Sleeping With The CEO
Chapter 239: Sore, And Happy Loser

Chapter 239: Sore, And Happy Loser

If anyone were to ask her how she thought the evening would go. Her answers would have been pretty tame.

We will probably just cuddle, sleep, maybe even kiss.

She would have said.

Her past self would not have been completely wrong. There was definitely kissing involved.

But it was more than just kissing, it was leagues above cuddling, and it definitely did not involve any sleep.

For most couples, their first time having sex was something special. Something to be taken slow. They wined and dined together. There was often slow dancing, long drawn out kisses, and a lot of meaningful looks. And that would more often than not lead to a wonderful evening of awkward, but enjoyable sex.

Emily had nothing against those couples, but she was glad it was not her and Derek.

From the moment that he had pounced on her, the two of them had been at it.

Lips bruised, hair a mess, Emily was completely naked on Derek’s carpet. She’d caught sight of her bra thrown over the staircase railing. The unflattering underwear that Derek had slipped from her legs. Kissing his way from the join of her hip, and groin, all the way to her toes as he had done so, was thrown over a lamp. There were various pieces of clothing, from both her and Derek, thrown all over the place. How they had ended up there she did not know, nor did she care. Though she did recall dropping to her knees and kissing Derek’s shaft, through the fabric of his pants. Feeling it go impossibly hard through the cloth before pulling them down. Exposing his gorgeously, long and thick member to the world. Getting a chance to lick a bit of precome from the tip before Derek had pulled her away by tugging at her hair.

All he’d had to do was tap at her shoulder lightly, and Emily had gone down. Tilting until her back was hitting the carpet. And she had not attempted to get up since then. Why would she do such a silly thing when she could just lay there and have Derek continue to lavish her with attention.

His mouth was latched onto her nipple. Sucking so hard, it felt as though he were trying to draw milk. When the pressure got to be too much. Dancing between pleasure and pain, he seemed to know instinctively.

Derek let go with a loud pop. And what ever thoughts Emily had of him giving her nipple some rest were destroyed when he blew gently on the sensitive flesh, making her moan.

"Shhh, it’s alright," He whispered, then he leaned in and licked it in apology. An apology that was cancelled out by him moving over to the nipple that he had been squeezing gently the entire time, and assaulting it too.

Nipple play had never been Emily’s thing. It had never done much for her.

But with Derek working his magic. She had to wonder how she could have ever been neutral on something that was such a turn on for her. Every suck, every lick, every single soft nibbling of teeth against the soft flesh, sent bolts of pleasure down her spine. The heat gathering at her very core. Her hands coming to hold the back of his head. Torn between pulling him back, and wanting him to stay there forever.

He had not even touched her down there but Emily was already so wet that she was dripping.

How embarrassing.

A blush over her entire body, Emily bit her lower lip, her eyes half lidded. She let out a loud moan as Derek pushed her breasts together and licked them from side to side. Gently fondling them as he did so. All embarrassment left her, and she moaned even louder. Who cared if she was wet enough to put oceans to shame.

Anyone would be too with such a talented man working on her.

As though he could hear her internal thoughts and wanted to be contrary as a result. Derek stopped his ministrations and Emily’s eyes went from half lifted to fully open almost instantly.

"Why did you stop?" She asked, her voice sounding like she had been a chain smoker for 30 years. He did not answer her. Instead he gave her an impish grin, and that was all the warning that Emily got, that something was about to go down.

Moments later the grin faded from his face, and Derek looked back down to Emily’s boobs. Studying them with a focus that immediately had her heart rate picking up again.

He let her breasts go, the mounts jiggling slightly on Emily’s chest. And then without wasting any time he leaned in. He licked one long dirty stripe all the way from the valley between Emily’s breasts to her navel.

He dipped his tongue into the tiny crevice but he did not stop. Continuing his journey licking and kissing his way down until he came to Emily’s most sacred spot.

The moment that he reached there Emily was overcome with yet another wave of embarrassment. She was naked beneath him, and on top of her, he was naked too. Embarrassment should have long flown out the window.

But somehow, knowing that he would be seeing her ’down there’ made Emily feel shy, and before she realised what she was doing. She had moved her hands which had been gripping the carpet for dear life since he’d moved away, and was using them to cover herself. Shielding her nether regions from Derek’s view.

Derek paused, and lifted his head, his brow furrowed.

"Do you want to stop?" He asked.

Derek was being serious. If Emily did not wish to continue he would stop. She saw the certainty of it in his face. That lit a fire deep within her. Making her feel more at ease. She shook her head, and looked back at him.

"What if I am disappointing to you?" She blurted, not knowing that she had been feeling insecure, until she actually voiced it. The man was used to supermodels, celebrities... Who was she but just plain old Emily.

"Emily Molson, there is no part of you that can ever be disappointing to me," He said kissing the tops of her knees, and he was so sincere with it that Emily nodded. Nibbling at her bottom lip, she took a breath. Then she slowly pulled her hands back, and widened her legs, exposing herself to Derek.

"Thank you," He said, sounding like she had just bestowed a great gift upon him. Then he scooted further down, and looked.

" Oh, Emily..." He breathed.

"She’s beautiful, did you make her all shiny, just for me?"

And that was all the warning that Emily got before Derek buried his head between her legs, and started going at her like a starving man.

Not wasting any time, he let go of her legs, and used his fingers to open up her folds, then he sucked her swollen clit into his mouth.

And Emily was instantly beside herself. She made a needy sound at the back of her throat.

He sucked harder, a finger grazing at her entrance.

Emily’s butt came off the carpet. She shoved herself onto him trying to get more...more what she had no idea, she just knew that she needed more.

But Derek seemed to know what that more was. He sucked her clit one more time, and then he let go, kissing the nub tenderly, before letting go.

Hands grabbed the underside of her knees and Emily found her legs being pushed up and back towards her.

Letting go of one leg he reached for a nearby cushion, and slid it beneath Emily. Then his hand went back to Emily’s core. His thumb rubbing lightly at her...teasing...not giving her what she needed.

"Derek," She tried to say in her most commanding voice, but it came out as a broken plea.

He looked up at her, his eyes dark with lust.

"Hold your legs for me, and do not let go no matter what," He said.

A simple order, one that should have been easy to follow. But the instant that Derek went down on her again Emily knew that it would be the fight of her life. Lulling her into a false sense of security. Derek did not touch her at first, he simply looked. Then he blew gently against her. His warm breath going over sensitive flesh, and that was all the warning that Emily got.

As Derek went at her for a second time, one word stood out to Emily...fire. That was all she could think, glazed eyes fixed on the ceiling, her body overcome by pleasure. Whether she was the fire, or Derek was the flame setting her alight, she had no idea. But she was sure of one thing. She had never wanted something to continue on forever, while simultaneously wanting it to end, in the way that she did that moment.

That tongue, that mouth, what was he?!

Derek licked and sucked at her clit, probing her with his tongue. Tensing the muscle, and then licking at her from the inside with it. Her eyes rolled into her head.

Then while Emily was just getting used to the sensation, trying to regain her senses. There was a finger nudging at her entrance, going all the way in without any resistance.

Her slick juices letting it slide all the way in. Her walls gripping the digit tight, trying to hold it in. To fill her up like she needed. Derek chuckled against her, more warm breath ghosting against her sensitive bits, and Emily whimpered.

"So greedy," He rumbled. Then he fed her greed by adding a second finger. Making Emily moan and quiver as he scissored them deep within her.

Slick dripped from her like it was getting paid. But not a single drop ever hit the floor. Derek chasing it all down, and licking up every single drop. Moaning all the while like it was the best thing that he had ever tasted.

’Who’s the greedy one now,’ Emily wanted to say, but then Derek added a third finger and he grazed something deep in her that had Emily catching fire once more. Flames of pleasure licking up her body. Stealing all breath and thought from her.

"Hello there, what do we have here?" He asked, pretending like he did not know. Emily wanted to scream, to curse at him. But she was too out of it. All that she could manage was a breathless gasp.

G spot found, Derek pounced on her with the same ruthlessness that he used in the boardroom.

No mercy, no room to breathe. No rest, no reprieve.

He worked his fingers into her. Scissoring and curling them, all the while making sure to touch that spot each chance he got. Going hard, then soft. Sometimes fast and sometimes slow. Making Emily feel as though she were both freezing and burning up.

She had been told to keep her knees tucked against her shoulders. But it was too much.

Derek’s ministrations sapped all of the strength from her. Her grip loosened, her heels touching the floor, and she just lay there and took it, mini earthquakes rocking her body.

Then Derek, devil that he was, went for the finishing blow. A lone hand travelled up Emily’s body. Fingers squeezing her left nipple-hard. At the same time his mouth found her clit again and latched on. Sucking at it like he wanted to swallow it whole. There was one tap, two taps, three against her pleasure nub, and Emily was just gone...literally gone.

There was no screaming from her, just her mouth hanging open as her entire body came apart. Exploding from her core outwards. The pleasure so great she sure that she levitated for a bit. With only Derek’s fingers, still buried deep within her, keeping her tethered to reality.

When Emily’s body reconnected with the rest of her, it did so in fits and starts. She was nothing more than a jumble of limbs. Tears streaming down her face, her legs wide open, while Derek continued to lap at her like her slick was the fountain of youth.

His tongue making a home for itself between her walls.

Oh, Emily thought as the aftershocks rippled through her.

I am going to come again, she realized.

This man is going to take me apart with just his tongue she thought, a hysterical laugh bubbling up.

But she never got to voice it. Instead it turned into another voiceless scream. Emily once again taken under by waves of pleasure, Derek holding her down and not coming up for air as he literally swam in her juices.

This time, when the tiny tremors made their way through her, Derek pulled back. He was watching her face, enraptured, his hand patting at her folds like she was a well behaved kitten.

"Look at you," He breathed, sounding awed. The tip of his thumb slid into her entrance and Emily moaned, sensitive but wanting more... wanting bigger.

Her half lidded eyes slid to his shaft, and sure enough, there it was. Standing proud... waiting. She needed it in her, and if she did not get it, Emily was certain that she would not survive.

But Derek, despite being so hard he was leaking, was obviously glad to keep pleasuring her alone. She had to change that.

Reaching deep within, Emily found her voice.

"Derek," She whispered, her voice sounding like gun smoke and the promise of naughty things.

"If you get in me now, later, I promise to ride you like a wild bronco..." She licked her lips at the last part, bringing her hands over her bruised breasts and rubbing them slowly.

The awed look on Derek’s face intensified, mixed in with something else. Something that Emily could only describe as...hunger.