should I start transitioning, would really appreciate honest advice

[Ms Grace]

This is a major life decision. You should be as certain as you can be that this is a path you want to take. Yes you will lose aspects of your male life which you either didn't realise you had and/or which you took for granted, but if this is the right thing for you then you will gain so much more. But keep in mind there is a massive difference between wanting to be able "to look like a beautiful girl" and living your life as a woman. People who go down that first path are often disappointed because they are chasing an ideal even cis women rarely feel they've accomplished, the people on the second path are usually much happier with their life, the goals they reach, etc.

[retransition]

If you transition but later decide to back out of transitioning , you cannot go back to being a man in their eyes. as you have told everyone(family,coworkers,friends, and all others) that you are a woman. No one will ever think of you as a man again.  Even if you stop dressing as proof that you stopped they will always doubt you.

This is a very real challenge - once the cat is out of the bag you can't ever truly put it back in again.  Since with some guys (and I am talking specifically about guys here) there is a pecking order where they look for any reason to see someone else as less of a man then themselves - having come out as trans is something that they will always remember you by and all the reason to see you as not part of the patriarchy (in other words, in their eyes seeing you down amongst all the women-folk, "->-bleeped-<-gots", wimps, nerds and all other humans who are inferior to real men.)

But I think the type of man I have just described, though certainly still very much alive and well in the 21st century, does not represent ALL men.  I have "detransitioned" and I feel fairly confident that some guys - even knowing my history - see me as a guy who just went through a phase. 

Again, I think what you have described is still real - but I see it as just another indicator that the patriarchy is still rolling along for some - but that these types of assumptions can be overcome both on an individual and, hopefully, on a societal level.