Teri and I were on our way to my brother's place for a summer-time barbecue last June. As we made our way down the highway, we were discussing my wife's desire to join a bunch of her friends who were planning a 14-day cruise on the Mediterranean.
"It's going to cost about $3,000, which will include travel, cruise, and expenses," Teri explained to me, "and I really want to make this trip."
Unfortunately, as I explained to my wife, we were still paying down the IRS as well as some home maintenance expenses we had incurred the previous winter. I just didn't see that dropping $3,000 was in the cards at this time in our lives. Teri was rational enough to realize what I was saying was true, but I could tell she just didn't want to give up on the idea. On top of that, she would have to get her deposit in by the following week; otherwise it was a mute point.
The barbecue at my brother Jay's place was pretty casual. Eight years my elder, Jay and I were as close as two brothers could be, albeit we lead completely different lifestyles. Jay owned a large solid waste disposal company, while I was a business manager for a school district. Sitting around the backyard of his suburban home, conversation bounced back and forth between shop talk, and local politics, as we enjoyed beers and waited for the wives to bring out the tri tip roast we were going to barbecue.
"Teri was telling me about this wonderful cruise she wants to go on." Said Jay's wife Sarah, as she and Teri wandered out into the backyard. "Jay, I think I'd like to go on that too." Teri then explained to Jay all about this wonderful cruise to the Med, along with all the ports of call, and the amenities of the cruise ship.
Jay seemed to have no problem agreeing to his wife's request, especially since she would be traveling with my wife. Even at age 50, Sarah was not a "worldly" person when it came to travel. If she went on this cruise, it would be the first time that she had even left the North American continent. Teri, on the other hand, had joined me on several trips to Europe over the years, and was quite comfortable with foreign travel.
"One big problem." I said to the other three, "we don't even have the money to make the deposit deadline next week, let alone pay for the entire package." I was sorry to have to be the bearer of bad news, but reality is reality. With that, Sarah and Teri both expressed their disappointment, and wandered back into the kitchen to finish preparing the rest of the meal, while Jay and I went back to talking politics.
The evening wore on well into the night. I had stopped consuming alcohol, and had switched to non-alcohol beer, so I could get us home safely. Teri, Jay, and Sarah, on the other hand, had continued drinking beer and wine, with an occasional peppermint schnapps shooter, well after dinner. The three of them were certainly feeling no pain, as we all laughed and joked about different people we knew.
Somewhere in all this, Sarah returned to the issue of the cruise. "Maybe you could pay for Teri's ticket." She said to Jay. "Teri could pay you back with monthly payments." Once again, I had to insert myself into the discussion, pointing out that a loan would be out of the question.
"I'll tell you what Teri," said Jay, as he took another pull on his beer, "I'll pay for your trip as a gift on one condition. Sometime in the next month, you must agree to become my little sex slave for one four-hour session. Keep in mind, anything goes or the deal is off."
I laughed at my brother's offer, knowing that he was serious, but also knowing that Teri would never go for it. She was fairly open to sexual adventures, but agreeing to submit to an "anything goes" session with Jay was way out there. Jay may have become a successful business owner, but she also knew him to dabble in the extreme when it came to sex. Sarah's reaction was also not unexpected. I knew that she would have no problem with Jay's proposal. After all, she was happily married to the guy, and certainly had her own kinks and fetishes to which Jay supported.
My own reaction was one of support. I felt that Jay's proposal had more to do with seeing if I would "pee", and demand that Teri turn down the offer. With that in mind, and not wanting my brother to be one up on me, I merely said that the offer was totally up to Teri to decide. If she was willing to go for it, who was I to stand in the way....but I was confident that she would not "go for it."
Teri didn't give an answer that night. Instead, we headed home about midnight, talking about the house chores we planned to get done over the weekend. I didn't bring up Jay's offer at all, and she didn't either.
Come Sunday morning, Teri and I were sitting around the kitchen table sipping coffee, and talking about what we were planning for the day when she got this weird look in her eyes and told me she was thinking about accepting Jay's offer from Friday night. She wanted to know how I felt about it, and what she might expect from Jay.
"I have no problem with you going through with this, if that's what you really want to do." I responded to her. "But don't go into it with closed eyes. Jay will no doubt want to get his money's worth, and I don't know what exactly that might entail." Teri and I had kept our sex life pretty interesting over the past 20 years of our marriage. We had engaged in plenty of little adventures including some light orgy stuff at Jay and Sarah's place, as well as a few MFM sessions, and even an MMMF encounter. The difference with Jay's offer was going to be that I would have no part in organizing or controlling what took place.
Teri said that she would call Jay the next day and see if his offer was really valid, or was he just drunk at the time. "I'm going to tell him that you have to be present at the session, so you can keep things from getting out of hand." She said.
After I got home from work the next day, Teri met me at the door and told me she had talked with Jay. She said that Jay had adamantly refused to permit his brother to attend the session, and that if she wanted to accept his offer, that's the way it was going to be.
"I didn't give him an answer right away," she said, "but then I called him back and told him we had a deal."
I was totally shocked that Teri was going to do this. I didn't let my surprise show, but I couldn't believe she was agreeing to this. I must admit though, that I could feel a hard-on developing, even as we talked about it. The idea of my wife becoming a "sex slave" to someone else was very intriguing to me.
Teri went on to explain that Jay said that he would give her the deposit for the trip the following day, but that once she made that deposit, she was making a deposit on their little agreement. If she reneged at any point, he would refuse to pay for the rest of the trip, and she would have to pay back the deposit. They set their agreement date for the first Saturday night in July, which was only two weeks away. The following day, Jay gave Teri the deposit check, and she promptly turned it over to the travel agency. The deal was sealed at this point, and as I saw it, there was no turning back.
A couple of days before the "session", Jay called me at work. He said he wanted to make sure that I was totally ok with his agreement with Teri, because if not, he and I could make another deal so that Teri could still go on the trip. I told him that I was more than fine with the arrangement, if that was what Teri was willing to do. My only regret was that I wouldn't be able to watch what happened.
"Here's the deal," Jay explained, "I told Teri you couldn't attend, but that's no fun. On Saturday, you meet up with Sarah at Jonah's Pub, then the both of you show up at the house at 7pm. I'll have a blindfold on Teri, so she won't even know you guys are there. The only thing I ask is that you let me take care of everything, and don't interfere." I was more than happy to agree to Jay's conditions, especially since I would get to see what I imagined would be "the show of shows."
On Saturday afternoon, I could tell Teri was getting extremely anxious about the session, and what all might take place. She busied herself bathing, and making herself look as sexy as possible. Deep down, I think she thought that she might be able to give Jay a blowjob, and maybe some straight sex, and call it good. With that in mind, she was obviously trying to make herself so sexy looking that Jay would fall all over her, leaving any "kinky" stuff behind.