I love t-girls. I've often fantasized about being transformed into a guy's t-girlfriend. :P
For me, dressing is purely for sexual purposes. I love getting all dolled up, slipping some sexy panties up my smooth legs, tucking myself back, and putting on a nice short skirt. For me, the turn-on is the nature of what I'm doing. That I am transforming myself into a girl with a little secret. That I am forgoing my masculinity (except for what's in my panties hehe), and changing my mannerisms, adopting a high-pitched, passably feminine voice. Nothing turns me on more when I'm dressed than fantasizing about seducing a straight man. Making him give in to his deepest desires. ;)
I'd certainly go with Black Flag and Edward. I loved the open world exploration feel that the game had to offer. And being able to sail and upgrade your own pirate ship was amazing and immersive. That boarding system was incredible! There were aspects of the game that reminded me of Sid Meier's Pirates!, which I loved back in the day.
While I do enjoy playing my PS4, I must go with PC just because of the versatility it has to offer. I love online gaming and having a keyboard definitely makes communicating a hell of a lot easier. :P