you may not be looking to cross dress or anything, but you are.
I'd say there's a difference between putting on a lingerie set, heels, a dress, and makeup, and wearing a set of underwear
#2 only to the degree he's starting. If you talk with CD's and TS's, the instant that first panty went on and they liked it, they became a CD. He likes it, he "discovered I have a juicy, bouncy booty." So ya, he not only dresses in women's clothing, but he enjoys it and he's admiring his feminine self. He's a CD.
My husband often wears panties though not mine, He has his own collection and i even buy some for him, Even though he wears them to me he's all man and seeing him wear them turns me on too touching his firm manly body through silky soft panties is realy erotic especialy his ass and it gets me very wet everytime, We've even had sex while he wears them, So CD or not i hope the OP enjoys himself.
My wife loves to have sex with me wearing panties and pantyhose, she gets dripping wet .
She loves to rub herself on the pantyhose .....