QUOTE "..She is bi. We have batted around the idea of a threesome, but we haven't really fleshed out the details.....
...Two questions: Should I just try my luck at a local club or make arrangements with one of the ladies on the board? .....,
..... how do I broach the subject of calling an escort? I am not sure how she'd feel about "hiring" someone. Would she be disgusted? Would she think I am a total perv (Well, I am, but...). "
Answer to Your questions - Hire a Pro - to explain this to your FWB gal, say
You want to keep the two of you safe and clean, NSA, so you have done a bit of research on escorts/ brothels- your findings being that in most cases, Pros are less risk for std , psychos, etc!- safer than picking up a girl at a bar or club, and, usually a Sure thing! As for the hire/pay part, just say to your gal that You have No problem spending money to hire a professional to keep you and her safe. She most likely will respect the fact that you are looking out for her safety as well .
This way, you both have fun, and then its over until you hire again.
Answer to your Second question, IMO, She won't think you are a Perv if the two of you have already discussed having a threesome, and she sees you as an average normal male! If she does think you're a perv , remind her " We had discussed a threesome, and if it would bring you pleasure, then I want to do it and I would enjoy seeing you with another woman ! I of course want to make sure she is NSA, safe and clean. I feel professional is better especially for our first encounter! "
This is all assuming, as your wrote, that she really is Bi, and is interested in a threesome. If she is Not totally into it yet, Don't push it. Let HER be in charge- and included in the selection process! Ah, and there is another good point! Tell her by hiring a Pro, the two of you can learn a lot more about the pro before the date! The two of you together could spend an evening looking at websites, reading reviews on gals that have met with couples, gals that are truly bi, and let Your gal pick her favorites,...have some fun while doing your research together xoxoxo
Hire a Pro, and Let your Woman be involved in the selection, When she is ready, and all should go well
HAVE FUN!