Before transitioning I flew twice with my identification listing me as male, dressed no different than the average female, leggings and everything tucked away and breast forms, face fully cleared of hairs. Presented my ID and was sent on my way.
If you look and act the part along with if questioned speak in a female tone nobody is going to question you unless you are selected at random and even so if you act normal the likelihood of any issues are low. I'd think that if one's baggage was scanned and they found gel breast forms you would be more likely to be questioned.
I'd say if you can act natural, no signs of nervousness then go for it.