Helena knelt at her Master's feet as he wrote this semester's curriculum. She wasn't in his class this time, even though she had wanted to reconfigure her schedule to fit it in. He closed his laptop and tilted her chin up to meet him. "I will miss you in my class, but I still expect you to join me in office hours on a regular basis for our special meetings. And you will continue to live here, pet. So I can have access to you whenever I like."
She felt herself begin to throb between her thighs, but kept her legs spread. Master had taught her that in the first few days of her living with him. She wasn't allowed to close her thighs to him unless she was walking—which was rare. As were her wearing clothes.
He tweaked her nipple, making her focus on the present again. "Shall we see how flexible you've become in the past month?"
She bowed her head in agreement.
He rose from his desk chair and walked toward the bedroom. She crawled after him and felt her wetness leaking down her thigh. Helena climbed up the pet stairs he had on the side of the bed and lay on her back spread eagled for his inspection. He walked around her and fastened her into the cuffs at each corner, pulling tight.
The following story was requested by one of my Tumblr followers. It is inspired by a true experience, but is completely fictional:
Nicole was excited. Her uncle who had been travelling Europe for the past year was finally back in the States and was coming over for dinner. She'd followed his travels on social media and had wished that she had been old enough to go with him. But even at sixteen years old, her parents had said "Hell, no." when she asked. He had smiled at her and promised to send her a letter from every location. And he had. She stored them in a small box under her bed and often took them out whenever she had missed him particularly badly.
The doorbell rang and she ran down the stairs to answer it. He looked different than usual. It was the first time she'd ever seen him unshaven, but it looked good on him. She felt heat blossom between her legs and launched herself into his arms, hugging him tight, to distract herself.
"Hey, squirt. How are you?"
"Good," she answered.
"Where are your parents?"
"Mom is still working and dad is in the garage, but dinner is ready in the kitchen. Everyone else is already here." She pulled him inside and took his coat from him.
"Did you like the letters?"
"I loved them."
She heard the door to the garage open and her dad come in. "Hey, little brother. How was the traveling? Ready to settle down again?"
Her uncle smiled. "For the time being."
The meal wasn't particularly eventful, but the more her uncle talked, the more Nicole found herself shifting in her seat. The heat had transformed into an ache and and she could feel herself getting a bit wet, too.
Helena knelt before her Master as he used her mouth.
After the semester ended, he’d told her to stay with him and to tell her parents that her advisor had hired her as a paid intern for his book. It was news that thrilled her mother, but her father had immediately asked about her housing situation. Her Master had told her to say that since it was a paid academic internship, the school would pay for her housing. That appeased her father and here she was, living at the foot of her Master day in and day out.
He brushed a piece of hair out of her eyes. “You wanted me to set your New Year’s Resolution and I’ve decided I want you to work out more. Your stamina needs a boost, pet. And while I love using your sleepy pussy, I want you alert for our games.”
She nodded and licked the underside of his hard cock.
”Luckily for you, there’s a gym in this building. And a room for private sessions.” He thrust deep into her, making her eyes water. “Once I’m done here, we’ll go down. Your workout clothes are on my bed.”
He unloaded in her mouth and she swallowed every drop. He pulled out, brought her up for a quick kiss, and smacked her ass. “Go change and meet me by the door in a minute.”
Rose remembered visiting Santa at the mall every year since she was five years old. Photos proved that she'd been doing it her first four years of life, too, but she didn't personally recall those times. And it was probably for the best because she never liked sitting on a strange man's lap. This year, it was different.
Instead of sitting on a stranger's lap, she was sitting on her father's as he fucked her in his arm chair with her male family members, best friend's father and brother, and some of her father's friends watched, their own cocks in their hands as they waited for their turn.
Her mother and the rest of her female relatives were either passed out from drinking too much wine, although she suspected the men had added something extra, or were still on their vacation—a shameless bribe so their husbands and sons could openly play with their newest fucktoy: her.
I wrote this last week and decided to share this before next Masturbation Monday (which falls on Christmas) and have another story then. So, enjoy this pre-Christmas gift! Also, you may want to read this first to get familiar with the characters.
Rose was sweating. Which was unexpected given it was winter. But as she and her brother finished bringing her boxes down to the car, she was ready to collapse. Luckily, the long car ride was going to let her nap and catch up on the three weeks of non-stop homework leading up to the end of Winter Semester. Their Dad was there, waiting to the load last boxes. He squeezed the last one in and shut the trunk. Her mom had decided to go on a ladies vacation with her aunts, paid by their husbands.
Her backpack sat in the front seat so she climbed into the back and her brother sat next to her. No sooner had she clipped her seatbelt and leaned back, she was already sleeping. Her dreams, as they had been ever since her twenty-first birthday, were sexual and featured her male family members—something she never thought she'd say.
Helena sat beside her professor, waiting for him to acknowledge her. He had emailed the class the day before saying he was going away on a conference this week and that the three teaching assistants would be doing additional office hours for the students' studying questions right before she received a private text from him telling her to go to his home with an overnight bag. She'd arrived fifteen minutes ago and he had yet to do anything but look at his laptop. He typed something on his computer, then closed it. "Strip, Helena."
She stood up from the couch, unzipped her skirt, letting it fall to the hard wood floor. She reached for the hem of her sweater and pulled it off, her nipples immediately tightening in the cool air.
He motioned for her to step closer and she did. His left hand reached for her left breast, cupping it and swiping his thumb under the swell, while the other slipped between her thighs to her already wet pussy lips. "Have you studied for your final exam next week?"
Not as much as she should have. "Yes, Master."
He pushed his index finger into her and she bit her lip at the sensation. She thought she'd be used to it by now, but every time, it made her pulse quicken.
He massaged her breast gently, making her moan. "And do you have any questions for your knowledgeable professor?"
She panted. "Will we have to remember the publication dates of all the works we've read?"
He inserted his middle finger, stretching her a bit more. Then he began slowly pumping them in and out of her. She felt her own wetness start to leak down her thigh. "No, pet. I'll be giving you a list of the titles and dates. But you will have to know the authors. Next?"
"Will there be quote explications or just essay questions?"
"Just three essay questions. What else, Helena? That can't be all of your questions." He pressed his thumb on her clit, slowly massaging it in circles.
She shifted on her feet. He'd since made her start wearing heels he bought her. Today, they were black boots with red accents. "I..." She swallowed. She couldn't think of anything to say. "Can I come, Master?"
He pressed harder on her sensitized clit and sharply pinched her nipple. "No. Treat this as our normal office hours. Be a good girl and make the most of this one-on-one time with your professor, Helena."
Abigail was about ready to explode by the end of dinner. Her Master had taken her to the fancy new European-style restaurant that had communal seating, meaning he had been playing with her non-stop since the time they sat down to when he paid the check and escorted her into the car service back to his place. And he'd placed his bag on the floor between them, which meant her foot pressed against the aged leather as a constant reminder of what was to come.
When he opened the door, he reached under her dress and gave one pinch to her clit, and said, "Go into the playroom and strip."
She walked down the hallway on shaky legs toward the second bedroom that he had converted into his personal playroom. She unzipped her dress and stepped out of her heels. She folded the fabric and placed it on the chair in the corner and placed her shoes underneath it. Then she knelt at the foot of the bed and waited for her Master to come in.
I've been meaning to return to this blog ever since my last post here. Life got crazy and my only outlet for my kinkiness has been through my Tumblr. But since I learned that I made it as #88 on the Molly's Daily Kiss' Top Sex Blogger List of 2017, and John Brownstone of (LovingBDSM) requested I do a specific topic for Masturbation Monday. Sidenote: Kayla Lords of Loving BDSM made it to #1 on that list.
And now let's get down to business: my new Masturbation Monday story.
Helena was on Tumblr again, and growing wetter by the minute. She knew her professor had forbidden it, but she couldn't resist given she had already been horny the moment she woke up. And as her last class of the day, her attention wasn't fully there.
When class ended, a male classmate turned to her and said, "would you like to grab a coffee with me some time?"
She was about to answer when her professor's voice rang out sharply: "Helena, I need to speak to you. Now."
She shrugged apologetically and made her way down the auditorium stairs to her professor who eyed her with intense disapproval.
"You didn't follow orders. Pack up your things and come to my office."
When she arrived at his office, she wasn't surprised this time when he closed the door and locked it. His next order, however, did. "Strip."
She hesitated, but did as she was told.
She did, and he immediately pressed his erection against her lips. She opened her mouth, understanding the silent command.
He slid in and out slowly, completely stretching her mouth with his girth as he spoke. "I specifically told you Helena to not let me catch you misbehaving again. And what do I feel during my lecture?" He gripped her hair tightly as he pushed himself deep and held still. She whined at the pressure and focused on breathing through her nose. "My phone buzzing every single time your dirty little mind reblogged something on Tumblr." He pulled out, still hard, and pulled her to standing. He wrapped a hand around her throat and squeezed slightly. "You directly disobeyed me, Helena. What should I do about that?"
What does this all mean? Take a look back at any posts or emails you wrote, notes you took. Think back to conversations you’ve had.
I'm going to take this prompt one by one.