Two Hundred Dollars Ch. 20

116 Dollars

Bailey took her notebook in hand early Tuesday morning when she realized she hadn't filled it out in several days.

Thank god I remembered to do it on Friday. That was hella complicated, what with Laura helping and all the showing and removing clothes.

That forced her to go over the eight spankings Laura had delivered.

I'm not even going to talk about that, or make a note of the debt, but Kent did pay one dollar. Where do I put that?

Historically, she'd used the left column for the date. When Laura came over and helped, she'd put Laura's name in the date column so that Laura could have her own row. That made the first two entries easy.

"2018 11 02 Fr", the first said, "$3 show 8sp, 5sp(pd), 4sp(bare)."

That covered the eight spankings with the inspection, the second set with her pants down and the third set with her panties off.

Laura's row matched exactly, except it had her name in place of the date.

Bailey grimaced, feeling her face burning with embarrassment as she recalled the feeling of Laura's hand resting on her cheek.

It's funny the spanking part doesn't bother me much, Bailey thought with a frown, it's the memory of her hand cupping my cheek.

Ashamed or not, the fact of Kent paying a dollar to watch the spanking meant that Bailey had to make note of it. The pencil felt awkward and almost too slippery in her suddenly clammy hands.

Ugh, just write it down.

"L->B," she wrote, "$1 8sp"

There. Done!

After that she'd taken Laura home and, upon her return, straddled Kent. She had no difficulty recording that.

"$1 5sp(pd)"

Next up, Saturday and Sunday had matched each other perfectly. She wrote down both dates and recorded three dollars worth of spankings.

"$3 12sp"

That's doesn't cover it, though, does it? If I'm paying four spankings per dollar, it means I'm naked from the waist down. Instead, I was in my underwear.

She looked up the page and flipped it over, noting all of the abbreviations she'd ever used.

"pd" is for pants down, "bare" is bottomless, "double" when he does both hands, "wd" for the wooden spoon.

Bailey invented a new abbreviation: "u/w" for underwear.

I hope I don't use it much. I need to get naked and get to three spankings for a dollar. Save my ass some trouble.

She moved onto Monday, a banner day in her accounting because she and Laura had knocked off ten dollars in one shot.

"2018 11 05 Mo," she began, adding on the right side of the ledger line, "$5."

Now we have a problem. I've used "sp" for hand spankings, "wd" for the wooden spoon, "wh" for that whip thingie Laura stole.

With a shrug, she wrote, "10pa (pd) 5sp (pd)"

"Well, Laura," Bailey spoke aloud, "you wanted to call it a paddling, so we're going with that."

Satisfied, she folded the book up, replaced it in her underwear drawer and rolled onto her back on her bed.

The next problem she had to face involved her body. Bailey wanted to get naked and work her debt down faster. If she let Kent slap her cheeks twelve times while wearing underwear, he paid three dollars. Drop those two measly pieces of clothing and it cost him four.

Every time she pictured herself naked in front of him, though, a chill went through her.

Just me, standing there naked, as if I'm worth something.

The shiver came afresh and she fought the urge to pull her blankets over herself.

I've got to find a way around this.

=============================

Kent felt glad, for once, that he and Bailey had a couple of days off from all the spanking. She and Laura had burned through a heap of Bailey's debt and their asses had a few solid patches of red to show for it.

They passed each other occasionally in the hallway throughout Tuesday, but didn't exchange more than few words until Wednesday when she came into his room.

"I'm still not going to do any today," she said as she entered.

"That's fine," Kent said. "The pace has been a bit rushed."

"My ass needs a break."

"That's what I meant," Kent said. "How are you otherwise?"

"Other than not being able to sit down properly?"

"Other than that, yeah. How are you and Laura doing?"

"Oh, we're good now," Bailey took a moment to cautiously sit on the edge of his bed. Deciding she couldn't find a comfortable place, she laid down on her left side instead. "Friends, right?"

"Right."

"How is she taking the whole, uh, orgasm thing?"

"What do you mean?"

"Remember?" Kent asked in disbelief. "She freaked out about being a 'bad girl' and what not. I'm kinda worried we went too far for her."

Bailey rolled her eyes.

"What?"

"Kent, look," she said. "You've had a girlfriend or two before?"

"Yeah," Kent looked distinctly uncomfortable as he replied.

"Well, did you have -" Bailey cut herself off and quickly reworded her sentence, "did they have orgasms with you?"

Kent nodded.

"And they never acted like that?"

Kent shook his head.

Bailey took a breath and looked him in the eye, "We get like that, sometimes, okay? I mean, for some girls."

"Okay."

"Yeah," she intoned, "In Laura's case, with it being her first time having one with a guy, and her weird religious crap in her head..."

Bailey shrugged as she trailed off and looked away from him again.

"Just think of it this way," she explained. "This is a really intense way to... to do sexuality. The feelings are so much stronger."

"I get that."

"And it gets overwhelming," Bailey said, then rolled her head sideways to glare at him. "At least for us, anyway."

"Laura just got 'overwhelmed', then?"

"Yes."

"That's why you made fun of her like that?" Kent reminded Bailey.

Bailey smirked, "Yeah, it's a lot like how she kept jerking your cock after you were done."

"Oh," Kent laced his hands behind his head and looked up at ceiling. "Oh."

That explains a lot, Kent thought back to his first girlfriend in high school and the first time he'd caused her to have an orgasm. He hadn't even realized what they'd done until later but, in retrospect, her behaviour had gone a little goofy in the immediate aftermath. So Laura got a bit strange.

"So," he paused thoughtfully, "What do I do the next time?"

Bailey shrugged again, "Just wait it out. Give her space if she needs it. You didn't do anything she didn't want."

Kent breathed a sigh of relief, because Bailey had a solid point.

I let Laura lead the way. If she surprised herself, that's something she did. I'm responsible, to the point of not making it worse, but she gets to make her own decisions.

"And she's okay now?"

"Yeah," Bailey nodded, "Listen-"

She cut herself off as the door to Carson's room opened. Quietly, the two of them waited as Carson came by, zipping up his winter jacket.

"Headed out?" Kent wondered in surprise. "Bit late?"

"Drama class rehearsal," Carson shook his head, "it's the only stage time we could get. See ya guys later."

"Later," Bailey waved.

A tangible awkwardness filled the air.

Bailey already said no spankings for the day, Kent thought, but that doesn't mean she isn't getting wet right now, lying on my bed.

He realized with a start that he had consistently relied on her to take the lead. Right from the beginning, from the moment she had proposed this unusual debt repayment scheme, they'd taken every step forward at her provocation. Kent, in designing the rules to administer her spankings, had based everything off not just her consent, but her initiative.

Do I even know how to start anything with her?

Surprised at this realization, he started to speak, thinking to address her and suss out her feelings, but, looking at the ceiling and not noticing the intent in his eyes, Bailey spoke first.

=============================

At some point, I need to move forward. Why the hell not now?

"Kent," Bailey addressed him, keeping her voice firm.

She heard a weird stuttering breath of air, but she didn't turn her head.

"Yes?"

"I have a proposal," Bailey added.

"Alright," he replied. "But I thought your butt needed a break?"

"I can do one," she drawled her voice out.

"Oka-ay."

She stood up, walked past him and made a single mark on the white board.

Committed, now do the rest.

"Just a sec," she told him, and stepped out of the room.

Her jacket, a bit wet from the slushy weather they'd had, hung in the laundry room with her scarf around the shoulders. She snatched the scarf down and returned to Kent's room.

"Stand up," she told him.

"Oh," he said. "Blindfold again?"

"Yep."

Kent shrugged, willing to be led, and she tied the scarf around his eyes. She quickly ducked her head down to check he couldn't see anything along his nose.

Almost good enough, but still...

"Hey-" Kent protested as she pulled down at the waistband of his pants.

Didn't protest much though, did he? And look at that. Is he just constantly erection-ready?

"What are we doing?" he asked.

She tugged on his shirt and pushed it over his scarf-wrapped head, "This'll make it easier on me."

"Oh," Kent acknowledged, raising his arms to let her remove his shirt.

Nice enough body, in the clear light, Bailey noticed, not super-muscled or anything, but kinda lean and smooth. Why have I never noticed his body before? It's been right here the whole time.

She laid the shirt over his chair and took a deep breath.

"Listening?" she asked.

"Listening," Kent's lips twisted ironically. "Not like I have any other way to pay attention."

"Good," she said, "So how many spankings for a dollar, like this?"

"I, um, what?" he asked. "I guess it would be ten, wouldn't it?"

Oh, damn it, that's not what I meant.

"I mean," Bailey stammered out a clarification. "What if you're blindfolded but I'm, like, naked."

She watched Kent gulp.

"Completely naked?"

"Yeah."

He's getting even harder. Is this blindfold a turn on for him? Denying his eyes and turning everything else up. He's even panting... no, wait, he isn't. That's me. Why is my heart beating so hard?

"It should be three," Kent said, "If I could see you."

"But you can't... so?"

"Four?"

"Sure."

The deal is made. Now you have to go through with it. Have to, have to, have to. It's like a promise, isn't it?

Kent wouldn't see it that way, of course, but if she ever wanted to move forward, Bailey knew she'd have to push herself. She observed his nearly naked body, clad in only his dark, loose shorts and her beige scarf.

God, could I get a picture of him?

She stepped up to him, pressing her clothed body against his mostly uncovered flesh, and waited a beat.

"Well?" she asked.

"Well?" he wondered aloud.

"You need to take my clothes off, right?"

"That's my job, is it?" Kent sounded surprised.

"Unless you don't want to-"

"No, no. I got it."

Where will he start? Oh!

Kent took her waist, his thumbs on the front of her body and his fingers around the back, and pushed her shirt upwards, making her skin tingle all the way up her body and back down her spine.

Wow, okay. Here I thought only his senses would get amped up by the blindfold. But watching him sightlessly navigate my body is doing it to me, too.

The shirt cleared her bra and she raised her hands to let him pull it off over her head.

It doesn't matter which bra I'm wearing, does it? He can't see and it's coming off anyhow.

At the same time, Bailey realized she hadn't chosen a particularly exciting pair of panties either.

They're not the ones I wear on my period, but they're still so boring, I'd never let him see it. I didn't plan this out at all.

Kent knelt down in front of her and set to work on her excessively tight jeans. Keeping her hands above her head, she sucked in her belly to expedite the disrobing and, able to watch him while knowing he couldn't watch back, saw his lips tighten with focus before she felt the jeans pop loose.

He slid the jeans down to the floor and then gradually slid his hands up the back of her legs, all ten fingertips burning lines along her skin until he reached her cheeks. His fingers found the lines of the back of her panties, slid under them and cupped her ass.

Bailey sighed softly and Kent grabbed the waist band of her panties by hooking his fingers around from the inside. He dragged these to the floor and his eyes became level with her naked pussy, the tip of his nose sticking out just past the scarf. Her body swayed of its own volition and his nose brushed against her vulva, sending a shock into her belly and forcing soft grunt from her lungs.

She'd kept her hands above her head, but felt a compulsion, borne from so many nights of humping a pillow, to grab the back of his head and jam him into her crotch.

Must keep my hands above my head, she urged herself. What would Kent even think if I grabbed him? What would happen?

Anything could happen, really. He might jerk away suddenly and take off the blindfold. Or, possibly, he might push her onto the bed.

And then I'd spread my legs and he'd...

Bailey held back a moan at that thought. Kent hadn't even finished stripping her.

His hands slid up the back of her legs again, up to her naked ass. Maintaining a firm grip there for balance, he stood up, his blindfold subtracting somewhat from the intimidation factor his slight height advantage usually gave him.

She felt his hand slide up her back to find her bra strap.

"You gonna be able to get that undone?" Bailey pushed her voice into insulting sarcasm. "Or should I-"

Both hooks came undone with a flick of Kent's wrist and she felt the underwire instantly slacken and rise to the level of her nipples.

It's kind of like he is a fucking ninja, actually, when you get right down to it.

She could easily have lowered her arms and let the bra slide off the front of her body. Instead, she left them high, her fingertips extended, forcing Kent to raised his arms, too. Bailey flexed her shoulders, pulling her arms back, drawing him closer until their bodies touched, her nipples against his chest. His erection brushed against her pelvis, not touching where she needed it to touch, but that could wait a bit.

Okay, I'm naked. I did it. He can't see me, but I made it.

"Alright, then," Kent said, sliding his arms down to her hips, clinging to her in his blindness as a sailor might keep to his compass.

Bailey couldn't quite feel him pulling her in, but the pressure between them seemed to increase very slowly regardless. She lowered her arms and put them around his neck.

"Are you sure you're done?" she invited.

"I'm pretty sure you're naked, yeah," Kent's voice wavered in uncertainty.

He doesn't know what I mean, Bailey realized, keeping her sigh internal.

"Shouldn't. You. Check?"

Kent's erection hardened between their bodies.

"I guess I should."

With his hands on her hips, Bailey expected him to go straight to her ass. Kent surprised her, instead, by working his way up her back, his fingertips on either side of her spine, gently kneading her muscles all the way up to her neck. His fingers slid under her hair to cup her skull, lifting her chin up like a chalice.

We should kiss now, she thought, but nothing happened. I probably can't kiss with my eyes open.

Unable to close her eyes, she allowed Kent to tilt her head a little so his cheek could rub against hers. He breathed down the side of her neck, in her ear, warm and slow, threatening her balance more than anything before as her knees began to tremble.

Slowly, careful not to tangle and pull her hair, his hands released her neck and she lowered her own arms, inside his embrace, to hang at her sides. His palms set on the sides of her neck and began moving downward. Kent knelt again and smoothly ran his hands down over her breasts. He squeezed, both hands at once and lifted her breasts up, causing her to gasp with the sudden force, and released her.

Over her abdomen he went and around her back, grabbing both cheeks at once. He followed this by tracing lines down the back of her thighs, over her calves to her heels. Lastly, Kent came up the front of her legs and stood up as he reached her crotch. With his left hand on the small of her back, he placed his right covering her vulva and pushed, once, firmly inward, the tip of middle finger parting her lips just a touch.

"Oh!" she breathed.

"Madam," he whispered in her ear. "I am quite assured of your nudity."

"Good," Bailey gulped, trying to regain her composure. "Now the spanking?"

"Uh-huh. How do you want 'em?"

She put her arms around his neck again and pulled her body against his, "Just like this."

Kent's arms had already wrapped around the small of her back and, at this prompting, his right hand went to her left cheek. He tapped her flesh gently, a little test.

"Good?" she asked.

"Oh, yeah," Kent twitched against her.

"Well?" Bailey said. "Go ahead."

She put her head to the right of his, opened her mouth and set her teeth upon the tendon joining his shoulder to his neck, knowing exactly what that would do to him.

Kent rubbed circles around her bare cheek, squeezing as he saw fit.

C'mon, boy. C'mon.

She let her teeth bite into him just a little and felt his body go tense as his arm swung out.

Yes. Here we-

A thousand stinging bees struck her left cheek, high and sudden, before she'd even expected it. Her bite had forced Kent to move faster than even he had intended, eliminating the moment of warning she usually took from his body language. Bailey groaned into his trapezius muscle before she could take her mouth away.

"One," she whispered in his left ear, glad that this position prevented his access to the lower part of her cheek, limiting him to the mostly untouched parts of her ass.

The moment she bit into him again, he struck.

Same spot, but it's only four.

"Two," she spoke, muffled by the flesh in her mouth.

She bit even harder, wanting to leave a good, solid set of teeth marks in Kent's muscle. Kent groaned in pain and slapped her cheek a third time.

"Three!" Bailey blurted out and latched back on to his neck, now sucking as hard as she could, hoping to break a few blood vessels.

Kent protested at the vacuum on his skin and struck her one last time, eliciting from her rear the loud, hard crack she'd wanted all along.

"Four!" she shouted, releasing his neck at last.

"Agh!" Kent replied as he released her.

Bailey shifted her head around to the left so he could rub the sore spot she'd abused on his left. His right hand remained around her waist, though, holding them tightly together as they panted in each others' ears.

"You still naked?" he asked.

That was a fairly stupid inquiry, but that's not the real question, is it?

"Yeah. Why?"

"What are you into, today?"

Bailey smirked, knowing he couldn't see her expression, "Something. I don't know what."

Kent moved, pushing her backward very slowly, keeping his hand on the small of her back.

To the bed, she inhaled deeply, feeling her knees weaken. He's moving me to his bed. Oh, Kent, can't you feel me shaking? I can't walk backwards like this.

Instead, she grabbed on tightly to his neck and jumped up. Somehow, he read her movements in time and leaned back enough to take her weight as she wrapped her legs around him. His erection, as she landed, came to settle along her lips.