Nothing ventured, nothing gained. On the bright side, if he is married and thinks that you are terribly forward, you probably won't run into him on the train again.

You always need to grab the moment because, chances are, you won't run into him or her again. That's happened to me too many times. Attaching paper and pen on your hat brim is a great idea. I don't have a business card but I have a few cards in my wallet with my name and email that I can give out. I'm a bit more cautious with giving out my phone number.

Flirting is great fun and it's safe, a little connection is a nice moment. If it moves on well that's where I'm complete shit and no use to you whatsoever

I have a friend that flirts all the time when he goes into a store and is buying something. It's actually pretty embarrassing because at some point during the flirting he practically begs to get a discount.

Never fails! Every single time! Lol

I don't like going anywhere without a writting tool! A time piece of some sort. Nothing wrong with flirting the person you are flirting with should think see I am not that bad looking. she at thinks I was fun to talk too. If you wanted something else you would have been more forward like when you going to take me out or how about a date or are you going to buy me dinner. The guy might ask the same questions. Some are just natural flirts. For me its nice to have some one at least act like I am attractive.

I do not like the card thing as it can make you look easy and separate. So think about it. In seeing your new picture if a man does not respond you might want to check for a pulse and breathing. I mean can we get real here.

Just tell them you dropped something on the trail and it'd be great if they happened to find it. Of course they would need your number at that point

Have you ever been hurt from a relationship, of course, we all have! The memory of that pain tends to make us stop ourselves from being forward with others that we may find attractive and/or interesting. When you find yourself initially interested in someone push yourself to take a chance. Be careful to pay attention as to how the other person uses there words. Go over that initial conversation, write it down if necessary, and look for things that were said that may raise red flags in your head, about the other person. If we never take the chance, we may never know what could have blossomed! Good luck and happy hunting!! Sincerely...

I have had that regret at not having been more bold many times, but I have also been shot down on more occasions than I care to count. I think the latter experience does tend to increase the likelihood of the former.

I like your story! This is usually the kind of question, as you hinted, that I hear from younger men especially. I will tell you what I tell them. Just put yourself out there that little bit more. Ask what are you doing up here alone? Or why didn't you bring your wife? That tells a sharp guy you are interested in more than conversation. But there are plenty of dull guys who are perfectly wonderful but will still think you are just requesting information. Like they're a trail guide of some kind. With them you must be persistent. Stand in front of him and question him closely if somewhat obliquely. You might find out all kinds of interesting things good luck!

"Forward" is a relative term.

I think it's amusing that you can describe yourself both as a "flirt" and as "not forward enough". Flirting in and of itself is more forward than many women can manage. I daresay most women are too withheld to even consider that strategy.

You clearly have the force of personality to be assertive; you perhaps just need to divert it from "flirting", to something more direct and concrete (and risky). But also, less complicated ... and trust me on this, most men will thank you endlessly for not being complicated or confusing. If you flirt but don't seek actual connection, that's mixed signals. We men are simple creatures. We like clarity.

If a man is not interested, that is generally not a slightest reflection on you, particularly since you're clearly an attractive, positive, curious and interesting person. It is just where the man is in life or where his existing commitments lie, or perhaps, a simple matter of taste (for which, as they say, there is no accounting).

If I were somehow transformed into a sauve, debonair creature, and a woman flirted with me but did not ask after my availability or contact info, I would be a bit baffled and perhaps disappointed, but it's the last you'd hear from me. So ... for what that's worth (two cents plus inflation, I imagine) consider the input and adjust accordingly. As a man, when I was "on the market", I found flirtatiousness to be a bit suspicious (though not an automatic deal killer) but direct, frank, open interest was, to me at least, completely disarming.

The best place to meet people to fall in love with is doing what you love. If you find them out there doing the same thing, chances are you'll make a great couple. My wife and I were both teenagers when we met, working in the medical field. She as a nurse and I as a corpsman. We're still together! This is our 49th year.

If only I could just pop over the Northern Atlantic for a quick flirt or three!
I've enjoyed just a handful of flirts over the past few years. It's nice when it happens, but the ladies are usually attached or just a little too young (thirties). So I head away to void the embarrassment of my vulnerability showing.
I did have a few 'close moments' with a lass two years ago, but I wonder if that was just our souls were just playing together. Age and professional attitude would keep me from finding out if it was only me that thought that way. I'm way too cowardly to pursue her now the professional connection has gone.