It’s possible

The bite of 87

now this a good one-

Bruins -> NHL -> Sports in the US -> United States -> Republican Party -> FNAF -> Bite of 87

boykisser

It’s not on Wikipedia, but I can get damn close to it
Furry Fandom -> Furry Conventions - Anthro New England -> Boston -> Bruins

The doom slayer

Doom Slayer -> Arnold Schwarzenegger-> JFK -> Massachusetts-> Bruins

Sex

Are we deadass

We are deadass

Ado

ehmmm
bet, try conecting the whole of Jojo's Bizzare Adventure to it
(I'm so smart lol)

Jojo’s bizarre adventure -> Manga -> Japan -> Atomic Bombings of Hiroshima and Nagasaki -> United States -> sports in the US -> NHL -> Bruins

damn-

The world revolves around the spoked B

Via Wikipedia, of course

rat

Rat -> Brad Marchand -> Boston Bruins

real.