Bisexual Dean Winchester FanFiction

Set it up!

Set it up!

F/F
F/M
M/M
G
Updated
11.04.2025
Fandom
Supernatural (TV 2005) Set It Up (2018)
Characters
Original Female Character(s), Original Male Character(s), Sam Winchester, Dean Winchester, Castiel/Dean Winchester, Charlie Bradbury & Dean Winchester, Dean Winchester & Sam Winchester, Castiel & Sam Winchester, Charlie Bradbury & Castiel, Jessica Moore/Sam Winchester, Ellen Harvelle/Bobby Singer, Bobby Singer & Dean Winchester,
Tags
Fluff Alternate Universe - Modern Setting Friends to Lovers Mutual Pining Tooth-Rotting Fluff Texting Old Married Couple Idiots in Love Falling In Love First Kiss Fix-It Sleepy Kisses
Castiel Novak is the assistant to Ellen Harvelle, a former journalist and now editor of an online sports journalism empire. Dean Winchester is the assistant to high-strung venture capitalist Robert Singer. They work in the same building, both grindin...
At Least We’d Know That We Gave It a Try

At Least We’d Know That We Gave It a Try

M/M
G
Updated
14.04.2025
Fandom
Harry Potter - J. K. Rowling Supernatural (TV 2005)
Characters
Harry Potter, Sam Winchester, Dean Winchester, Draco Malfoy, Luna Lovegood, Harry Potter/Dean Winchester
Tags
Mutual Pining Pre-Relationship Alternate Universe Harry Potter Epilogue What Epilogue | EWE Ambiguous/Open Ending idk - Freeform Alternate Universe - Everyone Lives/Nobody Dies Harry Potter Raises Teddy Lupin Bisexual Harry Potter Bisexual Dean Winchester Assumptions are made They all share the bunker
Harry and Dean are mutually pining idiots. They're doing a pretty good job of avoiding their feelings, until there's an emergency and Dean can't deny his interest any longer.
Paranoid

Paranoid

F/M
M/M
G
Updated
15.04.2025
Fandom
Harry Potter - J. K. Rowling Supernatural (TV 2005)
Characters
Sam Winchester, Dean Winchester, Remus Lupin, Nymphadora Tonks, Remus Lupin/Dean Winchester, Sam Winchester/Nymphadora Tonks
Tags
Humor Implied Sexual Content Bisexual Remus Lupin One Shot Crossover Pairings Bisexual Dean Winchester Remus Lupin & Nymphadora Tonks Friendship PAIRS SO RARE I MADE THE TAGS It’s Canon- Fight Me Nymphadora Tonks is living MY best life Sam Winchester is getting laid Tonks is getting laid
“I’m trying to convince Remus to elope with me,” the woman said airily. She plucked up her drink, a nearly empty cocktail of some sort, and grinned wickedly when Sam once again tried to shift out from in-between the couple. “She’s having you on...
The Seventh Son of a Seventh Son

The Seventh Son of a Seventh Son

F/F
F/M
M/M
G
Updated
18.04.2025
Fandom
Harry Potter - J. K. Rowling Supernatural (TV 2005)
Characters
Sam Winchester, Dean Winchester, James Potter, Lily Evans Potter, Minerva McGonagall, Castiel/Dean Winchester, Castiel (Supernatural), Charlie Bradbury, Ellen Harvelle, Claire Novak, Benny Lafitte, Jo Harvelle,
Tags
Angst Slow Burn Mutual Pining Magic Angst with a Happy Ending Emotional Hurt/Comfort Pining Angst and Drama Childhood Friends Rejection Hogwarts High School
Dean Winchester is heading back to Hogwarts for his final year. He's the newly assigned Head Boy, alongside his best friends Charlie, Cas, and Benny. This ought to be the best year of their lives as they go through the final stages of school together...