Midlife Crisis Humorist T-Shirts

Express your midlife humor with our playful t-shirts designed for those who embrace their age with wit. Perfect for casual wear and sparking conversations with a smile.

All Products Prints T-Shirts Mugs Pillows

"I'm sure you two will discover that you're both plagued by the same nonexistent problems."

"I'm sure you two will discover that you're both plagued by the same nonexistent problems." mockup

"I'm sure you two will discover that you're both plagued by the same nonexistent problems."

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'It's perfectly normal for middle-aged men to put on a little weight.'

'It's perfectly normal for middle-aged men to put on a little weight.' mockup

'It's perfectly normal for middle-aged men to put on a little weight.'

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"I had that nightmare again where everyone found out I'm in my late thirties and still have no idea how the stock market works."

"I had that nightmare again where everyone found out I'm in my late thirties and still have no idea how the stock market works." mockup

"I had that nightmare again where everyone found out I'm in my late thirties and still have no idea how the stock market works."

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'I'm even starting to watch Lifetime.' mockup

'I'm even starting to watch Lifetime.'

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"Oh, please. Lord, no ... I'm only 50! No, please – anything but reading glasses!"

"Oh, please. Lord, no ... I'm only 50! No, please – anything but reading glasses!" mockup

"Oh, please. Lord, no ... I'm only 50! No, please – anything but reading glasses!"

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Fountain of Youth/Fountain of Bacon mockup

Fountain of Youth/Fountain of Bacon

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Sisyphus and coronavirus

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"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."

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"Can he call you back? He and his mid-life crisis are celebrating their tenth anniversary."

"Can he call you back? He and his mid-life crisis are celebrating their tenth anniversary." mockup

"Can he call you back? He and his mid-life crisis are celebrating their tenth anniversary."

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"Double whammy. My weight now exceeds my credit score."

"Double whammy. My weight now exceeds my credit score." mockup

"Double whammy. My weight now exceeds my credit score."

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"I've come to stage in my life-cycle where just landing on stuff isn't good enough anymore."

"I've come to stage in my life-cycle where just landing on stuff isn't good enough anymore." mockup

"I've come to stage in my life-cycle where just landing on stuff isn't good enough anymore."

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'Look at the bright side -- having a business fail when you're thirty is great preparation for your Midlife Crisis.'

'Look at the bright side -- having a business fail when you're thirty is great preparation for your Midlife Crisis.' mockup

'Look at the bright side -- having a business fail when you're thirty is great preparation for your Midlife Crisis.'

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"How do you know if you're under the radar or washed up?"

"How do you know if you're under the radar or washed up?" mockup

"How do you know if you're under the radar or washed up?"

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Midlife: You Are Here.

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'Hi, I'm middle-age and I'll be hanging around a while.'

'Hi, I'm middle-age and I'll be hanging around a while.' mockup

'Hi, I'm middle-age and I'll be hanging around a while.'

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"Remember that, honey? Serious testosterone."

"Remember that, honey? Serious testosterone." mockup

"Remember that, honey? Serious testosterone."

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Quick Spring Fling

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"Fill'er up with testosterone."

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'It makes you look fifty years younger.'

'It makes you look fifty years younger.' mockup

'It makes you look fifty years younger.'

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Baxter finally gets a life

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Altar Ego

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Richard Wagner's other Ring Cycle. mockup

Richard Wagner's other Ring Cycle.

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"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?"

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"Birth, bed, bath, beer, bankruptcy, bifocals, balding and beyond."

"Birth, bed, bath, beer, bankruptcy, bifocals, balding and beyond." mockup

"Birth, bed, bath, beer, bankruptcy, bifocals, balding and beyond."

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'Have you ever noticed that as you get older, your thin things get thicker and your thick things get thicker?'

'Have you ever noticed that as you get older, your thin things get thicker and your thick things get thicker?' mockup

'Have you ever noticed that as you get older, your thin things get thicker and your thick things get thicker?'

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You Know You're Old When...

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"It seems like only yesterday I was on the verge of getting it all together."

"It seems like only yesterday I was on the verge of getting it all together." mockup

"It seems like only yesterday I was on the verge of getting it all together."

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"Date of birth?" "1989." "In 1989 I couldn't make ice... still can't." "Good lord, she could be my daughter! I'm so #!@* old." "That's the year my wife left me. Now I have a cold and I'm depressed!"

"Date of birth?" "1989." "In 1989 I couldn't make ice... still can't." "Good lord, she could be my daughter! I'm so #!@* old." "That's the year my wife left me. Now I have a cold and I'm depressed!"

from $19.00