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Last edited by TequilatoKillYa; 03-02-2011 at 03:28 PM.
Show him your favourite spots (just make sure no one there knows you too well). You'd be surprised at how many guys like comedy clubs, even the higher end clients - there's nothing like a shared laugh.
The problem is that most entertainment finishes around 10pm, so from then on you're left to entertain him on your own. I'd definitely finish up at a strip (club if there's one you won't be recognized at): hot girls, fun atmosphere, alcohol and you get to support other working girls. Bonus is that its open late (less time in bed before actual sleep) and he's super turned on by the time you leave.
Other ideas:
- local theatre
- concerts/jazz/salsa clubs
- 'neat' dining experiences - my favs here are dine-in-the-dark, one with a real grass floor, korean bbq for lunches and one that did only liquified foods (like a caesar salad smoothie ewwww).
- underground clubs/private parties if you know of any
- cool areas of your city - in Toronto I like taking clients to the different ethnic pockets of town
- something tailored to his interests - if he likes rock climbing take him there, if he likes golf take him to a nice course in your area, etc. If you customize the experience and take the time to make it special for him it'll pay off in spades.
Make sure you have a check-in friend you're texting or calling at a set time every day and make sure that friend knows where you're supposed to be at all times.
Have fun!


Wow what a great answer thank you so much! the dine in the dark suggestion was amazing but I do not have that in my city, I would have LOVED to try that. I live about 5 hours from toronto but he has meetings every day and doubt we will be able to. Also how did you go about getting the money up front so Idont need to think about all day I can have a wonderful day knowing that I had 3500 cash in my car? (very good alarm system in it no worries)


I suggested to him Rockclimbing, going to a spa for the day together, horseback riding, visiting a museum etc, incase they are ideas you might find useful at one point
Edit: indoor rock climbing, at this time of year![]()
SPA!!! Girl, I'm jeloussss. Have fun!
No problem!
Hoseback riding is a good one, I hadn't thought of that. I hate taking clients to museums unless I know a little about the exhibits, plus there's a good chance he's gonna want to hold your hand, rub your shoulders, etc. a little too much for my liking. I'm just not a PDA person. Plus some of that stuff is only open during the day so you're going to have to work around his work schedule.
As for getting the $ I'm not sure how you can spin that, its a little tacky to ask and in person it ruins the illusion.
If you're emailing him maybe try something like "I'm a little shy asking this, but do you think there's anyway we could get rid of the financial stuff at the beginning of the day? I really want to relax and enjoy our time together. I'd hate to break the illusion at the end of the night, I'd feel so much more comfortable not dreading that moment. I'm so excited to see you!" ...or however that idea sounds in your words
I'd definitely go for the to-increase-our-enjoyment-of-each-other type reason, he's going to want the best possible experience for his investment. Besides, if he's going to give it to you anyways it shouldn't be an issue to give it to you early. The only things I'd steer clear of is anything tacky - "before we go out may I please have my envelope" type stuff or anything that makes you sound like you distrust him (like you might think he won't actually pay you).
Huh. Okay, that's actually not very constructive, I'll revisit this later today.
I remember seeing a great line on here about getting money upfront for dances that I think would work great for you: Let's get business out of the way first so we can really enjoy ourselves. Or something along those lines, I can't really remember off the top of my head, so I hope someone else can chime in who knows the ending better. If he's ever frequented escorts though, he'll know to give you the money first.
ALWAYS get the money up front ! EVERY time !
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