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How to break him out of shyness?

I have a crush on this guy who is shy. Really shy. He can't hold a regular Convo for over 5 texts without asking me when I wanna hang out. It really drives me crazy. I really keep trying to keep the conversation...
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How to approach a girl who is always surrounded by other men?

I like this girl. Unfortunately, so do a few other guys. Whenever I see her in a bar, she is always surrounded by other guys trying to get her into their bed. They are all 'tough lads', so it's quite intimidating. Because...
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Does this painfully shy guy like me or am I wasting my time?

I knew this guy a few years ago from school and I decided he was interesting. We have a lot in common so I kept contact with him over the years through emails here and there despite him living in another state (he...
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How do I FIRST talk to him THEN flirt with him?

So there's this guy that I met this year in my English class and I have a huge crush on him. We don't really talk a lot in class unless its about the activity we're doing and that is the only class we have together. I...
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I try to meet women, what else can I do?

Why do I try any more to find women what else can I do? I am 34 single with two kids why do I even try going out any more I went to a one of the clubs stood there tried to be as relaxed and with a smile and not one...
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Why do I even try any more with women?

I am 34 single with two kids why do I even try going out any more I went to a one of the clubs stood there tried to be as relaxed and with a smile and not one woman looked at me or even came up I put some many respond...
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How did you get over your shyness and how long did it take, and for people who are shy why are you shy?

I want to know why you are or were shy and what you did to get not shy and how long it took, or if you tired something and it failed. I feel stuck being shy.
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Shyness and Confidence: Knowing the Difference

Though I am more outgoing than I give myself credit for, I am still more on the reserved side. A GAG friend and I agree that this site is “shy central” and a lot of questions on this site boil down to if something is...
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Having the confidence to break the chains of shyness?

OK so when it comes to girls and dating I don't have a clue on what to do or how girls think. I still ask myself when should I stop chasing a particular girl, I am always wondering is she worth it. Eventually I would...
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Get over your shyness?

Shy people, what steps do you need to take to get over your shyness? I Am shy and desperate at this stage I need to meet someone soon I am shy though and it really holds me back
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How can I come across in a good way to girls?

I'm an 18 year old guy and I have this issue with girls sometimes where I might look at a girl I like for a while. Not staring, but like keep looking in her direction without approaching her. As a result, some girls see...
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Is he interested or am I wasting my time?

A couple of months ago, I met my friend's brother on a night out. He came over and sat at my table and instantly started talking and offered to buy me some drinks. He later walked me home and asked if he could kiss me...
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I'm trying to find a way to converse with people normally. Has anyone else have this problem?

Now I've got this problem, I'm not a great socializer. when I was younger I took ritalin and it made made me more shy than what I already was. Now in recent years I've broken out of my shell and gotten over all the...
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Is it possible that she loves me or is it a trick? Girls with similar experiences are welcome

Oh, greetings to all of my readers. It's about behavior of you, more beautiful kind :) Yes, I have a question. I'm 22 years old, from Croatia. But girl is girl be it in USA, be it in Iran, be it in Japan, be it in...
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What should you do if you might lose your best years because you are shy?

I am 22 and shy. I worry I won't be able to get over my shyness and it will be too late.
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I have a seemingly addictive personality, and I feel it hinders my progress in life?

While I consider myself an open-minded and somewhat well-rounded individual, I have only a handful of interests that I'm extremely passionate about, have a handful of music artists that regularly listen to, some of them...
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How to overcome my fear of looking people in the eye?

I've noticed that I'm friendly, charming and flirty to everyone but those that I like, which results in people I don't like, liking me. Even the main component of flirting, looking people in the eye when you like them, I...
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Should I ever try to ask her to hang out with me again? What do you think about this case?

Hi, I've got a problem with a very shy girl that I've been texting for like over 2 weeks. Firstly I should mention that she's my classmate and we've been in the same class for over 2 years. (yeah that's kinda weird cause...
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Me and my messed up depression, advice?

when I was younger I was always quiet shy never talked didn't have to many friends but recently I forced my self to be very open and social and all is going well.but I have a very serious problem of leaving my friends...
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Too shy for a first kiss with a new guy I'm dating?

So I'm dating a guy who is older than me by a few years. he's a friend of my older brother and he's been a family friend since I was I about 8 and now I'm 18 and we're now dating. I'm too shy to kiss him.. I'm not a...
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