Headmistress in love Part 5 (18+)

Madeline was excited and nervous at the same time.

She had never done this before, but she was willing to try.

After all, it was her duty as his loyal slave to please him in any way he wanted.

" Yes, master," she said obediently.

" As you wish,"

With that, she turned around, her back facing him, and positioned herself on her hands and knees, her plump ass raised high.

Her office chair was big enough to allow her to put her knees on the seat, which was good since it allowed her to be comfortable and supported while exposing her body.

Her juicy ass and dripping pussy were on full display, and she couldn't help but feel a little bit vulnerable and embarrassed.

" There," she said.

" I'm ready."

" Good girl," Jason replied, his eyes raking over her exposed form.

" Now, let's begin,"

With that, he moved closer to her, his hard cock brushing against her plump ass.

Madeline couldn't help but feel a sense of anticipation as she felt his cock rubbing against her skin.

He was going to take her, and she couldn't wait.

" Are you ready, Madeline?"

" Yes, master," she replied, her body trembling with desire.

" Please, take me."

Jason smirked, his hand gently caressing her plump ass.

" Don't worry, Madeline," he said.

" I will."

" Aaaaahhh!"

Madeline gasped, her body stiffening as she felt his cock enter her pussy.

By now her pussy had become accustomed to his cock, and he didn't have to be slow and gentle anymore.

He could just start fucking her, and she could take it.

" Oh god," she moaned, her eyes rolling back in pleasure as he began to pound her.

*PAH-PAP-PAH-PAP*

His hips slammed into her ass, his cock slamming deep into her pussy, causing her to cry out in ecstasy.

" AAAHH! FUCK!"

Madeline's body shuddered with pleasure, her pussy convulsing around his cock.

It felt amazing, his cock filling her completely and his balls slapping against her clit.

" You like that, don't you, Madeline?"

" Y-Yes!" She cried, her body rocking back and forth as he fucked her.

" I can't help it, master! Your cock feels so good!"

" Yeah?" He grunted, his cock thrusting in and out of her sopping-wet pussy.

" You're going to love this, then,"

*PAH-PAP-PAH-PAP*

" AAAAAAAHH!"

Madeline screamed in ecstasy, her pussy exploding in a powerful orgasm, her juices spraying out and coating his cock.

" AAAHH! AAAHH! AAAAHHHH!!!"

Her body trembled and shook, her arms collapsing, and her chest falling onto the seat.

She was still in the middle of her orgasm when Jason pulled out of her and began rubbing the tip of his cock against her asshole.

" N-No, not there, master," she begged.

" P-Please,"

" Shhhh," Jason said soothingly.

" Relax,"

" AAAHH!"

Madeline's eyes widened in pain and surprise as he pushed the tip of his cock into her ass.

" OOOHHH! IT HURTS!"

" Shhhh," he whispered.

" It's okay,"

" OOOHHHH! AAAHH!"

Tears began to fall from her eyes as he pushed further into her.

" IT HURTS SO MUCH!"

" I know," he said, his hand caressing her ass.

" But it will feel good soon,"

" OOOHHH! IT'S TOO BIG!"

Jason continued to push his cock into her ass, his cock slowly stretching and expanding her tight hole.

" NOOOOO!"

She screamed, her nails digging into the fabric of the chair.

" I'M GOING TO BREAK!"

" Just relax," he said.

" Take a deep breath,"

" AAAAAAAAHHHH!!!"

The feeling of her ass being stretched beyond her limits was too much for her, and she screamed out in pain.

" Just breathe," he whispered, his cock finally buried deep inside her.

" Good girl,"

" AAAAHHH!"

She took a deep breath, her body trembling and shaking as she adjusted to the feeling of his cock inside her ass.

" Ooohhh..."

Her eyes rolled back, her body going limp.

" Good girl," Jason said, his cock beginning to thrust in and out of her ass.

*PAH-PAP-PAH-PAP*

The sound of her plump ass slapping against his pelvis echoed throughout the room.

" Oh yes," he groaned.

" Your ass feels amazing, Madeline."

" AAAAHHH! AAAHH!"

She could barely hear him, her mind overwhelmed by the feeling of his cock pistoning in and out of her ass.

" F-Fuck," he grunted, his cock throbbing and twitching inside her.

" I'm getting close,"

" OOHHHH!"

Madeline's eyes widened.

" C-Cum in my ass, master!"

She was already on the edge, and his words pushed her over.

" OOHHH!"

" Y-Yes!"

" OH FUCK!"

" AAAAAAHHHH!!!"

" NNNGH!"

Jason roared, his cock erupting inside her, his hot, sticky seed filling her ass.

" YESSSS!"

" OH GOD!"

Madeline's body went rigid, her eyes rolling back in her head, and her pussy squirting.

She was having a powerful, body-shaking, toe-curling, mind-blowing orgasm.

Her whole body shuddered, her toes curled, and her nails dug into the fabric of the chair.

Jason continued to fuck her through her orgasm, his cock pumping load after load of his hot cum deep inside her.

Finally, he stopped, his cock buried deep inside her ass, and his balls spent.

" F-Fuck," he breathed.

" That was amazing, Madeline,"

Madeline could only moan in reply, her body completely spent.

Jason chuckled, pulling out of her and admiring the view of her gaping, cum-filled asshole.

" Well, Madeline," he said, a hint of mischief in his voice.

" looks like I took your anal virginity."

" Y-Yes," Madeline moaned.

" I'm so glad, master,"

" What can I say," he smirked.

" I aim to please,"

" A-And you succeeded," she breathed.

" Now," he said, standing up.

" How about we take a shower and get cleaned up,"

" S-Sounds good," she replied, her body still tingling.

" Come on," he said, helping her up.

" Let's go."

The two of them made their way to the Medaline's office shower.

She had always kept it clean and fresh for emergencies.

It was a private bathroom.

" There we go," Jason said, turning on the water.

" Just relax,"

" Mmmmm," she sighed, her body relaxing under the warm, soothing water.

" You know how to make a woman feel good, master,"

Jason chuckled, his hands roaming over her body, gently massaging her skin.

" You're just too easy to please, Madeline,"

" A-And you're too good to me, master," she replied, her body arching into his touch.

" I-I'm not worthy of such kindness,"

" Of course you are," Jason said, his hand cupping her ass.

" You're an amazing woman,"

" N-No," she protested weakly.

" It's you who's amazing, master,"

Madeline's body shuddered as he began to caress her breast, his fingers teasing her nipple.

" Mmmm," she moaned, her breasts jiggling under the spray of water.

" I love you so much, master,"

" I know," Jason said, his fingers pinching her nipple.

" I can tell,"

" Now, let's get ourselves clean,"

With that, the two of them began to wash each other, their hands exploring every inch of each other's bodies.

Madeline couldn't help but smile.

This was easily one of the best days of her life.

Not only did she have the most amazing sex of her life, but she also got to spend some quality time with her beloved master.

She couldn't ask for anything more.

After the shower, Jason and Madeline quickly dressed.

Madeline was now wearing her black lacy bra, her nipples poking through the fabric.

She also had on a matching thong and a pair of black high heels.

Jason had decided to wear a simple white shirt and a pair of blue jeans.

" So," Jason said, his arms wrapping around her waist.

" Are you ready to get back to work?"

" Mmmm," she sighed, her body pressed against his while she was still wearing her sexy underwear.

" Not quite yet, master,"

" Oh?" Jason said, raising an eyebrow.

" And why not?"

" Because," Madeline purred, her hand trailing down his chest and coming to rest on his crotch.

" I'm not done pleasing you yet,"

" Really?" Jason smirked.

" Even though I've already taken your anal virginity?"

Madeline couldn't help but smile, her heart fluttering at his words.

" Yes," she breathed.

" In fact," she continued, her lips brushing against his.

" I want you to take all of my virginities,"

" All of them?"

" Yes," she whispered.

" All of them,"

Jason couldn't believe what he was hearing.

He knew that Madeline loved him, but he never expected her to give herself to him completely.

" Madeline," he said, his hands gripping her waist.

" I already have, remember?"

Madeline's eyes widened.

She felt embarrassed.

" Of course," she replied, her cheeks flushed.

" I'm sorry, master. I'm just...I'm just so excited, I can't think straight,"

" It's okay," he smiled, his hand caressing her cheek.

" Now, what do you say we get back to work?"

" Okay," she said, taking a deep breath.

" But first,"

She pressed her lips against his, her tongue invading his mouth, the two of them melting into a passionate kiss.

Their tongues danced, their bodies pressed together, and their hands roamed over each other's bodies.

Finally, they broke the kiss, their chests heaving and their eyes filled with desire.

" There," Madeline breathed.

" Now I'm ready."

Jason couldn't help but chuckle, at the sight of her standing there in her sexy lingerie, her eyes filled with love and desire, her body trembling with need.

It was truly a sight to behold.

" Well, then," he said, his voice husky and filled with desire.

" Let's go."

Madeline got dressed in a red blouse, with a blue skirt and blue heels.

They looked gorgeous on her.

" Shall we?"

Madeline couldn't stop smiling as she took his arm and led the way out of the office and towards the exit.

She glanced back at her once prized office.

Its marble floor and grand walls were covered with photographs, awards, and achievements.

The office had been her pride and joy.

But now, as she gazed at the photographs that lined its walls, she realized that they were nothing but empty trophies, meaningless symbols of her accomplishments and nothing more.

They had no real value.

No meaning.

Not compared to Jason, who had shown her what it meant to truly live.

To truly love.

She squeezed Jason's hand gently, unable to keep her smile off her face.

But she was glad about leaving one thing in her office, a mark left behind as proof of the feelings she'd shared with him.

The smell of sex still lingered.

A memento of the most pleasurable day of her life, where she'd had the pleasure and honour of submitting her mind and body to Jason.

Yes, her office will always hold a special place in her heart.

But it was nowhere near as important as the man by her side.

He was her master and lover, and nothing would ever change that.

As she and her lover exited her office and made their way towards the elevator, a single thought ran through Madeline's mind.

She was the luckiest woman alive.

They entered the elevator, Madeline leaning against her lover, their hands intertwined.

" So," he said, a mischievous smile on his lips.

" Would you be happy If I gave you a gift?"

Madeline blinked in surprise.

" A...gift?"

" Yes," he replied.

" A gift from me to you,"

Madeline's heart fluttered and her cheeks flushed red.

" B-But why?" She stuttered.

Jason shrugged, his hands moving around Medaline's waist and holding her tight against him.

" Because I want to," he replied.

" Do I need another reason?"

Madeline's cheeks darkened further, her chest tightening, and her stomach fluttering at his words, his warm and sincere words.

He wanted to give her something.

Something from him to her.

Because she was worth it.

She meant enough to him for him to want to give her a gift.

She felt like a million bucks.

And the thought that her lover, her master, wanted to show her love in this way was both exciting and intoxicating.

" Of course not," she replied softly.

" You're just the sweetest."

Jason grinned, his hands roaming down her back and cupping her ass, causing her to gasp and blush.

" Good," he said, his lips brushing against hers, their bodies pressing together.

" Close your eyes and bring your right hand forward,"

Madeline blushed deeply, her heart pounding, but she nodded.

She closed her eyes, her mind filled with curiosity and excitement as she raised her right hand and held it palm up.

He put a key inside her open hand and wrapped her fingers around it.

Medaline's eyes flew open, and her breath caught in her throat as she felt the weight of the key, the metal cool and smooth.

" A k-k-key?"

" Yes," he replied, his face inches away from hers.

" To my apartment,"

Medaline stared at the key, her jaw dropping and her body trembling with a mix of emotions.

" You...you're giving me a key...to your apartment?"

" Yup," he replied, a smug smile on his face.

" It seems only fair that you should have one too,"

Madeline's chest tightened, her mind struggling to comprehend what had just happened.

It was hard to believe.

This handsome and kind man who'd turned her world upside-down was now giving her a key to his home.

It was shocking, exhilarating, and so incredibly romantic.

Her eyes began to fill with tears and her cheeks burned.

It was too much.

" Oh master," she sobbed, clutching the key close to her heart.

" This is the most amazing thing you've ever given me,"

" Ahhh, so you like it,"

She let out a soft laugh.

" I don't just like it, master," she replied, her green eyes glistening with tears of happiness.

" I adore it,"

Jason couldn't help but grin.

He'd expected a reaction like this.

It was adorable.

" That's good," he said, planting a tender kiss on her forehead.

" Then you should use it often."

Madeline's cheeks flushed dark, and her eyes sparkled with a mixture of delight and desire.

" O-Often?"

" Yes," he replied, his hand resting on her hip and pulling her closer to him.

" Often."

Her stomach fluttered, and her chest swelled with anticipation.

Just knowing that she'd be allowed into his home, her presence not just tolerated but encouraged, made her feel unbelievably happy and ecstatic.

She wanted to scream.

Or dance.

Or burst into a song.

" I..."

She was overcome by emotions.

It was almost too much to handle.

Her legs grew weak and her whole body trembled, her knees threatening to give way.

Jason noticed this and immediately wrapped an arm around her waist.

" Oh my," he laughed.

" What's this, Madeline?"

His words made her blush deeper, the realization of her submissiveness making her quiver even harder.

" I-It's nothing, master," she murmured, her body pressing against his and her fingers clasping the key close.

" It's just,"

She paused, unable to explain the emotions she was feeling.

" You're just overwhelming sometimes,"

He arched an eyebrow, a playful smile crossing his lips.

" I'm overwhelming, am I?"

Madeline's eyes widened, a thousand thoughts and apologies going through her head.

Did she offend her beloved master?

" Oh my God, I-I didn't mean it like that, I-"

He put a finger on her lips.

" I know," he said, his grin widening.

" I know."

Madeline sighed with relief, a smile crossing her face.

He understood.

He always did.

She couldn't be luckier, to be the slave of such a great man.

As the elevator finally came to the lobby and doors opened, Madeline clung to Jason's arm, still holding the precious key close.

" Just so you know," he said quietly.

" You're also welcome to give me one to your house as well,"

Madeline was dumbfounded.

" M-My house?"

" Yes," he replied.

" Do you object to that?"

" O-Of course not," Madeline said, flustered.

She was overwhelmed by happiness.

She couldn't have imagined anything more wonderful than this.

She'd not only have free access to her master's home but he would have a key to hers as well.

The thought of him entering her home at will, her body at his service when he desires, sent chills down her spine.

It was all so exciting.

And so romantic.

" I'll have a copy made as soon as possible," she said, gazing up at her master, the key still clutched in her fingers.

" Until then," he said, stopping and leaning in, his lips brushing against her ear.

" I suggest you go shopping for some new lingerie to surprise me,"

Madeline blushed bright red, her heart pounding and her stomach tingling.

Shopping for some naughty lingerie.

Lingerie which would be used to tempt him and seduce him.

It was just as thrilling as having the key. It made her feel aroused beyond belief, being told what to do and when to wear it.

And it gave her something else to look forward to, the opportunity to please and tempt her master even further.

The thought of spending more intimate moments with him, dressing up and acting the part, made her feel more eager and enthusiastic than ever.

" Y-Yes, master," she said, her body quivering,

" Whatever you command,"

" Good girl," he said, stepping back and squeezing her hand.

" Then let's go," 

Jason smiled as he saw the smile that lit her entire face.

Yes. He would never get sick of how lovely Medaline was.