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9 Things Men Wish They Did Better in Romance

Updated on July 4, 2025 by TMM Staff · Dating & Confidence

A man giving a gift to her girlfriend
©Getty Images/unsplash.com

Romantic regret doesn’t always come from grand failures. Often, it’s the small moments, what wasn’t said, what wasn’t noticed, what was assumed to be enough. Many men don’t realise what they could’ve done better until after a relationship has shifted or ended. This quiet reflection can stick around for years. It’s not about shame, it’s about awareness, and the things most men aren’t taught to express.

Table of Contents

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  • Saying What They Really Feel
  • Listening Without Fixing
  • Initiating Affection Without a Cue
  • Making Time When It Was Needed
  • Expressing Appreciation Without Occasion
  • Admitting When They Were Hurt
  • Knowing When to Let Go of Ego
  • Asking What Their Partner Needed
  • Being Fully Present
  • The Gap Between Love and Expression
  • When Routine Replaced Romance
  • The Pressure to Be Everything
  • Growth That Came Too Late
  • What Regret Can Still Build

Saying What They Really Feel

©Cody Black/unsplash.com

Many men wish they’d been more vocal about their love. Not just with big gestures, but in everyday language. A simple “I appreciate you” or “I’m proud of us” often gets lost in the noise of routine. Withholding emotion isn’t about not caring, it’s about not knowing how to say it in the moment. Later, many regret not putting more of those feelings into words.

Listening Without Fixing

©Getty Images/unsplash.com

Men are often taught to solve problems. But in romance, listening, really listening, is what most partners crave. Many men look back and wish they’d listened to understand, not just to respond. Being present without offering a solution can be more intimate than any advice. It’s a skill, not a flaw, to learn how to hold space.

Initiating Affection Without a Cue

©Fellipe Ditadi/unsplash.com

Physical touch often becomes routine or reactive. Many men wish they had initiated hugs, hand-holding, or gentle contact more often, without waiting for a signal. Those small gestures communicate safety, presence, and care. Not everything intimate has to be sexual. And many realise that only in hindsight.

Making Time When It Was Needed

©Frank Flores/unsplash.com

Busy schedules become the excuse for emotional absence. Some men regret not prioritising quality time when their partner needed connection. It’s not about hours, it’s about showing someone they’re worth rearranging for. Time felt like something to fit in, when it should’ve been something to protect.

Expressing Appreciation Without Occasion

©Wright Brand Bacon/unsplash.com

Compliments tied only to birthdays, milestones, or anniversaries fall flat over time. Many men realise too late that consistent appreciation matters more than rare praise. Partners want to be seen in the day-to-day, not just when the calendar reminds them. It’s a small effort with a lasting emotional return.

Admitting When They Were Hurt

©Getty Images/unsplash.com

Being “the strong one” often means burying pain. But silence creates emotional distance. Many men regret not being honest about when they felt dismissed, criticised, or insecure. Vulnerability doesn’t weaken relationships, it strengthens trust. But it’s often learned only after silence costs connection.

Knowing When to Let Go of Ego

A silhouetted couple stands on the beach, watching a colorful sunset over the ocean.
©Armen Poghosyan/Unsplash.com

Arguments sometimes turned into battles for being right. Many men wish they had softened sooner, apologised faster, or chosen peace over pride. Ego can be a shield, but it also becomes a wall. Looking back, it’s rarely the content of the argument that lingers, but the unwillingness to reconnect.

Asking What Their Partner Needed

©Getty Images/unsplash.com

Assuming they knew what love should look like, many men didn’t ask enough questions. “What makes you feel loved?” is simple, but rarely asked. Misaligned expectations often lead to silent disappointments. The regret isn’t just in missing the mark, but in not asking for the target in the first place.

Being Fully Present

©Getty Images/unsplash.com

Physically there, but mentally distracted. That’s a quiet regret for many. Work stress, phone scrolling, or even overthinking would get in the way of real presence. Many men wish they had tuned in more deeply, not just to words, but to moods, silences, and shifts. Presence isn’t about perfection, it’s about showing up completely.

The Gap Between Love and Expression

©Getty Images/unsplash.com

Loving deeply and expressing it clearly are two different muscles. Many men wish they had flexed the second one more often. The regret isn’t about not feeling, it’s about assuming their partner just knew. Emotional fluency doesn’t come naturally to everyone, but the impact of learning it lasts.

When Routine Replaced Romance

©Max Shchelchkov/unsplash.com

Comfort became the default, and effort slowly faded. Many men look back and wish they had kept romance alive, small notes, spontaneous plans, or planned nights out. It wasn’t about extravagance; it was about intention. Letting the spark dim wasn’t deliberate, but the silence that followed made it obvious.

The Pressure to Be Everything

A man giving forehead kiss to a woman
©Allan Dias/unsplash.com

Provider, protector, planner, partner. Many men try to wear every role and burn out quietly. They regret not sharing the emotional load or asking for support. In trying to be everything, they sometimes became unavailable emotionally. Relationships thrive not when one carries all, but when both carry well.

Growth That Came Too Late

©Getty Images/unsplash.com

Some men only learned how to show up better after the ending. The relationship became the teacher. There’s regret in not knowing then what they know now, but also pride in the growth. Not all lessons come in time, but that doesn’t make them useless.

What Regret Can Still Build

©Frank van Hulst/unsplash.com

Romantic regret doesn’t have to be a weight, it can be a compass. Many of these wishes reflect not failure, but desire to love better. There’s beauty in the fact that men reflect at all. And even more in choosing to turn reflection into action, however late it may seem.

Dating & Confidence Everlane

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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