* His commentary of the 1992 ''Wrestling/RoyalRumble'', particularly the moment when [[Wrestling/RoddyPiper "Rowdy" Roddy Piper]] helps Wrestling/RicFlair, but turns on Flair once again.
-->''Heenan:'' I never thought I'd say this, but thank you, Roddy! It's a kilt! It's not a skirt, it's a kilt! [Piper attacks Flair] You no-good creep! You skirt-wearing freak! It's not a kilt, IT'S A SKIRT!
** Tying into both entries above: WWE recognized that this was probably the strongest performance of Heenan's career as a commentator - and included the entire Rumble match on the DVD set dedicated to him.
* During ''Wrestling/{{WrestleMania}} VIII'' after Wrestling/RandySavage had defeated [[http://www.wrestling-titles.com/wwe/wwe-h.html WWE World Heavyweight Champion]] Wrestling/RicFlair for the title, Heenan comes back to the announce booth during the following match and has a VillainousBreakdown that is worth watching the Wrestling/{{Tatanka}} vs Wrestling/RickMartel (the match that followed it) dozens of times to watch him meltdown after losing his meal ticket.
* During a Wrestling/ScottSteiner promo, Steiner says he has the crowd "mesmermized" by his perfect body. Without missing a beat, Heenan says "Tony, he's got them all mesmermized!"
* A lesser known, but no less funny, incident was when Tony Schiavone put over [[Wrestling/HacksawJimDuggan "Hacksaw" Jim Duggan]] as being "a very intelligent man." Bobby's response? To laugh. And laugh. [[OverlyLongGag And laugh.]] [[http://www.youtube.com/watch?v=afNOqwJrT8s For the rest of the match.]]
* [[http://www.youtube.com/watch?v=siYb3k_gZ0g This Primetime Wrestling segment]], where Bobby [=Heenan=] and [[Wrestling/VinceMcMahon Vince [=McMahon=]]] are given an embalming lesson courtesy of Wrestling/PaulBearer. Paul's funny enough on his own, but it's Bobby's reactions to the situation that ''really'' make the video.
* During a match between Wrestling/ScottSteiner and Scott Norton, two ''huge'' men, Heenan referenced chants of "STEROIDS!" by quietly quipping "I've never seen the crowd so pumped up!"
* After making derogatory comments about Wrestling/TheUndertaker and Wrestling/PaulBearer on Primetime Wrestling, Bobby is forced to eat crow the following week when the duo actually [[http://www.youtube.com/watch?v=96NDpKs4DwM show up]] [[http://www.youtube.com/watch?v=_tzdAOFrgA8 on set]].
* Bobby [=Heenan=] vs Telephone. [[http://www.youtube.com/watch?v=6fmaI5xG8HY Telephone wins]].
* Heenan's line during Wrestling/TheUndertaker's and Wrestling/PaulBearer's entrance.
--> '''[[SarcasmMode "These two, they're normal. Not a thing wrong with them."]]'''
* Pick any one of his skits that he did on Prime Time Wrestling with Wrestling/GorillaMonsoon. Any of them.
** Heck, pick anytime the two interacted on TV or the announce booth, if they didn't say or do anything during the show that made you laugh or smile at least once, something must've been wrong.
* WCW Thunder, sometime in 1998. The crowd is chanting "[[Wrestling/HulkHogan Hogan]] sucks! [=Hogan=] sucks!," and Brain asked, "What are they saying, [[{{Mondegreen}} Hogan plays for the Sox?]]"
* Pretty much any time he's on screen in the DVD ''The Self Destruction of the Wrestling/UltimateWarrior.'' The man is not a fan.
* In re Wrestling/HulkHogan's "A Real American" theme:
--->'''BRAIN''': "That's my second favorite song."
--->'''GORILLA''': "I'm almost afraid to ask. What's your favorite?"
--->'''BRAIN''': "All the rest are tied."
* (At ''WCW Uncensored 1995'', as [[Wrestling/{{Goldust}} Dustin Rhodes]] and the Blacktop Bully [Barry Darsow]]'s truck passes a farmland):
-->'''Brain''': "There's the downtown area of Tupelo. Did you see the skyscrapers? Two stories."
* Heenan dropping the F-Bomb on Wrestling/BrianPillman [[http://youtu.be/SY_SnxROzFc?t=1m51s here]]. That is all.
* During the Wrestlemania IX match between Bret Hart and Yokozuna, the fans start chanting "USA!".
-->'''Heenan:''' Listen to how smart these people are, one guy's from Canada and the other one's from Japan.