Slept with a student’s mom [MF]

So if you read my previous story of when I drunkenly slept with my boss, you’ll know I worked at an after school program for just girls. If you didn’t, well, I worked at an after school program that was just for girls. Eventually, that other guy would quit leaving me as the only guy in a sea of beautiful, college-aged women. And because I’m a nice guy, everyone really liked me thus facilitating for some phenomenal experiences with coworkers or their roommates. This is the story of when I slept with one of our student’s mom.

This particular little girl was new so I had never met her parents. So as I’m sitting in my classroom chilling while the girls work on their homework, in walks in this little hottie, who we’ll call Amy (cuz i really don’t remember what her name was). She was about 5’5, slim figure, perfectly sized tits and ass, and blonde. She also looked really young. I greet her and she says she’s here for the little girl. I tell her awesome, call the little girl over, and ask if she’s her sister. She laughs no and shares that’s she’s her mom. I can’t recall what my reaction was but she responded with “yeah, I had her when i was 16” which out her at around 23, 24. She was hot so I didn’t mind seeing her and we exchanged pleasantries every time but that was it. A few months later, I’m chilling in the front office with the secretary and in walks a group of girls who have just been dropped off and among them was Amy’s daughter. She yells out to me, “Mr. Robert, my mom says you’re really hot!” The secretary and I nearly fell off our chairs from laughter (I am a pretty good looking guy: 6ft, Latin, fit, longish black hair, some facial hair, and a great smile. And this was 10+ years ago so I didn’t have the baby gut I have now). After we recovered, I began to wonder to myself about the possibilities.

Fast forward to December just as we’re nearing the holidays. At the time, I was also interning with Child Welfare Services so I was actually dressed business casual on some days and would just change at work. On one particular day, Amy was walking to her car just as I’m walking away from mine to get to work. I’m dressed nicely and she tells me, “wow! you clean up nicely!” I laugh and said, “Only sometimes. I’m sure you do too.” She gasps at this and says, “are you saying I don’t look good all the time?!” I tried to recover, but she quickly follows up with, “you just wait to see how good I can look!” and walked to her car. I wonder what she meant, but I’m sure I had an idea. A week later, she tells me that her office is having a holiday party and asked me if I would be her date. It just dawned on me that she was single. I told her that I was flattered, but that it would probably be inappropriate for me to go out with a student’s parent. She said, “I won’t tell if you don’t.” My dick just about got hard at the sound of that and agreed to join her.

The night of the holiday party comes. I pick her up and learn that Amy had coordinated a sleepover for her daughter so her apartment was empty. Nice! And she looked oh so good! She had a slim black cocktail dress on that went just above her knees, a light brown sweater, and some brown heels. I compliment her and she says, “did you expect anything less?” I’m already thinking I’m gonna have fun tonight. Party was fun and met lots of cool folks. I drive her back home and she tells to find a parking spot and come inside. I do and I do. As we walk into her apartment, she admits that it’s messy. Holy fuck it was lol. Whatever, I really didn’t care. I sit on the couch and she pours me a glass of wine. She comes over and sits next to me as we begin chatting. We reminisce about the party and I notice she starts to play with her hair; if I learned anything from John Hughe’s movies, that was a sign. So I reach over and start to play with her hair as I’m talking. I’m rolling it around my fingers as I look her in the eyes. I then tell her, “wow! Your eyes are so blue.” She smiles and we both knew, that was our moment. We lean into one another and start making out. It was slow and passionate. It was really nice. She pulls away, stands up, and says, “let’s go to the bedroom.” We walk into her bedroom and I turn her around and start kissing her again. I put my hands on her face as I do and then ask her if she wanted to do this. She nods yes and I sit her on the bed. I then begin undressing in front of her. I kick off my shoes first, followed by my blazer and start to unbutton my shirt. She’s looking at me with such hungry eyes so I try to be as seductive as possible. As soon as I’m done taking off my shirt revealing my fit body, she bites her lip and says, “I knew you had a six pack.” I lean over to her and start kissing her again. I lay her down and kiss her all over working my way down. I lift her dress from underneath to find super sexy lace panties and kiss her all around there. She lifts her hips to help me remove them and start to eat her out. Gently biting, kissing, licking, helping her get wetter and wetter. She’s moaning during all this as I reach up to feel her titties which feel so nice and firm. She clenches my head with her legs as she orgasms. Her body tightened and then relaxed. She says, “that felt so good!” I respond with “glad you liked it. you ready for more?” She nods yes. I stand back up to take off my pants while she sits up to remove her dress. I reach into my pocket to pull out a condom which prompts her to say “so you knew you were getting laid tonight?” I laughed and said, “I had a feeling.”

As soon as we’re both nude, I motion her higher on the bed and get on top of her kissing her body and stopping at her boobs to play with (34b was my guess). She wraps her legs around me and I slowly enter her. As soon as I’m in, start to go to pound town. I get into my push up position with her legs crossed around me and her hands over her head. I then get into my favorite position where I’m sitting up and start fucking her further. I put my hands on her hips and really get to see those tits bounce. She’s moaning the entire time and I’m loving it. I do this for several minutes before she asked if we can switch to doggie. I said of course, but know that doggie makes me cum faster so I had to really concentrate. We switch over and now I have a great look at her ass and it’s a beauty. I smack it lightly and slowly go in. I tried for the life of me to think of literally anything else as I fucked her to keep from cumming. I reach out and bring her to kneel with me. I put my arm across her chest and grab one of her tits and with the other I start to play with her pussy all while I’m fucking her. This actually helped as I was now concentrating on rubbing her clit. After about a minute, she gets on all fours again and starts to doggie fuck me herself. Oh shit this is hot and it’s making me want to cum. So I slapped her ass and told her to turn over. She obliges and I lay next to her and start fucking her in the spooning position. I bring one leg over me giving me easier access to her pussy. After about a minute, she says, “oh my god, I think I’m gonna cum again!” and before I know it, she did. I’m continuing to fuck her as she orgasms bringing me closer to the edge. As soon as she’s done, I know I’m getting ready to blow my load so I asked her where she wanted me to cum. She says you can cum on my tits if you want. Sweet! My favorite place. I get on top, fuck her for another minute in missionary, then sit up, rip off the condom and send my load across her stomach and tits. Felt amazing. I grab a shirt from her laundry basket and help her clean up. We chat for about 10 minutes afterwards before I decide to go home. She puts on a shirt and walks me out.

I saw her the following Monday at work and she says to me, “I had a lot of fun this weekend. We should do it again.” But she said it in front of my one of my coworkers and that coworker immediately started asking me questions about what she meant. I figured if I came clean about it she would drop it so I did. Well fuck me, she ended up telling me the other women in the group and eventually my Director (not Sam, she was the assistant director) found out. She brought me into her office and told me that she had heard I went out with Amy. I confessed that we had and she told me that that wasn’t okay and that I should never see parents outside of work. I apologized and off I went. So needless to say, that was the only time I slept with Amy. But it was awesome!!!

Source: reddit.com/r/gonewildstories/comments/if5t05/slept_with_a_students_mom_mf