Sealing the deal, Part II

Sealing the deal, Part II

Promptly at 9A the next morning, Jessie knocked on the door. Philip opened it immediately and led her to the bathroom where she quickly removed her jacket, blouse, and skirt. Philip eyed her approvingly. “You are quite stunning, Jessie. Your auburn hair and your deep blue eyes. And god, you have tits to die for.”

She smiled at him. “Thank you, Philip.”

He raised an eyebrow.

“38C if you need to know.”

“Lovely. I hope to get to taste them some day. Now come with me. He is a bit behind schedule so a bit impatient just now. He has been exceedingly demanding this morning.”

He ushered her into the study. The desk was quite large with only a phone and a few files on it. There was a large leather couch, a comfortable-looking plush chair with full arms, and a lovely oriental-looking carpet. The windows were covered with rich floor-to-ceiling drapes. As she glanced around, she noticed a small intricately carved chest.

Mr. Jacobson was wearing slacks and a polo shirt though she noticed that he was again barefoot. His back was to her as he barked some orders into the phone and then put it down sharply. He leaned over to write something on one of the pieces of paper. Without looking up, he said “Philip!” as he put the paper in one of the file folders and closed it.

He handed Philip the file folder. “Take care of this. Please bring fresh coffee for us.” He turned and glimpsed Jessie. His face softened a little as he took in her hair down around her shoulders and her bare pussy peeking through the sheer fabric of the garter.

“Come here.”

She walked over to him quickly and he helped lift her on the desk. He pushed her back and positioned her feet up on the desk before he leaned over and buried his face in her pussy. She gasped as he tongued her roughly, then sucked her clit hard before taking the tip gently between his teeth and pulling it. He pushed her legs open wide and slapped the inside of her thighs. He roughly fingered her pussy. “You are so wet already. You must be one hungry cunt.” He then slipped he wet finger into her asshole and moaned when he felt how tight she was there.

He looked up at her. “Have you ever been fucked in the ass, Jessie?”

She shook her head and she thought she felt Mr. Jacobson shiver. “Ah my girl. That won’t be true when you leave here today. By god I will have this ass and this delicious pussy several times today!” He leaned over again and lapped her pussy, tonguing the entrance to her vagina, sucking and licking her clit.

He pulled her roughly to the end of the desk and quickly unzipped his pants. He pushed himself into her, wrapping his hands under her thighs to pull her closer, and fucked her fast and hard. It seemed like it was only a matter of minutes before he came with a soft groan. He pulled out and as he zipped up he said, “Your pussy is delightfully tight. I can hardly wait to take your ass now. But right now you need to move. Philip should have a towel for you as I don’t want cum on my leather furniture, but don’t clean up too much. Just sit quietly now.”

Philip handed her a small hand towel and she dabbed her pussy before sitting down gently on the couch. She didn’t want to get too comfortable and was a bit on edge because of the roughness with which he had fucked her. And yet she was incredibly aroused.

Mr. Jacobson took another call and sat down in the chair behind the desk. He motioned to her and she quickly moved to position herself between his legs. He covered the phone and said, “Undress.” She took off her bra, her heels, her garter and stockings as he watched and made occasional comments into the phone. He nodded when she was done, smiled at her admiringly, and spread his legs.

She unzipped his pants and quietly but efficiently began to suck his cock, licking the shaft and paying special specific attention to the head. He shifted his position a little to give her better access and she was able to take him a little deeper in her mouth. While she sucked, he stroked her hair almost absent-mindedly. She was aware of the fact that he was carrying on a conversation as though his cock wasn’t buried deep in her mouth.

Suddenly he threaded his fingers through hair and gripping hard, holding her head perfectly still. “Look, dammit, I’ve given you my final numbers. You can take it or leave. I don’t give a damn.” With that he hung up and looked down to see her mouth full of his cock. He stared at her for what seemed like a few minutes.

“Get up.”

She let him pop out of her mouth and stood up. He took her by the hips and positioned her to face the desk. He gently pushed on her back so she bent over. She shifted her feet to widen her stance.

“Stop moving,” he said and smacked her hard on the ass. She gasped and then she felt his fingers toying roughly with her pussy. He shoved two fingers into her pussy and wiggled them in her. She reflexively clinched her pussy muscles around his fingers and he pushed more deeply into her.

“So you want it don’t you my cumslut? Don’t you my girl?” He slapped her ass again with his other hand and then pulled his fingers out to mash and pinch and pull her clit. She moaned softly. “Ahh, so you do like it a bit rough, eh?” He slapped her ass once again. “Do you? Answer me.”

“Yes, Mr. Jacobson. ”

She heard him chuckle again. “Yes, I do like you a great deal. Don’t move.” She heard him unzip his pants and knew he was undressing. She felt him grab her left hip and then felt him slap her with his cock. “Okay, hon, prepare your sweet cunt for my cock because I’m going to ravage you.”

She felt him push the head of his cock in her pussy and heard him groan as he pushed himself into her. Again she clinched her pussy muscles around him trying not to whimper with pleasure and want. She felt both hands on her hips as he positioned himself behind her. He started slowly. She heard him exhale with a loud “Ahhhh, fuck yes” as he penetrated her. A few hard deep thrusts and then he started fucking her with rapid pistoning, in and out hard as he gripped her ass.

“Ahhh, fuck yes, girl. Damn you feel so fucking good!” He slid his cock out of her pussy and she heard him stroke himself then she felt his fingers on her asshole. He slipped one finger in her asshole. “Fuck, baby, that is TIGHT! I’m going to stretch that asshole for you.”

She felt the pressure at her asshole and then a sudden push as he drove into her. She swallowed her whimper and then, without thinking, said “Ahhhh god yessss that feels soooo good!”

“I’m so glad you like it because you are going to get more of it.” With that he began to move in and out of her ass with long slow deliberate thrusts. Every so often he would pause and smack her ass. It was beginning to sting a lot, but she concentrated of the feeling of his cock filling her ass.

He started to pump faster and harder. “Ah yea, girl, I’m going to fill you with cum. It will be dripping down your leg.” He pulled out of her ass and quickly pushed into her pussy. She whimpered and moaned again rocking her hips with him, feeling his balls slap on her ass. She felt him dig his fingers into her skin as he groaned loudly. She felt him buck and spasm as he came and she almost thought she could feel his load in her.

And when he was done, he pulled out of her and slapped her ass again. “Yes, that was quite nice. You can go sit down again until I want you again.” She watched him walk across the room and open a door she hadn’t seen before, one that led to a private bathroom, and pulled out a robe that he quickly put on.

She stood up and as she walked towards the couch, her own ache and need to come making it hard to walk. Philip handed her another towel. She glanced at his crotch and saw he had a huge hardon. Mr. Jacobson sat in his desk chair and reached over to pick up the phone. He leaned back in the chair and stroked himself almost absently while he talked about the details of a contract. He glanced at Philip and motioned for a drink. As he took the drink he put the call on hold, “Philip, why don’t you go ahead and have a go at her. Just don’t make too much of a mess on the couch.”

Philip nodded as though Mr. Jacobson had asked him to perform some routine duty and then slowly walked over to the couch. Jessie smiled at him as he unzipped his pants and removed them. She desperately needed to cum and hoped Philip would help her achieve that.

He surprised her by pushing open her legs and kneeling between eagerly eating her. She felt his tongue exploring her labia, as far in as it could of her vagina, wrapping around her clit. She wanted to grab his head and keep him there until she came. Instead she tried to control her breathing though she could not help the moans that occasionally escaped from her.

Then Philip kissed her belly and worked his way until he had one hand massaging and squeezing one tit while he sucked and licked the other. Then he swapped, seemingly trying to swallow her tit as he sucked on her. As he looked at her and pulled her gently off the couch and onto the floor he said, “You do taste wonderful as I knew you would. He pulled off his shirt and lay down on the floor.

She kneeled next to Philip and started to suck his cock, reaching between his legs to massage his balls. Then she licked his belly and kissed her way up his chest sucking first one nipple and then the other as she swung a leg over him to straddle him.

She tucked her legs close into his body, then grabbed his cock, and pressed the head to her pussy. She held him as she pushed down on him, moaning as she felt him in her. “Yea, baby, oh baby fuck me yea,” she heard Philip groan.

She leaned over and put her hands on either side of Philip and slowly started to grind her hips on him. He toyed with her tits—squeezing them, pinching and pulling her nipples. “Faster, baby,” he said. “Make me cum, baby.”

She felt him start to move with her and he grabbed her hips to help her as she rode him. “Yea, baby, oh fuck yea,” she heard him moan over and over again as she ground on him, her tits bouncing as they moved. She felt she was on the edge of her own orgasm and she started to grind with increasing ferocity and then she started to buck and moan loudly as she came. Philip realized what was happening and pressed her down on him as he pushed up as hard and fast as he could as soon he joined her in what seemed to be a rolling orgasm.

They slowed their movements, both breathless and sweaty from their exertion.

“That was a great show you two. Damn that was hot. I’ve got another erection I need you to attend to, Jessie, but first I need you to look at a contract.”

She was still straddling Philip as she looked steadily at Mr. Jacobson. “Sir?”

“Look,” he said impatiently, “you’re nearly as good a contract lawyer as you are a fuck and you, my girl, are an outstanding fuck. As much as I want to fuck you again, I need to get some clarity on this contract. So please come here and look at it. Philip, please get her a robe.”

Jessie got up and walked over to the desk, picked up the contract and began to review the bits that Mr. Jacobson had indicated were troubling him. For just a moment she had a realization of the incredibly surreal nature of this situation, but quickly became engrossed in the contract details. Philip suddenly materialized with a robe for her. She wrapped it around her and started to make her points with and for Mr. Jacobson.

After some time he said, “Yes, thank you. That’s what I suspected.” He looked up for Philip who had dressed while they were talking. “Would you bring in some lunch for all of us, Philip? And champagne. I want to celebrate something.”

Mr. Jacobson moved next to Jessie and slipped a hand inside her robe. As he and Jessie talked over a few more strategic details, he fondled her breasts, toying with her nipples—rolling first one and then the other between his fingers, pinching gently and then harder. Jessie’s breathing was getting shallower and faster as she was once again aroused by his touch. “Yes,” he said. “This is fine work. Well done.”

Philip entered with lunch and set it up on the table near the couches. They all sat to eat, Jessie sitting next to Mr. Jacobson. Occasionally he slipped a hand between her legs to finger her pussy and feel her wetness. Soon his erection was peeking through his robe and a quick glance told her that Philip also had a hardon.

Mr. Jacobson leaned back on the couch, sipping his champagne and, without a word, Jessie leaned over and took his cock in her mouth. She sucked it hungrily. Stroking his shaft, teasing his head with her tongue and teeth. She took him as deep as she dared, then focused again on the head.

He smacked her lightly on the hip and she got up off the couch though did a pretty good job of keeping his cock in her mouth. She started to kneel when Mr. Jacobson told her just to bend over to suck him. Jessie knew that meant that her ass was just about in Philip’s face. Then she felt Philip removing her robe from her and she felt him behind her, then she felt his mouth on her ass. She moaned around Mr. Jacobson’s cock as Philip’s tongue ranged all over her pussy and then her asshole.

“Eat her until she cums, Philip, and then you may have her ass.”

Jessie was pretty sure Philip could make her cum pretty fast at the rate he was going. She felt him shift around so he could reach her pussy better and she tried to concentrate on Mr. Jacobson’s cock. She felt Philip’s teeth on her clit and then felt him suck it hard. She found herself mimicking his movements and heard Mr. Jacobson groaning with pleasure.

Jessie felt her orgasm building and knew she had to concentrate on Mr. Jacobson, but he must have realized she was going to cum soon because he grabbed her head to still it. She stroked his cock as her orgasm crashed over her and she felt her whole body tremble and shiver. When it was over she took Mr. Jacobson’s cock back in her mouth with renewed energy. He murmured to her quietly as she sucked his cock.

She was startled when she felt Philip penetrate her ass and worried again about being able to concentrate on Mr. Jacobson’s cock. But soon he began to thrust up to her face as his own orgasm started to build. She held the shaft of his cock as he grunted and pushed up. He held her head again, but this time as he lifted his hips to drive his cock into her mouth and throat fast and hard as he came. She swallowed what she could and was glad this load wasn’t a big as the earlier one. Still she had cum dripping down her chin. She heard Mr. Jacobson let out a long sigh of satisfaction just before Philip grunted and moan. She felt him buck and tremble and soon felt cum dribbling down the back of her thigh.

They each settled back on the couches. Philip leaned over to pour some more champagne for each of them. After several minutes Mr. Jacobson broke the silence. “I have a proposition for you, Jessie. This may seem odd but given the day you’ve had, maybe not. I want you on exclusive retainer to me. I want not only your sexual services, but your legal ones. You will have rooms in my house so that I have access to whatever services I want whenever I want them. You will travel with me. You will accommodate my needs and requests.” He narrowed his eyes as he looked at her. “Not only, then, might you have to pleasure Philip every now and then, but just as you have been used by Mr. Hamilton to seal the deal, I might need to use you in a similar fashion. With men or women. Do you understand?”

Jessie nodded.

“You need to understand as well that means you are exclusively mine to do with as I please and we have just barely begun to explore my sexual inclinations. Do you understand?”

Jessie nodded again.

“Good. Now go over to that cabinet.” He pointed to the intricately carved cabinet she had noticed that morning.

“Go ahead and open it,” he said.

She opened it and saw a riding crop, some handcuffs, several other sex toys, and a few things she wasn’t sure about.

“I have a rather considerable collection at home, of course. In fact, I have a special room for some of my more specialized, shall we say, interests. But I always carry this with me, just in case. Do you understand?”

In spite of her soreness, Jessie found that was feeling a bit aroused. Not only would she get to practice some high-flying contract law, but her sexual adventures could be tremendous.

“Do you have any questions, Jessie?”

She shook her head. “No, sir. I have none.”

“Then we have a deal?”

“Yes, sir. We have a deal.”

“Outstanding. I have a formal dinner engagement tonight and you will accompany me. If you have nothing appropriate to wear, Philip will help you shop. You will wear no panties, of course, though you may wear that delightful garter and stockings tonight. You will return with me here tonight. I leave for home tomorrow. Philip will stay behind to help you make arrangements but I expect to see you both at my house within 3 days. And no fucking unless I tell you you may. Is that understood?”

They both nodded.

“Excellent. I’ll need you back here at 7P. But first. . . “

He walked over to the desk and reached for the phone. “Come here, my dear.”

Jessie walked over to him. He smiled softly as he caressed her breast, traced his finger down her belly to her pussy. He reached again for the phone, quickly dialed a number, and then put the phone on speaker. As it rang, he fingered her pussy and sucked gently on her nipple.

“Hamilton here.”

“Yes, Mr. Hamilton.” Mr. Jacobson smiled at Jessie. “I wanted to let you know that Jessie has done exceptional work today.” He pushed his fingers up into her pussy and a moan escaped her lips. Mr. Jacobson smiled again as they both heard a quick intake of breath from Mr. Hamilton. “So, Mr. Hamilton, our deal is solid. If you have the papers messengered to me this afternoon, I’ll sign off on everything.” He wiggled his fingers deep in Jessie again and reached over to toy with her nipple. She moan again. “But I need to tell you that Jessie is no longer in your employ. That is non-negotiable or the rest of our deal is null and void. Do you understand?”

They heard Mr. Hamilton swallow hard. “Yes, Mr. Jacobson. Of course. Please let Jessie know she can stop by any time to clear out her things and leave her keys.”

“Yes, she’ll do that tomorrow or the next day. And Mr. Hamilton. You are not to touch her. Do you understand?”

“Of course, sir. It’s been a pleasure doing business with you.”

Mr. Jacobson disconnected the call and removed his fingers from her pussy. He rubbed her lips with his fingers and she licked them, then sucked them.

“And with you, Mr. Hamilton,” he whispered.