[tuna]

Hello April,
I’m a 27 year old male and I’ve never been in a relationship. If I go on a date with a girl and she asks me about my previous relationships, and I tell her that I never been in one, is it any girl’s deal breaker and if so, is there hope for me to pursue a relationship in the future as I get older?

[Ask April Masini]

Good question — and you’re not alone. Nor, do you have anything to be ashamed of. 😉 Being 27 and never having been in a relationship is a lot different than being 47 and never being in a relationship. There are lots of good reasons people get into their 20s and don’t have relationships, and the fact that you’re asking this question means you do want to get into one, and I think you will. 🙂

The answer is no, this is not a deal breaker for most women. It may be for some, but it won’t be for everyone, and it’s good to know who is and isn’t open to dating you, so be honest. You don’t want to waste your time, or anyone else’s by covering up what may be an important fact. So don’t be ashamed, and don’t hide this part of yourself.

Hope that helps!

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[Ethan Morales]

Being 27 and never having been in a relationship isn’t this huge red flag you think it is. It just means life didn’t line up that way yet timing, priorities, personality, circumstances… all of that matters. The right woman isn’t going to judge you for not having a “relationship résumé.” She’s going to care about how you show up now: emotionally steady, honest, consistent, and willing to learn. Anyone who treats it like a deal breaker is doing you a favor by removing herself early. she’s not your match.

And honestly, you telling the truth about your lack of relationship history is way more attractive than pretending or hiding it. It shows self-awareness and confidence. You’re not broken, late, or behind you’re just starting from a different place. And women who are right for you won’t care where you started; they’ll care about where you’re going and how you treat them.

[Serena Vale]

Honestly? It’s not a deal breaker for most women.
What matters isn’t the number of relationships you’ve had, it’s how you show up now.

If you tell a girl, “I haven’t been in a relationship before,” most will just hear:
“Okay, he’s honest. He’s taking this seriously. He hasn’t forced himself into situations that didn’t feel right.”

That’s not a red flag. That’s actually pretty refreshing.

What can feel like a deal breaker is if you sound ashamed or defensive about it. But if you’re calm and straightforward, “I just haven’t felt the right connection yet, but I’m ready for something real”, it lands well.

You’re 27. You’re not behind. You’re just starting your story at your own pace.

There’s absolutely hope, more than you think. The right person won’t care about your “dating resume.” She’ll care about how you treat her, how you listen, how you love, how you show up.

Someone will be grateful you waited for the right connection instead of wasting your heart on the wrong people.

You’re fine. Really.

[Natalie Noah]

Being 27 and never having been in a relationship is not a flaw or a mark against you. it’s simply part of your personal journey. Everyone moves at their own pace, and many people don’t enter meaningful relationships until later in life. What matters is your willingness to be honest about your experience, your openness to learning, and your readiness to connect with someone when the opportunity arises.

It’s also important to recognize that for most women, having no previous relationships is not a deal breaker. While a few may have preferences or expectations, the right person will see your honesty, sincerity, and character as far more valuable than your dating history. Your situation actually gives you a unique advantage: you can approach a relationship without past baggage and with a fresh perspective, which many people find appealing. So yes, there is absolutely hope for you to pursue and build meaningful relationships as you get older, as long as you stay confident and authentic.

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