Chapter 5 An Evening’s Entertainment
Dinner was somewhat subdued compared to the previous evening. I was wrestling with my feelings over the events I had just witnessed. I noticed Bill drank several glasses of wine, so perhaps he was too. Patsy and Lizbeth seemed nervous, their eyes darting between me and Bill, as they brought in the various courses and took away the plates. Perhaps they saw the brutal whippings of the two field slaves as auguring something unpleasant.
However, as the dessert, a delicious rum-soaked cake slathered with cream, was being served, Bill became more talkative. “I’m betting you will want a bit of release tonight, Bobby boy. At least your trousers said so a little while ago,” he said, re-adopting his more customary jovial style.
I assumed he meant relief of the sexual variety and, while the urgent ache brought on by the erotic dance of the two slave girls under the lash had lessened, it was far from gone. It was more like a pile of hot coals smoldering, but ready to burst into flame at the least gust of wind. “Yes, I would be much obliged if Patsy and Lizbeth would visit my room again tonight.”
“Well, Bobby, I suppose that could be arranged, but I was thinking of something different, something we could both do that might be a whole lot of fun.”
“I certainly didn’t lack for fun with those two lovely ladies last night,” I replied.
“I wasn’t thinking of leaving them out of my plans for tonight, Bobby. No not at all. I would say their presence is absolutely essential, in fact,” Bill said.
Puzzled, I said, “I’m not quite sure what you mean.”
Bill quickly wolfed down the last bit of rum cake on his plate, swallowed the wine in his glass in a single draught and stood up quickly, if a bit unsteadily. He picked up a candlestick with a lit candle and said, “Come with me, Bobby, and you’ll see.” Intrigued, I pushed my chair back from the table and stood, then followed him as he led the way out back of the house, across the parade ground where the whippings had occurred and past the stables and a few other out buildings.
Finally, we crossed a grassy field, making our way carefully by the light of the candle and the half-moon peeking through the clouds, and arrived at a solitary out building, rather small, with no windows and only a single door. Opening the door, Bill entered and began lighting the candles set in holders on the wall. As the light dawned in the dark space, I saw a strange piece of furniture, a contraption that looked somewhat like a sawhorse, with a long bar at approximately waist height and straps attached to the legs at several places. I also noted that there were iron rings set into the floor and various ropes hanging from the ceiling.
“This is my playroom, Bobby boy,” Bill explained, though what he meant by that wasn’t entirely clear to me. “I had it specially fixed up a few years ago and I like to come here and have fun with the slave girls and every so often invite a good friend or two to join me.” I nodded, not sure of what the appropriate words would be.
“Come over and have a look at this,” he suggested, walking over to a large cabinet set against the far wall. As I arrived to join him, he extracted a key from his pocket and unlocked the cabinet. Inside was a collection of whips of various types, canes, shackles and various devices whose use I shuddered to guess at. “These are some of the toys I like to play with in here.” He grinned at me.
“They look interesting,” I offered.
“Oh they are, Bobby, very interesting. That’s exactly the right word. Check this one out,” he said, handing me a short leather whip, such as jockeys use. “Go on, try it,” he urged, pointing at a pillow tied to one of the vertical posts that supported the ceiling. The pillow had two semicircles, drawn in ink, separated by a small space and was obviously designed to mimic a human rear end.
“Take a swing, Bobby, pretend it’s Lizbeth’s ass,” he said. I swung my arm swishing the leather into the soft pillow. “Oh come on, Bobby, harder, man, use your whole body.” He walked over to the cabinet and returned with a jockey’s whip virtually identical to mine. He wound up, leaning his entire torso back, then threw his full weight forward, slapping the leather into the pillow at full force, releasing a number of feathers that floated slowly to the ground.
“That’s how you do it Bobby,” he said. “It’s no fun if the slave girl doesn’t feel it. Now show me what you can do.” Not wanting to be bested by my old friend, I gripped the whip tightly in my hand and imitated his motions, slashing hard into the pillow, sending feathers flying as Bill had done. I could feel the force radiating up my arm from the contact. “That’s the way, Bobby boy! That’ll get them howling!” Bill cried.
Once he was confident of my proficiency with the whip, Bill showed me how to use one of the supple canes, demonstrating the well-timed wrist flick that would transmit maximum force and send the feathers flying.
As we were catching our breath from these exertions, there was a knock at the door. “Come in,” Bill shouted. The door opened to reveal Lizbeth and Patsy, looking even more nervous than they had at dinner. “Don’t be shy ladies, we won’t bite, at least not too hard,” Bill called, beckoning them in.
I was struck again by how lovely these two slaves looked, especially by the soft glow of the candles that lit Bill’s playroom. “Mr. Owens and I were just warming up for the festivities, weren’t we Bobby?” I nodded. “Let’s all have a drink and toast good times,” Bill suggested.
He went over to the cabinet that held the whips, canes and other equipment and extracted a large bottle of whisky and four glasses, which he set down on a small table that lay against one of the walls. He poured a generous helping into each of the glasses and handed one each to me, Lizbeth and Patsy, taking the last one for himself. “To a great evening,” he announced, as though we were all going to a cotillion, then raised his glass and took a generous swallow. The rest of us followed suit.
“Now, I think you ladies ought to make yourselves comfortable, don’t you?” Bill continued. Patsy and Lizbeth had clearly participated in such evenings before, since they seemed to know exactly what this meant. They began unbuttoning their blouses, revealing the breasts that had given me such pleasure the previous night. They quickly slipped the blouses off and deposited them on a chair. Without pausing they lowered their skirts, stepped out of them and laid them on the chair as well.
The sight of the two women standing there naked, submissively waiting to please Bill and me was the breeze I needed to reignite the flames of lust that had been kindled by the whipping I had watched earlier in the evening and which I has suppressed until now. My cock began to harden in my trousers.
Bill picked the riding whip up off the table. “Patsy, you know what’s coming right?” he said. Looking fearful, but resigned, she raised both hands over her head. Bill measured his distance, drew the whip back and slashed it viciously across her breasts, causing them to shake most erotically. Though the girl had clearly been prepared for the lash and had steeled herself to absorb it, her knees almost gave way before she steadied herself and stood there, gasping for breath as a dark red welt rose up across the top of her breasts.
“That’s good Patsy, hold your position,” Bill said menacingly. He wound up and slashed the whip across her breasts a second time, this time catching the areolae. Patsy twisted madly moaning in agony, but finally managed to control herself and stay still. Her gyrations caused my penis to twitch in my trousers.
“Now Bobby,” Bill said, “It isn’t right that Lizbeth is left out of the party, is it?” Now, this was the moment of truth. I feared that my presence had sparked the whipping of Frederica and Lillian, but that wasn’t really my doing, at least not directly. Now, though, I was being asked to deliberately hurt another human being, one that had done me no wrong and in fact had shared my bed and given me great pleasure. But I didn’t want to disappoint my host, nor could I ignore the insistent pressure in my loins that only grew at the prospect of seeing Lizbeth suffer at my hand.
Over-riding my conscience, I raised the whip and slashed it lightly down onto Lizbeth’s breast. She flinched slightly, but otherwise showed no reaction. “Oh, come on Bobby!” Bill taunted. “What was that? You barely touched her. Put some force behind it like you did with the pillow. Lizbeth has played here many times before, she can take it.”
Goaded by my friend, I raised the whip and rocked back, then slashed the leather across her lovely tits with as much force as I could muster. A look of intense agony darkened her face and her body went through a series of gyrations before finally coming to rest. She was panting from the pain, tears welling up in her eyes as she stared at me, her mouth open trying to draw air into her lungs, a bright red line marking where I had struck that looked like it was burning deep into her. What did she think of me? Had she expected better of me? What did I think of myself? But whatever my mind thought, my penis had thoughts of its own. It was throbbing mightily at the sight of the distressed girl and the knowledge that I had delivered the pain she was enduring.
“Now that’s more like it Bobby,” Bill cried. “Give her another one just like that.” Overcome by lust and pride, I raised the whip and delivered a second brutal lash to Lizbeth’s tits. She yelled loudly and twisted even more wildly, but maintained her position with her arms above her head. I suspected that the rules of Bill’s game imposed a serious penalty for breaking the position, something which he confirmed for me later.
Tears were flowing down Lizbeth’s cheeks as the second line of fire developed on her tits. I heard Bill administer a third strike to Patsy and I did the same to her friend, eliciting howls of agony and even more strenuous gyrations. By this point, my arousal was close to the boiling point. I slashed the whip twice more in rapid order onto Lizbeth’s breasts and felt myself close to the point of no return.
Desperate now, I threw the whip onto the table and tore my clothes off, my rampant erection pointing almost straight up. “Lie down,” I ordered the girl. She lowered her hands and lay on the floor. Oblivious of everything else, I hurried to get on top of her and slid inside her, thrusting as deep as I could. I was too much involved in my own pleasure to turn my head to see what Bill and Patsy were up to, but the sounds suggested they were comporting themselves much as Llzbeth and I.
Feeling myself close to climaxing, I stopped moving, lowered my head and began licking her tits, running my tongue along the wheals left by my whip strokes and sucking lustily on her swollen nipples. Even that mild pressure was sufficient to cause Lizbeth evident distress, as judged by the look of pain that passed over her face and the mewing sounds that came from her mouth.
That pushed me over the point at which any self-control was possible. I began thrusting madly into her female parts and soon was myself groaning and roaring as I emptied myself into Lizbeth’s vagina, the waves of pleasure seeming to go on and on before finally ebbing as I collapsed on top of the poor girl, gasping for air.
Eventually, as the spasms subsided, I withdrew and got off Lizbeth and lay beside her on the floor, my heart pounding from the excitement and the blessed release. After a few moments of recovery, Bill got up and went to the table to retrieve his drink. Patsy followed him and a few moments later Lizbeth and I did the same. We stood there drinking and smiling at each other like guests at a cocktail party, except that we were all naked and the girls sported nasty looking welts on their breasts.
I was wondering what Bill’s plan was for the rest of the evening and if it might not be time to get dressed and head back to the plantation house and my bed-a good night’s sleep seemed in order after the excitement of the day. Bill, it seemed, had other plans. He downed the rest of his whisky and turned to me. “Ready for round two, Bobby boy?” he asked.