I see a lot of people in their thirties and beyond carrying out dating behavior that, quite frankly, we should all leave behind in our twenties. Don’t get me wrong: we do have to make these mistakes in order to learn what to do right in the future. But, that being said, most individuals will mess up in these ways once if not many times before turning 30. If you’re still acting like this, it isn’t because you haven’t had the chance to learn from your lessons: you just refused to pay attention and make changes. But really, after our twenties, we should have gotten most of these immature dating behaviors out of our systems. There comes a time when there is just no excuse to still act like this.
Awkward conversations are hard. Telling someone you simply aren’t feeling him and don’t want to see him anymore isn’t easy. It’s especially true if you think that, in general, he’s a great guy. You don’t want to destroy his ego by telling him he’s not great for you.