body whenever he got a chance. For the most part my wife just ignored him.
Finally she came to the end of the massage. Bob was still hard. She just looked at him and Bob said that a deal was a deal. My wife put her hand on him very gingerly and slowly took him in her mouth. She gave what I knew to be a very inexpert blowjob. Bob started coaching her on what to do. At first she just ignored him but then realized that the whole thing would be over quicker if she just did the things he wanted.