Search Results: how to deal with shy guys

Well, I often end up in a situation where I have to ask this guy out myself, which really bothers me, because it makes me feel like I am unwanted and forcing him to date me! I know for sure he's interested, but when I try to create a convienient window for him to ask me out - he just dodges it! He's either oblivious af, shy af or a playboy af and I'm getting really effing impatient! Normally I would have dropped the issue already but he's just way too cute. So pls - if any of you been in my shoes - share your stories and let me learn how to deal with this ninja. thnx!

What does this guy see me as

We are in high school. This guy is not a shy guy. He’s an extrovert, probably talks to the whole school

He is my friend by the way. We have a complicated past because I was rude to him for no reason yet he dealt with the worst of me and stick around. I also told him I liked him and he said he doesn’t like me. So I decided to accept that because I didn’t want to lose our friendship and then months later this stuff start happening

- He said he’s always there for me when I need him (do guys say that often?)
- He listen to my long rants about life
- He stares at me all the time everyday, even my friend noticed. When I look at him he looks away
- it’s very obvious that he always trying to listen to my conversations with other people and when I look at him, he looks away
- He never approach me
- I approached him one time because I thought he wanted to know what was going on in my life. He smiled when I approach him and said hey but when I started talking to him about what’s going on in my life. He didn’t say anything to me and his face was like expressionless
- He does this thing where he is really friendly to me one day yet the next day it’s like he doesn’t even acknowledge me
- He didn’t follow me back on Instagram yet he followed everyone else? I confront him about it and he said he didn’t see the request. I told him “seems like a white lie” and he left me on read...

Okay so here is the deal, im a shy, 23 year old girl and i have needs... specific needs. I finally met this guy online who has the same interests and capabilities of fulfilling those needs. we talked for about 2 weeks online, video chatted, phone called. We agreed to meet in a public place but it is about 2 hours away from my home in a different state. we can talk at the local coffee shop, if im not interested in meeting with him further i can just leave. If i do like him, he has purchased a hotel a town away. He gave me the hotel address, i gave my friends his name, phone number, a picture of him, shared my location with my friend, i can share his license plate with my friend as well.

i really want to do something exciting, fun, and a little rebellious... do you think im stupid for wanted to meet a young man online?