Season 5 (2015–2016) In season 5A, Jenna and Matty have a bumpy ride as Jenna finds out that she does really love him but doesn't know how to tell him. ... The mid-season ends when Matty confesses his love to Jenna at the Senior prom and they get back together.

Who does Matty McKibben end up with?

Matty later shows up at Jenna's house to comfort her, but both end up kissing as Jake watches to his horror from the window. Eventually Matty and Jake become friends again and tell Jenna that she can choose who she wants to be with. Matty and Jenna officially get back together in the season 2 finale.

Do Jenna and Matty end up together Season 4?

Jenna is not 'that girl' anymore, and remember her way to now. She still in love with Matty but thinks that she lost her chance but she finds out that he and Bailey ended up so their have sex again.