Amanda

Emily

My third of three FWBs during my long-distance relationship was Rachel. I lived a couple blocks from a university campus, and she was a junior there, 20. Like the other two, we met over the late, great Craigslist Personals and chatted for a couple of weeks. After exchanging pics and talking on the phone several times, we agreed to meet at a tapas place right across the street from the student center on her campus.

I prefer thick, curvy women, which you will know if you have read my other stories. I need some juicy thighs and a nice plump ass to squeeze and smack. Rachel hit everything on that list. She wore a black short-sleeved turtleneck and a floral skirt if my memory serves me right. I was very delighted to see how short that skirt was. From our conversations leading up to this first date, it was very obvious we wanted to fuck. We ordered a few small plates, but the conversation was more of our focus. She started caressing my leg with her foot about an hour later, and I took it as a sign to switch locations.

Rachel shared an apartment with a couple of other girls who were in at the moment, and she didn’t want to go to hers. I happily walked with her to my place, minutes away. As soon as we got to my bedroom, her panties were on the floor, and my hand was under her skirt, spreading her folds, brushing my thumb across her clit. Out of the three women, she had the most clit sensitivity. Just lightly brushing my thumb made her squirm and writhe on the sheets. I knew she was going to enjoy my tongue.

The skirt hiked up over her hips. My face is between her thighs. When I say she was already soaking wet, I’m not lying. I haven’t been with many other women who have been this wet from just a little foreplay. I remember licking across her pussy, pressing my tongue into her clit, lapping away. I came for air and realized my tongue was covered in her sweet juice. I worked her through two orgasms with my mouth and fingers. She hollered and bucked her hips off the mattress. Damn, she was fun.

Rachel proceeded to lay me back and drag her tongue against my cock, which was already throbbing from eating her out. My LDR girlfriend at the time never really gave head despite my love of going down on her. Rachel seemed to have adopted cocksucking as her favorite pastime based on how good she was at it. I didn’t want to cum in her mouth, though. 

Like being in an LDR, I also brought up my breeding kink with every woman I clicked with from Craigslist. If I was going to step out and be bad, I wanted to indulge. Some women said that wasn’t their thing, which is completely cool. Rachel said she’d never really thought about it and wanted to include it in our dirty talking when we were on the phone. She said it was one of her kinks now, too. We decided before we met up we weren’t using any condoms. Like Emily, Rachel had an IUD.

When I slid my cock inside her, I was able to confirm she was one of the wettest girls I’d ever been with. Audibly juicy as I gave my first gentle strokes in and out. She also gripped me with a suction I don’t think I’ve felt anywhere else. I told her she was so tight, and she said she loved to keep those muscles taut, proceeding to tease me by flexing her pussy on my shaft. This was a true test of my stamina. Our hips worked to find that rhythm together, and we did. You could hear my cock hitting deeper, that fantastic wet sound.

She requested that we switch from missionary to doggy, and I was happy to oblige. Rachel’s ass was a perfect full globe, pushing herself back on me, so, at one point, I just stayed frozen in my position and let her fuck herself on me for a minute or two. I had to grab those hips and join in; I couldn’t resist. She pushed back and then stopped. I felt her hips quiver and shake. Rachel let out a squealing moan. I felt her clench and had to take a deep breath and calm myself before I came right there. It was one of the best orgasms I’ve ever felt on my cock. She was completely into the pleasure she was feeling, which made me harden up just that bit more. My head was about as swollen as it could get…the one inside her, though the one on the top of my body was feeling pretty good, too.

A few more thrusts and I couldn’t help it. Thick, warm ropes of cum. I thrust in with each pulse, letting out my own groaning grunt. Hands digging into her hips. She pushed herself back, grinding on my cock. That was the first time I could say I literally felt a woman actively milking my cock dry. For a minute, I was foolishly worried I was going to overpower the IUD. 

Rachel received two more loads that night. It was a school night for her, and she had classes on campus the next morning. We eventually both dressed, and I walked her back to her apartment, where the evening finished with a kiss that went on longer than we had both anticipated. We parted ways, and the following day, I got a text telling me she’d used her vibrator when she woke up thinking about our date. Rachel would become my middle-of-the-night hookup. There were so many Friday or Saturday evenings for the next few months where I’d get a text from her telling me her roommates were out and to come over or saying she was bored and wanted to know if she could come by. I said yes every time. 

But, like the other two women, things wrapped up amicably right before my girlfriend moved across the country and into my apartment. I really loved that about all three of these women. They understood my situation, and I understood theirs, and we never got carried away, mistaking pleasure for romantic love. I consider myself very lucky that I met and clicked with these three. Unlike the other women, I don’t know what happened to Rachel. I do wonder, but I have never come across her again.

Next time, I will share the first of two times I’ve stepped out while married.