I really loved putting together the Sweet Santa Photo Contest post. Now more than ever, I so appreciated seeing all the sweet babes with their wonderful holiday smiles. That being said… there is something really, really funny about Scary Santa photos. I’m sure Scary Santa pics aren’t everyone’s cup of tea, but it’s kind of a childhood right of passage, isn’t it? Trust me – I have my own Scary Santa pictures, and the 1985-version of me looks pretty damn funny as I scream in (poor, poor) Santa’s face.
I’m not sure why wee ones are so freaked out by Santa – maybe it’s the beard, maybe it’s the red suit, maybe it’s just the pressure of being ‘on’ in front of the camera. But man, oh man – does Santa elicit some major freak outs. Of course, Henry experienced his first Scary Santa moment last week. I’m hoping next year is sweeter – when do kids figure out that Santa brings presents? I bet that will turn his frown around!
The Scary Santa photos were judged based on the following categories: the overall creepiness of Santa; Santa’s own freaked out expression; and the oh-so-dramatic expression on the kiddo’s face.
First up… The Scary Honorable Mentions
Jillian wrote, “At least some of us were having fun…”
Christina wrote, “This is my daughter Annika when she was 2 years old, last year. She hated Santa that year!”
Michaela wrote, “My son James completely flipping his shit. Santa is a scary dude.”
Erica wrote, “Here’s my son G, almost 9 months (how did that happen?) with his first visit to Santa today. He was fine until Santa tickled him to get him to smile!”
Melissa wrote, “This is Brynn, age 2. She’s 9 now and it still makes me laugh!”
Holly wrote, “Sam is 4 months old in this one and could not get a smile out of him!”
Ali wrote, “To say Addie’s first Santa experience was a bust would be the understatement of the year! It was hands down the most terrified she’s ever been in her life. I felt bad, but it was also incredibly hilarious.”
Rachel wrote, “My 1 year old twins were not happy with Santa.”
Shannon wrote, “This is a classic! 3 years later she still won’t get near any Santa. Poor Santa-he was really a good sport too!”
Kelly said, “This was not William’s first trip to see Santa (he’s 20 months) and it was indeed, still scary. I had to jump in to hold him there.”
Megan wrote, “My little Isabelle wasn’t a fan – but I still love this picture!”
Kimberly said, “She was soooo excited to see him, well, until she actually “saw” him!”
Casey sent in this picture of her daughter Kendall.
Jessika wrote, “Eli met Santa for the first time last night, and he was not pleased.”
Barb wrote, “Here’s a picture from 1971. I am on the left. The crying baby is my sister Trish, who is 41 years old now!!!”
Julie wrote, “These are some of my most favorite pics of my daughter ever! She’s 13 now. She started off terrified of Santa but generally got better (and more serious) once she realized she needed to communicate to Santa what gifts she wanted him to bring.”
Simi wrote, “She wasn’t crying but she was frozen and not happy, she didn’t know what to do.”
Emily wrote, “This is a photo of my son, also named Henry, last year. We haven’t even tried this year…”
Charity wrote, “Here is my 4.5 month old Alexander. He’s afraid of strangers so I’m surprised he’s not screaming but he doesn’t look to sure of what’s going on.”
Katie said, “My Dad dresses up as Santa every year for his office Breakfast with Santa, and we were trying to get a Sweet Santa picture of them gazing at each other, but got this instead! Oh well!”
Elizabeth wrote, “My daughter, Ashlyn is a pro! We told her to smile no matter what Weston’s reaction was. Weston on the other hand was terrified! He, like Henry isn’t afraid of strangers but I think it was a combination of the beard and him being way overstimulated by all the noise and chaos at the mall.”
Abbey wrote, “This one’s a classic — me, screaming and terrified, and Emily, my older sister, just chillin and smiling like Santa’s her BFF. This picture was one of many scary Santa pictures, although I grew out of the screaming phase and got into a stage where I just pouted.”
Robyn wrote, “This is actually a picture of me from when I was younger. I was pretty old to be that terrified and Santa looks to be hating his life!”
KT wrote, “This is Carlyn and Leah. Leah said hi to Santa but was not happy to have to sit on his lap! Love this picture!”
Callie shared this picture.
Courtney wrote, “These are my furry kids. I get their photos taken every year with Santa and this is one of the best.”
And now… The Scary Santa Photo Finalists
Scary Santa #1 was chosen based on the sheer scariness of this Santa. Rachel said, “I had to share this one from my childhood. His eyes look creepy and that fake beard… ahh! Santa’s have come a long way in 30 years…”
Scary Santa #2 was select because of Santa’s awesome “come on, kid” face and the baby girl’s hysterical expression. Katherine sent this gem in!
And this is #3, our one furbaby finalist! Laurel wrote, “So I don’t have kids, but I do have a dog. Dogma, our neighborhood dog store, does a Santa picture fundraiser each year for local animal rescue groups with a pet photographer named Jeanne Taylor. We’ve taken our dog Alice twice, and while Jeanne’s photos are gorgeous, Alice is completely freaked out by Santa.”
Scary Santa #4 was chosen purely for Santa’s expression. Jessica wrote, “I, of course, love my daughter’s get-me-out-of-here cry face but Santa’s I-hate-my-life face makes me laugh more.”
#5 earned a spot because of everyone’s silly faces. Kristen wrote, “Our brand of crazy even scares Santa.”
Scary Santa #6 doesn’t need an explanation! Nina said, “I don’t think much can top Vincent’s first meeting with Santa (although I know I’m biased). He is definitely a fan of the beard.”
And last, but not least, Scary Santa #7 wins a spot because of the juxtaposition of the two boys. Hayley wrote, “These are my boys last year with Santa. Anthony was 4. He’s always loved Santa. Jackson was 2, and he’s still scared of Santa, though not as bad as last year.”
Now it’s your turn to choose a winner… Which Scary Santa is the most classic – 1, 2, 3, 4, 5, 6, or 7? Can you tell I had trouble whittling it down?! I’ll choose the winner on Friday.







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{ 137 comments… read them below or add one }
# 6 is awesome!
Such a tough decision!! But I am going to go with #6!
Ha, I would have to say 6! The look on Santa’s face is priceless!
I don’t know when kids start liking Santa…our son is 2.5 years old and this year he even started talking about Santa and calling him “Grandpa” (my dad has a beard!), so we thought this might be the turning point. Nope, the minute he saw Santa at the kid’s Christmas party he grabbed our hands, turned around, and wanted to leave immediately. Sigh…there’s always next year!
I can’t even decide — but definitely #5 or #6. Hilarious!
I vote #6, Hilarious!
Tough one! I’d say #4…they both look so miserable!
i just laughed out loud SO HARD at all these photos. it is so mean that we put our precious kiddos through this, but it really is funny. i like that a lot of them are from people who are now 40 years old….see, it still provides entertainment years later! I am going to have to vote for #7, simply because his brother’s cheesy face is beyond adorable and he is soooo not interested in his younger brother wincing in extreme pain like he’s being kidnapped.. haha… at least one of them looks dapper
I vote #4.
#4 is my favorite. That Santa looks like he had a little too much egg nog
OMG! #7 is hilarious
Hahahahahaha. These are all hilarious. #7 is priceless!
Winner though has to be… #4. So, so good.
The winner has to be Santa #6.
This was a good way to start off my day, I was laughing through all these! I think you have to go with #6, hands down. What’s with Santa’s expression!?
#6 obviously blows them all out of the water! It was a toss up until that one!
It’s a tie between five and six. Those are fantastic!
#6 made me laugh so hard I stomped my feet (at work, in my cubicle.) Ha ha ha! So #6 it is!
#6…definitely #6…LOL!!! Poor Santa and his beard!
My vote is #5, hands down.
And I know I was always scared of Santa because I knew the mall Santa wasn’t the real deal and I was shy around strangers in general, so having to sit on a fake Santa’s knee and talk so close to him was just waaaaaay too much for me. Also, I’ve seen A Christmas Story about a million times, which is enough to scar a child from wanting to meet Santa.
I have to vote for #2 since that’s my little girl! I didn’t even attempt it this year, since she has an aversion to all men with beards right now…but these pictures are hilarious!
Oh my goodness, it has to be #6! That’s hilarious!
Number 2
I vote for #2!!
This contest was a great idea – these pics added some much needed LOLs to my morning. #6 is straight up hilarious.
six! for sure
Haha gotta love #6
Oh, gosh this was the best! 5 and 6 are both hilarious! I loved the descriptions from the mom’s too particulary the kid that flipped his shit’. LOL!
That was me, lol. All the other descriptions are classy and here I come with my potty mouth! The description just fit the pic so well
#2 made me laugh out load but #4 Santa is pretty scary looking!!!!
I love them all! Especially 3, 5, 6 and 7!
But I’d have to say 6 as well.
#6! Santa’s little “helper” – hilarious.
I cannot decide #1 or #6
six!
#6
Number six is hilarious, but for gothic scariness #5 takes the cake. Love it!
At work, and tickled to be looking at this.
I have no choice but to go with #6 – it literally had me CRACKING up!!
OMG this is so fabulous.
toss up between 4 and 5.
6!!
Number 5 made me laugh out loud – 6 is a close second though.
Oh man…they’re all hilarious, but I’m thinking #5 is the funniest
They’re all great but #2 and #6 tie for my favorites!
#6 – nice to see the ‘naughty’ kids get their own back on Santa
#6 of course!
Alice is my dog and I’m outrageously biased, so I must vote #3. But 2 and 6 are hilarious. And all of your readers have/were adorable kids!
I vote for #6!
these all made me laugh out loud….hilarious
HAHAHA! I loved the fur babies right before the finalists. That dog’s eyes had me spitting out my coffee
I know! It was my favorite of the honorable mentions
#2 definitely
So hard!!!! I’m going with #4.
#6
#2 for sure!!
My favorite is #4…the dog one in the honorable mentions made me laugh out loud. I LOVE all of these soooooo much!!!!!!!!!
#4 (although #6 is great too)!
I can’t decide again! #2, 4, and 6 are all SUCH great pictures (well, you know, for this kind of contest). I think I’m going to go #6…that’s one Santa who’s used to kiddos pulling on his beard!
Love them all, but #4 is my favorite, that poor guy looks miserable! LOL
My vote is for #2!
Would it be bad to vote for my own daughter? I better, so #4!
Gotta throw my vote in for #3. Dogma is the canine answer to Tard the Grumpy cat. So cute!
number 6 all the way. Though 2 and 3 make me laugh so hard I was coughing
#4
Funny! I don’t know what it was but all the sweet santas yesterday were freakin me out! Maybe santas are kinda turning into the scary clowns for me!
. I’ll vote #6.
#4—because they both look miserable
#6, hands down!!!!! : )
#5 or #6 simply for Santas’ faces- I actually cracked up laughing at both of those!
These are great, but hands down #7 is the funniest. None of the others even compare!
4 or 6? Gotta go 4
Absoltely #6!
4!!
I’m picking 6, but 7 is great too!
#6….. too funny!
#6 actually made me LOL, so I’m voting for that one!
#6!!
Number 7 is awesome.
#6!
The last one of honorable mentions though really had me laughing simply because the dogs eyes are HUGE in terror. The little boy in #7 of the finalists is absolutely adorable! OMG look at that smile and his hands crack me up.
Love #6
I laughed out loud this entire post! Love all of them. I think 6 and 7 are amazing but will have to go with #7
#5!!
Every time I look at it I start cracking up!! XD
I have to choose #4. Both the baby and Santa are hating life!
I vote for #6. I can’t wait to show my husband. He had a beard and our 6 month old pulls his beard all the time.
HA HAHA! Mine was the #1 scary santa, but I have to say that #6 takes the cake as the most hilarious “Scary Santa”! I can’t stop laughing…
I pick 2!
Ahh so hard. #2 or #6…. I see a lot of votes for 6 so I’m going to go with #2! Plus its also kinda adorable!
#2 for sure
#2 or #3 !!! But all these photos are hillarious!
Have you seen this santa picture? http://i.imgur.com/SVxaM.jpg?1 So funny.
OMG love these. Voting for #7
#6
#4 Santa looks like he has enought of crying babies
#6! It had me laughing so hard!
#6
#6. Priceless!
#6!!
#6 for sure! That’s too funny!
I have to vote for my boys, #7. We just had their pic taken with Santa last weekend (the pic above is from last year) and actually got smiles from both of them, though Jackson was still hesitant
Oh, this is hard! I think I have to go w/ #7.
Number 6!!
6! HAHAHAHA
This is hilarious and the comments to the photos are so funny. It’s hard to choose one of them but #6 stand out.
#6, but #2 was a close second.
I love #6, but I have to go with #1. What a creeper.
DEFINITELY #6!!
I like 2!
#2 and #6 are the best, but I have to go with #2 because Santa’s the one who looks scared in #6!
HHAHAHAAAA!!!!! 6!!!!
My vote is for #4. Santa’s face is too much!!
Definitely #6!
Definitely number one, Santa looks so creepy lol
I think I choose #6…because how ironic is it that his shirt says santa’s helper?! Too funny.
# 6!!!!!!!
I have to say #6 mostly because I feel so bad that he has authenticity with a real beard, and will live to regret that decision!
#5!
No. 4 gets my vote.
6 or 7 for sure!!
6! It couldn’t have been more awesome if it had been planned
#6, without a doubt! My husband and I were cracking up when we saw that! My husband and I had some great laughs going through these.
#6, Hands down. Sorry, I just cant get into dog/Santa pictures.
Number 6!
I wish we had a photo like this of my niece!!! She is 7 with special needs and she won’t even get NEAR Santa. My vote is #4. Santa’s I hate my life look, combined with the I am screaming so hard my face is going to rip off child sealed the deal!
6! Hilarious!
#6 is by far the best!!! The fact that little Vincent’s shirt calls him “Santa’s Little Helper”..too funny!!!
Scary Santa #1 is a very close 2nd though!
#6 is hilarious! The fact that the baby is a wearing a “Santa’s Helper” shirt makes it even better.
#4!
It’s a toss up between #4 and #6 — both are equally disturbing!!! No wonder kids are scared of santa!
Number 6! That is the best santa face I have ever seen!
SOOOOO hard…..6 or 7!
i think #5!! love santa’s expression
I was never subjected to this as a child, and clearly I missed out!
My favourite is #6, though #4 is a close second!
#6!
#3!! Look at the frown!
#6 made me laugh the most, so it gets my vote
#6!
I laughed the whole way through this post! All are hilarious, but I’m going with #6 !
Definitely #6!
I vote fot #6 – hands-down winner!
#5 Because EVERYONE looks shell-shocked and road weary. LOLOL #6 was a very close 2nd.
#4
I like #2… For such a tiny baby, that’s a lot of expression!
definitely #6!