Even I, a member of Gen Z, or a digital native as they call it, who grew up with technology, feel like I’m falling behind in knowing about all the new apps, glitzy phones, computers, and who knows what else. So imagine the struggle of those who were raised on magazines, TV, and radio. They simply aren’t used to things advancing this quickly, so their attempts at technology are usually full of trial and error, which we sometimes can’t help but find hilarious.
This TikTok recently invited people to share many such instances, which we gathered in the list below for a little weekend pick-me-up. To find these stories, all you have to do is scroll down!

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My mom couldn’t login to her Disney plus account so she called Disney Land
I agree! It is hilarious, but also super-cute. I hope they helped out as much as they could 😆
Load More Replies...I used to work at a place with Infinity in the title. Some lady called me to ask if she could drop off her car. 😂 I was like "sure, this is an office building and we manage conferences, but I'll take your car"!
my grandma tried to order my aunt chandelier earrings for her birthday and accidentally order a MOTORIZED DENTAL CHAIR.
Iiiiiiii wanna swiiiiing from the dental chair, from the dental chaaaaaaaair 🎶
This sounds like a Wikipedia challenge. "How many steps to get from earnings to chair "
Load More Replies...*sigh* I should have read all the comments before posting, Lee. I said almost *exactly* the same thing.
Load More Replies...I had to get an antihistamine. I can't possibly snort my way through these posts...
My dad got asked to officiate a wedding once. He spent months on a “course”. We told him he can just get a daily thing at the court house. No mam, this man made himself a full on PASTOR without knowing it.
Church weddings look better in photos anyway, really. As opposed to atheist wedding procedures.
I got married in a bar / music venue. It was rather lovely. Not an athiest but you don't need a church for great pix. They had a stage and a nice sound system and a load of my musician friends played! I'm still married after 29 years!
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My mom broke up with a guy using a screenshot of the text I sent her telling her what to say
Actually I think this shows how well she can use technology. She simplified the process. And accomplished exactly what she wanted to do.
Doubt it, if Mom was able to break up with him, there might not be any contact between the guy and the two women anymore. Also, this post is called "50 Of The Funniest Times That Old People Failed At Using Technology Correctly", so chances are the "child" is a fully grown adult.
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my grandma used to think Obama was posting to her when he’d post on Facebook so she’d reply to all his posts something like “thank you for letting me know, Mr. President.”
My mom still thinks stuff that shows up on her page is people posting things just for HER. 😁 No mom, we all saw that post by Uncle Jim - it was a private message.
A friend's (F65) mom (90ish) scolded her daughter because she asked Siri for directions while driving one evening. She said don't disturb the lady, it's late
when Facebook used to prompt you to write a status by saying how are you today, my dad posted I'm good who's this
My mum has the local fish and chip shop as her emergency contact on her phone
When my, now sadly passed, FIL was 92 he went to the local burger shop and ordered a meal. A while later they announced his order, but being hard of hearing, he just stood there. Eventually one of the guys said louder, "it's for the old guy at the back" at which point my FIL span round and said "where is the silly old sod!" 😂😖😂
Fair. We order from the local Chinese restaurant so often that when we went on vacation for a week, they texted me to see if we were okay.
Dunno, the local Mom & Pop pizza delivery? One large pepperoni with Paramedic?
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My mom called a stranger about a thousand times to vote for American idol and he politely took her vote each time.
I have a contact in my phone called "not patty" due to a older lady accidentally dialing my number (which was one digit off from mine) instead of her friend "Patty". I haven't heard from her in a while, I hope she's ok and finally got it worked out.
Or here is an idea, He could have just said you have the wrong number and helped her get the right one.
He probably did and stopped trying...you're not one of those people that start a story with every small detail are you?
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My grandma has 24 Facebook profiles bc when she forgets her password she’ll make another
Mein gott, quite a few of my friends have done this! And they are all Boomers (like me) but I have only had one FB account...knock wood.
I am not a senior citizen yet, but this is why I use a trustworthy antivirus software and tell my computer to remember my passwords, so I don't have to!!
Get a password manager to handle your passwords, they can easily import them from the browser.
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My dad drove to the Amazon warehouse near us to get me an Amazon gift card for Christmas.
My grandma shared a pic of a random garden. Then she commented on that same post later saying “wow, you have a beautiful garden.” Then later she replied to her own comment and said “you should come see my garden one day.” A post 3 comments and an invitation and it was all her. Bless her sweet heart!
That's what you got from this? From a grandma and a garden?
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my aunt once accidentally applied to be deployed overseas with the navy
How did she figure it out and get it straightened out? Did she have to show up at a naval base?
One of my sister's high school friends, a girl of Welsh background named 'Blodwyn', once got junk mail from the US Marine Corps saying "Let us make a man out of you!" She sent it back with the message "I'd like to see you try!"
my dad tried booking a holiday to canada online and managed to somehow apply for citizenship instead
So posters dad who presumably lives in the US tried to book a holiday / vacation to Canada but instead of booking a holiday he somehow (accidentally) applied to become a Canadian citizen instead, hope this helps
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One time my mom sold me on Facebook marketplace
Definitely better than one of those “free! Left on side of road!” posts….
Load More Replies...Quite a racket. She sells you, you escape and run home, she sells you again to someone else. Lather, rinse, repeat, and the cash comes rolling in.
My FB Marketplace ad would be like one from a used car website: "White - Antique - Good condition - Reliable - Cheap with some evidence of body damage."
I used to threaten to sell my kids to gypsies, but only if I could recoup our investment. Nobody ever offered enough.
my dad called me upset he couldnt log in to his email. I went over and he was typing his password into Google search
I had to teach my mom that she couldn't type a web address in to the Recipient section of her email. 😂
My father in law has deleted his entire inbox in Outlook countless times trying to delete a message, saying that someone was deleting his mail.. and he has hundreds of emails in the drafts folder because every time he writes a message and accidentally closes the window he doesn't know how to recover it and writes a new email
Sounds like he needs to watch a simple tutorial on how to use Outlook properly and how to recover deleted emails. I love that Gmail saves drafts automatically!
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My dad bought a whole new printer bc he didn’t know how to replace the ink
Mine asked me for directions to the closest App Store
My grandpa hears you mention you’re not feeling good in any capacity and he does a whole Google research, prints, binds & laminates his findings to help you
Hey, I can appreciate well-preserved notes. That's not clueless, that just classy~
My mom doordashed a steak from one restaurant TO ANOTHER RESTAURANT
MY MOM DID THAT WITH UBER FOR ME!! she was like “there’s no reason your driver needs to know you social security number. i was like ??? mom delete everything you’re doing
My aunt is constantly posting random people’s names as her facebook status. She’s trying to search for the person’s page.
... Maybe 'Naked Girls' IS someone's status, didja ever think of that, huh?
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I couldn’t call my mom for a week because it would go straight to voicemail so I thought she died and called the hospital. Turns out she blocked me and couldn’t figure out how to unlock me…
In the early 1990's, our construction company was in a dispute with the Defense department over changes we suggested to the project we were working on. After winning the bid, we learned it was the third time the project was being constructed because the first two times builds had a design flaw that guaranteed failure. We caught the flaw, but the government wanted us to build it to those specs again anyway. , Midday Friday, received an email query that CC'ed dozens of people at the Pentagon (literally), so in my response I hit "Reply All". I'd previously set my email to auto-reply my upcoming vacation. Within a half hour, the FBI and another government official were at my office investigating a complaint I'd "shut down the Pentagon's email system". I later learned a significant number of recipients were out of the office, with auto-responses hitting my auto-reply triggering a never-ending back and forth that supposedly jammed "the whole Pentagon.
A similar event jammed Nortel's email system for several days. 60,000 people in several countries affected because a secretary accidentally sent an email to the whole company. A lot of people hit reply all to tell her of her mistake.
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One time my aunt was showing my family how instacart worked and accidentally accepted a cart and had to go shop and deliver it lol
My parents went to AT&T and asked them to change their relationship status on facebook to married.
Not surprising at all: two of my friends (I'm 62) are absolute Luddites when it comes to their phones (one still has a flip phone, the other is afraid of using any apps) or their Facebook accounts, both are around my age (one is 57, the other is 65), both are male, and both barely graduated high school (the 65 year old brags that he rarely attended classes during his senior year and still graduated).
My mom once sent me a screenshot of her phone home screen to try to show me the crack in it
My mom can't figure out how to do screenshots, or how her phone keeps taking pictures of things she's looking at online. I tried to explain it to her, but stopped when I noticed she wasn't really listening.
my mum takes 30 screenshots to be sure she gets a good angle
Load More Replies...if you press the break and gas at the same time on your car, then it will take a screenshot (I almost posted screensh!t lol)
My grandma tries to play solitaire with me on Facebook and shares it to her timeline and tags me when it’s my turn…
My grandma wrote “LOL” on someone’s Facebook post about their husband dying. She thought it meant lots of love 😭 she called me asking why everyone in the comments was upset 😂
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meanwhile my grandma who was in MEMORY CARE figured out how to order an uber for herself (she wasn't allowed to leave)
I was a night nurse in memory care. OMG. There was one patient who called 911 several times a night, every night.
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When my mom gets locked out of any app she drives 40 minutes to the Apple Store
Oh SNAP. I gotta say, called apple support on a computer whose warranty died many years before. They still helped me. So I can now watch movies on my $2500 slug via the internet. But it does have a cd drive and works so...
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My mom took a personality test and somehow got Scientology books sent to our house
Yeah, that's what happens when you fill out personality tests for Scientology XD
I've seen that before. Crazy cult holding people against thier own will in some capacity. Billion year sea org contracts? Who wha?
A Lyft driver knocked on our door bc my dad accidentally ordered an ride from San Diego to LA
Mine deleted maps from both his & my moms phones bc he thinks that’s how the govt tracks him
EZ Pass, smart phones, Video and audio devices etc. If you have a hands-free system in your car, the microphone is always listening. Alexa too! Your phone may be listening even when you think it's off. Walk around your house or just sit in your car and mention a product a few times and watch how THAT product pops up in Google ads and on social media!
Load More Replies...Oh, we’re all being tracked. Just not by our governments (do you really believe they’re that competent??) We’re being tracked by tech companies so they can sell off ‘shoppable moments’ to businesses.
That's what someone working at GCHQ would say.
Load More Replies...Someone probably is tracking us though. For advertising purposes.
We saw a house for sale that we were interested in. Decided to contact the (elderly) owners and they were confused. Turned out the husband put the house up for sale by accident
You can put your house up for sale without an estate agent being involved.
Load More Replies...My sister put her own cell phone number as the "If found, call: ..." number on her cell phone.
If you lose your cellphone and wish some good person to inform you that they found it, they'd better call another phone that the one they found.
Load More Replies...My mom somehow defaulted her uber to Africa…she lives in upstate NY….
My dad will post a video on Facebook and in the parts where it says "comment" he will literally put "No comment"
my grandpa was watching call of duty gameplay videos thinking they were real povs of the war.....
My mom has only ever posted 2 tiktoks. One was my son as a newborn. The other was my dad’s necrotic foot injury. Both used Shaboozey audio
I had no idea what Shaboozey meant. And now I have no idea of its significance here either.
The significance is that it's a funny to have a popular musician playing during a necrotic foot injury video, like why would that need a soundtrack?
Load More Replies...my mom paid for a flashlight app on her iphone
my mom told me to check out the 4th post on Instagram because she thought everyone had the same feed
We have a collection of videos on YouTube for our classroom, and an older teacher let me know that the videos were great but he had a problem with the inappropriate ads that would play... We'll sir, the ads are personalized to you so...
To be fair, youtube ads are wild lol. You'll get the most random ones even if you don't interact with anything of the like XD
Load More Replies...I showed my mom my crush on Facebook and she accidentally tagged me on his profile picture. BYE
I've just spent an entire week on holiday, leaving my best friend to tell my crush anything he wants. I'll see them both again on Monday, and will be dead by Tuesday.
my mom took a picture of her computer screen because she wanted me to see something. she printed the picture and then took a picture of the picture she printed and emailed it to me.
My mom couldn’t figure out where the emoji keyboard was so she screenshotted a previously texted emoji and then cropped and pasted it into my text. It was like 4 pixels
Are you talking about that time that many people died because of four pixels of the shy guys face
Load More Replies...yesterday i found my mom recording on her phone, a YouTube video playing on her laptop because she wanted to listen to the song again
Love it!! Guarantee she sat by the radio speaker with a tape recorder back in the day!! 😄
Rec and pause keys pushed in, ready to unlock pause as soon as the song is aired
Load More Replies...Maybe show her how to buy the song on iTunes or Spotify (or whichever music platform she uses) so she can listen to it whenever she wants
Or just paste the youtube URL into a text file.
Load More Replies...My dad takes photos by opening the notes app, pressing the paper clip, then selecting take photo. And then wonders where his pictures go.
Im still trying to figure out where things are that are sent to clipboard.
“Why do they need my damn car insurance information? Anyway…”
My dad once got really excited that “Taylor Swift had tweeted at him.” In fact, he had just received an email notification that she’d posted something on twitter
Okay but I’ll admit that it is sometimes fun to assume that they are messages directed at you even though you know they’re public! I once got a notification that a celebrity I like had posted a new story and the notification came up as just their name and “love you.” It was a story of them with their mum with a caption reading “love you”. Had to do a double take when I saw that notification lol! But then I did save a screenshot of it :p
My grandma will screen shot my pictures then print them out and give them to me as Christmas gifts
I just posted about how my aunt did this. But she just printed it on paper and send it to me in the mail. 🤣 I was so confused when I got it.
My dad made an Instagram one day and ONLY followed Kim Kardashian and never logged back in.
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Load More Replies...My MIL sends me my own posts and stories on IG
My aunt once printed out a picture off my Facebook page (on paper) and mailed it to me. It was a picture that I had posted from my phone. It was literally MY picture. 🤣🤣 I appreciate the thought though! She so sweet. 😊
This is the irl version of a like or a heart on fb, only way better, mo ;)
Load More Replies...I had to explain to my grandma what Wi-Fi is and why it’s different from Netflix and why you have to buy both
Not much worth watching there anyways, at least for the elder generation. Try xumo, tubi, pluto, etc. Xumo has a lot of old timey tv shows.
Because grandparents can only watch "old timey" stuff? WTF
Load More Replies...My grandpa thinks the emails he receives from Facebook are directly from me so whenever I post something I get a phone call from him telling me he got my email 😭😭 I’ve tried explaining it and that is what he believes
My friend still thinks this same thing even though a few of us have tried to explain FB and notifications to him. It's been a lost cause.
my grandma was watching a military going home video and accidentally live streamed her crying and posted it on facebook
my grandma posted a picture of her credit card to her Facebook story. No idea what she was even trying to do.
Possibly one of those 'verify your age by providing a picture of an approved government ID, bill or credit card' type things, which are supposed to be immediately deleted after verification.
my grandma was frustrated why she couldn’t open any of her apps. she was tapping on a screenshot of her home screen
Mine deletes recent calls from his phone because he thinks they can still hear him
My dad got a scam message on WhatsApp and was all freaked out after they “sent him a picture of him in his office asking when he took it”. How would they have gotten this picture of me?! It was his profile picture.
My grandparents tried to sign up for Instagram and immediately got a 30 day ban??
I suspect they tried to sign up with a username that has been previously banned. The site admins probably thought 'this moron is signing back up with the same username but a different email address, like we wouldn't figure out it was still them'.
I think you're giving them too much credit. No site admins would have been involved in that process.
Load More Replies...my mom LITERALLY did this with Uber, and then thought she was ordering rides but she was really picking them up so they banned her since she wouldn't show up
My dad prints memes to bring to his cousins house to show him. Full page, full color prints.
My dad made the whole fam smile and wave for a video to my brother on Thanksgiving and then posted it in a FB marketplace listing he made to sell antique bottles
my dad tried to google something and got redirected to some other website and in the search bar he typed: “hello i was told 2 come 2 u 4 help”
One time my mom couldn’t find her phone so she filled out the contact form on my business website saying “brooke it’s mom I lost my phone call me”
In a way that would make sense. If she lost her phone and as long her phone ringer was on, when you call her she could hear her phone ring and she could find it.
You can also do this using Alexa or Google nest just add yourself as a contact. Save you so much trouble when you drop the phone under the bed at 3 in the morning.
Load More Replies...My mom had a random appliance repair company as her only emergency contact on her iPhone medical ID
My nana just called me today because she accidentally posted a picture of herself without makeup on Facebook to tell me she’s suing the man from cricket who was at her house the day before because he MUSTVE posted that photo of her and she’s filing a formal complaint because she can’t fathom that it was her
My dad got lost in Olive Garden and used Google Maps to find the exit
my highschool teacher went live on facebook for 47 hours one time.
My Father-in-law signs all of his Facebook comments with “-Gary” like Gary, we know who you are 😭
To be fair, many of us sign emails with our name, e.g. ending in' Yours, David Morgan', even though the people I'm sending emails to largely already know me and therefore identify me from my email address anyway. It just seems more courteous as an ending.
My dad starts all of his WhatsApp messages to me with my name.
My husband's uncle does this. He does the whole 'Regards-full name' thing for each text
Load More Replies...My mom applied for a job over Facebook messenger. Gave them her SSN and everything!
My grandma firmly believes you can call in a Lyft and pay them when they pick you up, in cash. The concept that it’s not a cab is not sinking in for her
My dad randomly “😮” reacts my texts but he has no idea how it happens. He works on machines that test for nuclear radiation for a living.
My mom randomly reacts to my texts too, and has no clue how she does it. The first few "😡" reactions I would ask her what about what I said upset her.. now I just ignore them, since she never sends them on purpose. The weird part is it's always days after the conversation, in the middle of the night. Who knows what she's doing reading random texts from Tuesday on a Friday at midnight, but she does.
No, it's not. https://www.quora.com/What-is-the-meaning-of-the-word-nucular
Load More Replies...My grandma accidentally went live this morning, it’s just her eyes peaking over the camera and her scrolling with Manchild by Sabrina Carpenter playing in the background
My mom thought LOL meant log on later. So whenever she would be talking to people on Facebook or anything and see lol she just thought Facebook was too full for her to be on it so she would log off and go back later
My grandma was told she could see her Costco receipts in her app. I went onto her app… she hadn’t logged in, but was searching receipts into the product search bar
My mom kept ordering Chipotle and she was confused as to why she would only get the tortilla 😭 she never added anything 😂😂😂
Probably him on the app: “oh wow I didn’t know I could pick the color and model of the car that picked me up!”
My dad signed up for Apple Music and instead of using the Apple Music app he purchased like $300 worth of songs from iTunes..
My mum got a smartphone and somehow managed to permanently delete the keyboard. It was impossible to type anything, in any app. The tech guy in the shop was baffled, he said that shouldn’t be possible. We returned it and she went back to her old phone with a physical keyboard. Now we joke that if AI tries to take over the world, we’ll pit her against it, because she’ll manage to disable it through the power of extreme technophobia.
Hubs favorite phone was the kind that slid when held landscape-wise and had a full keyboard - would buy if they made these again!
Load More Replies...I'm 72 but I'm retired from the medical tech industry. I'm currently volunteering at an aparment complex for low-income seniors. While some of them are computer savvy, most are absolutely clueless. I spend a lot of my time helping with their phones and PCs.
Can hardly blame them. People are set in their ways. We'll have AIs writing full computer programs, and I'll still be grumbling about having to write out my code on paper when I first started learning (didn't really have the money a decent computer). And 70 years from now, people will be grumbling about how they had to interact with their devices by hand, not this new-fangled biotech.
Load More Replies...Born in 1945. I'm relieved to see I'm not at the stage of most of these just yet, 🤞
Born in the 70’s and I can relate to a few of them. 😹
Load More Replies...If My mother wants to show me something she sees online on her computer or if she wants to forward a pic someone has sent her, she takes a photo of the screen and emails the photo to me.... despite me having showed her 100 times how to just send a link or a screencap, which is easier
My mother keeps managing to change the keybord to japanese again and again. She does not speak japanese. She does not know people from japan either. Why and how, i have no idea.
My dad sends me his grocery lists by email because he can't text with his flip phone. After the first one that just rambled on continuously I asked him to make it a list. "How do you do that?" "By hitting 'return' or 'enter' after each item." "My keyboard doesn't have those."
My mum got a smartphone and somehow managed to permanently delete the keyboard. It was impossible to type anything, in any app. The tech guy in the shop was baffled, he said that shouldn’t be possible. We returned it and she went back to her old phone with a physical keyboard. Now we joke that if AI tries to take over the world, we’ll pit her against it, because she’ll manage to disable it through the power of extreme technophobia.
Hubs favorite phone was the kind that slid when held landscape-wise and had a full keyboard - would buy if they made these again!
Load More Replies...I'm 72 but I'm retired from the medical tech industry. I'm currently volunteering at an aparment complex for low-income seniors. While some of them are computer savvy, most are absolutely clueless. I spend a lot of my time helping with their phones and PCs.
Can hardly blame them. People are set in their ways. We'll have AIs writing full computer programs, and I'll still be grumbling about having to write out my code on paper when I first started learning (didn't really have the money a decent computer). And 70 years from now, people will be grumbling about how they had to interact with their devices by hand, not this new-fangled biotech.
Load More Replies...Born in 1945. I'm relieved to see I'm not at the stage of most of these just yet, 🤞
Born in the 70’s and I can relate to a few of them. 😹
Load More Replies...If My mother wants to show me something she sees online on her computer or if she wants to forward a pic someone has sent her, she takes a photo of the screen and emails the photo to me.... despite me having showed her 100 times how to just send a link or a screencap, which is easier
My mother keeps managing to change the keybord to japanese again and again. She does not speak japanese. She does not know people from japan either. Why and how, i have no idea.
My dad sends me his grocery lists by email because he can't text with his flip phone. After the first one that just rambled on continuously I asked him to make it a list. "How do you do that?" "By hitting 'return' or 'enter' after each item." "My keyboard doesn't have those."
