If a guy says you are pretty, when is it flattering and when is it bothersome?

i think that you did do a good job telling her that she was pretty. some girls are kinda shy and celebrate compliments in their own way, so smiling could be hers.

personally, i like getting complimented but after i hear it too much it feels like the guys is just saying it out of routine or something. it has to be totally random and sometimes take her off guard. that will make it more special and she'll never know whats coming.

also, being called pretty is nice but sometimes that makes me feel like guys are only looking at my face. if its a girl that you are just getting to know then saying that they are pretty is fine, but if its someone that you've known for a while (like a girlfriend) calling them beautiful means so much more. but thats just my opinion.

hope that i helped :)

Telling a pretty girl that she is pretty probably isn't going to help your cause any more than being shy and keeping quiet did. She may be polite and thank you for the compliment, but it lowers your value in her subconscious mind (it's basically, it's a chump move) and she'll think of you as just another chode treating her like a piece of meat. And once they know that you think they're hot, they will feel like they have already have you under control because you are enthralled by their looks...and that makes you less of a challenge and thus less valuable to them.

It's better to compliment some particular detail about her appearance or her presentation than it is to just say "you're hot/pretty/beautiful".

For example, girls spend a lot of time and hard work putting on makeup and doing their hair, so they will appreciate it if you notice the details of their makeup (compliment her eye shadow, blush, whatever). Or tell her why you like a particular article of clothing (keep it classy -- don't say "nice shirt, it shows off your rack") that suggests that you appreciate her taste and sense of style. And it's always nice to compliment nuances of their personality, sense of humor, or other non-physical trait.

But no matter what, only give sincere compliments -- they wil see right through a fluffy one.

I always get a little uncomfortable when a guy tells me I'm beautiful because I can never be sure if he is just trying to flatter me or is being really genuine or is only lusting after me.

Remember that girls get called beautiful all the time, so when you tell a girl that she is beautiful, really mean what you say and be totally sincere, let her know that you are being genuine and honest.

There is nothing better than having a real genuine compliment coming from a guy. It makes us feel amazing.

some girls respond differently than others. if you tell a girl directly "you got a nice ***" or "you look pretty" then it's too forward of you and they either accept it or think you're a pervert. so you should give indirect compliments instead. for example, "your shoes are hot!" or "that's a nice coat!" i don't think you could go wrong with going indirectly. it works for me!

Never tell a girl she is hot.

Girls love it when you call them beautiful,pretty or gorgeous.

it not so much what they say its how they say it