Chapter 11: Yvonne's Story
This is the continuing chronicle of the MILF club. If you have not read any other chapters I suggest you go back and read them for background, although most of this chapter will make sense even if you don't. Just for review, Chapters 1 through 9 are about Sherry and Peter, the primary couple in this story. Chapters 10 and 11 are back-stories about two of the other MILFs in the club.
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I made a mistake, and now it was going to prove difficult to correct it. But before you can understand the nature of my mistake, I need to tell you how I got into this situation.
My name is Mike and my wife's is Yvonne. I am 30 years old, Yvonne is 26, and we have a thee year-old son. I own and run a lawn maintenance company. My wife used to be a teacher but quit to work for the business when the office work got to be too much for me to handle by myself. That was when our client base was expanding, along with revenues. Times were good and I bought more equipment on credit and hired more workers.
Then the economy went soft and many of my clients cut back on their expenses - meaning my services. I still had equipment loans to pay, but with shrinking income it was becoming more difficult every week. I had to lay off some of my workers and I began to wonder if my business could survive.
Most of my clients were businesses or homeowner associations, however I did have individual homeowners contract with us well; mostly wealthy people. One of them was Brian. He was a bit of a mystery; he didn't act like the type that got their money from their family, but he also didn't seem like the successful businessman type either. I don't know where he got his money from, but he seemed to have plenty of it and he was always friendly to me.
He always dropped off his monthly payment in person, which struck me as odd at first, but I got used to it. Lately he has been inviting me to lunch and I've found his company to be pleasant; a nice diversion from the problems at the office. Recently at one such lunch he commented that it appeared to him that my business was off. I allowed that it was, but didn't let on just how bad things had become. He suggested that he might be able to help a little. I was all ears.
He told me that he was having a party at the end of the week and that all the people there were "rich" and may be interested in our services. He then invited us and said that maybe I would be able to drum up a little business. And even if I didn't he assured me that Yvonne and I would have a good time. I accepted his generous offer and told him I was sure that Yvonne would be thrilled since we had not been to a nice party in a long time.
I was right, my wife was ecstatic at the prospect of a real night out instead of our normal movie and a cheap dinner. Although our personal budget was tight at the time, I agreed that she would need a new dress if we were to make a good impression. Brian told me that the men generally wore dress pants and a polo shirt, which I already had, but the women usually dressed up a bit more. "On the sexy side" he said, but classy. So Yvonne took that Friday off to go shopping for a dress and to get ready for the party.
When I arrived home to pick up Yvonne I was running a bit late. Fortunately the sitter for our son Andy was already there, so I just dashed upstairs to change quickly. My wife was in the bathroom putting on her makeup or something so I didn't see her immediately. I was just putting on my pants, one leg in and one leg out when she walked into the room. I froze in surprise and nearly fell on my face.
She had on a dark blue sleeveless dress that came down to about three or four inches above her knees. The top formed a V between her breasts with each side ending in a thin strap that went over the shoulder. It showed enough cleavage to be sexy, but not slutty. When she turned around I could see the back was open almost all the way down to her ass with only a couple of thin straps running across to hold it together. It was obvious that she couldn't wear a bra with it, however her B-cup sized breasts didn't really need any support and the dress held them firmly enough that they didn't jiggle obscenely. The outfit was completed with nylons and a pair of strappy type high-heels.
"As much as I like looking at you in your underwear, you had better hurry and finish getting dressed. We are late as usual." She informed me and breezed out of the room.
On the way there she fretted about whether she had picked the right dress, or about her shoes. She must have asked me four or five times if she looked OK. I finally told her that she was stunning and would turn the head of every man there. She scolded me and said that she was not interested in turning heads; she just wanted to make a good impression. Secretly the idea that the other men there would desire her was making my cock twitch.
You see, I had this fantasy of watching my wife have sex with another man. Or more accurately, other men, as in more than one. In the more far out versions I want to see her not only pleasured, but used, debauched; like a slut or a whore. Maybe this makes me sick, I don't know. What I do know is that just the thought of this fantasy gets me hard, and if I masturbate while playing out the details in my head I always get off with my most powerful orgasms.
I've also known that these fantasies will always remain just that: fantasy. My wife is very conservative when it comes to sex; not that she's a prude mind you. We have a very good sex life, including oral, but it's always in the bedroom, and as far as I can tell all her sexual fantasies are pretty mundane. Maybe it's that innocent "goody-goody" aspect of Yvonne that fuels my fantasies.
Neither of us were virgins when we met, and in fact Yvonne was divorced. I don't know much about her previous marriage except that he was a drunk and the break-up was messy. She doesn't want to talk about it and I don't push it. I love my wife deeply and had come to accept that my fantasies would never be played out. So I love it when she dresses up in a sexy outfit, even if she is not trying "turn heads."
The party was in full swing when we got there, but Brian made us feel very welcome. I was impressed with his electronic "toys", as Yvonne called them, but she was more interested in the house. The food and drink were good and we mingled with the other guests. I even had a couple of the men express interest in having us take a look at replacing their current lawn service, so it was a productive evening as well as an entertaining one.
Eventually, as in many parties, the men wound up in the living room talking sports and such while the women were in the kitchen talking about whatever women talked about. Abruptly one of the men announced they were going to play "musical chairs" at the end of the night. That sounded kind of lame to me, but they explained that they played a more adult version. The way it works is they put a small table in the middle of the room with a votive type candle on it. Chairs are placed around the table, facing out, one for each couple. The men each sit on a chair, the candle is lit, and the room lights turned off. The women all sit on their husband/date's lap and music is started. The couples kiss and generally make out until the music changes to the next song, then all the women move clockwise to the next man's lap.
Now apparently there is a "tame" version and a "no holds bared" version. In the "tame" version only kissing and mild fondling is allowed, but in the "no holds bared" version there is no limit to the activity allowed. The "tame" version goes for two rounds and then ends. In the "no holds bared" version the game goes until everybody "quits". I could guess what that meant. This sounded like a great game to me, but I knew that Yvonne would not agree to play, not even the "tame" version.
When the time came to play the game the women rejoined the men and Yvonne and I left. I wished we could have stayed and played, but I was happy that I got some leads for the business. We had sex that night and it was especially hot for me as I fantasized about playing "musical chairs" with Yvonne and watching her have sex with other men.
The next morning while I was relaxing after breakfast thinking about the chores that needed to be taken care of, Yvonne sat down across from me wearing her normal around-the-house attire: one of my dress shirts and nothing else. This was about the only thing she did that I considered a little daring. But then she surprised me by asking what I thought about the party game "musical chairs". I didn't want to offend her so I said it sounded "inventive", but I also told her I knew she would want to leave as soon as she heard about it.
"What made you think that? I might have enjoyed staying." She said.
This blew me away! My innocent, conservative wife might have actually played an adult game. "You're kidding!" I exclaimed.
"No, I'm not." She replied.
"You really would have done it?" I asked urgently.
She thought about that for a moment before answering. "Yes, it sounded like fun. Would you have been OK with that?"
My dick was instantly hard and my mouth went dry. "Hell yeah!" I almost shouted.
I was shocked at my wife's reaction, but we continued to talk about it. She told me that the other women made the game sound fun, but she thought I would not be able to handle the idea of other men kissing and touching her. I informed her that was not the case, and in fact I was turned on by the idea. She thought that I was more interested in the other women, especially Brian's girlfriend Brianna because she had larger breasts. I admitted that while I would have liked to see the other women naked, I could get that on the Internet or a strip joint.