My own experience is this: The vast majority of people don't want to be involved with crossdressers. Sure, they won't try to burn you at the stake; but that doesn't mean they consider crossdressing just another 'hobby'. Most people automatically consider us either gay, or just denying it to ourselves. The men in the relationship may avoid any one on one time with you, to avoid any suggestion that they have the potential to do the same as you are. The women while usually more tolerant, will usually also do things such as carefully avoid leaving you around any children, as again, most people consider us sexual deviants and dangerous to children (and as such, if anything happens to a child, you will automatically be considered person of interest #1 until proven otherwise). As far as the ladies already knowing, well, not necessarily; women usually don't want other women knowing that their husbands are crossdressers either; it's a suggestion that they made a bad choice in a partner. So your ex to be may not tell about you. Either way, as mentioned above, there's no reason to expose yourself as a crossdresser unless you have to. Remember, the odds ARE NOT IN YOUR FAVOR, no matter how much the pink fog may suggest that everything is just wonderful and everyone loves crossdressers, or that once they know you, they'll love you anyway. Unfortunately the world doesn't work that way, and if you intentionally out yourself, there's no going back. If your married friends are part of the rest of your social or business world, the word will spread and EVERYONE will know. Remember; always consider the WORST possible outcome, and if you can live happily with that, then go ahead. That means losing all your friends, having everyone at work know, all your relatives know, being considered a pervert by most of your society, and possibly becoming the first one to be considered expendable should there be layoffs at work.
Be careful. There's no turning back once you out yourself. The number of people who know a secret that can keep it a secret is ONE.