What movie do you most regret watching with your parents?

Titanic. I was just a kid. My mom responded to the criticism from other parents for letting me see a boob by saying “well, now he knows they don’t all look like momma’s.”

Those words haunt me to this day.

If it counts, my brother put an anime movie on for the family to watch. He'd never seen it before, and watching the tentacle rape of a schoolgirl scene was kinda awkward.

It was never spoken of again.

For everyone in this thread: there is a "parent's guide" section for every movie on IMDB that describes the objectionable scenes in every category. Spoilers are hidden, but if you're going to watch a movie with sensitive people, then it is worth putting up with spoilers to know the extent of the awkwardness that awaits.

Example for The Lighthouse (with warnings about what OP posted): https://m.imdb.com/title/tt7984734/parentalguide/nudity

It's funny how different scenes stand out to different people. If someone had asked me to list the most memorable bits of The Lighthouse, the scenes you mentioned wouldn't have entered my mind. Dafoe's monologue, on the other hand, will stick with me for a long time to come.

My grandmother took a girlfriend and I to see "Basic Instinct".

"Oh, I love that Michael Douglas, he's so good!"

Y Tu Mama Tambien with my sister and her new boyfriend.

My mom and I would rent movies when my dad was on business trips. Go to blockbuster and pick out a movie, make popcorn, cozy blankets. One night my mom got a movie and about 5 minutes in she was like maybe we should turn it off, and I said nah, it’s already playing let’s watch it. So that’s how I ended up watching Pink Flamingos in 3rd grade.

The first Austin Powers movie, watched it with my mom when I was, like, 14. Super awkward at that age with all the sex jokes. We never spoke of it again.

I think the most memorable is probably The Wolf of Wall Street but it was nowhere near as awkward as it could have been. My sister and her husband wanted to see a movie with the family in theaters. Luckily the uproarious constant laughter from the packed theater was far more manageable than the awkward silence that would have happened with an at-home watch.

What really got me was that a whole group of my friends had planned on seeing it the week before, but one very difficult guy insisted that he would not go see a "boring movie about financial crime" and made such a huge fuss that we finally agreed to see American Hustle instead, which was a very tame movie "about financial crime" funny enough.

After, that guy said he was bored for the entire movie (despite the fact that American Hustle was actually pretty good). If it wasn't for the fact that The Wolf of Wall Street is exactly the kind of movie you want to see with your friends and not your parents, and that American Hustle would have been a perfect movie to see with the family, I'm not sure it would stick out in my mind so much.

literally any of them, those two saw MST3K and thought it was instructions on how to watch movies

Speaking of weird Willem DaFoe movies, how about AntiChrist which opens with a graphic shot of full vaginal penetration?

I watched the Matrix 3 in the theatre with my dad when I was a kid. Sat very quietly during the sex scene and never spoke a word about it on the drive home.

I can relate. In my teens, I watched Monster's Ball with my dad and sister, and in around the same span of time I watched Mulholland Drive with my parents.

Everything Everywhere All At Once. I was hoping for some form of bonding. Nothing. I can't even talk about this without getting frustrated. So I'm not going to.

My parents took us to see The Passion of the Christ. That sucked a lot.

But, my actual answer to this is watching A History of Violence with my aunt and uncle at their house. It was their choice. I knew what was coming, and I didn't strategically exit the room before the staircase scene.

Extended cut of The Big Blue. I watched it with my dad and new girlfriend. My dad was a big time cave diver and so was she. I like Luc Besson movies. Seemed like a good first meeting activity. I wasn't aware the extended had a fair number of sex scenes.

A Clockwork Orange. When I was like 16.

American pie…with my gf at the time 😬

I watched kids with my mom when I was 17 or 18.

My step mom said she liked wonder woman, so I made us all watch Professor Marston and the Wonder Woman.

The bdsm scenes were a bit awkward, but no regrets. People should know their history.

One night I was re-watching Almodovar's "Átame!" ("Tie Me Up! Tie Me Down!" in English) and my older sister came in and sat to watch.
As I'd seen it before, I knew a very, very long and graphic sex scene was coming, so I got up and went to the bathroom.

When I returned, only after I was well and fully sure that scene was over, my sister said - "I'm so glad you walked out right when you did", yeah no kidding, I did it on purpose.

Now for a friend of mine... his family are born-again Christians, it was his turn to pick a movie that night, and he'd chosen "Easy Rider", yeah, this guy could be completely oblivious like that.
After an hour and change of uneasy watching with a palpable tension in the air... the acid kicked in... in the New Orleans raised cemetery. That was the straw that broke the camel's back, that's when the yelling started in my friend's living room.

HARK!

watched 8mm with my grandmother we thought it was just a genetic crime story.

Scary Movie 2...

In my early teens I got into scifi movies, so as a family we rented Barbarella. My mum had to check the vhs cover, she thought the video store had given us an adult film by mistake.

Gangs of New York. Was on a date with my girlfriend at the time, and her parents joined us. You coulda cut the tension with a knife.

Watched poor things with my brother. Could have been more awkward but that movie was … weird…

All I can say is lol

Chasing Amy, for sure.