⁂ Gossip Girl (2007-2012) — s.5e.14 | The Backup Dan⠀⠀⠀

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he wasn't even looking at me and he found me

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"I'm Dorothy Gale from Kansas"

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@emeraldsfall
⁂ Gossip Girl (2007-2012) — s.5e.14 | The Backup Dan⠀⠀⠀
'Freedom'
Fandom: Bridgerton Characters: Siena Rosso, Original Characters Rating: T Words: 1.3k Summary: As Siena is leaving England, she’s reminiscing about her younger self’s dreams and ambitions. A/N: For Siena Week 2026 - Day 1: Childhood
-> You can also read it on AO3
The cool wind was blowing through Siena’s hair as the dark waves splashed against the ship. There was a full moon tonight, but it was hidden by heavy clouds. Perhaps, Siena should return inside. It might rain any minute.
Yet the fresh air calmed her mind a little—unlike the rooms of the ship, which were small and stuffy and made her feel nauseous.
She had been worried about sea sickness before boarding, as she had never been on a boat before and had not known how she might react. Though, she believed that the sea was not the sole reason for her tight heart.
Perhaps it was merely excitement; maybe a little healthy nervousness. For the first time in her life, she was leaving England. She had always dreamt of this—of travelling across Europe, performing at all those renowned theatres. Of course, she was a bit nervous. But should she not still feel joy as well?
After all, a new life was lying ahead of her. Or maybe, it was merely her old life, just at a new place.
Siena sighed. It was ridiculous. Was this not what she had always longed for? Surely, her younger self would be happy…
'Most Notorious Opera Singer'
Fandom: Bridgerton Characters: Siena Rosso, Original Characters Rating: T Words: 1.1k Summary: Siena overhears some fellow singers discuss her relationship with the Viscount after he left her. A/N: For Siena Week 2026 - Day 2: "Most Notorious Opera Singer"
-> You can also read it on AO3
As Siena was already on her way to leave the theatre, she suddenly halted at the sound of exciting chatter coming from a dressing room close to her.
Should she enter and talk to the other singers for a moment?
She was rather tired, yet she also knew that she had not been fostering and maintaining too many friendship those past two years. Living in a different part of town, the commute had been quite long. And she had also tried spending every spare minute with the Viscount. How foolish of her.
Friendships were more important. They usually lasted longer. And so Siena pushed her exhaustion aside and decided to enter the dressing room.
Yet just as she was about to walk through the door, she suddenly heard her name being mentioned.
'I wish I hated him'
Fandom: Bridgerton Characters: Siena Rosso, Genevieve Delacroix Pairing: Siena & Genevieve, past Anthony/Siena Rating: T Words: 1.4k Summary: When Genevieve notices that Siena was quite drunk, she decides to ask some questions. A/N: For Siena Week 2026 - Day 3: "Drunken Confessions"
-> You can also read it on AO3
Genevieve pursed her lips, watching her friend pour herself yet another glass of wine.
Siena’s hands were surprisingly steady—yet when she leaned back into her chair, half the wine flew out of the glass, seeping into her dress.
“Oh shit!”
Siena tried cleaning the stain with her bare hand—which was unnecessary, as her dress was the same colour as the wine.
Apparently, she realised that as well, as she muttered, “Well, at least it’s not noticeable.”
Then, she took a sip from her drink.
Genevieve did the same, still watching her quietly. She had spent many fun evenings with Siena in the past, so this was certainly not the drunkest she had ever seen her. Though, she also knew that Siena was always more drunk than she seemed. Perhaps it was her vocal control, which helped her not to slur her words; or her posture, which kept her balanced; or her ability as a perform to always play a role, even when she felt like shit. Or maybe, it was just in her nature—hiding vulnerability at all cost.
Yet Genevieve had known that girl for many years. And she had been sharing many drinks with her over the course of that time. She would be vulnerable eventually. And she was undoubtedly drunker than she seemed. Because they had opened the first bottle less than an hour ago. The one Siena had just filled her glass with was already bottle number two. And Genevieve had not helped much with it.
“What’s going on with you?” she asked Siena then.
'Secrets'
Fandom: Bridgerton Characters: Siena Rosso, Kate Sharma, Agatha Danbury Pairing: Siena & Kate, past Anthony/Siena, minor Kate/Anthony Rating: T Words: 2.4k Summary: After performing at a ball, Siena suddenly notices a woman crying in the hallway. A/N: For Siena Week 2026 - Day 3: "Drunken Confessions"
-> You can also read it on AO3
Siena hurried towards her designated room, trying to change as quickly as possible. She threw off the heavy gown and slipped into the comfort of her own clothes; rubbed the makeup off her face; removed the pins from her hair, letting her curls fall freely over her shoulder.
Then, she took a deep breath, looking at herself in the mirror.
She had sworn herself to not perform at a ball this season. Her career was stable enough to politely decline the few invitations she had received. Perhaps it had been foolish; perhaps it was maddening that he was still controlling her life. But she had not wished to risk it—had not wished to see the Viscount, and she was quite certain that he had not wished to see her either.
But then, Lady Trowbridge had approached her personally—and with a very pretty sum.
Therefore, Siena had agreed to perform at her ball this evening.
And nothing of note had happened. Yet she still felt tense.
She had noticed him almost immediately. And he had also noticed her. Then, he had asked his betrothed to dance with him.
Had he done so on purpose to vex Siena? But then again, she had been flirting with the Duke in front of him not too long ago. Perhaps they were even now.
She felt quite sorry for the poor girl, however. Edwina Sharma was her name. She had seemed quite young—and most likely did not know what she was in for.
But that was none of Siena’s business.
She grabbed her shawl, then left the room.
She hurried in the direction of the servants’ quarters—but as she passed the corner of a small hallway, she halted.
At the end of the corridor was a large window. And below that window sat a woman—hugging her knees, her face buried. She was crying.
'Secret Desire'
Fandom: Bridgerton Characters: Siena Rosso, Edwina Sharma Pairing: Siena/Edwina Rating: T Words: 852 Summary: Siena and Edwina are enjoying a bottle of wine together. A/N: For Siena Week 2026 - Day 3: "Drunken Confessions"
-> You can also read it on AO3
“I love you!”
Siena almost dropped her glass of wine as she stared at Edwina with wide eyes. Had she heard that right? Possibly. But was that merely the wine talking? Perhaps.
Edwina was indeed quite drunk. Which had not necessarily been Siena’s intention. She had merely wished to enjoy a nice evening with her, sharing a bottle of wine in her living room. And maybe she had also hoped that the wine might help Edwina relax a little. She always seemed quite flustered around Siena. But apparently, Edwina was not used to drinking.
Slowly, the realisation of her own words began to appear on Edwina’s face. Then, there was shock—until eventually, she stared into her lap, flustered again, as she muttered, “I … I wanted to say that I wish to kiss you.” She bit her lips as Siena watched her curiously—amused and bewildered at the same time. “Which might be even worse, so … let’s stay with I love you…”
Carefully, Edwina glanced up at her again. A smile formed on Siena’s lips.
Stand and Deliver
For the Siena Rosso Appreciation Week, Day Two Prompt: Most notorious opera singer in all of London
This is my final work for the Siena Rosso Appreciation Week 2026. It's a crack fic loosely inspired by the Adam and the Ants song Stand and Deliver. I wrote this with Siena x Anthony in mind but, since no names are exchanged, it would work as Siena x OMC if you prefer that read.
Rating: NC-17/NSFW (further details below the cut)
Aubrey Hall, 1849
For the Siena Rosso Appreciation Week, Day Three Prompt: Drunken Confessions
****
"I can still remember, you know," Anthony said.
Siena wrinkled her nose in confusion. Her husband had already had several whiskies and was clearly in his cups. Mind you, she was heading the same way. "Remember what, dear?"
"How beautiful you looked the night we met," he crooned.
"What? That night in Covent Garden?"
The light of the fire in their private sitting room bathed him in a warm glow. Siena still found him irresistible.
"Yes, the very same!" He leaned forward in excitement. "And I also remember what you were wearing that night. How simply stunning you were!"
"Anthony," Siena giggled.
"And, of course, still are," he added meaningfully. He took a sip of his whisky. "Yes, that night in Covent Garden. You wore that white toga with the tiara when you sang. A real goddess of myth and legend. And then I came backstage to find you, my goddess, and there you were. In your dressing room, still dressed as Aphrodite."
Siena's heart leapt a little. Even though he was in his cups, Anthony was always so sweet when he was with her. So different from the stern viscount some outside the family believed him to be. She well understood, though, why he sometimes worked to keep that reputation alive. Leaders of great families didn't maintain their power and protect their families without some steel, after all.
“We should find it,” Anthony said.
“Find what?”
“Why, your Aphrodite costume. I should like to see you again in it.”
“I’m not sure where that particular outfit would be. But I can ask Genevieve to make me one very similar.”
Genevieve Delacroix was one of Siena’s oldest friends, for over four decades now. She was still as deft with a needle as she had been back in the days of George III.
Anthony nodded. “I should like that very much.” He took a sip of his whisky. “I have plans for you in it. Important plans.”
“And what plans would those be, dear?”
“You shall find out in good time. All in good time, my goddess.”
Siena giggled. “I look forward to it.”
She leant back in the chair. Evenings like this with her husband were a simple pleasure. A world away from the heady days of the stages of London and the rest of Europe where she had trod the boards as a young woman. She was happy then and happy now, but for different reasons.
They sat together in companionable silence for a couple of minutes.
Then, Siena broke it. “Henry and Alice will be here the day after tomorrow.”
“I look forward to it.” Anthony smiled at the thought of his heir and his daughter-in-law coming to visit.
“Alas,” Siena said. “That doesn’t give us much more time to ourselves. It would be a shame to waste the opportunity of time for just us together.”
“It would be a real shame, indeed.” A playful glimmer shone in his eyes.
She stood up and held out her hand. “Shall I have the pleasure of this dance, my handsome husband?”
He laughed in appreciation and rose to his feet. “I would never want to deny you a single thing, my goddess.”
And with that, he took her in his arms and they began to move around the room. The whisky made their waltz a clumsy one, but that didn’t matter to the dancers.
All was well at Aubrey Hall.
The Lady and the Tenor
For the Siena Rosso Appreciation Week, Day Seven Prompt: Free Space
AU with Aristocrat!Siena Rosso and Opera Singer!Anthony Bridgerton
****
Donna Siena Rosso leaned over the balcony from the box.
The house lights dimmed and applause enwrapped the entire theatre. Another night in Covent Garden. Regular and reliable like clockwork.
Beside Siena, her younger sister Maria leaned closer and said, “Oh, I do so love this one! It’s wonderful. It really is my favourite.”
“Yes,” Siena whispered. “It’s such an amusing -”
But Siena didn’t get to finish her sentence because the orchestra struck up from the pit below.
Maria was right. Rosina was wonderful. Ever since she had first seen it performed seven years ago, Siena had adored its comedic story.
She let herself get swept away in the music. When, a few songs in, the most handsome man she had ever seen caught her eye. He was a tenor and with his dark hair and brown eyes, he was simply delicious. Siena could hardly keep her gaze from him for the rest of the performance.
When the final curtain fell and the last round of applause reverberated around the theatre, Siena made a choice. Some might call it wild and reckless. But she was a woman who knew what she wanted.
She turned to Maria. “I have something I need to attend to here. Tell Papa and Mama I had to retire early to my room due to a megrim, if anyone should ask you.”
Maria raised an eyebrow. “Pray tell sister, what is it you are doing?”
“The tenor. Wasn’t he dashing? I simply must find him. And tell him how much I appreciate him.”
“Well, on your own head be it.” Maria rolled her eyes and shook her head in exasperated affection.
Siena darted out of the box and hurried off to what she had heard on the rumour mill was the way to the backstage area. Surely if she looked hard enough, she would find the man of the evening.
Her long-suffering maid followed behind, calling, “My lady, my lady, what are you doing?”
Siena turned around for a moment. “I simply must speak with that tenor. Oh, wasn’t he worthy of a dream!”
Before the maid had a chance to reply, Siena was on the move again. She turned first to the left and then to the right and in short order she found herself standing in front of a row of identical cream doors. A couple of them were ajar.
The maid followed every step of her mistress closely. She wasn’t about to let her out of her sight. Donna Siena could be rather reckless at times.
Siena poked her head round one door, but all that was behind it was an empty dressing room.
The next door proved the winner. For there he was. The most dashing tenor. He was standing in front of his dressing table, supping on a glass of what looked like water.
Siena knocked on the slightly open door.
“My lady, I really must advise you,” the maid hissed in Siena’s ear. But before she got a chance to finish her thought, a voice came from inside the dressing room.
“Who is it?” the tenor called.
“A great admirer of your work,” Siena said.
He turned around to face her. His eyes widened at the sight before him. He made his way to the door, so that their faces were mere inches apart. “You shouldn’t be here, my lady,” he said under his breath.
“Whyever not?” Siena asked. She was two-and-twenty years of age now and more than old enough to make her own decisions.
He counted off one with his index finger. “For one, you are not part of this performing company.”
“And?”
“And, two. You are very obviously a lady or some such. Would not your father or your brothers be concerned about your whereabouts?”
“You are correct on all counts.”
The man sighed and ran a hand across the back of his own neck. “Then it is in both our interests for you to leave.”
Siena laughed. “I think not, sir!”
“Well, it is in the interests of propriety that you leave,” the man said.
“That may be so. But I have never paid the interests of propriety much attention.”
“My lady!” the man exclaimed with a mix of intrigue and outrage.
“Besides,” she added, “My maid is next to me, so I am not without a chaperone.”
The man opened the door wider and peeped his head round Siena. He could see her maid standing in the corridor, hands clasped and with a sour expression on her face.
A glimmer appeared in his eyes. “That is a relief, my lady. Pray tell, what is your name?”
“Donna Siena Rosso. And you, sir?”
“Anthony Bridgerton.”
“Well, it is a pleasure to meet you, Mr Bridgerton.”
“I do believe the pleasure is all mine, my lady.” Anthony took Siena’s hand between his own, brought it to his lips and placed a kiss atop it.
Siena felt all aflutter. So many gentlemen of the ton had kissed her hand before, but none had made her feel like this.
She regarded the man before her closely. He was so unlike the gentlemen of the ton whom she had met on the marriage mart. She wanted to know everything about him. “Sir, is Anthony Bridgerton your real name or is it a stage name?”
“It’s real. I’m named after my grandfather, the Reverend Anthony Bridgerton.”
Her eyebrows raised. “The reverend? How does the grandson of a reverend end up on the stage?"
“My whole family are musical. My father is in the church and there was talk of me joining too. But I’m passionate about performing. And besides, I can make more money on the stage in London than I ever could ecclesiastically. Father wouldn’t have it at first, but I won him around in the end."
“It is most fortunate, sir, that you have excellent powers of persuasion then. Or else we would all have been deprived of your most exemplary talents,” Siena said.
“Thank you, my lady.” He placed another kiss atop her hand. “And how does a donna find herself in London tonight?”
“I’ve been here most of my life. My family came over from Naples when I was a child.”
“To get away from Boney?”
“Yes,” she nodded.
“Well, I am sorry for your family’s troubles. But I must say, I am very glad to see you here tonight, my lady.” His voice was as smooth as silk.
“Thank you,” she laughed.
Somewhere behind Siena, there was a loud cough followed by the familiar tones of her maid. “My lady, it is getting rather late. Shan’t your parents be worried?”
Siena gave an internal huff of annoyance. If only she were a man. She could cavort with however many opera singers she wanted, at any time of the day or night. But because she was a daughter of the ton, she had to consider her reputation. And, for all her bravado earlier tonight, she couldn’t risk it.
Anthony looked at her with a glimmer of promise in his eyes. “Your maid is correct, my lady. It is getting late. Pray, where should I go to find you again?”
“Rudminster House on Berkeley Square.”
“Then I very much look forward to seeing you again, Donna Rosso.” He placed a parting kiss on her hand and then bowed.
“You too, Mr Bridgerton.”
Siena turned away and walked down the corridor, her maid following closely on her heels. Although tonight had not ended exactly the way Siena had fantasised, it still held the promise of being the beginning of even more.
And that’s a wrap on Siena Week!
Thank you to everyone who participated. I hope y’all had fun ❤️
You can find all the posts under the tag #sienarossoweek26
If you’re looking for a specific prompt, you can also search by day: Day 1 | Day 2 | Day 3 | Day 4 | Day 5 | Day 6 | Day 7
And don’t forget to check out the AO3 collection as well!
And if you couldn’t make it in time for the event, but would still like to share something, don’t worry: I will continue to check the tag for one more week and the AO3 collection will remain open until June 30th.
If you got any feedback for the event – positive or negative – please let me know 😊
Maybe I’ll see you again next year! 😉
The Aftermath
For the Siena Rosso Appreciation Week, Day Four Prompt: Clandestine Meetings
This one is a real tearjerker. I have a few more stories to post over the coming days for the Siena Rosso Appreciation Week which are happier/more light-hearted, however.
Content Warning: An AU where Anthony does not survive the duel with Simon
****
When I was writing this, I kept thinking of Shake It Off by Florence and the Machine. So that can be the unofficial soundtrack if you like.
****
Siena had been waiting in the house for several anxious hours. Awaiting news, any news at all, of Anthony.
SIENA ROSSO APPRECIATION WEEK: WINNER OF THE COSTUME ELIMINATION GAME
-> the red/blue gown at the concert in 1.07
And we have a winner!
The red/blue gown Siena wore during the concert in episode 7 won the Costume Elimination Game!
What does the winner get? Glory, most of all. But maybe also a gifset later :D
Hope y'all had fun with this little game! <3
It’s the last day of Siena Week!
There are no prompts today, so feel free to share whatever you want ❤️
If you want to participate, please tag #sienarossoweek26 or mention this blog, so I can reblog your posts! You can find more infos about the event here!
And don't forget to vote in the Costume Elimination Game! There’s only 2 hours left!
Viscountess in Berlin
For the Siena Rosso Appreciation Week 2026, Day Six Prompt: "What if...?"
Modern AU. What if Siena Rosso and Anthony Bridgerton met in the 2010s rather than the 1810s.
****
"And that's a wrap on The Sounds of Autumn!" the producer Markus said.
"Congratulations, Siena!" Roberta, another member of the production team, exclaimed.
Behind the pair, a small crowd of onlookers whooped and applauded.
Siena removed the headphones and gave a smile and a wave of acknowledgement. After so many months of work in London followed by final recording sessions here in Berlin, her latest album was ready for release.
"Thank you, everyone," she said in her soft Glaswegian accent.
The studio door opened and in streamed her producers, collaborators and supporters.
Roberta carried two bottles of champagne, one in each hand. "Siena, darling, you were as fabulous as ever!"
The party got underway and Siena let herself get swept up in the revelry. Ever since she was a young girl, she had dreamed of being a celebrated opera singer and she had most certainly achieved that goal. This was her fifth studio album and she'd performed at almost every major opera house in Europe at one point or other. When she had moved down to London as a young woman after graduating from the Royal Conservatoire of Scotland, she had been filled with ambition and desire to succeed. In the almost twenty intervening years, her career had grown from strength to strength and she was one of the most respected classical music names of her generation.
After about half an hour, there was a rapping at the door.
Siena quirked an eyebrow. She had thought they had the place to themselves today.
But no one else seemed surprised.
One of the production staff went to the door and swung it open to reveal three of Siena’s favourite people in the whole world.
“Surprise!” Luca and Isabella yelled. They walked into the room, their father close behind them.
Siena took a few steps towards the trio. “I didn’t realise you were coming today. I thought your flight wasn’t until tomorrow?”
“I couldn’t wait to see you,” Anthony said. He closed the gap between himself and Siena and wrapped her in his arms.
She kissed him. Then, she whispered in his ear. “Well, I am very glad you’re here.”
The couple broke apart. There would be more time for their own reunion later. For now, it was a chance to celebrate with everyone.
Siena and Anthony stood and watched with pride as their children made their way around the room, talking with the production staff and asking intelligent questions.
Luca was ten and the heir to the Bridgerton viscountacy. He looked so like Siena’s father it was uncanny. He was going to be the first Bridgerton heir in two hundred and fifty years not to attend Eton. In six months, he’d be starting year seven at a co-ed day school near the family’s Kensington home. Siena wanted something different for her children, she hadn’t been born with the silver spoon in her mouth, and Anthony had agreed. Once he’d given the matter his characteristic careful consideration, of course.
Isabella, for her part, took after Anthony in almost every way. She was so like him physically and she had the same serious bent. She had just turned eight and Siena predicted she would one day go into business or the law.
The school half term had just begun and the family were going to have four days in Berlin together before heading back to London.
Siena liked to be in London most of the time, to be with her family and also to continue her career. But taking advantage of opportunities like recording and performing overseas was important in the opera world. Besides, a few trips a year overseas was good for the children. Back in October, they had visited her for part of her two week stint performing in Rome. And over the summer holidays, she had a short engagement in New York where they would all join her.
Anthony rubbed the small of her back and placed a kiss on her cheek.
Yes, life was good.
Little check in before Siena Week ends 😊
I know there’s still 2 days left, but I hope everyone is having fun so far ❤️
It’s been a pretty stressful week for me – I’m honestly surprised how much stuff I managed to post nonetheless. However, I’m already behind with the gifsets, plus there’s tons of fanfics sitting in my drafts still. I probably won’t get to post everything, but I will definitely use Monday as a little catch-up day. Due to time zones, I won’t make a finishing post until Monday evening either way.
So this goes for everyone, of course: if there’s still something in your drafts you couldn’t finish in time or if there’s something you planned, but didn’t get around to yet, please feel free to see Monday as the final day. And you can obviously continue to share your works after the week is over too. I will keep checking the tag for about one week (plus I regularly check Siena’s character tag either way) and the AO3 collection will remain open until June 30th 😊
Siena Costume Elimination Game: Finale!
The last two remaining costumes are the black underwear from episode 8 and the red/blue dress from episode 7:
Which costume do you prefer?
Black underwear
Red/blue gown
Indecisive? Take a closer look at Outfit 1 and Outfit 2.