Chapter Five

Jessie strode into Maggie’s Diner Monday morning and found Caleb already there, waiting for her, his dark hair slightly mussed. He glanced up and saw her. She smiled as she made her way to the table, and he stood.

“Morning, Caleb.” Damn, he looked good in the black T-shirt stretched over his chest, his jeans outlining his muscular thighs.

“Morning, Jessie.” He gave her a brief kiss before motioning her to slide in. When she did, he sat next to her. Already his closeness was making her blood sing.

“I hope you don’t mind. I already ordered breakfast for you,” Caleb said.

“No, that’s fine.” And it was. She didn’t mind it at all. The sooner they ate, the sooner they could get back to the club for their time together.

“Anxious?”

“Excited, but also curious.” She added cream to the coffee mug sitting in front of her.

“Would it help to know what I’m going to do to you today?” His palm settled on her thigh. Heat seared through her jeans to her skin.

“Maybe.” It might help her settle down a bit.

“First, you’re going to strip out of your clothes. I’m going to warm you up with a nice spanking.”

Jessie shifted in her seat as her pussy clenched. Maybe this wasn’t a good idea.

“Once your ass is nice and rosy, I’m going to put on a set of nipple clamps, and then I’m going to tie you up on the bondage table.”

She tightened her pelvic muscles in anticipation. She loved being restrained, but the idea of nipple clamps made her breasts swell in excitement.

“I’m going to tease and bring you to the edge of your climax, but you’re not going to come.”

A moan escaped her lips.

“And next…” His breath brushed her ear as he leaned closer to her. “Well, it’s a surprise.”

Jessie opened her mouth to ask, but food was set down on the table and their coffee cups refilled. How was she going to eat now?

“You are such a tease,” she said after the waitress had left them alone.

“And you love it.” His hand slid up her thigh, and he cupped her mound through the denim.

“Caleb.” His name came out in a breathy sigh as he traced the seam of her pants.

“If I unfastened your jeans right now, would you let me stroke you to climax?” His hot breath brushed her cheek.

Her ass clenched at his words. She turned her head, and their gazes clashed. Could she let him do that? Then he grinned.

“Maybe another time,” he said before dropping a kiss on her parted lips and removing his hand.

She opened her mouth to protest, but he shook his head. “Later, pet. I’ll have you begging.”

“Never.”

****

“Oh, please, Sir, let me come.” Jessie was past her pride and was begging. Caleb was playing her body like a fine tuned instrument by bringing her close and then backing off.

For two hours they’d played like this. She needed to climax. Her body demanded it.

“Not yet.” Caleb grinned and began to untie her from the bondage table. He gently massaged her limbs as he untied her, just like he’d done after the warm up spanking.

Each and every time he played with her, he had made sure she was okay. His aftercare was fantastic, but she wanted more. She needed more. She needed him inside her, and she needed to come.

“Can you stand up now, pet?”

Jessie swung her legs over the edge of the table and slipped off. “Yes, Sir.” Her legs were weak, but they’d hold her up.

“Good.” Caleb led her off the stage and into the sitting area. There he opened a bottle of water and handed it to her. She put it to her mouth and drank, not realizing how thirsty she was.

When she finished the bottle, she handed it back to him. “Now what, Sir?” she asked. She found Caleb didn’t mind her asking questions as long as she was respectful. Her nerves tingled. He was the right man to set all her kinky buttons off, and she was never so happy.

“Telling would spoil the fun.” He pulled out a black scarf. “First, I’m going to blindfold you.”

He slipped the material over her eyes and tied it. Jessie sucked in a breath. She didn’t mind being blindfolded, but the loss of her sight always threw her off balance for a few minutes.

Caleb’s hands ran down her arms. He took her hands, pulled her to her feet, and began leading her somewhere within her club. He helped her climb the stage stairs and then paused.

“Wait right here.”

Jessie took another deep breath. She could hear the scraping of something being moved. What stage area were they in? The bondage system? Straining her ears, she listened for anything that would give her a clue.

His hand touched her back, and she jumped.

“Easy, pet.” He guided her across the stage. Her knees hit something.

“Kneel down.” She did as he said. “Now lean forward. Let my hand guide you.”

Bending at the waist, Jessie leaned down, trying to follow Caleb’s guiding hand. When wood touched her wrists, she stopped.

“Good. Hold that position for just a second.”

Her breath hitched at hearing him move from her side to her front. She couldn’t see anything, and shivers of apprehension made her shake. She trusted Caleb, but there was a tiny little bit of her mind that questioned her sanity.

“Slide just a little bit forward.”

Jessie wiggled forward on her knees, and then Caleb’s hand was on her back between her shoulder blades, trapping her.

Wood hit against wood and a lock turned. He had her on the kneeling bench with the stockade. Her hands and head were now locked into place.

Moisture filled her pussy. She never thought she could be so excited by this piece of equipment. But she trusted Caleb, and she was willing to see what he had planned.

“I won’t leave you in this long, but I want to give you a bit more taste of what I can do to you.” He ran his fingers down her spine, making her arch her back. Oh, did it feel so delicious to have him caressing her skin.

His palms cupped her ass before moving to the inside of her thighs. He pushed them apart and cool air caressed her.

Then his touch was gone, and she let out a sigh. His chuckle reached her ears, and she waited. But nothing happened. She strained to hear him but heard nothing.

Caleb was crafty. When they had arrived to the club after breakfast, he had made her wait in her office and then had blindfolded her so she didn’t see what he had in store for her. He enjoyed keeping her off balance.

She shivered and tightened her ass when something cool and round ran over her skin, up the crease of her ass to the small of her back, and along her spine. The coolness made goose bumps pop out.

“Do you know what I have in my hand?”

“No, Sir.” Even though she was blindfolded, Jessie squished her eyes shut, concentrating on the item and the shivers coursing through her blood stream.

“I’ll tell you about it.” The toy was dragged over her shoulders and around until he caressed her breasts. The round metal was cool against her skin. The small balls made her nipples tighten. Then he moved to her stomach and around to her ass again.

“I have a nice little toy here.” It left her skin but was back within seconds as he snapped it against her flesh.

Her mouth opened from surprise rather than pain. Then Caleb did it again and again, constantly changing positions on her ass. Each impact made her pussy wetter and her breathing a bit shallower.

It didn’t hurt, whatever he was using, but it did have a sting that went away very quickly. The impact of the toy wasn’t very hard and reminded her of one of the metal ticklers they carried. After a few minutes, he stopped and ran the toy over her body again.

“So what is it?” he asked.

“Some sort of tickler. Maybe one made of metal.”

“Very good.” His lips touched the base of her spine. “Now let’s have some more fun.”

Caleb watched Jessie very carefully. Her breathing was fast and her skin nicely flushed. So far she hadn’t gone into subspace, but he’d also been keeping the sessions very light and quick.

He wanted to tease her, to push her limits just a bit, but he didn’t want her going into subspace too soon. While it stroked his ego, he wanted more time to arouse her, to drive her over the edge.

He set the ball tickler on the table and then picked up the two other toys—a vibrator for her pussy and anal beads. He also picked up the belt that would hold the vibrator in place and some lube.

Jessie wiggled in the stocks, and he stroked her back before asking, “Are you okay?”

“Still green, Sir.”

“Knees?”

“They’re fine.”

The kneeler really had enough padding, but he didn’t want her knees to get sore. Setting his toys between her legs on the kneeler, he opened the lube and dripped some between her ass cheeks.

She let out a sigh as he worked the lube into her tight rosette with his finger. “You’re tight, little one.” He spread more lube on his finger before easing back in.

“Yes, Sir.” She clenched her ass around his finger.

His dick hardened further. Soon he’d take her that way, but not today. A bit more playing, and then he would fuck her. He wanted her to know pleasure, pleasure from everything he did to her.

He had picked the smallest set of anal beads available. Easing his finger out, he picked up the anal beads, lubed them up, and then pressed the first one into her tight hole. She made a little noise. Her muscles tightened and then released. He pushed the next one, and the next one, pausing between each bead to let her get used to them. When the final one was in, he adjusted the ring so as not to interfere with their play.

“How does it feel?”

“Strange.”

“Let’s see what your pussy says.” He washed his hands with the washcloth he’d put out earlier. He reached down and dipped his finger into her pussy. “You’re soaking.” He couldn’t help but smile. Grabbing the small vibrator, he brought the tip to her entrance and began pushing it in.

“Ahhhh.” She moaned as he pushed the seven inch toy into her dripping core.

Caleb watched her pussy muscles tighten and relax, but he didn’t touch her clit. He had a feeling if he did that she’d climax and never stop. No, her release tonight was for him and only him.

He picked up the toy belt. He was going to make sure the toys stayed in her. Her hips shifted, and she let out a moan. The vibrator was set on low, enough to stimulate her nerves but not enough to take her over the edge.

Jessie looked so beautiful trussed up with his toys in her ass and pussy. Her reactions sent joy though his veins. Most subs hesitated, but not Jessie. She trusted him, and she loved what he was doing to her.

His shaft was rock hard. Caleb stripped off his pants and picked up the small scarf from the table. Time to see how much she could really take. He strode to her head where it was held in the stocks. Her mouth was open as she sucked in deep breaths of air.

He took the blindfold off. “Look at me, baby.” He waited until she was looking at him. “I want you to suck my cock.”

Her tongue came out and licked her lips. His dick jumped. He slipped the scarf into her right hand. “If this gets to be too much for you, drop the scarf.” With his cock in her mouth, she wouldn’t be able to say her safeword.

Jessie’s fingers curled around the material of the scarf, and she licked his dick. Shit! The way her tongue caressed the head of his dick, then licked the crown. He almost exploded right then and there. Gritting his teeth, he shifted his hips forward and her mouth closed over the head.

“Fuck.” Their gazes connected as he pulled out and then slid back into her mouth. Her tongue followed his thrusting. He used long slow strokes with each pass. He didn’t want to overwhelm her, but damn, her mouth was sweet. She sucked him hard as he stroked into her mouth, and then let her tongue swirl around as he slid out.

Caleb couldn’t help himself, he began moving faster. He was careful not to go too far; in this position he didn’t want her to choke.

Jessie moaned, and he looked down at her. Her ass swung from side to side, the toys keeping her on edge. His balls tightened. As much as he wanted satisfaction, that would come. Just not yet.

He slipped completely out of her mouth, and she looked up at him. “When I come, baby, I want to be in that hot pussy of yours.”

She tried to nod, but the stocks stopped her. As Caleb marched back behind her, her lower body was swaying. He swatted her ass. “Be still.”

She obeyed.

Removing the belt, he was pleased to see it covered with her juices. She was ready. He reached down between her legs and held the vibrator in place as he began to pull the anal beads out one at a time.

“Fuck,” she cried out at the first one, and then started making these wonderful meowing sounds. Her ass clenched with each ball being removed.

The last ball popped out and she let out a sigh as he removed the vibrator from her pussy. Her harsh breathing filled the air. “How close are you?”

“Very close, Sir.”

“Take deep breaths, pet.” Caleb set the toys aside before undoing the stocks and helping Jessie stand. “Okay?” he asked when she swayed.

“Fine, Sir, I just want...” She closed her eyes and shook her head.

God, she was so beautiful. He understood she wanted to tell him what she craved, but didn’t. She wasn’t going to top from the bottom. Her skin was flushed, her erect nipples begging for attention, and her lips...rosy red and plump.

Caleb leaned down and brushed a kiss over her lips. “I know what you want,” he whispered in her ear. “Go into private room three. Get on the bed with your legs spread and wait for me.”

“Yes, Sir.”

He kept his eye on her as she walked across the padded floor and into the room. Caleb quickly cleaned up the scene and put his toys into his bag before heading to room three.

Jessie tried to slow her racing heart. Damn, Caleb was good. Her body was on fire for him. And sucking his cock had only made it worse. He’d tasted of salt and all male, hard and pulsing as her tongue caressed his shaft. She hadn’t minded the taste. She thought for sure he’d come in her mouth, but he didn’t.

Her ass was a little tender not only from being flogged, but from the beads as well. Oh, my, she thought. She never expected to feel so naughty using them. But she did. She stared at the ceiling, waiting for Caleb.

What was he doing? Probably cleaning up. She wondered what time it was. Hopefully he was keeping an eye on the time. While she didn’t care if someone saw them, she did prefer to keep their activities as private as possible.

She shifted on the bed and let the coolness of the sheets seep into her skin. Closing her eyes, she let herself drift back over what had just happened. Damn if Caleb didn’t know how to handle the ball tickler.

It stroked her skin just right, not too hard but not too soft. She wasn’t into pain, but the slight sting made her tingle all over. And then when he put the anal beads into her ass... A shiver went up her spine. She hadn’t been sure about them but had been willing to try.

She was happy she could please him by taking all the beads up her ass, and then when he inserted the vibrator and strapped them in place, she thought for sure she was going to lose it.

But she’d held on by a thread. Sucking his cock allowed her to take her attention off of her own reactions and concentrate on him. He was thick and long. He’d been very careful with her being in the stocks.

Her hand rose to her stomach, and she rubbed it softly. She could barely believe how wet she’d gotten when he put her on the kneeler and into the stocks. Now she knew why some slaves loved it.

The thudding of a bag hitting the floor had her turning her head toward the door. Caleb stood there in all his glory, his dark eyes gleaming with lust and passion. His shaft was erect, pointing to his stomach. Not an ounce of fat on this man. He was gorgeous, and she had to wonder how she could hold on to him for more than just a night or two.

She pushed the thought away. Now wasn’t the time to worry about him moving on to someone else. This was their time, and she wouldn’t allow any self doubt. Keeping eye contact, he padded over to the bed. She let her hand fall back onto the sheet.

“What are you thinking?” He knelt on the mattress.

“That you are absolutely a handsome man.” She tempered her words just a bit. Not that it wasn’t true.

“Hmmm... You looked deeper in thought than that.” He maneuvered his body between her spread legs. “Could it be,” his fingers parted her pussy lips, “that you were,” he blew on her clit, and she whimpered, “reliving what I just did to you.” This time, he swept his tongue over her hard nub.

“Oh, God, yes, Sir.” She fought not to buck under him. He kissed his way up her body, from her groin, over her stomach, between her breasts, until he reached her mouth.

“I can’t wait any longer, Jessie-mine. I need to fuck you.” His cock nudged her opening, and then he thrust into her wet core with one hard push.

“Ahhhh,” she cried out. Her mouth opened, and she gasped for breath. She hadn’t expected him to be so darn big.

He stilled and brushed her hair away from her face. “Damn, you’re snug. Are you okay?”

“Yes, Sir.” She took a deep breath and let it out, letting her core muscles relax around his cock.

“Did I hurt you?”

The concern in his voice had her hiding a smile. “Surprised, not hurt.” And that was the truth. She hadn’t expected him to thrust like that.

“Look at me, Jessie-mine.” He waited until their gazes connected. “This is us. I’m going to fuck you, and you may come. Then I’m going to do it again and again. And maybe after a few times, I’ll finally be satisfied.”

A tremor scampered up her spine. “Yes, Sir. One question, if I may?” She waited until he nodded. “What time is it, Sir?”

He grinned. “Don’t worry, we have time. I made sure of that.” His cock slid out of her pussy and then back in again.

Jessie started to close her eyes in bliss.

“No, Jessie-mine. Eyes open, keep them on me.” Each time he slid home, she wanted to close her eyes and savor the feeling of his cock in her pussy, the friction of his thrusts and the tightening of her channel.

It was as if there was an invisible emotional connection between them. Jessie didn’t know how to explain it. It must have been there years ago, but now it was stronger. Her arms encircled his neck as he lowered his head.

His mouth brushed over hers, softly, tenderly. She opened her mouth to his, and his tongue plunged between her lips. Their tongues began twisting around each other and the kiss became deeper, more intense.

His kisses were as easy going as his fucking was, but soon he picked up the pace. Her hips met him thrust for thrust, their tongues tangling and dueling with each other. The flutters began in her stomach almost before she was aware of them. With each stroke they grew stronger until she cried out into his mouth as her climax took over.

Caleb released her lips. “That’s one.”

He was still hard, and she was barely down from the first climax when the next one hit. “Caleb,” she whispered, her arms tightening around his neck. Her blood was on fire for this man, only this man.

“One more for me, Jessie-mine.” He nuzzled her breasts, and his hand slipped down to find her clit as he began to piston faster.

Jessie began panting. His finger rubbed her clit, and her hips met his for every stroke, faster and faster. Her stomach tightened. “I...” She couldn’t get the words out. Her entire focus was on him and the delicious sensations he was creating within her.

When he began to thrust even harder, her body started to shake. The sensations of his cock forcing its way in and out of her pussy were overwhelming. She couldn’t tell where he ended and she began.

“Now, Jessie-mine.” He pinched her clit.

Jessie screamed as she came again. Caleb stiffened then he pulsed, hot and wet, deep inside her. He held himself rigid above her and let out a breath, his forehead touching hers. “You are fantastic.” His lips caressed hers before he rolled to his side, taking her with him, keeping them connected.

“We kind of went out of the scene there.” Jessie laid her head on his chest, loving being this close to him. Her hand wandered over his tight abs enjoying the play of his muscles against her palm.

“Yes, not that it matters.” His fingers traced her spine. “How do you feel?”

“Good. Alive. Satisfied.”

His husky laugh had her smiling. “Not sore or anything?”

Snuggling closer, Jessie tilted her head and kissed his jaw. “Not right now. Tomorrow is another story. There are some muscles that haven’t been worked in a while.”

“Do you know how beautiful you look when you come apart in my arms?” His lips brushed her forehead. “Then there are those little cries you give when I’m flogging your ass and the meows of pleasure when you suck my cock.”

“Only for you,” she whispered, suddenly tired.

“Rest. We have some time before others arrive.”

Becky and Evan had booked in a session at six. She grinned before letting her eyes close.

Caleb watched Jessie as she slept. Her face relaxed in sexual contentment. She was so perfect for him. It was a shame he had to leave soon.

The thought had his muscles tensing. He didn’t want to leave. Lying there, Caleb started to look back at the last few months in Lobster Cove. When he first got here, he couldn’t wait to leave. Now things had changed.

The darkness of his past no longer colored his perception of Lobster Cove. No one blamed him for what had happened with Susie and his father, or blamed him for leaving. Many of the residents stopped him on the street when they saw him and told him they were glad he’d come home. And it was beginning to feel like home again. Mainly because of the woman lying in his arms.

He didn’t want to think about leaving, not right now while he had Jessie in his arms. He’d find a way to make this work, even if it meant him flying down every weekend from Chicago.