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Online dating: How long do you wait to ask someone out on a real date?

Tagged as: Online dating<< Previous question   Next question >>
Question - (6 September 2013) 14 Answers - (Newest, 19 September 2013)
A male United Kingdom age 41-50, anonymous writes:

I have been messaging this girl on a dating website for 3 weeks. How long do you think I should leave it until I ask her out for a drink?

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A reader, anonymous, writes (19 September 2013):

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I don't know what happened, whether she ignored me or was fake, I only messaged her when she messaged back, her profile no longer exists!

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A reader, anonymous, writes (13 September 2013):

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It may have sounded a iffy, but she agreed to it! Now it's just of when!

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A reader, anonymous, writes (11 September 2013):

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She hasn't replied yet; I did send her the message at 5pm yesterday though! Just got to be patient!

This is what I put:

Shall we meet in the middle of us both (that didnt sound very good!) What I meant was can you get to kent or do you want me to take you somewhere closer to you? If it's here, I know a few restaurants and bars that we could go for a drink in

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A reader, anonymous, writes (10 September 2013):

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Change a bit?

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A female reader, eyeswideopen United States +, writes (10 September 2013):

eyeswideopen agony auntJust ask her to meet you at such and such restaurant/bar/shop and let her figure out her own transportation. After the first meeting things will change a bit.

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A reader, anonymous, writes (10 September 2013):

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I don't really want to tell you what her job is (it is in the adult industry but she's not a hooker dont worry - thats just wrong!).

Should I ask her if she drives?

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A reader, anonymous, writes (10 September 2013):

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When I asked her for a drink, her reply was 'yeah that sounds great!'; couple of issues now:

1) While we were messaging, I did not think of the travel; am I allowed to say where she lives?

2) One of the answers mentioned other men asking her out; I don't think a lot of men would put be able to handle what she does for a living, its quite controversial.

3) Do I mention my Cerebral Palsy now or when we meet?

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A female reader, anonymous, writes (6 September 2013):

1 week absolute maximum! You need to see if the chemistry is there in real life

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A female reader, eyeswideopen United States +, writes (6 September 2013):

eyeswideopen agony auntGo for it, you snooze you lose.

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A male reader, DKW United Kingdom +, writes (6 September 2013):

Ask NOW, but next time don't leave it so long. It's not a huge thing to ask for her number if you've been getting on well with messaging a few times, once you've texted a couple of times you ought to suggest hanging out.

This only applies to online dating of course...it's a crowded place and you can bet there are other guys interested too, the more assertive ones who arrange dates sooner rather than later are the ones who will be successful with this kind of thing.

It doesn't have to be drinks, as others have already said - be a little different from those other guys. Sober daytime coffee is better from my experience, or go see a band play.

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A male reader, Sageoldguy1465 United States +, writes (6 September 2013):

Sageoldguy1465 agony aunt3 weeks? If you really like her,,,, then you are 20 days late....

Good luck.

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A female reader, Got Issues United Kingdom +, writes (6 September 2013):

Got Issues agony auntNo time like the present. Otherwise it may not happen. All the time you're hanging around waiting for the "right time", she could be meeting someone else who does ask her out quickly. Just go for it. Good luck.

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A female reader, CindyCares Italy +, writes (6 September 2013):

CindyCares agony auntAsk her out now. Why waiting ? If she is on a dating site, supposedly she wants to date, i.e. get to meet people in real life , not just find a pen-pal.

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A female reader, Honeypie United States +, writes (6 September 2013):

Honeypie agony auntI would ask her out. You don't really get to know a person just by IM'ing back and forth in the same way as you do talking face-to-face.

Maybe ask her out for coffee instead of drinks? If the date goes well then dinner and/or drinks?

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