Senior Matchmaker T-Shirts

Let your senior matchmaker wear their heart on their sleeve—literally! Our playful t-shirts commemorate their unique talent for bringing people together, combining humor and warmth in every design.

All Products Prints T-Shirts Mugs Pillows

'I think the idea of an online dating service for seniors is fine. I just don't think we should name it, 'TimesRunningOut.com.''

'I think the idea of an online dating service for seniors is fine. I just don't think we should name it, 'TimesRunningOut.com.'' mockup

'I think the idea of an online dating service for seniors is fine. I just don't think we should name it, 'TimesRunningOut.com.''

from $19.00

"So when did you learn to read wallets?"

"So when did you learn to read wallets?" mockup

"So when did you learn to read wallets?"

from $19.00

"I found the perfect guy on that dating site for seniors. We're so compatible. We take the same medications!"

"I found the perfect guy on that dating site for seniors. We're so compatible. We take the same medications!" mockup

"I found the perfect guy on that dating site for seniors. We're so compatible. We take the same medications!"

from $19.00

"...and someone with no fleas. Anything else?"

"...and someone with no fleas. Anything else?" mockup

"...and someone with no fleas. Anything else?"

from $19.00

"Sure, it's more efficient. But I still miss shooting the arrows."

"Sure, it's more efficient. But I still miss shooting the arrows." mockup

"Sure, it's more efficient. But I still miss shooting the arrows."

from $19.00

"And there was I thinking you'd been Beta tested."

"And there was I thinking you'd been Beta tested." mockup

"And there was I thinking you'd been Beta tested."

from $19.00

"Have you tried carbon dating?"

from $19.00

"When the dating agency said you were full of beans..."

"When the dating agency said you were full of beans..." mockup

"When the dating agency said you were full of beans..."

from $19.00

'Okay, but not in person -- I prefer on-line dating.'

'Okay, but not in person -- I prefer on-line dating.' mockup

'Okay, but not in person -- I prefer on-line dating.'

from $19.00

"That whole internet dating thing....It killed me, I tell ya."

"That whole internet dating thing....It killed me, I tell ya." mockup

"That whole internet dating thing....It killed me, I tell ya."

from $19.00

Today's love

from $19.00

"You looked a lot bigger on your dating profile."

from $19.00

"This sounds promising. . . dark brown hair, loyal, cuddly and good in bed."

"This sounds promising. . . dark brown hair, loyal, cuddly and good in bed." mockup

"This sounds promising. . . dark brown hair, loyal, cuddly and good in bed."

from $19.00

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.'

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.' mockup

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.'

from $19.00

"She says you sound like 'fun'!"

from $19.00

They knew they were made for each other when their eyes met from across the room at the Same Socks Bar,

They knew they were made for each other when their eyes met from across the room at the Same Socks Bar, mockup

They knew they were made for each other when their eyes met from across the room at the Same Socks Bar,

from $19.00

"I don' want another weather forcaster - they're too unpredictable."

"I don' want another weather forcaster - they're too unpredictable." mockup

"I don' want another weather forcaster - they're too unpredictable."

from $19.00

Acme Dating Service

from $19.00

"I'm all for diversity. Let's get someone in here who knows what they're doing."

"I'm all for diversity. Let's get someone in here who knows what they're doing." mockup

"I'm all for diversity. Let's get someone in here who knows what they're doing."

from $19.00

"...and if anyone here suspects that the algorithm that put these two together might be flawed, speak now..."

"...and if anyone here suspects that the algorithm that put these two together might be flawed, speak now..." mockup

"...and if anyone here suspects that the algorithm that put these two together might be flawed, speak now..."

from $19.00

"AI can now scan dating sites and find your best match."

"AI can now scan dating sites and find your best match." mockup

"AI can now scan dating sites and find your best match."

from $19.00

'Top is right! He's a scaffolder working on a tower block'

'Top is right! He's a scaffolder working on a tower block' mockup

'Top is right! He's a scaffolder working on a tower block'

from $19.00

Match maker

from $19.00

"'Single'? With this kind of income? Oh, have I got a dependant for you!"

"'Single'? With this kind of income? Oh, have I got a dependant for you!" mockup

"'Single'? With this kind of income? Oh, have I got a dependant for you!"

from $19.00

"I did warn you. Mum can take her time warming to a new boyfriend."

"I did warn you. Mum can take her time warming to a new boyfriend." mockup

"I did warn you. Mum can take her time warming to a new boyfriend."

from $19.00

"Nothing works with this guy. Would you like us to shoot the pool guy?"

"Nothing works with this guy. Would you like us to shoot the pool guy?" mockup

"Nothing works with this guy. Would you like us to shoot the pool guy?"

from $19.00

"Ironically, I think I'm experiencing job burn out!"

"Ironically, I think I'm experiencing job burn out!" mockup

"Ironically, I think I'm experiencing job burn out!"

from $19.00

Sidekick speed matching service.

from $19.00

Body language interpreters - "He likes you and wishes to dance with you." "That's a get lost."

Body language interpreters - "He likes you and wishes to dance with you." "That's a get lost." mockup

Body language interpreters - "He likes you and wishes to dance with you." "That's a get lost."

from $19.00

"This is the new man. I want you to bring him up to speed."

"This is the new man. I want you to bring him up to speed." mockup

"This is the new man. I want you to bring him up to speed."

from $19.00

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side."

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side." mockup

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side."

from $19.00

"If he were just 8 inches taller, 20 years younger,10 times more mature and a million dollars richer, he'd be perfect."

"If he were just 8 inches taller, 20 years younger,10 times more mature and a million dollars richer, he'd be perfect." mockup

"If he were just 8 inches taller, 20 years younger,10 times more mature and a million dollars richer, he'd be perfect."

from $19.00

"The preacher's wife needs a new hobby."

"The preacher's wife needs a new hobby." mockup

"The preacher's wife needs a new hobby."

from $19.00

"I'm not looking for Mr.Right, Just Mr. Swipe-right!"

"I'm not looking for Mr.Right, Just Mr. Swipe-right!" mockup

"I'm not looking for Mr.Right, Just Mr. Swipe-right!"

from $19.00

Are you sure that's not your age? mockup

Are you sure that's not your age?

from $19.00

Senior Matchmaker T-Shirts Collection

Senior Matchmaker Mugs

Looking for more ways to celebrate your matchmaker? Explore our collection of mugs and find the perfect cup for their morning coffee or tea.

Senior Matchmaker Pillows

Check out our cozy pillows—ideal for gifting your matchmaker a relaxing spot to dream about their next perfect pairing.

Senior Matchmaker Prints

Discover our delightful prints and inspire their space with love, friendship, and a dash of humor—perfect for your matchmaking maestro.