fall in Waterloo, ON [M/F] | 2016

This is my recollection of the first time I slept with Emily. Emily works in the same company but at a different location. Emily visited my office for two weeks and our colleague, John, introduced us on her first day.

Immediately I thought she was pretty. I would guess that Emily is 5'10" and athletic, I'm 6'1" and slim. Later on I found her to be amazing at our work and humble about it. That made me more attracted to her. We got on well during the week, there was a little tension but nothing dramatic. On Friday I asked Emily if she had plans for the weekend. She said "I don't know anyone so I was going relax with a book". I thought "now is my chance". I asked her "Would you be interested in a walk in a park to enjoy the fall colors?" Without skipping a beat Emily agreed.

I picked Emily up after lunch and we drove to the park. This park is a little out of town and usually there are not too many people. After walking on the main trail for a while we decided to get a closer look at the grand river. We were standing near the river and we had stopped talking. Something about the sun light streaming through the fall leaves, the light breeze, and our chemistry possessed me. I lent in an kissed Emily. She passionately responded. We broke off after a while and went back to walking this time hand in hand.

At some point we turned around. Emily decided she wanted to explore a grove of trees that was a little off the path. She and the grove were magical. I had butterflies. We explored the area for a while and started teasing each other. At some point this clearly degenerated into a wrestling match. Ah the old wrestling trick. No doubt she felt my erection. She was strong but I let her overpower me ... I landed on my ass.

There I was lying in the fall leaves and Emily pounced. She straddled me right on my erection. There was no more pretense, we kissed. We kissed for a long time with hands roaming everywhere. I tested the waters and I 'helpfully' tried to remove her shirt and sweater in one fell swoop. She obliged.

Emily’s ample chest was supported by her light purple bra. I did not want to push it too far, so I propped my self up a bit and kissed Emily passionately. She was kissing back and grinding on my cock. After some time Emily abruptly pushed me back to the ground. She looked around to see if anyone could see us and then unhooked her own bra. Obviously, I was in heaven. Given her brazen move I decided to see how far things would go. I waited a while and then I undid the top button of her jeans and started trying to edge them down.

This time she stood up and I immediately thought "shit ... i went too far". Emily looked around again and then kicked off her shoes and dropped her jeans and said "your turn" with a smirk. I complied and we made a bed of sorts out of the sweaters and jeans. This time I was on top. We were both drunk on the great outdoors and lust. I started kissing up from her belly button. When I reached her neck I started to gently grind my covered erection on her black underwear while simultaneously softly playing with her nipples. It was really sensual.

Emily decided to take control for a while and we switched places. I kissed and played with her nipples while she grinded on me. It was a sight. She started rubbing my cock through my underwear, when that frustrated her she pulled it out and did cameltoe slide with her underwear on and her hand under my cock (does this have a name?). Emily had my undivided attention, our eyes locked with desire. This was a beautiful woman who knew what she wanted.

Em's hand snaked out to her handbag and out came a condom. She had thought this was a possibility! After the awkwardness of removing our own underwear we were ready. I was on top and I very slowly pushed. Her face was wanting, once I was fully in we started to move in union. We alternated between being raw and sensual.

It started to get cold, even with the physical activity :) So we decided to call it an afternoon. Neither of us came, I could have but I did not think that was fair. We went for an early dinner and then back to Emily's hotel. Things were less restrained there, two adults had unfinished business.

Wow that took longer than I thought it would. This was my first time writing a real life experience.