A few weekends ago I was having dinner with the boys and we got around to talking about our sugar babies/girlfriends and went around the horn talking about our worst OpSec failures.

(There were six of us. We all sugar openly. We all have wives. How much the wives know and care varies guy to guy.)

My story:

I took my sugar girlfriend to a basketball game. We had courtside seats, and one of my wife's friend's husband ratted me out after seeing me. He took a screen shot of some game footage with my girlfriend kissing my cheek.

My wife's reaction: "A brunette? Meh."

The winning story:

The guy got a mold and has his dick 3D copied in silicone. He gave it to his SB as a gift - for when he wasn't around. Anyway, his SB found out that he had a second SB and the first SB was pissed she wasn't the only one the SD was spoiling.

So the SB sent the silicone dick dildo to his wife, along with a note stating "your husband's dicks - both his real one and this one - found their way over to my place. I thought you should have them back. They are all yours."

That sparked the guy's second divorce.

Any other embarrassing OpSec failures?