This happened a couple of years ago when I was early 30’s and I matched on Tinder with a woman (Sally) in her late 40’s. This is my first attempt so sorry if it’s long and not a great read!
We matched early in the week and the chat was fairly bog standard with a little bit of flirting, and we were close to arranging going for a drink but our schedules didn’t match up.
However, on the Friday I went out for what turned out to be a boozy work lunch, which made me more cheeky (dutch courage etc) and she’d had a night out herself, albeit not drinking.
We were chatting as she was on her way home and I jokingly said she should get off at a station near mine and get a cab over. Sally said how she’d actually now passed that station; however, her car was at the other end and, if I were serious, she’d drive back. I thought, why not, so said yes.
The messaging continued, with both of us agreeing that if either of us didn’t fancy it/feel it when we met then no hard feelings and we’d go our seperate ways. She eventually reached her car and drove towards mine messaging me that she was 5 minutes away.