Romance Apprehensive T-Shirts

Find a playful t-shirt that lovingly teases the shy side of romance. Ideal for inspiring confidence and showcasing heartfelt humor.

Skeptical Romantic T-Shirts Awkward Romancer T-Shirts Nervous Romantic T-Shirts Awkward Romantic T-Shirts Romance Avoider T-Shirts Romance Avoiders T-Shirts Risky Romantic T-Shirts Romance Skeptic T-Shirts Health-conscious Romantic T-Shirts Awkward Romance Aficionado T-Shirts

All Products Prints T-Shirts Mugs Pillows

"Tunnel of love"

"Tunnel of love" mockup

"Tunnel of love" mockup

"Tunnel of love" mockup

"Tunnel of love" mockup

"Tunnel of love"

from $19.00

"You don't know me well enough to not care how I look."

"You don't know me well enough to not care how I look." mockup

"You don't know me well enough to not care how I look." mockup

"You don't know me well enough to not care how I look." mockup

"You don't know me well enough to not care how I look." mockup

"You don't know me well enough to not care how I look."

from $19.00

"How sweet, your hand is trembling."

"How sweet, your hand is trembling." mockup

"How sweet, your hand is trembling." mockup

"How sweet, your hand is trembling." mockup

"How sweet, your hand is trembling." mockup

"How sweet, your hand is trembling."

from $19.00

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay."

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay." mockup

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay." mockup

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay." mockup

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay." mockup

"You're living in a fantasy world, Nelly. Farmer Dave doesn't know you're alive. Plus, he's a human being, he's married, he's the church pastor and he's secretly gay."

from $19.00

Dating in 2020 mockup

Dating in 2020 mockup

Dating in 2020 mockup

Dating in 2020 mockup

Dating in 2020

from $19.00

"It's a beautiful ring. She'll definitely pause for a moment before saying no."

"It's a beautiful ring. She'll definitely pause for a moment before saying no." mockup

"It's a beautiful ring. She'll definitely pause for a moment before saying no." mockup

"It's a beautiful ring. She'll definitely pause for a moment before saying no." mockup

"It's a beautiful ring. She'll definitely pause for a moment before saying no." mockup

"It's a beautiful ring. She'll definitely pause for a moment before saying no."

from $19.00

"Do you know 'Love Stinks,' by the J. Geils Band?"

"Do you know 'Love Stinks,' by the J. Geils Band?" mockup

"Do you know 'Love Stinks,' by the J. Geils Band?" mockup

"Do you know 'Love Stinks,' by the J. Geils Band?" mockup

"Do you know 'Love Stinks,' by the J. Geils Band?" mockup

"Do you know 'Love Stinks,' by the J. Geils Band?"

from $19.00

"Stop undressing me with your eyes."

"Stop undressing me with your eyes." mockup

"Stop undressing me with your eyes." mockup

"Stop undressing me with your eyes." mockup

"Stop undressing me with your eyes." mockup

"Stop undressing me with your eyes."

from $19.00

'Thanks, but no. It just doesn't add up.'

'Thanks, but no. It just doesn't add up.' mockup

'Thanks, but no. It just doesn't add up.' mockup

'Thanks, but no. It just doesn't add up.' mockup

'Thanks, but no. It just doesn't add up.' mockup

'Thanks, but no. It just doesn't add up.'

from $19.00

Cupid's Valentine

Cupid's Valentine mockup

Cupid's Valentine mockup

Cupid's Valentine mockup

Cupid's Valentine mockup

Cupid's Valentine

from $19.00

'I think he's in too much pain to answer!'

'I think he's in too much pain to answer!' mockup

'I think he's in too much pain to answer!' mockup

'I think he's in too much pain to answer!' mockup

'I think he's in too much pain to answer!' mockup

'I think he's in too much pain to answer!'

from $19.00

"It would never work out- we're from two totally different tiers of the upper middle class."

"It would never work out- we're from two totally different tiers of the upper middle class." mockup

"It would never work out- we're from two totally different tiers of the upper middle class." mockup

"It would never work out- we're from two totally different tiers of the upper middle class." mockup

"It would never work out- we're from two totally different tiers of the upper middle class." mockup

"It would never work out- we're from two totally different tiers of the upper middle class."

from $19.00

'My daughter eloped with a mime...'

'My daughter eloped with a mime...' mockup

'My daughter eloped with a mime...' mockup

'My daughter eloped with a mime...' mockup

'My daughter eloped with a mime...' mockup

'My daughter eloped with a mime...'

from $19.00

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.'

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.' mockup

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.' mockup

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.' mockup

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.' mockup

'I've got SO much on my plate right now, Steve - Ask me again when I'm fifty.'

from $19.00

You are going to meet a tall, dark, handsome stranger...bringing your post.

You are going to meet a tall, dark, handsome stranger...bringing your post. mockup

You are going to meet a tall, dark, handsome stranger...bringing your post. mockup

You are going to meet a tall, dark, handsome stranger...bringing your post. mockup

You are going to meet a tall, dark, handsome stranger...bringing your post. mockup

You are going to meet a tall, dark, handsome stranger...bringing your post.

from $19.00

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?'

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?' mockup

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?' mockup

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?' mockup

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?' mockup

'I'm afraid we don't have any gentlemen on hand right now -- how about a good old boy?'

from $19.00

"Only one Valentines card? Still could have been a lot worse!"

"Only one Valentines card? Still could have been a lot worse!" mockup

"Only one Valentines card? Still could have been a lot worse!" mockup

"Only one Valentines card? Still could have been a lot worse!" mockup

"Only one Valentines card? Still could have been a lot worse!" mockup

"Only one Valentines card? Still could have been a lot worse!"

from $19.00

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.'

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.' mockup

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.' mockup

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.' mockup

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.' mockup

'Aunt Val's pretty cool. . . Kind of hot actually. . . for an older lady.'

from $19.00

Palm tree in love...

Palm tree in love... mockup

Palm tree in love... mockup

Palm tree in love... mockup

Palm tree in love... mockup

Palm tree in love...

from $19.00

"She stood me up. I hosed off my Crocs for nothing."

"She stood me up. I hosed off my Crocs for nothing." mockup

"She stood me up. I hosed off my Crocs for nothing." mockup

"She stood me up. I hosed off my Crocs for nothing." mockup

"She stood me up. I hosed off my Crocs for nothing." mockup

"She stood me up. I hosed off my Crocs for nothing."

from $19.00

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about."

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about." mockup

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about." mockup

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about." mockup

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about." mockup

"Before I give you my answer I just gotta be sure you ain't one of them nasty olee-garks I've been hearing about."

from $19.00

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?"

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?" mockup

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?" mockup

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?" mockup

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?" mockup

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?"

from $19.00

AIDS prevention

AIDS prevention mockup

AIDS prevention mockup

AIDS prevention mockup

AIDS prevention mockup

AIDS prevention

from $19.00

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?"

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?" mockup

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?" mockup

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?" mockup

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?" mockup

"If I can't be honest with you, Cheryl, who can I pretend to be honest with?"

from $19.00

'Something that says I'm sorry without admitting liability.'

'Something that says I'm sorry without admitting liability.' mockup

'Something that says I'm sorry without admitting liability.' mockup

'Something that says I'm sorry without admitting liability.' mockup

'Something that says I'm sorry without admitting liability.' mockup

'Something that says I'm sorry without admitting liability.'

from $19.00

He wasn't a bad guy, just easily distracted.

He wasn't a bad guy, just easily distracted. mockup

He wasn't a bad guy, just easily distracted. mockup

He wasn't a bad guy, just easily distracted. mockup

He wasn't a bad guy, just easily distracted. mockup

He wasn't a bad guy, just easily distracted.

from $19.00

'No! Romance with malice aforethought!'

'No! Romance with malice aforethought!' mockup

'No! Romance with malice aforethought!' mockup

'No! Romance with malice aforethought!' mockup

'No! Romance with malice aforethought!' mockup

'No! Romance with malice aforethought!'

from $19.00

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?'

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?' mockup

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?' mockup

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?' mockup

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?' mockup

'Do you have to shoot me with that. Can't you give me a couple of great pickup lines instead?'

from $19.00

"Do I love myself or is it lust?"

"Do I love myself or is it lust?" mockup

"Do I love myself or is it lust?" mockup

"Do I love myself or is it lust?" mockup

"Do I love myself or is it lust?" mockup

"Do I love myself or is it lust?"

from $19.00

'I suppose I'll get married some day - I just don't want to be there when it happens,'

'I suppose I'll get married some day - I just don't want to be there when it happens,' mockup

'I suppose I'll get married some day - I just don't want to be there when it happens,' mockup

'I suppose I'll get married some day - I just don't want to be there when it happens,' mockup

'I suppose I'll get married some day - I just don't want to be there when it happens,' mockup

'I suppose I'll get married some day - I just don't want to be there when it happens,'

from $19.00

"Hey, what do you say we just skip Valentine's Day this year?"

"Hey, what do you say we just skip Valentine's Day this year?" mockup

"Hey, what do you say we just skip Valentine's Day this year?" mockup

"Hey, what do you say we just skip Valentine's Day this year?" mockup

"Hey, what do you say we just skip Valentine's Day this year?" mockup

"Hey, what do you say we just skip Valentine's Day this year?"

from $19.00

"My mother was right about you."

"My mother was right about you." mockup

"My mother was right about you." mockup

"My mother was right about you." mockup

"My mother was right about you." mockup

"My mother was right about you."

from $19.00

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!'

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!' mockup

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!' mockup

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!' mockup

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!' mockup

'Why darling, I'll need more time to consider! Why, darling, I'll need more time to consider!'

from $19.00

Imaginary boyfriends are best.

Imaginary boyfriends are best. mockup

Imaginary boyfriends are best. mockup

Imaginary boyfriends are best. mockup

Imaginary boyfriends are best. mockup

Imaginary boyfriends are best.

from $19.00

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!'

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!' mockup

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!' mockup

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!' mockup

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!' mockup

'Living together might work out, Randy, but I could never comply with a whole MARRIAGE!'

from $19.00

Romance Apprehensive T-Shirts Collection

Romance Apprehensive Mugs

Explore our mug collection for romantically hesitant loved ones — playful designs that make every coffee break a little more heartfelt.

Romance Apprehensive Pillows

Browse our cozy pillows for a touch of comfort and humor in their love story.

Romance Apprehensive Prints

Discover our art prints that beautifully capture the charming awkwardness of falling in love.