Any tips/experiences meeting one of your favorites from Boston while she is touring a different city?
Or just travels to a different city?

All hotel rooms look the same but the dinner date will add an element of excitement and novelty!!

...traveling there just to meet her might be considered stalker like behavior.  I don't think that will help "bond" with her...

It would have been discussed and of courses "ok'ed" by her, with a confirmed meeting in that city; I am not referring to randomly showing up and then let her know

Those are great ideas too; some of the ladies are more open or available to such proposals than others; worth considering!

My point didn't have anything to do with discussing it with her beforehand versus randomly showing up and then letting her know.

I know him. He's a regular client and universally adored by our girls. He also travels a lot for work. I agree that it would be creepy to just show up in a different city to meet an ATF. (Hopefully she would have rigorous enough screening to weed out people like that). But anybody with that much money wouldn't have the time, and those with the time wouldn't have the money. In this situation, YBenL travels a lot for business. If the word of like half our regular rotation of girls is any indicator, then a provider would be delighted to see him in whichever city they're both in.

The only bond between you and a provider is the benjamins. Real life is quite separate

Thanks and Chelsea is so special and worth cancelling/postponing flights for if circumstances allowed

Thanks for all advices, suggestions and points of view.

is to give her some space and let her go do her thing on her tour.  If you really want to try to bond, book her for a trip together where you can spend a lot of time together instead of just hooking up in a room in a different city.

When a beautiful lady looks into your eyes and asks "when can I see you again?"; while we were trying to say goodbye for good 5 minutes and planning the next date, I got the message that we mutually would be interested in meeting again soon.

Unless you have started meeting her without a cash transaction involved, in this world "when can I see you again?" usually means "when am I getting paid again?".

One of my Mass sweeties met me in NYC for a lovely time including dinner out. I found it exciting to have him there and appreciated the effort he made to travel there for me.

None of us knows your situation better than you do.  If you think it's a good idea and she says yes then go for it.   But remember this is pay for play and no matter how great you think everything is, the likelihood of this crossing over into something more is very small.  Boundaries my man, boundaries.