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In Love, Love, Love Blaine convinces Kurt to get back together with him, after finding out that the relationship between Kurt and Adam Crawford didn't work out, after which they sing Got To Get You Into My Life, a song prepared by Kurt and performed with a marching band.Blaine then asks the New Directions, The Warblers, the Haverbrook School for the Deaf and Vocal Adrenaline to aid him in his proposal to Kurt by singing Help! Burt drives Kurt to Dalton Academy, where Blaine and all the choirs proceed to sing All You Need Is Love, along with Rachel, Mercedes and Santana, before finishing at the very staircase on which Kurt and Blaine first met.At the end of the Season Five finale, Rachel is shown moving out of the loft as a result of moving to Los Angeles, while Blaine arrives there to move in.
During Blaine's acoustic performance of Teenage Dream, he becomes very emotional, which Kurt notices.Then in Silly Love Songs, Kurt admits to Blaine that he has feelings for him after Blaine fails to serenade a guy he likes at "the Warblers Gap Attack." Blaine confesses that he has no idea what he is doing when it comes to romance, and the two agree to stay friends.They remain just friends until Blaine realizes he is in love with Kurt in Original Song (when Kurt sings Blackbird by The Beatles).This is the episode in which they share their first kiss, and it is assumed that they start dating very soon afterwards.In the episode New York Blaine tells Kurt that he loves him for the first time, to which Kurt replies that he loves him too.
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Their relationship is once again tested by their new lifestyle and Kurt's newfound confidence that puts them in an uncomfortable position, and Blaine finally decides to move out to draw lines between them and learn how to live in the big city.