Boomers Who Are Cool Avoid These Cringeworthy Phrases

Boomers Who Are Cool Avoid These Cringeworthy Phrases

Every generation has its quirks, but there are some phrases that Boomers have been holding onto for far too long. And while they might not mean any harm, certain sayings come off as outdated, out of touch, or just plain cringe-worthy. The cool Boomers—the ones who know how to keep it classy without clinging to tired expressions—know better. Here are the phrases they avoid like the plague and what they say instead.

1. “Back in My Day…”

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Okay, we get it—things were different when you were younger. But kicking off a story with “Back in my day” can make you sound like you’re stuck in the past. Cool Boomers know how to share their memories without making it feel like a history lecture. Try something like, “When I was younger, we used to…” It’s less preachy and way more likely to spark a good conversation.

2. “Kids These Days…”

This one lands like a lead balloon. It paints an entire generation with the same brush and it rarely comes off the way you think it does. Cool Boomers don’t gripe about “kids these days”—they celebrate the ways younger generations are making their mark. Instead of criticizing, try asking, “What’s something you’re passionate about?” Genuine curiosity is always cooler than blanket statements.

3. “That’s Not How We Did It”

Look, nobody wants to feel like their way of doing things is wrong just because it’s new. Saying this makes you sound like you’re resistant to change and shuts down any chance of collaboration. Cool Boomers know that different doesn’t mean bad. Instead, try, “That’s an interesting approach—how did you come up with it?” It shows you’re open-minded and interested, not stuck in the past.

4. “You Look Tired”

Yikes. Even if you mean well, this phrase can feel like a slap in the face. Cool Boomers know there are better ways to check in without making someone self-conscious. Try something like, “How are you feeling today?” It’s supportive without sounding critical, and it opens the door for an actual conversation instead of just making someone defensive.

5. “You’re Too Young to Understand”

Nothing shuts down a conversation faster than this one. It’s condescending and dismissive, and it doesn’t leave any room for meaningful dialogue. Cool Boomers know that wisdom comes in all ages. Instead of writing someone off, try, “What’s your perspective on this?” It shows you value their thoughts and keeps the conversation flowing both ways.

6. “Because I Said So”

This might have worked when you were the parent of a toddler, but in adult conversations, it just makes you sound bossy. Cool Boomers know that respect goes both ways, and explaining your reasoning is a much better way to connect. Try saying, “Here’s why I feel this way…” instead. It shows you’re willing to engage, not just dictate.

7. “That’s Not Real Music”

Everyone has their own taste, and dismissing someone’s favorite tunes doesn’t make you look cool—it makes you look closed-minded. Cool Boomers know better than most that music evolves and that every genre has its moments. Instead of tearing it down, try asking, “What do you like about this artist?” You might even find a new favorite song while you’re at it.

8. “When Are You Getting Married/Having Kids?”

If there’s one way to make someone squirm, it’s by prying into their personal life with this question. Chill Boomers know that life milestones aren’t one-size-fits-all, and asking these things can feel intrusive. Instead, try, “What’s been exciting for you lately?” It’s open-ended, respectful, and way less likely to make someone uncomfortable.

9. “You’re Wasting Your Time on That”

Whether it’s gaming, social media, or some niche hobby you don’t understand, saying this is a surefire way to shut someone down. Cool Boomers know that passion is passion, even if it’s not their thing. Instead of dismissing it, try asking, “What do you enjoy about that?” You might learn something new—and show that you value their interests.

10. “You’ll Understand When You’re Older”

Oof. This one feels like a verbal pat on the head, and it’s rarely received well. A more relaxed Boomer can understand that life experience is valuable, but so is listening to others. Instead of shutting down the conversation, try saying, “Here’s how I see it—what’s your take?” It’s a way to share wisdom without being dismissive, and it keeps the dialogue going.

11. “Social Media Is Ruining Everything”

We all know social media has its flaws, but harping on it makes you sound out of touch. Cool Boomers get that it’s not all bad—it’s also how people connect and share their lives today. Instead of ranting, try asking, “What’s your favorite thing about being online?” It’s a way to bridge the gap and maybe even learn something new.

12. “I’m Too Old for That”

Saying this doesn’t make you sound wise—it makes you sound like you’ve stopped trying. Cool Boomers know that age is just a number, and staying curious is key to staying young at heart. Instead of dismissing something new, try saying, “I haven’t done that yet, but I’d love to learn more.” It keeps the door open for new experiences and keeps you in the game.

13. “You’re So Lucky to Have It Easy”

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This phrase downplays the challenges younger generations face and makes you sound dismissive. Cool Boomers know that every era has its struggles, and empathy goes a lot further than comparison. Instead of assuming you know what they’re dealing with, try asking, “What’s been tough for you lately?” It shows you care without jumping to conclusions.

14. “In My Day, We Didn’t Need…”

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Whether it’s smartphones or online shopping, this phrase makes you sound like you’re living in the past. Cool Boomers know that innovation isn’t a threat—it’s progress. Instead of grumbling about what’s changed, try saying, “Things sure have come a long way—what do you like about it now?” It’s a way to stay engaged without coming off as resistant to change.

15. “You Should Smile More”

If there’s one phrase that needs to be retired permanently, it’s this one. Cool Boomers understand that telling someone to smile isn’t helpful—it’s patronizing. Instead, try engaging them with something that might actually make them smile, like a compliment or a funny story. Genuine connections always beat unsolicited advice about someone’s face.

This content was created by a real person with the assistance of AI.

Originally from Australia, Emma Mills graduated from the University of Queensland with a dual degree in Philosophy and Applied Linguistics before moving to Los Angeles to become a professional matchmaker (a bit of a shift, obviously). Since 2015, she has helped more than 150 people find lasting love and remains passionate about bringing amazing singletons together.

Emma is also the author of the upcoming Hachette publication, "Off the Beaten Track: Finding Lasting Love in the Least Likely of Places," due out in January 2025.