Finn & Rachel, Season One
First Meeting, "Pilot": Rachel the loner and Finn the popular quarterback become unlikely friends through show choir.
Finn & Rachel, Season One
First Kiss, "Showmance": Finn and Rachel kiss for the first time after a private rehearsal in the auditorium, which is abruptly ended by Finn's, um, premature problem.
Finn & Rachel, Season Two
Break Up, "Special Education": Rachel finds out that Finn slept with Santana, so she plans to sleep with Puck as revenge. She doesn't go through with it, but Rachel tells Finn what almost happened. He is heartbroken, and breaks up with her.
Finn & Rachel, Season Two
Back Together, "New York": While performing at Nationals, Finn and Rachel kiss onstage after singing an original song called "Pretending." They lose at Nationals, but at the end of the episode Finn and Rachel decide to give their relationship another shot.
Finn & Rachel, Season Three
Proposal, "Yes/No" and "Michael": Finn proposes to Rachel on the auditorium stage. She doesn't give him an answer right away, but after singing Michael Jackson's "I Just Can't Stop Loving You," she accepts.
Finn & Rachel, Season Three
Wedding (Almost), "On My Way": Finn and Rachel planned to get married after competing at Regionals, but Quinn's car accident stops it from happening at the last minute.
Finn & Rachel, Season Four
Break Up, "The Break-Up": While Finn is visting Rachel in New York, she admits to him that she kissed her NYADA classmate, Brody. Finn flies back to Ohio in the middle of the night. Rachel also flies back to Lima and yells at him for leaving without telling her, and after admitting that she needs her freedom and doesn't want to be confused anymore, they break up for good.
Finn & Rachel, Season Four
Current Status: Broken up, but with definite feelings toward each other. Rachel is still dating her classmate Brody. Finn is single, but recently kissed Emma.
Kurt & Blaine, Season Two
First Duet, "A Very Glee Christmas": Kurt and Blaine perform "Baby, It's Cold Outside" together.
Kurt & Blaine, Season Two
First Kiss, "Original Song,": After seeing him sing "Blackbird," Blaine realizes he's in love with Kurt and the two share their first kiss soon after.
Kurt & Blaine, Season Four
Break Up, "The Break-Up": While visiting Kurt in New York, Blaine admits to cheating on him during their long-distance relationship. Kurt is destroyed and they go on an indefinite break.
Kurt & Blaine, Season Four
Current Status: The two remain close friends, but Kurt is dating a new guy, Adam. Blaine is still heartbroken over their split and may have feeling s for Sam.
Will & Emma, Season One
First Kiss, "Sectionals": The team wins sectionals, and while New Directions serenades Will with "My Life Would Suck Without You," Will runs to Emma and kisses her
Will & Emma, Season One
First Duet, "The Power of Madonna,": In a dream sequence, Will and Emma sing "Like a Virgin" together as they prepare to have sex. Will decides to wait until Emma is truly ready to lose her virginity.
Will & Emma, Season Three
Back Together," The Purple Piano Project": It is revealed in the very beginning of the episode that they are now officially together and living together.
Will & Emma, Season Three
Proposal, "Yes/No": It was a dramatic (Will walked on water!), synchronized swimming proposal set to Rihanna's "We Found Love," and Emma said yes!
Will & Emma, Season Four
Current Status: After a rocky road to their wedding, Emma stress-kissed Finn(!) and then left Will at the alter.

