7 Dating Mess-Ups That Keep Even The Smartest People Perpetually Single

Common mistakes explain why some people stay single longer than they'd like.

Last updated on Sep 28, 2025

Woman that is perpetually single. RDNE Stock project | Pexels
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Sometimes dating is pure joy, and yes, basking in the thrill of meeting a potential Mr. Right can be exciting and energizing. But other times, dating is a chore. It's discouraging. After meeting so many people, shouldn't you have clicked with someone by now? How come your relationships don't last (or worse, even get started)?

According to Josie Brown and Martin Brown, authors of The Complete Idiot's Guide to Finding Mr. Rightyou might be sabotaging your chances of finding love without knowing it. In their book, Brown and Brown outline seven ways you could be getting in the way of your own happiness and keeping yourself perpetually single. If you recognize yourself in the list below, consider doing a little soul-searching so you can get out of your dating rut and back on the path to finding The One. 

Here are 7 dating mess-ups that keep even the smartest people perpetually single:

1. Refusing to compromise or admit when they're wrong

woman making the dating blunder of refusing to compromise New Africa / Shutterstock

You're too good for him. If you were raised to be Mommy or Daddy's little princess, you can end up thinking that no one's good enough for you. Instead of assuming he isn't worth your time, look at people as friends before assessing their relationship potential. 

If he passes the friend test (he listens to you, is respectful of others, and is pleasant to be around), you'll already have gotten past dismissing him because he's not attractive enough or doesn't make enough money.

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2. Expecting relationships to flourish without putting in work

woman making the dating blunder of expecting relationship to flourish without putting in work Prostock-studio / Shutterstock

You don't actively look for guys to date. Brown and Brown think that a lack of self-confidence or shyness is keeping you from meeting men. 

To get past this, you need to change your attitude. "If you believe you deserve a happy relationship, you'll make it a goal, one that takes precedence over any other activity that keeps you 'too busy' to look for love," they write.

A relationship-destiny mindset is the belief that relationships should be easy. A 2012 study explained that this unrealistic expectation prevents the open communication and vulnerability needed for genuine intimacy.

RELATED: 13 Types Of Guys Who Stay Single And Don't Ever Find Lasting Love

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3. Being quick to anger

woman who makes the dating blunder of being quick to anger PeopleImages / Shutterstock

You're holding onto anger about a past relationship. Men are not all the same; being burned in the past doesn't mean it will happen again in the future. 

You need to learn to trust again because, without trust, you can't have a successful relationship. It might require therapy, but it's worth it. After all, this is the rest of your life we're talking about.

Research has shown that this hypervigilance might feel like self-protection, but it actually keeps you in a cycle where you're perpetually bracing for impact instead of being present and open. Learning to trust again isn't about forgetting past lessons; it's about recognizing that healing is necessary before you can build something real with someone new.

RELATED: 10 Things That End A Man's Attraction To You No Matter How Beautiful You Are, According To Psychology

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4. Comparing every potential match to unrealistic standards

woman making the dating blunder of comparing every match to unrealistic expectations fizkes / Shutterstock

You always assume there's someone better out there. Why are you never satisfied with the relationships you've had?  "Perhaps, deep down inside, you're afraid that you don’t deserve your success," write Brown and Brown. Instead, focus on what's good about your life right now, including any men you might be dating.

Perfectionism promotes a black-and-white perception of potential partners, where minor hiccups are perceived as major failures. According to one study, this constant criticism creates a dynamic where no one can ever measure up, which leads to persistent dissatisfaction.

RELATED: It's Hard To Hear, But These Are The 7 True Reasons You're Still Single

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5. Prioritizing physical chemistry over emotional connection

woman making the dating blunder of prioritizing physical chemistry Alberto Menendez Cervero / Shutterstock

You seek intimacy without emotion. Physical intimacy without any emotional connection makes it hard to realize that someone is right for you.  If you have a "friend with benefits," Brown and Brown suggest that you "reconnect with your emotional center" so "you'll be in the right emotional state to recognize Mr. Right when you see him."

The most successful relationships don't ignore physical chemistry. Research has found that they build it on a foundation of emotional connection first, allowing attraction to deepen alongside genuine intimacy.

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6. Being needy n pursuit of attention

woman making the dating blunder of excessive pursuit of attention Zamrznuti tonovi / Shutterstock

You're too needy. Your partner shouldn’t need to prove his love. "Having him jump through hoops doesn't give you the proof you're looking for," they write. In fact, it'll probably drive him away. Instead, "give him a chance to woo you. And if there's some chemistry, don't be so quick to find fault." 

The irony is that the more you demand proof of someone's affection, the more you push them away. According to one study, the most magnetic people are the ones who are comfortable enough in their own skin that attention flows to them naturally because others genuinely enjoy their company.

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7. Expecting others to pay for everything

woman making the dating blunder of expecting others to pay MDV Edwards / Shutterstock

You love the money, not the man. You can't have a successful relationship with a bank account. Plus, if he treats you just like another possession, you may find yourself replaced by someone else. So what should you look for in a man? According to Brown and Brown, "his ability to love, trust, commit, respect, and live his life desiring you." 

The bottom line is that it's easy to find a reason to break up with someone, and if you're stuck in a negative mindset, you'll do just that. According to Brown and Brown, "Dating should be fun. It should be a personal growth experience. And most of all, it should teach you to discern which traits in a man make you happy." Amen to that.

RELATED: 10 Dating Mistakes Even The Smartest, Savviest Women Make

Sarah Harrison is an editor and content strategist whose work has appeared in The Guardian, Vice, The New York Times, The Independent, and Psychology Today.

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