You know I’ve responded to some of your questions by PM before so I hope some of that helped. Let me ask you something… Have you ever dated anyone? You don’t have to answer. The reason I asked is because getting to know a transwoman and asking her out is just like with anyone else. The only thing that matters is if you two like each other. I wouldn’t worry about being a virgin or having a small penis (You never said how “small” it was. It’s probably not as “small” as you think…) either way I wouldn’t worry about it. And I don’t think I would ever tell any date that I thought my penis was small or that I was a virgin. Believe me, if you two hit it off and you get that far, things will take care of themselves, trust me on this!
As for someone “walking in on you,” I don’t know your living arrangements but can you lock the door? From your profile I know you are over 18 so you are an adult. I live alone so if anyone were to “walk in” on me and my date, I would assume they were an intruder and deal with them accordingly…
When I was a teenager, my girlfriend (yes, the “Stephanie” I have written about) and I would make extensive use of my parent’s basement “rec room” and during the summer we had several “makeout sites” where we could go. Cars can be great places to do it as well.
As for telling anyone or “explaining” that your girlfriend is trans… There’s no need to “explain” anything. It’s nobody else’s business. Period. And the decision to “tell” anyone is hers and hers alone.
If someone called me or my date “gay” or “faggots” I would simply tell them to “Fuck Off!” If I had to defend her or myself from physical attack I am quite capable of doing it. If you are scared of going out alone, then go with friends. There’s always strength in numbers.
And if she tries to touch you… Whatever you do, DON’T ask her to stop!
