I don't know any of you guys or your histories here but will back FunInToronto and Shack on how easy it can be to get a hot hookup with a 20 year old from my time on
Ashley Madison years ago. I didn't even have to initiate. I just wrote a good profile explaining what I was looking for and after ignoring the bot messages some solid single smoke shows looking for fun hook ups would message me and be down for a preliminary drinks followed quickly by getting right to it. One gorgeous and really smart university girl I met we went from drinks at a movie theatre bar to going in and after the show started she led me to the darkened hallway and blew me right there before we had a quick fuck against the wall. Dated her for years as a sort of mistress/sugar baby thing with my main expense being the hotel room and occasional dinners out. Others were willing to do it in their work office, parking garages, even got a hummer and sex in a Hummer at Sunnybrook park once, plus the cheap motels around.
100% agree that just being a normal, friendly guy will set you way ahead of the pack. Not being weird or seeming unsafe is sexy, probably even more so now with this generation's 20 year olds who especially value someone experienced and mature in the post MeToo era and whose same age boys are more likely to be too intimidated or awkward to give them what they want.
Reading this thread is seriously tempting me to get back into this, as opposed to the strip clubs and escorts I've been limiting myself to. Even there I find I get more mileage than a lot of other clients who the ladies will confide in me just don't seem to know how tonact with women. Some of them sound like borderline incels so with that as the benchmark it's like shooting fish in a barrel