These Tooth Fairies Are Sharing Times They Nearly Got Caught

Recently, a Reddit user asked the internet, “”Tooth fairies” of Reddit: how do you do it without waking the kiddos? Any funny stories?”

Well, the internet did indeed have funny stories. Keep reading if you want to know what mistakes not to make when you’re trying to sneak some coins under your child’s pillow. Some of these stories are absolutely hilarious.

He Tried To Trick Her

“Once, my son got the bright idea to con the tooth fairy. He made Playdoh teeth and left them. As he was totally naive about this, he shared his plan with me.”

kid in spiderman costume
Photo Credit: Steven Libralon / Unsplash
Photo Credit: Steven Libralon / Unsplash

“He anticipated untold riches! However, the fake teeth only yielded fake money – chocolate coins in gold-colored foil!” -u/bananapeel62

Stay Away

“My son refused to let Santa or the Easter Bunny or the tooth fairy in the house. He would cry and get so nervous and anxious. Santa had to leave presents on the porch. Easter Bunny left the basket on the porch. Tooth Fairy left the money in the mailbox.”

fake tooth
Photo Credit: Yingpis Kalayom / Unsplash
Photo Credit: Yingpis Kalayom / Unsplash

“I still have his little letters that said Dear Santa, I love you. Please don’t come in my house. LOL.” —u/SandyInStLouis

A Wild Imagination

“My mum would have us put it right next to the pillow. She would make tiny envelopes and write messages reaaaally small from the fairy about her adventures and about her kingdom. We got to know her ladybug steed, and how it loved the sprinkles we saved out for it one time by the tooth container. Or about how she and some of the other fairies got tumbled right into a tree all night and wasn’t able to pick up the tooth (when the parents forgot). “

kid on beach
Photo Credit: Patruk Sobczak / Unsplash
Photo Credit: Patruk Sobczak / Unsplash

“She would give many thanks for giving such healthy teeth for the ivory kingdom, not stinky black ones that he would just have to give as chairs to the stinky old swamp flies. She would put mine in the very best of gardens and windows so everyone would see them. My mum is a pretty fun wordsmith and kept our imaginations going on these pretend hijinks.” —u/CheshireMoonz

A Blending Of Worlds

“One of mine lost a tooth on Christmas Eve.”

girl at dentist
Photo Credit: Mufid Majnun / Unsplash
Photo Credit: Mufid Majnun / Unsplash

“We told her if the Tooth Fairy and Santa bumped into each other we would all be sucked into an alternative dimension, so she had to stay quiet in bed no matter what.” —u/CararacsOfSamsMum

A Light Sleeper

“No tooth fairy duties yet but I think kids don’t understand how dead asleep they get when they sleep.”

kids room
Photo Credit: Neonbrand / Unsplash
Photo Credit: Neonbrand / Unsplash

“My 5-year-old was always a light sleeper and I can still pick him up and roll him around his bed and he won’t wake up, he’s got a bunk bed with a slide and I often find him face-first half way down his slide passed out (hence why I check on him and move him).” —u/TheFrogWife

It Goes Both Ways

“My daughter (younger than my son) saw her big bro getting loot for his newly lost tooth. She was maybe 3 years old and wanted in on the action. I caught her putting something under her pillow one evening and said, honey what are you hiding under your pillow? She looked at me and whispered “magic coins”. I said uhhh, what? She had placed Chuck E. Cheese tokens under the pillow and when I asked why, she said that if she left some money that a secret fairy would come and leave her some teeth.”

box of teeth
Photo Credit: Lisa Peh / Unsplash
Photo Credit: Lisa Peh / Unsplash

“Of course, that night I chipped small pieces off a block of Parmesan cheese and dipped them lightly in ketchup “blood”, placed in a bag and made the exchange. A much better deal than being out a five spot every time my kid sheds a tooth.” —u/OkPersonality9386

The Tooth Rat

“When I was a kid my parents told me about the tooth rat, not the tooth fairy. We left our teeth behind the bedroom door instead of under the pillow.”

girl with missing teeth
Photo Credit: Jelleke Vanooteghem / Unsplash
Photo Credit: Jelleke Vanooteghem / Unsplash

“Now I know it was because they tried to test the pillow thing and I woke up.” —u/CollegeGalStuff

The Whole Package

“I do it at bedtime, we listen to a chapter of an audio book and she’s usually passed out in 5 minutes with my arm under her pillow and wakes up in the morning with a bank transaction receipt from the National Bank of Fairies with a credit to her bank account and a little zip pouch with a new toothbrush and the horrible smelling bubblegum mouthwash she likes.” u/denimuprising

kid and mom hands
Photo Credit: Sigmund / Unsplash
Photo Credit: Sigmund / Unsplash

I wonder how she gets her money from the National Bank of Fairies?

Sleight Of Hand

“Sleight of hand. We used to have a little drawstring bag for putting the tooth in, When my kids teeth fell out I would ‘go get the bag’ but at the same time I would secretly wrap the money in kitchen roll and then get them to wrap their tooth in a similar piece and hand it to me to put in the little bag.

bed in kid's room
Photo Credit: Filippa Kiefer / Unsplash
Photo Credit: Filippa Kiefer / Unsplash

Pretending it was the tooth I would put the wrapped up money in the bag instead, hide the wrapped tooth in my pocket, tie the drawstring and get them to place it under their pillows with the money already inside.” —u/Tippas

A Quick Save

“When my daughter lost her tooth I completely forgot to do the swap and she told me the next morning, I made a letter from the tooth fairy explaining how she couldn’t leave her money because of how messy her room was that she hurt herself trying and would come back when her room was all tidy.”

kid holding mom's hand on bed
Photo Credit: Mathilde Langevin / Unsplash
Photo Credit: Mathilde Langevin / Unsplash

“Gave me time to get some cash and a reason for her to tidy her room.” —u/messicanamerican

She’s Playing The Long Game

“So one time daughter’s tooth fell out and the tooth fairy completely forgot that night. She was upset, but her mom explained that sometimes the tooth fairy gets busy and she will Come the next night – which will all be good because she will pay an extra 50c to make up for being late. This satisfied my daughter.”

kid in fairy costume
Photo Credit: Daniel Kempe / Unsplash
Photo Credit: Daniel Kempe / Unsplash

“About three months later my daughter announces that she lost another tooth a month ago, that it has been under her pillow for a month and the tooth fairy clearly owes her $15.” —u/taxdude1966

All Business

“No funny stories. Just open door, tiptoe into the room, take the tooth off the bedside table and leave either a USD ten, or some other form of currency.”

dentist x ray
Photo Credit: Jonathan Borba / Unsplash
Photo Credit: Jonathan Borba / Unsplash

“I used to leave money from all around the world. Our tooth fairy was pretty international.” —u/Okay_Splenda_Monkey

A Fairy Trail

“We live in a desert. When fairies come to the desert, their skin gets real dry and it flakes off. Looks a little like glitter. They leave a trail from the window to the bedside. Sometimes, a kid might think a fairy forgot about their tooth. In actuality, there are sometimes storms over the Rockies that prevent a fairy from safely making the flight.”

fairy in field
Photo Credit: Allison Archer / Unsplash
Photo Credit: Allison Archer / Unsplash

“Once the oldest kid learns that the tooth fairy is not real, a magical thing happens and THEY become the tooth fairy for the younger ones. This also happens with the Easter bunny. The older kid gets to stay up a little later, do all the sneaking and it keeps the fun alive for them.”—u/LaaSirena

She’s Magic

“I have 3 kids and it’s not hard to do it without waking them. Once the kid lost a tooth at night and we didn’t have anything smaller than a $20 so we told him that means he lost a super special tooth. The other parents in his class heard about it and were annoyed with us bc their kids thought it was the going rate.”

brushing teeth
Photo Credit: Diana Polekhina / Unsplash
Photo Credit: Diana Polekhina / Unsplash

“When my middle kid got money for his first tooth he tried really hard to loosen another to make a quick buck. He swallowed it at lunch and was so upset but we paid him anyway and told him the Tooth Fairy could use magic to get it.” —u/negcap

Lady In Blue

“My youngest had the idea that the tooth fairy wears a blue sparkly dress. He would ask me if I was the tooth fairy so I let him look through my closets. No blue sparkly dress.”

fairy in a field
Photo Credit: Anthony Tran / Unsplash
Photo Credit: Anthony Tran / Unsplash

“Next summer was my parents “turn” for a visit and what does my son find in my mama’s closet? A blue sparkly dress! Grandma’s the tooth fairy!” —u/Danivelle

Totally Busted

“Oldest kid swallowed first tooth and was devastated. So left some money and a note from the tooth fairy saying she was working tirelessly with the Thames water poop gnome to retrieve the tooth. Fully bought it and told everyone.”

clay teeth models
Photo Credit: Kevin Bation / Unsplash
Photo Credit: Kevin Bation / Unsplash

“Last time I snuck tooth money under pillow my ‘snoring’ child grabbed my arm and screamed Aaah HAAA BUSTED in my face, thoroughly scaring me. I in turn threatened to use his tooth to put a curse on him.” —u/BuzzAllWin

He Wanted A Refund

“I once gave my kid fifty cents worth of dimes… He wanted his tooth back. I told him to write a note to the tooth fairy and he got his ‘refund.’ I still have the note…” —copperfrog42

fairy woman
Photo Credit: Sommi H / Unsplash
Photo Credit: Sommi H / Unsplash

It’s pretty amazing that even a young child can complain about getting a bunch of change.

Hide The Evidence

“My mistake was not hiding the teeth well enough after retrieving them. I stuck them in a bag in a folder on one of the top shelves in my office… but failed to inform my wife of that, so she was looking for some medical records with the kid right next to her and of course she grabbed that one and opened it right in front of him.”

tray of dental tools
Photo Credit: Neonbrand / Unsplash
Photo Credit: Neonbrand / Unsplash

“I’ll never forget the look of betrayal on his face.” —u/oneinchpunch

He Found Out

“People get really elaborate with tooth fairy things. From an early age I told him the tooth fairy was flaky and brought whatever she wanted (to keep me from scrambling for money after bedtime). He could write her a note she might or might not bring it. So he got a bunch of random stuff or money.”

coins in hand
Photo Credit: Jordan Rowland / Unsplash
Photo Credit: Jordan Rowland / Unsplash

“When he was old enough to sort it out he lost his tooth while staying at our friends house. Her son already knew about the tooth fairy, but they didn’t want him to lose faith. My son caught his friend putting money under his pillow. Super sweet way to find out.” —u/MentalWyvern

A High Tech Tooth Fairy

“Years ago, my son decided he was going to catch the tooth fairy on camera by setting up his tablet to record in his room. When I walked in, I saw what he had done and walked over to it and knocked it face down. See, his tablet recorded in 30-second increments.”

walking in forest
Photo Credit: James Wheeler / Unsplash
Photo Credit: James Wheeler / Unsplash

“So standing behind the tablet, I took a picture with flash on so it would light up a room like the tooth fairy. Counted to 30 and stepped out. The next morning I scrolled to find the places with me in it and deleted them before he woke up. The result was a few dollars under his pillow and a video with a flash of the tooth fairy showing up. He was so excited!” —u/Griffle78