1. My family doesn't like it, but the ones I've told have decided that maintaining a good relationship with me is more important than having their way, so they are trying to be supportive. There are a couple whom I haven't told, and who I expect to lose contact with when I do.
2. Most transguys will say yes. Most transwomen will vehemently disagree.

And I suppose it depends on who's body you're talking about, and which way you swing.

3. Transmen cannot ejaculate. (Or, at least, not the way men do.) Prosthetics come in 3 basic "flavours". Pack, Play, and Pee. Packers are soft prosthetic penises that are designed to give the look and feel of a flaccid penis filling your pants. Of course, there are plenty of strap-on dildos for having sex. And there are stand-to-pee devices that enable one to, well, stand to pee. There are also prosthetics that offer combinations of pack and pee or pack and play. The latter usually uses a flexible rod to enable you to position it up or down, although I have seen very expensive models that have a hydraulic system that pumps fluid through "veins" into the shaft, similar to how a real penis would work. Unfortunately, I've never seen one that combines all 3 functions.

There are also a couple different surgical procedures available that each have their own advantages and disadvantages. I recommend you Google "Hudson FTM Guide" for a lot more good info.
4. Personally, I've not had much luck learning to pee standing up. Still working on it off and on. I did finally get the hang of where to put the receptacle of the STP, but I get shy bladder something fierce. There are a lot of guys, though, who do it all the time.