[M]y Night with a Cougar [f]rom Tinder | 2016

Background

I’m in my early 30s, average height and stocky build in a bigger city by a large university. I signed up for Tinder because, well, I heard it was a hook-up app. In my first month alone, I had more dates than nights.

I actually set up my first meeting with Jessica for coffee in the morning because I had a booty call set up with a hot, 20-something that night. Jessica was an average looking nurse in her mid-40s who had never been married or had children.

Morning date went well, but uneventful. I basically wrote Jessica off. Later that night, my booty call cancelled so I ended up having the evening alone.

Soon after dinner, I got a text from Jessica saying she had fun and it had been a while since she had gone on a date, though her last date was very interesting. I bit on the bait and asked her why it was interesting.

Jessica said that she was dating a doctor years ago-yes, years!!-and he came over one night after his shift. What he didn’t tell her was the he was bringing a friend and they all had fun.

I took that as a green light and I told her that she didn’t have to wait so long between dates this time. I quickly invited her to my place and she agreed.

I quickly shower and got out just in time for her to ring my doorbell.

Sexiness

When I answered the door, Jessica was there is a sundress that showed off her cleavage that I hadn’t noticed at breakfast. I told her that she looked beautiful and invited her in.

As soon as she was inside, I decided just to go for it and I pressed her against the door as I kissed her. Within seconds, the sundress was off.

Jessica was wearing sexy, laced black underwear. I picked her up and she straddled me as we continued to make out on our way to my bedroom.

I tossed her on the bed, took my clothes off and stripped her out of her underwear. I paused, picked her up out of the bed and told her to spin for me.

Jessica's body was ridiculous, as nice as the 20-year-old college students I was hooking up with. She had perky, C-cup tits and a nice bubble butt. This! is the closest thing that I got as a sext from her.

With her legs hanging off the bed and on my shoulder, I knelt at the edge of the bed eating that wonderful pussy. She tasted fantastic and it was obvious that even my two fingers were stretching her out.

After she came, I put a condom on and teased her with the tip of my cock on her pussy. As soon as I entered her, she gasped.

Jessica made me go slow at first, but soon we were hard fucking. I felt like a porn star because not only was she moaning loudly but her pussy lips were gripping my cock.

I did my best to live up to the situation, fucking her for more than 30 minutes starting at missionary and then finishing doggy style where I eventually pulled out, whipped off my condom and shot my load all over her ass.

We exchanged compliments, rested for a second and then I asked her if she wanted water. I got up from the bed, and after a few steps I realized she was walking right behind me.

I asked her if everything was OK and she said she just didn’t want to leave me alone. And she wasn’t joking. A step or two later, she started stroking me while walking with me.

By the time I filled up the cups with water and ice, I was practically hard again as Jessica never stopped stroking me. She knelt in front of me and started blowing me.

By the time I was hard, she slid a condom on me that she pulled from my dresser after we fucked the first time. We started making out again before I picked her up and started fucking against my refrigerator. Jessica never broke eye contact and kept telling me to fuck her harder against it.

Eventually I grew tired and I set her on the counter top. We continued fucking as I got to play with those perfect tits and her clit with my hands.

After a few minutes, she was cumming on my cock. Her pussy grip was ridiculous then, and I barely held off cumming before she finished.

As her breathing slowed, she looked up to me and told me to cum for her. After a few hard strokes, she pulled me cock out, took my condom off and stroked me until I blew my load on her stomach.

We took a real break as we finished the cups of water and had small talk.

As we got back to the bedroom, I lay down and Jessica literally sat on my face. It was a prelude to 69 fun as she stroked and sucked my cock.

I felt Jessica cum again on my face, driving me crazy. She grabbed a condom and put it on before riding me.

We made out as she continued to bounce on my cock. She seemed to have endless energy as I eventually told her to spin around so I could get a good look at that ass as she bounces on my cock.

Feeling bold, I moved my thumb against her asshole. She kept riding me as I moved it in slow circles working her asshole.

As soon as I slid it inside, Jessica stopped moving and let out a moan. She followed that by saying not tonight.

Jessica then feverously started grinding on my cock, rubbing her clit as her breath picked up. Soon she was cumming on my cock.

I then flipped her over, pushed her face in my pillows, lifted that ass up and then went to town. I didn’t pull out this time, and gripped her hips as I came.

I kept my cock insider her as long as I could. I felt her practicing kegel and I eventually pulled out as I started to go soft.

We had some more small talk before she said it was late and she had to go. I made sure as she was getting dressed to give that ass one more smack and gripped it as she bent over to pick up her clothes.

We kissed and parted ways. We texted a bit after, but unfortunately never met up again.