The Blac Flag

Written by Harbinger96

Disclaimer: This story is 100% fantasy and for entertainment purposes only.

---

As Hailee and Mr. Luscious made their way through Nassau, they had no idea just what sexual hell had befallen Captain Black.

Hailee was terrified of half of the people she came across on the island, but the stone cold face of her protector made her feel a lot safer. As long as she had the massive bruiser with her, and as long as he followed orders, she felt perfectly safe.

After a long, eye opening walk, the mismatched pair came upon the doors of the White Hall Tavern that Captain Black implored them to go to.

"Are you ready, Ms. Hart?" Mr. Luscious asked, his massive Black hand still resting on the door.

"Please stay close to me?" she asked, looking up to his face. She didn't know what kind of a man he was, but he was the closest thing to a friend she currently had in this place.

"I'm right beside you, Miss," he confirmed as he pushed open the doors.

As Hailee stepped in, she was immediately greeted by the smell of warm food, ale, and body odor.

"Oh heavens," she grumbled as she stepped into the establishment. "I have never been in a place so... well, such a place," the young lady commented with a laugh.

"I assure you Miss, this is one of the finer establishments on the island," Mr. Luscious said, a hand on Hailee's middle back as she walked through the place to let people know she was not alone, and in fact on Captain Black's business.

As Hailee's eyes swept over men and women drinking, playing games, and whores trying to sell themselves, her eyes fell upon a dark haired, tan skinned angel sitting on the bar playing a small fiddle, her piercing eyes looking straight through the sawdust covered hardwood floor.

"That lady there, on the bar, that be Miss Daphne," Mr. Luscious informed Hailee with a nod of his head.

The two continued their slow March through the inn until they were at the bar next to the Captain's friends.

"You're new here," the minstrel said, never stopping her song. "Mr. Luscious, however, is a preferred customer."

"Good afternoon, Miss Daphne," Mr. Luscious greeted the lady of the inn. "I would like you to meet Ms. Hailee Hart, a... friend of the Captain.

"Ah," Daphne said, tilting her head back and exposing her long, slender neck, a twinkle in her eye as she looked over Hailee, who couldn't help but to blush.

"Ms. Becksworth," Hailee greeted with a smile and a low curtsie. "A pleasure to meet you."

Daphne smiled and let out a little giggle as she put her fiddle down and gently eased herself from the bar. "The pleasure is mine, Ms. Hart," she said as she took Hailee's hand and pressed a gentle kiss to her knuckles. "What brings a proper lady to the White Hall?" Though Daphne wasn't singing, her voice was calm and smooth like whiskey, and almost sounded like music.

"Captain Black has docked in Nassau," Mr. Luscious answered. "She requested that we come here while she finishes up some business with Katie McGrath."

Daphne sighed and let her chin rest on her chest. "You may be waiting for a while. Come with me, we'll have tea and a bite, like proper ladies," Daphne said with a smile to Hailee, taking both her hands.

"What of Mr. Luscious?" Hailee asked, afraid to lose her intimidating companion.

"Though he is not a lady, I always have room for his considerable size," she giggled, the sound coming out like a fairy tinkling bell, putting Hailee's stomach at ease in this place.

Daphne kept Hailee's hand and led her through the tavern floor.

Hailee took a moment to take in her host, the tall, ethereal girl with dark brunette hair in a loose ponytail, a charcoal Grey dress draped over her lithe, athletic body but baring her surprisingly sculpted shoulders. She looked completely out of place here, but everyone watched her respectfully.

Hailee hoped to make a genuine friend out f this Ms. Daphne, at least after Captain Black used her to pay whatever the debt was.

---

Across Nassau, Victoria had just woken up after getting her insides rearranged by a horny slave at the order of Katie McGrath, her former mistress.

Still naked, still a little sweaty, and with a stranger's cum inside her, Victoria slowly got up and looked around to make sure she was alone. She wasn't, however, as she was greeted by the voice of an old friend.

"Poor Captain, so far you've come but how easily reminded you are of where you've been," the soft voice said, dripping with sympathy.

"How long have you been there, Selena?" Victoria asked, slowly running a hand down her tear-stained face.

"I came to check on you after I saw McGrath and her thugs leave," the dark skinned beauty said, squatting next to the fallen Captain with a bucket of warm water and a clothe. "I thought you may want this," she said soothingly, dampening the cloth and running it over Victoria's shoulders.

Victoria sighed and leaned her naked body into her friend who had seen her in similar states numerous times. "What are you doing here? How did you know I was in Nassau?"

"Ms. Daphne was well aware you were coming before you arrived, my little swallow."

"You work for Daphne?" Victoria asked, letting the woman next to her gently, almost reverently, wash her used body.

"Yes. Daphne owns the White Hall now, and has made me head mistress of the girls," Selena explained in her sweet Spanish accent. "She sees everything but gets involved in nothing."

"Smart girl," Victoria laughed quietly. "Thank you, Jess. It's good to see you again, though I wish it were under better terms."

Selena smiled at the tired Captain before asking, "You have the daughter of a mayor, little swallow, why not give her to Katie and save yourself from more of what you just endured?"

Victoria sighed and held Selena's warming, healing gaze. "Because Hailee is different. I've promised myself to protect her, and I'm not sure I can give her over; to Katie or back to her father."

Selena cupped Victoria's chin in her smooth hand and smiled warmly at her. "Sweet Swallow; so much you have changed, so different you are perceived, but still how much I love your heart." Selena released Victoria's chin before gracing her with a soft, tender kiss.

"By any chance, did you manage anything for me to wear? The brutes tore my favorite shirt," Victoria lamented.

"Unfortunately I was only able to bring one of the girl's dresses, but it should fit you quite well."

---

Back at the White Hall Inn, Ms. Daphne, Mr. Luscious, and Hailee were just settling down to a plate of warm bread, fruit, and their tea.

"So tell me, Pretty, how did you come to be on the Gambit?" Daphne asked, taking a sip from her small cup.

"It's not a long story, really," Hailee said, hoping she could leave out the part of her seduction.

"Well pray tell," Daphne gently urged.

"It's a story best told from two points, Ms. Daphne," Mr. Luscious said. "The captain was looking for an easy prize to bring back to Ms. Katie to pay off part of the debt for the Gambit, when we fell upon Ms. Hart's town.

"We thought we could sack the town for riches, but once a forward vanguard got to the mayor's estate and found Ms. Hart, we thought her to be the best prize."

Hailee jumped in. "The estate guards, who Captain Black still holds prisoner, thought it best to send me through the tunnels into the fort, but the pir... the men, were more organized than we anticipated.

"There was a brief standoff, but the sergeant at arms thought it best for everyone that we surrender and nobody needed to die."

"What of your treatment aboard the Gambit, Ms. Hart?" Daphne asked knowingly. Hailee blushed in response and became very fascinated with her tea. "Ah," Daphne said with a smirk.

"She's been in the captain's quarters the journey so far, Ms. Daphne. She and her guard have behaved well and been treated well for their behavior, as is right," Mr. Luscious said.

Hailee had not known the condition her failed protectors were in, but she was pleased to hear they were still treated as well, if not better, than could be expected.

Daphne settled in her chair and took a long look at Hailee, which kept the red tinge as before to her cheeks. "If you don't mind my saying so, Ms. Hart, you are a stunning creature."

"Thank you, Ms. Daphne," Hailee said, unable to help the smile that took over her features. "You're very sweet."

"Mr. Luscious, take as any snack as you please, but might you leave us the room? Ms. Hart looks tired. She could probably use a nice and proper bed that doesn't roll with the waves after all she's been through."

"Aye ma'am, I'll be just out side."

"Thank you, Mr. Luscious," Daphne said with a sweet smile as he filled his massive hand with apple slices and left, taking his tea with him, which went a far way to endear him to Hailee.

"That man is the last person you want to see boarding your ship, but he is endlessly kind when it won't harm him," Daphne said.

"I am rather tired, Ms. Becksworth. But I must tell you... Captain Black in part sent me here to, well, settle her debt... to you."

Daphne giggled and slowly shook her head back and forth. "That girl," she said fondly. "I am a lady, Ms. Hart. I will not make you do something you do not wish to do, especially for someone else's debt."

Hailee let out a breath she didn't know she was holding.

"If I sleep with you, Hailee, which I would like to, it would solely be because you wished to as well."

"That is a relief to hear, Ms. Daphne. I find you immensely pleasant, and an absolute beauty to my eyes, but I prefer not to be a whore more than I have to be."

"And you have had to be so far?" Daphne asked, lightly stroking Hailee's hand on top of the table.

"Only to Victoria so far. And I will say that she did not hurt me. It was very... enjoyable," Hailee found herself admitting as Daphne stroked further and further up her arm. "It was even intoxicating. She plays power games, but I would find myself willing to be had by her again, given it be only the two of us."

Daphne smiled. "Was Victoria your first lady-lover?"

Hailee nodded. "My first lover. Full stop. I am unsure whether to call her a friend, or my Captain, or captor."

"What would you call me?" Daphne whispered, leaning dangerously close.

Hailee felt herself being pulled in to Daphne by her eyes, her scent, her aura that just excreted gentle, feminine sex. "A friend, certainly," Hailee trembled. "Perhaps... a lover and a friend?"

And just like that, Daphne closed the last millimeters of distance between them and claimed Hailee's supple lips with a relaxed kiss, allowing the inexperienced girl to pull away if she wanted to.

But Hailee didn't want to. Hailee chose to fall into the kiss, to melt against Daphne's lips and just sigh in warm, safe contentment with what was Daphne Becksworth 's confident but gentle and welcoming sexuality.

---

With occasional help from Selena, Victoria was able to limp her way to the White Hall Inn, where she assumed she'd be expected.

Selena left Victoria at the stairs long enough to grab a bottle and return, allowing the innards-beaten Captain to put her weight on her to climb the stairs.

At the top, Mr. Luscious's eyes widened, seeing Victoria who looked like she just lost a fight.

"Captain, are you okay?"

"She just needs to rest," Selena answered for her.

"Where is Ms. Becksworth?" Victoria asked, her throat raspy and sore.

"Inside with Ms. Hart," Mr. Luscious said. "Ms. Becksworth suggested Ms. Hart needed a nap."

Victoria laughed to herself and Selena rolled her eyes.

The pair brushed hands as they opened a door, and their dark eyes met for a brief moment before Daphne clearing her voice brought them back.

"Are you alright, Captain?" Hailee asked, seeing the shape of her captor turned lover.

"Yes. Just a little beat up. Things didn't go according to plan with Katie," Victoria half explained.

"What happened?" Daphne asked. Flitting to her feet like the elegant songbird she was.

"I didn't have her money, so as part of my payment... she had two servants use me."

"Oh my God," Hailee said, her hand covering her mouth.

"Was Moreau one of them?" Daphne asked.

"Yeah, why?" Victoria asked.

"You survived the second biggest cock in Nassau," Selena said.

"Who is the first?" Luscious asked, eyebrows raised.

"You are," Selena said, looking him dead in the eyes. "Why do you think the girls don't approach you anymore?"

"It's why tying girls to the ship wheel and having you fuck them is such a punishment; it's humiliating, and you can split a girl like firewood if you're not intentionally gentle," Victoria said as Selena laid her in bed. "Are we interrupting anything?" Victoria asked.

"No," Daphne answered. "While we're here, though, we should do some problem solving. Katie really wants her money, and Hailee is a big prize. If Katie figures out Hailee is here, and is yours, Katie will try to take her as payment, and may give her to her crew to send a message."

"Victoria, please!" Hailee was already begging. She had never been taken by a cock, and feared what it would be like if it was someone like this Moreau, if many of them, were her first experience.

"We'll figure something out, Princess. But for right now, tonight, stay with Ms. Daphne. I'll stay with Selena while I recover, and we'll figure it out tomorrow. We'll keep you safe."

"Princess," Daphne repeated with a soft smile. "Hailee has already gotten to you, and I like seeing it. She is special, Captain. I'll help you keep her safe. Now, to bed, all of us," Daphne said.

"Come with me, Captain, I will draw you a bath and relax your sore muscles. As much as it hurt, Moreau is an infertile, so you don't have to worry about being with child."

"Oh lord," Hailee said, palling in color.

"It's okay, Princess. I'm not going anywhere, and I won't let them hurt you, or make you carry child. However, you should thank Ms. Becksworth for her hospitality and protection," Victoria said with a wink and a smile as Selena helped her take her exit.

Hailee turned to Daphne with a shy smile. "You have been incredibly nice, but I was abducted with no money...."

Daphne smiled but shook her head nonetheless. "Don't listen to Victoria, Hailee. It's okay. You owe me nothing. Like I said, I wish to sleep with you, but only at your own wishes."

"The thing is... I think I wish to."

"How come?" Daphne asked, making sure Hailee was sincere.

"Because when Victoria's mouth was on me, it made me feel so good. And when we kissed, it made me feel warm and light headed, and I felt respected and safe with you," Hailee gushed, now holding the innkeeper and spymaster's hands.

"I appreciate your openness," Daphne whispered as their faces drifted closer together again, their lips meeting, but more heated this time.

Daphne's tongue experimentally probed out, and Hailee opened her mouth to let Daphne in with a little whimper.

Hailee's heart fluttered in her chest as her tongue was massaged and played with by Daphne's far more experienced pink muscle.

They finally pulled away, a small string of spit still attaching their lips. "You're not a bad kisser," Daphne commented.

"You're wonderful, though," Hailee said, catching her breath. "You really know how to use your tongue."

"You have no idea, Hailee. I'd love to show you more," Daphne offered. "Would you like that?"

"I really would," Hailee gulped. She watched Daphne's slender fingers expertly undo the ties at the front of her dress, but stopped and let Hailee make the next move, which was untying Daphne's bodice.

"You're so pretty," Hailee said as she turned around so Daphne could undo the back of Hailee's dress, Daphne butterfly kissing her lighter tanned skin as she worked.

Hailee closed her eyes as she felt the last tie come undone. She felt Daphne's hands slowly guide the dress from her shoulders, down her arms and then to the floor, leaving her in a silky white slip.

"Do you want me to see all of you, Hailee? Would you like to see all of me?" Daphne breathed into her ear.

"Yes to both," Hailee nodded, trying not to seem too eager. Hailee took her time about it, but pulled the slip over her head and dropped it at her feet, leaving her completely naked.

"I certainly see why Victoria took such a liking to you," Daphne said, lightly dragging her nails up over Hailee's round ass to the small of her back.

When Daphne made her way to face Hailee, her dress was already halfway off, but made a show of looking at the floor as she let it fall from her tight body to fall on the floor with Hailee's, both girls now completely nude in front of the other.

"God, you're gorgeous," Hailee whispered, letting her fingers wander out to brush the underside of Daphne's smaller breasts capped with thick dark nipples.

"Yeah, so are you," Daphne responded, shamelessly giving into her lust for the woman in front of her, leaning forward and sucking Hailee's bottom lip into her mouth.

Hailee melted into Daphne, pressing her body into hers and wrapping her arms around the fiddle player's neck.

Daphne slowly walked them backwards until Hailee's knees hit the bed. With a gentle press on Hailee's chest and a supportive arm on her back, Daphne lowered the lost girl down onto the sheets.

"There. Does it feel good to be on a nice, stationary bed again?" Daphne asked, her long dark hair splayed out around Hailee's head, whose own hair looked wonderful against the wine red sheets.

"Mhmm," Hailee confirmed, dragging a thumb over Daphne's swollen pink lips.

Daphne opened her mouth and sucked on Hailee's thumb, making the girl below her squirm. "I'm going to treat you the way a proper lady should be treated, and not like these pirates treat a common whore."

"I'd like that," Hailee sighed in contentment as she tucked her hands behind her head.

"I'm glad, because it would be hard for me to stop now," Daphne said, kissing Hailee's lips, then her neck, and then the juncture between her neck and shoulder. "I would if you asked me to, but I really want to make you feel good. This is the only place in Nassau where you will get pampered like this."

"I believe it," Hailee sighed as Daphne kissed the top of her breasts, her dainty fingers starting the path her lips would soon follow, including the tantalizing circles around Hailee's hard dusky brown nipples. "Your gentle touch... feels so good," Hailee said as she tried to remember to breathe.

Daphne looked up Hailee's body at her with those sharp, stunning brown eyes and smiled without ever removing her lips from between Hailee's heaving breasts.

"It's actually my pleasure to pleasure you, Hailee. It's so rare a lady like you walks into my tavern with a body like yours. I will enjoy what I'm about to do to you as much as you will," Daphne said, her warm breath playing on Hailee's nipple right before her lips could descend upon it.

"Oh!" Hailee gasped and arched her back as her nipple felt Daphne's lips wrap around it, then expanded to encase more of the supple breast flesh.

Daphne moaned as she slowly dragged her tongue around and then over Hailee's nipple, making the girl arc her back and place her hands in her long hair, but didn't pull.

Daphne spent what felt like a heavenly eternity on Hailee's chest before finally moving lower, kissing along her ribs, to her soft belly, and sinking her tongue into Hailee's belly button just to hear her laugh.

But it was when Daphne's head was right between Hailee's thighs that Hailee really sucked in an anticipatory gasp.

"Victoria is unmatched when it comes to bringing out violent, toe curling orgasms. I, however, take my pleasure in foreplay and long, drawn out orgasms that gently wash over you and ease your mind, like proper meditation," Daphne explained in a hushed tone as she kissed both of Hailee's drawn up knees.