The Billionaire's Submissive Secretary: Books 1-5

by Lestrange, Pascaline

  Brandon’s eyes slipped shut as he suckled it needily, “Please. I need to come. I need it, Sir.”

  Carey ran his fingers through the come on Brandon’s chest, pressing them into his mouth again. Brandon sucked them clean with a helpless whine.

  “No, pet. Not yet. I’m not even nearly done with you.”

  Carey continued to swipe his fingers through the mess on Brandon’s chest, delicately pressing his fingers to Brandon’s mouth while Brandon suckled at them almost frantically. Carey smiled at him, a little darkly.

  “You’ve such a pretty mouth,” he rested two fingers on Brandon’s tongue, thrusting them lightly as though he were fucking his mouth, “You want my cock in there?”

  Brandon’s eyelids fluttered, and he moaned around Carey’s fingers, nodding hard. Carey sat up, straddling Brandon’s shoulder’s. He slowly pulled his fingers from Brandon’s mouth, using the spit slick hand to slowly stroke himself. Brandon’s mouth dropped open and he strained forward, trying to get his lips around Carey’s half hard cock. Carey leaned forward, slowly feeding his cock into Brandon’s mouth. Brandon moaned, eyes sliding shut. Carey hissed at the vibrations around his cock and thrust forward deeper into Brandon’s mouth.

  Brandon took Carey’s cock greedily, swallowing around it, and bobbing his head on it as best he could, drooling a little as he strained to take more. He moaned as he felt Carey harden fully in his mouth, felt him thrust against tongue.

  “Taking it so good, Brandon,” Carey twined his fingers into Brandon’s hair, “Can you take more? Can you take it all?”

  Brandon whined and nodded as best he could, sucking hard on Carey’s dick. Carey leaned forward, slowly pushing hips forward, pressing his dick into Brandon’s mouth until Brandon’s nose was buried in his pubes. He held Brandon’s head pressed there for a long moment before releasing him and sitting back, letting his dick slip free so that Brandon could take a heaving breath.

  Carey sat back on his heels, watching as Brandon gasped for breath, “I think that’s enough for your mouth.”

  He got off the bed, walking around to where Brandon’s legs were splayed wide, his hole open and exposed, the plug in his ass showing obscenely. Carey grinned widely, darkly, again, and tapped another quick rhythm on the base of the plug. Brandon threw his head back, a hoarse cry escaping him. Carey gripped the base of the plug and pulled gently, slowly, easing the plug from Brandon’s ass. Brandon whined at the sudden emptiness.

  “Shh, Brandon,” Carey soothed, palming over his hip, “Soon. Be good for me. Be good for me, and I’ll let you come. Can you do that?”

  Brandon shuddered, “I can, Sir. I can. Please. I need you. I want you, Sir. Please.”

  Carey gripped Brandon’s thighs and thrust deep inside him. He started a rough, punishing rhythm from the beginning, hands gripping bruises into Brandon’s thighs as he pounded into him. Brandon groaned, hands clenching into fists and unclenching. Sweat dripped down his body, pooling in his collarbones. Words seemed to be beyond Brandon now, the only thing he was capable of was hitching cries and wordless pleas.

  “Such a good boy for me, Brandon,” Carey panted, “Have you learned your lesson?”

  “Yes! Yes, Sir!” Brandon all but wailed.

  Carey reached his hands under Brandon, still fucking him hard and fast, and gripped Brandon’s ass hard, knowing he was leaving finger shaped bruises, but not caring. He could feel his orgasm building fast, listening to Brandon’s begging, panting whines.

  “Please! Sir, please! I need to come. I need it, Sir, I need it so much,” Brandon babbled, words slipping from his mouth as tears leaked from the corners of his eyes.

  Carey groaned, pumping his hips faster, “You’ve been ready for so long, haven’t you, pet?”

  He reached around, grasping the cock ring. Brandon bit down hard on his lip, whining high in his throat. Carey unsnapped the cock ring, freeing Brandon’s dick and balls. Brandon wailed, hands clenching into fists. Carey groaned as Brandon clenched down almost impossibly tight on him.

  “Come on, Brandon, come for me,” Carey gasped, just barely staving off his own orgasm.

  Brandon’s back bowed sharply and he came hard, striping his chest and neck with ropes of come. Carey fucked him through it, gasping and coming as well as Brandon clenched down tight on his cock. He came hard, filling Brandon’s ass. Carey panted as he slowly pulled out, watching his come leak slowly out of Brandon for a long moment before moving to untie Brandon’s restraints. He massaged each limb as he untied it, before resting it down gently on the bed. Brandon trembled lightly, overwhelmed as Carey lay down next to him.

  “You took that so well,” Carey stroked a hand down his chest.

  Brandon shivered, pressing into the touch, “I can be good, Sir.”

  Carey smiled at him, leaning over to press a soft kiss to Brandon’s mouth, “I know you can, Brandon.”

  They lay in silence for a while, before Brandon spoke, “Sir?”

  Carey turned to look at him, smiling wider when he realised Brandon was blushing, “Yes, pet?”

  “If I’m good…” Brandon cut himself off and looked down and away.

  Carey made a soothing noise, and turned his face back to face him, “If you’re good, what? What should happen if you’re good, pet?”

  “If I’m good, can I wear the plug? All day?” the words left Brandon in a rush.

  “You enjoyed that, did you?” Carey smiled at him.

  Brandon’s gaze went a little hazy, “Yes, Sir. I felt so full. Like you were fucking all of me at once.”

  Carey’s smile widened and he reached down to palm over the finger shaped bruises on Brandon’s thighs and ass, “Then if you’re good for me, Brandon… It’ll happen.”

  The Billionaire’s Submissive Secretary: Open For Business

  Book 3

  Brandon stood silently in Carey’s office, hands behind his back, waiting. He resisted the urge to shift his weight from one foot to the other in anticipation. He’d been so good. He’d followed Carey’s orders. He knew Carey liked it when he was good, loved to stroke over his skin, nip kisses against his neck, loved to tell him he was a good boy. He’d done his job well. He was Carey’s submissive secretary, and he’d been so good. He’d been good for Carey.

  “Brandon,” Carey called to him, finally looking up from his work.

  Brandon hurried over, standing in front of the desk, “Yes, Sir?” he looked at Carey hopefully.

  “Come around here,” Carey gestured to his side of the desk.

  Brandon all but scrambled to stand in front of Carey. Carey bit down on his lower lip, fighting a laugh. Brandon flushed a bright red at his eagerness.

  “Eager today, Brandon?” Carey smiled at him.

  Brandon glanced up, smiling a little sheepishly, “Trying to be good, Sir.”

  Carey looked up at him, reaching out and patting him lightly on the hip, “You have been very good lately…” he mused.

  Brandon shifted a little, happy, “Thank you, Sir.”

  Carey smiled at him, “On your knees for a moment, Brandon,” he gestured.

  Brandon sank to his knees, clasping his hands behind his back. He settled himself, humming contentedly as he rested his cheek on on Carey’s thigh. His thoughts wandered. He looked up when Carey’s hand landed on his shoulder.

  “Take off your pants,” Carey ordered, squeezing his shoulder gently, “Boxers too.”

  Brandon blinked, still for a moment, before rushing to comply, cock already hardening at the authority in Carey’s voice, “Yes. Yes, Sir.”

  Brandon stood, his cock rapidly hardening, in front of Carey. He kept his hands still clasped firmly behind his back, despite the almost overwhelming urge to cover himself. He couldn’t stop his face from flushing a deep red though. Carey didn’t bother to hide his laugh this time.

  “All we’ve done, my pet, and this is what makes you blush?” he laughed, delighted.

  Brandon ducked his head, “I… Sir.”

  C
arey stroked a hand over his cheek and patted the sleek wood of his desk, “Sit up here. Legs spread,” he pushed his chair back, leaving Brandon room.

  Brandon blinked again. This… This was new. This wasn’t something they had done before. Carey had taken him bent over his desk, his chest pressed against the cool wood, many times before. But sitting, legs spread, his cock on display? This was new. He moved a little slower, sliding onto the desk, hissing as his naked ass made contact with the cool wood. Carey leaned back in his chair, watching him, dark eyes intent on his every movement. Brandon pulled his shirt up over his muscled abs, leaned back on his hands and spread his thighs wide, displaying his now hardened cock for Carey to see.

  “Good boy,” Carey said, voice low and rich, making Brandon shudder with the praise.

  Carey pulled his chair forward so that he was between Brandon’s spread knees, “You’ve been such a good boy for me lately, Brandon.”

  Brandon sucked in a shaky breath, “Thank you, Sir,” he couldn’t hide how much Carey’s praise affected him, he didn’t want to.

  “I believe there was something I promised you, if you were good?” Carey’s smile turned sly as he ran blunt nails up and down Brandon’s thighs, leaving goosebumps in his wake.

  Brandon blinked slowly, lost in the feeling of Carey’s hands on him, before his words sank in, “Oh!” he gasped, staring down at Carey with wide eyes.

  “Oh?” Carey teased, running his hands up the inside of Brandon’s thighs, so close to his cock, “You’ll have to remind me, pet. What did I promise would happen if you were good?”

  Brandon shuddered, arching forward, trying to get more of Carey’s touch, trying to hear more of his words of praise, “Sir, you promised…” he shuddered again, “You promised you would let me wear the plug. All day.”

  Carey stroked one fingertip delicately up Brandon’s cock and circled it around the head, “And why do you want to wear the plug all day, my pet?”

  Brandon moaned at the sensations on his cock, “Please, Sir. It makes me feel like you’re filling me up all day.”

  The same fingertip stroked lightly back down to the root of Brandon’s cock and over his balls, “And you want to feel like I’m fucking you all day?”

  Brandon hissed, “Yes! Yes, Sir.”

  Carey ran his fingertip around the root of Brandon’s cock and began it’s torturous glide back up his length, “But what if I want to fuck you today, my pet? How can I with the plug there?”

  Carey was teasing him, Brandon knew, but he couldn’t help himself. He couldn’t stop the images from flooding his mind. He moaned, forcing his hips to be still, forcing himself to be good. What Carey was suggesting… God, it was filthy. But he needed it.

  “Sir,” he forced out, “Sir… I also want to wear the plug so I’m open for you all day. I need you to fuck me, Sir.”

  Carey took his hand away and ran his nails along Brandon’s thighs again, “You want me to call you into my office anytime I like, take the plug out, fuck you, and then put the plug back in?” he asked the question like he already knew the answer.

  Brandon whined high in his throat, cock twitching and leaking heavily, “Yes! Yes, Sir, please!”

  “You want to feel my come inside you all day as well as the plug?” Carey ran his nails along the insides of Brandon’s thighs again, close to his cock and back down.

  Brandon’s abs clenched with the effort to keep his hips still. He was trying so desperately hard to be good. He wanted this so bad. He needed it. He needed to feel full all day, needed to feel Carey’s cock filling him, needed to feel the slickness of his come pressed into him by the plug. Brandon shuddered with a groan and looked down at Carey.

  Carey smiled at him, “Look at you. Still so good for me,” he gestured, “Lie back. Pull your legs up to your chest.”

  Brandon blinked again. Carey was taking him by surprise at every turn today. He slowly lowered himself onto his back on the desk. He reached back for his legs, and gasped, realising Carey’s intent. A low groan forced its way from him as he realised exactly what was going to happen. Carey was going to stretch him open and put the plug in him right here. On his desk.

  “Took you long enough,” Carey said with a sly laugh, pressing one slick finger into Brandon’s ass.

  Brandon hissed in pleasure at the intrusion, hitching his legs higher, exposing himself more to Carey’s gaze. Carey worked his finger in and out, stretching him slowly, before adding a second, making Brandon groan with the effort of not rocking his hips back to get more friction. Carey stroked a hand over his hip.

  “Still being such a good boy,” he said, smiling wide as Brandon shivered with the praise, “Maybe you deserve a second reward. Do you think you can be good enough for that?”

  Brandon shivered, “Yes, Sir. I can be so good for you.”

  Carey added a third finger, stretching Brandon slowly, watching as Brandon’s eyes went half-lidded, then closed in pleasure. Watching as Brandon’s mouth dropped open, panting and moaning his lust. Carey pulled his fingers free, reaching for the plug. He pressed the tip against Brandon’s hole and pushed slowly and easily working it deep into Brandon’s ass. Brandon groaned, a full body shiver running through him as the base of the plug rested snugly between his ass cheeks.

  Carey let Brandon pant for a moment, feeling the plug in his ass, then he ran a hand up his thigh, “Sit up, Brandon. I’ve got one more thing for you.”

  Brandon made a questioning noise, making Carey laugh, “You were so good, pet, you earned your second reward.”

  Brandon sat up slowly, eyes going hazy and unfocused as the plug moved in his ass, “Thank you, Sir,” he said breathlessly.

  Carey pushed Brandon’s thighs wider apart, “Look at me,” he ordered, smiling when Brandon’s eyes snapped to meet his, “You don’t need my permission to come. Not this time.”

  “What? Sir, I… Oh God!” Brandon let out a strangled yell as Carey leaned forward and closed his mouth around Brandon’s cock.

  Carey bobbed his head on Brandon’s cock, pulling off to lick away the pre-come beading at the tip. He reached down, rolling Brandon’s balls in his hand. Brandon whined high in his throat, hands scrabbling to hold onto the edge of the desk. He was so close. He needed to come so badly. But he couldn’t… He couldn’t… But… Carey had said…

  Carey had said he didn’t need permission. Not this time.

  Brandon let out a broken moan, “Sir! Oh God! Sir!” and came, curling in on himself as he came, clenching down on the plug as come flooded Carey’s mouth.

  Carey swallowed and sat back up, stroking over Brandon’s quivering stomach as he panted, “And there’s your second reward, Brandon.”

  Brandon fought to get his breathing under control, looking at Carey from lust blown eyes, “Thank you, Sir. Thank you,” he glanced down at Carey’s cock tenting his pants, “Should I…?”

  Carey shook his head, “Not right now. I’ll save it for your ass later on,” he stroked over Brandon’s stomach once more until his breathing settled, “Pants back on and back to work now.”

  Brandon slid off the desk, hissing as the plug moved inside him. He bent over to retrieve his boxers, but paused. He held his boxers out to Carey, almost like an offering. Carey raised an eyebrow, but took them, tucking them into his shirt, like a pocket square. Brandon licked his lips slowly at the sight, then bent to pick up his pants.

  Brandon let out a soft gasp as the plug brushed his prostate when he stepped into his pants, “It will be easier for you to take me, Sir, if I’m not wearing them.”

  Both of Carey’s eyebrows raised at that, and he stood, claiming Brandon’s mouth in a kiss, “Thinking ahead, Brandon. Good boy.”

  “Your good boy, Sir,” Brandon offered, voice low and sultry, before straightening his shoulders and leaving Carey’s office.

  ~*~

  Carey barely lasted an hour before the pressure on his cock and Brandon’s last words echoing in his mind grew to be too much to bear. He hit the butt
on on his intercom, already rubbing his cock through his pants.

  “Brandon, come to my office,” he made sure to put enough authority in his tone to turn Brandon on even more than the plug already would.

  Sure enough, Brandon rushed into his office mere seconds later, a flush high on his cheeks, his cock tenting his pants obscenely. He’d been hard for so long, he’d already leaked a wet patch of pre-come through his pants. He stopped in front of Carey’s desk and placed his hands behind his back, beautiful in his aroused submission.

  “Do you still have the plug in?” Carey asked him, keeping his voice almost disinterested.