(and not having to deal with that social stigma anymore was a nice benefit of transitioning...)
For example using short dress for men probably is more convenient as it allows better cooling for their genitalia which is important for reproductive function and generally for health. Yet outside of Scotland dresses are not considered an appropriate for men and nobody even dares to use them.
This may be true of most modern western cultures, but is quite wrong in general: https://en.wikipedia.org/wiki/Men's_skirts
Now you have lunatics who feel the need to walk around with loaded pistols, but don't want to have a holster to effectively use it. So you see gun fanny packs in some places.
Looking like a dork or a nut isn't appealing to everyone.