Thank you Rubberh, the cuckolded husband in this scenario is submissive to his wife, possibly by implication to the wife's boyfriend too I suppose, as he allows him to date her. Sometimes these dates are dancing dates though, so not every "date" leads to his bed, sometimes it's just a fun date with a man not her husband. This isn't the cliche cuckold arrangement where the husband gets treated like pond scum though, that particular thing isn't to my liking personally, even though I've written a story with those specific elements before.
So the husband in my scenario wants the physical experience, maybe, of being with another man in some way, so bi-curious at least, but he can't necessarily "do" that while dressed as a guy, hens the dressing up and becoming an alter ego faux female character. I'm wondering if romantic attraction for another man might be a bridge too far in this scenario, especially for a man who's only curious. Long term chastity play might alter the husband's desires though; what he might be up for with somebody else. I could possibly see the wife character (me) telling him he's to be in chastity until this thing gets worked out, so during any double date as well. The reasoning is simple, sex for her doesn't always lead to a big O, so why should he expect any more? Maybe a bit of a bitter pill to swallow, giving something wonderful to somebody, but not getting something for yourself in the process.
A small chastity device of some kind would aid in hiding the husband's guy parts, (we've played with these things in real-life, so that also works) but such also make it near impossible for him to have his own big O while potentially taking care of his date. In real life he's a generous serving man, but without a big happy finish for him there might not be any motivation for a repeat; been there and done that myself more than once. Then again, the post orgasm clarity for him might be a bit much too, as in "what the hell did I just do?"
The new man's own motivations are crucial here, is this a first for him too, or a "this will do to get myself off with" or even a "I'm looking for a soulmate" thing? Is he on the rebound from a failed relationship, perhaps with a woman even, and he curious himself what the other team looks and feels like? I can't imagine that any guys like to be used for sex, straight, gay, whatever, I'd assume that's kind of universal. Then again, maybe he's a bit new to this as well, and both "guys" are then forced to learn as they go. I suppose that could make this a bit more playful and fun, but maybe something too far from my own experiences to actually write about. I just don't want to get too deep into specific guy on guy sexual practices either, as my ignorance on such will become quite obvious.
It's so much to sort out that maybe it's something to drop at this time even, but I sincerely appreciate you words here, thank you again, Jackie.