Windy City: The Complete 5 Book Series

by Measha Stone

  His strong arm around her stomach had anchored her, not only for the spanking, but he'd delivered her soul too. She could lean into him, and he wouldn't let her go. He would never let her fall.

  A hard surface pressed against her ass. The chill of the object soothing her slightly.

  "Ready?" His voice held a warning. With his touch, she could withstand anything.

  “Yes. I’m ready.”

  A heavy thud pushed her forward in her restraints. She cried out. Blistering pain soared through her.

  "What is that?" she asked just before another smack landed.

  Twisting slightly, she made out the wooden paddle in his hand. He had warned her he'd be using it, but she hadn't thought it would have such an intense sting.

  Kendrick ran the paddle over her skin before unleashing it on her again. Another cry left her lips. She was inching toward it being too much.

  After each stroke of the paddle, Kendrick paused, giving her a moment to get back in place. She began to breathe heavier, her head sagging between her arms.

  Kendrick's hands on her breasts made her lift her head, searching him out. His expression was serious, not playful. His pupils were large, his face slightly flushed. She had never seen him so aroused before.

  "You're doing so good, baby girl. So, damn good." His words wrapped around her, comforting the sting of her skin. The pleasure in his voice rocketed her own thrill. His left hand drifted down her body from her breast to where her arousal was at its peak. If he touched her, she would come immediately.

  "Please," she whispered.

  "Yes. Come for me, baby girl. Come." His right hand spanked her steadily—right cheek, left cheek, over and over, while his other pressed toward her clit. One finger glided over her swollen sex and slid into her. His palm rubbed against her arousal while the spanking intensified.

  "Kelly, come for me." He kissed her neck, nuzzled her ear. Her orgasm ripped through her body. Pleasure rained down on her, whipping through her and knocking her off balance. Kendrick held her body to his, steadily spanking her and playing with her while she rode out the last waves of her release. She leaned into him as the last remnants of pleasure faded.

  As she floated back to him, she dropped her head forward again. The spanks slowed to a stop, and he gently pulled his finger from her. He moved to stand in front of her, and she used her restraints to hold herself up as she peered at him through a hazy film.

  He held his finger to her lips. "Clean me up," he ordered softly.

  His finger slipped past her open lips, and she licked her juices from his skin, giving him a smile as she did.

  "Such a good girl," he cooed as he pulled out from her mouth. "Are your wrists okay?" he asked, running his hands up her arms.

  "Yes. A little uncomfortable, but not bad."

  "Do you want to know what I'm going to do next?"

  "Yes, please."

  "I'm going to leave you hanging here, while I fuck you." His eyes burrowed into hers. A liquid heat pooled in his expression.

  "Please." She arched her back, asking him for his cock.

  "Damn. Such a good girl."

  Chapter 19

  Kelly's immediate response to Kendrick's declaration hardened his cock to the point of discomfort. He worried for a moment he was pushing her too far, taking too much from her, but the desire in her eyes calmed him. Every time he thought he knew what her reaction would be, she surprised him.

  He ran his fingers down the softness of her throat and stopped at her nipples. They were hard and begging for attention. Her expression evolved from desire to pleasure as he rolled them. Bending down, he took one nipple into his mouth, twirling his tongue around the hardened nub. A sigh escaped her as he bit down. He smiled into her breast as he let her go and stood back up.

  He saw willingness and hunger in her eyes. A quick nip to her shoulder and he moved behind her. He took in the redness of her ass, letting his fingers trail over the warmth of her skin. A small welt had begun to form on her right side from where the edge of the paddle must have struck at an odd angle.

  He squatted down and licked the welt with the tip of his tongue, kissing it where it reddened the most. She groaned from the sensation, and he held her by her hips to keep her from moving. He had gone lightly with her, had managed to pull back the intensity with which he wanted to spank her, but he knew she could take more. In time she would ask for it.

  Her ass wiggled back toward him when he released her and didn't touch her. She tried to find him by looking over her shoulder.

  "I'm here." He grabbed a fistful of her ass and squeezed, delighting in the sharp intake of her breath followed by the heavy sigh of pleasure she produced for him.

  Positioning himself directly behind her, he unbuckled his pants and made quick work of releasing his cock from the restraints of his boxers. After slipping on a condom, he rubbed his cock over her ass, running up and down the crack of her cheeks. She moaned and pushed back toward him, searching him out. He gave her a sharp slap, her aroused yelp driving his arousal to new heights.

  His fingers found her wetness, and he began to slide two into her, kissing her arched back as he entered. So hot and wet for him. Her clit was still tender from her orgasm, so he rubbed it gently, watching her roll her head to the side with another soft exhale.

  With one swift motion, he removed his fingers and replaced them with his cock. He grunted at the force of his thrust, and how quickly she enveloped him. Sweet hot pressure surrounded him.

  He gave her a moment to adjust to the intrusion. The position made her passage all the tighter. When she gave a subtle push back, he gripped her hips and began to move within her. Long, slow strokes had him tormenting himself. The muscles of her vagina clenched around his length.

  Her hands pulled against the restraints, not to get loose but to get closer to him, to meet his thrusts. His hand snaked up her back and around her neck, cupping her chin from behind.

  He hauled her head back until his lips could reach her ear.

  "No, baby, I'm controlling this." He kissed her earlobe, groaned at her nod of acceptance, and released her.

  She arched her back, taking him fully, giving him complete access to her body. His eyes rolled back at the enjoyment of it.

  Her silky heat gripped his cock with each thrust. She was giving herself to him, submitting to his wants, his desires, and trusting him to give her the same.

  His fingers dug into her hips as he continued to plow into her, with more power than before. She cried out when he increased the pressure of his fingers into her flesh, but he did not relent.

  His thrusts became hurried, his breath ragged. She didn't beg for him to stop, didn't try to squirm away from him. She arched her back more, to take him, to give him the release he needed. Her unwavering desire to please him drove him to the edge of a fury he wasn't sure he could hold back much longer.

  "Kendrick! Fuck!" she shouted out as he continued to plow into her. "I need to…I'm going to come!" she screamed out, and the waves of her orgasm rippled down his dick, dragging him into a whirlwind of pleasure.

  He yelled out his own release and pumped into her hard, giving her every last bit of his orgasm.

  They stilled together. Kelly rested her head against her arm, breathing heavily. Kendrick pressed his forehead to her back, kissing her softly as he tried to catch his breath.

  He wondered briefly why he'd been so reluctant to get involved with Kelly. She gave so purely, so openly. He had been a fool, and he was glad he'd woken up in time to see it.

  The clanking of her cuffs brought him back to the present. He slipped from her body and removed the condom, disposing of it before he tucked himself back in his pants.

  She hung limply from the restraints. Her eyes were glassed, and her breathing was slow. He cupped her face in his hands and kissed her lips, bringing her attention back to him.

  "You did so good, baby," he whispered. "I'm going to take you down now. Are you going to be able to stand?" he asked.


  He'd seen that look enough times to know she was struggling with herself. The feelings were threatening to take over as she attempted to process everything they had just done.

  "Take it slow. Just relax, baby." He wrapped an arm around her torso as he reached up to unhook the restraints.

  He held onto her as her hands dropped down. Keeping his arms around her, he walked her behind the rig and sat her gingerly on the towel he'd placed for her. He twirled the thick fleece blanket around her, and she gripped the ends of it, snuggling into the softness.

  "I'm going to wipe down the rig, then we can go to the lounge, okay?"

  He spoke softly, being rewarded with her smile.

  "Do you think I can put my clothes back on before we go into the lounge?" she asked after he tossed the used paper towels into the trash and headed back to her.

  "Sure, do you want to dress here or the dressing room?" He sat next to her and rubbed her back.

  "Does the dressing room have a bathroom?" She dropped her head to his shoulder. She needed a few more minutes before he would allow her to get up on her own.

  "It does." He pressed a kiss to the top of her head.

  "Okay, then the dressing room." She sat up again, flashing him a smile. "I'm okay now. That was just…wow." She released an uneasy laugh.

  "Yeah, it was." He pinched her thigh softly. "I'll walk you to the dressing room, then meet me back in the hall, okay? No wandering off?" He got to his feet and offered his hand.

  Slipping her fingers through his, he pulled her up.

  "No wandering off," she agreed.

  Kendrick escorted her to the dressing room and waited until she disappeared inside before making his way to the main hallway.

  As he returned his bag to the large rack, he heard raised voices near the front desk. His men would undoubtedly take care of whatever nuisance was taking place, so Kendrick put his mind back on Kelly.

  As though summoned from his thoughts, she appeared at his side with a warm smile. Kendrick wrapped his arms around her and pulled her into his side.

  "How are you doing?" he asked as he led them to the lounge.

  "I'm good." She found a seat on a purple loveseat and moved over for him to sit with her. "Tired mostly. My legs feel so weak." She chuckled. "I might need to start working out a bit harder if we keep this up."

  "How's your ass?"

  More raised voices distracted him from her answer, and he looked out the door toward the front, trying to see what the issue was. His crew was there, so he was sure it would be handled, but it was taking them longer than he liked.

  “I’m sorry, what did you say?” he asked.

  "I said, I’m sore, but in the best way, if that makes any sense." She snuggled up to him.

  She sat up straight when a loud bang resonated throughout the club. "Do you need to see to that?"

  "Yeah, maybe I better. Stay here, okay? Don’t leave this room." He slid off the couch and headed to the front desk.

  George stood at the main door, his arms crossed and his expression deadly. Two of Kendrick's men were holding another man against the door, his face smashed against the wood.

  Behind George, a woman wrung her hands, and her eyebrows knitted together. "What's going on?" she yelled over George's shoulder. "Why can't he come in?"

  Kendrick's body went rigid. His jaw set, and his hands clenched at the sight of the man against the door.

  Fucking Ted.

  Chapter 20

  Kelly sat against the couch cushions, taking in the room. Sheer fabric draped the walls, giving the room an I Dream of Jeannie feel. The leather couch was cozy, and she leaned back to rest her eyes for a moment, letting the events of the evening settle in her mind.

  She hadn't expected the spanking to bring so much arousal. A little horny, she’s assumed, but not so damn hot she ached for him. Throughout the entire paddling he kept her secured to him, keeping her grounded and comforted while he seared a fire into her ass.

  The heat amplified by the rough texture of his jeans as he fucked her from behind. More than once, she was glad the restraints held her as he plowed into her. The strength of each thrust, coupled with her urge to meet each of his moves with her own, left her legs wobbly, forcing her to rely on the rope to keep her upright. The intensity ramped up so quickly she hadn’t bene able to ask for permission before her orgasm erupted. Would he be upset over the small infraction now that they’d both come down from the high of their scene?

  Another noise from the front desk invaded the quiet room and caught her attention. What the hell was going on? She shoved off the couch to find Kendrick.

  She found him at the front entrance. Ted was against the door, hands twisted behind his back by the security guys, and a young woman stood near George, demanding answers.

  "I don't understand. I’m a member, and I have guest privileges." She showed George her card.

  He shook his head without looking at the ID. "Doesn't matter. This guest is blacklisted. He knows it and shouldn't have come." George tilted his head in Ted's direction.

  Kelly watched Kendrick; he held himself back but not by much. She moved to stand behind him but didn't touch him. She’d try to stay hidden just a few more moments.

  "Blacklisted?" The woman turned her questioning gaze at Ted. "Why?" she asked, not taking her eyes off him.

  Ted turned a twisted smile on the girl. "Jealousy."

  It must have been sheer desperation that had made her feel any appeal toward him.

  "Your guest here likes to drug his playmates. Gets a thrill out of beating them when they don't know what's going on and can't safe word on him," Kendrick interjected.

  Ted's glare shot to him.

  Kelly caught Ted's attention, and their gazes connected for a split moment. Enough to lighten Ted's expression. His eyebrows rose, and his deranged smile was back.

  "Okay. Fine. I'm leaving." Ted pulled free of the security guards. He looked over at his date and licked his lips. "If you feel like having a real Dom to play with, call me." His gaze returned to Kendrick, and his smile widened. "We have a good thing, you and me. You train ’em, I tame ’em."

  He made a dramatic show of leaning over to look behind Kendrick and gave Kelly a quick wink before throwing the door open. He left it swinging as his footsteps trailed down the stairs.

  Kelly froze behind Kendrick. The front door eventually closed.

  “I’m so sorry. I had no idea he was like that. He seemed so…well, normal,” the girl said.

  “It’s okay. Not your fault. He’s good at that. You’re welcome to stay. Don’t let him ruin your night,” George responded.

  The exchange continued, but Kelly’s focus centered on Kendrick’s back. His muscles remained tense, his hands still fisted. Softly, under his breath, he counted—and he didn’t stop at ten.

  Maybe she could still make it back to the lounge. Pretend like she’d been there the whole time? No. That would make things worse. She’d face him head-on once he calmed down. She wanted to rub his back, maybe kiss his neck softly, but as his counting reached the thirties, she figured she better not.

  "Sorry, man." George came up to Kendrick a moment later, offering his hand.

  Kendrick shook it. "Not your fault. Not her fault. Just been seeing him everywhere lately, is all," he explained in a solid voice.

  Kelly stepped back, wanting to give them a few moments of privacy...and find a good corner to hide in. As she took her first step, Kendrick’s hand snaked out behind him and snagged her arm. He didn't say a word, only held her captive. She had enough smarts left to stay put.

  "You mind if I use your office for a few minutes? We need some privacy." His fingers tightened.

  "Not at all. No one will bother you, just make sure to lock the door." George gave Kelly a smile laced with pity before heading back to the main room.

  Kendrick didn't release her. He simply stalked off toward the back of the bar, down a hallway lined with offices—dragging her the entire way. Once in the room, h
e let her go to close and lock the door. He pulled the shade down over the window on the door. He still hadn’t said a word to her.

  Her eyes remained on him. The fluttering in her stomach had been a happy thrill when they had arrived at the club. Now it quickly turned into dark somersaults. She inhaled deeply and folded her arms over her middle.

  "Kendrick—"

  His hand flew up in the air, stilling her. "Don't."

  Had she stepped too far over the line? Would he give up on her now? She’d disobeyed; she hadn't remained where he'd told her to stay.

  Surely, he wouldn't dump her over something so small. Would he? Her heart thumped in her ears.

  Slowly, he turned around and their eyes met. The darkness subsided to a soft muddy irritation. His glare settled on her. No longer hot with anger, but not soft enough to wipe away her fear of being tossed aside.

  She'd only just found him. Finally discovered her real self, and she was about to lose it all because she couldn't simply sit on a damn couch like she was told.

  "I'm sorry!" she burst out before he could speak.

  He arched his eyebrows. His muscles relaxed slightly, as he leaned against the door.

  "For what?" he asked, his tone laced with his disappointment.

  She stared at him in silence. Her mouth dried as the moments passed, and her fingers rubbed together at her sides. For the first time in her life, she realized she was not going to be able to charm her way out of the situation with a cute smile and remorseful plea. This time shew as going to have to pay the consequences.

  "For not staying in the lounge when you told me to." Her voice remained smooth and strong, hiding the fear building inside her.

  Even owning her mistakes didn’t soften his features. He wouldn't let her off so easily, and a small part of her didn't want him to. She had disobeyed. Plain and simple. If he chose to punish her for it, she’d accept it. She’d make everything all right again.

  "I'm sorry," she said again when his silent glare didn’t budge.

  "Do you know why I wanted you to stay in the lounge?" His question caught her off guard. She had expected him to berate her, tell her how wrong she'd been.