Caleb’s 30 Best Shenanigans

When Caleb was between 20 months and 3 1/2-years-old, he went through an epic “shenanigans” phase. Below, I have documented his 30 best shenanigans during that time period in chronological order. I don’t ever want to forget this awesomeness, since it will be prime material for my speech at his wedding 😉 Let’s be honest, I love the fact that we spawned an evil genius – muahahaha!!!

13 Months Old 

#1: Caleb dialed 911 while playing with my cell phone when I wasn’t looking.

20 Months Old

#2: At Caleb’s first time to the library for toddler story time, he: refused to sit down, kept walking up close to the woman telling the story and blocking the book from everyone, ran circles around the group, weaved in and out of the table and easels up front nearly knocking them over, ran in and out of a storage closet I couldn’t fit into, practically demanded another child’s snack (even though he had his own), and ran into the main library yelling at the top of his lungs…multiple times. When we were leaving, Caleb escaped my grasp for the umpteenth time, and the librarian saw me and muttered under her breath: “oh…it’s you.”

#3: Caleb made a mad dash straight towards a 45 mph street and got halfway across before I caught him and carried his little non-compliant, flopping body back to our car. Of course, he thought it was the most hilarious experience and could not stop laughing!?!?!

22 Months Old

#4: Caleb figured out how to climb over the contraption we put on the top of his crib to prevent him from escaping, so we were forced to convert his crib temporarily until we had his big boy bed/room ready. On one particular morning, he pushed out the bed rail, got into his closet, and pulled out an entire roll of fairly expensive diaper genie refill bags. We have since installed locks on all the closets in the kids’ rooms.


#5: Caleb learned how to take his pajamas/diaper off, and this is how I found him one morning:

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From this moment forward, we duct taped his diaper every night so he couldn’t take it off in the morning. We called it his “superman belt” 🙂

#6: Caleb learned to climb his bookshelf and change the iPod settings. Also, notice there are no books on the bookshelf because he kept ripping them up (and still does).


23 Months Old

#7: Multitasking – climbing the bookshelf AND taking off his diaper.  After he climbed down, he proudly showed me where he had put his diaper…on top of the diaper garbage can of course!


#8: I was getting dressed one morning, when I heard a Black Eyed Peas song playing. My first thought was: “wow, our teenage neighbors are playing that REALLY loud and REALLY early…that’s weird.” I eventually realized the sound was coming from the baby monitor. Caleb had climbed his bookshelf, grabbed the iPod which plays his white noise, changed the “song”, and decided to have himself a little dance party. Then I think he realized he was being watched, and disconnected the monitor.

#9: Plied Sean’s eyelid with a pair of play pliers.


#10: I was finishing getting ready for Church upstairs one morning, and thought Caleb was securely gated in the baby-proofed living room playing, when a suspiciously long period of silence brought me to check on him. As it turned out, he had climbed all the way up the outside edge of the banister of the stairs to the second story landing. I refrained from immediately scolding him so he wouldn’t startle, let go, and fall on the first floor tile. First thing he said once I pulled him over the banister: “bad. trouble. spank.” And he proceeded to spank HIMSELF…twice. I didn’t know whether to laugh, yell, or cry.

Sean’s solution to the stair climbing problem (which was constructed immediately after shenanigan #11)

#11: Caleb broke a bowl while I was trying to unload the dishwasher after breakfast. I locked him out of the kitchen so I could clean up the shards, and when I finished, I found him at the top of the stairs on the outside of the banister again. Immediately after that, we had some friends over for a play group, and he turned on the hose in the backyard and sprayed all the ladies’ diaper bags/purses. Next, he ripped out the second oak tree we had tried to plant (which was completely covered so he wouldn’t), then crumbled the muffin I gave him for lunch and threw it all over the kitchen floor. I’m awarding this one king of the shenanigans, thus far.


#12: He pooped all over his floor, rug, and chair after taking off his pajamas and diaper in the morning…for the third time. I narrowly missed stepping on a piece when I walked in. We have since duct taped his diaper every night before he goes to bed, and we’ve already gone through a roll and a half (no, I am not kidding).

See the poop at the very bottom of the picture?

#13: While I was trying to make breakfast, Caleb repeatedly threw his sippy cup against the refrigerator until it busted and spilled milk all over the kitchen floor.

24 Months Old

#14: Broken kitchen window with a rock. In all fairness, Caleb was only partially responsible for this one. He likes to relocate the landscaping rocks into the grass, and although Sean had thought he picked all the rocks out before mowing the lawn, one was missed and found a home in between the glass panes.


2 Years, 2 Months Old

#15: Caleb slowly but surely picked at and shredded the screen in his room (it looks a lot worse now).


#16: Poking animals’ eyes at the fair petting zoo when Dada and Nana weren’t looking. This poor goat was not Caleb’s first victim (or last).

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Close up

2 Years, 3 Months Old

#17: On our first Target shopping trip after Evie was born, we were attempting to load the groceries and put Evie in the car, when Caleb escaped from the cart, jumped INTO the SUV of the woman parked next to us (who was also loading up her groceries), and started climbing her seats. Fortunately, she was understanding, since it just so happened it was her first Target trip with two kids as well!

2 Years, 4 Months Old

#18: We bought a brand new minivan, and after owning it a whole four days, Caleb rammed the jogging stroller into it and scraped it down the side. Sean’s response: “Well, at least we got that over with quick.”


2 Years, 5 Months Old

#19: Listened to Caleb cry/scream/yell for 45 minutes straight while I nursed Evie in the car and then drove home from the park. In his anger, he also poured out his drink all over himself and the floor. Definite points here for impressive endurance.


#20: At Caleb’s first dental appointment, he figured out how to work the water sprayer (don’t know the correct term for it), and sprayed the office with it…on three separate occasions.

#21: As Sean was changing sheets that Caleb had peed on, Caleb ran over and peed on the only fresh sheets left, as well as Sean’s leg.

Caleb was pretty proud of his accomplishment


#22: Harassing Tomahawk (my sister’s dog) with the vacuum at Grammie’s house:

2 Years, 6 Months

#23: Caleb figured out how to climb his (very) tall dresser, and this is how I found him in the morning. So much for keeping his books out of reach so he can’t rip them.


#24: While nana was watching Caleb during Evie’s surgery, he ran into the bathroom while she was getting ready for the day, grabbed her nightgown, and tossed it…smack dab into the toilet.

2 Years, 7 Months

#25: While showering, Caleb shoved a cap to an empty body wash container down the drain…waaay down.


2 Years, 8 Months

#26: While at Costco, I was intently looking at something deciding if I wanted to buy it, and when I turned back, I found my wallet emptied of every last bill –


#27: Caleb unscrewed his dresser knobs –


2 Years, 9 Months

#28: Caleb discovered the joy of drawing on his closet doors with a pen –


3 Years, 5 Months

#29: Another broken dish. I’m surprised we still have any at this point!


3 Years, 6 Months

#30: While visiting Grammie’s house, Caleb found glitter while he was supposed to be napping and did an art project with it on the carpet. Let’s just say Grammie was not. happy. Gotta love the look on his face, though 🙂


Bonus – 2 Years, 5 Months

Not a shenanigan per se, but here’s a video of Caleb easily overcoming every “childproof” obstacle:

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Melissa Felker

I blog to share my life, entertain, inspire, inform, encourage, challenge (both myself and others), and of course, for personal therapy - haha! I love to write about meaningful experiences and a wide range of topics I find interesting. I particularly enjoy sharing life in a raw and barely censored fashion because I highly value authenticity.

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