Mayu punches Cripsy in the face - Hot Waitress Edition

The Question:

Hellu Mayu,

I have a question.

As a handsome, intelligent and charming 30 year old heterosexual male in Brooklyn, New York, I often cross paths with many beautiful women. Lately, there has been one woman in particular that has caught my eye.

She is a waitress working the late shift at the corner diner near my apartment. Every day I walk by and gaze at her beautiful, black hair and supple body, wishing there were some way to meet her without creeping her out entirely.

Should I bring her a rose? Should I carve her name into my forearm?

Help me, Mayu-Wan Kenobi. You're my only hope to rock this young lady's world.

-Christophe P. Browne III

The Punch in the face:

Crispy,

Thanks for the FIRST real question!

Before I continue to answer your question, I urge you to play the song above, as it will make my words that much more poignant.

A rose from a stranger can be either very charming and sweet OR very creepy. It all depends on what kind of girl she is. Many woman would take it as a compliment. However, if she has a boyfriend AND notices you checking her out ALL the time, she may totally get creeped out. You don't want to seem like a stalker.

Honestly, the best way to approach this woman is by striking up a normal conversation with her. Don't wait for her to get off of work because that will TOTALLY scare her off. Instead, go in on a night she is working and sit at a table she is serving. Start off with simple questions focusing on the menu. Such as, "What would you recommend?" or "What are some of the popular dishes?"

As she begins explaining the menu items, you should get a good feel of her openness. If she is single and finds you attractive, she will probably be VERY engaged (smiling & being talkative). If she is strictly focused on business and cutting the explanation as short as she can, she might not be interested OR she might hate her job. Either way, if your are unsure, continue to talk to her when she comes by your table for refills, condiments, etc.

Don't be too aggressive the first time. If the first interaction goes well, go back again BUT not too soon (not the next day). As you frequent her restaurant and engage in more conversation, you will create a friendship without being obvious. You can then find out if she is single and get to a point where you can ask her on a date.

Hope this helps. Let me know how it goes! Good luck!