I need some advice....

[MollyFerrin]

Hopefully you all can help me.

I've never been good at approaching women to strike up conversations, and this is where I need help. Every morning I see this gorgeous trans woman at the store I work at. I want to walk up to her and say hi but my anxiety gets in my way. In my head, she's going to see me as just another jackoff employee and not give me the time of day. Also, I don't want to look like a tool, tripping over my own tongue and getting frustrated.

So, if anyone can give me a tip or two, because I understand that it's not going to be an instantaneous thing, but I don't want to miss an opportunity, if it exists.

[BridgetYvonne]

I would do what some guys have done to me. Lay your cards on the table, explain to her that you feel she is pretty & that her beauty is making you nervous but you'd like to take her out, (whatever) If she's as nice as she is pretty, than she'll accept your honesty. Maybe even be flattered that her beauty has that effect. If she turns you down, then atleast you tried. Years ago I was on a flight from LAX to SFO, I saw Bridget Fonda (my favorite actress) I was so nervous but I walked up to her & talked to her. She was so nice! Had I not gone up to her, I would have had the wrong impression of her. Give it a try. If it goes bad, then you'll know. Take a deep breath & ask her.   

[BlonT]

As you work in a store you are supposed to be nice to customers anyway
You could give here a christmas card with a invitation for a coffee or drink,explaining your are not allowed to contact customers in store (mostly so ). Just be HONEST. And remember she could be in a relation !

[Qrachel]

Just be honest and say, "hi."  Since this is the first time you've met, treat it as such . . .

"Hi, I've noticed you and wanted to say hello for weeks, so hi.  I'm Molly and seeing you daily I just knew I had to meet you, etc., etc., etc. ------"

The key thing is be open and honest even if you are nervous.  So what?  You are still you and will be after your introduction.  Regardless of the outcome you will have done a very human and humble thing, i.e. honestly made an outreach to another person.  How she reacts is how she reacts and all about her.

One final thing, have fun!!!!

Rachel