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I’m a 27-year-old straight-ish woman living in an East Coast college town. I’ve never been in a relationship. I’ve dated some people, one person for almost six months, but we were never official due to the situation having a definitive end date.
I have lots of friends. I think I’m pretty good-looking, I’m definitely smart, definitely funny. I can be kind of sarcastic, and I’m pretty tall, which makes things a little tricky. I get approached by men in public sometimes, but much less often than my friends. I’m relatively confident, though, and I like myself.
I’ve done all the things – apps, trying new social and volunteer groups, going to bars alone, going to bars with friends, going to museums alone or with friends, the whole deal. I go to therapy. I have a really cute and friendly dog. I have a very full, happy life that isn’t centered around finding a partner, even though I date. I think anyone who knew me would be surprised I’m writing this email. I’m not desperate for a man, any man. I’m just a little lonely.
I know the answer is just to keep investing in myself, to give myself a full life that makes me happy, and to keep putting myself out there. But it sucks. I want a boyfriend. Doesn’t have to be my forever partner. Just a real relationship. I probably have a little bit of an avoidant attachment style, but I swear I’m friendly and fun to hang out with – and people around me validate that.
I guess the question is, is there anything I might be missing? I know you can’t see my whole life, but in your experience, is there a piece of the puzzle people commonly miss? Or is that piece just luck and timing?
– Real Relationship
Luck. Timing. Peers. Geography. The state of the world.
Sounds like a lot of happenstance.
Sometimes people don’t have a lot of romance going on in their 20s. Maybe they get to their 30s and things change because of what changes around them.
Honestly, people here know (I think) that I had a somewhat active dating life in my 20s, and then when I got into my mid-30s, I just … didn’t. Then things changed again.
I was saying to another letter writer that the years since 2020 have been weird for obvious reasons. You missed some time engaging with the world, so … it all makes sense to me. Life got shuffled.
Keep doing all the things. Maybe try a new app.
But also … maybe your friends shouldn’t be surprised you’re writing this letter. Perhaps if people knew more about your hopes for a relationship, they might help – or think of you when they meet someone nice. Great setups do happen. Also, it’s nice when good friends know what would make you happy.
That’s my only tip. Say more about wanting a significant other.
Otherwise, you’re doing great. So much of life is on-demand, but love isn’t – despite what dating apps imply. Sometimes there’s a whole lot of nothing for years at a time. Then it changes.
– Meredith
Tips? Thoughts on droughts? How many relationships had you been in at 27? Send your own question to to [email protected] or use the anonymous form.
“Are your standards too high? Are you really avoidant? Do you get out of that college town often? My advice is to keep yourself open to new experiences and keep doing the things that make you happy. If dating is a priority, get out there and meet people and bring your best self. That’s all you can do.”
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