What's one of the most embarrassing/strange things your parents or a family member cought you doing?

Not really family member. My ex father in law walked in on me completely naked giving my husband head. We were grown and he never once had walked in our room. I’m not sure what he wanted to tell us he walked out very fast.

Using a cucumber in a different way than intended.

Auditing them.

I have a long ass story about this when I traveled to laughlin nevada when I was 9-10

Well, I caught my sister having oral sex with her girlfriend ...
I wound being more embarrassed than they were, because I was just standing there frozen dumbfounded! 😲

When I was in my teens, my mother walked into my room without knocking.....I was on my bed, naked and masturbating.

On a wooden post near a railway crossing, someone had drawn quite an anatomically detailed drawing of a vagina. I used to look at it every time I went past and, if nobody was around, I might take my time.

Until the time I felt something grab at the back of my leg and saw it was one of the family dogs jumping up to greet me. Then looked up to see my mum frowning.

Pretty normal stuff I guess, Mom walked in while I was humping my bed. Whoops!!

I don't do embarrassing things.

I embarrass other people instead.

Masturbation

It is a long story, involves watching the house while I was out of town and feeding the dog, me coming back early and mistakenly thinking I had texted I was back, the internet, role play while online in the living room home alone and it being time for the neighbor to come in and feed the dog. I don't normally wear those things.

I think just the usual things lol

My parents came home early when I was in high school and I had a girl in the shower....we should have just left when we were done but I had to be "smooth" and said "let's take a shower".....it was just awkward....but we all got over it!

I had bladder problems as a child and my mother has sent me with diaper and rubber pants in the school

When my mom came across the nude and sex pics I had of me and my GF at the time. Back then it wasn't phones but actual prints.

I didn't realize my Mom could see in the basement window from the yard...My GF had a mouth full at the time 😮

The usual guy story. Got caught during personal time.