Dear Libby,
I’ve been dating my boyfriend for about a month now. Things have been so amazing! He’s really kind, thoughtful, sweet, and funny. I never expected to feel this way so soon, yet here we are. I love him. I know I love him. I’ve known since our second date, when he took me to Roscoe Point and showed me how beautiful our town looks at night from up there.
The only problem is that I’ve never said “I love you” to anyone before. At least not in a romantic sense. All my past relationships ended because I never felt that way about them. For all my boyfriend’s wonderful qualities, he’s very shy when it comes to taking things to the next level.
I kissed him the first time we kissed, I asked him to be my boyfriend, and I made the first move the first time we slept together. So I know I’ll have to say the L-word first, but that’s the one area of a relationship in which I have zero experience. How would you do it if you were in my shoes?
–New to Love
Dear “New to Love,”
Are you totally sure you love this guy? It sounds like he’s a bit of a wet blanket to be honest. Why is he making you do all the emotional labor when it comes to advancing your relationship? Not to be crass, but he needs to grow a pair, man up, and show you that he actually wants to be with you.
If I were you, I’d hold off on saying “I love you.” Force his hand. From what you’ve told me, I don’t know that he does love you. You’ve made yourself way too available to satisfy his needs while allowing him to neglect yours. And no, taking you to Roscoe Point, AKA Make-Out Point, doesn’t count as “making a move.”
–Lovingly, Libby








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