I’ve only told one of my close friends about this.
I was 20 and a sophomore in college. One of my girlfriends, Sarah (obviously changing the names), was from the town our school was in and a bunch of us used to go over to her house sometimes. Her Dad traveled a ton for work and wasn’t around a lot, and I think her Mom, Caitlyn, got lonely, so she loved having all us girls over. She’d hang out with us, drink some wine, that sort of stuff. Very much a Mom to our whole group. Her Mom, Caitlyn, was 47 then, very well endowed (she had 3 kids), long dark brown curly hair, green eyes, and in really good shape, especially for a woman in her late 40s. Really gorgeous.
So this one night we were all at Sarah’s house, her Dad was away, and Caitlyn watched a movie with us (Wild Things – idk who chose it, I swear! Strategic? Maybe??). At the end of it, I looked around and realized that everyone but Caitlyn and I had gone off to bed already. She and I were warm under the blanket, still a little tipsy, and kept talking for a long time after.
Because I know everyone wants to get to the good part… we talked for a long time, and eventually were sorta… cuddling together. (There had been a bunch of us together on the couch at first, so it was a little crowded, and was now just us.) Lots of skin to skin contact under the blanket, and I was increasingly feeling… happy. She was kinda stroking my hair and it felt really good. She asked if I’d ever kissed a girl (I think I’d said the movie was pretty hot), and I said no, and she asked if I’d like to try.
That’s when we started making out. My brain melted. I was total putty in her hands. She felt my boobs (32Bs) and stroked my thigh, and eventually I got the nerve to feel her too. She took my hand and slipped it under her shirt, and I felt her naked breasts. All we did was make out and feel each other for a long time, and then Caitlyn slipped her hand into my shorts. She asked “Is this okay, sweetie?” and all I could do was nod really fast, I was so incredibly turned on. When she touched my pussy, I almost couldn’t breathe. Then she started playing with my clit and made me cum in barely 30 seconds. I had to muffle my squeal into the crook of her neck.
The next morning, Caitlyn managed to find me alone in the bathroom, came in, and closed the door. She asked if what we did the night before was okay. I said yes, definitely… it was actually sort of amazing. She stroked my hair again and kissed me and put my number in her phone right then, and then slipped out to make all the girls breakfast.
I started going over to their house more often (without telling Sarah obviously). Caitlyn would usually make us dinner and we’d talk about school stuff, gossip, whatever… and then she’d take me back to her bedroom and fuck me. She taught me to go down on her. She loved to make me cum, too, but she was always in control. We would shower together (she washed my hair) and then 69 on their bed. I would cum three or four times in a row.
* She gave me my first butt plug. It was a little red jeweled thing. She liked to play with it in my ass while she ate me out. I still have it!
* A thing she really liked was for the two of us to take a bubble bath together. I’d lie on top of her and she would just feel my body, fondle me, and eventually make me cum with her fingers
* My single favorite thing she did was when she used her big, black silicone strap-on. When she was feeling really domme, she’d put me on my knees and make me suck it. She said I looked so cute sucking her “cock.” Then she’d fuck me on my back or on all fours. I love love loved it, and would ask her for it sometimes
She later said she’d developed a little crush on me and then sensed that I might be open to it, so took a chance. She never came over to my place (I had roommates and it would be too obvious), but I did meet her in a nearby hotel a few times when her husband was in town and I couldn’t come over. He never found out. (She was still into men, just also girls, I guess.) Once, when I’d spent the night over there, Sarah came home by surprise and could’ve easily caught me naked in bed with her mom. Luckily she’d only dropped in to grab something and left!
I know it’s weird to say, but Caitlyn was always a “mom” figure to me. A mom who also fucked me. She made me to my homework, study for tests and stuff. When guys would ask me out, she’d always want to know details afterward, wasn’t possessive or anything, but wanted to make sure I was okay. (I would actually text her when I got home safe after dates.)
Sarah never found out, but she loved that I became “good friends” with her mom. This went on for my whole sophomore second semester and junior and senior years. Caitlyn helped me apply to grad school and took me shopping for a cute new dress for interviews. (She also bought me some cute lingerie.) We were both sad when I graduated, but we kept in touch and still text. I went back for reunions last year and we spent the night together in a hotel just like old times. It was incredible.
My boyfriend now doesn’t know and I’m definitely not going to tell him, but Caitlyn was definitely the best sexual partner I’ve ever had ?
EDIT: People are asking, and I don’t mind saying: I’m more petite, just 5’3. (Used to do gymnastics.) Curly blonde hair, brown eyes, smallish but perky boobs (32b). My butt is nice and round – my best feature I think. Caitlyn suggested I start shaving my pussy, and later paid for me to get laser hair removal, so I’m slick as a seal now ?
Source: reddit.com/r/gonewildstories/comments/ivr8r8/for_two_years_in_college_i_now25f_hooked_up_with
Are you bi now and have you had more pussy ?
This is so hot! Hope you write more about it.
Would love to hear more of your adventures with her!!!