I was just about home free with the tasty wench the lads had brought on board for me from Kingston when the attack started. After some mouth play, she hadn't objected in the least when I'd unlaced her bodice and started giving her ripe melons the attention they deserved. We were entwined together in the window seat of my vessel's fantail, and, forward lass that she was, she had unbuttoned my codpiece herself, fished out my Johnny, and was making it thick and hard with her stroking hands. I bunched up her crinolines, was delighted to find she was wearing no undergarments, and dove to her luscious pink clit with my lips.
When she was wet and wild, I stood away from her and stripped off my breeches. I was now standing completely naked before her except for my black leather boots, and she was admiring my manhood. She entreated me to come into her quickly and deeply, and I was making my final approach when all hell broke loose on the deck above me. It was clear that we were being boarded in the night, and it seemed equally clear that my men were outnumbered.
I had no time to do more than grab up my short sword and turn to the door, when that same door burst open and Black Ned, my Nubian cook and valet, spun into the room. My slight but well-formed and flinty Nubian companion was being closely engaged in hand-to-hand sword combat by a swarthy pirate twice his size. Spinning in behind Black Ned's assailant was one for me too, a muscle-bound Scandinavian giant twice the size of Black Ned's opponent, stripped to the waist and covered in tattoos. A black giant of a man tried to swarm in behind him but was stopped in the doorway because the cabin was hardly big enough to hold the combatants and petrified lady already in attendance.
Black Ned ran his opponent through the gut with his sword, leaving no doubt that the man had been dispatched. At the same time, my sword tip found a soft spot near the abdomen of the Scandinavian. As both men fell, the black giant found room to enter and pierced Black Ned's side with his sword. I pulled my own sword out of the Scandinavian and sliced at the black giant's sword arm just as he was preparing to finish Black Ned. This assailant turned to me with a look of surprise and malevolence in his eyes, and I was about to run him through when the doorway was filled with yet another figure.
We now were joined in company by the apparent pirate band leader, a magnificent figure of a man, dressed fancier and more ruffled than his compatriots and honored with the benefit of two flintlock pistols rather than cutlery. I heard a loud noise and saw a puff of smoke enveloping the visage of this late-arriving figure, and all went black.
When I became half conscious again, my first sensation was of a burning sensation in my scalp above my ear, where the ball had grazed my head and laid me out cold. My next memory was of the screaming from the adjacent cabin of the wench I'd nearly won. Clearly someone else was reaping what I had carefully sown. My third memory was the most painful of all. My hands were tied off with rope above my head around a leg of my captain's desk in the center of the cabin, and I was stretched out on the desk, belly to wood. I felt an excruciating pain in my intestines and soon became aware that the fancy pirate chief had his cock up my ass and was churning away inside me.
He and his men had caught me in a distinct disadvantage of total nakedness other than my leather boots when they had penetrated my cabin, and the pirate chief must have taken a instant liking to what he saw, obviously preferring me to the woman other members of his crew were playing with in the adjacent cabin. Now he was penetrating me deeply, and I was not at all accustomed to being used in this way. He pulled my head back toward him with a grip on the hair I had tied off in a tail, arching my back. With his other hand, he brutally turned my head to him and possessed my mouth with his churning and searching tongue until I was near unto gagging. He continued to pump away madly at my ass. At length, he let loose of my head and moved his hands down to my pecs on either side, and dug long fingernails into the aureoles surrounding my nipples.
To try to block out the pain from my brutal taking, I looked into the corner of the cabin, where the black giant, a rough bandage around his sliced arm the only clothes he now was wearing, was force-feeding a long and hard, but not terribly thick cock into Black Ned's mouth. Black Ned was on his knees, his chest was covered in blood from his own wound, and the black giant was holding a knife under his chin to encourage Black Ned to give him good suck.
I screamed and writhed back and forth, successfully causing the pirate chief's long and thick cock to dislodge from my ass, but the struggling served me not. The pirate chief turned me onto my back on the table and rendered me unconscious again with two heavy fist blows to the face. When I regained consciousness, he was fucking me in the ass again, but this time I was below him on my back and he was wish-boning my legs out and up from my body. When he saw that I was conscious, he pushed my legs down along my body, my toes point toward my head, and brought his own torso down on top of mine and attacked my nipples and my mouth with his teeth. He was looking into my eyes and grinning a silly grin and clearly enjoying the yelp I gave with every deep thrust he made with his cock.
All I could hear from the other cabin was weak sobbing and boisterous laughter from more than one male voice. But then I heard a piercing scream cut off at its apex, and I started to struggle once more to get out of the clutches of the pirate chief and to do whatever I could, albeit belatedly, to right this wrong being done to the woman I'd been dallying with.
The pirate chief's fist went to the wound in my head and I saw fireworks, felt maddening pain, and fainted once more.
This time when I awoke, I was out on the open deck, strung up with rope around both wrists, which were tied off on the rigging of a mast overhead. Black Ned was similarly tied off, facing me, not more than twenty feet away. The pirate chief stood between us, at a right angle to us, his legs splayed out a wide stance, a satisfied smirk on his face, and his arms crossed on his chest, a flintlock in each hand. He was stripped to the waist, showing a magnificent barrel chest, and his horse-hung cock still dangled from his open codpiece. I wondered that all of that had been stuffed up me, but the searing pain in my ass canal left me little doubt that it had been.
I watched in horror and fascination as the black giant fucked the slight Nubian, Black Ned, from behind with his long, long cock. With their disparity of size, I thought that surely the cock was making its way into Ned's stomach. The black giant was bent at the knees and was swinging Black Ned's butt back onto his battering ram of a cock with beefy hands lodged unto the smaller man's thighs. Black Ned obviously wasn't enjoying this treatment nearly as much as the black giant was.
Seeing that I was awake again, the pirate chief came around behind me and entered me again with his cock, sliding in to the hilt and sending ripples of pain - and, yes, of pleasure too - around my ass walls. Two of his men held my legs out while the pirate chief plowed me yet again. The pirate chief wrapped his arms around me, buried his lips and teeth into the side of my neck, and his hands, now bereft of his flintlocks, locked onto my manhood. I was greatly embarrassed that my cock hardened up for him and that I spilt my seed on the rough planks of the vessel's deck.