Checkers

Checkers


“This is the greatest checker board I’ve ever seen!” Captain Jack Sparrow exclaimed when he’d sat at my bar late one evening.

“You like that huh? Would you like to play?” I asked mischievously.

“Aye indeed I would,” Jack said with an equally wicked grin.

Well I have some bottles upstairs so let's take it to my room," I said.

Jack grinned and helped me carry it to my room above the bar I owned.

“Name your poison,” I said when we were inside.

“Rum of course and you," he quipped.

I thought for a moment, “Well we both can’t have the same thing and they need to be different colors so I’d pick whiskey… depending on what rules we play by,” I said.

“What do you mean?” he asked.

“Well, if we play by the rules that say you have to drink the shot each time your man gets jumped then what you want to drink goes into your men…. If we play by the rules that say you drink from every man of mine you jump then I’ll fill my men with what you’d prefer to drink,” I told him.

“Oh, well then I’ll drink from the men you jump,” he said.

“You’re a glutton for punishment, but hey that’s not my problem,” I smiled and after retrieving the bottles from the shelf I poured the drinks. The checkerboard men were actually shot glasses. Half were round the other half square; I’d never actually played with them, they were more just for show, so Jack deciding he’d like to give it a go was no problem. I poured 12 shots of rum and 12 shots of whiskey. I then returned the bottles to the shelf then returned to sit on the opposite side of the low table we'd set the board down on. We sat on cushions on either side on the floor. Jack pulled off his leather boots and sat on the floor his back against the wall.

“Hope you’re not an angry drunk,” I teased.

“Nope… you?” he asked.

“No, so who goes first?” I asked.

“Ladies first,” he smiled dark brown eyes sparkled gleefully.

Thus the game began; it took several moves before we were actually close enough to jump one another.

Jack jumped one of my men first so I lifted the shot glass from the board and downed it quickly. But then I realized he had set himself up for me to jump not just one but two of his… which I did. Jack knocked back the two shots of rum. Throughout the whole game it seemed that for every man of mine he jumped I jumped two or more of his.

“I think… I think I’ve been tricked,” he said his voice slurring only faintly.

By the time I’d achieved getting my four kings I’d downed five shots of whiskey but poor Jack had downed eight shots of rum and was drunk as a skunk and horny as a rabbit. He crawled on his hands and knees around the table, “You win so you get the pppprrriizzzeee,” he said and kissed my ear.

“What’s the prize?” I giggled, I too was lightheaded.

“Well I figure since you’ve succeeded in getting me drunk as I, I am you’d take ad, ad, advantage of me,” he hiccupped, and then pressed his lips to mine.

“Looks like you’re the one trying to take advantage of me,” I giggled again.

He sat up really straight, “All right then I ain’t touching you again, go, go ahead,” he said grinning like the cat that just swallowed the canary.

I walked on my knees over to him, “Are you sure you’re up for this?” I teased.

He looked down at himself and I burst out laughing harder. “I think so,” he said.

With that I bowled him over onto his back and tore open his shirt, kissing him like my life depended on it. I moved down to his throat swirling my tongue around his delicious Adam’s apple then down his neck, where I took in the rich scent of sand and surf. “You’re so amazing,” I moaned in his ear. He roughly took my face in his hands and raised his head to kiss me hard and hungrily. I twisted my face free and went to work on kissing and licking his chest. As I began licking his nipples I ran my hand down his body and felt the huge erection he had... he let out a groan. I moved back up to his ear, “Do you want me to give you head?” I asked.

“Hmm, hmm,” he replied grinning.

“Tell me,” I whispered.

“Oh yea love, ravage this scoundrel pirate,” he moaned.

I reached down and ran my hand over his erection through his pants again, “How badly do you want me to give it to you?”

“Very,” he groaned and reached down to free his trapped member.

I straddled his legs after helping him remove his pants. We looked at each other a moment wickedly. I think we both were probably thinking the same thing, which one of us could torment the other one the most. I leaned over and began kissing his balls and stroking his cock with my hand. I stopped stroking him but continued to lick his balls when he began to moan. “I’m gonna come before you want me to if you keep that up,” he half laughed half moaned. I then took his cock in my mouth and sucked him slowly using my hand as an extension of my mouth. “That’s it… oh yeah… suck me harder,” he groaned. I did as he requested, I continued on gradually picking up the pace until he sat up wrapped his arms around me and pulled me off of him. Suddenly I found myself being kissed hard as he rolled us over, “My turn,” he growled and helped me out of my clothes. He roughly took one of my breasts in his mouth and I let out a small shriek then a moan as his tongue went to work on flicking against my nipple until it was taunt. I was so wet with desire I thought I could not wait to have him inside of me. Jack then took one of the still full shot glasses and poured a little of the rum onto my stomach then sucked it off so hard I was sure I would have a bruise. “Are you hot and wet?” he asked.

“Uh hmm,” I moaned not having a clue as to what he was about to do.

“Open your legs,” he whispered.

I did and to my surprise and delight he poured the rest of the rum onto my pussy and as it ran down he drank it in along with my wetness. I nearly came off the floor when he applied pressure to my nub, holding it between his lips like a vise. “Oh… oh god,” I almost shouted as the brink of orgasm grew stronger and stronger. Then he placed two fingers inside me and I gasped and arched my back. “Oh damn,” I groaned. The climax came and I found myself pleading with him, “Please oh god please Jack, fuck me , oh please, oh,” I rolled my head from side to side thinking I would go mad as he kept the vise grip on me. He let go finally when I began a combination of giddy laughter and shrieks. He quickly plunged his hard, huge cock down inside me, “Is this what you wanted?” he asked. I could only moan in response. He reached up onto the table and got one of the whiskey shots, put half of it in his mouth then kissed me letting the whiskey flow from his mouth to mine. The kissed lingered until the taste of the whiskey was all but gone. He came up for air and continued to rock me with gusto.

“Come for me again, come on love… let me feel you come around my cock,” he whispered and moaned in my ear. “Now… please come now,” he groaned.

Never in my life had I been fucked like this, and when I did suddenly just on his suggestion come again I was nearly in tears. I wrapped my arms and legs around him so tightly my muscles in my arms and legs began cramping up… a full body orgasm of sorts. I lifted my head and attacked his neck and chest until he reached behind my head and pulled my head back down I arched my neck and he kissed my throat and neck until he was grunting and groaning through his own climax. I gasped as he pressed harder and harder into my cervix. When the storm had passed, he remained on top of me, “Are you all right?” he asked brushing a few tears that had escaped the corners of my eyes away with his thumb. I responded simply by throwing my arms around his neck and kissing him passionately.

End