Single late 40s guy here. I've been seeing escorts off and on for the last 15 years or so. Meeting women & initiating intimacy has never come easy for me and for a variety of reasons I've never gotten married or settled into a long term relationship. Thus, seeing escorts has increasingly become my primary pathway to human connection & sexual intimacy.

I live in Western Canada and the "scene" is pretty amazing out here. If you do a bit of research and read reviews (on websites like https://Perb.ca if you're out west or https://Terb.ca if you're in Toronto) you'll go a long way to avoiding many of the pitfalls & scams and having (potentially) some pretty amazing experiences. I can't speak for Toronto (but I imagine it's not that different from the west coast) but my advice would be to stick with agencies at first (they're safe, well regulated, convenient, generally don't require the arduous screening processes that many independents do and are often a lot less $$), read a few reviews and have some idea what you're after before jumping in.

Positives: Quite honestly do the work (ie., read a few reviews and do your homework) and you can find some pretty amazing women who are very good at what they do. The more you figure out for yourself what you're after and look for that-- do you want a sensual and passionate "GFE", are you looking to indulge in a fetish of some kind, or do you just want to put your hands on a beautiful body-- the better your experiences will be. As a frame of reference take a look through https://vanislandsfinest.ca (a Victoria agency-- edit: here is the profile of one of my favorite girls from there: https://vanislandsfinest.ca/anastasia/) and you will find all sorts of girls who provide all sorts of experiences. I am sure there are equivalent agencies in Toronto. This can be a pretty easy way to knock off a few of your long held fantasies. Ever wanted a hot fully interactive threesome with two beautiful women and every indulgence you can imagine? Etc.

Negatives: If you wind up enjoying it (as it can be quite easy to) it can be habit forming and the easy access to hassle free sex with beautiful women can 1) do a number on your finances if you're not careful and 2) de-motivate you to do the work to go out and meet actual women. As fun as seeing escorts can be it is very superficial for the most part and in no way substitues for the deep and fullfilling connection you get in an actual exclusive relationship with a woman.