Streetwise Philosopher Gifts

Searching for a gift for a streetwise philosopher? Our collection blends urban grit with thoughtful wit, offering unique mugs, t-shirts, pillows, and prints that celebrate clever insights and street-smart wisdom. Ideal for those who love to ponder life’s big questions or share a laugh about city life. Find something that captures their sharp mind and urban edge, adding a touch of humor and reflection to their daily routine.

All Products Prints T-Shirts Mugs Pillows

Phoneless and Homeless

from $19.00

"Sure, I take credit cards. Wait here while I max it out.""

"Sure, I take credit cards. Wait here while I max it out."" mockup

"Sure, I take credit cards. Wait here while I max it out.""

from $19.00

'I'll get back to you in a minute, I've got a customer right now...'

'I'll get back to you in a minute, I've got a customer right now...' mockup

'I'll get back to you in a minute, I've got a customer right now...'

from $19.00

'Okay, you've had your money. So, where's my coffee?'

'Okay, you've had your money. So, where's my coffee?' mockup

'Okay, you've had your money. So, where's my coffee?'

from $19.00

'No-good freeloading bums are people too, y'know!'

'No-good freeloading bums are people too, y'know!' mockup

'No-good freeloading bums are people too, y'know!'

from $19.00

Blind folded - Please Help.

from $19.00

'I'd have to inspect it first.'

from $19.00

"Looks like those guys are going to rob us so this is a good time to pay Fred back the money I owe him!"

"Looks like those guys are going to rob us so this is a good time to pay Fred back the money I owe him!" mockup

"Looks like those guys are going to rob us so this is a good time to pay Fred back the money I owe him!"

from $19.00

"Marry you? ... Well, I don't know. Can you keep me in the lifestyle to which I'm accustomed?"

"Marry you? ... Well, I don't know. Can you keep me in the lifestyle to which I'm accustomed?" mockup

"Marry you? ... Well, I don't know. Can you keep me in the lifestyle to which I'm accustomed?"

from $19.00

'Dang it, I just washed this street. Boy, every time...'

'Dang it, I just washed this street. Boy, every time...' mockup

'Dang it, I just washed this street. Boy, every time...'

from $19.00

'The World will speak hip-hop tomorrow.'

'The World will speak hip-hop tomorrow.' mockup

'The World will speak hip-hop tomorrow.'

from $19.00

"Keep your money, sir. I'm on strike!" mockup

"Keep your money, sir. I'm on strike!"

from $19.00

"The end of my favorite series is near."

"The end of my favorite series is near." mockup

"The end of my favorite series is near."

from $19.00

'I love this street...it's so real man...'

'I love this street...it's so real man...' mockup

'I love this street...it's so real man...'

from $19.00

'Nothing like being your own boss, huh?'

'Nothing like being your own boss, huh?' mockup

'Nothing like being your own boss, huh?'

from $19.00

One youth says: 'Lamppost, bollard, tarmac, kerb.' Other says: Zebra crossing,traffic hump, postbox.' Caption: Street language

One youth says: 'Lamppost, bollard, tarmac, kerb.' Other says: Zebra crossing,traffic hump, postbox.' Caption: Street language mockup

One youth says: 'Lamppost, bollard, tarmac, kerb.' Other says: Zebra crossing,traffic hump, postbox.' Caption: Street language

from $19.00

'I was hoping you could help me with an implant.'

'I was hoping you could help me with an implant.' mockup

'I was hoping you could help me with an implant.'

from $19.00

"I don't miss my accountancy life. I find I get out more nowadays."

"I don't miss my accountancy life. I find I get out more nowadays." mockup

"I don't miss my accountancy life. I find I get out more nowadays."

from $19.00

Yeah, I'm standing here alone yelling a bunch of nonsense. If I had a cell phone, you wouldn't bother me!

Yeah, I'm standing here alone yelling a bunch of nonsense. If I had a cell phone, you wouldn't bother me! mockup

Yeah, I'm standing here alone yelling a bunch of nonsense. If I had a cell phone, you wouldn't bother me!

from $19.00

Skater dude.

from $19.00

"That was generous."

from $19.00

Bank

from $19.00

Homeless man's sign: 'Sperm donor to the crowned heads of Europe.'

Homeless man's sign: 'Sperm donor to the crowned heads of Europe.' mockup

Homeless man's sign: 'Sperm donor to the crowned heads of Europe.'

from $19.00

"I found a really good parking place, dear, so I'm going to spend the weekend downtown shopping. . ."

"I found a really good parking place, dear, so I'm going to spend the weekend downtown shopping. . ." mockup

"I found a really good parking place, dear, so I'm going to spend the weekend downtown shopping. . ."

from $19.00

'The problem is I can't tell the difference between a deeply wise, intuitive nudge from the Universe and one of my own bone-headed ideas!'

'The problem is I can't tell the difference between a deeply wise, intuitive nudge from the Universe and one of my own bone-headed ideas!' mockup

'The problem is I can't tell the difference between a deeply wise, intuitive nudge from the Universe and one of my own bone-headed ideas!'

from $19.00

"We're due in court in ten minutes, Counselor - use the big hand!"

"We're due in court in ten minutes, Counselor - use the big hand!" mockup

"We're due in court in ten minutes, Counselor - use the big hand!"

from $19.00

'...if we ain't got homes why should anyone...'

'...if we ain't got homes why should anyone...' mockup

'...if we ain't got homes why should anyone...'

from $19.00

I Spoke Out On The Issues - Please Help.

I Spoke Out On The Issues - Please Help. mockup

I Spoke Out On The Issues - Please Help.

from $19.00

"Do you have a minute for a problem whose solution has eluded humanity since the dawn of civilization?"

"Do you have a minute for a problem whose solution has eluded humanity since the dawn of civilization?" mockup

"Do you have a minute for a problem whose solution has eluded humanity since the dawn of civilization?"

from $19.00

Sign Reads: Loiter At Your Own Risk. mockup

Sign Reads: Loiter At Your Own Risk.

from $19.00

Homeless Man: 'So...your Park bench or mine?'

Homeless Man: 'So...your Park bench or mine?' mockup

Homeless Man: 'So...your Park bench or mine?'

from $19.00

"I started with nowt and I've still got it."

"I started with nowt and I've still got it." mockup

"I started with nowt and I've still got it."

from $19.00

'Everyone has their purpose in God's plan my son. Yours is to be a pain in the arse.'

'Everyone has their purpose in God's plan my son. Yours is to be a pain in the arse.' mockup

'Everyone has their purpose in God's plan my son. Yours is to be a pain in the arse.'

from $19.00

'Oh, yes - I'm much happier since I found religion.'

'Oh, yes - I'm much happier since I found religion.' mockup

'Oh, yes - I'm much happier since I found religion.'

from $19.00

'God was my co-pilot, but I was distracted by the stewardesses.'

'God was my co-pilot, but I was distracted by the stewardesses.' mockup

'God was my co-pilot, but I was distracted by the stewardesses.'

from $19.00

Streetwise Philosopher Gifts Collection

Streetwise Philosopher Mugs

Explore our collection of streetwise philosopher mugs for clever designs that start conversations over coffee or tea.

Streetwise Philosopher Pillows

Discover pillows featuring street-smart insights—great for adding a witty, urban touch to any living space.

Streetwise Philosopher Prints

Browse our collection of prints showcasing streetwise philosophy—ideal for inspiring your urban thinker daily.

Streetwise Philosopher T-Shirts

Check out our t-shirts celebrating urban wisdom and clever thinking, perfect for the streetwise philosopher in your life.