In Her Arms: A Transgender Romance Story

by Gayle Keo

She reached out for Carter’s shoes but he pulled his foot back. “Did I tell you to touch me?” he asked.

  Olivia swallowed hard and shook her head no.

  There was a knock at the office door. Fear and apprehension wracked Olivia’s body. There was no way that he would open the door. There was no way that he would allow another employee to see her in this humiliating position. If he did that, how would she be able to go back out there and face her colleagues? She would be the laughing stock of the office. He couldn’t make her go through with this. He couldn’t. It was just too cruel.

  *****

  “Come in,” Carter said.

  Olivia was on all fours on the carpet.

  She could feel two sets of eyes staring down at her. “Janet, you’ve met Olivia haven’t you?” Carter said.

  “Yes, Mr. Carter she’s been very good so far,” Janet, another one of the paralegal’s, said.

  “I’m just teaching her how we do things around here. She got her J.D. at Boston University. I have to make sure that she’s not bringing a lot of ego into the office. Those types of employees never work out. Don’t you agree?”

  “Yes, Mr. Carter. Obedience and loyalty are a big part of working at this firm.”

  “Yes, they are, Janet. Yes, they are. Just put those files on my desk and then you can leave.”

  Olivia couldn’t believe what her boss was putting her through. And she didn’t want to imagine what would be coming next. She figured that things would only get worse.

  “I’m waiting,” Carter said.

  Olivia reached out for the untied shoelace and began trying to tie it. But she couldn’t. Her hands were shaking and she couldn’t steady them. Actually, her whole body was shaking. She took several deep breaths and attempted to calm herself but nothing seemed to be working.

  “I’m running out of patience.”

  Fear shook her body. Her hands were still shaking but she managed to get the shoelace retied. She breathed a huge sigh relief and waited on all fours.

  Carter walked back behind his desk and sat down. Olivia remained in the doggy style position for several minutes.

  “Get off the floor and into the seat.”

  She quickly got off her knees and slid back into the chair. Her whole body felt hot. Sweat dripped down her forehead. She feared that she wouldn’t be able to put up with much more of this type of treatment. She feared that she was coming close to her breaking point.

  Carter stared at her with a look of superiority.

  “Now get out of my sight and finish those briefs. I expect you to stay well after five o’clock today. I hope you don’t have any plans for tonight.”

  “But Sir Carter, I will be finished before five. I promise I will.”

  “Did you hear what I said?”

  “Yes, Sir, but—”

  “Get out of here. Now!”

  Olivia hopped out of the chair and hurried from the office. She gently closed the door and walked with her head down between the office cubicles. She tried not to make eye contact with anyone. But she could feel several pairs of eyes on her. And she could hear the whispers coming from all corners of the office. Everyone was talking about her. She knew it.

  Her face had turned red with embarrassment and shame. Never before had she been through such an ordeal. Nothing in her life had prepared her for this.

  What kind of law firm had she joined? What kind of boss had she chosen?

  She had a strong urge to call her mother. That’s the only person who would be able to comfort her right now. It was her mother who had been able to convince her to stay in law school when Olivia had seriously considered leaving. That was during her first semester. She was overwhelmed by the workload and she couldn’t believe how competitive and cutthroat her classmates were.

  She’d expected to find friends and camaraderie at law school. But instead, all she had encountered were enemies. People were willing to stab each other in the back for the slightest advantage. She wasn’t that sort of person and she knew that she never would be. She’d ended up spending lots of time alone. And she spent many nights that first year talking, crying, and seeking solace and comfort on the phone with her mother.

  Eventually, Olivia adapted to the hyper-competitive atmosphere and during her second year, she even began to form friendships with other like-minded students.

  As five o’clock approached, people in the office began wrapping up their work. Olivia had finished all her briefs but she was afraid to take them into Carter’s office. Maybe he’ll forget about me, she hoped. Maybe he was just threatening me to find out how I’d react, she told herself.

  Despite how hard she tried to convince herself that everything was going to work out for the best, fear and doubt rattled her brain.

  Over the next twenty minutes, the office began slowly emptying out. Olivia kept her head down and eyes focused on the papers in front of her. But out of the corner of her eye, she could see that people were sneaking glances at her and whispering to each other.

  She desperately needed to find out if other employees had been put through similar trials. Did everyone have to suffer through these same tests of loyalty and obedience? What did crawling on the floor and tying shoes have to do with being a valuable employee? None of this made any sense to her. She felt like screaming.

  She would have loved to take a long run in Central Park. That’s exactly what she needed. Intense physical exercise had always helped her get through difficult emotional situations in the past. And she knew that it would help her get through this as well. But she wouldn’t have a chance to run today, if Carter kept her in the office well into the night.

  She half stood up and peeked over the walls of her cubicle. The room was completely empty. A sinking feeling invaded her stomach. She felt nauseous again.

  The door to Carter’s office opened. She was afraid to look up but she could clearly hear him walking towards her. She began trembling. She looked at her hands. They were shaking. She hid them under the desk and pushed them between her legs.

  *****

  “Did you finish what you were supposed to?” Carter asked, standing over her.

  “Yes, Sir Carter. Is there anything else that you need done?”

  “There’s a lot I need done. Too much to even tell you.”

  She waited anxiously for his next command.

  “But I think that will be all for today,” he said. “I’m feeling much better about you as an employee than I did this morning.”

  Olivia felt relieved when she heard that. But she was still confused. Why had he doubted her in the morning? Did he have these doubts when he hired her? She decided it would be best to keep those questions to herself. She would go about trying to get some answers in the most discrete way possible.

  “Thank you Sir Carter,” she said.

  “Yes, Olivia. You’ll have plenty of time to thank me as long as you’re working here. I’m sure about that.”

  Olivia looked up at her boss. He was staring at her with a devilish grin.

  “Oh, one more thing,” Carter said.

  Olivia held her breath.

  “Have you ever been tied up?” He asked.

  A look of confusion passed over Olivia’s face.

  “Bondage. Ropes. Cords. Handcuffs. Has anyone ever bound you?”

  “No, Sir Carter. No.”

  Carter threw his head back and laughed. “That’s good. That’s very good. I’m sure you’ll like it.”

  The wickedly handsome boss turned his back on Olivia and walked to his office.

  His last words echoed in Olivia’s head. Her body shook as she contemplated what exactly he meant.

  *****

  Olivia gripped the sides of the chair. Her body had completely tensed up. There was no way for her to escape and deep down she didn’t want to.

  Carter held the silver handcuffs in front of his face and smiled. He waved them in the air, taunting Olivia. She swallowed hard and tried to speak but no words came out.

  �
�I’ve come to a decision,” Carter said, swinging the handcuffs back and forth.

  “A decision, Sir?”

  “Yes, if you can pass this next test, then you will be my chosen submissive. The woman who will carry my firstborn.”

  Olivia’s eyes opened wide. An electric sensation shot through her body.

  “Have you ever been handcuffed?” he asked, then smiled mischievously. Olivia shook her head no. She could feel her whole body breaking out in sweat.

  “Well, there’s a first for everything,” Carter said. “Isn’t that right?”

  Olivia nodded. Carter looked her up and down, enjoying the spectacle of her fear. Olivia wondered where this encounter would lead. How far would he push her this time? How much longer would she be able to endure this rough treatment?

  “Get down on your knees,” Carter commanded.

  Olivia hesitated, then leaned back in the chair as Carter approached her.

  “Are you disobeying me, Olivia?”

  The frightened young woman quickly got out of the chair and onto her knees. She had never felt so vulnerable, but she knew that things were only going to get worse. She was overcome by tension and anxiety.

  Carter towered over her, staring intensely into her eyes.

  “Put your hands behind your back,” he said. “And keep your mouth shut.”

  Olivia did as he commanded. There was no point trying to fight back now. She was captive to his whims. She enjoyed the feeling of helplessness.

  Carter’s green eyes bored into her skull. He was in complete control. It was like he could read her thoughts. He unlocked the handcuffs and told her to stand up.

  Olivia stood up and looked deeply into his eyes. Without saying anything, she wanted to communicate her total submission to him.

  “Now put your hands on my desk and spread your legs,” Carter said. “I’m going to have to do a thorough body check.”

  The young woman obeyed, bending over and putting her hands on the desk but that wasn’t good enough for Carter.

  “Spread your legs more,” he said, positioning himself behind her. Olivia could feel his breath on her neck. He nibbled on her ear and sighed deeply. Olivia felt the hard bulge coming through his pants.

  “You’ll never forget me, will you?” Carter said.

  “No, Sir Carter I won’t. I promise I will never forget you.”

  “I don’t need your promises. All I want is your submission, your complete submission to me. Is that understood?”

  “Yes, Sir Carter. I am your submissive bitch. Do whatever you want to me. I’m begging you. Please.”

  “That’s better,” the dominating boss said. “Much better.”

  Carter lifted up Olivia’s skirt. She began trembling. His fingers tickled the insides of her thighs. Electric sparks shot through her body. Her panties dampened.

  Carter pressed a finger into her wet pussy. Olivia threw her head back and sighed. She loved the feeling of him inside of her, even if it was only his fingers.

  “You like the feel of my fingers inside of you?” Carter asked.

  Olivia moaned her response. She wasn’t capable of forming words. Her whole body had been taken over by an ecstatic sensation. She tingled with excitement. Her domineering boss shoved his fingers deeper into her pussy and then he wrapped a hand around her neck. She was his captive, his submissive bitch.

  All she could think about was having his cock inside of her. His fingers clenched tighter on her neck.

  “Yes, please,” she cried. “Please fuck me, Sir Carter.”

  Carter smiled and forcefully turned Olivia’s head around. He stared at her with lust and domination. Olivia couldn’t help but shiver when he looked at her like that. In those moments he embodied everything that she had ever wanted from a man.

  She’d always wanted someone that would be able to put her in her place and at the same time to make her feel protected from the world. She began to think that Carter could be that man, the man she had been waiting for all her life.

  Carter, inflamed with lust, put the silver cuffs on Olivia’s wrists. The metal dug into her flesh and made her grimace. She had never been handcuffed before. She had never felt so vulnerable in front of a man.

  “Do you like the feel of the handcuffs?” Carter asked. “Do you like knowing that I am in complete control of you?”

  “Yes, Sir Carter. Do whatever you want to me. I won’t resist you.”

  “You’re damn right, you won’t resist,” Carter said menacingly.

  He gripped the back of Olivia’s neck and pushed her down toward the desk. She could feel his fingernails digging into her flesh. The pain only excited her that much more.

  He was treating her like his submissive whore. She realized that she had been especially chosen for this position. Suddenly a feeling of pride and vanity flooded her body. She was in a position of privilege. None of the other women in the office had been singled out for this type of treatment She was special.

  Carter unzipped his pants and fished into his boxers for his dick. He pulled out his long, thick cock and rubbed it on Olivia’s wet pussy lips. She moaned with pleasure and desire. She needed to feel him pushing inside of her, pumping a huge load into her pussy. She felt like some animal spirit was taking control of her. She wanted to cry out for his cock. She wanted to beg and plead and make so much noise that everyone in the office could hear her. But she managed to contain herself. Her entire body was covered in sweat and her breathing had quickened.

  And finally, with one sharp thrust Carter pushed inside of her. He filled her tight, wet pussy. She had never experienced such a large cock before.

  Carter grabbed her hair and yanked her head back. He began pumping and thrusting in and out of her, slamming his hips into her. Olivia could feel the juices dripping out of her pussy and rolling down the insides of her thighs.

  He began to pick up speed and within minutes he was fucking her harder than any man ever had.

  “Yes, Sir Carter fuck me. Please fuck me, she cried.”

  Carter gritted his teeth and grunted. He put both hands on her hips and pounded her. With his eyes closed and his head thrown back, he gave her every ounce of his energy. His face began to contort. It wouldn’t be long now. He was going to cum. He was going to shoot a huge load inside of her.

  “Cum inside me, Sir Carter. I want to feel your cock explode inside of me,” she said.

  Carter loved it when she talked dirty liked that. He always enjoyed a well-mannered, submissive who was willing to indulge her slutty side.

  He let out loud grunts and groans as he came inside of her. Gradually, his pumping slowed down as the last few trickles oozed out of his dick. Olivia could feel his cock pulsating inside her. It was a delicious feeling—one she certainly wanted to experience again.

  Carter sweated and panted. It had been a long time since he had exerted himself so much. He was beginning to fall for his obedient paralegal. He stared at her with a mix of tenderness and brutality. He wished that all the women he encountered appreciated the unique pleasures of submission as much as Olivia did.

  He pulled his stiff hard cock out of her and backed up.

  “I’m very happy with you Olivia,” Carter said. “You’re doing well. Most women would have freaked out when I pulled out the handcuffs.”

  “I will do whatever you say, Sir Carter,” Olivia replied. “I will never disobey you.”

  Olivia meant every word she said, but she didn’t know how much longer she would be able to remain in the handcuffs. The metal was digging deeply into her flesh. She wanted to complain and ask him to remove the cuffs, but she changed her mind. She was afraid to offend him. She was afraid that he might find someone more obedient and submissive than she was.

  She was determined not to let that happen. If she had to go through some pain, then she would endure it gladly. She would look upon his rough treatment as something special that had been conferred upon her and her alone.

  But there was no need to ask Carter to r
emove the cuffs. He was pleased with her and had no desire to restrain her in that way anymore.

  He undid the cuffs and spun her around. Olivia’s eyes were full of love and submission as she stared at Carter. His stare was a bit cold, but there was still a hint of tenderness that Olivia easily picked up on. She reached out her arms and wrapped them around him. Carter hesitated before squeezing her. He worried that maybe things were going too fast. Or maybe he was being too kind to her too soon. But he quickly brushed those thoughts out of his mind. There would be plenty of time to continue his domination of her.

  A warm feeling coursed through Olivia’s body as she embraced her boss. She would never have imagined falling for him so soon. She never thought that she would be the woman singled out for this type of treatment. At first she had been terrified that she would do something wrong and disappointment Carter. But she had quickly learned that she had a knack for this sort of thing. The rough treatment allowed her to experience a forbidden pleasure.

  As a professional woman, she should have stood up for herself and pushed back when her boss began coming onto her. She should have refused to be anything other than a good worker. She should have called a lawyer and filed formal charges against Carter for sexual harassment. That would have been the right thing to do. That’s probably what she would have done under normal circumstances.

  But there was no way she would do that with Carter. Absolutely none. She was going to have his baby. She’d never felt more proud in her entire life.

  “Now that you've been chosen, I should warn you…the other women in the office will not take kindly to this news. Do you think that you can handle the jealousy and scorn that you’ll have to face?”

  Olivia tightly gripped the sides of the chair. She could feel sweat breaking out all over her body.

  “Yes, Sir. I will put up with anything for you. Anything to please you.”

  *****

  Olivia gently closed the door to Carter’s office and walked back to her cubicle. She wasn’t sure how long she had been in there. But she felt like a completely different woman. Something had happened to her in that room. Carter had been able to push her past her limits and she had loved every minute of it. She didn’t know how she was going to get any work done that day. All she could think about was the next encounter she would have with Carter.