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?"
Rose was ecstatic to be in New Orleans for her 21st birthday. Nothing like hitting Bourbon Street for your first legal drinking night. As her brother drove, searching for a place to park, her two cousins in the backseat were reminding her of the rules.
"Drink water in between drinks."
"Don't forget to eat."
"Don't accept any drinks from anyone but us."
She nodded to all of their demands. She knew they were just trying to protect her. As the only girl in the generation, everyone in the family was a little overbearing at times, but she knew it was because they loved her. It's not like she didn't know how high the danger of date rape drugs were. A girl in her class had been raped only a few months back. But that wasn't something she was going to dwell on. She was with family. They wouldn't let anything happen to her.
School didn't start for another day, but Helena found herself waiting outside her advisor's office on Labor Day. She wore her usual outfit of a plaid, pleated skirt and white blouse. Now, she wondered if she should have dressed more conservatively. She had always had a small crush on her advisor, and it seemed to grow as she got older. When he had taught her last semester, she spent almost as much time fantasizing about him as she did on her homework.
The door suddenly opened and she found herself face to face with the man who expanded her mind by day and starred in her dreams. He turned to let her pass. "Helena, please come in."
She walked into his office and sat in the chair in the corner and placed her bag on the floor. When she looked up, he was watching her. He closed the door and walked to his own seat behind the desk. He interlaced his fingers and leaned forward. "Do you know why I called you in here?"
She shook her head. "I'm not sure, sir. You didn't say in your email."
He turned his computer monitor toward her and she sucked in a breath. On the screen was her secret Tumblr account, filled with black and white images and gifs of her darkest desire: to be completely dominated by a man. She stared, unable to take her eyes away until her advisor said, "Do you think it is polite to be online during class?"
His tone made her eyes snap to his. "No—no, sir."
He stood up and came closer to her until he stood in front of her. "Your parents pay a lot of money for you to get your education. Do you think a good daughter would be wasting their investment? Especially when you want to study abroad this year. You should have been paying extra attention last semester so you would qualify."
Again, she replied, "No, sir." When he didn't say anything, she asked, "Am I expelled, sir?"
"No. But you must be punished for your disrespect."
She cast her eyes downward and tried to ignore how those words, especially said by him, made her throb between her thighs.
She has always had a love-hate relationship with summer. The season meant freedom from work, but the weather often was too hot to enjoy. When it was really hot and she was too stir crazy to stay inside with the air conditioner, she'd go to the beach.
Today was one of those days. She wore her favorite red bikini. It was by no means the sexiest suit being sold that summer, but it made her feel super sexy. And, if she was being honest, she also wore it because the hot lifeguard had complimented her on it the first time she'd worn it and had made his interest clear the other times she'd worn it by not taking his eyes off her as she swam or sunbathed. When she arrived, she set up her towel and blanket in the open spot near his station. Normally, it was filled and she wondered if he had saved it for her.
She looked up, expecting to see him, but it was a female lifeguard she hadn't seen before. She tried to ignore the twinge of disappointment and started walking toward the water. She was waist-deep when she felt something squeeze her thigh. She turned around and saw the lifeguard standing behind her. He winked. She smiled, but still said, "Don't sneak up on me, you scared me!"
"Sorry," he replied. He didn't sound it at all.
"Are you off duty today?"
"Yes. I'm moving away tomorrow and I wanted to enjoy my last day here on my own time."
"Where are you going?"
"Back home. Anyway, I just wanted to say I'll miss seeing you. You do look very enticing in that bikini."
He leaned closer. "It's a shame I never got to see what's under it." She felt a sudden need throb between her legs and clenched her thighs tighter together. He didn't seem to notice, and walked away.
She watched his retreating back and decided a swim would help her cool off. She dove under the water and started swimming. She pushed herself farther than usual, but stopped just short of leaving the safe distance from shore. She began to tread water. Watching the beach and people. Maybe the next lifeguard would be just as enticing. Or maybe she'd switch to a pool next summer. She was still debating between the two options when she felt something cold and slimy wrap around her thigh and squeeze. She tried to kick it off, but it only tightened around her. It wasn't a playful one like the lifeguard had given her. No, it was possessive and almost hungry.