I'm still fairly young. I came out at 25 and started hormones at 27. I just transferred down to a community college from a somewhat relevant university (ASU), to get closer to UCSD/UCSB and into a more tolerant environment where I can get some procedures covered. It took me a while to come out because I was in the military, but I might never have come out if life hadn't gone to hell there and I was more or less forced out of the closet lol. At any rate, I like to stay stealth for a lot of reasons. It's not safe out there, it seems to be harder to pass as a girl if you were born male, and people really hate "men dressing as women" and "men using women's bathrooms." I think it's a smaller battle and it takes more courage than I have to get up and fight them (especially in person), but I'm looking for ways to end the war. That part is a story for another time though.
To me it seems like one of the biggest expectations of men is that they must treasure their masculinity above pretty much everything else. Many see being physically, mentally, and emotionally male as good things that come with high expectations, and as the pinnacle that any human being can reach. It's why our language has the term tomboy but not a gender appropriate "tomgirl" term, if you will. Anything that applies to a fem guy is pretty much a negative comment or derogatory insult, where as tomboys are seen as being just adorable because they're trying to take steps forward, not backwards as we are. Lots of people still think that men are destined for better things - lots of dreams of having a baby who's going to be a CEO or a president seem to go out the window when someone has a female child. Many men also seem to value female fertility with a heck of a lot of importance.
That's not to say everything is all butterflies and sunshine for genetic men or FtM though. I'm not a believer in white or male privilege, at least in the way that most people toss them around as if privilege is exclusively theirs. Every demographic has perks, problems, and positive and negative attributes and generalizations. For example, white men have the highest rate of suicide of pretty much every demographic. The opposite tends to be true for black women in our society. Black men are often presumed to to be enormous and freakish experts in bed (which is something that most men would like to have assumed about them lol) which is the opposite of what most Asian men get. I guess that's a bit of a tangent but my ultimate point is that it's a lot cooler to want and strive for masculinity than femininity.