Mary Sue Langley sat back in the carriage and admired the back and shoulders of the man driving her to the swap meet. He was lean and muscular and coal black, but the best parts about him were facing forward or were covered by his overalls. Toby had one of the biggest cocks her pussy had ever entertained, and she had turned him into an adept at eating her out before fucking. The former quality was given to him by God, but the latter had taken careful instruction, accompanied by judicious use of her riding crop. It had been worth it, though, because she had gotten him to the point where he was good at it and actually enjoyed the scent and flavor of her primary sex organ almost as much as she enjoyed having him lick her there.
She thought fondly of the beginning of his lessons in pleasing her, which had started a year earlier. Mary Sue had returned from the swap meet with Toby, after choosing him when her turn arrived. She had given up Johnny, and had felt some nostalgia for his massive male equipment when she did so, but believed her new "houseboy" would be a more than adequate replacement. His erection, which she played with for over a minute before making her choice, had been hard as a brick and almost as big as Johnny's. Besides that, he was younger, just 18 years old, and stronger and likely to have more stamina than his predecessor. Much more important than either of those qualities, however, was the completely obedient and subservient look on his face and, from his first lesson in pleasing her, she was glad of her choice.
After arriving home with him, she had ordered Toby to take a bath and come to her boudoir. He had provided sexual services to his previous owner, thought he knew what to expect, and was eager to obey. When he entered her personal and private chamber, she was sitting in her chair beside the bed, which she had already turned down. Once he was inside, her first order was to lock the door, and her second was for him to remove all his clothing. That part was simple for both of them. After he was naked, she walked around him carrying her riding crop, and he looked at it with some trepidation, even though he didn't think it would be put to use as long as he did what she wanted.
He was right in that belief. Mary Sue didn't derive any particular enjoyment out of chastising a slave, and she didn't want to hurt him too badly, but she knew the "houseboys" were sometimes recalcitrant when told to do something new. The tool of discipline she preferred would sting, and sometimes inflict quite a bit of pain when swung hard enough, but would not leave scars. When her new chattel entered, his cock was soft from his nervousness, but it became almost fully erect when she fondled it, and Mary Sue knew it would feel marvelous when it was driving in and out of her pussy.
That would be later, though. First, there was something special she wanted him to do, and she thought he might balk, which was where the riding crop would be useful. While Toby had been scrubbing his body, she had made her own preparations, namely removing all her undergarments, although she was wearing the same skirt and blouse she had worn to the swap meet. After inspecting her new boy, she briefly raised her skirt to show him her pussy before sitting down in the chair she preferred while receiving this particular sexual treat. It was a wing chair, made to her personal order, with a wide seat and extra padding there and in the arms.
"Do you like what I have for you?" she asked the man standing in front of her. His huge black cock was sticking straight out in front of his naked body, so it was a rhetoric question.
"Yes, Ma'am."
"Do you know what I want you to do with it?"
"Yes, Ma'am." He thought he did, and wanted to do it, but wondered why his new owner wasn't lying on the bed, especially since she had obviously prepared it in advance.
Despite his assurance, it was obvious to Mary Sue that Toby really did not know what she wanted him to do. She spread her legs wider and raised her skirt completely above her waist, so she was sitting on her bare ass, with her pussy clearly displayed.
"Kneel between my legs," she ordered.
He complied, but did nothing more, and Mary Sue knew she would need to give him complete instructions. "Lick my sex," she ordered him. "And do it the way I tell you."
Toby leaned in closer, but didn't do what she wanted. Her right arm swung her riding crop and it landed below his left shoulder with a loud "Smack."
"Boy, you'd better learn to do what I tell you. Now, start licking my sex organ." The frightened young man still didn't act, and the next blow with the crop was on his side, and was much harder and louder and more painful than the first had been.
Toby believed he had two choices. One was to stay there without moving, and have his upper body blistered by repeated blows of the weapon in his owner's hand. This would very likely be followed by a more serious whipping while suspended from a hook above a barn door somewhere on the plantation. The other was to do as he was told, no matter how alien it was to him.
He was not a virgin, and hadn't been one when his previous owner had made him her personal sex servant, but neither she nor the slave girls he had fucked before had ever wanted him to do what this new and more imperious white woman did. He certainly would never have thought of it himself either. The woman didn't smell bad down there the way the slave girls had, but it still seemed not right to him.
Another swat with the riding crop, this time in the middle of his back and harder and more painful than either of the first two, made up his mind for him. Gingerly, he leaned forward and started licking the white woman's pubic hair beside her pink slit. Her blonde bush was soft and downy and clean, and felt quite pleasant against his tongue, and he smelled a stronger aroma while he continued with the strange thing he had been ordered to do.
As he breathed in her scent, he felt his cock becoming harder, which was also a new experience. A stiff cock was certainly not unusual for him, but that day in his new owner's chambers was the first time something he smelled had ever had that result. He liked what he was doing – the aroma and the texture and the other results the lady's pussy was having – and he moved his face in even closer and licked all the way to the end of one outer lip. That seemed to be some kind of stopping place, and he raised his face to hear her further orders.
She smiled and gave them. "That's a good boy, Toby. Now lick up all the juices there and do the other side of my sex the same way." With things going the way she wanted, Mary Sue raised her legs and placed them across the young man's shoulders and slid forward in the chair, prepared to have her pussy thoroughly eaten for the first time since her youth. Johnnie had never been good at it, which was one of the reasons she had wanted to get rid of him.
Toby raised his head just far enough to see the wetness on her pussy lips and the small trickle from the pink hole where he had expected to have his cock. Not wanting to be struck any more by the lady's riding crop, he leaned in more closely and tentatively applied his tongue to the tiny stream. The taste was like nothing he had ever known and, as he drew the drops of her juices over his taste buds, he realized they were delicious. Eagerly, Toby lapped up everything, including the sheen on the swollen lips.