I was 29 and working in Boston at a friends company. My friend and I went to college together and he asked me to go out on a double date with his girlfriend roommate. I said no problem since I had been on a dry spell for months. I meet them at a restaurant and was introduced to Dana. Dana was 23 with short brown hair and a great smile and laugh. We had a good time and to much to drink and I ended up back at Dana's place. We started to kiss a little and the I don't remember anything. I woke up with a headache, naked and Dana looking at me. I asked what happen and Dana smiled and said we both passed out after getting naked. I looked under the blanket and Dana was naked. I look at her and said very nice. Dana said the same and told me she woke with my dick against her ass. She said you are a very nice size. I gave her a kiss and said I had a good night but to much wine. We started to kiss again when I looked at a picture by her bed and saw someone I knew in it. After we stopped kissing I asked how she knew Steven. Dana asked if I knew him and I said we grew up together. We went to camp and used to sleep over each others houses. Dana then asked me if my last name was bean. I said yes and she told me hers was Dana hunter. I was shocked and surprised I was naked in bed with my best friends little sister. I said to Dana she did look like someone I knew but I wasn't sure. Dana smiled and told me she had a crush on me while I was growing up. I smiled and gave her a kiss. We then started to make out and one thing lead to another and we winding up having sex. It was amazing and we never left the bedroom for the rest of the day. When her roommate knocked on our door Dana asked if she remembered the guy I told you about who I had a crush on growing up. She said yes. I just had sex with him she said. We told her the story and joked about it.
A few days later Dana called and said she talked to her parents and they thought it was funny. They thought every time I stayed over that Dana acted all goofy. They asked how I was and sent their regards. I asked if you talked to your brother. Dana said she did and he was happy. He did say he was sad that you haven't talked in a while but both of you have been busy. She then said Steven wanted me to tell her our secret if our relationship was going to work. I told her I would at that night. After arriving and kissing hello I sat her down and told Dana that her brother and I used to jerk off together. We would buy a magazine and go to his or my room and jerk off looking at the pictures or movies. Dana said she did the same with her friends. I then said one time we jerked each other off and another we sucked each others dick. Dana mouth was open and she said with my brother. I said yes and told her I have never said this to any living person. Dana got up and left the room. She came back with her roommate and sat her down next to me. Then she told me she is living with her because she is bi and has been licking and eating her pussy for many years. I asked if it would matter that we tried to put our dicks into each other asses. Dana said no. I was happy because I liked Dana.
When Dana's roommate left the room Dana sat next to me and asked how did it feel having my brothers dick in your ass. I said it was a long time ago and I think okay. Dana laughed and told me she loved me. I told her the same and we went out. A few days later her brother calls and asks if I told her about what we did. I asked which parts and he said about looking at dirty magazines and jerking off. I said I did. Then he asked if I told her about the other thing. I said yes and he got quiet. He told me I didn't have to since I never told anyone. I said it was okay since your sister is bi. Steven said what. I told him her roommate and her have been lovers since freshman year. He told me never say that in front of my parents. I said no problem.
We dated for 2 years and then I was offered a job in NJ and we moved back to our hometown. Once we were settled in I asked Dana to marry me. She said yes and we told our parents. Our parents had know each other for many years and said it was going to be a big wedding. Dana wasn't into that and we decided to go to Hawaii and marry in Maui just the two of us. Our parents were fine with it and were going to throw us a party later. We flew to Maui and had a nice small wedding on the beach at sunset. We went had a nice dinner and went back to our room where we had sex for 2 hours. I was exhausted and Dana bet me she could get me hard once more. I said my dick is tired and done. She looked at me and kissed my mouth and then opened my legs and started to lick my anus. I was shocked and said wow. Dana was licking and all of a sudden my dick started to rise. I was laughing when dana slid into anus a small vibrator. When it went on my dick was at attention and Dana was masturbating me and moving the vibrator around. When I was close to cumming she slid the vibrator out and her finger in. I cummed with a big load and my dick collapsed drained. I told her I loved her and we slept for about 14 hours. The next day my dick & ass hurt so we laid in the sun and swam in the pool all day. One night we talked about our past again and I told her while her brother and experimented I wasn't into it anymore. I told her I did like her licking my anus and the small vibrator but not every night. I asked about her needing a women and Dana asked if I was unhappy with it. I told her no I knew she liked women and I wouldn't do that to you. I asked her just to let me know so I can have her enjoy herself. She asked what if she wanted me to watch or join in. I said I would love to. We kissed and I went down on Dana that night and gave her a few orgasm. Dana then masturbated me off to my orgasm.
A few weeks after being home Dana called me at work and asked me to come right home after work. I arrived and on the coffee table was a box for me. I opened it up and it said world's greatest dad. I looked at Dana who said she was pregnant. I yelled and kissed her over and over. She set up a blood test and a few weeks later it was official with a scan. We told our parents who were as excited as us. During the first 3 months she was sick and didn't want me to touch her. At the fifth month I was her love slave and we were doing it every night. Some weekends Dana didn't want to leave the bed. Dana gained 40 pounds and I lost 15 due to so much sex. Dana had a baby girl that looked just like her. We named her Beth after a relative and she loved her mommys milk. A few weeks after the baby was born Dana told me every time she breast feed she was horny. I asked if I could help so after the morning and dinner feeding when beth went down we had sex.
It is 5 years later and dana still enjoys other women so we wait until Beth goes to grandma and we invite over a friend of her's who is bi. They have sex while I jerk off in the corner. Ain't life grand.