She stayed overnight at a motel in Charlotte. Billy Ann had sent an operative to rendezvous with her at the hotel and watch over the truck driver. He would be held prisoner until Debbie completed her mission, and then brainwashed to forget the entire incident ever happened. Depending on how things went with Madison, his employer might never even discover that he had not made his scheduled delivery.
Debbie set out early the next morning for a full day on the road. The trucker life was not for her, but she would do whatever it took to complete her mission. She reached the Whitehead farm in just over seven hours. It was located on a large piece of property just outside of Fort Payne. Debbie checked in with the guards at the gate, and they cleared her for entry and instructed her to meet Miss Madison at the stables. She liked to inspect the feed before signing off on the delivery.
After parking at the stables, Debbie left the vehicle and went over to watch a young woman who was practicing dressage. She stood by the fence, awed by the pure power of the big brown stallion she observed in front of her. The rider did not seem to be aware of Debbie’s presence, as her horse had her entranced. Finally, after some time had passed, the girl dismounted and walked the horse over to his stable.
As she neared, Debbie was surprised to see that for all of her grace and seeming lightness on the horse, she was not a thin young woman. The girl in front of her was practically bursting out of her clothing; the outline of every garment she wore was clearly visible. The girl’s waist was rather small, but her ass was like a pillow. It was squeezed tightly into her riding pants. It looked rather uncomfortable. The seams of her underwear cut into the copious fat on her rear, creating a ripple effect. Debbie wondered how long it took her to get dressed, and she couldn’t take her eyes away. She was in awe of the fatness of this girl’s behind, and she felt a strong need to squeeze it to see if it was real and how it felt.
The girl’s bosoms were beyond ample as well. She was wearing a tight black spandex top that had her heaving cleavage overflowing from her white button down shirt. She seemed to be all tits and ass, topped of with a long, braided ponytail that hung down past her massive ass. The ponytail was the same chestnut brown as the stallion she was riding. Debbie noticed that her black leather riding boots had a tall, thick heel on them.
Debbie imagined she was the type of girl that got off on horses. She doubted that horseback riding felt as good as tractor riding, but she did know that many girls broke their hymens while riding, and she heard that orgasm was quite typical when galloping along on the back of those strong beasts. With those thick curves, she was the type of woman you couldn’t look out without sex screaming in your head. In her mind, Debbie could see this overdeveloped girl sneaking off to the stables in the middle of the night to admire the massive dong her stallion was sporting.
Horse girls were notorious for that sort of thing. Debbie was sure at some point the girl had ventured to put her hand around that fat, flaccid stallion cock. Rubbing it until it grew hard and doubled in size. Jerking it off in amazement and creaming her panties as she watched a sixteen-inch horse cock shoot buckets of steaming hot jizzum. That was how horse girls were. They shared a real bond with their stallions and they were so turned on after riding them all day, they simply couldn’t resist giving some of that pleasure back in return. Debbie was interrupted in this thought process by the girl’s approach.
Madison did a double take when she reached Debbie.
“Who are you? Sam usually does the deliveries,” she said with concern.
“Sam is very ill,” Debbie improvised. “I had to take over his deliveries for the next two weeks.”
Madison seemed hesitant. Perhaps she was having a hard time believing that a beautiful redhead was actually a truck driver. Nevertheless, she shrugged off her concern and followed Debbie into the back of the truck to inspect the delivery.
As Madison was leaning over one of the large barrels of feed, sifting it about in her hand, Debbie ventured a long gaze at her plump ass before slamming the back of the truck and locking them both inside.
“What’s going on?!” Madison screamed.
It was too late. Debbie already had her in a full nelson and was quickly putting her in a hog-tie.
After thirty minutes of interrogating Madison, the back of the metal truck had heated up. Both women were pouring sweat, and despite several hard smacks to Madison’s plump cheeks, including one that split her lip and drew blood, Madison was not talking. Debbie knew if she continued to stay in this heat they would both pass out and possibly die. She unlocked the back of the truck and carried the sweaty, hog-tied girl into the cool shade of the stables.
Debbie wrapped the girl’s long braid around her head, stuffing it into her mouth to keep her from screaming too loud. Not that she had much to worry about. Despite her agility on the horse, the girl was now sweaty and weak, completely exhausted from the scorching heat of the sealed truck. Debbie loosened her ties and undressed her completely, intrigued by the ampleness of the girl and the smoothness of her creamy skin.
She tied Madison tightly to a wooden column in the stable, with Madison sitting in upright position on her massive ass. She tied up her breasts in Japanese shibari style, admiring their massiveness and how the folds of fat looked clenched tightly between the ropes. No doubt Madison had to purchase her lingerie in specialty stores, her tits were beyond anything your average bra could handle.
Once Madison was tightly bound, Debbie found a hose and sprayed herself down with cool water. Debbie’s disguise for this mission consisted of a tight pair of cut-off blue jean overalls and a short-sleeved plaid button down shirt. The wet shirt clung tight to her body, emphasizing her slender silhouette and the ampleness of her own breasts.
Debbie aimed the cold spray towards Madison, who awoke with a start as her naked body was sprayed with a hard stream of freezing water. Madison managed to maneuver enough to undo the knot of braid Debbie had tied around her face. She spit out her hair and began to scream.
Before she could do much damage, Debbie silenced her with a ball gag. She attached two clips to the girl’s swollen nipples. Her breasts were turning a purplish-red as the ropes cut off the circulation of blood.
Debbie took a riding crop down from the wall and stood in front of the girl.
“I want you to talk,” she commanded. She swatted the girls bulging tits with the crop.
“I need you to tell me about your father. I need to know his secrets,” Debbie instructed with another lash of the crop. Madison’s tits were angry and red.
“When you are ready to talk, just nod your head.”
Debbie doled out fifteen hard lashes, drawing blood from the girls injured breasts. But Madison held strong. She wouldn’t cave. Debbie knew she needed a new tactic. She pulled a knife out from her boot and walked towards the enclosure where Madison’s brown mare was quartered.
With a handful of feed, Debbie enticed the horse to put his head outside of the enclosure door.
“Madison. If you won’t talk, then I am going to slice this stallion’s throat,” Debbie told her, holding the knife out menacingly toward the peaceful creature.
This was enough to break her. Madison began to bob her head. She was nodding desperately and gurgling on the ball gag as she tried to speak.
Debbie walked over to Madison and removed the ball gag.
“Untie me first, please,” Madison implored.
Using the knife, Debbie cut the ropes that were threatening to destroy Madison’s tits as they cut into her flesh. She also removed the ropes that were binding her to the pole, but she kept her hands bound.
Madison ran over to her stallion, who nuzzled his large head against her cheek in a comforting gesture.
She began to talk. She told Debbie about how it was her mother who had most of the money. Her mother’s family owns PHM Technology, and they made a fortune from supplying the military during U.S. war efforts. The governor, however, is the face of the operation. He is popular and had all sorts of conne
ctions to wealthy gay men in Alabama. Together, the Whiteheads were a formidable team, a marriage of money and politics.
As she spoke, Debbie noticed that the naked body of his caretaker was increasingly exciting the stallion. He began bumping lightly against the door of his enclosure, letting out small whinnies. Debbie also noticed that the stallion’s excitement was turning on Madison. The girl who had withstood painful torture only moments earlier had a real soft spot for that stallion.
Debbie laughed out loud, getting Madison’s attention.
“You are very beautiful, you know,” Debbie told her. “Perhaps you are a bit shy about your figure, but any human would be thrilled to be with a voluptuous girl like you. Curves like yours are not often combined with such elegance and grace.”
Madison’s tits had returned to their normal color, and the blood was congealing from the wounds Debbie had inflicted. Debbie began toying with Madison’s ponytail, rubbing it between her fingers.
“I hope I did not hurt you too much,” Debbie said.
She put one of Madison’s breasts in her hand, squeezing and feeling how delightfully full they were. These tits required two hands each. She cupped her other hand around the breast, squeezing and bouncing it, feeling how heavy they were and delighting in the fact that they overflowed even a double-handed grip.
Debbie ventured one hand down to Madison’s sweet spot, which was almost bare save for a small landing strip. She was surprised to find it unexpectedly dry.
Suspecting she understood the problem, Debbie left the girl for a moment and went into the stallion’s pen. She secured him tightly within his pen, and then she opened the gate to his enclosure so that Madison would have a good view of him as Debbie did her work.
She led Madison several feet away from the horse, and she got down on her knees and stuck her face in Madison’s ample ass. She grabbed it from either side and shook it against her face, motor boarding the giant cheeks. She felt the wetness begin to drip again from between Madison’s thighs, and she glanced over at the stallion. She could see his penis was quickly becoming erect. His large member slapped up and down against his belly as he watched the naked Madison being pleasured.
Debbie took a small, egg-shaped vibrator and plunged it deep into Madison’s ass. Her asshole was quite loose, and the vibrator went in with no resistance. Debbie raised an eyebrow, wondering what Madison had been up to.
Madison stared at her stallion with longing as she let Debbie manipulate her body. She wanted nothing more than to give her prize horse the release he so desperately deserved, but she knew that Debbie wouldn’t let her.
She felt Debbie’s fingers run over her clitoris and she gave a small yelp. Her clitoris was thick like the rest of her, and Debbie took it between two of her fingers and rubbed it back and forth rapidly, struggling to keep her grip through the increasing wetness.
The horse was becoming violently aroused; it was giving off loud neighs and attempting to break free from its restraints. Debbie knew she did not have much time. She put her two fingers inside of Madison’s vagina and felt for the sponginess of the G-spot. When she found it, she stimulated it as hard as she could. She felt Madison’s body tensing, ready to cum.
“I know you want to go to your stallion,” Debbie told her, holding her orgasm at bay.
Madison nodded desperately.
“I need you to give me one last piece of information, then I will leave you and let you go to him,” Debbie promised.
In ragged gasps, Madison provided her with the last piece of the puzzle.
“My father, he belongs to a club,” she gasped, “the Good ‘Bama Boys…”
With that information, Debbie allowed her to cum. She felt the warm juices spread down her hands, and she felt Madison’s body shudder desperately in release.
“One of my team members will be here within two hours to unload the truck and return it to the supplier. Don’t speak a word of what happened to anyone else, you know about my knife.”
Debbie cut the rope binding Madison’s hands together in one quick gesture.
“Go play with your horse,” she laughed.
Madison ran to her stallion.
Chapter 8, First Time Invitation
Debbie was back at headquarters. She had returned with the new information, and Billy Ann and Penelope were working on deciding what to do next.
While she waited, Debbie was enjoying a drink in Grechen’s cottage. Natasha was curled up like a little lynx on Grechen’s couch, toying with her hair while Debbie and Grechen talked.
Harriet was away on urgent business, but Grechen filled her in on what had happened in her absence. Lisa was extremely distraught about what had happened at the debate, but she was determined not to give up. Harriet had requested to come visit her on the campaign trail, but Lisa was concerned that even with the utmost precautions a visit from her lover would become public knowledge and create a negative media buzz. Grechen had done her best to comfort the woman, and ultimately advised her to take a short vacation to relax herself. Grechen promised she would hold down the fort while Harriet enjoyed a nice stay on a private island off the Florida Keys.
“You must have your hands full, Grechen!” Debbie exclaimed.
“In more ways than one,” Grechen snickered, and shot a glance over to Natasha.
Debbie laughed.
A few moments later, they were paged by the command center, and Debbie reported to the basement of the mansion.
Penelope approached her sheepishly.
“We have the information you requested,” Penelope told her. “The Good 'Bama Boys' is a gay men’s club that was established almost a century ago. The group is composed of powerful, wealthy men who meet privately for bimonthly orgies. After the sex settles, there is typically a lot of behind the scenes dealing and insider trading that goes on. Being a governor, I am sure Thomas Whitehead procured a lot of money through this group.”
“Great work,” Debbie congratulated Penelope with a pat on the back. Penelope seemed pleased with the affection and the praise.
“Yes, ma’am,” she said. “There is more, Miss Brown.”
“Please, call me Debbie,” Debbie told her.
Penelope nodded, pushed her glasses up, and continued. “The ‘Bama Boys next meeting is scheduled for next week at a private resort in Hilton Head. The event is typically well catered, and the resort hires a lot of extra staff to accommodate the group. I think it will be more than possible to get you hired under an alias. We can have you employed as a waitress during the event.”
“Wonderful, Penelope. I am so glad to hear that.”
“Yes, ma’am.”
“I am also glad to hear that I will have a few days to catch my breath before I resume the mission. I hope it doesn’t become too boring.” Debbie smiled, gave Penelope a brief hug, and slipped a small piece of paper into her pocket as she did so.
Penelope watched Debbie head off to her quarters with a look of admiration. She went back to her computer desk and began to prepare the alias and submit Debbie’s application for work to the resort. When she had finished up, she reached for her cell-phone, and saw a small piece of folded paper in her pocket. Penelope opened it up, and saw that it had a room number on it.
Chapter 9, Young, Shy First Timer
Debbie heard a knock on her door and smiled. She was dressed in a gray, see-through lace halter and nothing else. Her nipples poked through the holes in the lace, as did her curly red pubic hair. Her beautiful ass was bare and exposed. She had a bottle of champagne chilling in an ice bucket next to the bed.
“Come in,” Debbie said as she opened the door.
Penelope gasped. She attempted to stammer out some sort of apology, but Debbie placed a well-manicured finger against her lips and stopped her.
Unsure of exactly why she had been summoned, Penelope had failed to change into anything sexy. Her hair was pretty but slightly disheveled, and it hung loosely over her glasses. She was wearing a collared white blouse and a black
smock dress, with the same knee-high white leggings and Mary Janes. She was the very image of a timid schoolgirl or a shy young librarian.
Debbie pulled her inside and sat her down on the bed. She poured two glasses of champagne, and handed one to Penelope.
“A toast to your brilliance,” Debbie pronounced. She downed her glass in one smooth gulp. Penelope moved a bit more slowly, taking small sips.
Penelope was staring straight down into her glass, too embarrassed to look at Debbie’s scantily clad body. Her cheeks were flushed and burning, and she seemed to be murmuring lightly to herself. When she finally finished her drink, she looked up at Debbie with a confused, bashful look.
“Miss Debbie,” Penelope said, “I am not quite sure why you called me here. But, uh, you seem to be ready for bed. Shall I leave you now?”
Penelope moved to stand up but Debbie took her arm and sat her back down.
“Sweet Penelope. I simply want to thank you for your excellent work,” Debbie told her.
Debbie gently removed Penelope’s glasses, and brushed her bangs away from her forehead. She pulled out a brush from the drawer of her nightstand and combed Penelope’s hair, tying it in a neat ponytail.
“That’s better,” Debbie told her.
Debbie unbuttoned Penelope’s smock and removed the blouse she had on underneath. Penelope’s body was small and frail. Her skin seemed almost translucent, and her figure was childlike. A plain white cotton bra covered up the two bee stings that were her breasts. It was styled like a training bra, and Debbie had to lift it up over Penelope’s head because it had no claps.
“How sweet,” Debbie cooed as she admired Penelope’s tiny, pert nipples. They were a beautiful shade of light pink and looked oh so kissable.
“Stand up and take off your smock and your shoes and stockings,” Debbie instructed.
Penelope followed her orders. She stepped out of her smock, revealing her thin legs and a pair of plain white panties. The briefs covered up all of her almost non-existent butt, and the elastic clung tight to her tiny stomach. She took off her shoes and stockings and folded everything in a neat pile.
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