Chicago Suites - Emma Takes a Calculated Risk
The author gratefully acknowledges the editorial contribution of barefootgirl69.
This is a direct continuation of Executive Privilege Ch. 07a. To enhance your personal pleasure, read it first.
There was only so much Emma could do for her shame faced husband. Now that she knew she would be servicing Clinton Santini this evening, she asked Lisa what to expect.
"Clint was my first. He took me in all three holes that night and he's fucked me for the last three years. He's older, married to a beautiful woman and has a married daughter, Danielle, about our age. She has a small frame, big tits and dark red hair a lot like you. Danni's husband works for the company. Clinton tells me he may be up for promotion to senior manager which means they'd be joining the arrangement," Lisa confided. "Clinton can be a great lover, Emma; I have a feeling you're going to enjoy him.
Leon was surprised to hear Lisa talking of Clinton as a lover. How would he treat Emma?
Emma liked older men. It's one reason she was attracted to Leon. She was highly sexed and enjoyed the self-control and authority an older man often had. Clinton would certainly be the oldest man she had ever been with; old enough to be her father. Inwardly, she was excited and, though Jamie had worked her over, she was looking forward to an evening of sex with another of the bosses.
In a loosely tied robe, Jamie rejoined them from the bedroom he was sharing with Emma, leaving the double doors open. It split over the top of his belly. This is the man that beat his wife this afternoon. Leon tried not to look at his cock but his eyes were drawn to it. He stared at his low hanging scrotum with massive testicles and thick semi hard penis swinging between his legs; the dick that fucked his wife this afternoon, a penis larger than his own. Jamie caught him looking, to Leon's embarrassment.
"Lisa, it's been a while and I'm glad to see you dressed for the occasion," Jamie smiled. He slipped the robe off, sat down on one end of the couch and beckoned her to him. She settled in his lap, belly to belly and reached forward to put her arms around his neck.
"I've always enjoyed our dates, Jamie. I've been looking forward to this weekend since Jim told me I'd be coming along," Lisa said loud enough for the others to hear. As they kissed, Jamie felt up her ample breasts, first tweaking then sucking her nipples to full erection.
"I've been hot for you all night," Lisa smiled, "How about some head to start things off?" Without waiting for an answer, Lisa slipped off his lap and lowered herself to her knees before him. She sat back on her heels so she was looking up at his cock. He was half hard. She was about to change that.
"Emma, be sure you get a good look at how a whore is supposed to suck cock," Jamie said, "Jim knows what I'm talking about don't you Jim?"
"I sure do. She's a slut and she loves that big dick of yours. Enjoy her Jamie. She's all yours." Jim replied with a smile and a thumb up.
Her husband is so smart Lisa thought. He saw an opportunity to pander Jamie and he took it. You just don't know what will be remembered when the time comes for a raise or promotion.
Lisa's luscious red lips parted, her mouth opened wide and she took the broad head of Jamie's penis in her mouth. Her lips traveled half way down his member and back up again, slowly, sensually. She wrapped her right hand around the bottom of his dick. She slipped him out of her mouth, massaging the underside of his head with her tongue. This stunningly beautiful, 26 year old brunette was a confident cock sucker. She could feel her pussy wetting as she prepared to receive this familiar thick shaft. She bent her head down and began sucking him deeply and steadily.
Jamie felt her taking him almost all the way down, his cock pressing against the back of her throat, her dark hair dancing as her head bobbed up and down on his shaft. Pressing deeper into her mouth, he could feel her gasping for air around his thick meat, but she didn't stop sucking.
"That a girl," Jamie in a demeaning tone, "suck that cock you little slut."
She came back up for a breath then, opened her mouth wide, stuck her tongue all the way out and down over her bottom lip making room in her mouth for his wide dick head. She took him all the way to the back of her mouth, then, firmly pushed his cock into her throat. Her lips were nestled against the hair of his groin, the engorged head lodged in her throat, swathed in her red collar. The experienced whore didn't gag or struggle with this big dick.
Emma was amazed. He'd beaten her because she wasn't able to take him into her throat. She needed a lesson from Lisa sooner than later. She glanced over to see her husband mesmerized watching her friend do her job. There was a wet stain on his pants at the top of his tented erection.
Lisa lifted her head to catch Jamie's eye to be sure he got a good look at her very personal service. Her brown eyes sparkled with desire. She hefted and gently squeezed his heavy nuts full of sperm. Sperm that would soon be inside her own body delivered by the big, warm penis she was pleasuring with her mouth.
Jamie's fingers slipped down to trail through the bounty of her hair and clutched the back of her head, holding it steady as she did her job.
She licked his big balls and took one into her mouth. Jim watched his wife suck one nut into her mouth, gently expel it and, then, suck the other all the way in. She was, by now, very practiced and very familiar with Jamie's manhood.
"Good girl, Lisa. You're a good bitch." Jamie said with condescending approval as he turned and met her husband's eyes. Jim knew the look. The Executive was exercising his privilege to his wife's sexual service even if it was to Jim's humiliation - right in front of him. Of course, Jim realized it was his decision to stay watch.
Clinton returned from his adjacent suite in chino slacks. He was a handsome man, bred from an Italian mother by a Spanish father. He was fit and very sexy, Emma thought, as he approached her and her husband.
Taking in the beauty of this slim woman, he moved close to the couple, his voice soft and yet strong. "You have a lovely body. I love your hair, and your breasts are gorgeous." He caressed her red collar.
"Thank you, Clint. I'm excited to provide you all the pleasures of my body. I'm all yours," Emma responded as she moved into his arms taking in his masculine scent. Seeing him come in for a kiss, she parted her red lips. As they embraced, he kissed her tenderly and she pushed her tits to his bare chest. At first, she merely submitted to his kiss, as was her place, but soon realized he was inviting more. She started playing her own tongue into his mouth.
Leon watched the scene unfold, heard every word and knew Clinton was inhaling her perfume as they kissed each other. He realized these were only the preliminaries. She'd sold her body and Clinton would fuck her, but why were they kissing each other? Inside he was shamed that his wife would respond to him with such a personal expression of affection.
Clinton acknowledged Leon with a polite nod, took his wife by the hand and led her to the couch. She hooked her fingers in the waist of her panties and slid them off.
When Clinton slipped off his slacks, Leon got his first look at the next dick that would be inside his wife.
He had her straddle his legs, making her labia flare and pussy accessible. He took his time stroking her pale neck, gently hefting and handling her tits enjoying the pleasure of feeling up her flesh. "I love your perfume," he murmured as he wound his fingers in her glossy dark red hair, a lover's touch that made his petting seem even more intimate and personal.
Leon watched mesmerized as his boss handled his wife.
She felt delicate and fragile in his arms. Emma wrapped one arm around his muscular neck and slowly ran the other through his hair enthralled with his kiss. She leaned close, pressed her taunt and swollen breasts to his chest and her face to his neck. She inhaled deeply and was further turned on by his personal aroma. Her nipples were hard and tight. His chest was firm and muscled, dark hairs decorating its center. She loved the feeling of the muscle definition of his arms, very masculine and extremely sexy.
He massaged her breasts, warm and soft in his hand, rolling her elongated nipples with his fingers. As his hand moved lower, Emma spread her legs further inviting his touch. They could both smell her musk. She shivered as a fresh wave of moisture soaked her pussy. Soon her hips were squirming as they made out like first time lovers.
"Clint, should we let the boys have some fun? Mano a mano?" Jamie asked as he looked over the tenting erections of the subordinates.
"Sure. Whatever," Clinton replied, his attention never leaving Emma.
Jim Cardin flinched; once before, desperate for relief, he had participated in this humiliating sexual activity.
"Jim, fill in Leon and then you guys can have at it. Enjoy," Jamie said with a smirk.
Turning to Leon, Jim explained, "We have permission to masturbate in a specific way. I put one hand on your shoulder, you put one hand on mine and we jerk off. We can jerk off each other or each handles his own dick. I prefer to handle my own dick. Touching is inevitable and at some point you're going to make a hot mess on me, likely more than once."
