Pirates 5

The HMS Repulse loomed over the longboat and it only grew larger as the boat got nearer.

Having lived at sea for as long as she had, Wilma could have easily scrambled up a rope had one been tossed down to her but instead out of courtesy for Lady Josephine, she waited for the crew of the Repulse to pull them on board and Wilma couldn’t help but admire their efficiency.

Wilma couldn’t help but notice the deference that the crew members showed to Josephine. Perhaps they weren’t as superstitious as her own crew but somehow, Wilma didn’t think that was it. There was something else going on here, something else that she didn’t yet understand.

“Take her clothes off,” Lady Josephine instructed, “and toss them overboard . She won’t be needing them anymore, and when you’ve done that, bring her to my cabin.”

Josephine turned and walked away even as the crew hurried to obey her commands. Wilma was soon stripped naked and the last she saw of her clothes were as they flew out over the deck rail.

In the short amount of time that it had taken Wilma to be disrobed and escorted below, Josephine had changed, too. When Wilma got there, the other woman was dressed all in black leather and was holding a riding crop.

“Bind her,” ordered Lady Josephine.

Wilma’s wrists were quickly bound to a chain that hung from the ceiling in the middle of the small cabin and then then chain was pulled tight.

“Now leave,” was the next order, and the men quickly scurried from the room.

“Who are you?”

“Very good. I always knew you were a smart girl. You figured it out haven’t you? You figured out that I’m not really what I seem.”

“So who are you?”

The riding crop came down hard on Wilma’s ass. “I said you were smart but I didn’t say you could talk. First thing you got to learn is that I’m in charge here. You got that?”

Thwack. The riding crop came down again when Wilma didn’t answer right away. “You got that,” Josephine demanded again.

Still, Wilma didn’t say anything and again the riding crop came down. “You got that,” Josephine said again.

“I got it,” Wilma said through gritted teeth. “I got it.”

“That’s good,” Josephine told her, “but from now on, you call me Mistress. You got that?”

“Fuck you.”

“Look,” Josephine said, “we can do this one of two ways. We can do it easy or we can do it hard. How we do it is up to you?”

“Fuck you,” Wilma spat again.

“Fine. Have it your way.” The woman brought the riding crop down hard on Wilma’s bare, little ass.

Wilma yelled out in pain but other than that, she said nothing.

“What do you call me,” Josephine said.

“Ass hole,” Wilma said.

“Wrong answer,” Josephine said as the riding crop once again came down on Wilma’s ass.

Again and again, that riding crop whacked Wilma’s ass but Wilma would not relent. “Fuck you,” was all she would say.

“Do you know who I am,” Lady Josephine said as she once again whacked the young woman’s ass.

“Fuck you,” was all Wilma would say.

“I’m a special envoy of the king. That means I have carte blanche to do whatever I want. I could have you kiilled if I want, but I don’t want to do that. All I want is to hear you call me Mistress.”

“Fuck you,” Wilma spat.

Again, the riding crop hammered her ass, and then it hit her again. “I’m impressed,” Josephine said. “Most of the men on this ship, they’d have given in by now.”

Wilma didn’t say anything.

“Maybe we should try something different, huh? What do you say? Walter, get in here.”

The door to the cabin burst open and Admiral Horringher rushed into the room. “Yes, Mistress,” he said. “You called for me.”

“This bitch displeases me,” Josephine said. “I think we should teach her a lesson. What do you say?”

“By all means, Mistress. We should teach her a lesson.”

“Then why don’t you see what you can do to rape her into submission.”

“At once,” the admiral groveled. “It shall be done.”

Faster than Wilma might have thought possible, the admiral was stripping himself of his uniform. In no time at all, he was standing there naked with his clothes in a pile on the floor.

The man moved forward and at first, all he did was play with Wilma’s tits. This wasn’t so bad, Wilma thought. In fact, she kind of liked it. If this was the worst they could muster, then it wasn’t all that bad.

“Walter,” said the woman, “stop playing around and get on with it.”

“At once, Mistress,” the man replied and moments later, he was standing behind the desk in the room and he was sliding open one of its drawers and as Wilma watched, the man drew out the most enormous dildo that she had ever seen. “My mistress uses this on my ass,” the admiral announced almost proudly. “Now, I’m going to use it on yours.”

Wilma tried desperately to get away from the man but tied as she was, getting away really wasn’t an option. The man grabbed her around the waist and with his other hand, he slid that monster cocks between her cheeks.

He hadn’t entered yet, but Wilma knew he was close. “Don’t do it,” she pleaded. “Don’t do it.”

“Are you ready to tell me what you know,” Lady Josephine asked.

“Go fuck yourself.”

“Wrong answer,” and with that, Lady Josephine nodded to the admiral and in the next instant, he was shoving that cock inside Wilma’s ass.

Wilma couldn’t help but sob as the man shoved that cock in her ass. The man seemed to be taking an almost gleeful delight in seeing just how hard he could fuck her and that just made Wilma moan all over again. So big. It was just so big, so big, too big.

Wilma sobbed but she knew that wasn’t helping. There was something that might though and yet, Wilma was loathe to try it, and yet, she knew she had to do something, so with not a little trepidation, she tried to relax and she tried to accept it.

So big, she told herself. It was just so big, too big. This wasn’t working.

Accept it, she told herself. Let it happen. If this was going to happen, then accept it. Let it happen.

Mmm fuck. That thing was still big as all hell, but mm fuck, if she relaxed herself, if she let it happen, it almost felt good.

Wilma tried to relax even more. Yeah, that was it. Don’t fight it. Go with it.

Wilma let out a low moan. “Oh yeah,” she moaned, “that’s it. Fuck me. Fuck me. Fuck my ass with your big cock.”

That just eraged the admiral and he tried to fuck her even harder but now that Wilma knew what to do …

She relaxed herself even more. It still felt big as hell in her ass but she knew what she had to do. “Fuck me,” she moaned. “Fuck me. Do it. Fuck me. Fuck my ass Do it. Fuck me hard.”

That enraged the admiral even more but he could see he wasn’t going to win. Finally, he pulled the dildo out and he tossed it aside in disgust. “I know what I can give you,” he said malevolently.

He bent down and looped his arms up under the girl’s knees and already, he was pulling his arms up and with them, he was pulling Wilma’s feet up off the floor. Wilma’s hands pulled against her restraints and the ropes cut into her wrist. This was something she really didn’t like.

But it was only for a moment because in the next instant, he was hoisting her body up and then he was impaling her pussy on his cock.

Wilma moaned as she took that cock inside her but it wasn’t a moan of pain. It was a moan of pleasure and the moans just kept on coming. There was no denying it. She like the way that cock felt in her pussy.

Wilma just kept right on moaning as the man kept bouncing her on his cock. Her pussy was wet and waiting. Oh fuck, she thought, I’m going to cum. I’m going to cum.

Wilma moaned again and then she was cumming and even as she started
to cum, she could feel it happening. That cock was cumming, too, and shooting its load all over the insides of her pussy.

Lady Josephine clucked disapprovingly when she discovered what had happened. “I knew I shouldn’t have let a man do a
woman’s work. Me, I would have had you groveling at my feet by now.”

“Fuck you. I was stood up for you when they were going to throw you overboard.”

“Now, now, is that any way to be. But you raise an interesting point. I owe you something for what was done to me back on your ship. Walter?”

“Yes, Mistress.”

“Take this little harlot up on deck and tie her to the mast just like they did with me on her ship and let your pack of cum-hungry sailors have a go at her and don’t bring her back here until she’s so totally fucked out that she’s not able to walk.”

“What’s that for,” Wilma spat.

“Well, if you recall, that’s what happened on your ship the first day we met. I’m just returning the favor.”

“Bring ’em on,” said Wilma with a challenge. “I’d enjoy getting some real cock in me. God knows I’ve waited long enough.”

The admiral and a couple of his cronies dragged Wilma up on desk and they tied her to the mast just as Josephine had told them, too. “Men,” cried out the admiral, “the lady has decreed that this harlot’s body be made available to you for your amusement. Use her as you see fit. That is all.”

A cheer went up from the men on deck as the admiral stepped away from the impending carnage and then the men moved in on Wilma.

Her hands were lashed together and then they were tied to the mast. Wilma knew that she wasn’t going anywhere but the truth was she wouldn’t have left even if she could. Look at all these men, she thought, just for her. She couldn’t wait to get fucked over and over again.

At first, the men just seemed to want to turn her around so that she had her back to the mast and then they were pushing her down so that she was seated with her arms pulled up above her. An awkward position to say the least, but when Wilma found out what the men wanted, it was a position she was more than happy to accept.

First there was one cock and then another and then another, all of them offered up to her horny, little mouth. She was expected to suck them all and she did. Some of them came right away and some of them managed to refrain for at least a few minutes but all of them came on her face, on her tits, in her hair. Wilma didn’t care. She’d been away from cock for way too long. This was just her way of making up for lost time.

Wilma was well into her second round of cock sucking when someone suggested a change of plans. “We can’t let her suck us off all day,” the man announced, “because if we don’t, we won’t have anything left to stick in her pussy.”

That brought a rousing chorus of approval from the men.

The men hauled her roughly to her feet and they turned her around so that her ass was sticking out. Wilma felt so vulnerable perched like this and she liked it.

“Okay, boys,” let her have it.

There were old men and young boys and every range of man in between on the man-of-war and all of them, it seemed, wanted to have a go at Wilma’s pussy. Wilma didn’t care. Just so long as they had a cock that was long and hard, (and that wasn’t always the case,) that was good enough for her.

Some of the men weren’t all that careful which hole they stuck their dick in and that was just fine with Wilma, too. She didn’t care. Just so long as she got fucked. That was all that mattered to her.

The men soon discovered that with her hands tied where they were, Wilma could be fucked with her legs upright but with her upper body prone. Not that big of a woman to begin with, with her body bent over like that, it put her mouth in a perfect position to take their cocks, and once the men discovered this, they wasted little time availing themselves of that opportunity.

There seemed to be no rhyme or reason as to who got to use Wilma’s mouth. Sometimes, it was a guy waiting his turn to get inside her cunt. Other times, it was a man who’d just been there, his spent rod hanging somewhat limply as Wilma licked and sucked the combined juices off of it, and sometimes, it was a cock, fresh from her ass, which Wilma was expected to suck and which Wilma did without hesitation.

As good as she was, even Wilma had her limitations. Sure, her cock-starved pussy had been neglected for way too long but there was only one of her and there was a whole lot more of them, so when Wilma was finally brought back before Lady Josephine, she really wasn’t all that stable on her feet. Cum covered her body and oozed from every hole. “Now,” said Lady Josephine, “are you ready to talk.”

“I’m not telling you anything.”

Lady Josephine smiled. “Well, that’s just fine. In fact, Don’t you worry your pretty, little head over it. There will be plenty of time for you to come around to seeing things my way.”

“I will never give in to you,” Wilma said defiantly.

“Now, my dear, don’t be like that. I have some questions I want answered about the pirate community and I know that sooner or later, you’re going to help me.”

“Fuck you.”

“Now, now, now. That’s not very nice, but I’ll let you go for now. Just keep this in mind, pet, while you’re deciding how cooperative you want to be. It’s a very big ocean out there and it would be a shame if you fell overboard whether on accident … or by design. Just you think about that.”