I know the rule: You never ask a woman her age. However, when it comes to dating, this rule must be broken. Don’t lie about your age. If he’s turned off, at least you will know where you both stand immediately. Lying about your age will instantly make you seem insecure, especially if you’re older. Who says PYTs have an age limit?
How Much You Like Sports
Your interest in sports isn’t as important to him as you think. As long as he can watch the game, he’s fine. You don’t have to watch it with him. If you really aren’t that interested in his favorite football or basketball team, it shouldn’t bother him one bit. But if he takes sports seriously and you’re misquoting stats, butchering player’s names and feigning interest in the score, it will be more annoying than endearing. He will know if your interest is genuine or not, so don’t fake it.
Discussing your sexual history is always tricky, but it’s unavoidable if things between you are becoming serious. I know all women won’t be in agreement here but, when it does come up, I say be open and honest about it. If he asks how many people you’ve slept with before him, don’t give him the “safe” number. Give him the real one. If he can’t handle your answer, that’s on him—not you. He should’ve taken heed when his mother told him to never ask a woman a question you don’t want the answer to.