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Funny stories about family

The Outlook Is Not So Good

, , , , | Related | July 16, 2026

I get a call from my mother-in-law:

Mother-In-Law: “My Outlook is no longer downloading my emails!”

Me: “What is it doing?”

Mother-In-Law: “Nothing! Come and fix it!”

Me: “No messages or anything popping up?”

Mother-In-Law: “Nothing! Come and fix it!”

I sigh and once again curse the fact that my family sees me as free tech support because I helped install someone’s printer once.

I go to my in-law’s house and ask my mother-in-law to show me what she’s doing. There was an error message as Outlook started, but she dismissed it before I could read it.

Me: “Okay, restart Outlook and this time don’t click the ‘OK’ button so I can read the message.”

The message said that her version of Outlook was no longer compatible with Gmail and would not be able to connect, as well as what steps to take to continue to use Gmail with Outlook.

I just gave her a disappointed look and walked away, with the error message still on the screen.

Mother-In-Law: “Don’t you give me that look!”

Me: “Why? That’s the look you always give me.”

Mother-In-Law: “I asked you for your help!”

Me: “I already did, by making you read the message on screen, the one you said wasn’t popping up. It literally told you it wasn’t going to work and told you how to fix it, and you ignored it.”

I went home after that to fix dinner for my kids. Apparently, she called my husband after I left because he came home laughing, saying, “So you made my mom mad by forcing her to read?”

A Cart Full Of Optimism

, , , , | Related | July 15, 2026

I’m doing some food shopping with my son. Note that I have been single since I divorced his mom five years ago, because I’ve been focused on raising him.

While pushing the cart around, I spot a woman I used to work with and say hello to her. We chat briefly, and she gives my son a smile and says hello to him too, explaining that when he asks, we used to work together. After we part ways, my son waits until she’s out of earshot.

Son: “She seems nice.”

Me: “Yes, she’s very sweet.”

Son: “She’s pretty, too.”

Me: *Seeing where this is going.* “She’s married. And a lesbian.”

Son: “Are you sure?”

Me: “Yes. I’ve met her wife.”

Son: “Some people like both, you know.”

Me: “[Son], I know you’re just looking out for me, but I don’t think I’ll ever be so lonely that I need a ten-year-old wingman to help me flirt with my gay, married ex-coworker at a [Warehouse Store], okay?”

Dropping Off Motherloads

, , , | Related | July 14, 2026

I’m the one who submitted this story. Unfortunately, my then partner and I broke up a year ago due to us realizing our goals weren’t aligning, but I do have another story about my ex’s mother.

The summer before we broke up, we decided to go on a vacation together to Nova Scotia. After two weeks, we returned, and to my surprise, his mother was hanging out in our apartment.

Mother: “Oh, hi! How was your trip?”

My then-boyfriend immediately began catching up with her, but I noticed she was using our apartment as her storage while we were gone. My ex is very sensitive when it comes to stuff about his family, so I don’t want to rock the boat, but imagine my fury when I saw my side of the bed had her mending strewn all over it.

Me: “Um… what’s on my bed?”

Mother: “Well, I ran out of space in my house, and since you were gone, I decided to house sit.”

Boyfriend: “Thanks, mom!”

Mother: “I’ll return the key in a week.”

I was ready to explode, but my then-boyfriend shot me a look to drop it as his mother walked out. He explained that he gave her the spare key to water our plants.

The next week was absolute Hell. She would come and go from our apartment as she pleased, including midnight, ruining many a date and intimate moment between us. The stuff she had dropped off seemed to be multiplying, and she even began using our parking space to store her barely functioning car. 

A week passed, and I had just about had it. When my then-boyfriend was at work, I marched to her house and banged on the door.

Mother: “Oh! [My Name]. What can I do for you?”

Me: “I’d like the key back, please.”

Mother: “But I’m not done with my mending, polishing, or knitting.”

Me: “You have a house of your own. The apartment is not your vacation home. I want the key back and all your stuff out!”

It is important to note that she is a hoarder. She looked ready to close the door, but I continued.

Me: “If your stuff isn’t removed and replaced with the key in three days’ time, I will pack everything in a box, leave it at the side of the road, and whatever happens, happens.”

She angrily handed the key over, and the next day, around six boxes of her stuff were taken back. My then-boyfriend was furious at me, and while it wasn’t a contributing factor in our breakup, it was certainly where things began to crack.

Now he has a new girlfriend, and from what I heard, his mother is driving her insane.

Urine Trouble Now

, , | Related | July 13, 2026

To start, I am female, and my entire family, both sides, women have bladders the size of a thimble, while I either have a normal one or am blessed and have one slightly larger, but either way, I do not have to run to tinkle every sixty to ninety minutes as they do.

None of them can get through a movie without running to the loo; on road trips, we must stop every hour; and in a restaurant, they would go before the food was served, and again before we left the diner, when we went to a theme park, they would take turns jumping out of line because they couldn’t wait that long.

Now I would also like to point out that everyone on both sides of the family drinks coffee like there is going to be a shortage. If coffee isn’t available, they are all drinking soda. As a kid, I wasn’t allowed to drink either of these, and since it was the eighties, having a water bottle with you wasn’t a thing yet, so I had a couple of juice boxes and would use public water fountains.

This used to cause problems when I was younger, as none of them believed I didn’t need to go as often as they did. This would sometimes cause fights, as they would say I was throwing a temper tantrum for arguing with them. Now, I would like to point out that I wasn’t holding it, I drink enough liquid and have only had two to three UTIs my entire life, and got those because I didn’t go pee after being intimate.

When I was thirteen or fourteen, and finally learning to stand up for myself, we were on a road trip to visit family ten hours away, and, like always, they stopped at every big state-run rest stop. During one of these stops, I would typically get out of the car and stretch, as I was always stuck in the middle seat in the back.

I got out of the car with everyone else, but I started walking the opposite way.

Aunt: “[Ny Name], come with me.”

And I responded, as I have a hundred times before:

Me: “I don’t need to pee.”

Aunt: “You always say that. You don’t need to hold it.”

I snap back in a thirteen-year-old-ish way:

Me: “Then why don’t you ever listen to me? I DON’T NEED TO GO. Have I ever needed to stop to pee? When I was little, did I ever pee myself? Have I ever been the one who has stopped everything to go? NO, THAT’S BECAUSE MY F****** BLADDER ISN’T THE SIZE OF A MARBLE!”

All the family members (four adults) stared at me, as I had never shouted back at them, let alone cussed in front of them. They stand there in shock for a second, look at each other, and proceed to walk to the rest stop, leaving me standing there.

I get back in the car to wait for them, trying to figure out how much trouble I’m about to get in, as not only did I cuss, but I used the ‘F’ word.

When they got back into the car, no one said anything. My grandmother was the one driving and turned up the radio, and we continued in silence, which was almost worse, as I really knew I was in trouble at this point.

Ninety or so minutes later, I see a sign indicating the state-run rest station is a few miles away, and my aunt loudly says:

Aunt: “Rest stop in ten miles, who else has to pee because their bladder is the size of a f****** marble?”

Everyone in the car lost it and laughed. It took me a second to catch on that I wasn’t in trouble and to laugh with them. 

It became a running joke with that side of the family that now, thirty years later, my cousins who weren’t even alive at the time say it.

Making First Contact With Mom

, , , , | Related | July 12, 2026

I have these types of conversations regularly with my mom.

Mom: “Can you help me with [computer issue]?”

Me: “Sure, when exactly?”

Mom: “I want to be able to do [specific task].”

Me: “Okay, got it. When?”

Mom: “You know, so [issue] doesn’t happen anymore.”

Me: “Sure thing. So, shall we do it on April 5, 2063?”

Mom: “What?! No! I want this done tomorrow!”