A
male
age
36-40,
*ILF_Lover
writes:HelloI'm 22 and have been texting an older woman (50 years old) who I really like and I think she likes me too since we met last month.I am 99% sure she is single as her friend told me and would like to ask her out (I do not care one bit about the age difference and I'm not 100% sure if she does either) but if I'm honest I'm scared of rejection (should she say no - which I don't think she would.)I'd like to ask her out for a coffee and wondered please if you can advise whether you think I should just go for it and ask her or hold back?Many thanks for any help - I'll let you know how it goes
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Fancy yourself as an agony aunt? Add your answer to this question! A
female
reader, natasia +, writes (3 February 2009):
 suresheexists is right about the older woman, younger guy thing ... i should know ... mine is nearly 9 yrs younger ... ; p
A
female
reader, Ginalolabridga + ♥, writes (26 January 2009):
 Hi,
So glad it all went well for you keep us all posted!
Gina
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A
reader, anonymous, writes (26 January 2009): Why in a few weeks? What's wrong with tonight?
I dare say you're not the only one who is flattered!
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A
male
reader, MILF_Lover +, writes (26 January 2009):
MILF_Lover is verified as being by the original poster of the questionWell I went out for the meal with the mature lady and we had a fantastic time - so much so, we are doing it again!
It went great and we got on like a house on fire!
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A
reader, anonymous, writes (14 January 2009): Hi Milf_Lover,
When you collect her, I would take her nice flowers, (she has to take you into the house to put them in the water).
Take some very nice chocolates and during your coffee, let her close the eyes and open her mouth... you show that you are resolute and not afraid to take the initiative to take control of the situation.
(to my expectation, she will hold back a bit to see if you are mature enough or she takes control, most likely resulting in a thunderstorm, because an older lady who is interested in a younger guy...be prepared for everything).
Nice to let us know the result of the meeting, in detail.... :):)
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A
female
reader, Fee-Fee +, writes (14 January 2009):
 Oh yes!
Another new blossoming relationship thanks to the wonder that is DearCupid :o)
Hope it all goes really well for you :o)
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A
male
reader, MILF_Lover +, writes (14 January 2009):
MILF_Lover is verified as being by the original poster of the questionWell thank you all very much for your help regarding my coffee date with my beautiful mature lady friend.
I texted her and she seems pleased to be asked. We have arranged a date and I am collecting her.
I honestly was worrying and stressed after I sent the text inviting her for coffee (wondering whether I did the right thing) but when she texted back and said basically she would go I was overjoyed, couldn't believe it and extremely flattered!
It will be in the next few weeks - so I will again let you all know how I get on.
Thanks again for all the many answers (which have provided me with some good views to look at) it's much obliged!
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A
female
reader, Ginalolabridga + ♥, writes (14 January 2009):
Why not what have you to lose? a good way to have an informal chat about you and her and things you have in common it is a big age gap but hey many people have went onto have great relationships with this age gap i was thinking of the actor Maxwell Caulfield of (Dynasty Fame)and Juliet Mills from the (Famous Mills Family) he is 18 yr younger than her they have been married 28 yrs! so the age gap has most certainly worked for them! Good Luck to both of you.
Gina
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A
female
reader, Jenni2878  +, writes (14 January 2009):
 thts the coolest thing i ever heard in my life. older women are hot dude. they dont do all the winey bullshit young chicks do. go for it if she says no. its just no oh well
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A
female
reader, natasia +, writes (13 January 2009):
I very much doubt she'll reject your offer of coffee ... : ) Yeah, like they all say, go for it.
If she did ever reject yr advances, it would most likely be because she felt it wrong to be with someone so much younger, because it would be unfair to you. But if you really don't mind (think ahead - you are 30 - she is 60 - you are 40 - she is 70...), then you shouldn't let this put you off - you should be ready to reassure her!! Anyhow, who knows how long any relationship will last? You don't think about that when you go into it.
Ask her, and then tell us how you got on!
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A
reader, anonymous, writes (13 January 2009): Don't loose your time here longer, call her, tell her that you would like to know her better and invite her for a drink, a coffee or a walk in the park or at the beach.
Good luck
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A
female
reader, Fee-Fee +, writes (13 January 2009):
Took the words right out of my mouth Anon!
If you don't ask her, and she ends up getting together with another man, you'll be kicking yourself for not doing it!
A coffee is a coffee - most people like coffee :o) if she likes you, she'd be mad to say no.
Go for it and ask her - you'll never know if you don't ask!
Good luck :o)
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A
female
reader, anonymous, writes (13 January 2009): Hi
Good luck! Go for it! happiness and love opportunities are always best taken, what have you to loose? nothing! but a hell of a lot if she was your destiny.
Best of luck and really hope all goes well.
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