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“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
CuriositiesOCT 27, 2025

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations

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Babysitting is one of the most common first jobs for teens to pick up. It’s an easy way to make some extra cash, help out a relative or neighbor, and if the evening goes smoothly, it might actually be fun! But as with any job, there’s no telling what kind of issues will arise once you’re actually on the clock.
Babysitters on Reddit have been recalling the worst and most awkward situations they’ve ever been put in while taking care of kids, so we’ve gathered their wildest stories below. From encounters with drunk parents to witnessing bizarre behavior from children, it’s safe to say that babysitting is not for the faint of heart. So enjoy reading through these stories, and be sure to upvote the ones that make you want to tip your sitters a lot more!

#1

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
My sister and I always babysat together and that made it easier to babysit for families that had a lot of kids. This particular family had three girls which doesn't seem like much, but these children were the spawn of Satan.

One Saturday afternoon my sister and I are in the basement (the basement was a game room/movie theater) with the little monsters and the older monster says she wants to go upstairs to get a juice box. It sounded innocent enough at the time, a 9 year old should be trusted to get a juice box or so we thought. Two minutes go by and she isn't back.

We go upstairs to the glass door which led to the rest of the house to find the girl with her face plastered against the glass and doing what can be described as an evil cackle because she had locked us in the basement. We beg and plead for her to let us in, the two younger girls start crying and my sister have no idea what to do.

The older girl then proceeds to start destroying the house right before our eyes. She's throwing water on the floor, smearing I Can't Believe It's Not Butter Butter on the glass door, eating cookies (which she wasn't allowed to have) and just laughing her crazy head off.

Two hours go by and the parents come home to the house turned upside down and their 9 year old covered in food, make up and other random objects. Their babysitters and their two younger daughters are all sitting on the basement steps leaning against the glass door watching in horror as the 9 year old went on her rampage of destruction.

The parents let us out and we try to explain the situation of how we were foiled by an evil 9 year old. Awkward.
35points

#2

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
So i'm a female and i babysit two brothers (9 and 12). One day it was me, the brothers, and their dad in the car. The 12-year-old then randomly said "hey dad, don't sleep with this babysitter hahahaha". Worst car ride ever.

Edit: for those of you asking about the dad's reaction... he stopped the car and yelled at his son and told him to apologize to me for making me feel uncomfortable. later, the dad explained that the son was making a reference to the movie "the babysitters. still not sure...
29points

#3

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
When I was 14 I was babysitting for my cousin's two small daughters. My cousin was only 21 or so, but had married a guy in his mid-40s. So they go out and once the girls are in bed I laid down on the couch to watch some TV.

I fell asleep and woke up with my cousin's husband's hands up my shirt. I was freaked out, dude was huge and if he was feeling me up I figured that meant his wife wasn't there (she wasn't, she'd stayed at her sister's afterward). I had no idea what to do, so I just played [deceased]. That's ridiculous, I know, but I was young and scared so that was the strategy I went with.

He proceeded to undo his pants and placed my hand on his junk, and the whole time he was doing this running whisper -- "there it is, yes please, on the couch, here it is ..." So I kind of grunted and flipped over like I was coming awake and he backed off. I had to call my dad for a ride home, and the whole time he's just sitting there leering at me like we share some splendid little secret.

I never did tell on him because I was so embarrassed, but I was thrilled when my cousin divorced him just a year or two later.
27points

#4

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I babysat two girls maybe 8 and 6. Their mom said she was planning on being home around supper time. Well, supper time comes and goes and mom doesn't show. A few more hours and I recieve a drunk phone call from mommy dearest. I asked her when she expected to be home and she said she didn't know. She asked to talk to her oldest and I put the little girl on the phone. Kid gets upset and runs to the kitchen, grabs a large knife and runs out into the night. I panic but manage to find her. She was hiding in the yard, didn't get too far. Anyway, long story short, it's now the next day and I call a friend of mine to take over since I was exhausted. Mom shows up 3 days later and gives my friend $20 to give to me. Im furious and vow to never sit for anyone again. A few weeks go by an her boyfriend shows up and apologizes for her actions and hands me $150. That family moved soon after that.
23points

#5

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
A little girl I was watching didn't speak too much yet. Her mom made her bacon before leaving her in my care. As the girl was eating, she takes a piece of bacon and puts it on her head and very matter of factly says "HAT!"
22points

#6

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I have rather hairy legs and I was wearing shorts. This four year old boy just gets on the floor and starts petting my legs like I'm a dog.
22points

#7

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I was babysitting my boss' daughter, who was four years old and constipated.

The kiddo went to the bathroom, and remained there for like fifteen minutes, so I went in to find her after she did not come out. She was on the toilet, straining, of course. And I was about to leave her in privacy when she went and flailed her little arms and said the phrase that will live in my memory forever.

"You can't leave! You have to SQUISH me!"

I had quite the WTH expression, I'm sure. So I went, "What?"

And she says, "When I can't [do it], mommy and daddy always squish my tummy, so you have to squish me!" And she places one hand on her stomach, and one hand on her back, and demonstrates how to squish her.

So I accept her demands and gingerly put a bit of pressure on her stomach.

But, oh, no. "Harder! You have to squish me harder!"

So, I'm literally squishing a small child for a few minutes until finally she breathes a sigh of relief and tells me she's done. She hops up off the toilet and there, in the bowl, is this tiny corn-kernel-sized thing. I squished a baby for almost nothing.

TL;DR: I am a baby-squisher.
21points

#8

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I was babysitting once for 3 little girls, one four and two 2-yr-old twins. We were playing when suddenly they all [undress], sit on the kitchen floor, and the two twins start to "nurse" from the 4-year old, who was pretending to be their mother. Needless to say, it was extremely awkward...
21points

#9

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
An 8-year-old boy I was babysitting came out in high heels, his mother's best dress and his best attempt of smeared lipstick and mascara and asked me if he was beautiful.

I've also been paid in bananas.
21points

#10

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
When I was 12 years old a woman down the street from my house left me with her 4 year old and her 14 month old. She said she was going to the next town over to cash her check, grab some groceries, and she would be back within 3 hours. I got to the woman's house after school, so about 3pm, I had told my mom I would be home by 7. I'm pretty sure I had an 8pm bedtime at this point. Anyway at 7pm the woman has not shown- no cell phones at this time. I call my mom on the house phone and tell her the mom isn't home and I will be home as soon as she gets back. At 10pm my mom called and said to come home, I still had the 2 kids, so I just put on their jackets and we walked the 2 blocks to my house. My mom put us all in bed and said she would figure it out in the morning.

Morning comes- still no mom. So my mom calls the police, who bring the social services people. Since we were friends of the kids they stayed with us while SS attempted to find mom and/or relatives. after 3 days of babysitting, the cops find the mom in the next town over. She had sores all over her skin and was holed up in a small motel with some random dude. Turns out she had cashed her check and then smoked as much m**h as she could get her hands on. When SS check the house she and the kids lived in, they found 1 can of tuna and 6 keystone lights. They determined the kids were underweight, and had not seen a doctor in years. So the kids went to their aunt- who lived down the street and smoked/grew pot. Mom lost custody and went to jail.

Update of about 15 years since my parents till live in the town. Little 4 year old girl (19 now) has 2 kids of her own, who have been removed by CPS. 14 month old boy, went to live with his dad in Arizona, haven't heard much since. Mom got out of jail, went right back to [illegal substances]. Eventually got into cooking and blew up her house. Back to jail she went. Aunt still grows pot and smokes it in the same house, with the same people. My mom got into foster parenting, adopted my 5 brothers and lives in the same small town. Of her 9 kids, 3 are in college, the rest are in high, middle, elementary, and headstart. She still takes in kids whose parents are on binges for days at a time, even when the police/SS aren't involved.

Small towns have some crazy stories.
21points

#11

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
First and last time I babysat this particular child. He was about 5 and had recently gotten a gerbil. I was specifically told not to let the kid have the gerbil. I agreed but asked that I was told why when they returned. The whole night the kid wanted to hold the gerbil and I obediently told him no. This made him fussy and impossible to put down for bed. Eventually his parents came home I got paid and left. 5 or 10 minutes later I get a call from the mother. Our conversation followed this loosely.

"Hello Mrs.B what can I do for you?"

"I called to tell you why my son couldn't hold the gerbil. After you left he took it out of the cage and super glued it to his chest, while his father and I got changed. When we came out we where appalled and asked him why. His exact words where "I wanted to have chest hair like daddy". I felt obligated to tell you and not leave you wondering why he couldn't hold the gerbil."

She sighed, told me she would tell me what happened in the next few hours and we said our goodbyes. The next morning she called and told me what happened. They took the boy to the ER to see what they could do seeing as the boy was now crying because the super glue tightened when it dried. The ER told them the had to go to a vet and get the gerbil shaved off then they where to come back. They went to the bet where the gerbil was painstakingly shaved off of the boys chest. The gerbil was put under 48 hour observation and the kid was taken back to the ER to have the glue and remaining gerbil hair removed from his chest.

TL;DR Boy I was babysitting super glued a gerbil to his chest.
21points

#12

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I was babysitting for this girl whose mother owned a store/gas station in a small rural town in Tennessee. They lived in some rooms behind the store, and used the kitchen of the store (they also had a restaurant) to cook our dinner. We also were able to take anything we wanted off the shelves to eat.

Anyway, we go to get some food and K decides she wants some mac & cheese. She grabs it and goes to start making it while I'm still looking for what I want to eat. I grab something and head back towards the kitchen when I see smoke POURING out of the microwave which is on the other side of the wall from where K is standing at the stove cooking her mac & cheese. I scream and run over and open the microwave, inside is a plate full of money, which is on fire! It turned out that because her mother was away for the evening, they weren't able to put the day's takings in the safe so she had told them to hide it in the microwave. K didn't know that you're not supposed to turn on the microwave with nothing in it, and was using it as a timer for her mac. Several thousand dollars were burnt up.

TL;DR Kid burnt up several thousand dollars in the microwave.
20points

#13

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
Something awkward that happened to me was I brought over some movies to share with this family's 3 kids. I figured we'd have a movie night or something. I'd babysat them many times before and the parents asked to look at the movies. I handed them over and they immediately told me that they would not allow me to show The Ice Age to their kids. When I asked why, the dad replied, "as a Christian family, we don't believe in the ice age.".
20points

#14

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
Babysitting two boys, ages 2 and 4. While changing the 2 year old's diaper, the 4 year old keeps wanting to show me his "toy helicopter". When I'm finished, I finally look at what he's spinning around on a string.

It's a tampon.

Thank GOD it was unused.
19points

#15

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
While I was in college, a girl I hadn't spoken to in over two years called me out of the blue and asked me to babysit for a child that she had babysat before. She just gave me an address and told me to go there. I couldn't believe it--I was not really the babysitting type and the girl had quit hanging out with my friend and I because we partied way too much. I told her I would do it--even though I had to be there in ten minutes. I get there, and the lady is waiting on the front porch. She is all impatient and the like and tells me the baby is asleep and probably won't wake up--then she takes off.

I was kind of shocked--I didn't even know her name or the kid's name or even if the kid was a boy or girl or how old it was. I went in the house and found the kid's room. The infant (couldn't have been more than 3-4 months old) was asleep in the crib, so I checked on it and went downstairs and watched some tv.

She said she would be back in about an hour, but three hours later, she still hadn't shown up or called and the baby finally woke up, and I assumed was hungry. I changed his diaper (this was when I found out he was a boy) and took him downstairs to find something to feed him. I wasn't sure what to give him and there were no instructions. I couldn't get a hold of the girl, so I called my mom. She told me to just give him some formula. I wanted to, but there were three different kinds, so I picked the one for sensitive stomachs, made it and fed him. He calmed down, and I held him on the couch playing with him for another 2 hours, until the parents finally showed up.

The mom walked in handed me a $20 and told me I could go, so I did. I never did learn anyones name and found it really weird that they would entrust their infant with some random chick, but I guess that time they got lucky.
18points

#16

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I had a parent who favored one of his daughters immensely, and treated the other as if she was barely human. He'd be like, "Amy is just the smartest 2 year old I've ever seen....Anna, though...she will never amount to anything. At 4 years old, she's just not up to par. It's sad, but it's true.

Amy was 2. Anna was 4. Absolutely rediculous.

(Obviously, those weren't actually their names.).
18points

#17

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
When I was 10 I went to a family party filled with distant relatives I had only met once or twice. My third (I think) cousin was around 3 at the time. We are both females. We were in the game room coloring and watching tv when all of a sudden she starts making out with my face. Full on kissing my mouth while staring at me. I kept trying to get away but she would jump on top of me and continue. At the time of course I knew that she was just a toddler but I was so weirded out by it that it still creeps me out every time I think about it. Needless to say she is a teen now and I don't associate with her >.
18points

#18

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I was once babysitting a 7 year old who was mad because I didn't allow him to go to his friend's house when his parents specifically said not to let him. He the proceeded to take a large knife and make small cuts on his arm and face and told me that he was going to tell his parents that I did it to him.

So I started secretly recording him in case the parents didn't believe me.

When his parents returned I had to explain the situation and of course they believed their precious son because he had (minor) cuts all over him and was crying hysterically. After being threatened, I showed them the video and they tried apologizing. At that point I was so fed up and annoyed and I left.

Needless to say, I never babysat for them again.
17points

#19

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
I baby-sitted a 7 year old girl and her 5 year old brother, and the girl started pulling down the boys pants and kissing him. Needless to say, I put a stop to that and have since declined babysitting for them again.
17points

#20

“Had To Babysit A 16 Y.O.”: 46 Times Babysitters Were Put In Extremely Uncomfortable Situations
When I was like 14 I was babysitting my neighbor who was around 10, plus his younger brother and sister, but they're not important to this story. Somehow the 10 year old found an exacto knife and was running around waving it.

I tried to grab it (yeah, probably not the best idea) but he pulled his hand away so it cut my hand. So I went to the bathroom to wash the blood off and make sure it wasn't too bad of a cut. A minute later the kid comes in, holding his finger. He had cut the tip of his finger with the knife and it was bleeding. A lot.

I had to call his parents to come back home, they took him to the hospital to get stitches, I stayed home with the younger siblings.

A few years later my brother told me that the kid had cut his finger on purpose because he didn't believe that the knife could have cut me so easily.
17points
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