My (F)irst Craigslist Experience 20F

We chatted for nearly a week every night, he was my soul crusher and degrading and made promises which he kept!

I met him at a cafe and wore all red like he asked. He looked a lot nicer than what I thought he would look from the way he spoke to me and the few photos he sent me. I didn't tell him that I nearly bailed and spent an hour on my couch already to go but with tears in my eyes but nearing the time I really just changed my mind as if I dug deep for some willpower that I didn't realize I was there and I just kept looking at my steps thinking how I am actually going through with this.

I was wearing a red knit beanie and long red pea coat to hide from the cold my outfit that we decided on. I had a white tank top and red denim short shorts with long knit white and black over the knee socks. He had me join him in the booth next to him and surprised and really set the mood for what the rest of the night would be by how quickly his hands found bare skin. He felt me up during the first few seconds of meeting me and I just held his upper arm for support at first but laid my head on it as I watched his hands grope my thighs and listened to the things he said about me.

I suffered the cold to get here and he was not disappointing in the least. He looked a bit older than 48 but I still give him the benefit of the doubt on that. After sometime at the cafe I left with him on foot to the motel that he suggested and he kept his hands in his pockets the entire walk and I was trembling from the anticipation.

The moment we checked in, he said "for me and my daughter" to the clerk and I felt his grip on my ass and saw that smirk and I was just delighted/terrified he was taking this fantasy of mine as seriously as I wanted.

After he removed my coat he had me stand against the window as he took photos of me from behind. He set up a camera with my permission and didn't have to look in that direction if I didn't want to and chose not to consciously all night. He kissed my arms and then my bare thighs for an agonizing amount of time before he moved me towards the bed and bent down as he showed me the things he brought in the oversize gym bag and laid some sticks and things down right in front of me. I won't lie I was pretty scared and it was overweight my excitement but I stuck through the feeling in my gut.

I stripped how he wanted me to and tied my shirt on my ribs and let him run a long wooden stick along my body. I was shaking soo much and he had to help me up off the bed or the ground when my knees buckled and he didn't even hit me yet. But when he did and the blows of the wood hit my ass I couldn't do anything but moan. He beat my ass with his toys and I endured every moment of it and reveled as he tongued the wounds every so often. I was dripping wet and he ate me out without me ever asking each time. I honestly lost count with the number of times I came. He filled me and even though he was definitely on the small side (my fist size) he made those thoughts far from my mind with how painful his lust was to me. He chose to come at several points on my face, my back, but my ass was his main target and I loved that small point of pressure of him unloading on me while telling me how good of a daughter I am…

I spent the night with him and even got a dress that he bought me as a thank you with him. He called a taxi for me and helped me to the car and I am reminded of his punishing desire every time I sit down. I am fighting the urge for more and am losing the fight badly!!!!

http://imgur.com/a/qNMso already missing this color

Source: reddit.com/r/gonewildstories/comments/3zh3y3/my_first_craigslist_experience_20f

6 comments

  1. All I have to say is wow great story and happy for you! And as a community we need more of those deliciously bubbly booty pictures. Huge fan! And keep ’em coming!

  2. Hot damn, you are sexy! I’ve had a few success stories with CL, but I don’t think any were on your level. Since you clearly wouldn’t have any problems meeting guys offline, why do you choose craigslist?

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