I went live with my best friend when I was 18. He lived with him mom(40) and sister(15). It was pretty great, it was close to my college, work and my best friend was 10 feet away. I never brought girls home when I lived with my family but now that I wasn’t with them I felt much more comfortable. I had multiple girlfriends in the course of a couple years and was labeled by others in the house as a ladies man. I’m not, but they knew that I didn’t like the label so it stuck.

I had been living with them for over a year and developed a good relationship with the mother and sister(16 or 17) by this point. My friend wasn’t much of a big brother so I tried to help when I could.

One night she had just broken up with her boyfriend and it was obvious she was devastated. My friend went to play WOW but I went to comfort her in her room. I first began by asking what happened. Then let her just talk while listening. She asked for our conversation to be just between me and her and I promised I wouldn’t tell anyone especially her brother. After promising to keep our conversation secret she began to tell me of her sexual interactions with her ex boyfriend. I was surprised she went this direction but continued to listen. Her and her boyfriend were very sexual active, to the point it was hard to believe. One fact that stood out to me was everytime they hung out she gave him a BJ. I was in shook because they hung out all the time and he got one everytime! She said he would get really angry if he didn’t get one so shed have to give him one. Even with friends present! She would sometimes have a girl friend over and she would blow her boyfriend in front of her friend! I didn’t know that was a thing. After hearing that I couldn’t help but get an erection and began asking questions more often then letting her talk. Luckly I was sitting on her love seat and she was on her bed so my erection in my gym shorts wasn’t obvious. I began asking where she’d blow him, where’d he cum, what was it like giving a bj in front of a friend, and other sexual related questions. She thought she heard her brother walking so she told me to come over to her bed so she didn’t have to speak so loudly. I quickly said no and she was very confused so she said ok… And came to me. She sat down next to me to answer the questions. I was trying to hide my erection but she saw I was trying to hide it and called me out. “What are you hiding there?” I said what to play dumb. She told me to move my hand and I dodged the command with a “why?”. She than began to wrestle my hand away until my erection showed though my gym shorts. She said she was really grateful that I listened to her complain and was wanting to pay me back for being a good friend. I knew what she meant but I couldn’t. Her brother was my best friend and I lived with her mom. She swore she kept it between us and she began rubbing me though my shorts. I didn’t say no so she said “you didn’t say no” as she began pulling my shorts off.

I was sitting on my best friends little sisters love seat with my cock in her mouth. I sat there in fear of being caught but pure pleasure of the experience. She was excellent at giving a bj. She couldn’t deepthroat me because I was apparently bigger than what she was used to. After a few minutes I started to be more forceful as I was getting closer to cumming. Pushing her head down more and more. I stood up and tried my best to face fuck her. She was able to get most of my dick in her mouth. Before I cam I told her I was going to cum on her face, she seemed surprised but I pulled out and had nice thick white cum.

We cleaned up and sat there ensuring it was going to stay a secret, once we were both confident neither would tell I went back to my room.

We didn’t usually speak much unless we had something to say so I don’t think it was awkward the next day. The night following our experience she came into my room around 11. I was watching Netflix and she joined me to chat a little. After a few minutes she asked if I had jerked off yet lol I still laugh about this because she was watching the TV while asking lol. I laughed out loud and said no. So she jumped onto the bed and said we should fuck then. I was hesitant we had already fooled around so doing more wasn’t going to change anything. Before we started I told her to blow me so I can cum now and sex will last longer. She already knew that though so I watched Netflix while she blew. Before I came I shoved her head down to cum in the back of her throat. After I said it was her turn and she seem confused. Apparently her ex didn’t eat her out, so I went down and started to lick while using a couple fingers to massage around. Once I was hard again I mounted up and started to fuck her in the missionary position. Right away we needed to address her volume so I grab her throat on instinct, it wasn’t to forceful but I exclaimed that she needed to be quite. The TV is all we should her. She understands and we started going at it. I loved fucking her doggy style because she would push her ass back at me while I was thrusting my pelvis forward. We stayed doggy style most of our fuck until I pulled out to cum on her back. She laid face down while I got a towel to clean her up. After cleaning her she just stayed there motionless. I didn’t say anything right away but eventually had to mention that she couldn’t stay in my room for obvious reasons. She mumbled she knew but just wanted to lay there for a few more minutes. I scrolled Netflix for a few minutes until she finally got up to leave. She only said thank you on the way out and I laughed in response saying “no problem” lol.

Over the next 2 years we continued to fool around. A couple of times we did stuff with her friend in the room.

It isn’t easy for me to go back and fix my mistakes but I definitely know I put “she” to many times. I just didn’t want to reveal her name but I should have used a fake name or used more quotes. Hope other people enjoyed this, I still look back on the memory to jerk off too lol.