Jan and I made love and then as Jan slept I thought about everything that had been happening. In the last several months, sex had gone from being an infrequent even with minor impact on my life to being the most important thing in my life. I wasn’t sure that this was a good thing but I was having too much fun to want it to stop.
When this started all I wanted to do was to generate a little more sexual excitement in my marriage. I went from infrequent sex with my wife to having sex with my wife almost everyday as well as frequently having sex with my beautiful neighbor Sue. I also had the added pleasure and excitement of being able to watch Jan and Sue make love. At that point I didn’t think my sex life could get any more exciting. Then there was the incident with Bob. I had arranged for Sue to have sex with Bob, but because of unforeseen circumstances Bob ended up with Jan. Surprisingly the thought of Jan having sex with Bob excited me. I guess that was because I had sent her to his hotel with him. I was in control. It turned out that Bob thought Jan was a prostitute I had bought for him and that amused me very much. Now I had just watched Jan have sex with Dave and was aroused and not at all jealous. I guessed that I just enjoyed all aspects of sex, having sex, watching sex and being in control of sexual situations.
As I lay awake thinking about this I remembered what Jan had said to me about our new life. She said, “I just want to tell you that what ever you want me to do I will do. If you want me to have sex with other people I will. I will suck any cock you want me to suck and I’ll eat any pussy you want me to eat as long as we can keep the fire in our sex life hot.”
As I thought about this, sexual fantasies began to pop into my head. I decided that as long as Jan was willing, I would try to act out some of these fantasies. As I continued to fantasize about different sexual experiences I wanted to try I drifted off to sleep.
The next day Jan and I talked about how she might set things up to have her threesome with Sue and Dave. It took us nearly an hour to come up with the idea but when we did it was so simple we should have thought of it right away. The idea was to do the same thing that had started all of this in the first place. I would get some more grass from my friend at work and rent the same movie. Then we would invite Sue and Dave over for drinks only when they came I would not be home. Jan would make up some excuse about me having to go out of town on business suddenly. Then after a few drinks and a joint or two, Jan would pull out the movie and suggest they watch it for laughs. Then after the movie Jan and Sue would start to discuss the scenes where the two women made love and kind of let the conversation lead to them making love while Dave watched. I would watch all of this from the loft over the family room, and then if the action moved upstairs I would hide in the guest room until they got settled in our bedroom. Jan would leave the bedroom door open enough so that I could watch from the hallway. Jan said that she would discuss the idea with Sue and work out the details with her. We were both very excited about the idea of turning our threesome into a foursome.
Unfortunately we had to put these plans on hold for a while because Dave had to go out of town on business for three weeks and he was taking Sue with him. I decided that since Dave and Sue were out of town I would try out one of my own fantasies.
On Wednesday of that week I called Jan and told her that I was bringing my boss home for dinner that evening and asked her to pick up some nice steaks at the butcher shop. Then I said, “Have a pitcher of martinis ready when we get there and dress in something sexy. You know, short skirt, sexy blouse show some cleavage, something like that.”
Jan asked, “What are you up to? ”
“I’ll explain when I get home,” was all that I said and then I hung up the phone.
Brent, my boss, is a divorced sixty year old but he looks like he’s fifty. He’s about six feet tall and weighs about 170 pounds and he keeps himself in good shape. His hair is dark brown with streaks of silver gray which makes Brent very distinguished looking. Although I had never been out with him socially I have heard that he likes to drink and that when he’s drunk he’s very licentious.
When Brent and I entered the house Jan greeted us wearing a short black spaghetti strap cocktail dress. Brent had never met Jan before and I could see that he was looking her over and seemed to like what he saw. We sat down for drinks and pleasant conversation and were comfortably into our second round of martinis when Jan excused herself to go out to the kitchen to start dinner. I watched Brent as he watched Jan walk out of the room. In a few minutes Jan called me and said that I had better go outside and start the grill for the steaks.
While I was scrapping the hot grill in preparation for putting the steaks on Jan came outside and asked me, “What are you planning? Do you want me to have sex with your boss?” Then she laughed.
I said, “Not exactly. What I want is for you to do is pretend to get really drunk after dinner and pass out on the sofa. Make sure you are showing a lot of leg when you pass out. I will make sure that Brent is sitting in a position to get a good look. I’ll tell Brent that you don’t drink much and that when you do you tend to fall asleep and I can’t wake you for several hours. Later I’ll make an excuse to run to the store to get something I need for the morning. I’ll leave and park the car around the corner and sneak back to the house so I can watch him through the window. I just want to see what Brent will do being left alone with an unconscious woman.”
Jan looked at me and asked, “What if he tries to have sex with me?”
I said, “I don’t think he would go that far but if he tries to enter you, let him. After all, he is our guest.”
Jan looked a little worried and asked, “I am not sure I feel right about this. The thought of laying there and letting some guy fondle me… I don’t know if I can do that.”
I had never stopped to consider that Jan might have a problem with this idea. I said, “That’s okay. If you don’t feel comfortable doing this we won’t do it.”
Jan said, “You don’t mind? You know I would like to do this to make you happy but I am just not sure I could go through with it.”
I told Jan that I understood and I didn’t mind. Actually I was upset but not with Jan. I was upset with myself for not talking to her about this idea before I just went ahead and invited Brent over for dinner. I said, “Just forget about this. We’ll have a good dinner and a couple of drinks afterward and send Brent on his way.”
Jan kissed me and said, “I love you.” And went back into the house.
The steaks were excellent and Brent entertained us during dinner with stories about a recent trip he had taken to Europe. While Brent was telling his stories to both of us he didn’t take his eyes off Jan.
After dinner we moved into the family room. Jan sat on the sofa and Brent sat across from her in my lounge chair. Brent was still telling Jan stories about Europe while I poured brandy. We sat with our brandy and Brent and I talked about work for a while. When I noticed that Brent’s glass was empty I went to get us a refill. I picked up the brandy bottle and stopped to turn on the CD player. When I looked into the family room I saw Jan had leaned her head back on the sofa and close her eyes. When she did this, her legs separated, which would have given Brent quit a view. Jan moved again putting her legs closer together but causing her dress to ride up her thighs.
When I came back into the family room with the brandy Brent said, “I think our shop talk must have put Jan to sleep.”
I looked over at Jan and she did look like she was passed out. I shook my head and turned to Brent and said, “Jan seldom drinks more that a glass or two of wine. It’s funny that when she has too much to drink you never notice until she passes out. Now I won’t be able to wake her up. I’ll have to carry her up to bed later.”
Brent said, “Why don’t I help you carry her up to bed now?”
That surprised me and didn’t fit into my plans at all. I said, “That’s not necessary. She’ll be all right there for now.”
Brent said, “Actually she is making me a little uncomfortable sleeping there like that. I would really prefer that you put her to bed. Like I said I would be glad to help.”
I saw no way out of this so I accepted his offer to help and we carried Jan up to our room and laid her on the bed. Jan played her part perfectly and never gave away the fact that she was faking. She had me almost convinced until she gave my arm a little squeeze as I was putting her on the bed.
When Brent and I got back down stairs we started talking about music and I told him I had a CD I wanted him to hear and headed upstairs to get it. I used this ruse to slip into the bedroom and talk to Jan. I told her that the plan was shot and that I would get rid of Brent as soon as I could.
Jan said, “Are you sure the plan won’t work? Why don’t you still run out to the store and see what he does? If he volunteers to go with you then you know you idea didn’t work, but if he stays behind?”
“Right. If he wants to go with me,” I said, “I can decide that I don’t need to go out after all. The only problem is that if he stays here I won’t be able to watch him if he comes upstairs.”
Jan pulled me to her and kissed me then said, “If he comes to visit me, I will tell you all about it later.”
“One question,” I said, “What made you change your mind?”
Jan said, “I began to get curious about what he would do and the idea started to excite me.”
I kissed Jan and said, “Well let’s give it a shot.”
When I got back downstairs Brent was looking through my CDs. I told him I couldn’t find the CD I had gone upstairs to find. Then I said, “I hope you don’t mind, but I have to run out to the store to get something for Jan.”
Brent asked, “Oh, did she wake up?”
“No. It’s just that I know from previous experience that she is going to need a couple of things to settle her stomach in the morning. I hope you don’t mind. You can continue looking through my CDs and play anything you’d like to hear and I’ll be back in thirty to thirty five minutes.” After I said this I waited for Brent’s reaction.
Brent stood up and started to walk toward me like he was going to come with me, “Why don’t I come… ” Then he stopped and looked toward the stairs. It was just a brief look and I wouldn’t have noticed it if I wasn’t watching him carefully. “Actually I did see a couple of CDs that I’d like to listen to. I guess I can entertain myself for a half hour or so.”
Brent moved back over to the CDs and I got my car keys and went out into the garage. I backed the car out onto the street and drove around the corner. I parked the car and quickly walked back to the house. When I walked into the back yard I saw a light go on in my bedroom. I peeked in the downstairs windows and Brent was nowhere to be seen. I slipped in through the back door and listened for any sounds from upstairs but heard none. I decided that even though I couldn’t hear or see anything that I would stay in the house until I heard Brent come back down stairs. That was just in case something went wrong and Jan needed me.
Well nothing went wrong and about twenty-five minutes later I heard Brent at the top of the stairs. I quickly slipped back out the door and ran back to my car. I waited another five minutes and drove back to the house. When I came in Brent was sitting on the sofa listening to my ‘Best of Billy Joel” CD.
Brent said, “I really like his music. I hope you don’t mind but I freshened my drink.” He held up his brandy snifter to show me. Then he asked, “Did you get what you needed?”
I held up a small bag I had in the car for this purpose and said, “Yes I got it. This will make things a lot easier on Jan in the morning.”
After that Brent and I talked about music, movies, and work and had a couple more drinks. Finally around 11:30 Brent told me to thank Jan for dinner and he left.
When I went upstairs Jan was asleep and was still in her clothes. I turned the light on and sat on the bed next to her. I gently shook her awake. When Jan was awake and alert enough to answer my questions I asked, “Well, what happened?”
Jan said, “You had no sooner pulled the car out of the garage when I heard Brent coming up the stairs. He came into the room and stood in the dark for a couple of minutes. Then he came over to the bed and touched my foot, I guess to see if I would wake up. I didn’t move so he went back and turned on the light but stayed near the door for a couple more minutes. I guess that when he was sure that I wasn’t going to wake up he came over to the bed.
“At first he was careful not to touch me. At the time I was laying on my stomach so he very slowly lifted my dress up over my bottom. I think he liked that I was wearing thigh highs instead of panty hose because I heard him whisper, ‘Nice’. Like I said he didn’t touch me for a while but I could feel the heat from his hands on the back of my legs. When he finally put his hand on the back of my thigh I had a hard time staying still. I wasn’t sure how I felt about him touching me until he started to move his hand up my leg. Then I began to enjoy the sensations I was feeling in my pussy.
“He slid his hand up my leg and onto my bottom and squeezed it gently. He continued to play with my bottom for a few minutes. Then he tried to slip his hand between my legs but there wasn’t enough room. He put his hands between my knees and slowly pushed my legs apart. Then he put his hand on my bottom again and moved his fingers down along my crack and between my legs. He pressed his fingers against my pussy through my panties then he began to massage my pussy, which was beginning to make me hot.
“After playing with my pussy for a while he took hold of my left leg and slowly began to lift it then he started pushing on my left shoulder. I figured he was trying to roll me over onto my back so I didn’t resist. When he had me on my back he pulled the straps of my dress off of my shoulders and pulled the top of my dress down. The bra I am wearing snaps in the front so he unsnapped my bra and began to suck on my nipples and squeeze my breasts. When he had enough of my breasts he pushed my legs apart and began playing with my pussy through my panties again. Then he slipped his fingers inside my panties and started to finger me. After that he put his head between my legs and I could hear him smelling my pussy. He pressed his nose against my panties and inhaled deeply.
“Next he did something that really surprised me. He got off the bed and I heard drawers opening. I chanced opening my eyes just a slit to see what he was up to. He was looking in my drawers. He wasn’t touching anything; he just looked in one drawer after another until he found my underwear drawer. He took out a pair of my panties and closed the drawer. As he turned back toward the bed I closed my eyes again.
“He came back over to the bed and began to pull my panties off. He had to move my legs together to get them down. Once he had them off he spread my legs again and began to lick me. When he stuck his tongue inside me and really started eating me I almost had an orgasm. It took all of my self-control not to make any noise as he gave me such pleasure. Luckily he stopped before I climaxed. When he was done playing he put my panties back on. That was a real struggle because I was a dead weight but he managed to get them on me. After he had my panties back on me he put my breasts back into my bra and put the top of my dress back in place and pulled the straps back on my shoulders. Then he leaned over and kissed me on the lips. When he did I could smell myself on his mouth. After he kissed me he rolled me back onto my stomach and pulled my dress back down over my bottom.
“He turned the light off on his way out of the room and as soon as I heard him turn the music on downstairs I put my hand inside my panties and brought myself off. This was a pretty strange and exciting experience. By the way, the panties he took out of my drawer are the panties he put on me. He took the panties I had been wearing with him.”
I was so aroused from listening to Jan recount her experience that I just had to get my cock inside her. I quickly helped her strip and then got out of my own clothes. Once I was inside her I kissed her and told her how much I loved her. I guess Jan was still hot from her experience because her orgasm hit very quickly. After her orgasm and while I was still building toward my release Jan asked, “What do you have planned for me next?”
I said, “Well as long as you brought it up… There is this young girl at work. I think she may be a lesbian. I’d like you to find out for me.”
Jan pulled my head down and stuck her tongue into my ear then whispered, “You don’t care if she is a lesbian or not, you just want to watch me eat her pussy don’t you?”
Jan said, “What does she look like?”
I said, “She is about twenty two years old, about five feet seven inches tall and weighs around 115 pounds. Blonde hair, blues eyes, nice breasts, great figure.”
“What’s her name?”
“What makes you think Cindy is a lesbian?”
“I don’t know. There’s just something about her.”
“Is she butch?”
“No. She is very feminine. Why?”
Jan replied, “If I am going to doing something with another woman I would want her to be feminine, not a man with a woman’s equipment. You know what I mean?”
“So, you would do that for me?”
“If it’s what you want, I’ll do it. But what makes you think she’ll be interested in having sex with me?”
“I don’t know for sure that she would. But if I were a lesbian I sure as hell would want to have sex with you.”
We both laughed then Jan kissed me and said, ” Let’s try it and see what happens.”
Right after that I climaxed.
It was still two weeks before Dave and Sue would be back and I was trying to figure out how to get Jan and Cindy together. Then as luck would have it my friend John (the guy whose suggested I use grass and a XXX movie to jump start my sex life) had a party at his house. Cindy was at the party and I introduced her to Jan. I knew that I couldn’t do anything more than that. If Cindy were a lesbian she wouldn’t be interested in anything I had to say and if she weren’t a lesbian this probably wouldn’t go anywhere anyway. I walked away and left Jan talking to Cindy. Jan spent nearly an hour talking with a small group of women one of which was Cindy. Jan also spent a few minutes alone with Cindy after the other women drifted off to other conversations with other people at the party.
When Jan came back over to my I asked, “How’d it go?”
Jan said, “How’d what go?”
“How’d it go with Cindy?”
“She’s very nice. I can’t say from my conversation with her whether she is a lesbian or not.”
I said, “Do you think you’ll will be able to find out?”
“Not today. I am not sure that I can do anything. I don’t know how to go about seducing a woman.”
I decided not to bring it up again. I realized that it was kind of a crazy idea to think that because I thought this girl might be a lesbian that I could somehow get her into bed with my wife.
The following Saturday Jan and I were sitting down with a cold drink after having finished our yard work. We were talking about our plans for when Dave and Sue came home the following weekend, how soon should we try to make the threesome happen and things like that, when the phone rang. Jan went out to the kitchen and answered the phone. I listened to her side of the conversation, “Hello… This is Jan… Oh hi. How are you?… I’m fine thanks… Really, You do?… That sounds interesting… Sure, I’d love to… How many people should