Dating Mishap Fan T-Shirts

Express their love for humor in dating with our witty t-shirts. These playful designs celebrate the amusing side of romantic misadventures and make for a fun wardrobe addition.

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 Mishap Fan T-Shirts Collection

Dating Mishap Fan Mugs

Explore our collection of mugs that celebrate the humor in dating mishaps and romantic blunders—perfect for brightening up their mornings.

Dating Mishap Fan Pillows

Discover our humorous pillows inspired by dating mishaps—add a playful touch to their relaxation space.

Dating Mishap Fan Prints

Browse our amusing prints that highlight the lighter side of love, perfect for decorating a space with personality and humor.