Dating Disasters Pillows

Add a touch of humor to their space! Our dating disasters pillows showcase playful designs that make light of romantic setbacks—perfect for cozy relaxation with a smile.

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 $44.00

Dating Disasters Pillows 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 Prints

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

Dating Disasters T-Shirts

Looking for more humorous t-shirts? Explore our collection that pokes fun at dating disasters and love's funny side.