/cgl/ - Cosplay & EGL

I didn't know which thread this would be most appropriate in so I just decided to make one.

I'm a guy, it's a dumb story but one of my friends saved my life basically and I told her I'd do whatever she wanted to make it up to her. She is into cosplay and lolita and she later linked me pic related and said she wants the two of us to dress up like this. This is pretty much as far away from my comfort zone as possible but I don't feel like I can say no so I'm going to try to be a good sport and have fun with it, I essentially just said "sure sounds fun" and she's massively looking forward to it. I told her she could just pick out the clothes for me but she said that'd be too easy, she wants me to pick out my own co-ord (I've been doing a little research on the terms and stuff) and she'll match what I pick (she wants the theme to be sweet lolita). There's no deadline or anything, she just wants us to go to whatever convention is happening nearby whenever we have our outfits

So... How do I into lolita as a guy? I don't really have to worry about price because I've got money and she said she'd help cover it. I've never done anything like this before though, I don't even dress up for halloween, I've never worn girls clothes before, let alone something that's this incredibly feminine.
Are people going to think I'm gay or a pervert?
Why does the thought of doing this give me so much anxiety/shame and how do I get over it and have fun dressing up with friend


And for those who might want the full story: we were driving to lunch, another car ran red light and smashed right into mine. My side of the car got smashed more, one of my ribs broke and I was knocked out cold and not breathing. She gave me cpr until ambulance got there which kept me alive.

If this thread is too bothersome to you ladies because of my newfaggotry, I'll delete it so it's not taking up space here

How do I find a girlfriend or even platonic female friend who will dress in matching lolita outfits with me without hating me or thinking I'm gay / freak /pervert / weirdo