I keep seeing this hot girl around where I live walking by, sometimes driving by when I'm on my bicycle. She looks shy kind of walking with her head down. I want to talk to her next time I see her but I don't want to freak her out. Any ideas folks? There are a couple of coffee shops nearby which could be an option for an instant date depending on the circumstances.

Would a compliment be ideal for a girl like this?

Im currently with a shy girl... you just have to Lead, lead, lead!.. Be the man in complete control, have a plan and allow her to follow it.

Build comfort/report through non threatening NOT over the top but interesting behaviour. Escalate.. Shy girls usually are less experienced, more reserved, conservative therefore come off as a bitch/not interesting you need to be the one to escalate your intent...

they want it.. They do! they just need to be shown the way. You wont get a ride on this one. You gotta be the man and make the move..

Get used to it.. it wont change.. it'll get better but it wont change..

Compliment or not? - shy girls already have low self esteem (they're shy!).. They usually respond with the whole... Pfft, and not believe it.. BUT! be realistic I guess it cant hurt.. it would convey intent. you would have to do better than a compliment in the long run..

Use it as an opener.. move on from it quick.

example, hey! I like your shoes... SO ANYWAY!..

Hey, wow.. you've got great hair.. So ANYWAY!...

Does she hold eye contact at all or does she always keep her head down?

If she holds eye contact and then breaks it to keep her head down, that's not a bad sign at all.

Next time, when cycling just stop in front of her, look her in the eyes and say,

"There's something I need to talk to you about."

"Yes?"

"You (pointing at her) are a big distraction. I'm worried about my safety whenever you're walking by. Just can't keep my eyes off you, for some reason." (keep a slightly teasing grin on your face)

Hopefully, she might laugh, you might laugh and you can build from there.

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" You're born alone and you die alone and this world just drops a bunch of rules on top of you to make you forget those facts. But I never forget. I'm living like there's no tomorrow, because there isn't one. "

Be careful with shy girls!!!

My personal experience with shy girls is this, you want to be gentle and not do too much negging and all of that as their self esteem tends to be low. Everyone usually recommends developing comfort and all of that, which is true, but the key IMO is to not let that get you in the "friend zone"

You've got to have the moxie to keep things going without letting them get too comfortable. If you do, then you're just a friend.

How do you do it? Keep the cocky funny stuff going strong, and don't be around too much. Keep a certain distance, you want some tension to work with.

Then when the time is right, you guys are hanging out alone, whatever, PULL THE TRIGGER!! Go in for the kiss, it's essential. Kiss gambits abound, so use one of those.

Best of luck.