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Valentine’s Day might be one of the more stressful holidays, depending on your temperament and ability to plan. As most of us have learned from trial and error, planning and execution are often two very different things. 

So just to show that everyone has messed up on that crucial day, we’ve gathered some of the best and worst Valentine’s Day fails out there. From dates gone horribly wrong to the sad remains of someone’s idea of a gift, get comfortable as you scroll through, thank your lucky stars it wasn’t you and upvote your favorite examples. 

#1

A Very Important Question

A Very Important Question

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#2

I Made This For My Boyfriend For Valentine's Day But We Broke Up Yesterday So Here You Go Instead

I Made This For My Boyfriend For Valentine's Day But We Broke Up Yesterday So Here You Go Instead

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#3

Here's Something For You. Entertaining Valentine's Baking Fail. I Tried To Make My Husband A Cake For A Gift

Here's Something For You. Entertaining Valentine's Baking Fail. I Tried To Make My Husband A Cake For A Gift

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Rather confusingly, there were more than one Christian martyr named Valentine. Indeed, there are actually two Saint Valentine’s that are celebrated on February 14th, Valentine of Rome and Valentine of Terni. One of them (old records are not specific) was buried on February 14th, thus connecting this date to the name Valentine. 

You might be wondering, what exactly does the death and burial of a Christian martyr have to do with romantic love? As with so many holidays, this particular date ended up being conflated with an older, pagan celebration. The date and concept were kept, but the “star” of the show was not a Christian Saint, not the pagan Juno. 

#4

Valentine's Vasectomy

Valentine's Vasectomy

Getting the ol’ snippy snippy, I have anxiety issues and am quite nervous but committed, wish me luck!

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Tamra
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Get yourself a bag of frozen peas and some chocolates and champagne!

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#6

Invited 18 People To A Valentine's Day Poetry-Reading Party. Spent The Day Decorating And Getting Ready. 10 Said They Were Coming. No One Showed Up

Invited 18 People To A Valentine's Day Poetry-Reading Party. Spent The Day Decorating And Getting Ready. 10 Said They Were Coming. No One Showed Up

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Nina
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I really hat when people will say they'll come to something and just don't show up, especially when they don't excuse themselves

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The festival of Juno, Lupercalia, was celebrated on February 13–15th, so the “happy” coincidence of Valentine’s burial cemented the day's new name. The original celebration focused on love and fertility, so it was perhaps difficult to remove this association even if you were, nominally, celebrating a martyr. 

#7

Bought My Husband An Anatomical Chocolate Heart For Valentine's Day. He Thought It Was A Chocolate Ballsack

Bought My Husband An Anatomical Chocolate Heart For Valentine's Day. He Thought It Was A Chocolate Ballsack

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Nina
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Apparently he isn't that familiar with human anatomy, let alone his own..

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#8

In Honor Of Valentine's Day, Enjoy The Scary Cake I Made My Husband 10 Years Ago

In Honor Of Valentine's Day, Enjoy The Scary Cake I Made My Husband 10 Years Ago

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#9

Valentine’s Day Jam Drops: Taste 10/10, Presentation 4/10

Valentine’s Day Jam Drops: Taste 10/10, Presentation 4/10

Still ate them, still loved them. Just called them “broken-heart biscuits” instead.

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HTakeover
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Couple of tips... use a recipe that doesn't spread much. Use a cookie cutter to keep the shape round and consistent. And place heart-shaped molds in the top to be removed after baking.

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Modern readers aren’t the only ones to notice this discrepancy. February 14th as we know it, only really took off in the 14th century, with Chaucer's poems about it. Two specific pieces, Parlement of Foules and Complaint of Man seem to have sparked off the whole craze, although scholars have noted that the traditions and conventions he writes about don’t seem to have had any basis in reality. 

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#11

I Tried To Take A Staff Valentine's Day Photo Where I Work In Florida. It Didn't Work Out As We Had Hoped

I Tried To Take A Staff Valentine's Day Photo Where I Work In Florida. It Didn't Work Out As We Had Hoped

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#12

On Valentine's Day, My Son Decided To Show Me His First Magic Trick: How To Make A Coin Disappear. One X-Ray Later, I Found It   

On Valentine's Day, My Son Decided To Show Me His First Magic Trick: How To Make A Coin Disappear. One X-Ray Later, I Found It   

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In other words, this entire tradition might be the figment of the imagination of a poet looking back at the older meanings of Valentine’s Day. So if you rank among the folks who had a big Valentine’s Day fail or you don’t like the holiday in general, perhaps it can help to recognize that the whole idea might be made up in the first place. 

#13

I Tried Making My Fiancé A D20 System Cake For Valentine's

I Tried Making My Fiancé A D20 System Cake For Valentine's

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#14

Found On My College Campus A Few Years Back, A Week After Valentine’s Day

Found On My College Campus A Few Years Back, A Week After Valentine’s Day

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Little Wonder
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'd have taken it home because I would have felt bad for it. Shut up, I am so too an adult.

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#15

Walked By This While Leaving Work... Someone Had A Bad Valentine’s Day

Walked By This While Leaving Work... Someone Had A Bad Valentine’s Day

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Another common and perhaps warranted criticism of Valentine’s Day might be the over-commercialization of the entire thing. In the US alone, 190 million Valentine’s cards are sent every single year. Unfortunately, we do not have an average success rate on these, but one suspects the number isn’t high. 

#16

Controller Cookies For My Boyfriend's Valentine's Day Gift

Controller Cookies For My Boyfriend's Valentine's Day Gift

Very tasty, "better-than-bakery sugar cookies" (from the Gluesticks blog, I believe) with simple powdered sugar & milk glaze. The fail here is my awful piping skills and sprinkle placement.

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Nina
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

For a second I thought they left the controllers in the oven and they melted 😅

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#17

This Was In The Mall At 7 PM On Valentine’s Day. A Line Outside Pandora For The Last-Minute “Oh No, I Forgot Valentine’s” Gift. Guys And Girls, Don’t Let This Be You

This Was In The Mall At 7 PM On Valentine’s Day. A Line Outside Pandora For The Last-Minute “Oh No, I Forgot Valentine’s” Gift. Guys And Girls, Don’t Let This Be You

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Natasha Arruda
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I don't understand this... I'd honestly have no problem waiting for the 15th to celebrate with half priced goodies. I'd rather save money or just do something small.

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#18

That Sad Moment When You Realize Your Milk Has A Valentine's Date But You Don't  

That Sad Moment When You Realize Your Milk Has A Valentine's Date But You Don't  

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#19

Valentine’s Day Gift On My Mom’s Car

Valentine’s Day Gift On My Mom’s Car

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#20

Pizza Roses For Valentine’s Day - Looks Simple Enough... Let’s Blame It On Not Having A Cupcake Tray

Pizza Roses For Valentine’s Day - Looks Simple Enough... Let’s Blame It On Not Having A Cupcake Tray

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#21

At Least She Tried… Happy Valentine’s Day

At Least She Tried… Happy Valentine’s Day

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Ivo H
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Let's go through the facts: strawberries are there; chocolate is there; chocolate amount is greater then expected. Verdict - still yummy, NOT a fail <3

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#22

Someone's Valentine's Day Didn't Go To Plan At London Victoria

Someone's Valentine's Day Didn't Go To Plan At London Victoria

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Madam Puddyfoot
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My sister works at a florist delivered roses to a guy who wanted to surprise his wife with a dozen roses. Put them on the dining room table, and when she got home - shredded roses everywhere-- the cats had destroyed the whole bouquet.

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#23

My Ex Left Flowers On My Windshield

My Ex Left Flowers On My Windshield

I dated this guy (23M) for 3 months and found out he was cheating. After I dumped him, for 2 months, he would show up at my house unannounced and tell my roommates he was "concerned about me and wanted to check up on me". Several months later, I had already moved on and started dating someone new. It was Valentine's Day and my current boyfriend and I woke up to flowers on my car.

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#24

Someone Had A Rough Valentine's Day

Someone Had A Rough Valentine's Day

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#25

I Couldn't Get A Real Man, And The Perfect Man Was Sold Out

I Couldn't Get A Real Man, And The Perfect Man Was Sold Out

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#26

For Your Information, Do Not Make Your Sweetheart A Trash-Panda Cookie, Place It Near A Candle, Then Leave The Ceiling Fan On

For Your Information, Do Not Make Your Sweetheart A Trash-Panda Cookie, Place It Near A Candle, Then Leave The Ceiling Fan On

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#27

Valentine's Delivery By TheBouqs Company. Expectation vs. Reality

Valentine's Delivery By TheBouqs Company. Expectation vs. Reality

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Nina
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

If they are in bloom it'll be a bit better, but that's not the bouquet on the left

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Victoria Fox
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

NONE of these floral companies live up to expectations. I remember sending specifically sunflowers to a friend for her birthday and said "I love your sunny personality".... florist substituted MUMS without checking with me. I was so pissed! Sunflowers are expensive, mums are cheap. I called them out on it and they replaced the bouquet with the one that was ordered. Now I just do Costco and deliver them myself

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Damned_Cat
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

This reminds me of the time that a co-worker's wife died 3 days before Valentine's day. The funeral was set for February 15. I was asked to order flowers to be sent from all of us at the office, but I couldn't find a florist that was interested in doing anything other than Valentine's bouquets. I finally found one shop willing to take a funeral order. They ended up sending an arrangement of ratty looking "left-overs" and a card with hearts on it that said "together forever". The co-worker married his girlfriend a week later...

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Verena
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Receiving the bouquet on the left will be fun for 2 days, the one on the right for one to two weeks. Why do people compare flowers in bloom from the website - which of course shows them in full bloom - with fresh flowers that are about to bloom.

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MAKtheknife
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Yup, been there when I was a florist. A call at the last minute, send you a picture from FTD (Florists's Telegraph Delivery), you don't have much of any of the items shown in the picture, so you do the best you can.

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Jon Steensen
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Then you should decline and give them a chance to find an alternative provider who can deliver what they are expecting, or make it very clear that if they are desperate they have to go with "the best you can do". If you are going to underdeliver, you have to be absolutely sure that it was due to an informed choice of theirs. Not saying anything is bound to lead to trouble down the line.

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Frank Hayes
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I sent flowers to my then girlfriend’s job. It was supposed to be a festive, happiness arrangement. I called after they were delivered and her voice was different, sad sounding. She asked why we were breaking up? What happened? I asked if the flowers were nice and mentIoned that some were her favorite colored roses. She stops me ‘roses? There aren’t any roses, this isn’t festive, it’s depressing, it’s something people send to people recovering in a hospital or for a funeral.’ A few sec9nds to recover from the shock, I said it wasn’t what I ordered, I’ll check with the florist and find out what happened. Florist said sorry, that they took the order and subbed it out to a florist near her office. They would be the ones that botched it. It’s still funny almost 50 years later!

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MR
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Had that happen to me from 1-800-FLOWERS at a Funeral. They gave me a $10 refund after embarrassing me and disrespecting the dead. NEVER AGAIN. I will bring them myself.

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P.P. Soucek
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Yeah, Bouqs f’d my Valentine as well: asked for a dozen roses, and she received what looked like a tumbleweed.

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Stymied Egan
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

FYI to all long distance flower buyers. I worked in flower shops eons ago. The problem with those stupid picture books is that the florist may run out of those specific flowers. You try to come close but delivery dates are almost as important as the flowers. Wholesalers may not have what you need for several days. It's a tough position to be in. I would not send out that arrangement. My suggestion is, if you want something specific, order a week or two early. If I'm sending flowers, I call the florist or direct order on their site. Skip the middle man. Picking someone in the delivery area. I leave the choice of flowers to the designer I may say something like bright colors and something with aroma. Then I add, please put the value in the flowers, not the vase.

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Jon Steensen
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

The vase? I haven't ever seen anyone receive anything but a bouquet of flowers that was either wrapped in paper or plastic. It was always kind of implied that you have to have a vase yourself. If you get bunch of flowers thoughout your life, what are you gonna do with all the vases you will end up with after the flowers die. Throwing them out seems kind of wasteful, jet storing them could take up a lot of space. The only time I could see getting flowers delivered with a vase making sense would be for a wedding, where you need one bouquet for each table, and that would be on the condition that the vases was rented and returned to the florist afterwards.

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chrnh@metrocast.net
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Not from the Bouqs company but I have NEVER received flowers from an internet company that look like the picture.

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Robin Roper
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Some of that is because lots of what you see online is photoshopped. Perfect flowers do not exist in nature. Also, the online arrangement with for example, 10 carnations, 4 stargazer lilies, 6 roses, with some filler mums, and greenery are designed and photographed to show each and every flower. The delivered arrangement will have a 360 effect, and even though the number and kind of flowers are the same, not every single flower can be seen from one angle. The example in the photo warrants a full refund. It is awful. It's okay to have some of the flowers bloom a few days after delivery, that arrangement is unacceptable.

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LuLuBelle
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

This is why you should personally interact with your local florist like a grownass adult.

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Ann Coffman
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

LuLuBelle, Language?!?! Maybe you should grow up and not insult people you don't know!

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#28

Rose Crepe Cake For Valentine's Day

Rose Crepe Cake For Valentine's Day

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Mark
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

That’s why you don’t make a crepe cake, you just stuff it in your mouth with a glob of Nutella as soon as it comes of the pan

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#31

Wife Got Perfume From Ulta Today, Pulled Out Her Valentine’s Day Gift In Spite

Wife Got Perfume From Ulta Today, Pulled Out Her Valentine’s Day Gift In Spite

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Nina
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

What is Ulta? Why would she pull out her valentine's day gift in spite afterward?

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#32

When Last-Minute Shopping For Valentine's Day Goes Horribly Wrong

When Last-Minute Shopping For Valentine's Day Goes Horribly Wrong

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#33

Just Getting Ready To Cook Valentine’s Day Dinner And Opened The Block Of Cheese I Bought Today

Just Getting Ready To Cook Valentine’s Day Dinner And Opened The Block Of Cheese I Bought Today

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#34

Time To Open Up The Valentine’s Day Candy! Oh

Time To Open Up The Valentine’s Day Candy! Oh

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#35

My Partner's Valentine's Day Gift Was Delivered Like This

My Partner's Valentine's Day Gift Was Delivered Like This

Box is also dented a fair bit, but other than that, it’s alright. Still ridiculous to even happen in the first place. Did no one genuinely think doing this was a bad idea?

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Little Wonder
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Amazon does have an option to request a box, but clearly they need to make that option more obvious.

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#37

Right On Track For Valentine's Day  

Right On Track For Valentine's Day  

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#38

Valentine My Son Received At School Yesterday

Valentine My Son Received At School Yesterday

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#39

Valentine’s Day Biscuits From Bojangles

Valentine’s Day Biscuits From Bojangles

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#40

Valentine's Day Fail. Tried Making Heart Cookies For My Friend, Everyone Fails At Something

Valentine's Day Fail. Tried Making Heart Cookies For My Friend, Everyone Fails At Something

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Nae who and where
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Good effort, but chocolate chip cookies are a drop cookie....drop cookies really can't be shaped.

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#41

Dad Passed Away In August, And Mom Received This Today

Dad Passed Away In August, And Mom Received This Today

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#42

Thought I’d Get Some New Candles For Valentine’s Day… Apparently Yankee Candle Can’t Ship Candles And Won’t Issue Replacements

Thought I’d Get Some New Candles For Valentine’s Day… Apparently Yankee Candle Can’t Ship Candles And Won’t Issue Replacements

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Lee
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

This is is a perfect example of using Twitter to put a company, in this case Yankee Candles 'on blast' (Am I using that right kids?)

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#43

Chocolate-Covered Strawberry Fail. Pretty Sure They Are Not Supposed To Be Bumpy

Chocolate-Covered Strawberry Fail. Pretty Sure They Are Not Supposed To Be Bumpy

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#44

When The App Neglects To Flag That You've Run Out Of Characters

When The App Neglects To Flag That You've Run Out Of Characters

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llama • she/her
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

why is the character limit so small when 'back' would absolutely fit on that cookie >:(

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#45

He Couldn’t See The Writing And Didn’t Laugh, Probably Because I Forgot He’s Color Blind

He Couldn’t See The Writing And Didn’t Laugh, Probably Because I Forgot He’s Color Blind

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#46

Thanks, ProFlowers, Only A Week Late And Like This. Flowers Were Supposed To Be Here On The 12th. They Shipped Late, And Then The Storm Hit. Customer Service Offered Me 20% Off

Thanks, ProFlowers, Only A Week Late And Like This. Flowers Were Supposed To Be Here On The 12th. They Shipped Late, And Then The Storm Hit. Customer Service Offered Me 20% Off

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#47

Happy Valentine's Day! I Will Never Bake Again

Happy Valentine's Day! I Will Never Bake Again

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Nae who and where
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2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm not even sure what I'm looking at....besides some oddly sliced strawberries

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#48

Happy Valentine’s Day

Happy Valentine’s Day

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Cat Chat
Community Member
2 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Wtf? "I don't like you THAT way.... but you still have to pay for me when we hang out". No... just, NO.

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#49

More From The Archives: A Valentine's Card Made By My Husband For His Mother

More From The Archives: A Valentine's Card Made By My Husband For His Mother

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#50

Our 4-Year-Old Wrote This On All Of Her Friends' Candy Bags In Pre-School Today And Told The Teacher It Said Happy Valentine's Day

Our 4-Year-Old Wrote This On All Of Her Friends' Candy Bags In Pre-School Today And Told The Teacher It Said Happy Valentine's Day

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