Always had short hair, the guys love it and so do I. But I doubt that short hair, or long hair for that matter, gives you self confidence.

I have short hair and I LOVE it.

I agree that short hair makes a big statement. It makes your face the focus of attention.

I've had short and long hair and neither has anything to do with your self confidence. But I do find more men like longer hair on women and men do think of short hair as associated with lesbians.....mean but true.

I was trying to grow my hair out, but the longer it got, the more weird waves it got. SO I had it cut back off last week. It's so much easier. I don't know why I ever thought I'd want it any other way!

I have -- and love -- short hair. The shorter, the better. (Except for the one time I went a little too short and ended up looking like Simon Cowell for a few weeks. I've actually always wanted to just shave all my hair off, but that incident proved it would not look as cool on me as it does on some other women.)

As for self-confidence, I do feel more confident with short hair. It doesn't really have anything to do with how it looks so much as how it makes me feel. I feel happier when I don't have to worry about keeping stray hairs out of my face, getting my wavy-when-longer hair to do what I want it to do, etc. And when I'm happier, I'm more confident. Of course there are days when I have a blemish I wish I could hide behind long bangs or whatever, but then again, my hair is naturally oily so it would just make the blemish worse.

Two other things I want to point out: a lot of women think you have to be a skinny supermodel or have perfect facial features to pull off very short hair, and you don't. I delayed chopping my hair off for years because I was worried about this, but when I finally took the dive, I realized I actually looked better! Despite my roundish face and my weak chin and my huge forehead, I got more compliments on my hair (from males and females) once I went pixie-short than I ever did at any other length.

Which leads into my last point: the generalization that guys only like long hair on women? Not always true. I get more male attention, more flirting, more being asked for my number or a date, etc., when I have short hair. And I was actually skinnier and more concerned about my appearance (wore nicer clothes, spent more time and money on skin/hair/beauty stuff) AND I was healthier and more interested in dating/socializing when I had longer hair. There will always be guys who make assumptions or want the traditional long, perfect luxurious girly hair. But if their beliefs/desires don't match up with who I am, then it's their loss, not mine. (And by the way, I've only ever been "accused" of being a lesbian due to my short hair once. I was wearing men's pants at the time, and the guy making the assumption was gay himself, and also, I AM bisexual so he wasn't entirely off-base. He was angry at me for some ridiculously petty reason, and so I think he was trying to insult me by calling me a lesbian, but unfortunately for him, I consider that more of a compliment if anything. I admire women -- of any sexuality -- who don't feel the need to adhere to stereotypical gender norms for the sake of fitting in or attracting male attention or whatever. So the moral of the story: if you want long hair because you like long hair, then keep your hair long. If you want short hair because you like short hair, then go for it and cut your hair short. If you make your hair decisions based on what other people will think of it, then take a step back and consider why other people's opinions mean more to you than your own preferences. It's YOUR hair, not your boyfriend/potential future boyfriend's. Unless your career requires you to have a certain length/style of hair, then chances are you need to work on your self-esteem a little more before you work on your hair.)

At age 56, I have had short hair for most of my life. Several times I let it grow and I hated all the maintenance. The guys definitely like long hair, but I have large brown eyes, oval face and naturally blonde hair(highlighted now to match the platinum strands in it!).
I used to swim every day and it is just so much easier to maintain! I also have driven convertibles for the last 10 years and LOVE my hair, as you can't mess it up!
I have ALWAYS had confidence, so I don't know if it's the hair or not. I know that the few times I let it grow long and then got it all chopped off, I found myself wearing my statement earrings/necklaces and spent a minute or two extra on my makeup and clothing choices.
Short hair is ME. I'm not trying to impress any men (single for 15 years), so I don't really care if they prefer long hair. My hairstyle expresses my eclectic way of dressing and suits my personality better.