Why would you call a girl pretty, just to compliment her or is there always an ulterior motive?
Context is really important in situations like this.
If it is a bunch of guys together using descriptors that mean "pretty" and you overhear then that is one Thing.
If it is a crush doing "pretty" in front of his friends then that's another Thing.
If he is saying "pretty" to you face-face then this too is a very different Thing. Finally, if you are the Real Thing, Mom will be all up and down you...
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Could be either. Sometimes it's just a compliment. Sometimes there's an "ulterior motive." You need to look at the context to figure out which one is more likely (and a lot of that context are things like 'the vibe' between you two, how he was looking at you etc.)
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It would depend on how I know her, generally I don't compliment women on their features unless dating them.
It means he wants something.
not necessarily
Not always
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