Tell her she is beautiful
It stands to reason that a woman who has spent two hours getting ready for a date will want to be told that she looks beautiful, even if she doesn’t. That’s just the way it is and don’t bother questioning the logic of such questions. Yes, you like to be honest. Yes, the truth is important to you. But is enjoying a raunchy romp later in the back of a cab on the way back from the restaurant important to you as well? I thought so. Tell her she looks beautiful. And by the way the answer to the question ‘Does my bum look big in this?’ is not ‘yes’.
But whilst her appearance and being complimented on it is important to her your appearance is likewise of interest to your sexy lady. If she has put some effort in then she expects you to do the same. It’s not enough just to have a quick once over with the rollerball deodorant and put on your favourite ten year old t-shirt. At least not at the beginning of a relationship when you are looking to enjoy some sexy fun later in the evening.
It also helps if you have chosen your clothes for yourself. Apart from the tedium of clothes shopping with a girlfriend she will feel more like a mate or even a mother if she picks out your outfit for you.