Like many on here I´ve lost count but its well into high 4 figures, maybe 5. Started young and been at it for 15 years now allowing for time off when I´ve had kids or plastic surgery. Did night clubs (aka brothels) when I first got to Europe so very busy some nights 8+ men.
Now settled down to a routine, try and work 4 days per week, more if the week is slack, and try to see 4 or so per day. Some regulars I´ve seen many times but many one off´s too. Probably 33%, also regulars come and go, so maybe in total 1/3 of dates is repeat business (one even became my partner for a few years). So something north of 4 per day, x 4 days per week, x 48 weeks a year x 15 years x 33% being repeat business. So I´d say at least 4 x 4 x 48 x 15 x 0.66 = about 7,600 probably a lot more as not sure I really get 33% repeats, rather guys who become regulars.