• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer
Clever Dude Personal Finance & Money

Clever Dude Personal Finance & Money

Family, Marriage, Finances & Life

  • Toolkit
  • Contact
  • Lunch
  • Save A Ton Of Money
  • About Clever Dude

relationship

9 Things Men Say That Instantly Kill Modern Dates

June 14, 2025
By Travis Campbell
- Leave a Comment
on date
Image Source: pexels.com

Dating in today’s world is a whole new ballgame. With apps, social media, and shifting expectations, modern dates can feel like navigating a minefield. One wrong word can turn a promising evening into an awkward disaster. If you’re looking to make a genuine connection, what you say matters just as much as how you say it. The truth is, certain phrases are instant deal-breakers—no matter how charming you think you are. Knowing what to avoid can save you from those cringeworthy moments and help you stand out in the world of modern dates.

Let’s break down the nine things men say that instantly kill modern dates—and what you should do instead.

1. “My Ex Used to…”

Bringing up an ex is a surefire way to make your date uncomfortable. When you compare your current company to someone from your past, it signals you’re not over your previous relationship. This can make your date feel like a stand-in or, worse, a therapist. Modern dates thrive on fresh starts and open-mindedness, so keep the conversation focused on the present. If you catch yourself about to mention an ex, pivot to a topic that highlights your interests or future goals.

2. “I Don’t Really Believe in Relationships”

Saying you don’t believe in relationships is a quick way to shut down any romantic potential. Even if you’re not looking for something serious, this phrase makes you sound closed off and emotionally unavailable. On modern dates, people value honesty, but they also want to feel like there’s a possibility for connection. If you’re unsure about what you want, express that you’re open to seeing where things go rather than dismissing relationships altogether.

3. “You’re Not Like Other Girls”

While this might sound like a compliment, it actually comes off as a backhanded remark. It implies you have a negative view of women in general and are only making an exception for your date. This phrase can make someone feel like they’re being compared or judged against a stereotype. On modern dates, genuine compliments about a person’s unique qualities go much further than tired clichés.

4. “I Make Six Figures”

Bragging about your income or material possessions is a major turn-off. While financial stability is important, leading with your salary makes you seem arrogant and superficial. Modern dating is about building a connection based on shared values and interests, not bank accounts. If you want to impress, show curiosity about your date’s passions and experiences instead of listing your assets.

5. “I’m Just Here for a Good Time”

Being upfront about your intentions is good, but this phrase often comes across as dismissive and disrespectful. It suggests you’re not interested in getting to know the person in front of you. People appreciate authenticity on modern dates but also want to feel valued. If you’re looking for something casual, communicate it with respect and empathy, making it clear you still value meaningful conversation and connection.

6. “Why Are You Still Single?”

This question might seem innocent, but it puts your date on the defensive. It implies there’s something wrong with them for not being in a relationship. Modern dates are about mutual discovery, not interrogation. Instead of questioning someone’s relationship status, ask about their hobbies, passions, or what they’re looking forward to. This keeps the conversation positive and engaging.

7. “You Look Better in Your Photos”

Commenting on someone’s appearance negatively or backhandedly is a huge mistake. Even if you mean it as a joke, it can come off as rude and superficial. Modern dates are about making your companion feel comfortable and appreciated. Focus on genuine compliments that highlight what you like about them in person, rather than comparing them to their online profile.

8. “Let’s Split the Bill, But I Forgot My Wallet”

Money talk can be tricky, but nothing kills the vibe faster than appearing unprepared or inconsiderate. Forgetting your wallet or making excuses about paying can make your date feel undervalued. On modern dates, it’s less about who pays and more about showing respect and thoughtfulness. If you want to split the bill, be upfront and prepared.

9. “I Don’t Really Like Talking About Myself”

While humility is good, refusing to share anything about yourself makes it hard to build a connection. Modern dates are about mutual exchange—both people should feel seen and heard. If you’re shy or private, try sharing small stories or interests. This also invites your date to open up, creating a more balanced and enjoyable conversation.

Building Real Connections on Modern Dates

Navigating modern dates isn’t about memorizing lines or playing games—it’s about being present, respectful, and open to genuine connection. The words you choose can either open doors or close them before you’ve even had a chance. By avoiding these nine conversation killers, you set yourself up for more meaningful, enjoyable experiences. Remember, modern dating is about discovering compatibility, not just avoiding mistakes.

What’s the most awkward thing you’ve heard on a date? Share your stories in the comments below!

Read More

How Young is Too Young for a Credit Card?

Stupid Financial Mistakes I’ve Made (and You Can Avoid)

Travis Campbell

About Travis Campbell

Travis Campbell is a digital marketer/developer with over 10 years of experience and a writer for over 6 years. He holds a degree in E-commerce and likes to share life advice he's learned over the years. Travis loves spending time on the golf course or at the gym when he's not working.

Reader Interactions

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Primary Sidebar

Are you feeling the call to be a Clever Dude? Then, let's get down to brass tacks and explore what it takes to be one. Get ready for an in-depth look into the anatomy of someone who exudes cleverness!

There's nothing like hearing you're clever; it always hits the spot!

Best of Clever Dude

  • Our Journey to Debt Freedom
  • Ways to Save Money Series
  • Examine Your Motives Series
  • Frugal Lunch by Clever Dudette
  • An Illustrated Frugal Lunch
  • I'm Tired of Buying and Spending
  • 50 Tips for New PF Bloggers
  • Other Personal Finance Blogs

Footer

  • Toolkit
  • Contact
  • Lunch
  • Save A Ton Of Money
  • About Clever Dude
Your subscription could not be saved. Please try again.
Your subscription has been successful.

Subscribe to our newsletter and stay updated.

Copyright © 2006–2025 District Media, Inc. All Rights Reserved. Contact Us