I try and avoid it now.
But high school. Dangerous Liaisons. Followed by a nice discussion with my conservative Christian mother (who apparently found the whole thing to be a ‘teaching moment’) “So, which character do you identify with? If you liked the movie, you must identify with someone. Who was it?”
This might not seem so bad, but it you’d met my mom and grandmother, you’d understand. Mom and Fran (my grandma) wanted to rent something funny and lighthearted, and asked me for my recommendations. Remembering only how fun the songs and choreography were, I suggested Grease. Good God. I’d totally forgotten about the condom thing, and the pregnancy false alarm, and moreover that Fran lived through the period of greasers and held them in utter contempt.
Ah, what a fun time that was. I wound up jumping up and turning off the tape, and still get questions from my mom about why I’d picked that one (some 12 years later). Yay me!
I saw Swimming Pool with my dad and stepmom. If you haven’t seen it, the girl who plays Julie is naked throughout almost the entire movie, and in her spare time she has sex with a variety of townsmen. Oh, yeah, I think there was something about a murder…?
Though not graffic, I wish I never saw Good Will Hunting with my dad and stepmom. I was 12, and while I don’t remember the content putting me off, I got in a lot of trouble with my mom for watching an R-rated movie. Also, it was a piece of tripe.
Scenes from the Class Struggle in Beverly Hills. I hadn’t realized just how sexually explicit it was (though I loved the film and it started something of a Paul Bartel boom for us).
When it first came out on video, since my mother had heard me talking about it for years, she wanted to see Rocky Horror Picture Show.
::: rolls eyes :::
I can’t remember how early on in our viewing it was that I’d physically wanted to disappear under the couch, but let’s just say that by the time Sweet Transvestite was sung, I was definitely thinking that sharing this with her was a huge mistake.
Yep, I was correct. 
My mother asked me what a dominatrix was during Exit to Eden. Iwas maybe 16. I honestly hadn’t thought she was *that[/]sheltered, but apparently she was. Not a fun conversation at all.
Dad took me and my brother to see A Clockwork Orange, Deliverance, and The Exorcist when we were adolescents. All of us were creeped out by the man-rape scene in Deliverance.
I told my parents how much I loved Pleasantville, so they rented it next time I came over and watched it. I too forgot a masturbation scene. But somehow it flew over their heads!
Mom: “I don’t get it. She’s never taken a bath before?”
This was the early 90’s and my Grandmom, in her 80’s, is recovering from a fall – but fully fucntional. It is my turn to bring a movie over to keep her spirits up. Genius thought bubble: "What could be better than a Robin Williams movie? Why not get one I haven’t seen either? One that had come out a few years before? Why look, the box says its a flag waving comedy Just what the Dr. ordered! Moscow on the Hudson what is more my 11 year old cousin is there to watch with us!
1/2 way in: Marie Concita Alonso, nude, at times she is on top bobbies a-floppin’ of a fully nude (but crank thankfully hidden) hairy monkey: aka RW. And, At times RW is on top during thier graphic, graphic sex scene.
My family still is divided : some in a "OMFG you showed that to grandmom and cousin? haha kind of way & some in a "OMFG you showed that to grandmom and cousin? you weirdo kind of way. I am blushin’ recalling it.
Based on a recommendation from a college roommate, I made the mistake of renting “Something Wild” (Jeff Daniels, Melanie Griffith, Ray Liotta) one weekend that my parents were visiting. Yeah, that scene where Melanie has Jeff tied to the bed and she’s on top of him was kinda hard to sit through with them in the room…
I was at Thanksgiving with my grandparents, my aunt, my uncle, and my cousins (some of wihch were quite young.) My older cousin wanted to watch “From Dusk Til Dawn.”
whimper
The Pussy scene was the worst, but really, all the scenes were the worst.
I was in a video store with my dad and mentioned that I thought Wild at Heart was pretty good. He decided to rent it. And I spent the two hours of the movie rigidly watching the screen, never acknowledging that my dad was in the room while Lula discussed Sailor’s cock or while Bobby Peru charmed her with his sliminess.
I watched two movies very embarrassing movies.
Growing up, my father presented himself as a pretty clean cut guy. He rarely cussed or drank and he listed primarily to classical music.
When I was twelve, my dad brought me to see Heavy Metal. I started to cringe as I listened to the soundtrack which was a hardrock. Not too far in to the movie was the story of this geeky boy trasformed in to a master of the universe guy. He runs in to scores of scantily clad and naked women. It’s a cartoon, and yet my dad sat right next to me. I was waiting for him to cover my eyes with his hand. I still like Heavy Metal to this day. At the time I sank pretty low in my seat.
The second embarrising flick that I watched was a freeby video that I received with my Playboy subscription. I was in my early twenties, living at home. My mom, noticed that I had received this video in the mail and asked me to throw it in the video recorded. She knew that this was a playboy video ahead of time. So I sat and watched part of it with her. I was so embarrassed that I took the movie out after 10 minutes or so. My mom was cool about the whole thing. I just felt plain silly.
My mom took me to see The Professional…she’s not much of a hitman movie person…
Oh, I think I’ve got one that actually stacks up! Kalifornia, which I think is an unfairly obscure part of the Brad Pitt lexicon. Its possibly the best David Duchovny movie out there, coincidentally… Anyway, until the plot breaks down near the end, its nice and creepy, and lots of fun.
But its not fun to watch on cable when you’re 17, in a cheap motel in Valencia, California, on your way to the first day of freshman year of college, with your father. The old man’s pretty cool, and we watched the whole thing without getting into any weird conversations, but I remember being suffused with the irresistible urge to leap up and turn off the tv, or take a really long trip to the ice machine, or just do something, anything to get out of what felt like the longest 117 minutes of my life.
My parents did the same thing being friends with the guys who ran the on campus theater at UH Hilo. A Clockwork Orange, Heavy Metal, The Wall, A Boy and his Dog, Rocky Horror, The Meaning of Life. Ahh, the innocence of early 20s parents in the 70s. I’d rather I’d never have seen any of those till I was in my late teens. I wonder if I would have turned out differently.
This is, thankfully, one sort of pain I’ve managed to avoid in my life to date…although I’ve had some close calls.
When I was in high school, my mother and I drove past a movie theater where Boogie Nights was playing. My mother inexplicably suggested that we should go see it. (We almost never went to the movies together.) I said, “I’m sorry to put it this way, but I would quite honestly rather die.” She said, “No, I heard it was good!” I said, “As did I, but that doesn’t mean I want to watch it with my mother.”
For some reason my parents took me to some raunchy teen films when I was 15 or 16 years old. I remember seeing Porky’s and Spring Break with them, and a couple of other similar ones.
My mother would have been horrified to find a porn mag in my room, but I guess these kinds of films were okay. 
SPOILERS, I guess
My wife was out of town one night when her parents happened to be in town visiting friends. Desperate for something to do with them, we went to the video store. I happened to mention that Reqiuem for a Dream was a movie I hadn’t seen and I was a fan of Jennifer Connelly and Darren Aronofsky. I mentioned as a warning that I thought it was about drug abuse, but my Mother-In-Law was a big Elle Burstyn fan do we decided to rent it.
It’s difficult to put into words the feeling one gets when watching two women peg each other with a two-headed dildo in front of your In-laws with your wife out of town. One word that partially sums it up is “unpleasant.”
It was pretty rare for my family to all watch a movie together, but my dad sent my brother and I out one night to pick something. There was a movie that had come out recently on video that I’d read a review of, and I thought it would be pretty good. Although for some reason I thought The Sweet Hereafter was it.
I could’ve done worse, I suppose, but it wasn’t exactly the sort of thing they had in mind.