Skyrim lets you marry so many random NPCs, but somehow the charming Scottish thief who personally recruits you, calls you lad/lass, trusts you with the future of the Thieves Guild, and makes you his fellow Nightingale is off limits. Absolute nonsense. Brynjolf is the first person in Riften who looks at the Dragonborn and basically goes, “you’re not as innocent as you look.” He pulls them into the Thieves Guild, teaches them how things work, vouches for them, and sticks with them when Mercer’s betrayal comes out. By the time the Dragonborn becomes Guild Master, Brynjolf isn’t just some quest giver. He’s the person who helped bring them in, watched them prove themselves, and decided they were the right person to lead the Guild. And the Nightingale angle makes it even better. The Dragonborn, Brynjolf, and Karliah swear themselves to Nocturnal together, hunt Mercer together, and rebuild the Guild together. That’s way more personal than half the actual marriage options get. Also, after the questline, Brynjolf gets stuck in that “sorry, lad/lass, I’ve got important things to do” loop instead of having proper follow-up. Bethesda. Please. Let my Guild Master kiss their second-in-command.
1) Listen to “Something To Believe In” and try to tell me that Katherine’s verse wouldn’t make more sense coming from Davey. You can’t. They’re always clinging to each other and using little pet names and honestly if it was straight they would’ve been romantic leads. In “I Never Planned On You/Don’t Come A-Knockin’”, Jack says “Girls are nice, once or twice, til you find someone new” and that’s really easy to interpret as a very bi statement. If they get in I will rewatch Newsies(I’ll probably do that anyway, actually) and I’ll have like fifty times the propaganda
2) Jack and David have a meet cute where they literally run right smack into each other on David's first day of work as a newsie, then the two become selling partners and David (again on the first day that they meet) invites Jack home to dinner where he meets the parents. Then they lead a strike against Joseph Pulitzer together, constantly grabbing for each other and hugging, and when Jack is arrested and Pulitzer attempts to bribe him into turning on the strike. Pulitzer's bribery doesn't work so he switches gears to directly threatening David. That works. Jack scabs to protect David (and David's family) and they have an argument in an alley way where Jack grabs David by his jacket and shoves him against a wall. (Oh! Earlier at the theatre Jack pulls David after him by. the. tie.) Then when David discovers that Jack has turned on the strike they have another argument that is basically a divorce. They forgive each other after Jack saves David from two thugs and win the strike and at the very end of the movie Jack decides to stay in New York City (rather than go off to Santa Fe which he's been talking about the whole film) because "I got family here" <-said while sharing a smiley look with David. The last shot we see of these who dorks is Jack with one arm around Sarah (canon love interest) and one arm around David. Because that boy is bi.