Middle-aged Humor T-Shirts

Express your sense of humor with t-shirts that playfully celebrate middle age—smart, sassy, and perfect for showing off your fun side on any casual day.

All Products Prints T-Shirts Mugs Pillows

'Dang.'

from $19.00

"Why bother?"

from $19.00

'You know you're getting old when you take longer to recover than to get tired.'

'You know you're getting old when you take longer to recover than to get tired.' mockup

'You know you're getting old when you take longer to recover than to get tired.'

from $19.00

"Relax. At your age, it's common to have a nose hare now and then."

"Relax. At your age, it's common to have a nose hare now and then." mockup

"Relax. At your age, it's common to have a nose hare now and then."

from $19.00

The Woodstock Medical-Emergency Tent - 1994

The Woodstock Medical-Emergency Tent - 1994 mockup

The Woodstock Medical-Emergency Tent - 1994

from $19.00

"Whenever it comes, Glenda, my death will be untimely."

"Whenever it comes, Glenda, my death will be untimely." mockup

"Whenever it comes, Glenda, my death will be untimely."

from $19.00

'I washed the gray right out of my hair, but now I can't get the gray out of my tub.'

'I washed the gray right out of my hair, but now I can't get the gray out of my tub.' mockup

'I washed the gray right out of my hair, but now I can't get the gray out of my tub.'

from $19.00

How are you feeling today? I feel just like a newborn baby. Really? Yes. No hair, no teeth, and I think I just wet my pants.

How are you feeling today? I feel just like a newborn baby. Really? Yes. No hair, no teeth, and I think I just wet my pants. mockup

How are you feeling today? I feel just like a newborn baby. Really? Yes. No hair, no teeth, and I think I just wet my pants.

from $19.00

"It's not so much a minivan as it is a hearse for our youth."

"It's not so much a minivan as it is a hearse for our youth." mockup

"It's not so much a minivan as it is a hearse for our youth."

from $19.00

"Do you have any books on releasing the tiger within?"

"Do you have any books on releasing the tiger within?" mockup

"Do you have any books on releasing the tiger within?"

from $19.00

"Actually, I'm pretty sure aging naturally and aging gracefully are mutually exclusive."

"Actually, I'm pretty sure aging naturally and aging gracefully are mutually exclusive." mockup

"Actually, I'm pretty sure aging naturally and aging gracefully are mutually exclusive."

from $19.00

Middle Age: When the four letter word you use most is 'What?'

Middle Age: When the four letter word you use most is 'What?' mockup

Middle Age: When the four letter word you use most is 'What?'

from $19.00

"Norman still has seventies flashbacks sometimes."

"Norman still has seventies flashbacks sometimes." mockup

"Norman still has seventies flashbacks sometimes."

from $19.00

"Warren's too cautious to cure his mid-life crisis with a motorcycle, so he's rebelling by driving shirtless."

"Warren's too cautious to cure his mid-life crisis with a motorcycle, so he's rebelling by driving shirtless." mockup

"Warren's too cautious to cure his mid-life crisis with a motorcycle, so he's rebelling by driving shirtless."

from $19.00

"Let's face it,Rhoda-you're no spring chicken yourself!"

"Let's face it,Rhoda-you're no spring chicken yourself!" mockup

"Let's face it,Rhoda-you're no spring chicken yourself!"

from $19.00

"I don't think your old sports jersey shrunk. I think you grew."

"I don't think your old sports jersey shrunk. I think you grew." mockup

"I don't think your old sports jersey shrunk. I think you grew."

from $19.00

'of course it's not natural: He dyes his mane to cover up his grey hair...'

'of course it's not natural: He dyes his mane to cover up his grey hair...' mockup

'of course it's not natural: He dyes his mane to cover up his grey hair...'

from $19.00

Short on top, medium on the sides, and not bald in back.

Short on top, medium on the sides, and not bald in back. mockup

Short on top, medium on the sides, and not bald in back.

from $19.00

'It's really nothing - Looks like baby boomer age spots.'

'It's really nothing - Looks like baby boomer age spots.' mockup

'It's really nothing - Looks like baby boomer age spots.'

from $19.00

'She says her wrinkles are laughter lines, but nothing is that funny!'

'She says her wrinkles are laughter lines, but nothing is that funny!' mockup

'She says her wrinkles are laughter lines, but nothing is that funny!'

from $19.00

"Tell me this is just your mid-life crisis."

"Tell me this is just your mid-life crisis." mockup

"Tell me this is just your mid-life crisis."

from $19.00

"I'm living proof that life begins at forty-three."

"I'm living proof that life begins at forty-three." mockup

"I'm living proof that life begins at forty-three."

from $19.00

"When you talked me into eternal life, you left out the part about menopause."

"When you talked me into eternal life, you left out the part about menopause." mockup

"When you talked me into eternal life, you left out the part about menopause."

from $19.00

Same Sexless Marriage

from $19.00

"Good news, we found a plant the cured baldness."

"Good news, we found a plant the cured baldness." mockup

"Good news, we found a plant the cured baldness."

from $19.00

"It's the Florida kid."

from $19.00

'I suppose they call it 'Middle age' because that is where you age shows...'

'I suppose they call it 'Middle age' because that is where you age shows...' mockup

'I suppose they call it 'Middle age' because that is where you age shows...'

from $19.00

Dad Socks / Dad Sex

from $19.00

"You're not losing your hair Dad, it's right here in your comb."

"You're not losing your hair Dad, it's right here in your comb." mockup

"You're not losing your hair Dad, it's right here in your comb."

from $19.00

"I'm going to need a hug, Maurice - it's from the A.A.R.P."

"I'm going to need a hug, Maurice - it's from the A.A.R.P." mockup

"I'm going to need a hug, Maurice - it's from the A.A.R.P."

from $19.00

You know you're getting older when there are more candles on your cake than calories in it!

You know you're getting older when there are more candles on your cake than calories in it! mockup

You know you're getting older when there are more candles on your cake than calories in it!

from $19.00

birthday meets reality

from $19.00

"Happy birthday. They were out of bourbon so I got you those underpants you can pee in."

"Happy birthday. They were out of bourbon so I got you those underpants you can pee in." mockup

"Happy birthday. They were out of bourbon so I got you those underpants you can pee in."

from $19.00

The Fountain of Menopause

from $19.00

Middle-aged Humor T-Shirts Collection

Middle-aged Humor Mugs

Explore our collection of humorous mugs that celebrate middle age—sure to brighten anyone’s morning routine.

Middle-aged Humor Pillows

Browse cozy pillows featuring witty quotes about middle age—perfect for adding humor and comfort to your space.

Middle-aged Humor Prints

Check out our humorous prints that capture the spirit of middle-aged wit—great for wall art that sparks laughter.