Years ago I had a gf who we were waiting to have sex but we had an amazing time together we started going out in our junior year of high school and I had met her mom hundreds of times and she would tell me how much she loved having me there etc etc.. after years I started going around more and more and there would be times where I would be there before my gf would come back from wherever she had gone usually from school Clubs she was in and later from work so I would often spend time with her mom who was equally gorgeous as my GF after years of hanging out we developed a good friendship and when I was about 18 we developed into telling dirty jokes and it eventually led to little flirting usually as a joke but it made me develop some feelings for my gfs mom. She even had kissed me on the lips once when she had gotten home drunk and I helped her get to bed (I was keeping my gf company as her mom went out with some friends) but while I put her down she kissed me on the lips very briefly but it was enough to get my dumb horny ass fully erect. A year later on my 19 birthday my gf and I had sex for the first time that was her gift to me. She snuck me in her house After a great hour session of sex my gf fell asleep so I tried to sneak out but as I was trying to leave her mom had woken up at some point and fallen asleep in the living room. She woke up and got surprised by me after letting her know it was me she made me sit next to her and asked what was going on and obvi I didn't want to tell her I just boned her daughter I told her I came to surprise her daughter. As I was making the most idiotic excuse I noticed she wasn't wearing a bra and I could make out her nipples and I immideatly got erect that's when she noticed and to make this go quicker after some suggestive talking we ended up having sex but without a condom unlike with my gf and it was mind blowing. Over the next 3 years I would proceed to have sex with my gf and her mom idk if the mom ever knew her daughter and I were having sex but my brain didn't care eventually I ended up getting my gf mom pregnant but she aborted. I always kinda wished she would have kept it but not for me to decide. Sadly as I was getting more and more into her mom I started losing some feelings for my gf and she took notice so she dumped me very nicely were still friendly but her mom also stopped with out little fwb situation.