Years ago, before I was married, I was dating a girl named Wendy. Our sex life was great, and one night, I found a copy of Penthouse Letters tucked under her bed. Pages were folded over to mark a number of different stories, and they all involved three-ways with another guy.
I asked her if this was her biggest fantasy, and she said. "Sure, wouldn't you like to be with two women?"
I then asked if it was only a fantasy, or did she want to make it a reality. She said she might be willing to try it, and I told her I would make it happen, if she would, later on, invite another woman into our bed. She agreed, and we started talking about who the guy might be. She said she would be more comfortable with one of my friends, as opposed to a total stranger, and I had two friends who she found hot.
One of them was my closest friend, almost like a brother to me, so I knew I could trust him not to talk. She agreed, and I said I would approach him.
I called Bob up, and we both went out for a beer and bite to eat. Part way through the meal, I nervously told him of our plans, and asked if he would be interested. He seemed shocked at first, and seemed surprised that I would want him to fuck my girlfriend, but said he thought she was hot, and readily agreed.
When I let Wendy know that Bob had said yes, she became a little nervous at the thought of him actually fucking her, but excited and turned on at the same time. We set it up for the following Saturday. Wendy wanted me to invite him over for supper, and then said we would later go out dancing, before coming back home to play.
Bob showed up on the planned night, and we had a great dinner and normal conversation. Of the three of us, he was, by far, the most nervous. Wendy was wearing jeans, and a top with no bra. She has big nipples, like pencil erasers, and they were jutting out, the whole meal. I could see Bob stealing glances.
After dinner, Bob and I watched hockey on TV, while Wendy got ready to go dancing. She came out of her bedroom, in a body-hugging mini-dress, and looked sexy in her 4" stilettos.
We then hopped into my car, and drove to the nightclub. We met some other friends there, and enjoyed lots of laughter, and a few drinks. Wendy took turns dancing with both of us, while flirting nervously with Bob.
About 11:30, we decided to call it a night, and go back to our place. Once we arrived, no one seemed to know how to get the ball rolling, so I took the initiative. I told Bob, that to get ready, he should take a shower, and wash off the sweat from dancing.
Meanwhile, Wendy had dozed off on the couch, probably wondering if anything was ever going to happen. Once I found Bob a towel, I then sent him off to the shower. I gently shook Wendy awake, and told her to go join Bob , so that the two of them could have some alone time to get comfortable with one another. This way, they could start things off, without being having to be nervous about me watching them fuck.
She looked at me with her eyes bugged out, and said "Oh God, I can't do this."
I told her that if she didn't want to go through with it, I would understand. The night before, she admitted to being nervous, and said that though she thought she could fuck him, she wouldn't give him a blowjob, because that was getting much too personal, and it was reserved only for me. I told her that if she couldn't let go completely, and enjoy herself, then maybe we shouldn't even consider it.
Now here we were, at the crucial decision time. Wendy stared at me, not saying anything for about 15 seconds, and then quickly got up and walked nervously, to her bedroom.
I followed, and watched, as she stripped down to her undergarments, a matching bra, garter and stockings. Leaving them on, she walked, tentatively, to the bathroom, with me trailing behind, reached for the doorknob, and took a big nervous breath before opening the door, and walking in.
Like a pervert, I stood at the door listening. I heard her ask: "Mind if I join you?", then silence, as I imagined her doing a sensual striptease for him.
