Opportunities & Risks

Anita Stonebridge was the last one out of the building that evening, which wasn’t uncommon. She had a lot of work to do, lessons to prep, and reports to grade. She liked to get as much of that done as possible before she headed home, so she wouldn’t have anything to do but unwind.

There were other reasons to wait, too. Anita chose to dress provocatively as an object lesson for her girls, her own short skirt and skimpy blouse was only slightly more dignified than their school girl outfits. But between that and her proximity to the slaves she received her share of catcalls and even the occasional stray grope from the men of the school. It wasn’t like she could complain about it, that would end up right on Principal Brown’s desk, and his position was quite clear - she was on her own. Best to wait until the men all left.

Anita was a free woman, but that was an inherently tenuous thing as she knew all too well. Her mind drifted back to when she was barely older than the girls in her class.

Six Years Ago

“Anita, don’t be a hoggy bitch, pass it on!” Tammy laughed, grabbing at Anita’s joint from the backseat, knocking into Kaitlyn’s shoulder and causing her to swerve the wheel slightly.

“Hey dumbass! If I scratch this then I’m dead!” She flipped her red hair back over her shoulder, then slapped back at Tammy and shoved her back into her seat. Tammy cackled, her chubby babyface had a great smile even tucked into that dopy knit cap she used to hide her curly blonde locks. Anita was intensely jealous but would never admit it.

Kaitlyn reclaimed her lane without incident. The road was fortunately empty, just a two laner into the woods where no one bothered to go.

Anita took a much longer drag, just to taunt Tammy, then finally passed the joint back to her. She brushed the ash off her jeans. Anita was just a boring 19 year old girl living a boring life, not taking anything too seriously. Not boys, studies, or anything. Her grades were middling, her relationships uninspiring, even her hair was in a lame ponytail, but her friends were pretty cool. Especially when Kaitlyn could swipe her dad’s car keys and a bottle of his fancy booze.

“That’s the turn,” Anita said, pointing to a small dirt offshoot.

“It’ll get the car filthy.” Kaitlyn complained.

“We gotta stop for gas on the way home anyway, we’ll spring for a car wash too. Your dad will be happy.” Anita grinned. Kaitlyn shrugged and took the turn. About a half-mile off the main road was a small clearing with a fire pit. Anita hadn’t been, but she’d heard about it from older kids at her community college. A good place to get away from prying eyes.

Kaitlyn pulled over and the three got out, popping the **** free from the padded container where Kaitlyn had stashed it in the trunk. Anita didn’t know what it was or why it was so expensive, but it burned her throat and felt good in her stomach. Between the three of them, they’d put away most of the bottle and a good pair of joints by the time the sun set. Just laughing, being young, being free. The police lights popped up without warning just at the edge of the clearing, they must have driven up with their headlights off.

“Fuck! Run!” Anita yelled. It was **** and pointless, the cops were smarter than the trio on their best day and definitely after that much ****. They didn’t make it twenty yards before Anita was facedown in the grass with her hands cuffed and a knee in her back. Kaitlyn and Tammy didn’t fare any better.

“Now I think all three of you girls know that’s not allowed.” The oldest cop swaggered into view, his pot belly hanging over his gun belt. He’d let his younger subordinates do all the running, clearly. He bent down and searched each of the girls’ pockets. As Anita had worn jeans, he made extra sure to stick his hand into each one, taking his time to fondle her young, tight backside. She buried her face in the grass and didn’t look.

“Huh. Anita Stonebridge.” He read aloud. “I’ll take this one, you get the other two back for processing.” He ordered. Tammy and Kaitlyn were hauled to their feet and led away, leaving Anita alone with this cop in the middle of the woods.

Once they had left, he pulled her to her feet and brushed the leaves off her.

“Kind of a memorable name. You related to John Stonebridge by chance?”

“Yeah, he’s my grandfather. He was, anyway, he died when I was little.” Anita narrowed her eyes. “Why?”

“Come with me and shut your mouth. We have cameras in the police cruiser.” The cop led her by the elbow to his car, parked back near the entrance to the clearing, and shoved Anita into the backseat. She was in a near panic, but kept her mouth shut like she’d been told to. The cop drove her back into town, but when he passed by the police station she wasn’t sure if that was a good thing or a bad thing. She still wasn’t sure when he pulled into her own driveway.

He led her up to the front porch, then paused before he knocked on her front door.

“John Stonebridge was a hell of a firefighter. When I was a dumbass rookie, I rolled my cruiser chasing a bank robber. He cut me out of that thing and gave me first aid. Saved my life. Never got the chance to pay him back until now. So listen up: You weren’t there. You were home all night. Your dumbass friends asked if you wanted to go party and you said NO, understand?”

“What’s gonna happen to them?”

“The same thing that woulda happened to you if I hadn’t been the one to put the cuffs on. But this is your one get out free card, ever. If you get caught over the line again, even by a toe, you’re fucked.” He pounded on her front door. “We never talked about any of this.”

The door opened to reveal Anita’s father. The kind of hardass that other hardasses complain about over beers. He took one look from the badge to a handcuffed Anita and had clearly deduced everything, even before the cop silently uncuffed her and pushed her into her house. The two men nodded, an unspoken agreement made, and then the cop was gone. And that was how close she’d come.

Present

Free woman or not, her father had still been within his rights to discipline Anita. And he took full advantage. He belted her bare ass so badly that she had to sleep on her stomach for several days and wondered if it would have been better if she’d just gotten arrested and booked. Anita gently rubbed her butt through the tiny skirt as she walked, feeling the phantom sting of it even years later.

Anita had never heard from her two friends since. As slaves, they weren’t in a position to look Anita up for a chat, nor did Anita want to dive deep into her own mistake. Kaitlyn belonged to some businessman in a different town now, so far as Anita knew. Tammy was sold to an adult studio, Anita still occasionally saw her face on the cover of videos being sold at **** stores. It shook Anita every time.

With a close call like that, Anita had found her calling - to help others new to slavery in the way she couldn’t for them. Her grades improved, her prospects increased, and then she’d been offered the chance to lead this first of its kind **** school.

As soon as she put the keys in her car door, she felt the two brutes move up on either side of her. They didn’t touch her, but their mere presence was imposing and one of them was physically blocking the door from opening.

“Ms. Stonebridge, my boss would like a word.” One gestured, and as he did so a large black SUV stopped a few feet away. At her obvious hesitation, he added. “Please.”

“Well, since you asked nicely.” Anita quipped, hoping it covered for her obvious fear. The two goons climbed in with her and shut the door, squashing her between them in the middle seat. As soon as it closed, the car sped off. Across from them in a seat facing backwards, sat a large man in his own right. He was muscular, with a cropped hair cut groomed to a military standard and a suit to match. Everything about him was tight, like a walking Swiss watch. Anita felt extremely small and compared to the three hulking men in coal black suits, her tiny outfit felt like barely covering at all. She fidgeted with the hem of her skirt and kept her knees tightly together.

“Senator Johnson. You’re Tatiana’s owner.”

“Anita Stonebridge. You’re Tatiana’s instructor.” The man nodded in acknowledgement. “Since we know each other, I think we can get down to business, what do you say?”

Anita didn’t trust her voice in the moment, so she just nodded.

“Good. I have a small request and you’re in a unique place to fulfill it. Tonight I have a meeting with a friend of mine from another country. Both the man and the country shall remain nameless, as our countries are technically not friends. But he is a powerful man, and I think I can win him over to make a deal. Maybe make our countries into friends after all. A little diplomacy on my part, good for me, good for him, good for the US, don’t you agree?”

Anita wasn’t sure what she was agreeing to, but didn’t see any other possible answer, so she nodded again.

“You see the opportunity then. Now my request: He is very interested in the workings of our **** system. He’d like the opportunity to meet an ‘All-American’ girl who has been properly trained, you see. Put her through her paces. We Americans are the leaders in this field.”

“And you need me to provide one.” Anita offered.

“Provide?” The Senator was quiet for a terrifyingly long moment. “Anita, I expect you to be that girl tonight.”

“I- Wait, hold on, what? Me?” Anita bumbled over her words. She looked like a fool but couldn’t help herself. She was finally able to blurt out “But I’m not a ****, I’m a free woman!”

At an imperceptible command from the Senator, the goons on either side of Anita dropped their huge meaty hand on each of Anita’s bare thighs below her tiny skirt. They were like bear paws, stronger than they had any right to be. The goons yanked her legs open. Wide open. Exposing her lace panties to the Senator’s emotionless gaze. Pulling her knees together was out of the question, but Anita couldn’t even pull down her skirt to cover herself, it was too short to accomplish anything of the sort.

“Women are only free as we allow them to be. But yes, you are a free woman. One who teaches a class on slavery and imparts all the skills those girls need to succeed at it. You should be well-equipped to offer a demonstration of those skills if there was a need…” The Senator let that hang. “However, I have heard things about your class being an inefficient use of resources. Concerning things that might make us ask questions about whether it should exist. Or whether a woman should be teaching it. Especially a free woman.”

“Wait, let me-”

He held up a finger to shush her and she wisely took the hint to slam her lips closed.

“I have personally contributed a very large sum to get this program off the ground, and I think it’s only fair to ask a small favor in return. My new friend will be in town for one night and wishes to experience everything the trained American **** girl can offer. If he leaves unsatisfied, then I will have to start asking questions about what it is I’m spending good money on. Understand?”

Anita nodded again, a little too quickly.

“Good girl.”

“Wait…?” Anita knew they were getting further from the school by the minute. “My students… One of them could join you.”

“I’m listening.” He said.

“I… only have a few students, Senator Johnson.” Anita continued sweating. The goons were still holding her legs splayed, which was making it impossible to think. “I would suggest Anna, she would be-”

“All-American.” The Senator interrupted. “I think the Latina would be perfect, but alas he was quite specific.”

“Uh… Danielle…” Anita stammered a little. “I don’t think she has the discretion you’re looking for. Ashley… I don’t think her Master would approve.”

“A possessive one, huh?” Senator Johnson chuckled. “A man after my own heart. You seem to be running out of ideas. Who else?”

“That only leaves Madison.” Anita offered. “I can ask her Master…”

“There’s a ‘But’ in there and I don’t like it.”

“But what if he says no?”

“Saying no is his right as a **** owner.” The Senator’s stone face belied his implication. **** owners could say no. Slaves could not. Anita was perilously close to becoming the latter.

“I’ll call him now.”

“Good girl.” The Senator smiled, and a streetlight illuminated his face in a demonic glow just as he did. As if it had been timed to the second, the SUV rolled right up behind her car as he spoke. “My men will be back here at 9PM to pick up Madison. If she’s not here, you’d better be.” His goons pushed her out of the car. Anita lost her balance and fell to her hands and knees in the parking lot, but when she was able to stand again, the Senator’s car was already gone.