Leafy usually acts very kind and supportive towards Woody, almost like how she treated Ice Cube and Teardrop in BFDI. Woody has been shown to like Leafy back, but their friendship is currently at a halt in BFB because of Leafy's actions in BFB 2.
Episodes suggesting a friendship
In "Take the Plunge: Part 1", Leafy pulled Woody out of the dirt while telling him that "There's a life out there to enjoy, so enjoy it!"
In "Sweet Tooth", Leafy made Pen and Eraser pay for her cake but offered help to Woody by letting him have one for free.
In "Return of the Hang Glider", Woody wants Leafy to win. He also slaps Needle, Match, and almost Pencil when they don't pick Leafy to win.
In "Getting Teardrop to Talk", Leafy can be seen talking to Woody when Golf Ball is looking for her. She later chooses Woody to be on her team and says that his team name idea is catchy. When Leafy tells Four that they'd like to start competing, Leafy says "Right Woody!" and Woody makes a noise in agreement.
In "Let's Raid The Warehouse", Leafy asks Woody if he remembers when she said "There's a life out there to enjoy, so enjoy it!". Leafy admits to him that sometimes she isn't in the right mindset to enjoy the things she use to, and says that's natural and OK. She continues, saying that things will get better even if they seem like they aren't right now, Woody happily agrees.
In "How Loe Can You Grow?", Leafy witnesses Woody burning to death and is shocked.
In "Let's Raid The Warehouse", Leafy tries to make small talk with the other receivers. Woody acknowledges that she's speaking by looking at her, but says nothing back.
Despite making up with Leafy in BFB 21, in "Who Stole Donut's Diary?", during Woody's testimony, he refers to Leafy as "the one who stole everything" and says he was afraid that Leafy would steal him as well.
Episodes suggesting a conflict
In "Take the Plunge: Part 2", when Rocky and Woody are the only ones who haven't been picked unto teams, Leafy said sorry to Woody and chose Rocky instead.
In "Lick Your Way to Freedom", Woody has his tongue pulled on by Leafy twice, because Leafy wanted to use his tongue to lick the jawbreakers. The moment that truly made Woody not like Leafy anymore is when she pops Balloony as he's seen frowning when this happens.