[M]y one successful craiglist encounter. A virgin meets a milf.

This is a true story of when I was in grad school and moved out of my parents home. I moved across continents and finally had some freedom and privacy.

I posted an ad one day out of the blue and decided to be brutally honest about myself, my looks, and what I was looking for. It ended up being much longer than I initially anticipated but I figured the right person would read through it if they existed on earth.

Low and behold, I actually did get an email about 3 days later, with a notification on my phone. I was in lecture at the time, but I checked my phone afterwards. I actually couldn’t believe it. She skipped the whole introduction phase and just wrote “Here’s my Kik: (). Message me when your free”.

I actually didn’t know what Kik was at that time. I quickly downloaded the app and made an account and messaged her. I didn’t know anything about her. It honestly could have been a guy for all I knew but I figured i’d take the chance because why not.

She ended up responding the next day, and we talked about ourselves, our background, and what we were looking for. She was really personal with her questions but I figured as long as she wasn’t asking for my bank account information, it was okay to be honest with her. Eventually, this led to us talking and texting for 3 months where we had regular sexting and teasing. Eventually, I built up enough courage to ask her if she wanted to meet up and luckily she agreed.

The day came and I knocked on her door and she opened up,and it was honestly a fantasy come true. She was extremely beautiful and sexy and she had the cutest dogs and cats ever! Even though her tea was a bit bland, it was actually a very nice meeting first time around. I definitely felt really awkward and I think she picked up on that and took the lead.

After we had finished up our tea, she invited me upstairs and into her bedroom, and all I could think about was… damn, she has a very comfortable bed. She asked if I wanted to go through with it again and I of course said yes, and we laid on the bed. Surprisingly, she did not let me kiss her as that was a very intimate act which I totally understood and respected.

I started by gentling massaging and licking her breasts, and eventually moved to her pussy. She was wet by the time I got down there, and she tasted amazing. I didn’t think I’d particularly like the taste of pussy even though I knew i’d enjoy the act but I loved the taste and the act just as much as each other.

Eventually, she put a condom on me (and holy hell, I think I got a little bit harder because the way she put it on was so sexy), and asked me to fuck her. I’ll be honest, I didn’t last that long nor did I really rock her world. I was just trying to enjoy the moment as much as I could and not cum as fast, but with how beautiful she was and how sexy it was, it was really hard. Eventually, I did cum and all I can remember is that she told me that was some of the most cum she’d seen after we slipped off the condom.

After taking a bit of a breather, we said our goodbyes and I left her place no longer a virgin. We did meet a few more times and I still can’t believe how lucky I was to be with a women who was not only intelligence, sophisticated and very beautiful. Here’s to you and all that you’ve taught me :)

Source: reddit.com/r/gonewildstories/comments/nt2vkr/my_one_successful_craiglist_encounter_a_virgin

2 comments

  1. >even though her tea was a bit bland

    This is the most British sentence I’ve ever read ?

    But seriously, it’s a comfort to have an experienced teacher sometimes.

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