But you could do something similar to how my wife did it to me. She got me started by wearing panties and soon she had me wearing panties every day. Soon she started adding to me, getting me to also wear a bra and other items of lingerie ... After a while she threw away the last of my male undies, which I hadn't worn in a long time, leaving me with nothing but sexy lingerie to wear. Then she got me to wear other things, like women's jeans and tops ... And that is how my wife did it.
It is great going out dressed and she loves it too!