Robert wants a Boston Debutant

Dear Diary, (May 24th, afternoon)

I am more confident than ever that Robert will be a great asset in my plan to use the daughters of Boston's abolitionist elite to save Havenhall. As he asked me about each of the young women I hoped to lure down to South Carolina, I could feel the man getting more and more excited. After what happened in the assessor's office, I could feel my own rising need building once again between my legs. I badly needed Robert to fill me with his manhood to wipe away the humiliation of Jacob Pennies' rough hands on my soft body. The thought of those pampered northerners being subjected to the same treatment had me clenching my thighs.

"Tell me more about Sarah Harrison." Robert asked me again about the wealthy debutant who had just turned eighteen and was planning on going to Wesleyan to start college. I smiled as I moved closer to where Robert was standing by the desk. Sarah was the perfect candidate for my plan to breed light-skinned fancy maids. She was trusting and innocent, and her petite body would drive southern gentlemen wild once we got her properly trained.

I drew the sketch above for Mr. Thornton, and although Sarah looked about as far from a mixed-race nigger girl as anyone I could imagine, I could see my Robert licking his lips in appreciation. To be honest, it bothered me a little, but if I am going to have Mr. Thornton help me run this operation, I cannot let petty jealousy get in the way.

"I think you'll like Sarah." I bit my lower lip as my hands twisted nervously just like I imagine Sarah's might when she first began to suspect what I had planned for her and her friends. "She is sweet and shy, I don't think she's ever done more than hug a boy, Robert. Would you like to be the one to break her in?" I knew the young lawyer well enough to see that's exactly what he wanted. I took his hand in mine and pulled him up to his feet, so he was just inches from me.

"Tell me what you'd do to her, Robert." I whispered, "Imagine we have just returned from Judge Roberts' office where he has certified that the lovely Miss Harrison is actually a mixed-blood mulatto. We brought her back to Havenhall and it is up to you to teach her what her new duties will be like." I shift our positions again, so I am pinned between Robert and my father's big desk. When I feel his hands rest possessively on my hips, I pretend to pull away from him. "Don't just tell me, Robert. Show me what you'd do to that frightened young Yankee abolitionist."

Robert's hands tightened on my hips, just as I hoped they would. Sometimes the best way to make a man take control is to try to squirm out of their arms, Robert was no exception to his rule. "I'd want to feel her soft body just like the assessor did ..." I wiggled even harder as I felt Robert's hand rise from my waist and cup my breasts firmly. "I'd want to grope her small tits and finger her virgin slit."

"She'd demand that you to stop, Robert." I gasp as I felt my bodice being pulled down, "Our pretty Sarah would insist that there was a mistake ... she'd demand you take your hands off of her." The way Robert chuckled made my knees buckle. I might have collapsed to the carpet were it not for the way I was pinned against the desk.

"Southern gentlemen don't let Yankee mixed-blood sluts tell them what to do." The grip of his hands on my exposed breasts grew rougher, and I felt my nipples hardening as he twisted them just like they had at the assayer's office. Robert laughed again and this time I felt him lifting my skirts from behind.

"Oh No!" I used my best Boston accent to mimic what Sarah might sound like. "My father is rich!" I squeak nervously. "He'll double whatever price you might get selling me." My acting might not have been the best, because I was already squirming against the hard ridge of his manhood where it rested against the small of my back, but Robert seemed to appreciate it.

"Oh, sweet Miss Harris," I felt Robert's strong fingers tearing away at my petty-skirts and then the final thin layer of silk that kept my modesty intact. "Your value to us is not just what your body will sell for, you are worth far more than that to Miss Diflorentini and I." His mouth brushed against my ear as he whispered the dark truth softly. "You and your friends are now just Havenhall's breeding stock. I'm going to put a new baby in your belly year after year after year."

The surge of excitement when I heard his blunt declaration made my pussy water like never before. I could just imagine the horror that young Sarah might feel when she learned of her new place in my operation here at Havenhall.

"Oh, dear Lord, Robert!" I gasped loudly, no longer playing the role of the timid virgin. "Fuck her Robert, fuck that Yankee debutant ... make her beg for your cock!"