This happened a few years ago. Back before Tinder, there was a website that’s moniker was “life is short, have an affair”, before the huge data breach that revealed all of its accounts…
I had an account, paid membership all of that stuff. I was looking for some on the side for my own reasons. I was in Chicago for an almost month long school for work. While I was there I thought I would try that area on that site, the class was in a northern suburb. I set my search area to see who was out there. I sent a couple of messages and within a couple days had a response. We chatted a little back and forth and she gave me access to all of her profile pictures. She was a few years younger than me, on the shorter side, with a little shorter than shoulder length brown hair, cut in a way that went well with her cute round face. She wasn’t skinny, but not overweight either, she was thick in all the right places. A few questions led me to find out that she’s a roller derby girl, that in itself was hot. Her body showed her athleticism, her calves, thighs and butt showed of years of skating, but what overwhelmingly stood out was her enormous breasts, they were also very prominent in her pictures, she did like to show them off! I asked, she said they were 36H cup. We chatted for a few days and decided that we should meet. We decided on a public park between my hotel and where she worked.