Hi folks.

I've met an older woman this week, and become friends quite quickly. We met on an employment training course, which I'm leaving early due to getting a job. We've gone for lunch together twice, both times we went off somewhere quiet just the two of us, and chatted about all kinds of things, though it was always limited by the time constraints of the course's lunch hour. She says she enjoyed having lunch and chatting with me.

Our exact ages aren't important, but suffice to say there's a couple of decades between us, which might prove a mental barrier for her. However she generally speaks to me as an equal, and has never done anything like adressing me as "son" which older women often do.

I'm a young man, but have my own house, and just started a fulltime job, which I hope will help her to overcome the mental issue of being with someone younger and let her see that I'm mature.

She's recently divorced a few months ago, now single. she has a few grown-up kids who are old enough to not be a responsibility for her anymore. She has the nice hair and great figure of a woman half her age.

I got her phone number this morning. when I asked she had a look on her face that said "why would he be interested in me", but she happily gave it, and responded positively to my suggestion of meeting up to do something over the weekend.

Something which seems a notable indicator of interest; yesterday I waited around for a bit at lunch and it seemed like she wasn't coming, so I went ahead without her. Turns out she was just in the bathroom. She came along and met me at the fish and chip shop, and playfully spanked my ass for leaving her behind and said "hey I've been looking for you"

I've tried inviting her out for a drink yesterday, but she says she doesn't drink anymore. So I'm struggling to think of what to do, and where to take her over the weekend. A night at the pub is definitely out, and I'm wondering if a candlelit dinner might be coming on too strong. That's one thing I'm needing advice on. And I'm wondering how to tell her I'm romantically interested in her. she seems a bit shy so it's hard to tell exactly, but I get the feeling she might view me as too young. When I'm not talking to her, she seems a bit depressed and lonely, I'm guessing she has low self esteem and might feel she's not good enough for me, being older. I bring a smile to her face though, which is always a positive thing.

Any advice, guys?

When meeting an older woman, you must have the mindset that age isn't important in the slightest.

When deciding how to treat her, or what to do for her, or changing the way you treat someone your own age to someone older is just lowering your value because your trying to cater for needs that aren't necessary.

She'll pick up on the fact that your trying to do someone that would stereotypically be something an older woman would do; which will emphasize the fact you may be too young for her.

Have some fun with her, unleash her wild side, get her excited and enjoying herself, if shes depressed you simply need to show her a good time. She'll appreciate the effort more when you try and do something to make her smile.

As for the romantic attraction, just proceed as normal, build the moment to kiss her and do it.

Don't change the way you are in order to try and satisfy her age, the whole reason your in this situation now is because you were being the normal you, and she liked it.

Good luck and i wish you all the best with this.

Your Friend,

_________________
Pickup Truck

"If it can be dreamed, it can be done"

Alright then.
Putting aside the age issue entirely.

Where do I take a woman who isn't sure I'm interested in her, and doesn't drink, on a first real date ?

Think outside the box.

She must have said to you the things she likes. Just interpret them in a way you can turn them into a date.

I remember I met a girl once and she said her perfect date would be either watching a film and cuddling; or a picnic in the park.

I invited her over to my house, and had a picnic cloth on my bed with some sandwhiches, crisps etc waiting for her, and a film ready to watch.

I ended up F-Closing.. And she told me she wanted to be with me in a matter of days.

Think about where your taking her.. and where she will WANT to be. Thats the only advice I can give you without knowing her personally also.

If she looks depressed you need excitement, why not take her bowling? Give her a hug or a kiss if she gets a strike and perhaps make a wager before the game?

Little things like this always pay off. I can assure you of that.

Peace.

_________________
Pickup Truck

"If it can be dreamed, it can be done"