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How do I ask her out? Do I or don't I?

Tagged as: Crushes, Dating, Friends<< Previous question   Next question >>
Question - (5 December 2013) 7 Answers - (Newest, 7 December 2013)
A male United Kingdom age 41-50, *ennyboyca writes:

Hello, I've got abit of a dilemma, their is a woman that lives down my street, we say hello when we see eachother and the other day, she saw me outside a house that I've recently bought. She said how its nice and I made abit of a cheeky comment saying 'if you want to help me to decorate it, you know where I am..' she laughed and that was that.. Anyway, I would like to ask her out for a drink but I don't want it to be embarrassing if its a no, plus we don't particularly know eachother.. I was thinking maybe a note? Any suggestions??

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A male reader, bennyboyca United Kingdom +, writes (7 December 2013):

bennyboyca is verified as being by the original poster of the question

Thanks guys, its very kind of you all :)

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A male reader, N91 United Kingdom +, writes (6 December 2013):

N91 agony auntGive it a few weeks or so, try to build up a bit of a rapport first. If you're new to the area, ask if she knows anywhere nice to hang out and ask if she would like to join, something along those lines.

Good luck

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A female reader, anonymous, writes (5 December 2013):

I would try to get to know her a little more. Don't ask her out yet. If she lives close by it would be awkward if, on going out, you found you had nothing in common. So take it slowly and just try and grow a friendship. If she has a child she may be wary of casual dating.

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A female reader, Honeypie United States + , writes (5 December 2013):

Honeypie agony auntIf you DO ask her out give her plenty of time in advance if she needs to find a bay-sitter.

Instead of the note, I would just ask her next time you see her. SO what if she says no, thanks? At least you asked.

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A reader, anonymous, writes (5 December 2013):

Just ask something like what is the neighbourhood like? Any nice things todo in the evening? pubs, gyms etc? Can she rerecommend anywhere, if so does she fancy coming? Its gotta be worth a try.

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A male reader, bennyboyca United Kingdom +, writes (5 December 2013):

bennyboyca is verified as being by the original poster of the question

NO on that I knows her and I'm pretty sure that she's a single mum..

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A female reader, Honeypie United States + , writes (5 December 2013):

Honeypie agony auntDo you know if she is single or married/dating? If not I would try and figure that out BEFORE asking her out.

Anyone else you know on the street that might know her?

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