He's been on a whirlwind of trips for a couple of months and he doesn't live in Chicago, soooo... this week I'll see him for the first time since taking the plunge.

I've talked to him all summer but felt like this was an in-person kind of thing.  We aren't exclusive and I know he's seen providers in the past, so I don't think there are any ethical issues here, but how does this conversation go?  When?  Not first thing but before anything happens, right?  Has anyone else had this convo before (from either side)?  Tips?

Also, what should I charge him for the evening? ;P

take a number dispensers by your bed.

A fish bowl of condoms might do the trick too, but when he's here we stay at his place in the city.

It is a sixty minute timer.

-- Modified on 9/8/2014 10:15:10 AM

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Or will this be a week of monogamy?

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So I guess that means his dinner is OTC... lol

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I'm open to both :P

and then tell him when you are done.

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Rather, I told him my rates.  So we'll see.

-- Modified on 9/8/2014 3:03:48 PM

You did not grandfather him in at $0.00, what he paid the last time?

And he definitely paid more than *that* last time.  

I thought when escorts have a SO, they get it for free AND the lady supports him.  My how times have changed.

Pimpdaddy's beware, your free ride is over, haha!

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I think I was probably over the whole thing anyway...  ah well.

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Was that your way of breaking up with him? That's pretty clever haha