So this happened A LONG time ago, like 4 or 5 months ago. Just never got around to posting it until now, but the fun memories are still fresh in my head. Also, I tried post this before the mods kept deleting, so posting again.

I made a post for my business trip to toronto, and I had one lady respond that seemed genuinely interested. She was also extremely nervous since it was her first time doing something like this. We chatted for days and got to know each other, I think that helped us both calm our nerves. She even wrote me a little story of what she imagined our meeting was going to be like, which was EXTREMELY hot. She sent me a picture of her body in her underwear and the teasing and anticipation could not grow anymore than it was. She was also older than me (about 5-10 years older-ish), which was a new experience I was really looking forward to.

So the day I reached toronto, we met at a pizza place near my hotel to grab dinner first. She was absolutely gorgeous, wearing a sexy white sleeveless dress. I'd guess we were there for about an hour, talking about the most general things about our lives, but it was great because we were connecting really well.

So I then asked her if she would like to join me back at my hotel. She agreed, so we get to my room and sit on my bed. She was really nervous, so we started out slow. Slow touching and caressing with soft kissing. I was enjoying this very much. She was crazy beautiful and had a great sexy body. The soft kisses turned into heavy making out as I laid on top of her, kissing my way down while I took her clothes off. I got her down to her birthday suit and I just could not hold back. Kisses the side of her neck, sucking her tits, kissing down her tummy to her beautiful pussy. I was taking my time eating her out and fingering her, enjoying every second. Her cumming, moaning and withering was the biggest turn on. I don't remember how long I was down there, but after a long while, I eventually I crawled up to her to kiss her more, and asked if she'd like to fuck. She asked if I had a condom, and I'm thinking 'girl of course, I stay prepared'. Got the condom on, and slowly fucked her missionary. The body contact, kissing, passionate fucking was just amazing. I had her to get on all fours so I can fuck her doggy. That's when I picked up my pace and things got a bit more rough. I finished with huge satisfying orgasm.

We laid together for maybe half an hour just chatting about how this experience was, how crazy people are on reddit, etc etc. As she was leaving and telling me what her weekend plans were, I found out she was a milf, and that just made this whole experience so much sexier. It was a great night, one of my favorite success stories.