The tactful way would be to not tell her. If you want her to go on a date with you, pick something nonthreatening and ask her. No guarantees beyond that, but you should be able to get at least one date out of her.

She has probably been teased so much that she looks for other qualities in people besides looks you should try the same thing I think

Stand aside shlowmo! A fit girl who has confidence issues? SHE'S MINE!

i wouldn't tell her she has ugly duckling syndrome, she might take it the wrong way!!

lmao u sound like u r very up urself... did it not occur to u that u dnt have to be ugly to be a nice person. she probably gets to know the guys and likes them for ther personality not just ther looks. and maybe u have the opposit of ugly duckling syndrome... maybe u think ur hot but in reality ur not... and it sounds like u dnt have a nice personality either... so of course shes gna go for the slightly unnattractive guy with a gr8 personality over the slightly unnattractive guy with a bad personality. (thats u btw)

Hey man I know what your going through, there's a similar situation happening to me now. Except in my case I dated this girl a couple of times but then she started dating a really good friend of hers and now he's her boyfriend...he is extremely ugly. It'll piss you off won't it? Don't tell this girl she has ugly duckling syndrome though, nothing good can come of it.

Maybe she feels like she has more in common with people who are not as pigheadedly shallow as you.

do u even kno this girl or are u just attracted to the way she looks? if u know her then it should give u some pointers if u dont get to know her and when ur going to compliment a girl dont tell her she's hot, tell her she's beautiful or breathtaking but thats my opinion im not a girl so i dont know if they prefer being called beautiful over being called hot

if u know her...why did the block that?

If you know her* damn man, delete my middle comment please.

i am with cabby he is all WISE and KNOWING about such issues u should trust his advice

i agree with cabinet70

OH NIGGA PLEASE.

Start talking to her and become her friend first. That's usually how ugly people end up together anyway that I've noticed. Don't be like, damn you're hot, wann fuc*? Forget your penis for the time and become her friend, it will blossom into a beautiful relationship from there, if that's what you want. If all you wanna do is bang her, then leave her alone.

FUCK HER, THAT'LL INCREASE HER EGO

Try and find out from her friends if she is interested in you. People find different things attractive, perhaps she sees something in them that you do not.

Just tell her you think shes beautiful. Not that she used to be ugly and now shes beautiful. Wheres your game man?

Gee, maybe personality does count for something! I bet the guys she dates now are really nice and the important thing to consider here is that she obviously finds them attractive... Maybe she knows from her schooldays that guys like you are generally jerks - you wouldn't have bothered with her when she was an 'Ugly-Duckling' now would you boi?! Go find some moronic bimbo who has always been a moronic bimbo and loves herself to pieces; I'm sure you two will be very happy together.

just give her the pimp fist and rape her..then tell her she's no longer got ugly duckling syndrome because she's daddies big girl...then rape her again for good measure.

Then get all ur pals together, invite her round and gang rape her..she'll love it.

You should buy that excellent book called "what women want" written by S.PAMJAVELIN.

u shud tell her what you think
have you ever thought that she is dating these guys because she reely likes their personalities? if u try to get to know her then she myte like u too and wont be intimidated.

convince her that you're not only in it because she's hott

I'm not exactly a relationship expert. I've only had maybe 10 girlfriends in my 15 years of life, but I've been with an incredibly hot one for over a year, so I must be doing something right.

Just ask her out dammit. Don't tell her about the ugly duckling thing, and certainly don't tell her that she has confidence issues.

Once your with her (and also maybe when you're trying to get with her) try complementing her. Don't tell her "you have a really nice ass" or "wow you have big boobs" because that will just piss her off and she'll think you're a jerk (although it might help her confidence a bit).

Try telling her that shes cute/pretty/beautiful at first, stuff like sexy or hot will be good a bit later on into the relationship. Also, you should try complementing her on her eyes or other features that arents necessarily sexual (like, nothing about boobs, ass, waist, legs, ect.). Don't make all the complements about her physical appearance either though, tell her that you like talking to her, or that she has nice taste in something. Don't lie to her though, because sometimes you forget about those.

just ask her out come one she'll be shy at first but your to old to be playing beat around the bush. ask her out if she says no dont take it for an answer keep sweeping her off her feet. find out what she likes and invit her to go out somewere she cant resist.
G.L

Well, she may have that and needs to gain self worth. Other thing may be these guys you see as ugly, may be good looking to her.