Category Archives: Humor

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Ready to play hide the rubber dicky?”

Caption this photo

Who is olde enough to remember the 1980s TV show Simon & Simon? Hopefullly the caption shared below inspires you to offer up one of your own.

Two tops looking for their bottoms

Caption this photo

I love this image despite the fact that it is a tad blurry. The photo was one of several shared with me this spring from BosGuy reader, A.M.A., who sent a number of photos of men from the 1950s and 1960s. When I saw this photograph, I immediately thought it practically begged to be captioned. 

Hopefully the photo above and the caption I’ve shared below will inspire you to offer up one or two of your own. Leave a funny caption as a comment, and I’ll approve it for readers to enjoy.

“Summer loving had me a blast
Summer loving happened so fast
I met a guy crazy for me
Met a boy cute as can be”

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Pat-a-cake, pat-a-cake baker’s man
Bake me a cake as fast as you can”

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Gay Baywatch”

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I think I may have shared this photo previously, but I opted to post it because it made me laugh when I saw it. Hopefully the caption I’ve shared below inspires you to offer up one of your own in the comment section.

“Goal!!!”

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This photo is a bit more risque than my typical post but I thought it was hilarious when I saw it posted by OldMasc on Twitter. Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“You pick up the soap.”

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Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Just a typical day at Boston’s Kiki Beach.”

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption as a comment, and I’ll approve it for readers to enjoy.

“Hey Bert it’s Pride month. Let’s celebrate.”

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Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption as a comment, and I’ll approve it for readers to enjoy.

“Adorbs”

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Much thanks to giants, cowboys, football, rugby and life for posting this rather curious photo of rugby players, Chris Robshaw and Chris Baumann. Unsure what they are trying to do but would welcome witty captions. Hopefully the one I’ve shared inspires you to offer up one of your own in the comment section.

“Way to use your head”

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one of your own in the comment section.

“And this little piggy said, ‘screw the market’, and took a long, relaxing bath”

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gay, Eliad Cohen, handsome

Hopefully the Cinqo de Mayo inspired photo above and the caption I’ve shared below will inspire you to offer up one or two of your own. Leave a funny caption as a comment, and I’ll approve it for readers to enjoy.

“Cinqo de Gayo”

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Hopefully the caption I’ve shared below inspires you to offer up one of your own in the comment section.

“Now squeeze!”

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Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“How’s your aim?”