Just saw this thread.
Any updates on this (probably very limited) scene in Montreal?
There are many clubs in Central and South American countries with this type of freelancer format. The clubs are typically set up for this, so it's not 100% true organic, but otherwise the concept is similar. One good part is that since the girls are "known" at the club, there is typically some quality control AKA much lower risk of a rip-off. This would seem to be a higher risk in a less organized and controlled environment like might exist in such spots in Montreal.
At the places I've gone in other countries, depending on the venue, it's typically fun if not a thrill to walk into one of these clubs, get a drink and settle in, do a walk around to see the options, have some prelim convos with a few to narrow the field down, and just let the night progress. You might have drinks with one or a few if you're having trouble making up your mind, have more drinks with the girl of your choice (maybe some mild petting and kissing thrown in), then make a deal for an onsite room, or back to your hotel, or maybe off to dinner first then action after. With the true freelancers that aren't obligated to go to the club, you can make all sorts of social and intimate arrangements for multi-hour dates or longer. At the top venues you can meet and greet dozens, and in a few places 100+, girls generally in the 8-9 range. Your head will be spinning. It's a wonderful scene.
Montreal will never have venues quite like this, but I'd be interested to know any hot spots where you might find at least a few options for freelance company. I only ran into this once in Montreal, in the bar in the Omni Hotel. I was sitting having a drink by myself, probably reading stuff on my phone, and there was a middle age guy and a young woman conversing one seat over. The guy was in town for a conference or something, and it was clear they didn't know each other. Well this woman was young and attractive and very charming. I was filled with an interesting mix of curiosity and jealousy as she charmed (worked) this guy for almost an hour. I was probably partly hoping she might free up so I could meet her next. But they finished up, she gave him her number and a kiss on the cheek and walked out of the hotel. Maybe I need to hang around the hotel bars more lol. But I always have a list of ladies I want to see when I'm in town so time is short.