Synopsis: Hannah Albrighton, the Babysitter In Distress, is back. She is back with her favorite employer, Gina Jameson, who can be found in the story below. However, this time, Gina has grounded Max, meaning they're not allowed to play tie-up games for the night. Will Hannah be able to resist the temptation?

Disclaimer: Hannah is a recurrent OC of mine. You can find her stories here:

https://www.deviantart.com/alhuso3/gallery/88708706/hannah-the-bid-babysitter-in-distress

Hannah Albrighton could barely contain her excitement as she read the text she had just received.

‘Hannah, I know this is a bit rush, but I’ve got an appointment tonight, and I have no one to look after Max. Could you come over? I’ll pay you double.’

The message was from Gina Jameson, the best mom she had ever babysat for. Last time, they both ended up tied up and gagged by Gina’s son, Max, and she had the best bondage experience of her life.

She loved bondage, the thrill of being at someone else’s mercy was something that drove her crazy, and Max, being a Boy-Scout, was very good with ropes.

So she didn’t only have another chance to indulge her little fetish, but she would be paid double for it. She obviously replied she was free for the evening and got ready to go to the Jamesons’ house.

After the longest two hours of her life, Hannah got to Gina and Max’s house, and was soon greeted by the hottie MILF at the door.

Gina looked flustered, a mix of apology and gratitude in her eyes.

“I can’t thank you enough for doing this on such short notice, Hannah. I had no other option.”

“No problem, Gina. Really”.

They stepped into the house, and Gina handed Hannah a set of instructions.

“Max is grounded tonight, so it’s going to be a bit different from the usual. No games, no TV, just homework, dinner, and bed by 9 PM. He’s been a handful lately, so I need him to buckle down and get serious.”

The words hit Hannah like a cold shower. No games? No bondage? Her heart sank, and she tried to hide her disappointment.

Gina, however, noticed the blondie’s change of attitude.

“I know this is a bit let down, but it’s for the best, I promise”.

“I know, don’t worry, Gina, I’ll keep it professional”.

Hannah took the instructions and nodded, trying to push her own desires aside. But she couldn’t help but feel a little cheated. As Gina rushed off to her appointment, she got to Max’s bedroom. The kid was obviously frustrated, as he did his homework.

“Hi Max, how’s it going?” she asked with a forced smile.

Max looked up from his books, his expression a blend of annoyance and curiosity.

“Bad. This is very boring, can’t we play some games?”

Hannah’s heart fluttered at Max’s question. She knew she had to stick to the rules, but the temptation was overwhelming. She took a deep breath and reminded herself of the promise she had made to Gina.

“I’m sorry, Max, but your mom’s orders are strict tonight. It’s homework, dinner and bed for you.”

Max slammed his pencil down on the desk.

"But why? Why do I have to do homework on a Friday night?" he protested.

"You know why, Max. Your grades need to improve. Your mom wants what's best for you," Hannah replied firmly, trying to keep her own excitement in check.

Max sighed heavily and reluctantly picked up his pencil again, his eyes flicking back to her every few moments. Hannah couldn't ignore the spark of mischief in his gaze, and she found herself growing more and more restless as the evening stretched on. The quiet ticking of the clock on the wall seemed to amplify the silence, and she felt the urge to break it with something more... thrilling.

As she watched him struggle with his algebra, an idea began to form in her mind. Maybe there was a way to make this evening interesting for both of them. She cleared her throat and leaned against the doorframe, tapping her fingers thoughtfully.

"You know, Max, I've got an idea," she said, her voice low and conspiratorial. "If you manage to get all your homework done without any more complaints, I might have a little... surprise for you."

Max's eyes lit up, and he sat up straight in his chair.

"Really?" he asked, hopefulness lacing his voice.

"Yes, really," Hannah said with a grin. "But only if you behave and get all your work done."

Max nodded vigorously and attacked his homework with newfound enthusiasm. The room buzzed with the sound of his pencil scratching against the paper. Hannah felt a twinge of excitement building in her stomach. The anticipation was almost too much to handle, but she knew she had to be patient. She walked over to the bookshelf and pretended to straighten up the books, her eyes darting back to Max every few seconds.

Time seemed to crawl by, but finally, Max slammed his textbook shut and declared,

"I'm done!" Hannah turned around and surveyed the completed work with a proud smile.

"Good job, Max. You really buckled down," she said, trying to sound casual.

Max beamed at her, his eyes gleaming with excitement.

"So, what's the surprise?"

Hannah took a deep breath, her heart racing.

"Well, since you were such a good boy, I'll let you tie me up. But only for a little while," she added quickly, "and you have to promise to untie me before your mom gets back."

Max's eyes widened, and he nodded eagerly.

“Sure!! She’ll never know, I promise!!” he exclaimed.

They moved to the living room, the air thick with anticipation. Hannah felt a shiver run down her spine as she grabbed a chair from the dining table and positioned it in the center of the room.

With a flourish, Max pulled out a bag filled with various ropes and scarves, the tools of their secret game. His hands trembled slightly as he handed them over to Hannah, who took them with a knowing smile. She could see the excitement in his eyes, the same excitement that mirrored in her own.

Placing her hands behind her back, she whispered,

"Remember, only a little while, okay?"

Max nodded, his cheeks flushing as he took the rope from her. His movements were careful and deliberate as he wrapped the rope around her wrists, tying a firm knot. She closed her eyes and took a deep breath, letting the sensation wash over her.

"But you have to make it tight," she murmured.

The sound of his breathing grew heavier as he worked, and Hannah couldn't help but feel a sense of power in his excitement.

He moved up and tied her elbows too, making Hannah’s breasts to grow bigger.

“Fine, now move down on my legs” she murmured.

“Sure!!”

With the same meticulousness, Max started binding her legs. He began with her ankles, looping the rope around and around until it was snug against her skin. Hannah felt a thrill with every tightening pull, the material biting into her flesh just enough to make her gasp. He moved up to her knees, and she could feel her legs growing weaker, unable to resist his skilled touch.

The rope was cool and rough against her thighs as he worked his way up, looping it around them.

“Now this seems fine, but I can still move from this chair and hop around, and we don’t want that, do we?”

“Of course not!”

With a wicked smile, Max took the rope and bent down to her ankles. He looped it under the chair and began to pull her legs back, wrapping the rope around her wrists. The tension grew, and Hannah’s eyes widened as she felt her body stretched in a deliciously uncomfortable way.

Once her legs were bound tightly, he stood up and stepped behind her. He reached over her shoulder and grabbed another rope, then wrapped it around her waist, pulling it taut before securing it to the chair's back. The pressure against her stomach made her arch her back, pushing her breasts out. She watched in the reflection of the TV as he took a moment to appreciate his handiwork before moving on.

Max's eyes twinkled as he took the last piece of rope and approached her chest. He secured the rope to the chair’s back, creating a bond that both constricted and supported her. The sensation was incredible, and Hannah felt a rush of arousal that she had to fight to keep hidden.

“Fine then, but… we’re not done yet, right?”

The kid shook his head vigorously, knowing what his babysitter implied.

“So, for my gag, I want you to take four scarves. Stuff the first one inside my mouth, deep in. Tie the second one between my teeth, the third one over my mouth and the last one over my mouth and nose, understood?” Hannah couldn’t even hide her excitement anymore.

“Yes, Hannah” the kid happily replied.

Max went to work, carefully following her instructions. He picked out four of the softest scarves from the bunch and approached her, his hands slightly shaking. He stepped closer and she felt his warm breath on her neck as he slid the first scarf into her mouth. She moaned around the fabric, feeling the softness fill her mouth, muffling any sounds she might make. He tied the second one securely at the back of her neck, effectively cleave gagging her, and then moved on to the third one, that was soon tied over her mouth, leaving just enough room for her to breathe through her nose.

The last scarf was wrapped around her face and nose, creating a tight seal. He stepped back to admire his work, his eyes wide with a mix of excitement and anxiety. Hannah felt a jolt of adrenaline as she looked at him over the fabric, her eyes saying everything she couldn't with words. She nodded slightly, giving him the go-ahead. Max looked at the clock and realized they had about an hour before Gina would be back.

“Mph” she mumbled happily.

Max froze. The sound of the lock turning at the front door sent a jolt of panic through him, and he spun around, eyes wide with horror.

"Mom's back early!" he hissed.

Panic surged through Hannah, her pulse racing as she struggled against the ropes. Max's eyes darted around the room, searching for a solution. But it was too late.

Gina entered the room and immediately understood what was going on.

“Well, well. So, my appointment gets canceled, and I get back home expecting my son and his babysitter having dinner and getting ready for bed, but instead, I find them disobeying my rules”.

Hannah blushed, and tried to mumble and apologize that died in a muffled moan.

“But mom, I did my homework, and…”

“I don’t care, young man, you’re grounded. So, since the no-games rule has been removed, I’ll have to make a new one. Go to bed, Max, no dinner tonight”.

“But mom!!!” he protested.

“Now!”

With a defeated look, Max trudged to his room, leaving Hannah to face Gina's stern gaze. The tension was palpable as Gina stepped closer.

“This is very disappointing, Hannah”.

“Mphhh mohhhhy” mumbled the blondie, her blue eyes begging for forgiveness.

Gina’s eyes narrowed and she raised an eyebrow.

“I’m going make me some dinner while I think what to do with you. Think about your actions”.

Gina's words lingered in the air as she disappeared into the kitchen, leaving Hannah bound and gagged in the chair. The sound of cabinets opening and closing, pans clanking, and the sizzle of food hitting a hot pan filled the air, making Hannah’s stomach growl with hunger. She hadn’t eaten since lunch and the aroma of Gina’s dinner was pure torture. Her mouth watered around the scarf gag, and she watched as Gina returned to the living room, a plate of steaming spaghetti in one hand and a glass of wine in the other. She sat on the couch across from Hannah and took a long, slow sip of her wine.

Gina took her time savoring every bite of her dinner, the clinking of her fork on the plate echoing through the silent room. Hannah’s eyes never left her, silently pleading to be released from her bondage and forgiven. Gina’s gaze remained unfaltering, a smirk playing at the corner of her lips as she twirled a piece of pasta around her fork. She knew exactly how much this was driving Hannah crazy. With a dramatic sigh, Gina finally set her plate down and leaned back into the couch, patting her full stomach.

“So, since you like these games so much, how about this. You’ll stay like this until I say so. You’ll still be paid double while you’re at my house, don’t worry about that, but you have to endure some punishment for disobeying my rules. You understand that, do you?”

“Mphhh” Hannah nodded as she lowered her head, ashamed.

“But while you keep me company, I’ll have to give you a more… personal gag”.

Then, she took off her panties without taking off her sundress, and step apart from them before taking them from the floor.

She undid Hannah’s gag’s layers.

“Gina” Hannah said as soon as she was given back the gift of speaking. “I’m really so…”

She couldn’t finish her sentence as Gina stuffed her underwear inside the babysitter’s mouth.

“It’s no time for explanations. From now til I feel like it, I’ll do the talking”.

Next, she grabbed a roll of duct tape and approached Hannah with a grin. She completed twenty loops around her head, making sure the panties stayed inside. Then, she completed her gag by wrapping two scarves over the tape, covering her mouth with the first one and her mouth and nose with the second.

“Now this is more like it”.

Gina stepped back, admiring her handiwork. Hannah's eyes watered slightly as the fabric and tape pressed against her mouth, but she nodded in submission. The taste of Gina’s sweet, slightly salty flavor filled her mouth and mingled with her own saliva. The situation had taken an unexpected turn, but she found she was even more excited than before. Gina's dominance was a thrilling addition to the evening's play.

“You love this, don’t you?”

“Mphhhhhh” Hannah nodded, blushing even more.

“Well I’m glad to know that, because I’m not planning on letting you go any time soon” she teased.

Then she laid on the couch and put her legs over Hannah’s lap, as she turned on the TV.

“Oh, Hannah, I can’t be mad at you. But trust me, we’ve got a long night ahead of us”.

“Mphhhhhh”.

Knowing her fate was sealed by Gina’s intentions, she had no choice but to relax and enjoy her predicament. And hope for Gina to call her up in the future.