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Crying Character Pillows

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Mireli – Tearful Blue Mushroom Pillow
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Description: Mireli is a sad mushroom character with large watery eyes and a trembling expression. This sad little face is emphasized by a bright blue tear falling from one eye and gently curved brows. The wide blue cap features four pale teardrop-shaped spots above a dark navy underside with cream details. Soft blue cheek marks and glossy eyes give the character an especially emotional, tender appearance. Perfect for fans of expressive characters, cute fantasy themes, and melancholy moods. A sweet choice for stickers, laptops, notebooks, gifts, or casual outfits.

Tags: adorable, cartoon style, comfort, crying, cute character

Mireli – Tearful Blue Mushroom Pillow

by Taevershroom

$23 $28

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Sad Boy in a Corner Art Pillow
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Description: Explore the depths of emotion with this poignant illustration of a sad boy in a corner, embodying feelings of pain and vulnerability. The soft color palette and expressive lines capture a moment of introspection and emotional struggle, making it a powerful piece for anyone who understands the weight of sadness. Perfect for showcasing your sensitivity or as a thoughtful gift for those who appreciate expressive art.

Tags: anxiety, artistic expression, character design, character illustration, crying

Sad Boy in a Corner Art Pillow

by fuscolordgayl

$23 $28

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Scribe Pumpkin Crier Pillow

Description: This retro design depicts a distressed girl with curly hair and glasses, sitting inside a metal shopping cart. She holds a small orange pumpkin and appears to be wailing dramatically. The background features neon signs and stocked shelves, creating a cozy, vintage shop atmosphere.

Tags: 80s, aesthetic, anime, character, convenience store

Scribe Pumpkin Crier Pillow

by Keep Simple

$23 $28

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Sad Vintage Scorpion Planting a Flower Seed Pillow
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Description: A distressed retro mascot design featuring a sad scorpion watering a small plant. This vintage rubber hose style character wears denim overalls and cries while gardening, creating a unique and emotional piece of art.

Tags: 1930s, character, crying, distressed, flower

Sad Vintage Scorpion Planting a Flower Seed Pillow

by Colorful Days

$23 $28

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Sad Droplet Comfort Eating Pillow
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Description: This amusing design features a teardrop-shaped character shedding tears while savoring a delicious meal. Ideal for anyone who loves comfort food or has experienced emotional dining moments. A quirky and relatable piece for casual wear.

Tags: cartoon, character, crying, dining, droplet

Sad Droplet Comfort Eating Pillow

by Keep Simple

$23 $28

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Charlie Brown The Scream Pillow
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Description: A cartoon interpretation of 'The Scream' features Charlie Brown, crying profusely, holding his head. He wears his signature orange long-sleeved top with a black zigzag pattern and black shorts. Behind him, two figures stand on a bridge overlooking a turbulent, colorful landscape with swirling blues, oranges, and yellows.

Tags: artistic, blue, bridge, cartoon, character

Charlie Brown The Scream Pillow

by FARMERSTYLESS

$23 $28

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Sad Glasses Funny Emotional Cartoon Pillow
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Description: Cute sad glasses illustration showing emotions with a playful cartoon expression and creative eyewear humor.

Tags: crying eyes, cute humor, emotional design, eyewear art, optical joke

Sad Glasses Funny Emotional Cartoon Pillow

by Sai Works

$23 $28

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Nostalgic Mystical Clam Skateboarding Clover Pillow
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Description: Check out this retro design featuring a crying clam character wearing a beanie and skateboarding on a giant clover leaf. Perfect for vintage skate and mystical seafood lovers.

Tags: beanie, character, clover, crying, funny

Nostalgic Mystical Clam Skateboarding Clover Pillow

by Colorful Days

$23 $28

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Sad Pepe Chef Holding Spatula Pillow
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Description: A cartoon-style green frog character, known as Pepe, wears a white chef's hat and coat, holding a metal spatula in one hand. His eyes are teary with two visible tear drops and he has a downturned brown mouth.

Tags: cartoon, character, chef, cooking, crying

Sad Pepe Chef Holding Spatula Pillow

by STUDIO DESIGN PESSO

$23 $28

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The Overwhelmed Avocado Pillow
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Description: Meet the Overwhelmed Avocado! This expressive cartoon character is dressed in a cozy purple winter sweater, hugging its knees and shedding tears. Surrounded by a vibrant purple and pink aura, this design captures a mood of humorous distress or the 'winter blues.' It's a funny and relatable illustration for food lovers, plant-based enthusiasts, or anyone who feels a bit extra on tough days. Perfect for a t-shirt that speaks to your inner fruit.

Tags: cartoon, character, cozy, crying, cute

The Overwhelmed Avocado Pillow

by My Memories

$23 $28

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Gyomei Himejima Praying Design Pillow
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Description: Anime character Gyomei Himejima praying with red beads. Powerful emotion captured.

Tags: anime, character art, cross, crying, demon slayer

Gyomei Himejima Praying Design Pillow

by danonbentley

$23 $28

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Sad Spring Guy Gangle Pillow
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Description: Cute sad spring character saying Gangle with tears. Fun, unique art.

Tags: cartoon, character, crying, cute, funny

Sad Spring Guy Gangle Pillow

by egoandrianooi9

$23 $28

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Crying Over Fictional Characters! Pink Reading Lover Pillow

Description: Crying Over Fictional Characters. This pink reading design is perfect for girls who love to read!

Tags: bibliophile, book, book boyfriend, book lover, book lovers

Crying Over Fictional Characters! Pink Reading Lover Pillow

by Pink Not Perfect

$23 $28

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Pufflenook – Tearful Mushroom with Clasped Hands Pillow
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Description: This pleading mushroom character cries beneath the large “PLEASE!” lettering. Its pleading expression is emphasized by closed eyes, streaming tears, rosy cheeks, and tightly clasped hands. A fluffy cream cap and matching beard-like texture give the character a soft, cloudlike appearance. The dark scarf with bright blue trim adds contrast and features a small cap-shaped symbol. This expressive design suits emotional stickers, cozy outfits, laptop decoration, and gifts for fans of cute dramatic characters.

Tags: cartoons, character design, chibi character, crying, cute

Pufflenook – Tearful Mushroom with Clasped Hands Pillow

by Taevershroom

$23 $28

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She's a 10 but She Cries Over Fictional Characters Pillow
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Description: Whether you're heading to the office, going out for a casual dinner, or simply running errands, this design provides an easy and timeless option for everyday wear.

Tags: crying, fictional character, humorous slogan, lifestyle

She's a 10 but She Cries Over Fictional Characters Pillow

by Gloria-Karen-2013

$23 $28

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Breakdown Pillow
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Description: Characters from our webtoon: Remote Angel Please support original art since a lot of people don't care for stuff unless it's fanart!

Tags: comfort, manga, anime characters, anime girls, crying

Breakdown Pillow

by Yennie Fer

$23 $28

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Cry Pillow
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Description: I'm sad, there's nobody left to scare.

Tags: halloween, tears, slasher, character, caricature

Cry Pillow

by personalhell

$23 $28

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Teary water Pillow
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Description: Crybaby

Tags: tear, character, original character, bright, colorful

Teary water Pillow

by MaiType

$23 $28

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MOONCHILD Pillow
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Description: Sad Moonchild floating through space looking for their friend. They're sad and alone.... like all of us #deep

Tags: design, original art work, characterdesign, tears, character

MOONCHILD Pillow

by Pistachio_Ink

$23 $28

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