Leanna Ch. 05

Loren held up the object she was holding. It was a black bobber shaft with bulb at one end and a small ring attached to the other.

"You know what this is?" Loren asked.

Jennifer's body went cold. She did indeed know what it was.

"Is that a...?"

She couldn't even bring herself to finish the sentence.

"That's right," said Loren with glee. "This is a butt-plug and you're going to be enjoying today. Have you ever worn one before?"

Jennifer shook her head in fright.

"You're going to love it. Take off your underwear and get over here."

Jennifer hesitantly obeyed the command.

"Turn around," Loren ordered once Jennifer had approached. "Bend over and grab your ankles."

Jennifer did as she was told. She lowered her head and reached down to take hold of her legs. Loren flicked the skirt up. The bare ass was presented to the room.

"You're going to want to relax," Loren said as she opened a tube of lubricant and squeezed a generous amount into her hand.

Jennifer heard the squeaking sound of the substance being applied to the rubber bulb. She then felt Loren's cold hand vigorously rub some of the fluid against the opening of her ass. She then felt hard rubber pressed against it. Slowly it twisted and made its way forward.

"Aow" Jennifer cried out.

Her first instinct was to tighten up to prevent the intrusion. Her eyes squeezed shut, her knees bent together. Regardless of the effort, the object continued to push its way inside.

"This is only going to hurt more if you resist," cautioned Loren.

Slowly her ass was pried open. Further and further the plug entered. As the hole widened Jennifer winced with pain. Just as she felt like she would tear open, the bulb's thickest part passed in and her ass closed up behind it. Jennifer let out a groan of relief as the pain subsided.

With a hard slap of the ass cheek, Loren let her stand up. Jennifer reached behind and gently felt the small ring now protruding out of her ass.

"Don't try to take that out," said Loren. "You're going to wear it all day."

"Don't worry," she said, noticing the scared look on the embarrassed woman's face. "You can't see it under the skirt."

"Now, go do whatever it is you do at your office just like normal. I've put some instructions in your briefcase to look at when you get there. And trust me, if you don't obey I'll know it."

Jennifer didn't know how, but somehow, she believed her.

Loren opened the front door, beckoning Jennifer to go. As she reluctantly walked out, her ass was still getting used to the butt-plug, Loren handed her the briefcase.

"This evening when you come home, everything will get straightened out."

With her head hung, Jennifer took the briefcase. Right as she did, Loren bent forward and gave her a kiss on the cheek.

"Have a good day sweetie."

A while later, Jennifer arrived at the building where she worked. She snuck through the parking garage and into the elevator as quickly as she could. She examined herself as she rode up. It was a tall building and her offices where near the top so she had a few minutes to collect her thoughts. The elevator doors had a shiny gold color allowing her to see herself in its reflection. What she was wearing was completely inappropriate for her workplace. She had personally reprimanded employees in the past for wearing much more modest attire.

She fiddled with the uniform to try to make it look as normal as possible. Her shirt was buttoned up as much as it could be but it was so tight her breasts were still barely kept from spilling out. She tugged on her skirt, lowering it as far as she could. Regardless of how much she tried to adjust it, there was just no getting around the fact that she was wearing a very short pleated skirt and knee socks. She was going to attract attention.

As the elevator doors opened, Jennifer had the inescapable urge to sink back into the corner. The place was busy as usual. People were bustling about and working at desks. No one was paying attention to the entrance. Taking a deep breath, Jennifer stepped out into the open. Almost at once, the place fell silent. Everyone abruptly stopped, what they were doing as soon as they saw her. Her office was on the other side of the room. With her eyes focused on the door, she strode as quickly as she could through the crowded area. She attempted to avoid any eye contact. A few people could be heard snickering, as she walked by. Once she was in her office, she promptly closed the door behind her.

The collective room started quietly laughing. They were shocked at the sight of their strict, overbearing boss dressed in such a slutty outfit.

"Oh my god," one of the women spoke to a coworker. "What was she wearing?"

"That bitch would have fired anyone else who dressed like that."

"I never realized it," said one of the men. "Underneath that stuck-up rich lady shell, she's actually fucking hot."

"What a complete skank," another woman said dismissively.

On the other side of the door, Jennifer leaned against her desk with her head down. She could hear some murmuring. All the fear and respect she had worked so hard to instill in her employees would be completely gone. She was angry and humiliated beyond belief.

"Thank god none of the senior partners are in today," she thought to herself.

After a moment, she composed herself and sat behind the desk. She opened her briefcase and took out the note Loren had put inside. The woman's heart sank when she read it. Despite the total embarrassment she had just been through, it would turn out to be easy part of the day's tasks.

After a few hours of vainly trying to focus on work, Jennifer saw through the office window that her secretary had arrived. She had been running errands all morning that Jennifer had given to her the day before.

"Ok, this is it." Jennifer tried to muster up her courage. "I just have to do what the note said. She probably won't even be in to it."

After a moment of psyching herself up, the woman pressed the button on the intercom.

"Lacy, could you come in here for a moment?"

"Right away Ms. Price," an upbeat voice responded.

Lacy was still fairly new at the office. She had been hired a couple of months ago. She was a good secretary, always had a positive attitude and was eager to please. Jennifer didn't think much of her though. She was too young and perky and always seemed like she was trying to steal all the attention. To be fair, Jennifer had this view of most of her female colleagues.

Lacy Strode into the office.

"I have those forms you wanted me to fill out. I also made..." She stopped dead in the middle of her sentence when she saw Jennifer leaning against the desk.

It was all she could do to keep her mouth from dropping to the floor. She was absolutely stunned to see her uptight, demanding boss dressed like such a floozy. After a few seconds she regained her composure.

"I, ah, also made copies," Lucy finished her sentence.

"Good, just leave them here," Jennifer spoke trying to sound as if nothing was out of the ordinary.

Lucy did as she was told and dropped the papers on the corner of the desk. She couldn't help but keep her eyes locked on Jennifer.

"How are you Lucy?" Jennifer asked, not exactly sure the best way to proceed.

"Just fine ma'am," the young woman responded.

"Have you enjoyed working here?"

"Absolutely," Lucy replied, somewhat disingenuously.

The young secretary was a bit bewildered at the questions. Her boss had never shown this kind of interest before.

"I was thinking there might be something I could do to make your time here even more... pleasurable," Jennifer tried to speak seductively.

She somewhat awkwardly stepped towards Lucy and put her hand on her shoulder.

Right then, Lucy grasped the situation.

"Are you saying what I think your saying?" the girl asked cautiously.

"I suppose so," Jennifer said, rubbing her hand on the shoulder.

"Oh my god," Lucy cried out with a sudden happy excitement to her voice. "This is fantastic. My girlfriend and I were just talking about this last night. We were half joking but we agreed that you could be my free pass. If I ever got the chance I could have sex with you and she wouldn't mind. I never seriously thought that could ever actually happen. I mean, you're my boss and you never seemed to pay much attention to me. I never even knew you liked girls."

Jennifer was taken aback. She couldn't believe it. Lucy was actually enthusiastic about the idea.

"So, how do you want to start?" Lucy asked eagerly. "By the way, I love the fact that you played dress-up for me today. I really like the uniform."

Jennifer blushed. She, all of a sudden, became nervous. Her heart started pounding.

"Whatever you think," she replied.

Lucy began by removing her white blouse then loosened her skirt and let it fall to the ground. Jennifer was a bit surprised seeing the unassuming young woman in front of her wearing nothing but black bra, panties, thigh high stockings and heels. Lucy was someone she never thought of as anything but some upstart kid, but seeing her like this, she couldn't argue how sexy she was. Jennifer couldn't help but be transfixed as the young woman undid her hair pin and shook her head. Her auburn hair fell gracefully over her shoulders.

She had a small but hard body. Strong arms and legs, well defined abs.

"Judging by the way you're dressed, I take it you're looking for a little role reversal in our relationship," Lucy said with an eager look on her face.

Gently but firmly, she pushed on Jennifer's chest. Her heart going a mile a minute, Jennifer allowed herself to be pushed back against the desk.

Lucy ran her hands up Jennifer's calves and along her thighs. The helpless woman allowed her skirt to be lifted, reveling she had no underwear.

"Nice," Lucy proclaimed, discovering the small rubber ring protruding from the asshole. "I had no idea you were in to ass play."

The eager girl reached in and took hold of the black rubber. She began twisting it causing Jennifer to flinch. The older woman gasped as it was slightly pulled out. Lucy continued twisting and slowly pulling. After a moment the bulb was removed with a plop. The feeling of release was overwhelming. Cool air rushed over her now open hole.

Lucy slipped fingers in and tickled the inside of the ass.

Jenifer gently moaned.

"Take a seat," Lucy beckoned for her to sit up on the desk.

She did as she was told. She pulled up her sore ass and rested it on the table top. Her legs dangled off the side.

Lucy reached between the dangling legs and stroked the soft flesh of her pussy. Jennifer shuttered at the caress.

"OOh, you like that," Loren teased the dazed woman.

After dancing her fingers along the skin, Lucy gingerly pinched the folds.

"Ah," Jennifer softly whimpered.

Lucy circled her fingers around the prone vagina.

Jennifer wanted to resist, but couldn't bring herself to do so. Even though she thought she should be appalled by the fact that she was being touched like this by another woman, the feeling was no less stimulating.

Lucy briefly began to insert her index finger into the now moistening pussy. Twisting it for a moment, her middle finger was then inserted as well. After pushing them in and out several times, they were removed entirely. Lucy licked off the wetness.

"Mmm," she savored the taste.

Lucy reached under Jennifer's legs and pulled them up so that they were straddling her shoulders. She leaned forward so that her face was inched away from Jennifer's wet pussy. She could feel the heat radiating out. Her tongue began to lick at the opening.

Jennifer let her head fall back as she softly moaned at the feeling of the wet tongue. Lucy started lapping up her juices with more and more force. After a moment, she bent her head back slightly and returned her fingers. She began to twist them inside, deeper and deeper. Finally, the entire hand was inserted. Jennifer's moans became louder and louder. Lucy pushed back and forth for a moment and then removed it. Jennifer let out a loud gasp.

She knew the rest of the office had to be able to hear them but she couldn't bring herself to care.

Pushing the legs off, Lucy climbed onto Jennifer's lap.

"Have a taste," Lucy offered as she placed her wet hand to her mouth.

Jennifer lightly flicked out her tongue, quickly tasting her own juices.

"Good, isn't it?" Lucy laughed with delight.

She wiped her hand clean over Jennifer's face. She then licked some of the fluid off the lips of the quivering woman.

"Now taste me."

Loren pushed Jennifer down on her back laying her out along the table. The contents of the desktop were swept off onto the floor. She knelt down on Jennifer's face, completely covering it with her pussy.

"Taste," Lucy offered.

Jennifer almost gagged but stuck her tongue out and flicked along the opening of Lucy's vagina.

"More," Lucy cried out.

Jennifer moved her tongue back and forth, moistening the pussy.

"Oh yeah," Lucy cried with pleasure.

She began rubbing herself alongside the tongue.

"More."

Her other hand began rubbing as well, faster and faster. She then reached down and guided Jennifer's hands to her breasts which she began massaging. Returning her fingers to her pussy, she continued rubbing herself as Jennifer licked inside. Lucy began to bob up and down on top of Jennifer. Beginning to get caught up in the action, Jennifer circled her tongue deeper inside and started more firmly squeezing the woman's breasts.

"Yes, God yes," Lucy screamed.

As she moved up and down with more and more force, she finally began to shudder. Releasing with a massive orgasm, Lucy fell back on top of Jennifer. Both women were panting.

The two lay still for several minutes as they caught their breath. Lucy slowly rolled off the desk. Jennifer lay still.

"Lucy eventually spoke, "That was amazing."

She stood up, collecting herself. Jennifer just stared in exhaustion.

As Lucy was about to leave she grabbed the ass plug that was lying on the floor.

"Oh, right. Let me get that for you."

She gently rolled Jennifer, who was too exhausted to resist, on to her stomach.

"Ah," Jenifer cried out as the plug was once again twisted into her ass.

The pain was less this time, but the shock still brought her back to her senses.

Lucy giddily left the office closing the door behind her.

As Jennifer drove home that evening, she felt like her soul had gone numb. Her mind was a complete blank as she rounded the corner near her house.

There were several cars parked in her driveway and along the street corner in front of the house. She heard loud music coming from within.

"What is this?" she said out loud, suddenly broken from her haze.

As she opened the front door, Jennifer was greeted by the sight of a group of people dancing drinking and generally partying.

"What is going on here?" the startled women yelled, momentarily forgetting that she was dressed in what looked like a slutty Halloween costume.

A man grabbed her arm and pulled her inside, shutting the door behind her.

"Let go of me," Jennifer jerked her arm away. "Who are you people?"

The music suddenly stopped and everyone stood still.

"This must be the women I've been hearing about," a voice called out.

A large Latina woman entered from the kitchen. She was wearing a white silk dress Jennifer recognized as her own.

"Let me introduce myself. My name's Rosa. I'm a colleague of Officer Pacheco's."

"What do you want?" Jennifer asked sternly. "Pacheco said her thing with me would be over."

"Jennifer, isn't it?" Rosa asked politely. "The officer's thing with you is indeed over. The two of us, on the other hand. Our thing is just beginning."

She looked the smaller woman up and down.

"Damn, the resemblance is uncanny. A little older, different hair color, but Wow. I guess that's heredity for you."

"What are you talking about?" Jennifer asked, a little uncomfortable at the way she was being looked at.

She suddenly remembered what she was wearing.

"I think I'm going to enjoy playing with the two of you together."

"The two of us?" Jennifer asked suspiciously.

"Oh yeah," Rosa proclaimed. "I believe you know my current playmate."

Shock like never before ran through Jennifer from what came next.

Rosa gave a tug on a chain she was holding, and into the room came a young woman. Almost unrecognizable at first with face piercings tattoos and nearly naked, Jennifer quickly came to the realization of who it was.

"LEANNA?!"