I was 18. I had just started dating a girl I had been friends with for years. It was the summer after our senior year and the world was at our feet. A bunch of us went out to eat and then we went to one of the only drive-in theaters left around here (though it wasn’t the first I’d ever been in). It was a double-feature of Total Recall and Terminator 2. We had all seen both movies before, so we mainly just hung out and talked. But T2 always makes me think of that night. It was just one of those perfect, carefree moments.
“The Life of Brian” , my older sister took me to see it for my birthday.
At the time she was going through a Serious religious phase.
What I remember best is, trying Not to laugh at the jokes while my sister got More & More upset. Which only made the whole experience more funny.
WortMeWorry,
I had a somewhat similar experience: I went to see the first Austin Powers movie with a college-aged group from a church. I was trying not to laugh because I thought that some of the people I was with might be offended, but I also noticed some others trying to stifle their laughter, too. It was like we all thought it was funny, but none of us wanted to laugh too loudly in front of the others.
The " exorcist". I saw it at a drive-in with my then girlfriend{now my wife }. She is from Quebec and at that time drive-ins were banned in Quebec because of their reputations as “teenage passion pits”. She had never been to a drive-in before and after about 10 minutes or so she turned to me and said" So when are we going to make out"? Years later we went and say the film again to see what it was about.
Kpax, first movie I saw with my gf.
Dead Poets’ Society, which is a great movie anyway, but made better because I saw it with my best friend in high school. Her and I sort of bonded over that film (no, not that way!).
The Movie Groove
New Years Eve 2000-2001
Just me and the girl I was madly in love with chillin at my apartment in Miami
Cuddled on the couch, enjoying the music and the whole rave thing
Being quite a bit messed on up things , backrubs for hours the whole nine yards
and right as the movie ends
my building caught fire
Office Space. 
The Neverending Story - Watched it on cable with a guy I’d just met who enjoyed it as much as I did. We’re both book freaks.
The Princess Bride - Saw it with the above mentioned guy a few years after we got married. He’d read the book and was excited that a movie had been made. (I read the book before I saw the movie.) It’s a funny, happy fairy tale and it’s the first and so far only book-to-movie I’ve ever seen that so closely matches the source material. It helps that the guy who wrote the book is also a screenwriter by trade and wrote the screenplay of his own book.
The Princess Bride is the only movie I own, I don’t buy movies because I don’t figure I’ll watch them enough to justify their cost. My copy of the Princess Bride has paid for itself several times over.
Say ANything
watched it with my first boyfriend ever. during the rest of our relationship, during awkward, intimate or heated moments we would start quoting that film all dramatically… and make one another laugh.
I gave her my heart and she gave me a pen!
Hope Floats
Rented it with my mom when she came to visit. SHe frequently uses a phrase from it, when talking about her love for me.
“my cup runneth over”
Crocodile Dundee because it was my first date with Mr. Pundit. 
The Big Chill - first date with my sailing instructor. Four weeks later, we were married. I’ve lost count of how many time we’ve watched the video, and how many times we’ve quoted lines from the movie to each other.
Well, my first choice is gone since if I comment it will implicate my partner in a previous post (hello dear!).
A film called ‘Microcosmos’, which I saw with a wonderful friend at the fab Valhalla cinema in Glebe, Sydney. It was a Sunday afternoon, we bumped into each other and had coffee, sticky date pudding and decided to catch a film.
After that we became great buddies and eventually flat mates, he is one of the most special people I know and that was the first time we really hung out together.
I always find Aussie slang amusing, but referring to sex as “sticky date pudding” is a new one…
Yes, I’m joking.
Requiem for a Dream when I was stoned. It scared the shit out of me.
Office Space.
Don’t knock it until you’ve tried it, chukhung !
Steve Martin movie, ‘All of me’.
Saw it when it first came out in a cinema in North London that isn’t there any more. I went with a very special, very beautiful young lady. We hadn’t been going out together for very long, but we were crazy about each other. We lived far apart, so it was hard to find time to be together. We didn’t see much of the movie.
Friday the 13th, the original version in 1980. It was my very first date (I was 14) and I was so crazy about the guy and so nervous. We held hands and I buried my face in his shoulder at the scary parts. He walked me home and gave me my first real kiss.
This is Spinal Tap, which I saw at a midnight movie in college with a girl I had a huge crush on at the time. Earlier that night (this was in Athens, GA) we’d been at a local club and saw Michael Stipe of REM and were making fun of all the students freaking out, trying to get a glimpse of him, fawning all over him, etc. When we were headed towards the movie, this long-haired, bearded, hippie-looking student wearing a bathrobe and sandals passed us. My friend said, “Oh my God! Jesus and Michael Stipe in the same night!”