A Gen X is someone who was born between the years 1960 and 1980. So, when we talk about Gen X, we are talking about our people in their 60s and early 40s and everyone in between. If you want to hold a conversation with someone from that age group, you might find it boring especially if you do not belong to that category.
That shouldn’t be a worry anymore as in this article, I have provided 20 funny questions to ask a Gen X that will definitely get you talking and the conversation is surely going to be lighthearted and hilarious. Most of the questions will take them down memory lane but the goal is the same – let’s have humorous convos with Gen Xers.
20 Funny Questions to Ask a Gen X
The following are good and funny questions to ask a Gen X:
- Are you comfortable with the tag “Gen X” or do you think you should be called something better?
- Are slangs better today or do you think it was cooler in your days?
- Why do Gen Xers put the phone on speaker when they are calling and still yell instead of talking?
- You just posted a picture of you and your old classmate on Facebook, what’s your best caption for it?
- What is the one thing you see today that makes you laugh because it was better in the past?
- What is one movie that you think captures what it means to be a Gen X teenager or adult?
- What is the most embarrassing song on your mixtape or something you used to sing to that you find awkward today?
- How did it feel like when man landed on the moon and knew we didn’t make any moves again?
- When the world was predicted to end in the early 2000s, did you feel relieved when it didn’t, or had a gut feeling it was never going to happen?
- When you see what makes people laugh these days, do you wonder if humor has doused down? Do you have any hilarious jokes from your time that you can share?
- When you first heard of self-driving cars, what went through your mind? Would you allow one to drive you?
- Who is the worst person to take to a bar on a Friday night?
- Between millennials and Gen Zs, who’s the most annoying?
- What’s the weirdest fashion trend you tried in the 80s or 90s?
- How many times did you call the radio station to request a song?
- Can you remember how many times you blew into a videotape to get it to work?
- If you are to bring back a comedy show from the past, which are you bringing?
- Was there a car that was the buzz that you can hardly see any rave about today?
- Why do Gen Xers take selfie photos like they are in severe pain?
- Do you think other generations complain too much about everything Gen Xers do?
Are You Comfortable With The Tag “Gen X” Or Do You Think You Should Be Called Something Better?
Let’s start with what they think about the tag “Gen X.” It is going to be funny to know what a Gen X thinks about being called that.
This question is going to generate a funny reply especially when you are talking to a Gen X who hates to be seen as being old or as getting old. I have tried it with some of my aunties and their responses have been hilarious.
You can try it too.
Are Slangs Better Today Or Do You Think It Was Cooler In Your Days?
One question you might want to ask a Gen X is “Are slangs better today or do you think it was cooler in your days?”
I am sure they won’t want to agree that anything today is better than it was before. If you have heard some of the Gen X slangs, you are going to really find them funny and awkward.
You can even ask them to give you some of the famous slangs from their days to crack you up a bit.
Why Do Gen Xers Put The Phone On Speaker When They Are Calling And Still Yell Instead Of Talking?
Next, you can ask a Gen X “Why do Gen Xers put the phone on speaker when they are calling and still yell instead of talking?”
I am sure you have come across a Gen X who does this. They seem to enjoy putting their phones on speaker while making a call and talking so loudly that it is easy to know what they are saying or yapping about.
You Just Posted A Picture Of You And Your Old Classmate On Facebook, What’s Your Best Caption For It?
Another funny question that you can ask a Gen X is “You just posted a picture of you and your old classmate on Facebook, what’s your best caption for it?”
The funniest place to be on is the Facebook profile feed of someone in their 50s or 60s. It is a laugh riot in every sense of the word.
What Is The One Thing You See Today That Makes You Laugh Because It Was Better In The Past?
This is another question that is going to get you laughing or surprised because of how their answer may be. Several things have changed on several planes of human civilization.
You can expect to have a hearty laugh when you learn of the things that used to make Gen Xers laugh in the past.
What Is One Movie That You Think Captures What It Means To Be A Gen X Teenager?
You can also ask a Gen X what movie they recommend that can show what it means to be a teenager. Usually, being a Gen X teenager will be hilarious, especially with the way things have changed.
Our times are actually different from ours and you will be surprised with what actually makes up the experience of Gen Xers.
What Is The Most Embarrassing Song On Your Mixtape Or Something You Used To Sing To That You Find Awkward Today?
It might also make it interesting to ask “What is the most embarrassing song on your mixtape or something you used to sing to that you find awkward today?”
You are going to find it even more embarrassing especially if they offer to sing it to you. The music our grandparents and parents enjoyed as youths can be funny. I have listened to some that my parents used to like and they were downright hilarious.
How Did It Feel Like When Man Landed On The Moon And Knew We Didn’t Make Any Moves Again?
“How did it feel like when man landed on the moon and knew we didn’t make any moves again?” is another good question to ask a Gen X. This is for Gen X who is keen on nation-building, science, space exploration, and so on.
Many of them thought that by the 21st century, man would have started living on Mars but sadly we are not there yet. So, learning what a Gen X thinks would be fun in a way.
When The World Was Predicted To End In The Early 2000s, Did You Feel Relieved When It Didn’t, Or Had A Gut Feeling It Was Never Going To Happen?
The world was supposedly going to end around the early 2000s and many people were preparing and looking forward to it. I am sure there are going to be a lot of hilarious ideas about the end of the world.
When you ask them this question, their reason for whatever they thought would indeed be funny.
When You See What Makes People Laugh These Days, Do You Wonder If Humor Has Doused Down? Do You Have Any Hilarious Jokes From Your Time That You Can Share?
Try asking “When you see what makes people laugh these days, do you wonder if humor has doused down? Do you have any hilarious jokes from your time that you can share?”
Ever heard of dad jokes? Well, that’s what you will get. It is going to get you started on what they think about the evolution of comedy and laughter.
When You First Heard Of Self-Driving Cars, What Went Through Your Mind? Would You Allow One To Drive You?
It will be funny to hear what Gen Xers think about self-driving cars. They are going to say a lot of things that will be downright funny.
For us today, we are more open to technology so we might not have a problem with accepting the idea of self-driving cars but not Gen X individuals.
Who Is The Worst Person To Take To A Bar On A Friday Night?
“Who is the worst person to take to a bar on a Friday night?” is another funny question to ask a Gen X. This is a great question that will generate a response so hilarious the reason is even funnier.
It will be an amusing conversation starter that can lead them to entertaining insights about their bar experiences. I expect them to share humorous stories about their encounters in the bar.
Between Millennials And Gen Zs, Who’s The Most Annoying?
This is another funny question to ask a Gen X. It is because every generation has something that they feel is a problem with the other generation. You can ask a Gen Z what they think about Gen Xers and millennials and vice versa.
There is always going to be something humorous they’d give in reply. So, ask them “Between millennials and Gen Zs, who’s the most annoying?”
What’s The Weirdest Fashion Trend You Tried In The 80s Or 90s?
Fashion is another area where the different demographics of people vary. The fashion trend in the time of the Gen X or something they tried is going to get you laughing.
It is safe to say that what was trendy in their time may be considered a fashion blunder today. Listening to them talk highly about it is surely going to result in very light-hearted conversations.
How Many Times Did You Call The Radio Station To Request A Song?
Try asking a Gen X “How many times did you call the radio station to request a song?”
Radios were just starting during their time and being able to call a radio and give them a request, which could be a song request or birthday shout-out, was considered a big deal. Unlike today when we have podcasts trying to replace radio channels.
Can You Remember How Many Times You Blew Into A Videotape To Get It To Work?
Another question that is going to get you laughing with the Gen X individual is “Can you remember how many times you blew into a videotape to get it to work?”
Thanks to Netflix and Amazon Prime, we do not have to deal with videotape. This was legit a struggle for many of our parents because it takes wiping the tape to get it to work.
If You Are To Bring Back A Comedy Show From The Past, Which Are You Bringing?
Talking about comedy is another pathway through which you can engage in the light-hearted conversations you want to have with a Gen Xer.
This question will get them to recount something about a show that they think makes it very funny they hope the show will return.
Was There A Car That Was The Buzz That You Can Hardly See Any Rave About Today?
You can also use this question which will get a conversation started with a Gen X as they can go on and on about the cars then that made the buzz. If the Gen X is a gearhead, they are going to be cheerful to share what they think.
Why Do Gen Xers Take Selfie Photos Like They Are In Severe Pain?
The way people in their 40s and 60s take pictures is hilarious which is why you can ask them “Why do Gen Xers take selfie photos like they are in severe pain?”
If there is anything we think is weird about Gen Xers is their picture-taking standard. This is a good opportunity to hear from them what they think about it as well.
Do You Think Other Generations Complain Too Much About Everything Gen Xers Do?
Lastly, another hilarious question to ask a Gen X is “Do you think other generations complain too much about everything Gen Xers do?”
I am sure they are going to have a lot of things that will be funny to hear when they talk about what they think of the hate they seem to get.
Final Thoughts
I am confident that going through this piece has given you enough options for funny questions to ask a Gen X. Let me know which resonated with you.
