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How do you get a shy boy to make a move?

Tagged as: Dating, Teenage<< Previous question   Next question >>
Question - (22 October 2015) 1 Answers - (Newest, 22 October 2015)
A female United States age 22-25, anonymous writes:

Hi, So I'm talking to a guy who is very sweet and we both really like each other. However, he's very awkward. Even with his close friends he's still sort of reserved. He laughs and talks with them but there's still shyness with friends he's completely comfortable with and has known for years. It's pretty much his personality.

I, on the other hand, am a talkative person once I get to know someone but even then I'm not a great conversation starter. I can keep a conversation going and have good and fun ones, I just can't start them.

I don't really know what to do because I've expressed how I have felt and he has expressed that he wants to talk as well but he is also aware of his awkward personality. We text well and can talk there for hours but he's just not very sociable in person. He also has expressed that he is intimidated by groups of people. Especially my friends.

For example, he is in my history class. Three of my friends sit directly in front of or next to him so before and at the end of class I am near him. He however doesn't say anything to me and hardly acknowledges me, however I can tell he is listening and is often times entertained by what I say with my friends. I told him we should talk in history more since that's our only class and he said he wants to but the amount of people in the class gives him a pressured feeling.

I really like him and we both have expressed the interest in dating. We are basically at the point where we're both just waiting for him to work up the courage to ask me to be his girlfriend. I told him to take his time and ask when he's ready, and I am in no rush. I just want to solve or at least become educated about how to address the problem at hand. I don't want to bring it up again or too often because I'm afraid it will get annoying, and this could lead to the end of our talking phase, and prevent or delay our relationship, so I don't want that.

Is there any way to get used to this or solve the problem at hand? If there is a solution, how do I bring it up in a manner that keeps him from losing interest?

Thanks for the help,

-S

View related questions: shy, text

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A female reader, anonymous, writes (22 October 2015):

Hi S! Well, since both of you already admitted to liking each other, to help him out with his shyness maybe try asking to get a coffee with you and you guys can get talking. Ask him some questions or talk about history since you guys are in the same class. People with the same interest always have something to talk about. Since, its history have a discussion on a topic you've learned. For example, if you're learning about League of Nations, you could start off "Do you think the league of nations were ever effective?" It may sound like study question, but it would make him talk a little. Find things in common to chat about. SInce you chat a lot on text, talk about something from there. :) Maybe you guys could hang out more in a coffee place or smtg, thats how i got my current boyfriend to talk to me when we first met. I hope it works out!

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