If there was a new reality show, it would surely be about babysitting. The journey starts before it begins: stressed-out parents are looking for a perfect nanny for their kid, not being able to trust anyone and making things even harder than they should be.

After finally finding the right one, things can turn sour every time, proving they didn’t win in the nanny lottery. But the lucky ones who find a good one have it forever. A babysitter becomes part of the family, accompanying them into adulthood when all there remains from childhood is an entangled blob of mostly good memories.

Every parent has a story about their babysitter and every babysitter has at least one in return. Or rather, thousands. Today, we take a look at some of the most entertaining, funny, wholesome, and sometimes sour babysitting experiences people will likely never forget.

Image credits: DaniAndi4

#1

Funny-Babysitting-Stories

griergxsm Report

Lyyyy
Community Member
2 months ago

I was looking for a squishmallows plushie for 6-year old, and one of the department store employees (~20&M) points at a pink unicorn one and proudly tells me that he uses one as his sofa pillow, and it is so soft. That moment I felt the world has become a greater place.

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#2

Funny-Babysitting-Stories

itsmadimay Report

Blue
Community Member
2 months ago

Burnnn🔥🔥🔥

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#3

Funny-Babysitting-Stories

t_bookiee Report

EQXL
Community Member
2 months ago

If you lie you better stick with it as long as you can.

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With so many nannies starting to babysit kids as early as high school and university, it’s no wonder that some parents may initially feel reluctant to trust them. And while getting to know your babysitter takes time, if you’re lucky, they will become part of your family you’d never want to part with.

So we reached out to Carly Glendinning, the editor of Absolutely Mama magazine, who shared some useful advice on finding a perfect babysitter/nanny for your child. “Whilst experience and good references are important, finding someone who you and your child get along with is my number one piece of advice,” she said.

#4

Funny-Babysitting-Stories

SibcyRoad Report

Nadine Debard
Community Member
2 months ago

OP was too young to deal with such sh-, er, pee...

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#5

Funny-Babysitting-Stories

onlyangelle_ Report

Autistic apricot
Community Member
2 months ago

Oh no

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#6

Funny-Babysitting-Stories

shuknjive Report

Megan Curl
Community Member
2 months ago

Yup. Same thing happened to me in a creepy little cabin on Cape Cod. My mom was furious. Didn’t get the $50 trouble bonus tho.

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According to Carly, it’s important to “make sure you spend time with them before you enter into an agreement, and watch how they interact and play with your little one. You’re likely to know instinctively if they are the right fit for your family.”

When it comes to a perfect babysitter, there are a handful of traits parents may want to be looking for in them. Carly said that someone who is reliable and you can trust is so important. “Energy and enthusiasm are also key. Creativity goes a long way when you are working with little ones, so find out about what kind of activities and play they will organize. A good sitter will be authoritative as well as being attentive and kind.”

#7

Funny-Babysitting-Stories

holy_schnitt Report

Esha
Community Member
2 months ago

Just drop some of the tea on him..

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#8

Funny-Babysitting-Stories

Halogen12 Report

MellonCollie
Community Member
2 months ago

Indeed, what a dimwit.

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#9

Funny-Babysitting-Stories

_neckbread Report

debrina blackmoon
Community Member
2 months ago

O= WTF

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“Trust is built up over time,” Carly said and added that “it’s always good to do your research – checking out references and speaking to a babysitter or nanny’s previous employer(s). Using a reputable agency is also important.”

The editor of Absolutely Mama also reminds parents to “make sure you discuss any rules or guidelines fully before you start working together to ensure everyone is on the same page.” She added that finally, parents just have to trust their gut, and if your little ones are old enough, ask them!

#10

Funny-Babysitting-Stories

alketrolyat Report

ᴀʟᴇxᴏᴛʟ_ᴛʜᴇɢʀᴇᴀᴛ
Community Member
2 months ago

Hmm, really beautiful. She would look great with a pretty hat.

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#11

Funny-Babysitting-Stories

valuemeal2 Report

Autistic apricot
Community Member
2 months ago

Ew but if it works

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#12

Funny-Babysitting-Stories

throwsuperaway Report

ᴀʟᴇxᴏᴛʟ_ᴛʜᴇɢʀᴇᴀᴛ
Community Member
2 months ago

I have a sibling, and thankfully if our parents went out we would just watch tv and eat dinner till our parents got home. Only thing is that once my brother made the tv volume at 50, and I have very sensitive hearing, so after I told him he was the biggest a*****e ever and he said to “dEaL wiTh iT” so I told him to deal with this and strangle- punched him. End of story

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#13

Funny-Babysitting-Stories

holdpriority Report

Autistic apricot
Community Member
2 months ago

How did the kid not say anything

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#14

Funny-Babysitting-Stories

declairemoore Report

Purple3262
Community Member
2 months ago

That's sad.

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#15

Funny-Babysitting-Stories

mic22ken Report

Ember
Community Member
2 months ago

When my niece and nephew were young I’d let them have biscuits for breakfast and they’d tell their mum (giggling the whole time) that they had healthy toast and vegetables….lol

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#16

Funny-Babysitting-Stories

GraceSpelman Report

Zelda Sterling
Community Member
2 months ago

Best. Wedding vows. Ever.

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#17

Funny-Babysitting-Stories

"I didn't realize what my sister meant when she warned me that my niece is a "climber." After babysitting her and turning my back for a few minutes, now I know"

ronsfckingwanson Report

WildHoneyPie
Community Member
2 months ago

Family story has it that my mom couldn't find my older sister when she was about two. She was looking in the kitchen when she heard a giggle and looked up. My sister had climbed to the top of the refrigerator! My mother never did figure out how she managed it.

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#18

Funny-Babysitting-Stories

brettaronow Report

TmKhr
Community Member
2 months ago

Whoopsie!

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#19

Funny-Babysitting-Stories

ginnyleise Report

OhnoI’vebeencensored
Community Member
2 months ago

Consent is key, even when it comes to reading

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#20

Funny-Babysitting-Stories

SuprasternalN Report

Luna Lovegood
Community Member
2 months ago

Upvoted for the username

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#21

Funny-Babysitting-Stories

hannahposts Report

Fenchurch
Community Member
2 months ago

Most of the rest of the world looks at America and says so?

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#22

Funny-Babysitting-Stories

chanelcowguuurl Report

Lousha
Community Member
2 months ago

When I was a nanny the 7 year old boy asked me what are those I have there, pointing to my boobs. I told her older girls have those, it's just how we're made. He told me that's not ture, his mom doesn't have them and she's a girl. It was very hard not to laugh. Indeed the women in his family were all slender, on the flat side, and dressed very modestly so with baggy tops a 7 year old didn't notice there was anything going on around their chest.

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#23

Funny-Babysitting-Stories

/jamieloftusHELP Report

Crazy Dog Lady
Community Member
2 months ago

Im a mom of 3-in no way is this acceptable behavior from children. I know you’re joking but if my children did this to anyone there’d be some serious soul searching on all of our parts. Not acceptable my friend.

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#24

Funny-Babysitting-Stories

snooogans Report

Luna Lovegood for Justice
Community Member
2 months ago

Yikes

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#25

Funny-Babysitting-Stories

ktsi617 Report

Crazy Dog Lady
Community Member
2 months ago

Was his name Kevin? If so, there’s a backstory.

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#26

Funny-Babysitting-Stories

HACHughes Report

indiecognition
Community Member
2 months ago (edited)

Kiddie Slickers. Starring Dr. Heidi Hughes, Billy Crystal, Marv from Home Alone, and 4 little boys.

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#27

Funny-Babysitting-Stories

stuckinbed42 Report

Karin L
Community Member
2 months ago

I suspect they have seen their own kid naked before.

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#28

Funny-Babysitting-Stories

RachelWenitsky Report

Jill Rhodry
Community Member
2 months ago

Babysitters should always have full access to fridge and pantry.

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#29

Funny-Babysitting-Stories

KatrinaFujibabo Report

debrina blackmoon
Community Member
2 months ago

Uh, oh!

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#30

Funny-Babysitting-Stories

educatecreate Report

WildHoneyPie
Community Member
2 months ago

Every kid knows the principal and teachers live at school

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#31

Funny-Babysitting-Stories

VikkiNelasquez Report

Susan Bosse
Community Member
2 months ago

She did want you to drug her child.

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#32

Funny-Babysitting-Stories

Sudi_Green Report

rspanther
Community Member
2 months ago

Everyone is a critic.

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#33

Funny-Babysitting-Stories

518DWI Report

Sydney-Kate
Community Member
2 months ago

Was it my uncle cause he do that same thing as a child 🤣

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#34

Funny-Babysitting-Stories

"My cousin babysits a child who is not very fond of her. She found this letter in his room, he left it on his desk. (Her name is Valerie)"

cdogfly Report

Pumpa
Community Member
2 months ago

Neither funny nor cute. The kid has some serious issues

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#35

Funny-Babysitting-Stories

fres_lo Report

mulk
Community Member
2 months ago

A month!?? wow...

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Note: this post originally had 37 images. It’s been shortened to the top 35 images based on user votes.