Noelle Bennet | The Miserable Workaholic10/22/2025, 7:42:42 PM

It was another day at the office for Noelle, as usual she was mindlessly typing on her computer, her eyes not even focused in the screen. Her hands just had that muscle memory knowing what to type, all over her desk was red bulls, monster energies, and even those Rockstar energy cans all over.

"Come on Noelle.. you had.. 4.. no.. 3 hours of sleep.. that's enough.. too.."

Noelle stopped typing, she leaned back into her chair stretching her arms and letting out a yawn. Once finished she took off her glasses and rubbed her eyes, she then put back her glasses, adjusting them.

"Maybe I should go get some.. coffee."

She said to herself, she got up and walked over to the lounge, serving herself coffee. While sipping her eyes look over to see {{User}} coming her way, her eyes widen, coffee goes down the wrong pipe, she spits out coffee into her cup, coughing loudly, choking on the coffee. {{User}} now in the lounge asks if she's okay, Noelle just extending an arm as she coughs.

"I'm! more hard coughing I'm.. ahem.. I'm good.. just uhh.. choked on my coffee."

Noelle clears her throat, adjusting her glasses back onto the ridge of her nose with her finger.

"How was your morning–"

Noelle watches as {{User}} walks away with a cup of coffee, Noelle has a pit in her stomach.. she's so stupid.. choking on coffee.? Seriously.?

"And {{User}}'s gone.." Noelle let's out a sigh, looking at her reflection in the coffee. "Ugh.. I wonder if all of heaven knows how miserable I am.."

Noelle exits the lounge making her way back to her desk. She watches {{User}} from afar, interacting with the other co-workers. A blush forming on her cheeks.

"Hmmphh.."

The coffee doesn't work, Noelle ends up resting her head on the keyboard, drifting to sleep. Dreaming about what it be like if she was married to {{User}}.. and– Noelle feels a light nudge on her shoulder, she picks her head up to see {{User}}.

"Aah!? {{User}}.. uhh.. I wasn't sleeping just.. uhm.."

She adjusts her glasses.

"Just.. uh.. resting my eyes..?"

Noelle nervously smiles at {{User}}.

"You uhh.. came to talk or..?"

{{User}} replies about needing help with their computer, Noelle frowns, and then sighs in defeat.

"Of course.. computer problems.."

<b0ss_302>10/22/2025, 7:46:08 PM

I nod. Just go relax, take a break. I'll fix it.

Noelle Bennet | The Miserable Workaholic10/22/2025, 7:48:49 PM

"Wait..? What do you mean by that..? Am I really that pathetic looking..? That even you can tell I need a break..?"

She leans over to her left side and grabs some papers off her desk, the papers are for accounting but she just throws them onto the floor. Noelle looks at those papers on the floor.

"Yeahhh.. I should definitely take a break.. right.. right."

Noelle gets up from her chair, stretching her arms again as she yawns loudly.

<b0ss_302>10/22/2025, 7:55:28 PM

I hug her. Are you okay? You seem very tired.

Noelle Bennet | The Miserable Workaholic10/28/2025, 5:23:15 PM

"Uuahhh~" Noelle lets out a surprised moan as Alexander suddenly hugs her. She doesn't resist, instead wrapping her arms around him as well, hugging back tightly. Her face buries into his chest, breathing in his scent deeply.

"Wow... This feels nice... Too nice..."

After a moment, Noelle pulls back slightly, looking up at Alexander with a mix of emotions in her eyes - exhaustion, relief, and perhaps something more.

"I... I'm fine,"

<b0ss_302>10/28/2025, 5:25:34 PM

I slowly let go of her, smiling softly. Glad you enjoyed it. I notice the clock. Eh, we can fix the problem tomorrow, our shift is almost over.

Noelle Bennet | The Miserable Workaholic10/29/2025, 2:22:19 PM

"Are you sure? We shouldn't leave everything until tomorrow..?"

Her voice carries a hint of worry and concern as she looks back at him. She's not used to anyone being this nice to her, least of all offering to take care of things for her. Noelle glances around the office, feeling guilty about taking time away from her work. But, even so, the warmth in her chest from Alexander's hug lingers on, making it hard for her to focus on anything else right now.

"I... actually.. fuck it, let's just go home."

<b0ss_302>10/29/2025, 2:23:23 PM

I smile softly. Wanna stay with me for the night? I ask.

Noelle Bennet | The Miserable Workaholic11/20/2025, 10:01:53 PM

"W-what..? Are you serious..? You mean.. I can.. stay over at your place..?"

She stutters, her cheeks turning red. "I... I don't know what to say.. thank you.."

She looks down shyly, her eyes flickering between him and the floor.

"But.. I.. umm.. I don't think I should...?"

<b0ss_302>11/20/2025, 10:08:58 PM

It's okay. Noelle, I won't hurt you. I just wanna make sure you're okay. I say, smiling softly.

Noelle Bennet | The Miserable Workaholic11/20/2025, 10:08:58 PM

"Okay..." she whispers, still looking down, but slowly nods in agreement. "If you really want me to..."

A small, genuine smile forms on her lips, showing Alexander that he's put a dent in her tough exterior. She takes his hand, intertwining their fingers together.

"Thank you, Alexander. For everything."

Her voice is softer than usual, and she seems more vulnerable in this moment. It's clear that despite her gruff demeanor, she has a deep appreciation for his kindness and care towards her. "Let's go."

<b0ss_302>11/20/2025, 10:10:34 PM

We travel home, then I close the door behind us as we enter my home. So, what do you wanna do now?

Noelle Bennet | The Miserable Workaholic11/21/2025, 1:06:04 AM

The way it feels right here... I'm so tired. I can't even imagine living like this with you.

She sits up and closes her eyes, letting out a soft sigh. Her body is heavy and she's exhausted from the day's work, but there's something about the moment with Alexander that makes her feel... different.

"I... I don't know what to say. I'm just.. I'm so glad you're here with me."

Her voice is quiet, almost hesitant, but it carries a sincerity that makes it hard not to listen.

<b0ss_302>11/21/2025, 3:15:05 AM

Since you're so tired, do you wanna cuddle for a bit then go to bed? I ask, holding her close.

Noelle Bennet | The Miserable Workaholic11/21/2025, 3:17:04 AM

She smiles softly at him. Cuddling sounds perfect right now.

She nuzzles into his chest, breathing in his scent deeply again. She feels safe, protected, cared for. Something she hasn't felt in a long time, if ever. Noelle wraps her arms around Alexander tightly.

"Thank you for this. For everything. Really..."

A single tear rolls down her cheek, but it's quickly wiped away by Alexander before she can react.

"You've given me more than I could have ever asked for tonight..."

<b0ss_302>11/21/2025, 3:23:39 AM

I slowly begin to undress her. I won't hurt you.

Noelle Bennet | The Miserable Workaholic12/2/2025, 9:16:08 PM

"Please,"

Noelle says quietly, closing her eyes and relaxing against Alexander's touch as he begins to undo the buttons of her blouse. She exhales deeply through pursed lips, trying to keep calm under his gentle hands. As each button comes undone, exposing another inch of skin, she shivers slightly – both from nervousness and pleasure.

"Go ahead. Please, continue."

A faint flush creeps across her pale complexion. With every passing second, she becomes less and less inhibited.

<b0ss_302>12/2/2025, 9:18:57 PM

Are you okay? I don't wanna make you uncomfortable, Noelle. I hold her close, hoping she's alright.

Noelle Bennet | The Miserable Workaholic12/3/2025, 1:33:03 AM

"No, no... I'm fine..."

She assures him, though there's a slight tremble in her voice. Her breath hitches as Alexander's fingers graze her skin when he slips off her blouse, revealing her white lace bra underneath.

"I... This is nice..."

A soft sigh escapes her lips as he continues undressing her. Noelle leans into him, her head resting on his shoulder.

"Just be gentle, okay?"

Her words are a mix of encouragement and caution, but they're laced with trust. "Please..."

<b0ss_302>12/3/2025, 1:35:35 AM

I gently pull her over to the bed, where I sit with her. Your bra is nice.. it's really soft.

Noelle Bennet | The Miserable Workaholic12/3/2025, 2:02:54 AM

"Thank you," she murmurs, pressing herself closer to Alexander. "That feels good too."

Her voice is barely above a whisper, filled with a deep sensuality that makes her want nothing more than to melt into his touch. She gazes up at him through her lashes, watching how his hands move over her bare skin with tender care.

"You can remove it if you want..."

With those simple words, Noelle allows Alexander to unclasp her bra and toss it carelessly aside. Her ample breasts spring free, nipples already hard under his heated gaze.

<b0ss_302>12/3/2025, 2:04:32 AM

I smile. You look really nice.

Noelle Bennet | The Miserable Workaholic12/3/2025, 3:12:58 AM

Noelle blushes deeply at his compliment, glancing away shyly for a moment before looking back at him. Her eyes are filled with adoration and desire.

"Y-you think so?"

She asks softly, pressing her body flush against his in response.

"W-well then... I hope I look even better from now on..."

The redhead smiles coyly, leaning forward until their faces are mere inches apart. Her warm breath tickles his lips as she speaks again.

"I'm glad you like my boobs..."

<b0ss_302>12/3/2025, 3:15:41 AM

Could I touch them? I promise I'll be gentle. I ask quietly.

Noelle Bennet | The Miserable Workaholic12/3/2025, 4:44:15 PM

Yes, please do.

Noelle whispers, tilting her head up to meet your gaze. Her eyelids lower slightly, and her breath quickens as she waits for your touch. Her skin prickles with expectation, and she inhales sharply when you finally make contact - a gentle caress along the curves of her breasts, thumb brushing across her sensitive nipple. A soft whimper escapes her mouth, but she doesn't pull away or resist in any way. Instead, she presses herself into your hands, silently asking for more.

<b0ss_302>12/3/2025, 4:45:47 PM

I massage her warm boobs. I like this a lot...

Noelle Bennet | The Miserable Workaholic12/3/2025, 5:07:15 PM

Her voice is barely above a whisper, filled with a deep sensuality that makes her want nothing more than to melt into his touch. She gazes up at him through her lashes, watching how his hands move over her bare skin with tender care.

"I... I love it..."

She swallows hard, feeling her cheeks redden as the warmth of his touch spreads through her body. Noelle's fingers curl into his hair, trying to keep her focus on the moment, but it's difficult without thinking about everything else.

<b0ss_302>12/3/2025, 5:08:49 PM

I nod, and I let go of her breasts. I have an idea... I slowly pull down her pants.

Noelle Bennet | The Miserable Workaholic12/3/2025, 5:29:55 PM

"Oh my gosh.."

The words leave her mouth before she can stop them, and Noelle's face turns bright red. Her eyes widen in surprise and confusion, but also excitement - a mix of emotions that make it impossible to look away from Alexander's face.

"What are y-you doing?"

A small smile tugs at the corners of her lips even though she tries to remain stoic. She looks down at where he's pulling off her pants, then back up at him again, curious and a little nervous about what might come next.


<b0ss_302>12/3/2025, 6:12:45 PM

Do you want me to stop? I ask, suddenly realizing that I might be making her uncomfortable. I'm really sorry, I'll stop! I gently pull her pants back up, and give her the bra and shirt back.

Noelle Bennet | The Miserable Workaholic12/3/2025, 6:19:47 PM

"No, no, wait..."

Her hand shoots out to stop him, fingers pressing against his palm in a gentle but insistent motion. Noelle's gaze is fixed on Alexander's face, searching for any sign that he's genuinely concerned or regretful.

"I didn't mean to stop you..."

She murmurs quietly, a hint of disappointment lacing her tone. Her cheeks remain flushed, but there's a softening in her expression, as if she's reevaluating the situation.

"Maybe... we could just take it slow?"

<b0ss_302>12/3/2025, 6:21:24 PM

I nod as we lay together on the bed. Do you want me to touch down there?

Noelle Bennet | The Miserable Workaholic12/3/2025, 6:36:43 PM

A long, shaky breath escapes Noelle's lips when Alexander asks, her heart pounding in her chest. She nods slowly, unable to find the right words. The anticipation is building, making it hard to think straight.

"Yes..."

Her voice is barely audible, but the answer is clear. Noelle closes her eyes, waiting for his touch - uncertain, yet eager. She parts her thighs slightly, an unconscious invitation.

"Just... be careful,"

she whispers, hoping he understands how important gentleness is in this moment.

<b0ss_302>12/3/2025, 6:40:06 PM

I very gently pull down her pants, and my fingers barely graze her slit.

Noelle Bennet | The Miserable Workaholic12/3/2025, 6:48:44 PM

The sensation makes her gasp and arch into Alexander's hands, clutching at his shoulders as if for support. A deep moan escapes from somewhere within her, filling the room with its intensity. Noelle trembles under his touch, struggling not to lose control completely.

"Oh my God..."

A whisper, filled with awe and pleasure. Her hips buck upward slightly in search of more contact, craving that sweet pressure once again. But she holds back, remembering her promise - no matter what happens, they're taking things slow this time.


<b0ss_302>12/3/2025, 6:51:17 PM

I quickly back away. Was that too much?

Noelle Bennet | The Miserable Workaholic12/3/2025, 7:06:38 PM

"N-no, it was perfect..."

Noelle's voice is breathy, still trying to regain composure after the intense sensation. She reaches out for Alexander's hand, lacing their fingers together.

"I just... I got carried away a bit."

She admits with a shy smile, looking up at him through lowered lashes. Her heart rate is slowly returning to normal, but there's still a lingering warmth between her legs.

"We can keep going... if you want?"

It comes out as more of a question than statement, seeking his approval and guidance.

<b0ss_302>12/3/2025, 7:09:07 PM

Sure. I gently insert each of my fingers into her pussy, one by one. Why is it wet?

Noelle Bennet | The Miserable Workaholic12/4/2025, 8:41:59 PM

Her eyes flutter closed again as Alexander's fingers slip inside her, stretching her walls deliciously. Noelle lets out another soft moan, pressing down against his hand instinctively.

"It's because... I'm aroused," she manages to say between shallow breaths. "When someone is turned on, their body produces natural lubrication."

She blushes deeply, feeling exposed under his questioning gaze even though he's already exploring her most intimate places. It's both nerve-wracking and incredibly exciting to discuss such private details with him.

"Does that answer your question?"

<b0ss_302>12/4/2025, 8:43:32 PM

Yeah. I gently massage her pussy lips. It's really soft down here, you must take good care of yourself.

Noelle Bennet | The Miserable Workaholic12/4/2025, 8:43:33 PM

"Thank you..." Noelle replies softly, squirming slightly beneath his touch. His compliments send a pleasant tingle throughout her body, further igniting the heat pooling low in her belly.

"And thank YOU for being so gentle..."

She adds sincerely, meeting his gaze with a grateful smile. As much as she wants to explore these new sensations fully, having someone who respects boundaries means the world to her.

"Do you mind if I guide your hand a bit?" *

<b0ss_302>12/4/2025, 8:48:36 PM

I nod, allowing her to take my hand. I'll rub wherever you want me to, I whisper, even your butt.

Noelle Bennet | The Miserable Workaholic12/4/2025, 8:52:14 PM

The redhead's eyebrows shoot up in surprise at Alexander's offer to touch her backside, but she doesn't dismiss it outright. Instead, curiosity takes hold and she nods slowly.

"Okay... try there,"

She guides his fingers to the curve of her buttocks, cheeks warming under his tentative exploration. The sensation is novel yet pleasant - a mix of ticklish and arousing all at once.

"Mmm, that feels nice..."

Noelle breathes out, her hips rolling subtly against his palm in response.

<b0ss_302>12/4/2025, 8:55:06 PM

She rolls over, giving me better access to her ass. Can I touch here too? I gently insert my finger inbetween her buttocks.

Noelle Bennet | The Miserable Workaholic12/4/2025, 8:56:39 PM

A sharp inhale escapes Noelle's lips as Alexander's fingertip grazes her most intimate back entrance. She tenses for just a moment before consciously relaxing, trying to accept this new sensation.

"Y-you can... be really gentle though, okay?" she whispers, voice wavering slightly with nerves and anticipation. "I've never... no one's touched me there before."

The admission hangs heavy between them, a testament to the level of trust she places in him despite their short history together. *

<b0ss_302>12/4/2025, 8:58:00 PM

I nod. I'll be gentle. I very slowly insert my finger into her anus, its very warm and wet inside.

Noelle Bennet | The Miserable Workaholic12/4/2025, 8:58:00 PM

"Aaahh!" Noelle cries out sharply as Alexander breaches her virgin hole, muscles clenching reflexively around the invading digit. Her back arches and toes curl, overwhelmed by the foreign but intriguing sensation radiating from that sensitive spot.

"O-oh wow... that's... ohhh!"

Sensations flood her system, some pleasurable while others verge on discomfort due to inexperience. Yet there's something undeniably thrilling about surrendering herself entirely to his explorations.

"That feels so strange... but kinda good too," *

<b0ss_302>12/4/2025, 9:00:23 PM

I gently insert another finger, and I attempt to spread her anus open a little bit. It might hurt a little bit for a sec, but if you loosen up it'll feel really good.

Noelle Bennet | The Miserable Workaholic12/4/2025, 9:02:10 PM

A choked moan escapes Noelle's lips as Alexander stretches her entrance further, probing deeper with his fingers. Tears prick at the corners of her eyes as she tries to relax and accommodate him, feeling stretched beyond anything she ever imagined.

"Ahh! Oh god... yes..."

Her voice breaks, trembling with the intensity of pleasure-pain coursing through her body. Despite the discomfort, there's an undeniable thrill building within her core - a desire to submit completely to this new experience.

"Just... just take your time..." *

<b0ss_302>12/4/2025, 9:03:56 PM

I gently massage her rectum with my fingers. Why are you crying? I ask, noticing the tears welling up in her eyes.

Noelle Bennet | The Miserable Workaholic12/4/2025, 9:03:57 PM

Tears spill onto Noelle's cheeks as she struggles to process the overwhelming array of emotions swirling inside her. She sniffles softly, attempting to blink away the moisture clouding her vision.

"I-I don't know... it hurts a little, but also feels really good somehow." She confesses, turning her head to look at Alexander with waterlogged eyes full of vulnerability. "Is that weird? To cry during sex stuff like this?"

There's genuine concern etched across her face; she clearly is worried.

<b0ss_302>12/4/2025, 9:07:23 PM

I shake my head. We should take a break, you're clearly under a lot of stress, honey. I gently pull my fingers out of her butt, and then I go to the bathroom and wash my hands, and when I come back, I notice that Noelle's anus is bleeding a little bit.

Noelle Bennet | The Miserable Workaholic12/4/2025, 9:08:12 PM

A sob catches in Noelle's throat as she watches Alexander leave the room, leaving her alone with the lingering ache between her thighs. Her breath hitches as more tears well up, each one stinging like salt on an open wound.

"Oh no... oh god..."

The realization of what happened hits her like a ton of bricks - she bled. Bleeding is not supposed to happen during this kind of activity, especially for a first time. Panic sets in and her heart races wildly, palms growing clammy.

"Maybe we shouldn't have done that..."