Royal Rumble 1990 Royal Rumble 1990 was the third annual Royal Rumble professional wrestling pay - per - view event produced by the World Wrestling Federation . It took place on January 21 , 1990 at the Orlando Arena in Orlando , Florida . The main event was the 1990 Royal Rumble match won by WWF Champion Hulk Hogan . Hogan last eliminated Mr . Perfect to win the match . Featured matches on the undercard were Jim Duggan versus The Big Boss Man , Ronnie Garvin versus Greg Valentine in an " I Quit " match and The Bushwhackers ( Butch and Luke ) versus The Fabulous Rougeaus ( Jacques and Raymond ) . Background . The Bushwhackers ( Butch and Luke ) made their WWF debut in Madison Square Garden on December 30 , 1988 , defeating The Bolsheviks ( Nikolai Volkoff and Boris Zhukov ) . They got involved in a feud with The Bolsheviks , which was to be settled at WrestleMania V . Bolsheviks missed the event , however , so they were replaced by The Fabulous Rougeaus ( Jacques and Raymond ) , whom Bushwhackers beat . Bushwhackers and Rougeaus continued to feud with each other for the rest of the year , culminating in a tag team match at Royal Rumble 1990 . Greg Valentine and Ronnie Garvin had been feuding since a match on December 30 , 1988 in Madison Square Garden ( MSG ) which Valentine won by grabbing the tights for leverage . On the April 22 , 1989 episode of " Superstars " , Garvin defeated Valentine in a match . On the following edition of " Superstars " , they both faced each other in a retirement match where the loser could not wrestle anymore in WWF . Valentine won the match , sending Garvin into retirement . Garvin became a referee for WWF . During this time , he disqualified his rival Valentine in a match against Jimmy Snuka and was suspended after the match . Valentine was so irate that he demanded for Garvin to be re - instated as a professional wrestler and his request was accepted . At Survivor Series , they both battled in a match on opposing teams . All the other wrestlers in World Wrestling Federation were prepared to participate in the 1990 Royal Rumble match . Many tag team wrestlers , mid - card wrestlers and main event wrestlers chose their entry numbers to participate in this matchup . WWF Champion Hulk Hogan also signed to participate in the match as well as other champions also signed . Event . Before the event aired live on pay - per - view ( PPV ) , Paul Roma defeated The Brooklyn Brawler in a Dark match . The first match was a tag team match between The Bushwhackers ( Butch and Luke ) and The Fabulous Rougeaus ( Jacques and Raymond ) . Raymond applied a sleeper hold on Butch but Butch dropped him in the corner . Raymond tagged Jacques . Butch and Luke both clotheslined Raymond and went for a battering ram on Jacques but Jacques slipped out . Jacques and Luke trade punches with each other until Luke bit him . Jacques ducked a clothesline by Luke and Raymond was instead hit with the move . Jacques began posing until Butch attacked him from behind . Rougeaus did illegal double - teaming on Luke . Raymond tagged in and got a near - fall on Luke . Luke tried to get a tag but Raymond attacked Butch . Rougeaus double - teamed Luke again . Raymond Irish whipped Luke into a forearm smash by Jacques to get another near - fall . Jacques tagged in and hit a back elbow on Luke . He hit Luke with two Hotshots . Raymond applied a chinlock but Luke bit out . Jacques applied an abdominal stretch on Luke and grabbed the ropes for leverage . Raymond tagged in and applied a chinlock on Luke again . Jacques tagged in and went for a diving splash but Luke hit Jacques with his knees . Butch got tagged in . Rougeaus tried to hit Butch but he sidestepped and they got Irish whipped into each other . Bushwhackers went for a battering ram on Raymond but Rougeaus ' manager Jimmy Hart grabbed Luke ' s foot . Luke pulled Hart into the ring , causing the distraction . Rougeaus took advantage and nailed Bushwhackers with double dropkicks . Jacques rolled up Butch for a near - fall . Raymond slapped the Boston crab on Butch for Jacques to hit a knee drop on Butch . Luke tripped Jacques . Raymond tried to help his brother but Bushwhackers hit Rougeaus with the Battering ram and Butch pinned Jacques to win the match . The second match was between Brutus Beefcake and The Genius . Genius became serious as the bell rang and he hit Beefcake with an eye rake . Beefcake got up and hit Genius an inverted atomic drop . Genius went down to the floor to recover . As he got back into the ring , he pounded on Beefcake but missed a charge . Beefcake hit Genius an Irish whip . Genius went to the floor but came back into the ring with a dropkick for a near - fall . A crucifix pin on Beefcake got another near - fall for Genius . Beefcake nailed Genius back and applied a Barber ' s Chair but Genius elbowed out of it . Genius applied a headlock but Beefcake pushed him into the referee . Genius tried to hit an Irish whip on Beefcake but Beefcake reversed it into a Barber ' s Chair . Genius fell to the mat , but the referee was knocked out , so Beefcake could not be awarded with the win . He got his scissors and tried to cut Genius ' hair with it , until Mr . Perfect came out and hit Beefcake with a Perfectplex . The referee got up and disqualified both Beefcake and Genius . Perfect brought a chair into the ring and nailed Beefcake in the ribs with it . The third match was an " I Quit " match between Ronnie Garvin and Greg Valentine . Garvin began hitting Valentine with chops . Valentine hit a headbutt low blow on Garvin . They both exchanged blows with each other before Garvin went for a piledriver but Valentine backdrop ped out of it . Valentine used a Heart Breaker on Garvin and went for a figure four leglock but Garvin kicked out of it . Garvin did a roll - up but due to pin falls were not counted in this match . Valentine hit an elbow drop on Garvin and applied the figure four leglock . Valentine hit a Canadian backbreaker rack but Garvin didn ' t submit . Valentine hit another elbow drop and went for the figure four leglock again but Garvin kicked out and chopped him in the corner . Garvin applied the Indian deathlock on Valentine but Valentine caught the ropes . They battled each other on the floor where Garvin went for a piledriver but Valentine backdropped out of it . In the ring , Garvin reversed an Irish whip but missed a charge . Valentine applied Garvin ' s submission maneuver , Hammer Jammer on Garvin . Valentine pounded in the corner . Garvin fell near Valentine ' s manager Jimmy Hart . Valentine applied the figure four leglock on Garvin . Garvin released the hold but Valentine went for another figure four leglock , but Garvin blocked it with an inside cradle . Garvin slammed Valentine down on the mat . He untied the Heart Breaker but Valentine pulled him outside the ring . Garvin tied Valentine in the ropes and Hart tried to untangle him but got pulled by Garvin . Garvin threatened Hart with the Heart Breaker but instead hit Valentine with it and applied the Hammer Jamer on Valentine , who submitted . The fourth match was Jim Duggan versus The Big Boss Man . Boss Man heavily pounded on Duggan in the beginning but Duggan countered with a clothesline to the floor . Boss Man caught Duggan and brought him to the floor . Duggan punched back but was thrown into the ringpost . Boss Man eventually missed a charge and got crashed into the ringpost . Duggan pounded on his hurt shoulder . They both went to the ring where Boss Man reversed an Irish whip by Duggan . He splash ed Duggan in the corner . Boss Man followed it up with an enzuigiri . He soon began hitting Duggan ' s head into the turnbuckle but Duggan Irish whipped Boss Man into the corner . Duggan began to take control of the match until Slick interfered in the match , which gave Boss Man a comeback in the match . Boss Man got a near - fall on Duggan after a knee drop . He locked in a bear hug . Duggan tried to escape by hitting headbutts but Boss Man fell on top of him near the ropes . Boss Man pounded on Duggan in the corner but Duggan clotheslined him . Duggan drove Boss Man into the corner for a ten - count punch but missed a charge in the corner and was clotheslined by Boss Man . Boss Man went for a big splash but Duggan moved out of the way . Slick grabbed Duggan up against the ropes as Boss Man charged Duggan but Duggan moved out of the way and Boss Man accidentally nailed Slick . However , Slick was able to give Boss Man a nightstick . Slick tried to distract the referee , but the referee saw Boss Man hitting Duggan with a nightstick . Referee disqualified Boss Man and Duggan was announced the winner . The main event was the 30 - man Royal Rumble match . Ted DiBiase entered at # 1 and Koko B . Ware entered at # 2 . The two began beating each other until DiBiase got the best of Koko by backdropping him over the top rope , leading to Koko ' s elimination . Next was one half of The Rockers , Marty Jannetty but was immediately attacked by DiBiase . Jannetty hit with dropkick s but eventually ran into a boot to the head . DiBiase hit Jannetty with a clothesline . He then climbed the middle rope but was caught by Jannetty . Jannetty tried to roll - up DiBiase but DiBiase held on . Jannetty missed a crossbody on DiBiase , getting eliminated over the top rope . Jake Roberts entered at # 4 , leading to DiBiase and Roberts hurting each other , due to the hatred with one another . " Macho King " Randy Savage drew in # 5 and attacked Roberts first . Savage and DiBiase double - teamed Roberts until # 6 entrant Roddy Piper came out to help Roberts . Piper and Roberts both began attacking DiBiase and Savage and the two teams saved each other from getting eliminated until one half of Powers of Pain , The Warlord entering at # 7 attacked both Piper and Roberts . Warlord beat on Piper for a while until DiBiase and Savage tried to eliminate Roberts . Piper broke free of Warlord and saved Roberts from elimination . One half of The Hart Foundation , Bret Hart entered at # 8 , attacking Warlord . Piper and Hart double clothesline d Warlord while DiBiase and Savage were still trying to eliminate Roberts . Hart began beating Savage and Warlord went to save Savage from Hart . Piper and Roberts double - teamed DiBiase . Warlord tried to eliminate Hart until # 9 entrant Bad News Brown assaulted Hart . Roberts went for the DDT on DiBiase near the ropes until Savage clotheslined Roberts over the top rope , eliminating him . DiBiase went out for Piper , but Piper got the best of DiBiase , trying to eliminate him until Savage saved DiBiase again . Dusty Rhodes entered at # 10 and hit Savage with bionic elbows . Savage tried to charge Rhodes over the top rope but Rhodes countered and eliminated Savage by throwing him over the top rope . A turning point occurred in the match as # 11 entrant , one half of WWF Tag Team Champions Colossal Connection , André the Giant joined the match . Warlord went after André and was immediately thrown over the top rope , getting eliminated . Piper and Rhodes fought back on André , while Brown and DiBiase tried to eliminate Hart . Red Rooster entered at # 12 and began fighting with Rhodes . Meanwhile , Brown tried to eliminate Piper but was thrown out . This made Brown angry . Although he was eliminated , he came back into the ring and dumped Piper over the top rope . Ax , one half of Demolition entered at # 13 while André eliminated Rooster . Ax pounded on André while Hart and Rhodes double - teamed DiBiase . André was in trouble as he was tied in the ropes by Ax and Rhodes . André ' s tag team championship partner Haku entered in # 14 and saved André from getting eliminated . Rhodes beat on Haku while entering at # 15 , Ax ' s Demolition partner , Smash came out to rescue him . This led to a Demolition and Colossal Connection battle . One half of Twin Towers , Akeem entered at # 16 while Rhodes eliminated Hart . Demolition nailed Haku with a double shoulder block and did the same to André , eliminating him from the match . They tried to eliminate Haku too , but André caught him on the floor and sent him back into the ring . DiBiase , who had been in the match since 20 minutes , was now going to get eliminated by Demolition but broke free until Jimmy Snuka entered at # 17 . Snuka fought with Akeem and eliminated him . Dino Bravo entered at # 18 . Bravo and Haku attacked Snuka , but Snuka attacked both men in return . Earthquake entered at # 19 , eliminating Rhodes and then Ax . The other half of Hart Foundation , Jim Neidhart entered at # 20 and battled with Earthquake , trying to eliminate him . Haku and Smash joined Neidhart to eliminate but was still difficult to eliminate the 400 - pounder . DiBiase and Snuka also came out to help . Finally , these five men eliminated Earthquake . WWF Intercontinental Champion Ultimate Warrior entered at # 21 and the powerhouse began dominating the match . Immediately after entering , Warrior eliminated Bravo and nailed everybody . Rick Martel entered at # 22 , showing his narcissistic attitude . Haku eliminated Smash from the match . Neidhart tried to eliminate Martel , but Martel slid into the ring from under the apron . Tito Santana entered at # 23 and immediately nailed Martel . Santana tried to eliminate Martel but Martel raked Santana . Haku was hit with a clothesline by Warrior while DiBiase piledriver ed Snuka . The Honky Tonk Man entered at # 24 . Martel eliminated Neidhart with some aid by Warrior and DiBiase as well . Warrior reversed an Irish whip by DiBiase and clotheslined him over the top rope . DiBiase broke Mr . Perfect ' s longevity record of staying in a Royal Rumble match with 44 : 47 . WWF Champion Hulk Hogan entered at # 25 . Immediately after entering , Hogan eliminated Snuka and then Haku . Santana tried to eliminate Martel but Warrior tripped Santana and eliminated him . Honky attacked Hogan but it was for no use as Hogan eliminated Honky . The other half of The Rockers , Shawn Michaels entered at # 26 . Michaels was immediately eliminated by Warrior . It was now WWF vs . IC Champion - Hogan vs . Warrior . Both powerhouses beat each other and clotheslined each other . The Barbarian entered at # 27 and leveled Hogan with a big boot . Rick Rude entered at # 28 and went after Warrior . Barbarian and Rude tried to eliminate Hogan until Warrior saved Hogan from the elimination but instead got eliminated by Hogan . Warrior came back into the ring and attacked both Barbarian and Rude before going backstage . Hercules entered at # 29 and teamed with Hogan to battle Barbarian and Rude . The last entrant , Mr . Perfect entered and began stomping Hogan . This made Hogan , Rude , Barbarian , Hercules and Perfect , the final five men . Meanwhile , a miscommunication problem occurred between Barbarian and Rude . Hercules took advantage and eliminated Barbarian . This made it to the final four - Hogan , Rude , Hercules and Perfect . Hercules was eliminated by Rude , leading to Hogan , Rude and Perfect as the final three . Rude and Perfect double - teamed Hogan . Perfect held Hogan for a Rude forearm but Hogan ducked and Perfect was sent out to the apron . Hogan Irish whipped Rude and Perfect pulled the ropes down , letting Rude fly down to the floor . This led to the final two - Hogan and Perfect . Hogan grabbed Perfect back in the ring but received a clothesline by Perfect . Perfect hit Hogan a Perfectplex but Hogan " hulked up " and threw Perfect into the ringpost . Hogan connected with clotheslines and threw him over the top rope to win the 1990 Royal Rumble match .