• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

The Modest Man

  • .
  • Topics
    • Fashion
    • Shoes
    • Accessories
    • EDC
    • Hairstyles
    • Cologne
    • See All
  • Reviews
  • Outfit Ideas
  • About The Modest Man
    • Start Here
    • Contact
Home / Blog / Dating & Confidence
We earn a commission on some purchases you make through our site. Here's how affiliate links work.

15 Things People Do on First Dates That Scream “No Second Dates For You!”

Updated on January 12, 2026 by TMM Staff · Dating & Confidence

A person lighting a candle at a small balcony table under string lights at night.
©Elena Helade/Unsplash.com

First dates can go all kinds of ways. Fun, awkward, weird, hilarious. But some people show up and do things that make you immediately think, “Yeah, this isn’t happening again.” Whether it’s something they say, how they act, or what they don’t do, these moments are hard to ignore.

Table of Contents

Toggle
  • 1. Going On And On About Their Ex
  • 2. Treating It Like A Job Interview
  • 3. Talking About Themselves The Entire Time
  • 4. Checking Their Phone Every 5 Seconds
  • 5. Ordering For The Other Person Without Asking
  • 6. Oversharing Personal Stuff Way Too Soon
  • 7. Bragging About Things Nonstop
  • 8. Drinking Way Too Much
  • 9. Being Super Negative About Everything
  • 10. Making Everything Weirdly Competitive
  • 11. Talking About Marriage Or Kids Right Away
  • 12. Not Asking A Single Question Back
  • 13. Acting Like They’re Doing You A Favor By Being There
  • 14. Talking About How “Crazy” Their Ex Was
  • 15. Getting Weirdly Touchy Too Soon

The thing is, most people don’t even realize when they’re blowing it. They’re either trying too hard or not trying at all. Some people treat a first date like a therapy session, and then there are those who act like they’ve already locked you down before the drinks even arrive. No thanks.

Let’s get into the stuff that pretty much guarantees there won’t be a round two.

1. Going On And On About Their Ex

A couple smiling and talking over a meal at a modern restaurant table.
©Daniel Neuhaus/Unsplash.com

Everyone’s got a past. That’s fine. But when someone spends half the date talking about “how crazy their ex was” or “how much they gave in that relationship,” yeah, no thanks.

It gives the other person front-row seats to baggage they didn’t ask for. And if you’re still stuck in your last relationship, maybe hit pause on dating for a bit.

2. Treating It Like A Job Interview

A woman writing in a notebook at a wooden table with a potted plant nearby.
©Pablo Merchán Montes/Unsplash.com

So… “Where do you see yourself in five years?” is not a flirty question. Neither is listing your résumé like you’re trying to impress a hiring manager.

Dates are supposed to feel easy. If someone is firing off questions like they’re reading from a script, it kills any real chance to get to know each other. Relax. Talk like a person.

3. Talking About Themselves The Entire Time

A well-dressed couple sitting across from each other at a small table in a stylish café.
©Andrej Lišakov/Unsplash.com

You know the type. They love to hear themselves talk. Favorite topic? Themselves. Second favorite? Still themselves.

A one-sided conversation makes the other person feel like they could’ve stayed home and listened to a podcast. Ask something. Anything. Show interest, or don’t be surprised when that follow-up text never shows.

4. Checking Their Phone Every 5 Seconds

A person holding a smartphone above a bowl of colorful food on a wooden table.
©Kateryna Hliznitsova/Unsplash.com

We get it. Stuff pops up. But when someone’s glued to their screen all night? That’s a loud message: “I’ve got better things to do than be here.”

Unless there’s an actual emergency (which, spoiler alert, there rarely is), the phone can wait. If not, so can that second date. Forever.

5. Ordering For The Other Person Without Asking

A man reading a restaurant menu while sitting by a window.
©ohlamour studio/Unsplash.com

It’s not bold. It’s not cool. It’s weird. And controlling. Saying something like, “You’ll love the steak” before even asking? Yeah, don’t.

People like to make their own choices. No one needs a stranger deciding what they should eat on the first hangout.

6. Oversharing Personal Stuff Way Too Soon

A man smiling and chatting across a table while holding a drink in a modern restaurant.
©Ben Iwara/Unsplash.com

Honesty’s great. But diving straight into childhood trauma, family feuds, or how your roommate stole your identity before the appetizers arrive? That’s a lot.

You don’t need to spill your entire life story in one sitting. Let things build. If it works out, there’ll be plenty of time for the heavy stuff later.

7. Bragging About Things Nonstop

A smiling couple raising wine glasses together at a cozy restaurant table.
©Getty Images/Unsplash.com

Whether it’s about money, their car, how many people “want them,” or that “networking event with Elon Musk,” chill.

Confidence is fine. But the moment it turns into a flex parade, it gets old fast. Nobody came on the date to be your hype squad.

8. Drinking Way Too Much

A waiter pouring sparkling wine into a champagne flute at a lively restaurant table.
©Getty Images/Unsplash.com

Having a drink or two to loosen up? Sure. But when someone downs half the cocktail menu and starts slurring their words mid-sentence? That’s not fun. That’s babysitting.

And no, “I’m more fun when I drink” isn’t a good excuse. Know your limit. Don’t turn a date into damage control.

9. Being Super Negative About Everything

A woman resting her face in her hands while sitting indoors.
©Getty Images/Unsplash.com

From the food to their job to the weather, some people find a reason to complain about everything. It’s draining.

Dates are supposed to feel light, at least at first. No one wants to sign up for an evening with someone who sounds like a Yelp review with trust issues.

10. Making Everything Weirdly Competitive

A man sipping red wine while seated at a restaurant table across from another person.
©Andrej Lišakov/Unsplash.com

Turning a date into a weird contest? Nah. Trying to “outdo” stories, one-up achievements, or prove how you’re better than them? Nobody’s keeping score.

You’re not there to win. You’re there to see if you even like each other. Chill out.

11. Talking About Marriage Or Kids Right Away

A couple sitting at a wine bar, chatting over glasses of wine in a cozy setting.
©Michael T/Unsplash.com

Bringing up marriage before the appetizers hit the table is… a choice. A bold one. The same goes for talking about how many kids you want.

There’s nothing wrong with having long-term goals. But date one probably isn’t the time to pull out the life plan binder.

12. Not Asking A Single Question Back

A man wearing glasses sipping coffee from a white mug in a café.
©Yunus Tuğ/Unsplash.com

You answer a question. Then another. Then another. And… crickets. No return questions. No “What about you?”

That’s when you realize they don’t actually want to know you. They want an audience. And you didn’t sign up for that role.

13. Acting Like They’re Doing You A Favor By Being There

A woman smiling and holding a coffee mug while talking to someone in a café.
©Yunus Tuğ/Unsplash.com

When someone says things like, “People usually fall for me fast” or “I don’t usually date people like you,” yeah, okay. Thanks for the ego trip.

You’re not a contestant on a game show. If someone’s acting like you should feel lucky they even showed up, feel free to never see them again.

14. Talking About How “Crazy” Their Ex Was

A woman smiling while chatting across a table with food and drinks in a café.
©Mohamed hamdi/Unsplash.com

Yeah, this one’s different than the usual ex talk. It’s when someone uses the word “crazy” over and over like a badge of honor.

It makes people wonder. Was the ex actually difficult, or are you the problem? Either way, it’s not the story to lead with.

15. Getting Weirdly Touchy Too Soon

A couple sitting at a small round table by a window, sharing dessert.
©Curated Lifestyle/Unsplash.com

Some people skip all social cues and go straight for the knee grab, the shoulder squeeze, the too-long hug.

A little space is basic respect. If you’re making the other person uncomfortable five minutes in, chances are they’re already planning their exit.

Dating & Confidence

Related Posts
A pile of clothes
20 Things You Should Never Wear on a Date
A woman looking at the man
18 Style Details Women Notice First
15 Honest Reasons Why Older Men No Longer Seek Commitment
Women Don’t Want Perfect Men, Just Men Who Stop Doing These 15 Things
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.

More Articles by This Author

Facebook Twitter Instagram

Join the Club

Never miss a post, plus grab this free guide (instant download). No spam. Ever.

Subscribe Now

Reader Interactions

Ask Me Anything Cancel reply

Got questions? Want to share your opinion? Comment below!

Primary Sidebar

Join the Club

Never miss a post, plus grab this free guide (instant download).

No spam. Ever.

Subscribe Now

Trending Articles
Business casual outfits
The Modest Man Guide to Men’s Business Casual Style
A person's hands typing on a silver laptop displaying the Hulu streaming service interface with various show thumbnails.
12 Series Finales That Sparked Major Fan Backlash
Seiko 5 SNK805
35 Great Watches for Small Wrists
Men over 40 style
“Old Man Style”: Advanced Age Is the New Sartorial Prime
Fashion brands for short men
Stride in Confidence: Where To Buy Clothes For Short Men
Topics
  • Clothing & Style
  • Outfit Ideas
  • Fitness
  • Product Reviews
  • Dating & Confidence
  • Grooming
  • Men of Modest Height
  • Income Reports
Top 10 Brands
  1. Uniqlo
  2. Nordstrom
  3. Warby Parker
  4. J. Crew
  5. J. Crew Factory
  6. Amazon
  7. Thursday Boot Co.
  8. Mr. Porter
  9. Banana Republic

Footer

The Modest Man logo

Home • Blog • Resources • Contact • Advertise

 

Privacy Policy & Affiliate Disclosure • Terms & Conditions • Sitemap

 

As an Amazon Associate I earn from qualifying purchases.

 

Copyright © 2026 The Modest Man (Registered Trademark)