Author: iamthesage

The time I [M34] got squirted on my face by an Italian Cougar [F48], and I loved it :) [MF]

As the title says, yes, this story involves squirting and lots of it. It was with an Italian cougar who I had met at a nightclub.

Until this memorable incident, I thought squirting wasn’t real. Pornstars faked it to get more views. Because until this moment, I never had any of the women I have slept with doing this. So I resigned to the fact that squirting was not real.

So here goes.

**The Pickup**

It was a Saturday evening, and I was going through a dry spell. No FWBs, no dates, nothing. It was a cold February night. I wanted to break the monotony — so I decided to go watch a late-night movie. The movie theatre was close by, and I had no intentions of going to a club because by the time the movie is over, it will be midnight, and I might be tired.

Anyways, I get ready to go to the movie. As I was heading out the door, for some reason, I thought I should just carry a couple of condoms with me. I didn’t know why. I just did. Maybe it was divine intervention. Read more »

The time I [32M] went on a weekend road trip with a hot cougar [47F] [MF]

I am back with some more adventures of the fun times I had with Lisa. The [last story](https://www.reddit.com/r/gonewildstories/comments/n22z3k/the_time_i_32m_lost_my_creampie_virginity_to_a/) I shared how she was my first creampie.

This story happened a few weeks later. Lisa messaged me to check how I was doing. She said she is planning a solo road trip to a nearby lake 2 hours north of our city. And asked me if I wanted to join. I was excited for sure. How can I turn down the opportunity? I immediately replied “*yes”.*

She said she was going to rent a car, and we can switch driving on the way. Then we will book a room once we get there. We agreed to meet outside a mall — she would pick me up and then we would head to our adventure.

This was my first time I’ve been on a road trip with a woman. Most of my past sexual adventures happened in my bedroom. So I was excited to try new things.

On Saturday, I packed a small bag and headed to the mall where we were supposed to meet. I got there 20 minutes early. I wanted to get some condoms,lubes and mints, and I did. Read more »

The time I [32M] lost my Creampie Virginity to a Hot Cougar [47F] [MF]

I wanted to share my first time with one of my best sexual partners – my past FWB Lisa, a hot corporate cougar.

I want to start off the story with the pickup, date, and then sex. But if you are anxious to read the goodie part about sex, you can skip to the part where is says **”The Sex”**.

**The Failed Pickup**

For a few months, I had to take the train to work. It was a long commute that lasted one hour. So I often had a book with me to read. I had to make a transfer to take the route to work.

One such Friday, I distinctively remember it was a December. I boarded the train. It was early in the morning, just before 8am. The train wasn’t packed, but there were no seats. I didn’t mind standing by the doors to read my book.

As I was reading my book, I noticed a pair of hot legs across me. My eyes naturally and immediately went there. A woman was wearing a skirt, and I could see part of her shiny white thighs. Read more »