If you forget about this trophy and make 2 female pawns you can still get this trophy without restarting. Just get to the Black Cat shop in Gran Soren and buy the Set of Ladies Garbs. Then save the game.
Then start up a Speedrun it will ask you to edit your character here you can change your character's gender then run to the innkeeper in Cassardis and manage your inventory and the Set of Ladies Garbs will be in there. Put them on and the trophy will pop.
Then you can quit as you can't save in Speedrun the game won't autosave over your main file.