The “Sisters Game” – Part 1

Part 1 – How it all started

When I was 17 a close friend, Andrea, and I decided to make a bet. She was a very sexual person and knew how badly I wanted to have sex with her. She decided to give me an impossible bet where if I could have sex with two girls that were sisters she would “give me the kind of fucking you don’t walk away from”. I’ll never forget those words. Now what was so special about Andrea? Well, I had known her since we were both 8 years old. I had watched her grow up and she was my closest friend. When we were both 11 she started to ask me about my body as she had started to notice boys. We started playing games with each other starting then. At 14 she asked if she could do to me what she had seen her older sister do to her boyfriend. Not really knowing what she was talking about I said “sure”. It was then that I got my first taste of a blow job. In all honesty, it was not good at all really, she she just put my dick in her mouth and moved up and down. She didn’t close her mouth around it at all. That was the only sexual experience I had with her.

As we got older she started dating and like most teenage girls, had many boyfriends. When we were 17, just before the bet, I was staying at her house for the weekend to help her family move to a new home. One night she and I were at the new house while her parents went out to dinner. Andrea asked that I “go for a walk” so she could have a quickie with her new boy toy. I demanded payment as it was pretty cold outside. What I got made the 30 minutes in the cold worth it. She gave me a sensual striptease down to nothing and then gave me a lap dance. This girl had an amazing body. At 5’ 4” she weighed just under 100 lbs. Her ass was smooth and her pussy looked so inviting. Her tits were a solid C and had the cutest nipples I have ever seen…even to this day. That striptease is seared into my memory, especially when she faced away from me with just her panties on, bent over at the waist and took off her last stitch of clothing. The view of that pussy will never leave me. It was after my duty outside was done that we made the pact. I prayed that I could make this happen.

I had been having a relationship with my girlfriend Brenda at the time for about six months and I knew at that time that her older sister, Cindy, was interested in me. I decided to go for broke as my constant blue balls from thinking about Andrea were getting a bit out of hand. Cindy was home from college for the holidays and she and I were pretty friendly with each other. Brenda and my relationship had cooled some and Cindy knew it. I came over to their house one day when I knew Brenda was at work to talk with Cindy.