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Working as a personal assistant for the most eligible bachelor in New York City has its perks: above average pay, expensive goody bags from parties, traveling to exotic locations, dining at exclusive restaurants. It's a dream job that practically fell into your lap. The downside? You've been hopelessly in love with him for years and he has no clue. Even if he did, he isn't willing to give up his playboy lifestyle for a steady relationship. That is, until he meets Lucy, and everything changes.
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pedro pascal characters by sweetladyjane
Fandoms: The Mandalorian (TV), Star Wars - All Media Types, Kingsman (Movies), Eddington (2025), The Unbearable Weight of Massive Talent (2022), The Bubble (2022 Apatow), Materialists (2025), Gladiator (Movies - Scott), The Fantastic Four: First Steps (2025)
05 Oct 2025
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one shots, series, etc. for whatever pedro pascal character you'd like but pls funnel requests thru tumblr (@ladyjane-3) where you can also find hc lists
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You've been Harry Castillo's personal assistant for five years - making sure everything runs smoothly in his life. You've been there for it all - good and bad - particularly Harry's quest to find that special someone to love and marry. Now he thinks he might have found it in Lucy Mason - his brother's matchmaker.
But you're not convinced. There's something about Lucy that you just can't put your finger on, but which tells you that she's not the one he should be with. But there's only so much that you can say, because you and Harry are not friends. This is a professional business relationship. Deep down, you believe you can give him everything he needs, but you can never tell him because you don't want whatever this is to end.
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After a night out lands you on the front page of every tabloid and social media feed, you're in desperate need of a way to show your parents you can settle down and be trusted again. Harry Castillo is simultaneously everything and nothing they’d ever want for you. He's devastatingly rich, well-connected, and older, with a family name that’s always shared space with yours on charity lists and seating charts, but never quite comfortably. He’s perfect for you, and little do you know, you might just be perfect for him. With the tabloids and Gossip Girl circling like sharks, you strike a deal.
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Pedrotober by lonely_ey3s
Fandoms: The Last of Us (TV), Game of Thrones (TV), Fantastic Four, Gladiator (Movies - Scott), Triple Frontier (2019), The Great Wall (2017), Narcos (TV), The Unbearable Weight of Massive Talent (2022), The Equalizer (Movies), Materialists (2025), The Fantastic Four: First Steps (2025)
05 Oct 2025
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happy pedrotober! i've decided while i am polishing up the next two fics i'll be releasing next month - this would be a good challenge to take part in and keep me posting. i'll be doing a one-shot each day- which some will lead to stories in the future orrrr some might just be little ideas i've had brewing in my drafts! who knows! you're welcome to join in! tag me if you do! have fun! 🖤 check out my more on tumblr here: https://www. /lonely-ey3s/796255726828978176/pedrotober-masterlist?source=share
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Kinktober 2025 by absurdthirst
Fandoms: The Mandalorian (TV), Narcos (TV), Prospect (2018), The Mentalist (TV 2008), Triple Frontier (2019), The Equalizer (Movies), The Great Wall (2017), The Last of Us (TV), Bloodsucking Bastards (2015), Kingsman (Movies), The Bubble (2022 Apatow), Game of Thrones (TV), We Can Be Heroes (2020), Wonder Woman - All Media Types, The Unbearable Weight of Massive Talent (2022), Gladiator (Movies - Scott), Brothers & Sisters (TV 2006), Merge Mansion (Video Game), Materialists (2025), Freaky Tales (Movie 2024), The Fantastic Four: First Steps (2025), Eddington (2025)
05 Oct 2025
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All days will be completed with various characters. The Mandalorian, Ezra (Prospect), Frankie Morales, Javier Peña, Agent Whiskey, Pero Tovar, Oberyn Martell, Marcus Pike, Dave York, Max Phillips, Max Lord, Marcus Moreno, Zach Wellison, Dieter Bravo, Javi Gutierrez, Joel Miller, Tim Rockford, Marcus Acacius, Clint Flood, Harry Castillo, Ted Garcia, Reed Richards
** All prompts will be completed as Female Reader
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A Dream Hotel by Cerise70
Fandoms: The Last of Us (TV), The Mandalorian (TV), American (US) Actor RPF, Game of Thrones (TV), Materialists (2025), The Fantastic Four: First Steps (2025), Pedro Pascal - Fandom
03 Oct 2025
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After a chance encounter in a small LA hotel, a struggling housekeeper’s world collides with Pedro Pascal himself. Unexpected generosity and secrets begin to unravel - proving that hitting the jackpot isn’t always about money, but about trust, timing, and the people who step into your life when you least expect it.
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In some families, the past doesn’t vanish—it lingers like a cigarette burn on celluloid. You came from one of those. Your grandfather’s name is still on soundstages. Your mother won awards she never picked up. You didn’t just inherit money, but myth.
You grew up in rooms curated by people who no longer existed, in houses unchanged since the sixties. You were taught not to need. Still, you did. Spoiled, maybe—but never cruel.
Harry Castillo’s wealth was different...newer, cleaner, all balance sheets and deal terms. His mother built their firm; his father and brother followed. He lived in a Tribeca penthouse so pristine it looked like a set waiting for actors.
He’d just ended things with Lucy Mason, who worked at Adore Matchmaking. It was mutual, more or less. She told him to call, if he ever got lonely in the way men like him sometimes do.
You didn’t know about any of that. You were busy with your own life. You didn’t know your sister had sent in forms to a matchmaking service with your photo and a profile listing all your icks.
Not until they told you...there was a match.
And his name was Harry.
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after lucy, harry believed he was destined to be alone. he had given up on his dream to be a father and husband. that is, until he met you who gave him hope for a future he thought was lost.
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Harry Castillo is older now. He used to run companies, take red-eyes without blinking. Now he packs school lunches, carries glitter in his coat pockets, and knows all the words to the bedtime story about the bee who wanted more.
Series
- Part 2 of sweet sweet baby
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Adore promises scientifically perfect matches. You just wanted to try it for fun. You didn’t expect a 98% compatibility score with Harry Castillo, a powerful NYC financier nearly twenty years older, with sharp suits, sharp eyes, and an even sharper tongue.
One disastrous first date ends with wine down his expensive suit. You’re certain that’s the end of it.
Until Adore calls to say he wants a second date.
Now you’re stuck navigating mandatory matchmaker sessions, forced dates, and a man who drives you mad, even as he slowly, infuriatingly, starts to get under your skin.
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Under the Right Conditions by BrabraYaga
Fandoms: Materialists (2025), Better Things (TV 2016)
30 Sep 2025
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What really happens when two strangers cross paths? Impressions form. Judgments made. And, under the right conditions, connection manifests.
They were just two strangers in an airport. Two people too guarded, too practiced at distance, to do more than glance. At first.
When Harry Castillo pursues an investment in PsycheNet, a booming mental health platform built by Nina, their paths collide again.
What begins as a sharp negotiation between investor and founder shifts into something riskier: an affair without promises, a space where both can pretend they’re untouchable. Yet as lines blur and trust falters, Harry is forced to confront the parts of himself he keeps hidden—his hunger for love, his fear of being seen—while Nina must decide whether control has been her shield or her cage.
In the push and pull between profit and integrity, restraint and surrender, two people learn that vulnerability might be the real deal they can’t walk away from. -
Young and Beautiful by BrookesWords
Fandoms: Materialists (2025), Materialists (2025) RPF, Pedro Pascal - Fandom
30 Sep 2025
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You’re hired by a rich man to attend to a charity event by Castillo Capital Management, even though he is an asshole you need money to pay your studying fees. The night had something waiting for you, a man at the bar who wants to give you what other won’t.
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usually the things you are looking for, happen to be right in front of you. or, in your sheets.
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Sam Alcott couldn't deny that being the apple of Harry Castillo's eye was kind of thrilling.
For years, she had been the trusted assistant, the one who kept his world running smoothly while he charmed his way through an endless rotation of beautiful, disposable women. Sure, he'd given her fancy gifts like Tiffany necklaces, a limited-edition Prada bag—but they felt more like a gesture of gratitude to her services than anything heartfelt.
And now? He was actually noticing her.
Or that's what she thought all this time.
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Running Your Mouth by Isabella2004
Fandoms: The Last of Us (TV), The Mandalorian (TV), Narcos (TV), Game of Thrones (TV), American (US) Actor RPF, The Fantastic Four: First Steps (2025), Materialists (2025), Eddington (2025), The Unbearable Weight of Massive Talent (2022), The Bubble (2022 Apatow), Prospect (2018), The Uninvited (Movie 2024), The Great Wall (2017), The Equalizer (Movies), Triple Frontier (2019), Freaky Tales (Movie 2024), Kingsman (Movies), Gladiator (Movies - Scott)
28 Sep 2025
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A reckless comment to a reporter at the BAFTAs about your ideal Sunday leads to embarrassment and a severely pissed off long-term boyfriend, who you've already decided is a dick. But you're a British TV actress - there's no way that Pedro Pascal is ever going to find out what you said. And it wan't THAT bad. Only, now, they want you on the Graham Norton show to allegedly chat about the latest series of your long-running BBC drama - and guess who else is going to be on the couch...?
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After his break-up with Lucy, Harry is forced into attending a wedding of beige colours, for beige people. Luckily, he finds an escape through a familiar face.
John, on the other hand, is confused by their interaction from beginning to end.
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Investments by BrookesWords
Fandoms: Pedro Pascal - Fandom, Harry Castillo - Fandom, The Materialists
24 Sep 2025
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Parings: harry castillo x fem!reader
Content warnings: smut, explicit p n v sex, oral sex (f and m receiving), protected sex, cuming inside, multiple orgasms (f), casual.
A business meeting becomes more personal as Harry decides to invest in more than just a project.
- Language:
- English
- Words:
- 2,652
- Chapters:
- 1/1
- Kudos:
- 8
- Hits:
- 278
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A question halts everything, squeezing Harry's heart.
Series
- Part 3 of made-up fic titles
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After meeting Harry while working at a corporate event, he gives you an irresistible proposition.