Unfortunately I’ve never been fucked by a male. As a closet sissy, the only female to ever see me dressed up was my mom. My wife hasn’t and definitely wouldn’t be supportive, not at this point anyway and I doubt ever to be honest.
It must be wonderful to have a spouse that supports you being a sissy and especially if she’ll have sex with you while you’re dressed. Even better would be one that would support you in it, participate with you in it AND allow you to have interludes with a male. Must be nice… I’ve had some experiences with men but none that have wanted to pop my cherry yet. Still waiting…