I'm on the verge of an OTC first - if she doesn't back out. My curr fav has accepted to go on a business trip with me. I brought it up with her in the first place, just to get her reaction and as a converstation started. Figured she'd give me some lame excuse why she couldn't go, but no, she was definitely interested. I told her that I'd look into the schedule and get back with her. She actually asked ME about the trip before I brought it back up with her.
So, I have arranged the date and informed her; she said she's going, though its still a few months away.
Because I thought there was no chance of a "yes", I really didn't think it through and have some concerns. First, we either have to fly out of two different airports, or I need to drive to Indy - or she needs to drive to South Bend. Not a big problem, but a bit of a pain. Actually, both of us flying out of SB is a problem if my family sees me off. (don't want to tell fav to sit away from me and pretend she doesn't know me - that might be a mood breaker for sure)
Because my trip actually requires me to "work" during the day, what does she do until 5? I have to make sure there is an outdoor pool so she can tan, for one thing. Then, I might have to let her take the rental car? (bad idea!!)
Another problem is my valuables... gonna have to be careful. I trust her, but there's always a chance that something could come up missing.
Lastly, the city to which I'm traveling is one of the prime destinations for strip clubs (and extras). IF she backs out, I know I will have no problem finding "entertainment". I have considered that she might be thinking about finding a club to work during the day while I'm at work - I doubt it, though.
It could be a very interesting and fun trip - or it could be disasterous. Has anyone else attempted to take teir fav on a business trip?


You should probably be asking her some of those questions. However, some of the others seem pretty obvious to me. If you prearrange the "complete strangers" facade with her beforehand, and agree to keep it up until the plane lifts off, I don't think she'd see it as a mood killer. She probably doesn't want to confront your family any more than you do. You know her and your family best, though.
Then too, what do you do if you've spent all the money, and she just doesn't show up at the airport?
As for your valuables, if you can, use a hotel with safes in the room. That might be a deal killer if you don't handle it right, of course. The rental is a no-brainer; it's likely to be company paid if this is a business trip, so you can always use that as a reason. Plus, most rental agreements have all authorized drivers' names on them, so think about who might see that. As well, insurance, either yours or the rental company's, won't pay for accidents had by unauthorized drivers.
You didn't mention one important thing, which means you didn't think about it, or it doesn't matter. The cost. If you're paying her way, I'd have to think she's going to want a level of remuneration consonant with what she'd expect to be making at work over the same period. Maybe a little less, because it's guaranteed, but also maybe a little more, because it's exclusive. Even if she's treating it as a vacation, and paying her own way, she's gonna want something for the time she's spending with you.
I've thought about taking girls on short trips as well, but these types of things have kept me from actively pursuing it.