Babysitting: Tales of the Strange and Unsettling

Babysitting is often viewed as a simple job, but for many, it can turn into a series of bizarre and sometimes downright creepy experiences. In this article, we delve into the strange and unsettling encounters shared by 21 babysitters.

1. Dad’s Creepy Girlfriend: A Disturbing Revelation

Little girl: “I like it when you’re here, not the other lady. She’s mean and she makes me sit in the closet.”

One babysitter shared an unsettling experience when she learned that the dad’s girlfriend was mistreating the child. She promptly informed the dad, and that was the last time she saw the girlfriend around.
Closet

2. A Homemade Ouija Board: Delving into the Paranormal

Babysat for the local policeman when I was a teenager – he always came home very drunk and in a weird mood and one time brought out a homemade Ouija board and persuaded me to take part with his buddies. Always paid me really well… — Lil_toad_mode
Ouija Board

3. Official Babysitter of the Local Swingers’ Club: Unveiling a Secret Community

I babysat a lot when I was 13-15. At the time, I lived in a small town. I was a very popular babysitter as I also worked at the daycare centre. Often I would have kids from two or three different families at once. I didn’t care; I got triple the pay for having three different groups of kids. I was recently told why I always had groups of kids like that. Turns out the small town had a swingers club, and I was the go-to babysitter for their different groups. — MissPiggyK
Drinks

4. There Was No Baby: A Mystery Unraveled

A family member of mine was a babysitter in the 70s. A couple who lived nearby asked her to babysit their baby a few times. Every time she’d go, they said the baby was sleeping and not to disturb the baby by checking on it. The baby never cried. The parents would come home and relieve her. She never saw or heard a baby. Today, she thinks there must not have been a baby but has no idea why they’d hire her. — [deleted]
Empty Cradle

5. Actual Swords: Unexpected Revelations

My older brother and I play swords in the bathroom, daddy taught us how. Asked him to show me with his action figures what he meant, expecting the worst, and he says, “Look!” and goes in his dad’s closet and pulls out these giant foam swords. Whew! — hydrangeasinbloom
Swords

6. Cheating Moms: A Sad Reality

I nannied for this very rich family with three kids from the West Coast who would come to South Florida for summer vacation every year. The mother was in her thirties, clearly had her kids when she was young, and was very stereotypically hot—blonde, thin, big boobs, perfect teeth. Her husband was a little older, salt and pepper, super handsome, very George Clooney-esque. Their kids were all blonde-haired, blue-eyed, cute as fuck. They absolutely adored their parents. Mom would get all dolled up, leave her wedding ring on the kitchen counter, and come home very late, clearly drunk, and sometimes brought men home with her that she introduced as her “friends.” She would often overpay me, which I never complained about, but I worried for the kids. — damnitmelanie
Break up

7. Cheating Dads: An Unwelcome Discovery

I was babysitting for a local family who owned car dealerships. I answered the phone hello as one does, and it was the father who didn’t know his wife had hired a babysitter so she could go to an appointment. He started in with the stupidest sexy voice until he realized it wasn’t his wife, and he hung up. Later, he was caught cheating. – NANDINIA5
Telephone

8. Squatters?: A Surreal Setting

One family—I still don’t know what was up with them. It’s like they were squatting in a model home or something. It was a fully furnished house that looked straight out of Better Homes & Gardens magazine, but there was nothing in the drawers, fridge, or cabinets. No toiletries in the bathroom except for toilet paper, no food or silverware in the kitchen, no clothes in the closets or in the kids’ drawers, and no toys! The lady just told me to order food for the kids, and they watched TV. It was weird! — HanginWithLucretia
Empty home

9. Whose Kids Were They?: A Baffling Encounter

Summoned by a mysterious woman to an eerie apartment reminiscent of a horror movie setting, a babysitter finds herself surrounded by unkempt children and unsettling occurrences. There was no food, no TV, and an all-round horrifying experience for a 13-year-old. Read More: 20 Photos Of Parents Before And After Having Kids That Will Make You Want To Send Their Babysitter Money