Mark was ominously quiet for the rest of the drive to his place, and Jenna wondered for the hundredth time since she’d met him what exactly she’d gotten herself into.
She knew from his little speech that he was going to “deal with her behavior.” Was he going to spank her again? Or… punish her with his cock again? Her pussy clenched at the thought, and without meaning to she let out a small whine.
Mark lifted his eyebrows when he heard it, but otherwise kept his eyes on the road.
The worst part of this whole thing was that whatever he chose to do with her, she had already agreed to it. She had chosen to go home with him so that he could “deal with her” instead of being dropped off at her apartment. She had even called him ‘sir’.
What was wrong with her?
By the time they’d pulled into the underground garage, Jenna had worked herself up all over again. So much so that when Mark walked around to her side and opened the door for her, offering his hand, she completely froze.
“Come on out,” he said gently. He could probably feel the anxiety radiating off of her.
Jenna shook her head.
“I know you’re nervous, babygirl,” he said, his hand still extended as if he expected her to take it.
That was it? No offer to ease her nervousness by, say… not doing whatever it was he had planned?
Her throat was dry as she spoke. “What are you going to do?”
“I’m going to give you what you’ve needed for a while. Now, are you going to come out of the car like a good girl, or am I going to have to carry you?”
Jenna swallowed hard as a sudden realization hit her. This wasn’t going to be like the first time Mark had given her a playful spanking, or like the second time when he had given her a fucking after she’d asked for one. He had been dominant with her during those, of course, but she had ultimately been the one in control. She could have walked out or ended things at any time.
He had given her that freedom until now, and what had she done with it? Used it to ghost him and sulk and feel conflicted and send him all sorts of mixed messages.
This time, he clearly wasn’t giving her a choice.
Well, except apparently whether to go with him willingly to receive her punishment or have him throw her over his shoulder like a caveman.
Since there was a small public lobby they would have to walk through before reaching his private elevator, she decided to choose the “good girl” option—a term her mind labeled as something she should find condescending, but which instead only seemed to grow the wet spot she already felt on her panties.
Taking his hand, she let him lead her inside.
The elevator seemed to move at a snail’s pace, and Jenna shuffled her feet. She really wished she had at least brushed her hair this morning, and she couldn’t even remember what panties she was wearing. Nothing sexy though, she was sure of that.
As soon as they were inside, Mark pointed to the living room. “Go wait for me by the couch, hands on your head.”
His voice was much sterner than she’d heard from him before, and her feet seemed to obey before her mind could even process what he’d said. Walking into the living room, she stood in front of the sectional, her eyes falling to the cushions she had stared at last time as she was bent over for her fucking.
Mark wasn’t far behind, and he raised a single eyebrow as he approached. She looked at him, confused for a moment, before remembering his instructions and placing both of her hands on top of her head. His look softened, and he stopped when he was standing a few feet away from her, letting his eyes roam up and down her body.
She didn’t like this position, she decided. It made her feel too vulnerable, like she couldn’t cover anything. She made her opinion clear by giving a small stamp of one of her feet, and Mark raised his eyes to hers with a look of mild amusement.
“You’re going to take off your clothes for me, Jenna, one piece at a time. Then I’m going to inspect every part of your body thoroughly to make sure you’re not injured from your accident.”
“I’m not, I told you. I’m fine!” Jenna protested.
Striding over to her, Mark wound his arm tightly around her waist, holding her still as his right hand came down hard twice in the middle of her bottom.
“Ow!” Jenna yelped, her hands flying down to cover her backside.
“Hands on your head,” he barked, and Jenna whimpered as she obeyed.
“You’re going to learn to listen to me the first time, little girl, or this lesson is going to be much more difficult for you. Now, strip. Pants first.”
Jenna kicked off her shoes, then reached down with quivering fingers to undo the drawstring of her fuzzy, plaid pajama bottoms. She pushed them down over her hips and let them drop to her feet, taking a moment to note which panties she had on underneath.
They were plain black cotton. Definitely not sexy, but it could be worse.
Mark knelt in front of her and ran his hands from the top of her left leg down to her ankle, squeezing every few inches, as if feeling for anything broken. Then he did the same to her right leg.
Jenna blushed, trying to remember if she’d shaved her legs in the shower the night before. She was pretty sure she had at least run a razor over them quickly at least…
In any case, Mark was now squeezing all the way down each foot in a methodical manner. She couldn’t hold in a small giggle when his fingers brushed a ticklish spot between her toes.
Apparently satisfied with the state of her legs and feet, he stood back up. “Shirt next.”
Fuck.
She wasn’t wearing a bra under her tank top. She never wore one to bed.
He was probably well aware of this, since her nipples were pebbling through the thin white fabric, but that didn’t make her face any less hot as she reached down to tug the garment up over her head and toss it on the floor in a pile with her pants and shoes.
Mark stood there looking at her bare breasts for a long moment, and Jenna reluctantly put her hands back on her head, mostly to prevent herself from using them to cover her stiff nipples.
Those smacks on her ass had hurt, and she didn’t want more so soon.
After what had to be several minutes, he placed his warm, calloused hands on her shoulders, lowering her arms before squeezing down the length of her left one all the way to the tips of her fingers before repeating the process with her right arm. Then he moved in front of her and put one hand on her lower back to steady her, placing his other on her stomach right below her bellybutton and palpating around.
She could feel his warm breath on her neck as his hand moved closer to her chest, and she felt goosebumps rise on her skin as he gently cupped first her left breast, then her right.
She gasped as his fingers took hold of her right nipple, squeezing firmly, though not quite hard enough to hurt. He did the same to her left nipple.
“Any pain?” he asked. His voice was clinical enough to maintain the polite fiction that this exam was necessary, but far too husky to hide the fact that he was getting tired of pretending…
“Uh… no,” Jenna answered shakily.
“Good,” Mark said, stepping back a few feet away from her. “Go ahead and take off your panties, then.”
Suddenly the thought of baring herself completely, especially when she was sure there was a very large wet spot on her panties, became too much to bear.
“Mark, please,” Jenna tried. “Can’t I just leave those on?”
He closed the distance between them in two large steps, and Jenna shrieked this time before he even touched her, backing away quickly. He caught her by her upper arm, holding her firmly while he gave her four hard spanks on her pantied bottom. She yelped, dancing from foot to foot.
He didn’t scold her this time, he just stepped back and waited for her to obey.
She felt her lip stick out in a theatrical pout as she dragged her panties down to her ankles, slowly at first and then faster as she realized that prolonging the process was only making it more humiliating. Stepping out of them, she was about to kick them aside when Mark interrupted her.
“Hand them to me.”
Jenna blinked at him for a moment, wondering if she’d heard him correctly, but sure enough he was holding out his hand, waiting for her to give him her surely soaked panties.
Blushing brightly, she bent down and picked up the small piece of black fabric and handed it to him. She watched in horror as he turned them inside out, looking directly at the gusset. “The nice thing about black panties is that you can see a naughty girl’s arousal very, very clearly,” he mused.
Oh God.
He held them up in front of her, and she instinctively closed her eyes tightly, as if she could make the embarrassment disappear. She heard Mark chuckle.
“That’s alright, young lady. You’ll have plenty of chances to see them when they’re in front of your nose as you’re getting your spanking.”
Jenna’s eyes shot open. “My spanking? You just spanked me!”
“Those few were extra, for being disobedient,” Mark said. “You still have a real spanking coming for driving distracted and putting yourself in danger.”
“But—” was all Jenna had time to say before Mark had her by the upper arm once more.
Leading her over to the couch, he sat down and toppled her over his lap. He placed his leg over both of hers, pinning her in position before setting her wet panties in front of her face on the couch.
“If those panties don’t stay right there, you’ll be fetching a wooden spoon from the kitchen,” he threatened, just as Jenna was about to chuck the evidence of her shame on the ground.
“Now,” he told her, rubbing his hand briskly over her bare bottom. “Tell me why you’re about to be spanked.”
Jenna really wanted to tell him exactly where he could shove that demand, but she knew that wouldn’t get her anywhere. So she told him what she knew he wanted to hear.
“Because I was distracted, and I crashed into a car.” It did sound bad when she said it so simply, like something a girl in a book or movie might get scolded and spanked for.
“What was distracting you, young lady? Were you on the phone?”
“I was talking to my friend Chloe,” she admitted. “But I was wearing headphones! That truck was parked really far out and it was a sharp turn…” She trailed off because her excuses were sounding lame even to her.
Mark patted her bottom then, right in the lower middle, sending sparks straight to her pussy. She shifted forward, catching the tangy scent of her arousal on the panties sitting in front of her as she did.
“And you were wearing your pajamas, which means you must have left the house in a hurry. Was there something on your mind as you were driving?” he asked, and when she was silent his pats on her bottom became firmer. “Tell me the truth, little girl.”
“I was feeling a little bad about how things went between us last time,” she said in a smaller voice than she intended.
“You were quite upset when you sent me that message, weren’t you. Did you give me a chance to talk to you about your feelings, or did you run off and then let yourself become more and more upset about it?”
Jenna didn’t answer, but she shrank a little in his lap and made a soft whimpering sound.
“We’ll deal with that after your spanking, babygirl.”
Then she felt his hand leave her bottom and heard a whoosh before it landed hard on her right cheek, followed quickly by another swat on her left.
Jenna gasped. He wasn’t giving her any breaks this time. His hard palm continued to fall over and over, smacking everywhere from the tops of her cheeks to the tops of her thighs.
It took a minute for the sting to catch up with the loud sound of the spanking reverberating off the room’s tall ceilings, but then it felt like a thousand bees had descended on her ass, and she began to twist and writhe over his knee.
“Mark, please!” she yelped when she realized her wriggling was getting her nowhere.
With his leg over hers and his left hand wrapped securely around her waist, the best she could do was twist slightly in a futile attempt to avoid the rain of stinging slaps.
Mark didn’t respond right away, just pulled her in tightly against him and slowed the rhythm of the spanks, keeping them just as hard if not a little harder now.
“From now on, when you need to be taken care of, you’re going to let me take care of you, even if that means going over my knee. Is that understood?”
“Yes! Yes, sir, please stop!”
All Jenna could think about was the fire engulfing her bottom, and she was prepared to promise just about anything to make it go away.
Mark landed a few more sharp swats to her upper thighs before he stopped, resting his hand on her hot backside and rubbing in slow circles.
Jenna let out a whine, and then to her surprise, she found herself arching her back, pushing her bottom into his hand as he rubbed. His fingers drifted slowly down between her thighs, and she spread her legs for him shamelessly.
When had she become such a wanton little slut?
She felt his finger at her entrance, then pushing inside, and she moaned.
“You’re drenched, naughty girl,” he said as he pumped his finger in and out several times. When he removed it, Jenna whimpered. “Now that we’ve dealt with your distracted driving, it’s time to address how you pretended not to want what you very much do want from me.”
When she didn’t respond, he continued, “You’ve needed a man to do this for a while now, haven’t you? Answer me.”
Jenna opened her mouth, then closed it again. She knew he was right, on some level at least. She did want him to take care of her, she’d wanted that since their first night together.
“It’s not that easy,” she said.
“That’s fair,” she heard him answer from above her. “Let’s see if we can make it easier for you, then.”
He helped her gently to her feet, and it took everything in her not to reach back and rub her scalded bottom while doing an embarrassing little dance. Then Mark took her hand and led her—still naked and red-bottomed—upstairs to the room she remembered from their first date.
The medical room.
She found herself getting excited butterflies in her tummy as he pushed the door open and led her to the exam table where she’d sat before, confused in that scratchy robe he’d laid out for her. That seemed like ages ago.
He must be bringing her here to fuck her, right? To continue the “lesson” as he’d called it? Her pussy spasmed as if agreeing that it did indeed need his hard cock inside it, preferably as soon as possible.
“Up on the table,” Mark said.
Jenna climbed up and sat on the edge, then laid down when Mark patted the small pillow at the top. She watched as he placed first one of her feet and then the other in the stirrups extending from the edges of the table, forcing her legs far enough apart that she felt very much on display. The cool air brushed over her wet pussy, and she shivered.
Mark turned away to grab some things off a nearby shelf. When he turned back around, he was holding what looked like coils of some type of soft rope along with a pair of cuffs. They weren’t real handcuffs or the cheap kind with feathers you could find at a sex store. They were the type of cuffs you would wear at the gym for weightlifting.
He worked quickly, in a mesmerizing, precise manner, to tie her ankles down to each stirrup, then wound a piece of the soft rope around her waist too, securing her firmly in her position.
“Hands above your head,” he ordered, meeting her eyes as he moved toward the top of the table.
“Is this really necessary?” Jenna asked, though she was already lifting her arms as instructed.
“It will help you to hold still for this next part of your lesson,” Mark explained as he secured the cuffs to her wrists, then anchored them underneath the table with a strap that was apparently already hanging there, waiting for its next victim. Her arms were stretched above her head now, and with the other restraints in place, she could barely move an inch in any direction.
Even in her vulnerable position, with her ass still on fire, she couldn’t help but roll her eyes. “We’re still on the lesson thing?”
“We’re just getting started, young lady.” Mark had moved down to the other end of the table, and he was now looking directly between her legs. She felt his fingers drift over her pussy and then linger over the tight hole beneath it. “Distracted driving is naughty, but getting yourself all worked up without talking to me about your worries is even naughtier.”
Jenna squirmed as much as she could. The word naughty was doing things to her insides, and she wasn’t sure why.
She heard a snapping sound and lifted her head. Mark, standing between her spread legs, had snapped a latex glove onto his right hand. That was weird. Was he planning to finger her and just wanted to keep things sanitary?
Her answer came moments later when she felt the gloved tip of his finger grazing over the lips of her pussy once more, pausing at her sopping wet entrance and dipping in for a moment. She moaned as he moved it inside her, then whimpered as he withdrew it and settled it against her bottom hole.
“Normally I’d be more clinical about this and use lubricant, but you’ve created plenty of your own, it appears,” Mark said lightly, and then with a gentle pressure, he pushed his finger against the tight ring of muscle until it slid in to the first knuckle.
Jenna inhaled sharply.
“Mark…” Jenna whined.
“You’ve earned this, naughty girl,” Mark responded, “and what do you call me in here?”
Jenna blushed scarlet. “Doctor…”
“Good girl.”
Her blush deepened at that.
“It’s very embarrassing for you to have a man’s finger in your bottom for the first time, isn’t it? Especially when it’s a punishment for being a bad girl.”
Without further warning, he sank his gloved finger all the way inside and began fucking her tight hole with it, fast and hard.
Jenna squealed loudly, twisting her body back and forth as much as she could.
“No no no!” she wailed, but he showed no mercy.
His expression was firm as he continued the harsh fingerfucking while his other hand rested on her inner thigh. He was laser focused on his mission to teach her the error of her ways by leaving her bottom extremely sore inside and out.
Jenna continued to plead while doing her best to thrash around despite her restraints. It felt like her mind had separated from her body and was floating just above it, taking in the scene of the helpless naked girl tied down to an exam table, her handsome doctor administering the “treatment” she needed.
The worst part was that she could feel her pussy clenching down around the emptiness there each time his finger left her hole, followed by an overwhelming sense of fullness each time it was thrust back in.
The shame mixed with unwanted pleasure began to overtake her, and suddenly Jenna realized she was getting close to coming from nothing but Mark’s finger in her ass.
Panicking, she strained her neck to shoot him a desperate look. “Mark! I mean doctor… I’m going to…”
He stopped and pulled his finger out, making her yelp as her anus spasmed in protest.
Tears sprang to the corners of her eyes as she looked at Mark pleadingly, not certain what she wanted but more sure with each passing second that he wasn’t going to let her have it just yet.
His expression was still stern. “You’re starting to learn now, aren’t you, Jenna?”
She whimpered in response.
Mark removed the glove he was wearing, throwing it into a trash bin before turning to pick something else up from a nearby shelf. Once he had whatever it was in his hand, he turned on a lamp that was hanging over the exam table, then took his time angling it so that its bright glow landed like a spotlight directly on her pussy and bottom hole. Sitting down on a wheeled stool, he rolled forward so that he was perched close to her, only inches away from her spread open bottom.
“You’re going to feel some stretching during this next part,” he told her in a very professional tone. “It will be uncomfortable, but it shouldn’t hurt.”
“What… what are you doing now?” Jenna wasn’t sure why she asked, but not knowing somehow seemed worse than anticipating what was coming next.
“I’m going to use a speculum to hold your anus open, then inspect you very thoroughly.” He said this so bluntly that Jenna almost laughed.
“You’re… what?” she asked incredulously.
“You heard me, little girl,” Mark said, holding up the metal instrument so she could see the horrid thing for herself. “I’m going to spread you open and take a look inside this cute little bottom to teach you that you don’t get to hide from me anymore.”
Then, before she had a chance to protest, she felt him squirt several drops of warm liquid—she assumed it must be lube of some kind—directly onto her very exposed, very vulnerable hole.
[divider]
He couldn’t be serious. There was no way he really meant to use a fucking speculum to open up her… and then…
“I’m not hiding from you!” Jenna nodded down toward her bound, naked body to accentuate her point.
“You have been hiding from me, and that stops today,” he told her firmly. “You don’t get to hide your emotional needs from me, and you don’t get to hide your most private of places from me either.”
Mark lowered the terrifying instrument until it was out of Jenna’s sight, and she could feel the cool metal rest against her sore pucker moments later.
“Please, doctor,” she pleaded.
He answered by sliding the speculum into her lubed hole.
She mewled in protest, then just as her anus was starting to adjust to the implement’s presence she heard a ratcheting sound, almost like there was an old-fashioned toy being wound up.
The speculum began to stretch the tight ring of muscle, opening her more and more, her horrified humiliation growing more intense by the moment as she was displayed more shamefully than she could have ever imagined.
Just as Mark had promised, it didn’t hurt, but it felt very unnatural, and she squirmed her sore bottom against the paper on the table as much as the cuffs and ropes allowed.
Finally, the winding sound stopped.
“That’s a good girl. Breathe deep and relax and it will start to feel better,” Mark soothed.
Jenna was so relieved to hear him speak in a softer tone after him being so strict with her all evening that she found herself latching onto his words and doing exactly as he asked, taking a deep breath into her belly through her nose and letting it out through her mouth.
It was a technique she’d learned in a yoga class she took with Chloe. If she really thought about it, this was just like an extremely advanced yoga position, right? Totally normal…
The annoying part was that it actually worked, and after a few deep breaths she could hardly feel the stretch anymore. That did nothing to alleviate the embarrassment of Mark looking directly inside her butthole, though.
Now that the speculum was in place, Mark began exploring her now fully exposed hole, taking his time to run his fingertips all the way around it and then up to her outer labia, then back down again and around it the other direction. She could feel her pussy spasm, begging for his touch, but he stayed just enough on the periphery to make her keen in frustration.
“Now, my naughty little patient,” Mark said, his voice deep. “Are you going to let me take care of you from now on?”
“Marrrk,” she whined, trying to arch her back and move her pussy closer to his touch.
Making a tsking sound, he withdrew his hand completely and stood up, walked back over to the shelf, and grabbed something new. Jenna strained her neck to catch a glimpse of what he was holding, but she could only see his back.
She suddenly wished his pesky shirt wasn’t in the way so she could see his sculpted muscles.
Mark walked back over to her, now holding a strap with a buckle on one end. In his other hand was a purple, dildo shaped… vibrator maybe?
Jenna gasped, mostly out of relief that the discomfort between her legs would hopefully be alleviated soon. Not the discomfort from the speculum stretching her open, but from the building desire that was pulsing through her core.
She needed to come. Desperately.
“Lift,” Mark ordered, patting the side of her bottom, and Jenna lifted her hips as far as the rope around her waist would allow, which wasn’t much.
He was able to slide the strap underneath her, though, and he buckled it around her lower belly. Then he attached the dildo-looking thing to a hook in the center of the strap, leaving what seemed to be the business end of it resting over the lips of her pussy.
Mark pushed a button on the device, and when it buzzed to life Jenna jumped against her restraints, then twisted her hips to try and get the vibrator to move. It was stuck in one spot, though, so that the tip of it was resting just below her needy clit. She could still feel the vibrations pulsating through her, just enough that she was sure she could get close to an orgasm within a minute or two, but not close enough to actually push her over the edge.
Maybe she had misjudged Mark’s finesse. Maybe he was just like all the other guys she’d dated who couldn’t find a clit to save their lives. She felt a brief pang of disappointment at that thought until she saw Mark’s face and his knowing expression.
She tried anyway. “Doctor… it needs to be a little higher.”
“It’s right where it needs to be to teach a bad girl her lesson.”
“Ugh, come on!” she said, her patience quickly reaching its end.
Mark just shook his head. “Naughty girls get sent to the corner. Very, very naughty girls are put in a different kind of time out after a spanking.”
“Time out?” Jenna said, her voice becoming more high-pitched. “Please just let me come!”
“I’ll be back in ten minutes,” Mark said, and then he left the room.