The cougar I met on craigslist [M/F] | 2016

I've been lurking on this subreddit for a long time without contributing, but now I finally have a worthwhile story to tell.

I've had some luck with girls at my school, but I am not the type of guy most girls are initially drawn too. My shy, reclusive personality has prevented me from doing many things, but when I saw an ad from a beautiful woman on craigslist, I couldn't pass it up.

Jennifer, the woman who posted the ad, was a forty-five year old woman with thick hips and large boobs. I responded to the ad not respecting a response, since she had to of received many responses from men much closer to her age. I went to sleep that night certain that my email was lost in her flooded inbox.

The next morning when I checked my email, I was positive that she hadn't responded, until I noticed Jennifer's reply. She gave me her number, and we began texting back and forth constantly for roughly a week, before she asked me to meet her at her house for a cup of tea at 7:00 P.M.

When the day I had been anxiously awaiting finally arrived, I was extremely nervous and excited. I wanted to tell the world, but I couldn't, because I knew no one would believe me. After school that day I stopped at 7-11 and bought a box of Trojan condoms, because I knew why she had actually invited me over.

When 7:00 P.M. arrived, I felt scared, anxious, and horny. I walked to her apartment door and knocked loudly. The woman who opened the door was thirty pounds heavier and three years older than her pictures. This did not deter me, but rather made me bolder, because I had less to lose.

Jennifer welcomed me inside with a warm, caring smile and said, "Make yourself at home. Me casa su casa."

I said, "Thank You" and stepped inside her apartment.

Her apartment was white and smelled strongly of vanilla candles. It was apparent that she had cleaned up the place earlier in the day to prepare it for my arrival.

She offered me a drink as she led me to her bedroom, the only furnished room, but I replied, "No thanks."

As we talked in her room she slowly made her advances, by lightly touching my arm and by later placing her hand on my right knee. I was tired of her slow seduction, so I decided to kiss her. She kissed me back with passion and felt the bulge in my pants.

A minute later, she broke the kiss and asked me, "How far do you want to go?"

I was shocked by her bluntness, but I found my words and with a huge smile I said, "Let’s go all the way."

She then dropped to her knees in front of me, and with her experienced hands, slowly undid my belt and zipper. Then she pulled down my pants and boxer briefs furiously to release my already hard cock. I could not believe my eyes when I saw Jennifer's wet mouth engulf my cock. She sucked me lustfully, teasing the tip of my cock with her tongue and then deep throating me all the way. My mind was in shambles, when she deep throated me for the first time, since none of the girls I had been with wanted to try deep throating.

Jennifer pulled away from me, looked me in the eye and said, “Let me fuck you!”

I said, “I need to get a condom.”

“No!” she exclaimed boldly, “Condom take away all of the fun!”

I was not willing to catch an STD, and I wanted to last longer, so I insisted that I wore a condom. She reluctantly agreed and went to her drawer to grab a Lifestyle condom. The condom was a bit snug, but this did not prevent me from ripping off her soaked black panties.

I could not believe how wet she was. I took her from behind and began to pump away feverishly, until I pulled out to prevent myself from finishing early.

“Put it back in!” she said. I followed this command after I slapped her huge ass.

We fucked doggystyle for a few more minutes until she got off of me and insisted on riding me. She climbed on top of me and rode me hard, while her tits bounced in my face. I could feel myself getting close, but she wouldn’t stop fucking me even when I said, “I’m going to cum.”

I filled the tip of the condom with my cum, and she hopped off my lap and said, “That was great let’s do it again some time.”

She excused herself and went to the other room as I got dressed. I knew that she wanted me to leave now, so we said our goodbyes and parted ways.

When I got home, I reached into my jacket pocket for my phone and found something else.

TLDR: I went to an older woman's house for tea. I had sex with her but didn't drink any tea.