[FF] My First Time with a Woman (my roommate) – Part 4

This is the fourth and final part of a series I wrote on here detailing my first sexual experiences with a woman who happened to be my roommate. If you haven’t read the other parts you may want to do that first. But regardless I hope you enjoy.

I woke up and I was super groggy and had that feeling like I didn’t know where I was. I looked around and realized I was in Mary’s room and she was sound asleep next to me. Then I remembered after she cleaned me up from using the clit toy on me we played some more and fell fast asleep in her bed. I looked at the clock and it was just after 6 in the morning. I tried to fall back asleep but I wasn’t really tired anymore. I quietly got up and went back to my room and bathroom, brushed my teeth, took a quick shower, and brushed out my long dark hair. I stood in front of my full length mirror in my bathroom and looked at my body. I loved how small my waist was and how big my hips were. I loved the hourglass contrast I saw in the mirror.

My mind started to wander while I was running my hands over my body and started to wonder what it would feel like to fuck Mary. I quietly tip toed back into her bedroom and she was still sound asleep. I opened her closet as quietly as I could and found the strap on. I went into her bathroom so I could see better and started to put on the strap on device. Without even turning the vibration on I could feel the vibe hump pressed against my pussy and clit and it felt good. I wondered if this is what it felt like to have a hard on. When I grabbed my fake cock from the strap on I could feel the hump press deeper into my clit. Ooh it felt good. I bet I would cum when I was fucking Mary.

I tip toed back to her bed with the strap on securely in place and kissed her lips. I noticed her start to stir in bed and all of the sudden the sheet moved and her small but cute nipped were exposed. I bent down and sucked her nipple into my mouth and felt her back arch. She was starting to wake up. She reached for me and I moved so she couldn’t grab me. I giggled and went back to sucking on her nipples. She said you’re making me so horny by doing that. I said good and turned on the small light on her nightstand so she could see me wearing the strap on. She licked her lips and said she wanted to get fucked by me. I kissed her again and jumped into bed with her and slid between her legs. She was horny and wanted it bad, but I wanted to tease her a bit. I kissed her on the lips and pinched her nipples. I heard her moan through our kiss. I kissed her neck and felt her back arch again and her legs spread further. I took the tip of my fake cock and rubbed it against her tiny clit. She started to move her hips. I know she wanted it faster but I pulled away and she whimpered. It was hot to be be more in control with Mary. It was hot to know she was so turned on by me. I turned on the vibration of the strap on and rubbed the cock head against her clit again. She moaned deeply that it sounded almost like a growl.

While I was rubbing the vibrating cock up and down her slit and hitting her clit I asked her often she fantasized about this. She said from our first meeting when I came over to the apartment. She told me she fucked herself thinking about me. I pushed harder into her clit and she started to pant. She begged me to fuck her. I opened her nightstand and grabbed the lube. I rubbed some all over the fake cock and put some in her little hole. I turned up the vibration and placed the fake cock head next to the entrance of her pussy. I felt her hips move up trying to get me to push inside. She begged me please fuck me, please.

I moved closer and started to move the head inside. As soon as I did that the hump from the strap on was right against my clit. It felt so good. I pushed in some more and she grabbed onto my hips and pulled me in her. I started to fuck her slow. It felt so good for the both of us. Her skin was all flushed and she was quivering. I could feel myself getting close. I started to fuck her faster. She grabbed onto my arms and said yes fuck me. I started to pound her, it was so hard to concentrate on fucking the vibration felt so good. I asked her what she was thinking about and she told me she wanted to watch Tim fuck me while I fucked her with a strap on. I pounded her harder and she started to really shake. I loved watching her facial expressions. She yelled I’m cumming. I shoved the cock in her and made her cum. When I did that it was too much for me and I came as well.

I collapsed on top her. Both of us panting and gasping for air. We started to kiss and she pushed me back on the bed and straddled me. She slid down on the fake cock and started to ride me. I felt it right in my clit I started to cum again. She said I knew this would make you cum. I know your pussy. You love clit pressure my naughty girl. She kept riding me until she came again and I came for a third time. We both laid in bed giggling and panting and kissing. A few minutes later I took off the strap on and we both fell back asleep.

I woke up about an hour and a half later to a freshly showered Mary wearing the strap on. She pulled me out of bed and told me she wanted me to stand up. I stood up and she turned me around so I was facing the bed. She gently pushed me down so I was half laying on the bed half standing and my ass was in the air. I knew what she wanted. She wanted to fuck me from behind.

Mary slapped my ass it hurt a little but wasn’t too bad. She told me loved watching my booty jiggle. She spread my legs and put some lube on my pussy and on the cock. She positioned the cock against my pussy and slowly started to press in. She pulled my hair pushed even further in me. She asked me how it felt, I told her it felt good, I felt full. She started to move in and out and then said oh yes I love your ass. It’s so round and perfect. She slapped my ass again. She started to fuck me a little harder. Oh yeah I love that sexy ass. She placed her thumb against my asshole and pushed a little. It felt really good. She asked me if I liked that. I said yes. She was pounding me and fucking my tight asshole with her finger. I started to quiver and shake I was so close. She said yeah you love when I fuck you don’t you. You want my cock over Tim’s don’t you. You’re such a naughty girl.

I couldn’t take it anymore and I started to cum. She pounded me harder and started to cum also. We collapsed on the bed and looked at the clock, it was just after 10 am at this point and we needed to figure out if we could get to work after the snow storm since most roads were opened. We showered together and got ready together and took Mary’s truck into work. The whole time she was putting her hand down my pants playing with my pussy. We arrived to work and she smelled her fingers and said mmmm that’s a nice present, I can smell you on my fingers. We went into the office and our separate ways for the day. More happened between us, but this was my first weekend experimenting with a woman. I may share more of our adventures at some point.

Source: reddit.com/r/gonewildstories/comments/eu01cs/ff_my_first_time_with_a_woman_my_roommate_part_4