THE ASSISTANT – PART 1
The SkinCare company had a small office in downtown Chicago which acted as a relay between their huge laboratories in the outskirts of the city and their Marketing branch in New York. Jennifer had worked in New York in a junior position and now she was ready to tackle a managerial position in the Chicago office. She was the assistant to the VP of Research. Jennifer was already in her early 40s but the VP was a woman of 60. Rachel was already planning for retirement. Rachel and Jennifer shared a secretary, Lin, a Chinese-American who had just finished college. Off and on they would hire a girl on a short contract but that was pretty well the whole office.
About 99% of the staff of SkinCare was female. Jennifer had worked and travelled to New York and Chicago and met a lot of the staff of about 200. There was one unwritten criteria to be chosen to work for that company: you had to be a lesbian. After a while, the rules were changed after some applicants threatened to sue. Now a female employee could be married or live with a man, but she also had to be willing to take part in lesbian sex whenever her job required it. Understandably, there was a certain amount of secrecy surrounding the sex life of employees, especially as it appeared to the outside world. Rachel had married to get out of some possible legal problems but her husband lived in another city. The Vice-President was well-known in the company and considered “quite a number”. Even at age 60, she was very active sexually and had a very high libido. Jennifer had been hired to keep Rachel out of court, accompany her on her sexual expeditions and keep them discreet. Jennifer was indispensable and a gem.
Rachel did not look her age. Although the life-long use of makeup had not done wonders for her face, she sold the products which could hide the wrinkles. Her weight was perfect and her clothes impeccable. Bras and blouses were made-to-measure to lift and show her good-size tits. She had a nice pear-shaped ass and most of her skirts had hidden zippers on both hips to drop the garment in seconds. She hid her grey hair by colouring it grey uniformly and she looked stunning. She did not believe in looking too young. Rachel had given up trying to seduce school girls (for which she got into trouble) and had developed over the last years a taste for mature women in their 40s and 50s. Occasionally she would give in to the attentions of a particularly attractive woman of her age.
Jennifer was 42, tall, and had a nice figure. But mainly she was a red head with freckles and all. She was stunning and wore the clothes to go with her looks.
“I want you to go to the 4th floor of the building and see if you can find someone called Jill Roberts”, ordered Rachel.
“Can you tell me what company she works for or any other detail ?”, asked Jennifer
“I know she’s white and works for one of the law firms on the 4th floor”, answered Rachel with some impatience.
“If I find her, do you want me to tie her up, put her over my shoulder and bring her to you ?”, said Jennifer with a smirk.
“Ok ..ok…I’m sorry. I don’t know anything else about her. Just have a look at her or if you can, exchange a few words”, answered Rachel sheepishly, “I just want you to have a good look at her and tell me what you think. If you talk to her just say “Bonnie said hello”.”
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Jennifer took a bunch of cream samples in a box and walked around the 4th floor offices. That was an old trick. Offering free samples to women in the building always worked if you wanted to know something or find someone.
“Sure…Jill Roberts. She’s in the meeting room right now but she should be out soon”, said a smiling Latina with an ass which Jennifer admired as she walked away.
“Oh….wait….what does she look like ?”, asked Jennifer running after the girl
“She’s sort of blonde, middle-age, and today she’s wearing a blue business suit”, answered the secretary
“Thanks…what’s your name ?”, asked Jennifer
“Anita…Can I have another sample ?”, she answered
“Of course”, Jennifer said, “ and you can come by my office for more if you want to. I’m Jennifer”, answered the assistant who sensed Anita was not only interested in cosmetics.
Rachel’s assistant waited 10 minutes and finally the door opened and people began to walk out of the meeting. She recognized Jill right away from Anita’s description. Jennifer continued her sample distribution as she walked by the room and offered some cream to Jill.
“Oh..thanks..what’s this for ?”, asked Jill surprised
“I just do this once in a while. We have an office here.”, answered Jennifer smiling and having a good close look at the lawyer.
“Oh and…I forgot”, said Jennifer as Jill walked away, “Bonnie says hi”.
Jill opened her mouth but nothing came out. Besides Jennifer had already disappeared into the elevator.
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Jennifer gave Rachel all the information she could about Jill. She was an attractive woman of about 45 and looked very professional.
“Close the door and tell Lin not to disturb us”, asked Rachel
Jennifer knew what that meant. Rachel walked into her private bathroom followed by her assistant. She turned the lights off for a reason Jennifer never understood. When her eyes got used to the semi-darkness, the assistant saw Rachel lift her skirt and pull down her thong. Jennifer made a move to kneel.
“No …no…”, said Rachel, “ With you hand”.
Rachel was in the corner of the bathroom, her head resting against the wall tiles. The redhead moved her hand between her boss’s thighs and reached the shaved mound. Rachel moved her legs further apart to give her better access. Jennifer rested her cheek on Rachel’s.
“Watch out so that you don’t put lipstick on my face”, said the boss.
Jennifer continued to stroke Rachel’s cunt, sliding her fingers into the woman’s love crack, and lifting them so that they rubbed slightly against her boss’s clit. Rachel began to moan.
“Are you sure you don’t want me to suck”, whispered Jennifer into Rachel’s ear
“Yes…No…don’t…just get me off”, squeaked Rachel
Jennifer concentrated on Rachel’s clit and it was not long before the older woman reached an orgasm, her knees bending, her body supported by Jennifer’s arms slipping under her armpit.
Jennifer cleaned up Rachel with toilet paper and made sure her skirt was back on straight.
“Thanks. I needed that”, said Rachel as she sat in her big executive chair.
“Oh…and be my guest if you want to …use it”, said Rachel suddenly coming back to earth
“Or ask Lin to give you… some”, she added with a smile
“Thanks..but not today. I have some work to do ”, answered Jennifer
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It took Jennifer a few days but she put together the information Rachel wanted: where Jill parked her car, the time she left, if she was married (divorced), etc…
On a Friday afternoon around 6PM, Rachel and Jennifer waited in the underground parking for Jill. As soon as she reached her car, the two women from SkinCare approached her. Jill did not seem surprised.
“So are you going to k**nap me”, said Jill with a laugh
“No, but if you cooperate, Bonnie will be pleased”, answered Rachel
“Ok, what do we do now ?”, asked the lawyer
The two women e****ted Jill to Rachel’s car. Rachel and Jill sat in the back and Jennifer drove. They crossed the city to the outskirts which were mainly a maze of underpasses and bridges until they reached a motel. Jennifer went to the main desk while the two other women stayed in the car.
“You’re doing this for sex ?”, asked Jill who had been silent during the trip
“Yes”, answered Rachel
“Why didn’t you just approach me and ask nicely ?”, smiled Jill
“Because you wouldn’t have slept with a 60 year-old woman without being coerced”, answered Rachel
Jennifer was back and both women stopped talking.
They drove to unit 17, parked the car in front and went into the room.
Jill wore her work clothes, jacket, white blouse, grey skirt, high heels, pantyhose. Rachel had her first good look at Jill. She was a knock-out with her auburn wavy hair and her athletic figure. Her hips were somewhat wide but so were her shoulders. She looked like a feminine butch. Rachel had asked Jennifer not to participate in this session. She wanted Jill’s full attention but her assistant could contact Jill later on for sessions if both agreed.
Jennifer stood next to her boss and folded her clothes as she took them off. Jill used one of the armchairs to put her clothing. Both women managed to pull off their thong at about the same time. Jennifer was proud of the way Rachel looked and Jill agreed with her.
“I have to admit”, said Jill with a smile, “I hope I have your body when I’m your age”.
“I’m not 100”, answered Rachel pretending to be angry
“I know how old you are”, said Jill softly
“Come and fuck”, ordered Rachel
Jennifer sat on a straight chair at the end of the bed nearest the door (just in case someone knocked) and watched the two naked women, one thick and younger, one older and very slim, both beautiful. Both were shaved. They kissed softly and stroked each other’s breasts with both hands. It was a slow start but you could feel the lust and desire in Rachel but also in Jill. The younger woman sucked on Rachel’s nipples one after the other and stuffed her nose in her armpit. Rachel opened her legs as Jill’s mouth moved south giving the older woman many small kisses on the way. Jill began to lick Rachel’s cunt slowly, finishing with the tip of her tongue just brushing against her clit. The beautiful lawyer used her nose in the older woman’s crack, separating the pink puffed up lips. That made Rachel groan . From where she sat, Jennifer could hardly see Rachel but had a great view of Jill’s ass and could see her hanging cunt lips between her legs. It was obvious the woman was a pro and it explained her reputation in lesbian circles in the Midwest. Jennifer’s conversations with Chicago lesbians had shown that Jill Roberts was quite a catch. She had been involved with many well-known women (many closeted), had taken part in numerous lesbian orgies, and was considered one of the best lovers in the area. No wonder Rachel wanted her. A quick movement on the bed brought her back to reality.
Rachel was very close to orgasm when she slipped away from Jill’s mouth and slid on her side ,head to toe, next to the lawyer. Jill took it in stride and resumed her sucking of Rachel’s clit but from a different angle. At her end, Rachel attacked Jill’s shaved cunt vigorously. The younger tall woman had moved her hips so that her lover could reach her goal, still Rachel had to stretch her neck somewhat. It was Rachel who reached for Jill’s ass (an advantage of sideways 69) and introduced a finger between the firm asscheeks. Jill followed suit and the two women moved their hips in rhythm so that tongue and fingers were doing their job. Jennifer’s thong was soaked. As the two lovers seemed to be totally involved with each other, the assistant decided to take off her blouse and skirt. She rarely wore a bra so she ended up sitting on the chair in her thong and shoes. She had no intention of disobeying Rachel’s orders by getting involved physically but she thought she might rub one off before this was over.
Just as Jennifer finished getting undressed, Rachel screamed her orgasm, her voice muffled by having her head surrounded by Jill’s fleshy thighs. The two women were catching their breath and wiping their mouth. Jill had not had her orgasm but didn’t seem in a hurry.
Rachel went back to her original position on the bed with her head on the pillow.
“Come on you lovely butch, come and fuck me”, she said in that tone of voice Jennifer knew so well. Rachel was horny and ready to go at it again with her butch. She had her filthy horny lesbian look.
She had hardly finished her sentence that Jill’s hips were between her legs. Rachel had narrow hips and Jill large ones so they had trouble at first connecting their cunts. But experienced lesbians like these two always found a way. Rachel put her ankles on Jill’s shoulders, exposing her crack and mound to Jill’s sticky clam. Jennifer had a good look at the action from the end of the bed and could clearly see Jill’s big red cunt lips fit nicely into Rachel open crack. Each woman had a lip inside the other’s crack , a lip which also rubbed against their clit. It was similar to going ass to ass, an asscheek fitting into an asscrack. Jennifer was aware than Jill was not putting all her weight on Rachel, putting her arms on either side of her lover and letting their pubic area be the contact point between them. That is where the pressure was, especially after both women were comfortable with the position, and Jill began to gently hump her older lover. Jill lowered her upper body so that her slightly hanging tits touched Rachel’s. Her head was also inches away from her lover but too far to kiss. That’s when Rachel began to talk dirty to Jill and Jill joined her in her fantasy since it made them both even more excited. Jennifer couldn’t hear most of it except the odd “fuck”, “cunt”, “clit”, “dyke”, “butch”, etc.. The two lovers even spit in each other’s face. Jennifer was happy not only that Rachel was getting what she wanted but that Jill seemed to enjoy it very much also.
This time it was Jill who came first, surprisingly, followed nearly immediately by Rachel. Screams and dirty words filled the motel room. Jennifer had been so involved with watching that she had hardly touched her own cunt. But she was very horny. After the two lovers left their fuck position and settled side by side on the bed, Jennifer timidly approached them. What made Jennifer such a special assistant to Rachel, and so appreciated, was that she thought of nice details, the extra flowers, and in this case a bottle of champagne and some glasses.
“What a sweet thing to do”, said Jill sipping her glass
“That doesn’t mean we are engaged”, answered Rachel with a laugh
Jennifer was joining the women in a toast. Jill definitely wanted to see Rachel again. Rachel was beaming.
“And what is your role in all this, if I may ask”, Jill said to Jennifer
“Making Rachel happy”, simply answered Jennifer
“We do fuck”, intruded Rachel who was her usual blunt self
“Would you like to tango at some point ?”, asked Jill
“I was wondering if you would make a pass”, said Rachel, interfering again.
“Do I turn you on ?”, asked Jill to Jennifer
“Yes you do….but we may have a dominance problem”, warned Jennifer who was also a cute butch.
Jill got up from the bed and approached Jennifer. The lawyer was a few inches taller and her breasts were bigger but otherwise they were a good match. They stood nose to nose.
“Listen sweetie, I don’t really care if I get mounted but I prefer on top”, said Jill in a calm voice.
“Same here. The competition can make for rough sex which I like”, answered Jennifer smiling.
Rachel had also left the bed, walked around it and stood between the two naked (or near naked for Jennifer) lesbians.
“I have to get back to work. So if you two want to tango you won’t do it on my watch”, said Rachel firmly.
“Come on Jill, we have a shower to take”, said Rachel taking the lawyer by the arm
Jennifer smiled and had to say: “ Can I watch ?”.
“She knows all our kinky secrets”, whispered Rachel to her lover
Jennifer did know and she shared some of them. The door was left open.
END OF PART 1