Prices increase in
-- H
-- M
-- S
Up to 40% Off Sitewide
Shop Now

Sad Smile Pillows

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
Sad Smile Pillow
Main Tag:  

Description: Sad Smile

Tags: emoji, emoticon, emotion, face, fun

Sad Smile Pillow

by Yoy Vector

$23 $28

for
--
:
--
:
--

Sad Face Pillow
Main Tag:  

Description: Sad Face is the new happy face

Tags: face, happy face, frown, classic, smiley face

Sad Face Pillow

by Nick Quintero

$23 $28

for
--
:
--
:
--

BANKSY SMILE Girl Pillow
Main Tag:  

Description: Search for inkStyl for more clothing and apparel of similar styles and designs.

Tags: banksy style, banksy street art, sad girls, banksy smile girl, banksy smile

BANKSY SMILE Girl Pillow

by inkStyl

$23 $28

for
--
:
--
:
--

less sad more smile Pillow
Main Tag:  

Description: We all need more smiles in this difficult time.

Tags: smile, happy, smile symbol, less is more, minimalism

less sad more smile Pillow

by hardcore repertoire

$23 $28

for
--
:
--
:
--

Smile and Sad, Smiling Prison, Smile Always, Pillow
Main Tag:  

Description: Smile and Sad, Smiling Prison, Smile Always,

Tags: face, happy, smile emoji, smile face, smile symbol

Smile and Sad, Smiling Prison, Smile Always, Pillow

by gggraphicdesignnn

$23 $28

for
--
:
--
:
--

Sad Boi on Black Pillow
Main Tag:  

Description: Fly your freak flag!

Tags: punk, goth, face, boi, sad

Sad Boi on Black Pillow

by SWAMPMEAT

$23 $28

for
--
:
--
:
--

Sad Girl with Joker's Smile Pillow
Main Tag:  

Description: Sad depressed girl with scar on her beautiful face

Tags: superhero, dc, joker and harley, batman, harley quinn

Sad Girl with Joker's Smile Pillow

by Shiba Inu of Wall Street

$23 $28

for
--
:
--
:
--

Hollow Smile - Sad Clown Quote Aesthetic Illustration Pillow
Main Tag:  

Description: captures the poignant reality of hidden emotions. Featuring a melancholic, painted jester face, the design explores the theme that not every smile is genuine. Beneath the performance lies a deeper, silent struggle, reminding us that often the loudest laughs are meant to hide the deepest wounds. Perfect for those who resonate with dark aesthetics, emotional depth, or melancholic art.

Tags: circus art, crying clown, dark aesthetic, deep thoughts, emotional
I'm Sad But I Smile That's My Life Quote Pillow
Main Tag:  

Description: I'm Sad But I Smile That's My Life Quote I'm Sad But I Smile That's My Life I'm Sad But I Smile That's My Life is a humorous family joke and a sarcastic saying, cool conversation starter For your next birthday present for him or her. As a last-minute Christmas stocking stuffer, holiday office party gift, white elephant gag gift exchange, Father's or Mother's Day memento, graduation or appreciation day moment, or any time of year or season to celebrate someone special.

Tags: bisexual, emotions, feelings, lgbt, queer
sad Pillow
Main Tag:  

Description: Art with a suffering boy

Tags: black, boy, color, face, smile

sad Pillow

by Gelemantria

$23 $28

for
--
:
--
:
--

Tragic Smile Sad Clown Red Rose Tuxedo Retro 1930s Cartoon Pillow
Main Tag:  

Description: Behind every smile, there is a hidden tragedy. This emotional and dramatic vintage-inspired illustration features a heartbroken retro sad clown in a formal tuxedo with blood spatters, sitting solemnly while holding a red rose in one hand and a revolver in the other, completed with bold typography reading "TRAGIC SMILE". Masterfully crafted in the iconic 1930s rubber-hose cartoon aesthetic with classic halftone dot shading, this haunting design is a must-have for sad clown art fans, tragic romance lovers, dark aesthetic enthusiasts, goth & emo art lovers, Halloween fans, and lovers of melancholic retro art. A high-contrast, artistic gift for birthdays, Halloween, Christmas, or unique everyday streetwear!

Tags: 1930s cartoon, dark aesthetic, emo aesthetic, goth art, halloween
SAD Smile Pillow
Main Tag:  

Description: we all have a ask #RosentINK

Tags: aesthetic, cute, demon, kawaii, lolita

SAD Smile Pillow

by SomnaRosent

$23 $28

for
--
:
--
:
--

Sad Boys Will Smile Again Pillow

Description: Buy "Sad Boys Will Smile Again" now! Please select your desired size from the drop-down menu when adding this to your cart. We have a large selection of adult and children's outfits, party decorations, and gifts. Click our store "Cendoodles" for more designs and style options.

Tags: again, boys, sad, smile, will

Sad Boys Will Smile Again Pillow

by CenDoodles

$23 $28

for
--
:
--
:
--

Fake Smile Dripping Smiley - Y2K Grunge Streetwear Pillow
Main Tag:  

Description: A trippy melting yellow smiley face graphic with bold "FAKE SMILE" typography on a grunge textured background. Perfect for fans of Y2K aesthetic, indie sleaze, dark streetwear, and alt-fashion.

Tags: acid graphic, dripping smiley, grunge aesthetic, mental health, pop art grunge

Fake Smile Dripping Smiley - Y2K Grunge Streetwear Pillow

by DumpieDumpai

$23 $28

for
--
:
--
:
--

Broken Inside - Sad Emoticon Pillow
Main Tag:  

Description: A relatable typography and emoticon design for those who hide their true emotions behind a fake smile. Perfect for introverts, fans of edgy or emo aesthetics, and anyone who understands the feeling of laughing on the outside but hurting on the inside. Express your hidden feelings and dark humor with this unique quote.

Tags: broken inside, dark art, dark humor, emo aesthetic, funny

Broken Inside - Sad Emoticon Pillow

by HarperDesigns

$23 $28

for
--
:
--
:
--

Laughing Outside Broken Inside - Fake Smile Pillow
Main Tag:  

Description: A relatable typography and emoticon design for those who hide their true emotions behind a fake smile. Perfect for introverts, fans of edgy or emo aesthetics, and anyone who understands the feeling of laughing on the outside but hurting on the inside. Express your hidden feelings and dark humor with this unique quote.

Tags: broken inside, comedy, dark humor, edgy quote, emo aesthetic

Laughing Outside Broken Inside - Fake Smile Pillow

by HarperDesigns

$23 $28

for
--
:
--
:
--

Sad Clown - Red & Black Pillow
Main Tag:  

Description: No reason to smile these days? Don't strain you muscles. This melancholy Black and Red Clown from Squidoink will gladly do the work for you.

Tags: melancholy, tears, minimal, smile, pagliacci

Sad Clown - Red & Black Pillow

by Squidoink

$23 $28

for
--
:
--
:
--

smile sad dinosaur jr Pillow
Main Tag:  

Description: Rock band art

Tags: alternatife rock, alternative indie, band, hardcore punk, music

smile sad dinosaur jr Pillow

by Ancara Studio

$23 $28

for
--
:
--
:
--

Amazon frown Pillow
Main Tag:  

Description: Amazon but sad

Tags: amazon prime, amazon smile, frown, funny, sad

Amazon frown Pillow

by rooflizards

$23 $28

for
--
:
--
:
--

Sad woman Pillow
Main Tag:  

Description: Sad woman

Tags: emoji, emoticon, emotion, face, feelings

Sad woman Pillow

by gggraphicdesignnn

$23 $28

for
--
:
--
:
--

Smile Don't Be Sad... Sad Spelled Back Wards Is "Das" & Das Not Good Pillow

Description: Makes a great matching family, party, souvenir, pride, vacation, clothing outfit apparel quote for Father's Day, Christmas, Birthday, Mother's Day, Anniversary, Graduation, Halloween, 4th of July, Retirement, St. Patrick's Day, Thanksgiving.

Tags: humorous slogan, positive message, smiling, wordplay
Sad happy Pillow
Main Tag:  

Description: Happy on the outside, sad on the inside

Tags: sad, anxiety, depression, sadness, introvert

Sad happy Pillow

by Doctor Billionaire

$23 $28

for
--
:
--
:
--

I'm Sad But I Smile That's My Life Sad Anxious Life Pillow
Main Tag:  

Description: For those who smile through the sadness- a raw, relatable dose of emotional truth.

Tags: anxiety, anxious, cry, crying, dark humor

I'm Sad But I Smile That's My Life Sad Anxious Life Pillow

by Anticorporati

$23 $28

for
--
:
--
:
--

Read And Smile Sad Monster Retro Pillow
Main Tag:  

Description: A retro-inspired illustration featuring a whimsical blue character in a wizard cap learning how to smile through reading. Perfect for bookworms, introverts, and readers who appreciate expressive, lowbrow cartoon art.

Tags: bookish, bookworm, cute monster, emotional wellness, funny book art

Read And Smile Sad Monster Retro Pillow

by OllivArt

$23 $28

for
--
:
--
:
--

Mouthing Off Pillow
Main Tag:  

Description: Show off your best smile, frown, or tongue waggle with this design!

Tags: cute, dentist, emoji, frown, fun

Mouthing Off Pillow

by WatershipBound

$23 $28

for
--
:
--
:
--

We All Have Two Sides – Happy and Sad Emotional Duality Pillow

Description: We all have two sides. This expressive vintage-inspired portrait captures the contrast between happiness and sorrow, smiles and tears, showing the emotional duality that exists within every human life. A meaningful design for anyone who understands that life is a mixture of joy, sadness, strength, and vulnerability.

Tags: deep feelings, dual personality, emotional art, emotional expression, emotional woman

We All Have Two Sides – Happy and Sad Emotional Duality Pillow

by THE THOUGHTCRAFT

$23 $28

for
--
:
--
:
--

Happy Cat Pillow
Main Tag:  

Description: There is nothing wrong with being happy for no reason.

Tags: be happy not sad, cat smiling, cute cat design, cute design, golden cat

Happy Cat Pillow

by mm92

$23 $28

for
--
:
--
:
--

sad face Pillow
Main Tag:  

Description: sad face

Tags: emoticon, smile, emoji, face, unhappy

sad face Pillow

by sarahnash

$23 $28

for
--
:
--
:
--

Laughing Outside Crying Inside - Hidden Sadness Pillow
Main Tag:  

Description: A relatable typography and emoticon design for those who hide their true emotions behind a fake smile. Perfect for introverts, fans of edgy or emo aesthetics, and anyone who understands the feeling of laughing on the outside but hurting on the inside. Express your hidden feelings and dark humor with this unique quote.

Tags: broken inside, comedy, dark humor, edgy quote, emo aesthetic

Laughing Outside Crying Inside - Hidden Sadness Pillow

by HarperDesigns

$23 $28

for
--
:
--
:
--

I'm OK I Lied - Sarcastic Introvert Quote Pillow
Main Tag:  

Description: A relatable typography and emoticon design for those who hide their true emotions behind a fake smile. Perfect for introverts, fans of edgy or emo aesthetics, and anyone who understands the feeling of laughing on the outside but hurting on the inside. Express your hidden feelings and dark humor with this unique quote.

Tags: broken inside, comedy, dark humor, edgy quote, emo aesthetic

I'm OK I Lied - Sarcastic Introvert Quote Pillow

by HarperDesigns

$23 $28

for
--
:
--
:
--

Still Smiling - Edgy Typography Pillow
Main Tag:  

Description: A relatable typography and emoticon design for those who hide their true emotions behind a fake smile. Perfect for introverts, fans of edgy or emo aesthetics, and anyone who understands the feeling of laughing on the outside but hurting on the inside. Express your hidden feelings and dark humor with this unique quote.

Tags: cute, dark art, dark humor, edgy humor, edgy quote

Still Smiling - Edgy Typography Pillow

by HarperDesigns

$23 $28

for
--
:
--
:
--

Anti positive smile Pillow
Main Tag:  

Description: You're mad?

Tags: angry, cartoonish, emoji, face, happiness

Anti positive smile Pillow

by Sasshhaaaart

$23 $28

for
--
:
--
:
--

SMILE NOW CRY LATER – Clown Theater Masks Pillow
Main Tag:  

Description: A bold streetwear design featuring dramatic clown theater masks, halftone textures, neon purple and green accents, and a gritty urban aesthetic.

Tags: actor, clown masks, comedy tragedy, happy sad, smile now cry later

SMILE NOW CRY LATER – Clown Theater Masks Pillow

by RonnyMilleo

$23 $28

for
--
:
--
:
--

HAPPY N SAD WHiTE Pillow
Main Tag:  

Description: HAPPY N SAD

Tags: face, faces, smile, emoticon, smilling

HAPPY N SAD WHiTE Pillow

by CharlieCreator ✨

$23 $28

for
--
:
--
:
--

Funny Art, Fight The Sadness Pillow

Description: Playful art about pushing back against gloomy days with a little humor. A lighthearted design meant to bring a smile when you’re feeling down.

Tags: cheer up, coping joke, dark humor, feel better, funny art

Funny Art, Fight The Sadness Pillow

by Story Morning Glory

$23 $28

for
--
:
--
:
--

lonely Pillow
Main Tag:  

Description: "lonely" a deep feeling that each of us feels. -A comfortable and affordable way to express yourself -Full color compatible -Don't forget to share it with your friends.

Tags: alone, emotion, emotions, face, happy

lonely Pillow

by Designer For You

$23 $28

for
--
:
--
:
--

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Accessories