My First Craigslist Hookup [MF]

Please forgive me if my writing skills are bad. This is my first post and I plan to share all of my notable experience here so hopefully I will improve over time.

This was either 4-5 years ago so I was about 23 years old. I’d checked out the Chicago Craigslist personals a few times in the past and whenever I messaged any poster it always ended up being a bunch of spam or bs. This time was different. I can’t quite remember what the post said but it was a woman who claimed she was craving cock and loved giving head. I replied to the post and ended up getting her cell number.

We started texting and she talked about how much she loved giving head and even mentioned that she loved eating ass sometimes. I had only been rimmed once before (I’ll share that story in another post) but I loved it. We continued to text and made plans for her to come over that night. If I remember correctly we didn’t even talk about having sex… she supposedly just wanted to come suck me off. Too good to be true right?

While getting ready I shaved my cock and balls, then my ass just in case I got so lucky that she actually wanted to eat it that night. I still wasn’t really sure if this was actually happening or if this was another Craigslist hoodwink.

The time came and I got a text from her saying she was outside. My heart skipped a beat… was this really happening? I went to the back door of my apartment and opened the door to find a woman standing there. She was only a few years older than me, about 5 feet tall and very curvy, not quite BBW but curvy for sure. She wore glasses and gave me an awkward smile when I opened the door.

The greetings were for sure a little awkward of course given the circumstances but they were quick and we went straight to my room (I had two other roommates at the time). I didn’t have shit for furniture so we sat on the bed awkwardly for a second until she pushed on my chest signaling me to lay back. She took her hand and started rubbing my groin over the top of my jeans…

I was instantly hard and she got visibly excited when she saw the bulge grow in my pants. I remember she traced the outline of my cock in my pants with one finger with a big smile on her face. This didn’t last long and she opened my jeans and traced the outline of my cock again, this time through my briefs.

She grabbed the waistband of both my jeans and briefs and pulled them down as my cock sprang loose from the briefs. She got excited again and told me that I had a pretty cock. She continued pulling my pants down until we got them completely off and she crawled up between my open legs with a big smile again. I thought it was so fucking hot how excited she was to suck me.

It felt so good feeling her warm mouth engulf my cock for the first time. I’d been edging before she got here so I knew I wasn’t going to last super long. I lightly thrusted my hips as she sucked me, and she was easily able to get my whole cock down her throat. I’m around 8 inches so she for sure had some practice with bigger cocks given the ease at which she was taking mine.

She popped my cock out of her mouth and gave the shaft a few licks, then made her way to my balls. She popped one in her mouth at a time then gave the underside of them a big warm lick and made eye contact with me. I felt her hands under the back sides of my thighs and she pushed them up to where my knees were pretty much on my chest.

I felt that warm wet tongue push right again my asshole. Her hands were on my ass now and she was lightly rubbing and grabbing my cheeks as she eagerly ate my ass. I remember looking at my cock which was just laying there and thinking that I might actually cum without anything even touching it.

That thought didn’t last long though, as with one hand she started pumping my cock, tongue still pushing at hole. I barely got the words “I’m about to cum” out before my cock erupted in her hand. The first shot flew a couple inches in the air and fell right back onto my swollen mushroom head and rand down my shaft and her fingers. As my cock was still shooting its first few spurts she wrapped her lips around it and sucked the rest of my load out of me. She didn’t stop until she could tell I was completely done. She then cleaned the last of the cum off my shaft and her hand with her mouth. I had never had a cleaner cock after sex or a blowjob in my life.

And she was gone about 30 seconds later. I don’t think I even walked her to the door. I remember just laying there with my cock out and my ass wet from her tongue as she left. I couldn’t fucking believe this has just happened, it was way too good to be true. But it was true. She came and did exactly what she said she was going to do. We met several more times after that and I plan on writing about some of them in the future. Hope you enjoyed!

Source: reddit.com/r/gonewildstories/comments/irflde/my_first_craigslist_hookup_mf

1 comment

  1. Awesome story! I’m of the same kink, I love having my ass eaten! I never had any success with Craigslist personals though so good on you!

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