Spanking Sydney

by Paige Tyler

  She couldn’t blame Max for not making a move on her sexually. He’d told her he had worked long and hard to get where he was in the company. One inappropriate advance toward her, and that would all be over with. Which meant she was going to have to make sure he knew that whatever happened between them, it was because she wanted it to happen.

  “Do you mind if I use the bathroom first?” she asked when they got back to the room.

  He tossed the key card on the dresser. “Go ahead.”

  Bending down beside her bag, Sydney took out the shorts and cami-top she’d brought to sleep in, but then hesitated. So far, Max hadn’t responded to any of her other subtle hints. Maybe it was time to do something a little more obvious.

  Shoving the shorts and cami-top to the bottom of the bag, she made a soft sound of frustration. “I can’t believe this.”

  “What is it?” Max asked.

  She gave him a sheepish look. “I…um…” She glanced down at her suitcase, then back at him. “This is so embarrassing. I usually sleep naked, so I didn’t bring anything to wear to bed, and now that we’re sharing a room…” She let her voice trail off as she glanced down at her suitcase again. “I suppose I could just sleep in my clothes.”

  Max regarded her for a moment, then walked over and pulled a shirt from his suitcase. He held it out to her. “Here. You can borrow this.”

  Sydney reached out to take the shirt from him. “Are you sure you don’t mind?”

  His mouth curved. “I don’t mind.”

  Giving him a smile, she turned and went into the bathroom. She closed the door and leaned against it, Max’s shirt in her hands and a silly grin on her face. She lifted it to her face, inhaling deeply. Mmmm, she could smell him all over it.

  Hanging the shirt on the back of the door, she undressed, then hopped in the tub for a quick shower. After drying off, she put on fresh panties, but opted to go without her bra. She slipped into Max’s shirt, studying her reflection in the mirror as she did up the buttons. The shirt hung down to mid-thigh, and with only a few of the buttons done up, it revealed not only lots of leg, but her cleavage as well.

  Sydney had intentionally left her toothbrush and other toiletries in her suitcase so she’d have to make multiple trips back and forth to get what she needed. She wanted to give Max every opportunity to check her out. Running her fingers through her hair, she took a deep breath, then opened the bathroom door.

  Max was paging through the same magazine he’d been looking at earlier. He glanced up when she came out, only do a double take at the sight of her. He’d already changed clothes, and was now wearing pajama bottoms and a T-shirt. Damn, the man looked gorgeous in whatever he put on.

  He regarded her in silence, taking in the man’s shirt, his gaze lingering on her bare legs. Sydney smiled.

  “I just came out to get my toothbrush.”

  Bending over at the waist, Sydney gave him a good view of her cleavage as she rummaged through her suitcase. She glanced up at him from beneath her lashes to find his gaze fixed on her breasts and a slight bulge in his pajama bottoms. Coming up with her toothbrush and toothpaste, she gave him another smile before sauntering back into the bathroom.

  * * *

  Max stifled a groan as Sydney disappeared. He’d been totally stunned when she’d dropped that bombshell about sleeping in the nude. The mere thought of her sleeping naked beside him was enough to get him aroused. He’d come completely unglued if she actually did it. And when she’d come out wearing his shirt with half the buttons undone? His cock got so hard it was almost painful. He couldn’t believe anyone could look that good in just a plain, ol’ button-up shirt. It hadn’t hurt that she’d bent over to give him a spectacular view of her amazing cleavage. There were a few times he thought he might actually get a peek at her nipples, but he hadn’t been that lucky.

  When they’d first checked into the hotel, he’d wondered if Sydney’d had anything to do with the mix-up with the rooms, but after that little performance of hers, he was sure of it. And now that she was prancing around half naked, he was pretty sure she’d lifted her skirt and bent over his desk the other day because she’d liked getting her ass warmed.

  But if spanking Sydney was unprofessional, that paled to having sex with her. She worked for him, for crying out loud.

  The bathroom door opened again, intruding on his thoughts. Max pretended to read, but when Sydney turned her back to him and bent over to rummage around in her suitcase again, he couldn’t help but stare.

  The shirt he’d given Sydney to wear had ridden up, giving him not only a great view of her shapely legs, but an even better view of her gorgeous ass, complete with a tiny barely-there pair of panties. Max almost groaned. Did she have any idea what she was doing to him?

  His jaw dropped as she spread her legs further to dig deeper into her suitcase. The move made her panties ride up, pulling the material tightly up into the folds of her pussy. His cock throbbed in his pants.

  Retrieving whatever she needed from her suitcase, Sydney straightened up and went into the bathroom without so much as a glance his way. She came back out almost immediately.

  “I’m done, if you want to use the bathroom.”

  He should have done the smart thing and stayed where he was. Hell, he should have waited until she climbed under the covers and fell asleep. Careful to avoid looking at her, he tossed the magazine on the table and headed for the bathroom.

  “Ooops.” Sydney slipped past him. “I forgot my brush. Let me grab it real quick.”

  As she picked it up, it slid out of her hand and fell to the floor. Without missing a beat, she bent over to pick it up, stepping back just enough so that her ass rubbed up against his raging hard-on.

  Max drew in a sharp breath. Grabbing her wrist, he spun her around and took the hairbrush from her. “Okay, I can take a hint.”

  Sydney blinked up at with those beautiful blue eyes. For a moment, he thought she was going to feign innocence, but then she looped her arms around his neck, her lips curved. “It took you long enough. I was afraid I might have been too subtle.”

  He put his arms around her, pulling her snug against his erection. “I might be a little slow, but like I said, I can take a hint. If you wanted a spanking, though, all you had to do was ask.”

  She pulled back, her eyes wide. “A sp-spanking?”

  “That is what you want, isn’t it?”

  * * *

  Sydney’s pulse skipped a beat. Was that what she wanted? As long as it was followed by mad-monkey sex this time, she certainly wouldn’t mind having her ass warmed. Her pussy quivered at the thought.

  “You do want me to give you a spanking, don’t you, Sydney?”

  Max’s voice was soft and warm as honey. She shivered. “Among other things.”

  Giving her a wicked smile, he took her hand and led her into the outer room. He sat down on the edge of the big bed, and in one swift motion, sent her tumbling over his knee. The movement knocked the breath from her, and she automatically shoved herself up. A strong hand on her back pushed her down. She craned her neck to look at him over her shoulder.

  “You’re a very bad girl, you know that?” Max put his other hand on her upturned ass and gave it a squeeze. The heat from his touch seemed to brand her skin through the thin material of her panties, and she gasped. “Trying to get me turned on with all that bending over you were doing. Reserving one room instead of two.”

  She looked away as she felt her face color. She was caught, so she should admit to it, but the words wouldn’t come out.

  Max chuckled. “I thought so.”

  A tremor of excitement ran through her. For days, she’d been dreaming about Max spanking her again, but she didn’t realize how much she’d wanted him to do it until now. But this time felt different than the other ones. Was it because she knew this spanking was going to be followed by sex? Her pussy—already wet from all the half-naked prancing around she’d done—got positively drenched at the thought.

 
“Are you ready?”

  Sydney nodded.

  Max lifted his hand and brought it down sharply on her ass. The sound seemed to reverberate in the room, and she let out a startled little yelp. No matter how many times he spanked her, she’d always be amazed by how much that very first smack stung

  She bit her lip and waited for the next one When it came, she let out another cry. She knew she should keep the noise level to a minimum since they were in a hotel room, but as Max’s hand came down again and again on her derriere, she couldn’t help but squeal after each and every smack. After a while, she didn’t even try to muffle the sound. It wasn’t any louder than the spanking her boss was giving her. Max obviously didn’t agree. He reached around with his free hand to cover her mouth, stifling the noise.

  He bent to put his mouth close to her ear. “Shhh”

  She nodded, silently telling him she’d behave herself. But he didn’t take his hand away. Instead, he kept her mouth tightly covered as he went back to spanking her. If she thought being held down while he spanked her was hot, that was nothing compared to how much of a turn-on it was having his hand over her mouth. He alternated from one cheek to the other, until her entire bottom was stinging from the smacks.

  When he stopped to squeeze her stinging ass, she closed her eyes and moaned against his hand. God, that felt amazing.

  She felt Max’s fingers on the waistband of her panties, pulling them down. Leaving the skimpy bit of material banded around her thighs, he trailed his hand up the back of her legs to caress her bare bottom.

  Sydney moaned again, spreading her legs as she felt his hand go between them. Max ran his fingers along her pussy lips to tease her clit with little circular motions before plunging deep inside her wetness.

  She caught her breath, her pussy clenching around his finger as he slowly moved it back and forth inside her.

  “Does that feel good?” he asked.

  She nodded, unable to do more than that since his hand was still over her mouth. That didn’t keep her from making a soft sound of protest when he pulled his finger out of her pussy a moment later. She’d hoped he might play with her clit again.

  She mumbled her protest, but it came out as a muffled squeal as his hand smacked her naked ass.

  Max brought his hand down again and again, each spank harder than the one before. Sydney squirmed on his lap. She hadn’t thought her panties had been much protection, but now that he was spanking her on the bare bottom, she realized exactly how much protection they’d been.

  He didn’t just concentrate on her ass cheeks either, but smacked the backs of her thighs, too, before turning his attention to her very tender sit-spots. By the time he stopped to caress her stinging bottom, she was wiggling so much he had to release her mouth to wrap his arm around her waist.

  Despite how much the spanking stung, Sydney loved every minute of it—and so did her pussy. The more Max spanked her, the more turned on she got. So while part of her was a little nervous when he stopped and reached for the hairbrush, there was another part that couldn’t wait for him to use it on her.

  Max didn’t spank her right away, though. Instead, he caressed her bottom with the brush. The smooth wood felt incredibly cool against her hot skin, and she lifted herself up on her toes. Which, of course, was the precise moment Max chose to bring the brush down on her ass with a resounding smack. Another followed on its heels, and another, and another. It stung way more than his hand had.

  “Owwww! Owwww! Owwww!”

  She waited for Max to cover her mouth again. When he didn’t, she buried her face in the pillow to muffle her cries. Max paddled her with the wooden hairbrush until she was kicking so wildly he had to throw his other leg on top of both of hers to hold her in place.

  Then, just when Sydney thought she couldn’t take any more, Max tossed aside the hairbrush and cupped her burning ass.

  She gasped at the feel of his hand on her red-hot skin, only to moan softly with pleasure when he began to gently massage her derriere. Even though her skin was hyper-sensitive from the spanking he’d given her, his caresses were practically orgasmic. She’d had no idea her ass was such an erogenous zone. Unable to help herself, she wiggled against him—and his extremely hard cock.

  Max groaned and took her arm to gently guided her to her feet. She gazed down at him with half closed eyes, her long hair tousled, her panties at her ankles, and her borrowed shirt barely concealing her breasts. Max pulled her close, burying his hand in her hair as he covered her mouth with his.

  Sydney parted her lips, melting against him. She’d been kissed by a lot of men, but never like this. The demanding way Max’s mouth moved over hers was intoxicating.

  One hand still in her hair, Max ran the other up her bare thigh before finding the buttons on the front of her shirt. Undoing them with agonizing slowness, he pushed aside the material to gently cup her breast. His fingers immediately found her nipple, and she moaned against his mouth as he squeezed the stiff peak between his thumb and forefinger. When he dropped his hand just as quickly, Sydney almost protested. But then she realized he’d only released her breast so he could take off her shirt.

  His dark eyes smoldered as he slowly looked her up and down. “God, Sydney. You’re so beautiful.”

  Sydney blushed at the compliment, and would have thanked him, but speech became impossible as he leaned forward to kiss the sensitive spot behind her ear. His hands palmed her breasts, tenderly massaging them. She grasped his shoulders and arched her back, offering herself to him. Max kissed his way down her neck and over the curve of her breasts until he came to her nipple. When he drew it into his mouth and suckled on it, her knees almost gave out from under her. She transferred her grip to his hair, threading her fingers in its silky softness and pulling him close.

  Max teased, suckled and nipped that breast before feasting on the other. Even then, he didn’t completely abandon the first one. Instead, he caressed the super-sensitive peak with the pad of his thumb until she was moaning continuously.

  With a sound that was half groan, half something else, Max released her breasts and slid an arm under her legs. Lifting her effortlessly in his arms, he turned and set her down in the middle of the bed.

  He gazed down at her, his dark eyes slowly caressing every inch of her naked body. Wordlessly, he pulled his shirt over his head and tossed it aside. Sydney blinked at the sight of his broad shoulders, muscular chest and six-pack abs. Oh, yeah. She’d definitely been right. He certainly hadn’t gotten that build from sitting in an office.

  She settled back against the pillows, breath quickening in anticipation as he pushed down his pajama bottoms. Her eyes went wide as his cock sprang free. He was big, thick and hard. She’d never been with a man so well-endowed—or so perfect.

  Naked, he climbed into bed beside her and pulled her into his arms for another soul-searing kiss. His hands seemed to be everywhere at once—cupping her breasts, running up and down her legs, squeezing her freshly spanked ass. She made a soft whimper of protest against his mouth. She couldn’t believe how much her bottom still stung from that spanking he’d given her.

  Max lifted his head. “Still tender?”

  She nodded. “Uh-huh.”

  He chuckled and rolled her onto her back, supporting his weight on his forearms as he gazed down at her. She ran her hands up his chiseled chest to pull him down for another kiss. His mouth was hot and hard on hers, just like the cock pulsing against her.

  Max dragged his mouth away from hers. “Shit.”

  She frowned He was putting on the brakes now? “What is it?”

  “I don’t have a condom.” He swore again. “I can’t believe I didn’t think of this before.”

  Yikes. She’d almost forgotten all about protection. Which showed just how hot she was for her boss.

  She smiled. “I did. They’re in my toiletry bag. It’s in my suitcase.”

  He sagged with relief. “Remind me to give you a raise.”

  Sydney opened her mouth t
o tell him she was going to hold him to that, but the sight of his gorgeous ass rendered her speechless.

  Finding the packet, Max tore it open, then rolled the condom on his cock before climbing back in bed with her. He caught her wrists in his hands, pinning them to the bed on either side of her head.

  “Where were we?” he asked as he settled between her legs.

  She would have answered, but Max was already sliding his cock into her wetness. Sydney gasped, her pussy clenching tightly around his shaft, her legs going up to wrap around him.

  She waited for him to fuck her, but he stayed buried deep inside her as he gazed into her eyes. She tried to lift her hips in an effort to feed the hunger between her thighs, but his weight wouldn’t let her move, and all her motion did was make her tender ass cheeks scream out.

  “Don’t tease me anymore,” she pleaded huskily. “Please.”

  He bent to kiss her, drawing her bottom lip into his mouth and sucking on it. “Are you ready?”

  It was the same question he’d asked when he had spanked her earlier. “I am so ready.”

  He thrust slowly at first, sliding all the way out, then in as deep as he could go. Each one provoked a moan from her. Not just because his cock felt so good, but because his weight was pressing her tender ass into the bed with every motion. It was like she was getting spanked all over again.

  Sydney was so lost in the dual sensations she almost didn’t notice when he picked up the pace. Her moans turned into one long, continuous, unintelligible sound. She clenched her legs even tighter, loving the feel of him pushing into her with such force.

  Just when she thought it couldn’t get any better, he suddenly flipped them over on the big bed until she was sitting on top of him.

  “Ride me,” he ordered, giving her ass a smack.

  She willingly obeyed, moving up and down on him as fast and hard as he’d pumped into her. She loved this position even more because she could grind her sensitive clit against him as she rode. She slid her hand down her tummy to the curls nestled between her thighs, making circles on the plump nub.