The date went OK. Obviously, he's not my type--and the problem was I knew that and he didn't. I think he was also very intent on proving to both of us that he was the man in the relationship. However, he can be a bit overbearing regardless. Very early on in the date, I started realizing I picked the wrong top because if he was aggressive enough, he'd find out that I was wearing breast forms very quickly. I did flirt and we did kiss several times. The girls saw to that. There will be another date. The key for me is to get the practice they want me to have without leading Roger on too much. He did put his hand on my knee and felt how smooth it was in the pantyhose. I asked him if he liked his pantyhose as much as mine and that stopped that, but I am sort of not supposed to treat him as anything less than 100% masculine.
As for why he isn't furious with me about the feminization--he's not happy about it, but I've mostly stood back and watched. He knows I'm part of the girls who did this, but I haven't been the one giving orders--they've been careful about this.
You'd have to ask the girls why it's so important that we date. It's sort of a right of passage and I guess it is the ultimate passing and a bit of a head trip, but it's not like Jill or Cindy are dating guys all the time. I think if we had steady boyfriends or dated guys on our own or something, they'd be very unhappy.