I've been posting both here at home in Toronto and on my regular business trips. This success story comes from a post I made a few weeks ago while I was in NYC on business (bear with me, as the story ultimately takes place in Southern Ontario).

R lives in the NYC area and sent me a DM. R grew up in upstate New York and was very familiar with and had spent significant time in Southern Ontario. We made plans to meet in NYC near my hotel for a drink and more. The day came, and as luck would have it, she came down with a cold and wasn't able to meet up.

We expressed our disappointment to each other, but as my NYC trip that week came to an end, R told me that she was going to be visiting family in upstate NY this week and that she could use a break from her family time with an adventure across the border. With that we triangulated our respective coordinates and settled on the Canadian side of the Niagara region as being a central meeting point.

It wasn't lost on either of us that the date we settled on was April Fools' Day and I'm sure we both had a nervous feeling that the other might ghost or bail given that we were both committing to a relatively long drive to meet.

While trading some cheeky messages and pictures to build up the anticipation, April Fools' Day quickly arrived. I booked it out of downtown Toronto after work and made it to Niagara and into the bar underneath a cute boutique hotel that R graciously booked for us. We shared some gummies, had some food and made our way to the hotel room.

Once we were there, we worked some of the inevitable awkwardness out by starting a classic '90s movie on the TV in the room. As she stood in front of the TV, I came from behind and started caressing her and softly kissing her neck and back. My hands wandered all over her beautifully curvy body, feeling and exploring her torso. By that time, I'm sure she could feel my cock hardening against her ass through my pants. I suggested we relocate to the bed, where I began to kiss her body up and down until I found my way to her pussy. What a pussy it was! Beautiful lips and a distinct clit that I was fortunate to feel throb in my mouth over the course of the next 4-5 hours.

We traded exploration of each other's bodies, each carefully teasing and pleasuring the other, alternating between each other. I had originally written that we each came 3-4 times over the course of those 4-5 hours, each time slightly differently than the previous - however, R corrected me as I was drafting this post that she actually came 10-12 times over our night together. One time with my tongue and mouth on her clit, one time with my tongue and mouth on her clit and my finger(s) inside of her pussy, one time with my tongue and mouth in her pussy while she had a toy on her clit, one time with my tongue and mouth on her clit while she had a toy in her pussy, one time with my tongue and mouth on her asshole while she played with herself. I may be missing one or two other positions!

Each time I could hear her moans and her breathing get increasingly louder and more intense. I loved hearing her react and feeling her thighs squeeze my head tighter and tighter. As things got more intense while I fingered her, I could feel her pussy tighten and pulsate against my finger. By the end of the night, my face and beard were completely soaked.

She was a generous lover as well, exploring my body in different ways as well. Equally talented with her hands and her mouth, R was slow and sensual and created such an enjoyable experience for me. She stroked me in such a sensual way, I could feel myself throb and get thicker than I have honestly ever felt before. She was incredibly attuned to my moaning and clearly into making things pleasureable for both of us. I don't know if I've cum that often in 4-5 hours before - including in her mouth and on her face in separate occasions. We wanted so desparately to fuck, but unfortunately we ran into some condom-related mishaps which got in the way.

We ended up capping off our 4-5 hours of hot sex with a few hours of sleep before I made the drive back to Toronto the next morning. This was truly a unique experience for me, and I'm grateful that R made the trek across the border to make it happen. I can't wait to see her again in NYC, in Toronto, or maybe somewhere else in Southern Ontario!