It should go without saying that you show consideration to a new partner, male or female. Both of you need to know what works and what doesn't, I know I have a long cock, but I'm only medium thick, not a beer can but wide enough to cause a bit of stretching. So in anal, because I'm not too thick, it's easier for me to go balls deep if I angle my cock in the right way, which brings a fuck into a hot new dimension both for me and the bottom.
I'm very lucky with my girlfriend who takes far more of me in her pussy than I expected. That's because she and a couple of girlfriends started experimenting with dildos to see how much of a cock they could handle. Cindy found she could take an eight-incher without hitting her cervix — and for me that makes for an awesome fuck. She can also take all of me anally.
But whoever I'm with, I always listen to my partner