Top 10 Freshly Squeezed Orange Cassidy Moments in AEW
Top 10 Freshly Squeezed Orange Cassidy Moments in AEW. When it comes to wrestling’s most unique stars, Orange Cassidy stands in a league of his own. With his laid-back attitude, hands-in-pockets offense, and ability to get the loudest reactions by doing the least, he has carved out a legacy unlike anyone else in AEW.
Recently, AEW themselves put together an official countdown of Orange Cassidy’s greatest moments, showcasing just how impactful he has been since day one. From hilarious surprises to career-defining victories, these are the top 10 Orange Cassidy moments that prove why he’s become one of AEW’s most beloved stars.
10. Orange Cassidy & Jon Moxley First Face-off
On the January 1st 2021 episode of AEW Dynamite Jon Moxley faced Trent in a singles match. Orange Cassidy stood at ringside to support his best friend and soon created the highlight of the night. Cassidy walked up to Moxley during the match and calmly put his hands in his pockets. The crowd erupted as fans wondered how the ruthless Moxley would react.
In a surprising twist Moxley copied him. He also slid his hands into his pockets which drew an even louder pop than the match itself. The brief moment showed Cassidy’s unique charm. His relaxed style could even pull the toughest star in AEW into his world. Fans still remember it as one of his most entertaining moments.
9. Orange Cassidy Outsmarts MJF
On the December 12th 2020 episode of AEW Dynamite MJF defended his Dynamite Diamond Ring against Orange Cassidy. Both men had backup at ringside with the Inner Circle and Best Friends creating chaos around the match. At one point MJF grabbed a baseball bat and tried to pull off a trick. He tossed the bat into Cassidy’s hands and dropped to the mat hoping the referee would turn and disqualify him.
Cassidy flipped the plan back on him. He dropped to the ground himself and threw the bat back at MJF. When the referee turned it looked like MJF was the one caught cheating while Cassidy played innocent on the mat. The crowd loved the spot and it instantly reminded fans of Eddie Guerrero’s famous “lie cheat steal” style. Even though MJF went on to win the match the clever reversal became the true highlight.
8. Adam Cole Cannot Stop Orange Cassidy
On the November 26th 2021 episode of AEW Rampage Orange Cassidy teamed with Wheeler Yuta and Rocky Romero against Adam Cole and Bobby Fish. The match was billed as best friends facing off against best friends but the real spark came when Cassidy and Cole stood face to face. Cassidy prepared to slide his hands into his pockets but Cole blocked him with his trademark “Adam Cole Bay Bay” pose. He even went as far as locking Cassidy’s hands behind his head to keep the taunt from happening.
Cassidy showed why he is one of the most creative performers in AEW. Instead of giving up he rolled Cole into a pin attempt and flashed a thumbs up to the crowd. If he could not hit his usual move he would find another way to shine. The crowd erupted as Cassidy proved that no matter what Cole tried he could not stop the Freshly Squeezed star from leaving his mark.
7. Orange Cassidy Meets Sting on Dynamite
On the July 21st 2021 episode of AEW Dynamite Darby Allin faced Wheeler Yuta in singles action. At ringside Sting stood in Darby’s corner while Orange Cassidy backed up Yuta. The match delivered solid action but the crowd was waiting for something special. That came when Cassidy and Sting walked face to face outside the ring. Cassidy began his slow motion kicks and lazy taunts that always bring laughter.
To everyone’s shock Sting joined in. The Icon mimicked Cassidy’s style with his own playful kicks and gestures. The crowd exploded as two completely different generations connected in a hilarious exchange. While the wrestling match continued in the ring the biggest memory from the night was the unlikely comedy duet of Orange Cassidy and Sting. It showed that even legends could not resist the charm of Freshly Squeezed.
6. Orange Cassidy Tries Against PAC
At AEW Revolution 2020 Orange Cassidy stepped into one of the biggest matches of his career against “The Bastard” PAC. The clash was built on complete opposites with PAC’s serious and violent style going against Cassidy’s laid back sloth approach. Even Cassidy’s best friends admitted before the match that he was not going to win but he was going to try.
When the bell rang Cassidy shocked everyone. He mixed his goofy tricks with bursts of fast paced wrestling and kept making PAC look foolish. Every sequence drew louder reactions until the crowd was fully behind him even chanting “This is Wrestling” . Even though PAC eventually won the story was clear. Orange Cassidy proved that behind the sunglasses and slouch he could truly go in the ring. That night Freshly Squeezed became a headline star.
5. Orange Cassidy Outsmarts Adam Cole with Protection
On the January 26th 2022 episode of AEW Dynamite Orange Cassidy battled Adam Cole in a heated no disqualification match. Cole had built a reputation for winning matches with cheap low blows and he tried the same trick against Cassidy. The crowd braced for the usual outcome but this time the plan backfired.
Cassidy revealed he was wearing a protective guard covered in thumbtacks. Instead of hurting his opponent Cole ended up hurting himself. Cassidy then shocked the fans even more by hitting Cole with the Panama Sunrise, the move Cole made famous. The moment highlighted Cassidy’s clever mind and made the match unforgettable in AEW history.
4. Orange Cassidy Takes a Bathroom Break
On the November 13th 2019 episode of AEW Dynamite chaos broke out backstage as The Young Bucks brawled with Santana and Ortiz. The fight spilled into different areas until Santana shoved Nick Jackson against a bathroom door. When it swung open the crowd erupted. Inside stood Orange Cassidy casually leaning with his hands in his pockets.
The reaction was thunderous even though Cassidy did not throw a punch. Fans realized how popular he already was just by being himself. Santana simply closed the door and the fight continued but the moment belonged to Cassidy. With that one appearance he showed that his character could connect with the crowd in a way few wrestlers could match.
3. Orange Cassidy Juices Chris Jericho
On the July 15th 2020 episode of AEW Dynamite Chris Jericho stood in the ring celebrating his victory over Orange Cassidy. Jericho mocked his opponent and delivered a strong promo while the fans waited to see if Cassidy would respond. Soon enough Cassidy appeared from the crowd and raised a thumbs up toward Jericho.
Then he slowly turned it into a thumbs down. In that instant a huge bucket of orange juice poured from above and drenched Jericho in the middle of the ring. The crowd roared as the former AEW Champion stood soaked and furious. Cassidy had lost the match but with one clever stunt he embarrassed Jericho and won the fans.
2. Orange Cassidy Returns on AEW Dynamite
One of the most recent shocking moments came when Orange Cassidy made his long-awaited return after being sidelined with an injury for nearly three months. Don Callis was in the ring unveiling one of his signature “masterpiece” paintings, but when the cover was pulled back, it wasn’t a canvas at all—it was Orange Cassidy himself.
The crowd erupted as Cassidy revealed his comeback in classic, laid-back fashion before launching an attack on the Don Callis Family. Not only did he return in spectacular fashion, but Cassidy also picked up a huge victory in his first match back, proving that the “King of Sloth Style” hadn’t lost a step.
1. Orange Cassidy Wins His First Championship
After years of being seen as AEW’s laid-back underdog, Orange Cassidy finally captured his first title on the October 12, 2022 edition of Dynamite. Challenging PAC for the All-Atlantic Championship (now known as the AEW International Championship), Cassidy had to survive all of PAC’s tricks, including the attempted use of a hammer.
In one of the biggest performances of his career, Cassidy stunned the world by connecting with back-to-back Orange Punches to score the pinfall victory. As confetti rained down from the rafters, the moment marked not just a championship win, but the beginning of Cassidy’s rise as one of AEW’s most beloved stars.
Orange Cassidy’s journey in AEW proves that you don’t have to fit the mold to become a top star—you just have to connect with the fans in your own way. From shocking returns to championship victories and unforgettable comedy spots.
Freshly Squeezed has delivered some of the most talked-about moments in company history. And the best part? There’s still more to come. To stay updated on Orange Cassidy, AEW news, and upcoming events, make sure to keep following AEW TalkDown.
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