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He squatted behind me, grabbed my balls, and squeezed till I very nearly puked, but he stopped just in time so I didn’t.

“Want to try that again, lad?”

“Please don’t, Sire! I have a girlfriend and we’re to be married! I’m certain my father will pay a hefty sum to get me back, Sire!”

“It isn’t money I’m looking for, lad, but adventure. I might be convinced to drop you off on land close enough to home you can get back, when I’m finished with you, or I might make you a member of my crew, but until I tire of you? You’re mine, lad, me own personal sex slave, and I’m about to show you just how much of you I own.”

I don’t think it was actually butter, unless he’d softened it, because it smoothed right onto my ass and then inside. Seconds later, his finger was gone and his dick was at the entrance, andI blubbered and begged him not to while he got set to push, and then screamed and carried on like I was dying once his dick was inside, pushing farther and farther in without slowing to let me get used to it.

He really did go fast enough it was a bit much right off the bat, but with my arms up high behind me and my ankles so close together while he held my hips in place, all I could do was play the part of the virgin boy and scream and begSireto stop.

But Master was into it, and he shoved in fast and harsh, pulled nearly all the way out and jammed himself in again. “Who owns you lad!?”

“Sire! I beg of you to please pull your member out of my arse! It hurts! It burns!”

“Answer the question, lad. Who owns you?”

“You do, Sire! Please stop this at once!”

But of course he didn’t, and I continued to carry one as much as I could while he plundered my ass, fucking me hard and fast until I needed to come so bad I’d have begged for relief if I wasn’t supposed to be hating this. Finally, Master went in and held, and I felt the unmistakable movement and heat that told me my Master had come inside me. He often comes right away during these kinds of scenes, and then again later, towards the end. Regular scenes are kind of the opposite, so he rarely comes until close to the end.

Ilovehaving Master inside me without a condom now that we’re all fluid-bonded.

“Now that’s a proper lad, strung up with his Sire’s jizz up his arse. I need to get us put out to sea, and then I’ll be back. Eventually, your holes will be available for my men to fuck, but not for a few days.” He pulled my arms up behind me enough to get them off the hook, released whatever connected them together, and he helped me stand. “Longer if you please me. Untie your ankles and take the rest of your clothes off. There’swater beside the bed, and a pot to piss in back there.” He motioned toward the jail cell, so I assumed he wanted me to use the toilet if I needed it.

He opened the door and then looked back at me. “Lads are naked in this room. You’ll need clothes so you don’t burn abovedeck, but not down here. When’s the last you ate, lad?”

“Just before you nabbed me, Sire.”

“If ye feel sick, puke in the piss pot. I’ll take it out of yer hide if you puke anywhere else.”

I undressed, folded the shirt, shorts, and vest, and put everything in a neat little stack on the end of the bondage table, since he hadn’t told me what to do with them.

I tried to pee, since he’d told me to go, and a little came out. I’d given myself a Fleet before I left work to make sure I was cleaned out when I arrived home. Usually, Master plugs me after he comes inside me, but maybe they didn’t have butt plugs back then?

Or, more likely, he didn’t have a wooden plug and he wanted to keep it as close to the period as he could. But then I thought I remembered something about plugs made out of some kind of gemstone. Not like a diamond or ruby, one of the less valuable gemstones. You could probably make them from soapstone or granite, too, and not necessarily a gemstone. Be easier to clean than wood.

I was contemplating how I should wait for him when the door opened and he came back inside. It hadn’t been even close to a half hour, but I guess we were pretending it had because he said, “How’re ye feeling, lad?”

“My arse hurts something fierce, Sir.”

“Not sick to your stomach?”

Ah, he was asking if I was seasick? How did I want to answer? “Maybe a little queasy, Sire, but not enough to be sick.”

He motioned towards my dick. “Let’s see what we’re working with. Get busy and get it hard, lad.”

I grabbed my dick and started rubbing while I watched Master take off the hat and then untie the shorts and take them off. He was commando underneath, and he’d worn underwear before, but it made sense — he’d gone to shower and wash his cock because my next lesson was probably going to be his dick in my mouth, so the underwear went into a laundry bin.

The idea of having to gag on his cock like a newbie was all it took to make my dick granite hard, and Master motioned me to one of the mats. “On your knees, lad. Time for your next lesson in what it means to be owned by a pirate ship’s captain.”

He put his hands on his hips and looked at my dick a few seconds while I rubbed at it since he hadn’t told me I could stop.

“Eventually, ye’ll be expected to keep your dick hard without touching it, but for now, you can jack yourself all ye want while I plunder yere mouth. Open up, Lad.”

His dick was still mostly soft when he put it in my mouth, but it quickly grew. Before long it was heading down my esophagus, so I tensed my throat, which was all it took to make my gag reflex kick in, and he chuckled. “That’s it, choke on your Sire’s cock like a good lad.”

I didn’t need to jack myself to stay hard, and I had to stop doing so a few times because I got way too close to losing control and coming, but then it occurred to me that my Sire hadn’t told me I couldn’t come, so I jacked myself faster while Sire fucked my face hard and fast, down in my throat so much I had to time it just right to breathe, and then I squealed a little despite his cock down my throat when my balls let loose, and I came all over the mat behind Master, and between his feet a little.