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All I can tell you is that if you're obsessing over this guy's hairline and what happens when the Botox wears off, you should put him out of his misery and let him go.
We have a really great connection, laugh a lot, have great conversation, and great physical intimacy.Just tell him it's not working for you -- because it isn't. After dating for a month, it just doesn't feel right. Should she stick it out with Joe to see if his age matters less over time? Is there a time when the age gap no longer matters? Is she committed to trying this because of their history? You didn't want to be with that guy who wanted an "outdoorsy girl" anyway. By the time they're 27, they could be sleeping with a sexy Chewbacca for all they care. No, you can look forward to text from him either the next day or never. But if you're right for each other, you can count on him being the Jack to your Rose. Not that he's going to die in a freak boat accident a week after you start dating. If you have a relationship/dating question I can help answer, you can send me your letters at This poll is inspired by a current forum thread in which a 28-year-old woman is asked out by a 23-year-old man. You can also follow along on Facebook and Instagram.