My date asked me if she's prettier than my last girlfriend

It was our second date and she asked me if she is prettier than my longterm girlfriend from a few years ago.

I hesitated... I'd say objectively speaking, that girlfriend was prettier. But I like this girls appearance and personality too. They look different. I could see myself growing to like this new girls appearance more but I was caught off guard with this question. I tried to say that stuff like that is subjective and she cut me off and said: "just say yes". I eventually said I thought she was very attractive but I didn't say: "yes you are prettier than her".

Is it normal for her to ask this? I feel like it's unfair. Also, did I fuck up my response?

Voting Results
18% Normal
Based on 22 votes (4 yes)
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Comments ( 20 )
  • Boojum

    🙄

    You refer to her as a "girl", so is she sixteen? That's the sort of daft question a kid that age would ask, but I assume she's actually a grown woman. If so, the question - and her prompting you to give the "right" answer - suggests some serious issues with insecurity as well as an obsession with her appearance.

    I think you handled this question out of left-field very well and your response was reasonable. As for whether you messed up or not, I guess that depends on if you're desperate to spend more time with a woman who could have a thing for bullshit artists and apparently needs loads of ego-strokes.

    Former partners can be a minefield. Curiosity is normal, and it can be useful to know the outlines of a date's romantic history, but I think it's pretty stupid to ask someone on a second date how you compare with a previous partner.

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    • Why do you say she could have a thing for bull shit artists?

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      • Boojum

        Because she wanted you to tell her that she was much more attractive than your previous regardless of the truth, and to say it in a way that she could believe.

        The main skill players have is lying through their teeth convincingly, and it sounds like that could be the sort of guy she likes.

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    • She's 28

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  • Protagoras

    That’s a little psycho for her to ask if she wasn’t joking around

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  • What are you going on about? Obviously you’re supposed to say yes. Give the bitch a compliment what’s wrong with that. Makes it sound like you still like your ex. Also maybe she’s got some jealousy issues? I personally wouldn’t ask something like this tho but idk how it would be “unfair” unfair to a past pussy?

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    • Unfair to me? If it's true that my ex is more attractive then either I lie or tell her the truth. In asking, she ought to know that she might not be prettier and so put me in a lose-lose situation

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  • SwickDinging

    The answer is always yes. Always.

    However, it was really weird of her to ask that question. She sounds extremely insecure. I'd be on the lookout for any other red flags in her behaviour...

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  • Ellenna

    It was a silly question and she was silly to ask it, given she may not have liked the answer. That's like blokes who ask if past lovers had a bigger penis: I just laugh and say I didn't have a tape measure handy & haven't you noticed I don't measure yours?

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  • LloydAsher

    I've only done this once to a girl saying she was worst at something than the last. So she was asking how was her blow job and how it compared to my last (a very experienced milf 10/10 will fuck again) I said of course the milf was better... I never got a BJ again.

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  • SKDM007

    personality > looks
    just tell her that

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  • ToffeeMe

    Never say no, saying no could ruin girls feeling, I mean you want to be honest but just keep it and just tell that she is prettier. Hahaha and if ever she saw your past girl then its on her to just her own self, she knows it.

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  • Doesnormalmatter

    This is the time to lie, say "of course you are!", you definently overthought this one.

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    • yeah i fucked up

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      • Doesnormalmatter

        Its fine mate, learn from your mistakes. Plenty of fish in the sea.

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        • We're still dating

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          • Doesnormalmatter

            Good for you mate!

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            • Yeah this relationship ended badly

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  • megadriver

    You don't analyze such questions, the answer is always yes.

    Girls want to feel special, loved, sexy they want their guy to think the world of them. She is the only one for you and you are the only one for her.

    If you go down the path of mentioning your ex, or putting her above your current girlfriend, you are only making your life worse XD

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    • But on the second date?

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