There are many legit country clubs that charge $100k/year.  So that's not even a great price point, if you are looking to compete on any level of quality.

Some other issues:

1.  There is no discretion once you put people together in a place.  You can have people sign non-disclosure agreements, but in reality it doesn't work.

2.  How many escorts are servicing how many men?

3.  How would you even begin to pitch the idea of value to prospective members?  $100k/year means I spend $8333/month, $2083/week, or $298/day.  Why would I pay $100k upfront when I know I could easily drop $300/day and get variety and not be constrained to the rules of a country club and potentially have that info leaked?

On the last note, even if I was to spend $500/day three days a week for the year, that would be $1500/week or $6000/month.  That's only $72k/year and I'm getting a better class of pussy, theoretically, with the world as my oyster.

Sounds like a very, very bad idea to me.