I had been carrying on a rather long term exchange with Terry via Email. It began rather innocently and in truth, it still was, but as time went on we began to delve into personal thoughts, and intimate exchanges. Oh not the usual girl-girl thing, but more or less, just confessing to each other about what we wish would happen or what we hoped would happen in our lives.
Terry lives about two hours drive from me and is rather successful in business. She runs a business called "A Ladies Way." She arranges wedding receptions, bridal shower parties and so on for Women. But recently began to explore other functions that might be more lucrative. Stag parties tailored for women and rather risqué birthday parties featuring male strippers. Thus far she has booked parties but was having a problem finding, ahem, a male who was willing to perform at the parties.
Finally she wrote and asked me if I would, or could, find the time to come up and have a drink with her some afternoon. I was anxious to visit her and when my chance came I made arrangements to drive down.
Terry was beautiful. Statuesque and very well built. I mean she was every woman's dream. About an hour into our little chat, I had figured her out to be bi and perhaps a bit oversexed. Hell so was I. I mean, "oversexed".
We had confessed to each other earlier on that, we needed to masturbate almost on a daily basis, but I had also confessed that I was terrified to get into a serious relationship just to be sexually gratified.
During the conversation she told me that she thought she had made a contact with a woman, Babs, who could arrange to talk her brother into being her missing male entertainer. Apparently they were both in dire financial straits and if she could talk him into doing that sort of thing, they could make rather good money working the parties.
Although Terry had never met the guy, the pictures that Babs had shown her really turned her on. He was a masseuse at a spa and was used to being comfortable around women who frequently propositioned him for special treatment. Although Babs confessed that he would only go so far, he might be convinced to do a sort of strip show if the pay were right.
So, Terry went on, I asked Babs if he was gay and she assured me that he wasn't and that they actually had, on occasion, been intimate together. Then she went into more detail, as Terry questioned her.
He was six foot two, weighed a hundred and ninety pounds, was well developed and good looking. Terry knew all that from the pictures Babs had shown her but she wanted to know more. How big was he, was he good in bed, what would he be willing to do and what wouldn't he do. Apparently he would do everything except go all the way with a strange woman.
That had Terry drooling, and me wet. I wanted to meet this guy, if for no other reason than to see what a male stripper would have to offer.
Three days later an Email from Terry arrived. This guy, Blake, was going to be doing sort of a tryout at her house on Thursday. Would I like to drive down and meet him and his sister. I was getting wet just thinking about it and answered, yes, yes, yes.
Terry and I waited breathlessly in her living room waiting for Babs and Blake to arrive. They were late and the two of us had run through a bottle and a half of sherry and were feeling pretty giddy. The door bell rang and we tripped over each other trying to answer it.
Babs entered first with this real hunk behind her. I was taken by both of them. Babs was lean and very sexy, not much on the top, but very curvaceous. He was a dream. And his tailored shirt and tight slacks outlined his body in ways that no woman could resist. Terry welcomed them in and began to get a little touchy with Blake.
I mean her hands were all over him. This was a side of her that I'd never seen or even suspected. I looked down at her slacks and saw the wet spot that was already spreading along the seam. She wanted him. And I don't mean just to work for her, she wanted him for more than that. And hell, I was getting sort of drippy too, just imagining him with his mouth on my pussy or my nipples. He was hot!
Anyway, the guy was a natural. Terry put on some music and he began. He would turn away from us, undo his shirt, and as he pulled it out from his slacks he would turn. Then slowly taking it off and sort of weaving his hips back and forth. I was going crazy just watching. He did that same turn, undo, and expose thing, as he took off his slacks and let them drop to the floor. Finally he was wearing only a very, very, tight pair of spandex underpants and now I could see the best part. He was huge even though he wasn't erect. But, my god, my mind went wild just imagining how he would look when he was aroused.
I noticed something going on between the woman, Babs and Terry. But I couldn't figure it out exactly. It was almost as if Babs was looking for Terry's approval about something, but somehow, I felt that I was involved. I dismissed it as just my own suspicious nature at work again.
Needless to say, he was hired on the spot and he went thru the contract, pausing to ask questions and to cross out those provisions that he didn't like. I heard Terry ask, "why not," once or twice and he just smiled and told her that yes he would agree to being blindfolded and tied up, but not to something else that I couldn't make out. She apparently agreed and it seemed to be a done deal.
Two weeks later I got another Email from Terry saying that she was booking parties at a rate of three a week and all because of Blake. But true to his promise, he would only go so far with the girls, but he had taken a few aside to perform special services, i.e. Going down on them, letting them suck him off and even doing some other things that I could only imagine. but he still drew the line at actually fucking them.
The extra money, Terry confessed was sometimes more than they were getting, was more than she was getting for the whole party, That seemed to please her, but she still seemed bothered by the fact that he wanted to be alone at those times.
I think she wanted to watch or join in, but I wasn't sure. It was just this feeling I had that she was getting off watching him perform, sure, but she wanted to watch the more intimate encounters that were happening after the parties broke up. And now Babs was attending affairs with Terry, and she was sometimes allowed to go with Blake into the room, but not Terry. I guess Terry was just jealous.
It also came out that Terry and Babs were doing each other and Terry kept pleading with Babs to get Blake involved. I think she hoped that one way or another the two of them could get him to fuck them together. That seemed strange to me because we already knew that Blake was doing his sister. I guess he just wanted to keep it all in the family.
The next Email was a slight shock. Apparently Blake had been convinced by his sister to let Terry share him with her. The pledge that he wouldn't have sex with anyone except his sister, was going to be broken.
Strangely, that bothered me. I had sort of the same hang up as Blake, I didn't want anyone except my husband to have me even though he really wasn't that great. Oh I mean he was good and all, but most of the time I had to masturbate myself after he had fallen asleep. And those times when we did fuck were getting farther and farther apart.
Two days later, Terry asked if I could come down and stay over the weekend. She knew that it was my birthday, and she had some sort of special party arranged. She went on to say she thought it would be something I would enjoy.
I made arrangements, and an excuse to be away, and on Friday night arrived at Terry's. I assumed the party was to be the next day which was actually my birthday, and I was to stay over at her place.
I was surprised to find that Babs was there too. Apparently she had been invited to join what ever was planned and having her there seemed perfectly natural, but again I had this feeling that the surprise was going to involve the three of us. For about an hour and a half we drank cocktails and we were all getting sort of intimate in our discussions. You know, saying things that are sort of personal and all..
