Joey Tribianni may not be the most intelligent character in Friends, nor the one with the most character development over the show's 10 seasons, but he may well be the sweetest and most well-meaning of the group. The road to hell, though, is paved with good intentions, and despite how good-hearted Joey may be, he finds himself in many sticky situations.
Whether it be getting into awkward predicaments due to his womanizing romantic life or a reasonably dumb moment leading to an uncomfortable dynamic with one of the other friends, Joey often finds himself in hilarious albeit unenvious scenarios.
10 When He Dates Janine
Joey's crush on his roommate Janine was never going to end well, and audiences knew they were doomed when they started dating - even though it was nice to see Joey have genuine feelings for someone.
Things got really awkward for Joey when Janine basically made him choose between her and Monica and Chandler. With Joey being as loyal and loving to his friends as he was, it was never in doubt who he would pick. However, being in that situation was not easy for him, especially after he spent a good while pining for Janine.
9 When He Lost Ross' Ring
One of Friends' most underrated emotional moments comes when Ross tells Chandler and Joey he wants them both to be his best man. Of course, before that, each of the two got a chance to do so individually, with Joey almost losing the title, along with Ross' ring.
After sleeping with the stripper from Ross' bachelor party, Joey woke up to see Ross' dead grandmother's wedding ring gone, immediately assuming the stripper stole it. Of course, it turned out that Duck ate the priceless piece of jewelry, putting Joey in a series of awkward situations as he lost the ring and then nearly lost his beloved pet.
8 When He Dated Ursula
Dating Phoebe's twin sister Ursula is arguably one of the worst things Joey does over the 10 seasons of Friends, especially since he misses Phoebe's birthday and neglects her feelings on the matter.
The whole thing ended up being an uncomfortable debacle for Joey. Not only did it create a rift between him and Phoebe, but it ended with Ursula wanting to break up with him anyway. Despite this, it gives way to one of the show's many sweet friendship moments between Phoebe and Joey.
7 When He Left The Baby On The Bus
Joey does not get into all of his sticky situations alone. Chandler was right alongside him a lot of the time, with one definite equal-blame situation being when the pair lose Ben on a bus.
This is undoubtedly one of the most irresponsible and awful things that happen on the show, as the two lose Ross' baby and pretty much have to hope they chose the right child at the bus depot. It is a hilarious episode, but one that could have ended very badly.
6 When He Lied To Get Work
For most of Friends, Joey is a struggling actor who cannot get the big break until late on when he re-enters Days Of Our Lives as a regular. To get work, Joey does a lot of lying on his resume.
The lie about his anatomy gave way to a very uncomfortable moment when Monica's makeshift prosthetic fell off in front of the director and casting agent of a movie Joey was up for. There was also the lying about being able to speak French that led to one of Friends' worst storylines and most skippable episodes. Along with those, Joey's lie about his rigorous dancing training ended up being one of the funniest auditions fans see Joey on.
5 When He Got Robbed
"Well, Joey was born, and 28 years later, I was robbed!" is a fair summation of the situation and Chandler's feelings when he returns home one day to see his apartment empty save for an entertainment center and Joey trapped inside.
Joey's innocence and naivety as he attempts to sell the entertainment center he built led to him losing just about everything he and Chandler owned - thankfully not the five of spades, though. Joey felt unbelievably guilty over the situation, with the whole thing getting called back later when Chandler had to stay in a box on Thanksgiving after kissing Kathy.
4 When He Got Fired
When Joey does an interview with a soap opera magazine and announces to the journalist that he writes many of his own lines, he ticked off the writers of Days Of Our Lives. He gets fired for it, with his character seemingly dying by falling down an elevator shaft.
That is a sticky enough situation as is, going from having a regular job and source of income to being unemployed. What made it worse was the lavish lifestyle Joey got accustomed to in his own apartment. He could not afford to live in his new place and had to get everything he bought for the apartment repossessed. Luckily, his old room was still available, or else Joey may have been in some serious trouble. Thankfully, Joey learned a good life lesson here and watched his words carefully in future interviews, or at least tried to.
3 When He 'Proposed' To Rachel
One of the most needless sticky situations that both Joey and Rachel get involved in is when Joey picks up Ross's engagement ring, and Rachel believes he proposes to her. It could have been prevented in so many ways.
Nonetheless, it happened, and for a time, Rachel believed she and Joey were engaged. Joey frantically tried to defuse the situation, but could not do so before Ross found out, and the thing became a point of severe tension for all, especially since it looked like Ross would propose to Rachel had Joey not accidentally done so.
2 The Entire Falling In Love With Rachel Saga
The entire Rachel/Joey saga is not only, to this day, a controversial storyline, but one that brought about numerous awkward interactions between characters and put Joey in a situation he had never been in before.
At first, Joey fell in love with Rachel. That, on its own, was pretty bad for Joey since the feelings were not reciprocated, and Ross took the news badly. The sticky situation popped back up later and got amplified when the two actually got together. Not telling Ross about it and him walking in on them kissing led to a meltdown and put Rachel and Joey in a very awkward place early in their short and arguably doomed relationship.
1 When He Kept Monica & Chandler's Secret
Joey's incredible care for his friends and loyalty to them was a massive part of one of the show's best storylines, as Chandler and Monica hide their relationship from the rest of the group. In helping them do so, though, Joey put himself in several awkward moments.
The rest of the gang ended up believing he was a creep who left his underwear at other people's apartments, kept naked photos of Monica, and video-taped women on the first date. Joey gets made to look terrible throughout the storyline. He did continue to keep his friends secret, though, which is incredibly admirable.
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