I (22M) don’t know if/when I should tell my friend (21F) that I have feelings for her.

Relationship Advice

Need help deciding if/when to discuss feeling with a close friend

Long story short, I have a close friend who I have feelings for and she recently went through a breakup. Should I tell her how I feel? And if so, when?

Context:

My friend and I have been close friends since we met freshman year of high school. We have a lot in common and have great chemistry and just generally always have a great time together or when we talk on the phone. In school, I never viewed her as more than a friend. We both dated other people and maintained a close friendship. Since graduating, we’ve moved to different cities. In the time since we graduated, I’ve only seen her in person once and I’ve found myself missing her more than anyone else. I spent a lot of time these last couple years reflecting on life and what kind of person I would want to spend my life with and all roads lead to her. She’s beautiful. She understands me in a way nobody else ever has. She makes me feel happy without fail every time I hear her voice. She makes me feel loved and I love her for it.

I’ve been single since leaving home to work on establishing myself and my career and she had been dating the same guy for the last 4 years so despite all these realizations, I’ve never said a word about it out of respect for her relationship with the exception of a vaguely worded drunk text that I was able to talk my way out of and put her at ease.

That brings us to the present. A couple weeks ago, her boyfriend broke up with her and she found out a couple days later that he was cheating as well. Since then, we’ve been talking more than ever. She’s always leaned on me when she was going through hard times because I’m someone she knows will give her my objective take on things and give her the best advice I can. As much as I feel awful for what she’s going through, it’s nice to feel like I’m making a difference in helping her heal. We’ve been discussing plans to hang out over the summer for the first time in years and we also might be going on a weekend trip for an f1 race in the fall. I’m as happy as could be to be getting to spend time with her after so long, but I feel like I need to get everything off my chest and tell her how I feel at some point if we’re going to be spending so much time together.

This is the first real chance I’ve had to tell her everything and I don’t know if it’s worth risking our friendship or what would even be an appropriate amount of time to wait before having a conversation like that.

Posted Apr 10, 2026, 12:59 AM UTC

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