The short answer is yes, probably.
However as Pramrider said, it it would depend who. I was on good terms with a colleague where I worked who was an M2F transsexual and into BDSM (ie: about as open minded as you can get) and after telling me about some schoolgirl roleplay/spanking establishment she visited once, invited me along.
After politely declining and trying not to choke on my lunch, I nearly said something like 'thanks, but I prefer to regress a little further back than my school years,' but held back, ostensibly because she was a manager where I worked and I just wasn't confident she wouldn't let it slip in some way (but maybe I wimped out and that was the pretext.) It's a pity, because I know it wouldn't have phased her and she would probably have supported me no end, but that's life I guess.