Dating Disasters T-Shirts

Express their personality with t-shirts that celebrate dating mishaps! Designed for humor and fun, these tees are ideal for anyone who appreciates love’s unpredictable journey.

Gimme a hot chocolate. On the rocks. Straight. Lady troubles? And how. Old Mr. Mort told me if I wanted to appeal to the ladies, I should watch some old black and white movies and do what those guys do. So I started jogging downstairs sideways like Cary Grant. I said "see!" after every sentence like James Cagney. I ran in place and yelled "whoop-whoop-whoop!" like Curly. All the girls loved it. But now I have four playdates scheduled at the same time! Not at all where I thought that was going.
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Gimme a hot chocolate. On the rocks. Straight. Lady troubles? And how. Old Mr. Mort told me if I wanted to appeal to the ladies, I should watch some old black and white movies and do what those guys do. So I started jogging downstairs sideways like Cary Grant. I said "see!" after every sentence like James Cagney. I ran in place and yelled "whoop-whoop-whoop!" like Curly. All the girls loved it. But now I have four playdates scheduled at the same time! Not at all where I thought that was going.

from $29.00

Dating Disasters T-Shirts Collection

Dating Disasters Mugs

Discover more funny and witty mugs celebrating love’s mishaps—perfect for those who love to laugh through romance's ups and downs.

Dating Disasters Pillows

Add some humor to their home with pillows featuring funny dating mishap designs—great for cozying up after a romantic comedy of errors.

Dating Disasters Prints

Bring humor into their space with prints that highlight the funny side of love’s challenges—ideal for decorating with a smile.