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He's shy should I wait for him to ask me out? Or ask him?

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Question - (15 July 2020) 2 Answers - (Newest, 16 July 2020)
A age 36-40, * writes:

Hi guys. This may come across quite silly and people will probably laugh at a 32 year old asking these sort of questions.

I have been single for almost 2 years now after a really bad situation with my ex. I gave myself time to heal and haven't felt the urge to date until now.

Well there's a guy at work that I really like and want to ask out, but I'm quite traditional and was always taught to let him come to me. The only thing is that he is super shy and is probably as nervous as me. There are definitely signs of us both liking each other: the usual stuff wanting to talk to each other, seeking each other out, lingering touches blah blah blah....

Should I wait for him to ask me out or do I take the plunge? And if I did, is there a nice way that I can ask for his number without the rumour Mills of work finding out?

Thanks in advance for any help you can offer xxx

View related questions: at work, my ex, shy

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A female reader, Honeypie United States +, writes (16 July 2020):

Honeypie agony auntYou should tell him next time you interact (IF you can and it fits in with the conversation) that HE should ask you out for coffee or a meal, then give him your number, tell him to call/text if he is interested.

That way you didn't DIRECLY ask him out but you told him in no uncertain terms that you want to get to know him.

If he is NOT as keen as you are, it won't have to be awkward if he doesn't text/call or ask you out. You will know where he stands.

Only remember this.. It's RARELY a great idea to date a co worker. If things don't work out it WILL be awkward.

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A male reader, kenny United Kingdom +, writes (16 July 2020):

kenny agony auntThere was a time when it was unheard of a woman approaching a man to ask him for a date.

Today things have changed somewhat, and i think it does not look to out of place for a woman to ask a guy she likes if he fancies doing something sometime.

Well done for not jumping straight back into a relationship straight after your last one and giving yourself time to heal. So many people come out of a relationship and straight in to another on the rebound, and these people often wonder why their relationships seem to always follow the same pattern.

Also, and don't want to put a dampner on things, but be careful with regards to dating co-workers, colleagues. I don't know how close the two of you work together, but if you started going out and for whatever reason things never worked out, it can become rather awkward having to see them everyday. Might be a good idea to check your company policy on dating. You even said without the rumour mills of work finding out.

Anyway, if you like him, and he is shy just keep doing what you are doing, being friendly, finding out a bit more about each other, and when you feel the time is right, and you will know this by your gut instinct, just say do you fancy grabbing a coffee one time and see what happens.

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