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.

“Copping a feel”

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.

“No time to explain, hop in”

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.

“It’s a big job but many hands make for…”

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.

“Grassy Ass”

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Much thanks to my friend and BosGuy.com reader, Jim L. for sharing this photo with me. I know I used this caption last week too but I thought it worked for this photograph. Hopefully, it 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.

“Call me maybe?”

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.

“Call me maybe?”

Caption this photo

I know I’ve posted this in the past but it is worth re-posting. 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.

“There’s not enough therapy in the world”

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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.

“Hey Sugar Boo”

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Much thanks to reader and friend, Jim Lundy, for sharing this photo which comes from the always funny @intosporty IG account. I can’t figure out why this guy has only one hand gloved nor why his left hand isn’t the one that is gloved?

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.

“What exactly are you massaging?”

Caption this photo

This photo is a bit more risque than my typical post but the caption below immediately came to mind so I knew I’d want to post it. Hopefully what 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.

“Laundry Day”

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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. 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.

“Technical term for this in wrestling is, going all the way”

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?”

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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

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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”

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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.

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