#bertram gilfoyle

Animal Kingdom:

Kinktober With A Twist 2025: The Tell Tale Heart - Pope’s still beating heart turns up in a package on your doorstep.

Razorwire - Pope’s decision has dire consquences for the both of you

Knife Play -  It's not enough for Smurf to torture just you...

Chicago PD:

Stay - Charlie makes you a promise as he sits by your hospital bed.

Constantine:

The Ties That Bind - Two days after John Constantine disappears you discover an item that may help you find him.

The Hellblazer’s Heart -  John reveals the truth about his disappearance.

ER:

The Envelope - John’s father turns up at the apartment to discuss a legal issue.

One Year (NSFW) - On the one year anniversary of the stabbing John knows exactly what you need.

Kinktober With A Twist 2025: The Night Shift - John Carter x Reader (NSFW) - Once a month a vampire climbs through John Carter’s window, only this time its not the one he thought.

Dept Q:

One Kiss - Carl runs into you again four years after the last 7/7 documentary.

Law & Order SVU:

Tattoo - A memory reveals the truth behind the man who hurt you.

Leverage:

Leather (NSFW) - Harry knows you like the taste of leather in your mouth.

The Pitt:

Wagyu - Robby has difficulties with the kitten you end up caring for.

Fatherhood - An unexpected visit to the ER puts Robby in dire straits.

If You’re Happy And You Know It (NSFW) - Robby notices you’ve been teaching Noah to do things a certain way.

Somethin’ ‘Bout A Woman (NSFW) - Robby finds a way around a little problem of yours.

Feel - Jack decides to address your feelings for him and Robby in a more direct manner.

Inferno - Jack and Robby learn the realities of loving a firefighter when a building collapses during a mass casualty inferno.

Kinktober With A Twist 2025: The Devil’s Playroom - The devil gets more than she bargained for when it comes to Frank Langdon.

On The Edge - You find yourself on the edge of the roof, preparing to take that final step.

Twilight Sky - You wake up after the heart transplant…

Riders On The Storm (NSFW) - It’s tornado season in the Northern Plains… - Stormchaser AU

Reacher:

Cordite - Jack returns home and realises something isn't right.

Rescue - Hi Surf:

The Beach - Clayton takes to the waves for the first time in years.

Ride The Wave - Clay isn’t like other councilmen.

An Irish Goodbye - Clay realises that he won’t need a campaign manager once the elections over.

An Impasse - Will realises he's made the wrong decision.

Rivals:

Kinktober With A Twist 2025: Bulgarian Roses - Rupert’s illicit roses cause unexpected problems during pruning season.

Scream VI:

Dangerously Romantic - Wayne takes care of your wounds and makes a proposal.

The Creeper - Wayne doesn’t like being ignored.

Silicon Valley:

His Dark Queen - After spending 72 hours coding Gilfoyle collapses into bed with you.

Star Trek - Strange New Worlds:

Old Habits Die Hard - You realise the problem with not having a label for your relationship.

Tulsa King:

A Minute Longer - Goodie finally gets the one thing he’s dreamed about.

The Wedding Date:

The Problem With Sexual Surrogacy - There’s a reason Nick left the sexual surrogacy business

Save The Last Dance For Me - Nick discovers the real reason you rejected him.

Yellowstone:

Silly bonus

So I’ve noticed that there isn’t a lot of trans masc / trans men characters. Which as a trans guy myself is really disappointing to see. It seems like we have no representation. So I’ve decided to share my trans masc/ trans men headcannons.

1. Bertram Gilfoyle

I headcannon Gilfoyle from silicon valley as a bisexual poly (it’s cannon he’s in an open relationship with his girlfriend in the show btw) transitioned trans man. This is based on vibes alone. I mean almost always wearing flannels, long sleeves, or random band t-shirts? That’s literally so trans man coded. I know he’s a jerk sometimes but we can have jerk trans men characters. I also believe in dinesh x Gilfoyle. I got this headcannon from a meme I saw on Pinterest and I 100% believe this now. 😭

2. Crowley/Anthony

I headcannon Crowley/Anthony from good omens to be gay trans masc

His angel self was pretty feminine presenting and whenever he became a demon he was more masculine presenting to me atleast. Also David Tennant and good omens just means a lot to the trans masc, trans man, and overall trans community so i just like seeing Crowley as trans masc. lowkey I kinda see Aziraphale as a trans man too.

3. Maurice Moss

I headcannon Moss from the IT crowd as a trans man. He’s just so awkward trans man coded. Because I said so and also it would piss off the creator of the show so bad.

4. Jesse pinkman

Uh I haven’t watched breaking bad yet. I just agree with everyone else. He has trans man swag.