Another comment too good and lengthy to send into the void, but potentially too scandalous for the prudes in prudeville…
Orignally left on the hub, Men In Lingerie: The Secret Power Of Panties, Skirts, and Makeup
I don’t think for most men who wear lingerie that the ‘look’ is all that important. Most men who wear lingerie do not go out dressed as women. He knows that he looks nothing like the beauty that even the average woman can look in pretty underwear. Her very female shape is enhanced by her lingerie. Very few men can be as well turned out as a woman as a well turned out woman can even in a skirt and jacket. She has ‘it’, that he doesn’t.
It is more to do with sensory effect. The ‘Feel’. I speak from my experience. I just love the soft, silky feel on my skin and the ‘tighter’ feel of panties. Stretch fabric enables comfort but still provides that tighter, more skin-close sensation. And retro ‘granny’ panties, the full cut nylon-type kind, have a wonderful feel on a gentleman’s manly parts.
I like the ‘look’ of the underwear itself. The lace, the sheen. I even wear a bra sometimes because of its sheer prettiness. My slips are beautiful garments as well as so comfortable. So much so that I wear a medium length slip under my ‘men’s day clothes’ most of the time. I like to know that I have a lacy edge around the hem. I like the feel of a tailored bust-line.
I like stockings. Not tights (pantihose). I like the feel of suspenders (garters) ‘tugging’. I can feel the difference of my trousers against tha small strip of thigh at the top of my stockings and the ‘slide’ of the trousers over the nylon of on my legs.
Not all chaps can ‘look’ girlish in their features, even with cosmetics. Some of us know full well we look silly pretending to be female. But the ‘Feel’ is what I like.