[M]y [F]irst Craigslist hookup – fun with a divorced woman (31m 34f)

I had responded to Craigslist personal ads before, but had never actually gone through with them. This time, though, it would be different. My cock hadn’t had any action aside from my right hand in about 2 months and I was ridiculously horny. I got home around 7:30pm after having 3 or 4 after work drinks, and I figured I would just browse some Craigslist ads, watch some porn and learn to love myself a little bit more. I searched Craigslist for w4m casual encounters and saw a few recently posted ads, some of which even seemed like they might be real people. One in particular caught my attention – a 34 year old recently divorced, slightly chubby woman that just wanted to get laid. Her pic was sexy as hell, and despite having a few extra pounds they were all in the right places. Her pics were of her in lingerie and I could see that she had nice big tits and a nice curvy body, although she didn’t show her face in the ad.

I responded to the ad and just told her that I was very interested in having some fun with her, along with some basic info about myself along with a pic. About 10 minutes later she replied saying she was interested in meeting me right away, and attached a few more pics of her, this time including naked pics & showing her face. She had a damn cute face and her body was a treat for my eyes. I replied right away and told her I would love to meet, then gave her my phone number.

She called almost instantly. It was a little awkward at first, but she really broke the ice when she said “let’s face it we just want to fuck right?” and suggested that we grab a drink at a local pub. I told her I could be there in about 20 minutes, and with that I was on my way. When I arrived at the pub I saw a woman standing near the entrance, and as I got closer I could tell it was her. We introduced ourselves then went inside to order a drink. We started talking about ourselves, getting to know the basics about each other. It turns out she had been divorced for a little over a year, although she and her husband were separated for awhile before that. She had posted ads on Craigslist a few times before with some luck, so she felt pretty comfortable doing it again. I told her this was my first time meeting with someone from Craigslist and that I was kind of nervous, but lucked out connecting with someone so sexy. The talk then became more about sex. We talked a bit about our past, and a bit about the types of things we liked. After our drink she suggested we go to her place, which was right around the corner.

When we got inside her house and she led me to the living room then came out with a bottle of wine and a couple of glasses. We talked a bit more about sex as we had our first glass of wine, and I was just getting so insanely horny that I just had to have her. I put down my wine glass and went for it, leaning in to kiss her. She returned the favor and we began making out like teenagers, with hands wandering everywhere. As we kissed we started working ourselves, and each other, out of our clothes. She pulled off her top, I unhooked her bra, she unzipped my pants…and so on. Before I knew it we were both naked on her couch with our tongues down each other’s throats.

Next thing I know, my hard cock is right up against her pussy lips. I can feel their heat, and I know if I adjust my cock slightly and push forward that I will be inside her. I look her in the eyes and I can tell that she knows this too. Without a word I can tell she wants me to fuck her as badly as I want to fuck her, so I push myself slowly into her moist pussy. It felt incredible…it had been so long since I felt a woman from the inside and it was just so, so good. I started out slowly, rhythmically humping her with her legs up on my shoulders. Soon I picked up the pace, driving it into her hard & deep to both of our pleasures. It didn’t take long at all before I felt like I would explode, so I took my cock out of her and put my head between her chubby thighs. I started licking her pussy from bottom to top, stopping to give her clit a few flicks of the tongue before going back down and making my way back up again. Eventually I focused right in on the clit, circling my tongue around it while I put 2 fingers in her pussy and gave her g-spot the ol come hither. I don’t know how long I was at it, but after a little while her thighs began to clamp tighter around my head and her body began to squirm and shake. I ate her out at an even more furious pace while she moaned in pleasure before thrusting wildly in orgasm.

When she came down from cumming she said she wanted to suck every last drop out of me. I told her that sounded great but wondered if I could fuck her some more first. She wasn’t opposed, but this time she wanted to be on top. I laid down on her couch then she climbed onto me and lowered her plump body onto me until my cock was deep inside me. She rode me at a steady pace while my hands explored her body. I played with her tits and grabbed hold of her ass cheeks, and since I was a few drinks in I decided to be a bit risky and moved my fingers toward her ass hole. We hadn’t talked about anything involving assplay at all so I had no idea how she’d take it, but she didn’t seem to mind and actually fucked me harder when my finger was right over her hole. Before I could get any further with her ass, though, I felt the urge to cum hit me again. By my reaction she could tell I was close, so she climbed off me and and brought her head down to my cock. She started out just licking the tip of my cock before wrapping her lips around it and taking it deep into her mouth. She was slow and methodical in her sucking, she wanted to keep my from cumming right away because she seemed to really like sucking dick. After several minutes of sucking she really picked up the pace with her tongue on the underside of my shaft, and yet again I was close to cumming. When I was just about at he point of no return she started jacking me off while my cock rested on her tongue. After mere seconds of this I couldn’t take it anymore and blew load after load of thick, oozing cum into the back of her throat. I convulsed so strongly while cumming that I even managed to shoot a rope of cum onto her cheek.

After I was done cumming and she had cleaned the cum on her face & swallowed the cum in her mouth, we thanked each other for the good fuck. She said I could stay and help her finish the bottle of wine, so that we did, naked the entire time. She expressed interest in doing this again, and, well, we most definitely did. Let’s just say she’ll be reading this before I hit submit, and I have feeling we’ll be fucking again very soon. She’s never quite completely naked when we fuck these days though – she keeps her engagement ring on. And oh yes, I have had that ass, and it is spectacular.

Source: reddit.com/r/gonewildstories/comments/5t4o86/my_first_craigslist_hookup_fun_with_a_divorced