As I told you in my previous story my girlfriend Annie is a big pervert. She is always looking for new stuff to try out. This happened when at our second year of dating.
Annie's biggest fetish is male-to-male action but at that time I didn't know. Back then we had done many things but only us both. We talked about it and it was about time we had a third person to join us in our sexual experiences.
Me, of course, as a man voted for her hot best female friend Cassie but it was rejected straight away by her. She explained that she wants our first threesome to be with another man. I wasn't really happy with that at first but we discussed it and decided that we will make another threesome with Cassie afterwards. I found that fair enough and began thinking which friend of mine should I invite.
I had three best friends at that time. First I thought of Richard but he liked to tell everyone about his sexual experiences so I couldn't really trust him. Next was Dan but he liked to do sex with no condoms and that frightened me a bit. Last I thought of Ben. I had know him since first grade and I could mark him as my most best friend. He was a bit shorter that me, well-built but no muscles, short hair and always shaved. I knew that he also had a big dick since I had seen it and on top of that he could last long without cumming. He was the best man for this job and so I decided to ask him.
At that time he had dated his girlfriend for six months and I knew he was pretty much in love with her so I hoped he wouldn't say no. We went out one night, drank some beers and I asked him the question. At first he thought I was joking but then he was my serious face staring at him and found out I wasn't.
"Are you serious? I mean that's your girlfriend dude... You want me to fuck her with you? You're gonna let her suck my dick?" he asked.
"Yea! We are always looking forward to new experiences and I think you are the best person for this job hehe. We've known each other for so long so it won't be awkward to see each other naked and besides - it's a free pussy man. You don't have to take her out, buy her drinks and hang out to get to fuck her. Oh, and don't worry Marry won't learn about this. You have my word!"
"Well, if we do it where is it going to be?" he asked.
"At my place. Don't worry about the place just tell me you're in" I said smiling.
"Sure I am in. Man I'm gonna blow up Annie pussy!"
"Haha! That's the spirit! I want you to treat her like a cheap whore and fuck her with all the power you have!" I said.
"No problem! When we gonna do it?"
"I'll call you" I replied. We continued talking for a bit more and then we went home.
When I walked in home Annie was watching TV and waiting for me. I didn't tell her with whom I am going out but I told her that that is the person for our threesome.
"How did it go? Did he say yes?" She asked eagerly to know.
"Yea he said yes. It's gonna happen on Saturday here at my place. I want you to be dressed nicely - with a short skirt, a small bra where you can see your tits easily and a small g-thong. High heels and stockings are a must! Make sure you got that!"
"I got it, baby! No worries!" she replied grinningly.
Days passed by and I couldn't wait for Saturday. It was on my mind all day long. I couldn't focus on anything else. And so the day came.
I had work all that day up to 7 o'clock. I called Ben and told him I'm gonna pick him up from his house at 8 o'clock and then we're gonna head home. I called Annie and told her to be home at half past seven and to prepare herself including her anal hole and that we are going to be home at about 8:10/15.
Straight after work I went home to take a quick shower. After that I picked up Ben and we headed home. He was a bit nervous and so was I. We began a small talk just to loosen up a bit but with no luck.
We arrived home and got in. It was dark and there was no sight of Annie. After a second we heard her shout out - "Sit on the couch boys. I'm coming in a sec!"