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Sure, Dating Sucks Now, But These 16 Things Might Just Help Change the Game!

Updated on April 8, 2026 by TMM Staff · Dating & Confidence

A person swiping on a dating app on their phone.
@Elena Helade/Unsplash.com

Dating feels broken right now. You swipe until your thumb cramps, go on dates that feel like job interviews, and wonder if anyone actually wants to meet someone real anymore. The whole system seems designed to exhaust you before you even get to the good part.

But before you delete every app and resign yourself to dying alone with seventeen cats, maybe there’s another way. A few tweaks here and there could actually turn things around, and no, you don’t need to become someone else to make it happen.

1. Choose Pictures That Feel Like the Real You

A man sitting and using a smartphone.
©Lala Azizli/Unsplash.com

Your photos should show who you actually are when you wake up on a Saturday morning, not some airbrushed version of yourself that requires three hours of prep work. Pick images where you’re doing something you love: hiking, cooking, hanging with friends, whatever. People can tell when you’ve spent too long trying to look perfect, and honestly? It’s exhausting to look at.

Save the heavily filtered shots for your finsta. Potential dates want to see the person they’ll actually meet for coffee, complete with the crooked smile and the hair that does that weird thing in humidity. Show up as yourself from the start, because pretending gets old fast.

2. Your Bio Should Sound Like Something You’d Actually Say

A man in a dress shirt using a smartphone.
©Getty Images/Unsplash.com

If you wouldn’t say “I’m an adventurous soul seeking meaningful experiences” out loud to another human being, why would you write it in your bio? Talk like you talk. Use words you’d use at brunch with your best friend, complete with the run-on sentences and the weird tangents about your obsession with sourdough bread (or whatever you’re into).

“Love to laugh” tells people absolutely nothing. Everyone loves to laugh. Even serial killers probably chuckle sometimes. Try “I can quote The Office way too well and I’m weirdly competitive about board games” instead. Give them something to actually work with.

3. Humor’s Great When You’re Actually Funny

A man smiling while looking at his smartphone outdoors at night.
©Getty Images/Unsplash.com

Funny people make dating easier because they know how to break the ice and keep things light. But forcing jokes that don’t land? That’s worse than saying nothing at all. You can’t manufacture humor by adding “haha” to the end of every sentence or making self-deprecating comments that sound more sad than clever.

Let your natural sense of humor come through in how you tell stories or respond to their messages. If you’re naturally sarcastic, lean into that. If you’re more goofy, embrace it. Authenticity beats trying to be the next stand-up comedian (especially if your jokes bomb).

4. Switch Things Up Every Now and Then

A person tapping on a smartphone screen.
©Getty Images/Unsplash.com

Using the same five photos and the same bio for two years straight sends a message: you’re checked out. Apps change, trends move forward, and you should probably update your profile to reflect who you are now, right at the present moment. Maybe you picked up a new hobby, changed your hair, or finally got that dog you’ve been talking about forever.

Refresh your profile every few months. Swap out old photos for recent ones, rewrite your prompts to reflect what’s actually happening in your life. Stale profiles attract stale matches, or worse, no matches at all.

5. Find an App That Matches Your Energy

A person speaking into a smartphone.
©Andrej Lišakov/Unsplash.com

Some apps cater to people who want to get married next Tuesday. Others attract folks who can barely commit to dinner plans next week. If you’re on the wrong platform for what you actually want, you’ll keep matching with people who frustrate the hell out of you.

Do some research (or trial and error) to figure out which app attracts your kind of people. Hinge skews relationship-minded, Bumble puts women in control, Tinder’s more of a mixed bag. Pick the one that fits where you’re at in life, and stop wasting time on apps that clearly won’t work.

6. Stop Treating It Like a Speed-Dating Marathon

A person lying down while using a smartphone.
©George Brynzan/Unsplash.com

Matching with twenty people in one night and trying to keep up with all those conversations? That’s a recipe for burnout. You’ll mix up names, forget who said what, and eventually ghost everyone because you can’t keep track anymore. Quality beats quantity every single time.

Focus on a handful of promising matches instead of trying to talk to everyone who swipes right. Give each person enough attention to figure out if there’s actually something there. Spreading yourself too thin means you’ll miss out on the good ones because you’re too busy managing a roster.

7. Post Recent Photos, While Your 2019 Self Stays in the Past

A man sitting at a café table using his smartphone and holding a coffee mug.
©CURVD®/Unsplash.com

That photo from your friend’s wedding five years ago where the lighting was perfect? Yeah, you need to let it go. People deserve to know what you look like now. Same goes for that shot from when you had completely different hair (or more of it, or less of it, whatever).

Using outdated photos sets everyone up for disappointment. They show up expecting 2019 you and meet 2026 you, and now the whole vibe feels off before you’ve even ordered drinks. Be honest about what you look like today, wrinkles and all.

8. Start Conversations Like You Actually Read Their Profile

A person looking at a smartphone at night.
©Mohammad Mahdi Abafat/Unsplash.com

“Hey” is lazy. “What’s up” is boring. “You’re beautiful” is creepy when it comes from a stranger. If you actually read someone’s profile, you’ll find something worth commenting on: a shared interest, a funny prompt answer, a photo that tells a story.

“I saw you’re into rock climbing. Have you tried the new gym on 5th Street?” beats generic openers every time. Shows you paid attention, gives them something easy to respond to, and actually starts a real conversation. Revolutionary concept, right?

9. Don’t Lead With Heavy Stuff Right Away

A man in a brown turtleneck using a smartphone outdoors.
©Getty Images/Unsplash.com

Nobody wants to hear about your divorce, your therapy journey, or your complicated relationship with your mother in the first three messages. Save the deep stuff for when you’ve actually built some rapport and established that you’re compatible humans who enjoy talking to each other.

Keep early conversations light and playful. Ask about their favorite taco spot, debate whether pineapple belongs on pizza (it does, fight me), share funny stories about your day. You’ll have plenty of time for vulnerability later, if you make it past the first date.

10. Say What You’re Looking For Rather Than Playing Games

A man in a dark green sweater using a smartphone.
©Milles Studio/Unsplash.com

“Going with the flow” usually means “I have no idea what I want, and I’ll waste your time figuring it out.” Be upfront about whether you’re looking for something serious, casual, or anywhere in between. You’ll filter out people who want different things and save everyone a headache.

Being direct makes you honest, which is shockingly rare in the dating world. If you want a relationship, say so. If you’re keeping things casual, own it. Transparency weeds out the wrong people and attracts the right ones.

11. Answer Those Prompts Like They Matter

A man sitting on a couch smiling while looking at his smartphone.
©Getty Images/Unsplash.com

“The key to my heart is food” tells people exactly nothing useful. Everyone likes food. You know what’s actually interesting? “The key to my heart is breakfast tacos from that sketchy food truck on 6th that definitely failed a health inspection but makes the best salsa verde you’ve ever tasted.”

Prompts give you a chance to show personality and stand out from the thousand other profiles people scroll through daily. Use them. Tell specific stories, share actual opinions, give people a reason to message you first. Generic answers get generic results (or no results at all).

12. Proofread Before You Send Because Words Matter

A close-up of a person typing on a smartphone.
©Getty Images/Unsplash.com

Typos happen. We’ve all sent messages where autocorrect turned “want to grab dinner” into something completely unhinged. But if your entire message looks like you typed it while sprinting through an airport, people will notice, and they’ll probably swipe left.

Take three seconds to read what you wrote before hitting send. Fix the obvious mistakes, make sure your sentences make sense, check that you spelled their name right (getting someone’s name wrong is a death sentence). Small effort, big difference.

13. Don’t Rush to Exchange Numbers Too Fast

A person typing on a smartphone.
©Jonas Leupe/Unsplash.com

Some people want to move off the app after five messages. Others need more time to feel comfortable giving out their personal information. Read the room (or in the case, read their responses) and let things progress naturally instead of pushing for digits like you’re collecting Pokemon cards.

If someone’s still giving you one-word answers or seems hesitant to meet up, they’re probably happy staying on the app for now. Respect that. Pushing too hard makes you look desperate or pushy, and nobody wants to date someone who can’t take a hint.

14. Give Compliments That Actually Mean Something

A person using a smartphone at a table.
©Dries De Schepper/Unsplash.com

“You’re gorgeous” from a stranger feels hollow. “That photo of you at the pottery class is cool. How long have you been doing ceramics?” shows you actually looked at their profile and found something specific to appreciate. Compliments land better when they’re about something beyond surface-level appearance.

You can still tell someone they’re attractive (if it feels appropriate), but pair it with something more substantive. “You have a great smile, and your taste in music is incredible” beats “sexy” by a mile. Make people feel seen, rather than objectified.

15. Ask Things That Actually Get People Talking

A man sitting outdoors holding a coffee cup and looking at his smartphone.
©Molly the Cat/Unsplash.com

“How was your day?” is fine for your significant other. For someone you barely know? It’s a conversation killer. Ask open-ended questions that require more than a yes/no answer and give people room to share something interesting about themselves.

“What’s the best concert you’ve ever been to?” or “If you could live anywhere for a year, where would you pick?” gets people talking. You’ll learn way more about compatibility from their answer to a good question than from twenty rounds of “how’s your week going?”

16. Recognize When a Match Has Run Its Course

A man leaning on a railing outdoors while using his smartphone.
©Getty Images/Unsplash.com

Some conversations fizzle out. Some people lose interest. Some matches were never meant to go anywhere in the first place. You can’t force chemistry where it doesn’t exist, and trying to resurrect a dead conversation prolongs the inevitable.

If someone stops responding or gives you clear signals they’re checked out, move on. Don’t send the “hey stranger” message three weeks later trying to revive something that already died. Free up your energy for people who actually want to talk to you.

Dating & Confidence

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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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