Two Hundred Dollars Ch. 29

It doesn't feel too much different from the other times we've done this. It's smoother with the rubber instead of rubbing against his cotton boxers.

Sliding upwards, the tip of the condom touched her entrance.

Am I ready for this? Bailey wondered. How long have I been getting ready for this?

Whether she'd admitted it at the time or not, she'd prepared herself for this each time she'd taken any of Kent's fingers up inside her body. Bailey hadn't performed that test for nothing. She'd wanted to know if her body trusted him the way it hadn't ever trusted anyone else.

But how long before that? How long have I wanted this?

She couldn't tell for sure and she turned her glare on Kent.

"How long have you wanted this?"

"I don't know," he gasped, feeling his tip pushing at her vagina as she moved her body in circles. "Maybe from the time I picked you up on my shoulder."

"The first time you spanked me," Bailey continued to tease his cock.

That seems right, doesn't it? she thought. Feeling him lift my body off the ground, there was just a tiny bit of me that wanted him to come down on top of me after he threw me on the couch.

"Maybe it did start there," she admitted in soft voice. "And here we are."

"Yeah, we're -" Kent started.

But Bailey interrupted him, pushing gently down with her hips, pushing him against herself, into herself, fighting the little ring of muscle that objected to the intrusion. Kent gulped, locking his stomach up hard, and Bailey rotated her hips, arching her back until she found the right angle.

Then it happened. A little push, and he slid up inside her, gentle and smooth, warm and wet.

It doesn't hurt, Bailey thought, a pinprick of surprise in her brain. It's pushing and it's tight, but it doesn't hurt.

"Okay?" Kent asked, for Bailey had frozen in place suddenly, half of his erection inside her body.

"Yeah," she whispered, and smiled, and then pushed down the rest of the way. "Oh!"

"That's deep," Kent gasped.

"Yes," Bailey's eyes bulged, "Yes. Don't move."

"Okay," Kent whispered back, placing his hands on her hips. "Okay."

"If you spank me," she warned, still paralyzed, "I will murder you."

"I'm not going to spank you," Kent protested, a laugh shaking his body and causing Bailey to cringe.

Slowly, her body accepted the penetration, softened, and she could move again.

"Can we roll over now?" she begged. "I really need you on top."

"Okay," Kent warned. "Slowly."

Trying to maintain their orientation, Bailey lowered her body to Kent's and rolled over, pulling him on top.

"Mm!" she protested, the torque on the steel rod inside her threatening to rearrange her insides.

"Good?" Kent asked, taking a push-up position over her.

"Oh, yes," she relaxed. "It's easier from here."

Thank god. He's on top.

It meant her hands had come free. With her left, she pulled Kent down for another kiss, glad that that barrier between them had broken, happy their lips could work together. With her right hand, she reached between their bodies and pushed downward on her clitoris.

The moment Bailey touched herself, however, her vagina seized itself around his penis. Kent groaned as Bailey moaned in pain.

As much as he swelled, and as much as she clamped down on him, Bailey found she couldn't stop herself either. Her right hand, almost of its own volition, continued to jam itself on her clit and her mouth opened in silent horror.

"No-o-o-o," she crooned out, finally, and her body began to shake.

Convulsions struck her body, her vagina pulsing out her orgasm. This, she realized instantly, had proven too much for Kent as well. With a grunt, the head of his cock swelled inside her and pulsed along her tunnel.

He's coming inside me, and I can feel it surging along his shaft.

Whoever had told her that condoms stole sensation had sold her a line of crap. Bailey decided that if she felt any more "sensation" than she did right then, it would probably kill her.

Like a pair of wild beasts, they grunted out their orgasms and their sweat tacked bodies finally began to relax.

Bailey felt the tightness inside her starting to push Kent out.

"The condom?"

"I got it," Kent said, reaching down to hold it at the base of his penis.

"Slowly," Bailey cautioned.

Kent nodded and gradually pulled himself out of her body.

Bailey winced, feeling the negative pressure sucking at her insides.

"Woo," she breathed when Kent had finally escaped.

Kent examined the condom, found no semen leaking through its tip, and fired it into his waste basket. Finally calm, he fell to Bailey's side and she immediately curled up into his chest.

"Since the first time you spanked me?" she asked, "Really?"

"What about you?" Kent prodded.

"I don't know," she said, "Remember the first time I asked you to, y'know, spank me for money? I must have been thinking it already, right?"

"Maybe," Kent hesitated. "I'm not inside your head."

"But the debt," she shook her head. "It was like this wall. If I had sex with your while I owed you money."

Bailey felt a shiver.

"It would feel like prostitution?"

She nodded, unwilling to speak further on the subject. Let's not wreck this moment.

"So the spankings got in the way," Kent's voice carried a note of sadness.

"I guess," Bailey admitted. "Until I got them all done, I couldn't see this - couldn't even imagine this happening."

Kent sighed, "You could have just paid it off with money."

"No, I couldn't," Bailey clicked her tongue and looked up into his eyes. "It would have felt like cheating. I gotta finish what I start, alright?"

"Hm."

He seems off, a bit, doesn't he? Bailey noted. I didn't push him into sex too quickly, did I?

"Are you alright?"

"Oh, yeah," he nodded. "That was, well, I mean, they say you shouldn't expect much for a first time. So I wasn't. But that was... well, it was awesome, right?"

"Yeah," Bailey assured him. "So...?"

"It's just that, well," Kent paused to compose his thoughts and clearly chose his next words carefully, for he spoke them very slowly. "It's unfortunate that you saw the spankings as something that got in the way."

Bailey pursed her lips and curled back up into his chest.

"Not the spankings," she reminded him. "The debt. It seemed like such a good idea, just to poke things along with us, to get you to spank me again. But once I'd made the debt sexual - and especially once you wanted me to undress - I couldn't go any further. Couldn't go here. We'd be having sex and I'd have owed you money at the same time. Ugh."

"But the debt's gone," Kent said. "The wall is gone."

"More like a dam breaking, really," Bailey blew out a breath.

"Yeah."

A pleasant silence stretched between them as Bailey tried to blank out her mind and enjoy the moment without thinking too hard about it. She had a lot of confidence that she and Kent would last a good long while and that she'd have plenty of opportunities to take him inside her again. The world felt wide open, with an amazing number possibilities she'd never known before.

Fifteen minutes ago, all I thought about were the ways I could pose for him, all the ways he could spank me and I could ride him and he could make me come, Bailey realized. But now - now there's so much more than just spanking and grinding.

Kent's thoughts must have tracked a similar trajectory, for he spoke next.

"Bai?"

"Yeah."

"D'you think you'll still want me to spank you?" he asked.

Bailey looked up at him.

That's a damn good question, actually.

She twisted in his grasp to lie on her stomach, then arched her back to put her cheeks up in the air.

First of all, that's pretty soothing, but how does it feel otherwise?

Bailey closed her eyes, imagined her naked body exposed, imagined Kent's hand on her cheek. She flattened her body back down and curled into Kent again.

"I think so, probably," she said. "But it'll be different without the debt to count down."

Kent nodded against the crown of her head and she felt relief flowing through his body.

He's a bit attached to slapping my ass, Bailey smirked.

"There's one other thing," Kent drawled out slowly.

"Yeah," Bailey inhaled sharply, feeling her body tense up.

"I didn't want be a drag right now, but-"

"What ever are we going to do," Bailey asked, "about Laura?"

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

Laura, meanwhile, had secreted her mother's rolling pin into her bedroom and lay on her back, clenching it between her thighs, using her hands to grind it side to side against her panties.

God, I can feel my sore ass cheek rubbing against the bed, Laura sent a silent 'thank you' to Kent for focusing his payment and her punishment on one spot. The pain let her continue to pleasure herself without religious interruption.

As the third orgasm of the night rippled through her body, Laura sighed.

I'm not going to be able to have him anymore, she felt depression seize her the moment her ecstasy faded. Bailey will want to keep him for herself. I could see that coming. Anyone could see that coming. And she's my best friend.

Laura held back tears, knowing she'd have to hold her future together with her imagination and her memories.

Unless I can find another Kent out there somewhere, she thought, someone who knows just what I need and how hard to spank me.

She groaned in frustration, incapable of imagining another such individual.

Damn it all, she cursed, but it was fun while it lasted.

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

Kent and Bailey sat across the breakfast table from each other, he slowly eating his scrambled eggs and toast while she sipped her coffee.

She's glowing, somehow, even though the sun's not even up yet.

Carson's bedroom door opened and he stumbled into the kitchen.

"Hey guys," Carson looked at them blearily. "How are-"

Their house mate cut himself off and looked back and forth between them, then smiled.

"Oh, thank fuck," he turned his eyes to the ceiling and sighed with relief. "You finally got over yourselves, did you?"

"Er, what?" Kent asked.

"You two!" he rolled his eyes again. "Thinking you're being sneaky and clever and pretending you don't have a thing going on."

"Oh," Bailey muttered. "Yeah."

"Yeah, exactly," Carson's eyes went wide in frustration. "Good to know it's out in the open. I don't have to pretend I don't know and you don't have to sneak around."

"I guess we weren't that subtle," Bailey winced.

"Apparently," Kent agreed.

"No, you weren't," Carson exhaled in exhaustion and marched down the hall to the washroom, calling back, "And I can stop randomly leaving the apartment while you sort yourselves out. God!"

The bathroom door closed and Bailey burst into unseemly giggles.

I guess we were really were too much, Kent admitted to himself, adding aloud, "Poor Carson."

"Uh-huh."

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

"How about like this?" Bailey said, turning her back on Kent and sticking her bare ass out in his direction.

Kent sat on the edge of his bed and examined her her half-naked body.

"Looks good," Kent smiled, putting a hand on her cheek.

He hadn't spanked her since the first day they'd had sex, and while they'd had two decent sexual encounters in the mean time, the piquancy regarding spanking hadn't shown up.

Kent pulled his hand back and cracked a spanking across her right cheek.

"Ooh," Bailey played it up.

"Yeah?"

"Um," she sighed, "Sort of."

She pulled her panties and jeans back up and turned to face him.

"Sort of?" Kent winced.

"It's not the same anymore, y'know?" Bailey shrugged. "Not your fault or mine."

Wistfully, she turned to look at the white board.

"Would it help if you counted?" Kent asked.

"Count to what?" Bailey looked back at him. With a shrug, she added. "And why?"

Kent shrugged, "At least the sex part is good."

"Yes," Bailey agreed.

Sex is new and exciting, Bailey thought, and now that Kent has figured out how to penetrate me without hurting me, he can be on top all the time.

They hadn't tried any other positions yet, always feeling such a rush once they got turned on, but that would come in time as well.

Disappointed in her butt's ability to turn them on, she dropped down hard into Kent's chair and frowned at the floor.

What if he spanks me during sex? Bailey wondered, but didn't feel like proposing it yet. Still kind of anxious about that idea while he's in there.

On Kent's desk, Bailey's phone vibrated. With a shrug, she picked it up and unlocked it. A message from Laura showed up.

"Laur wants to come by," she said.

"Have you talked to her since, um?"

'Um' is exactly how I'd described what happened, Bailey thought.

"No, I haven't," Bailey worried. "And I really should have. But I don't know what to say."

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

I have to be happy for my friend, Laura told herself. That's what friends do. We're happy for each others' happiness.

She had no doubt, walking down the road to their apartment in the waning sunlight, that Bailey and Kent had finally moved forward.

It's been three days since I even talked to her. What else could possibly have happened? Laura frowned. They've probably had sex. They're normal, not religious like me.

Laura tried to banish the frown from her face.

Be happy for Bailey, be happy for Kent, she repeated it like a mantra in her head, hoping to make it true through force of will.

Knowing they wouldn't have room for her in their new relationship, she prepared herself for the worst. She'd walk down the stairs, politely acknowledge the facts as presented, put on her best, most caring expression and make polite conversation.

That's what friends do, Laura reminded herself. All over the world, girls chose one boy over another and boys chose one girl over another. If I'm a good friend, I'll stay a good friend.

She acknowledged she would miss the spankings. Last night, she'd had trouble masturbating. The soreness in her cheeks had run out and she'd only come once and still felt terrible about it.

Maybe I could learn to spank myself, Laura felt her face scrunch up at that thought. Bailey did it, didn't she?

But Bailey had done it for Kent, to put on a show, and to turn herself on. Besides, the force Laura needed would probably make a sound loud enough to wake her parents at night.

Laura let out a sigh.

Be happy for Bailey. Be happy for Kent.

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

Carson let Laura in on his way out, and Bailey and Kent listened to her come down the stairs.

"Hi, Laur!" Bailey called out.

"Hi, you!" Laura called back and appeared in Kent's doorway.

Seeing them, she gulped and forced a smile on her face.

It's only been a few minutes since she texted, Kent noted. She must have been on her way home when she called. God, she looks exhausted.

"How are ya?" Kent asked.

"Good," Laura nodded, still standing in his doorway, "You?"

"Good," Kent said, feeling the awkwardness. "Come on in. Don't stand there."

Laura took her boots off to leave them in the hall, then unzipped her jacket and set it aside.

"Haven't seen you guys in a bit," she shrugged. "Just thought, y'know."

Laura turned her back on them, examining a few pieces of junk left on top of Kent's dresser.

Bailey turned to Kent plaintively, her palms up. Kent shrugged and walked over to Laura.

"Are you alright, Laur?" he asked.

Laura's shoulder twitched, a restrained sob and a sniff came forth.

"I'm happy for you two, really," she managed to blurt out, and turned towards them, her face tense as her body shivered.

"Laura," Bailey started, standing up.

"No, look," Laura held up a hand toward her. "I'm sorry, I thought I could do this, but it's hard. And you two, you've obviously, y'know..."

Kent and Bailey shared and a glance again and Laura turned away, facing the white board this time.

Damn, this is harder on her than we'd thought, Kent realized.

"God, it was fun for a while, though," Laura sniffed. "All of it."

"Are you sure it was fun?" Kent said. "I thought you felt bad all the time?"

"Oh," Laura stammered, looking at the ceiling and holding back tears. "I felt bad but this - this whole thing - made me feel better."

She shook her head, and pointed at the white board. "That made me feel better. But I knew it couldn't last, and you guys are together now. I don't want to get in the way."

"You feel bad?" Bailey's voice came out very slowly, "Like, right now?"

"Yes," Laura hissed. "I can't, y'know, come, without feeling bad."

Kent looked over at Bailey, behind Laura's back, then nodded at the white board and raised his eyebrows in question.

Bai, can we make this work? Kent widened his eyes and pointed at Laura.

Her expression matching his, Bailey nodded back.

Bailey firmed up her voice and addressed Laura, "You feel bad? And you can't feel better without being spanked?"

Laura started to turn toward her friend, but paused halfway and shrugged.

"Laura?" Kent came up behind Laura and placed a hand on her right hip, making her jump.

"Hm?"

"Have you been a bad girl?" he asked.

Laura twisted around instantly and stared at Bailey, the trail of one tear down the side of her face. The girls' eyes locked together.

"Really?" she asked Bailey.

Bailey nodded.

"But, Kent," Laura turned her focus on him. "I can't, y'know. You and Bailey. I can't do what she-"

"Laur," Kent soothed. "When have I ever made you do anything you didn't want?"

"Oh!" Laura turned back toward Bailey, jumped over and hugged her friend fiercely. "Thank you!"

They stood apart after their embrace and Kent stepped up behind Laura again, his hand on the small of her back. Laura gasped as his hand slid lower, cupping her cheek.

"Now answer the question, Laura," Kent intoned, giving her a squeeze, "Have you been a bad girl?"

"Yes," she whimpered.

From his left hand, he handed Laura the marker.

"Why don't you go up to the white board and write down a number," Kent told her. "Let us know how bad you've been?"

Shaking, a smile coming through her tears, Laura took the marker and walked over to the doorway. She uncapped the marker and wrote '$4' next to a spot that still read '$0'.

"Is that all?" Bailey came up behind her. She took the marker, crossed out Laura's number and wrote a '6'. "I think you've been much worse than that."

Laura looked at her curiously.

"Don't worry," Bailey smiled at her. "I'm going to help pay your debt."

"This isn't debt anymore," Laura explained with a laugh, then put her hands on her hips. "You can't pay for my guilt."

"I think there's a precedent," Bailey told her friend. "Paying for someone else's sins?"

"You're not Jesus!" Laura flushed indignantly.

"Maybe not Jesus," Kent said. "But she might be your personal saviour."

Laura looked at the ceiling and sighed, "So-o-o much blasphemy."

"That's my thing," Bailey admitted.

"You're really going to take spankings for me?" Laura asked.

"You put your ass on the line for me," Bailey reminded her. "Seems fair."

Bailey smiled at Kent.