I'm seen The Wrath of Khan a lot. I mean, a lot.
More than a normal person. More than a lot of you I would wager (though probably not some of you
I got TWOK on VHS around 1988 and I reckon on average I've watched it an average of 25 times a year since then.
Seriously. Well over 500 times. Possibly more.
When I was in my teens I would watch it weekly, sometimes twice a week (!) Sometimes every day (!!!). I probably watch it 4 or 5 times a year now, maybe less (now I've got kids and got married) but I never get bored of watching it.
I've seen Encounter at Farpoint
a lot too. As a teenager I rewound that VHS until it wore it out. Literally (its not even my favourite episode). I obsess over The Doomsday Machine
a lot too.
TWOK trumps them all though.