03.2023 | WELCOME BACK! Hello friends old and new! I'm so excited to welcome you all back to SITW! I've made some changes to the plot and added the ability to play supernatural charcaters! So come and check it out! I can't wait to jump back into this little town with all of you!
A strange history surrounds the town, it is a place where mysterious and supernatural things have been known to happen. The reputation of the town reguarly draws in visitors and newcomers alike. While some residents avidly believe in the supernatural, others are far more skeptical. What do you believe?
While the cooler weather limited Callie’s options for dressing more provocatively, she was determined to look cute for school, especially considering she had a meeting scheduled with Principal Hollifield. The thought of him brought a near immediate flush to her cheeks as she bit her bottom lip and grabbed a few pieces from her closet, a good idea what she might wear to be tempting to the man.
Sure it was more risky to try and tease him while at school, but it was absolutely worth it. Getting him a to break there was way more rewarding in her mind than anything else. Callie put on a form fitting black shirt with a lace overlay, and a stylish bright white skirt, taking the base of the shirt in but leaving the lace overlay loose. Callie pulled her hair back into a high set ponytail, braiding a strip of hair and wrapping it to cover the hair tie. She gave a spin, admiring herself in the mirror, debating on if she was going to go without panties again or not. Definitely not, it was more fun and made her feel positively naughty.
Callie grabbed a pair of black suede thigh high boots and made quick work of stepping into them. And due to the cold Colorado weather, she grabbed her favorite black mid-length winter coat and pulled it on. After giving her outfit a twirl, she was ready to go.
She didn’t want to schedule her meeting with Principal Hollifield first thing in the morning, she wanted him to see her name on his schedule and be thinking about her. It was all part of her game. And damn, was she good at it. She had fifteen minutes left in her class before her 1PM meeting, and she couldn’t wait. Her neatly manicured nails clicking lightly against her thigh, a lovely shade of deep, emerald green.
Post by Jack Hollifield on Dec 21, 2023 18:11:48 GMT
Jack had come in that morning fully intending to stay focused on work. Winter break was almost upon them and he just had a few more days to get through before the students would be gone for a couple of weeks. He wore a tan fitted suit, a common look for him, but today wore a dark green button up and a red tie with snowflakes on it that his sister had got for him one year. Festive was fun and the students seemed to like it. It made him less threatening anyway.
As he entered he looked at the schedule that his secretary had put together for him and spotted Calliope's name. His stomach did a little flip and he asked her what the meeting was about. She didn't know. Of course not. As he stepped into his office he was tempted to pull out his phone and send Calliope a message but the words didn't come. As a result, he was distracted all day, going through his various meets felt like drudgery until finally the clock began to near 1 o'clock. He couldn't decide if he was excited or anxious. It was all mixed up into one big tangled ball of feelings.
With ten minutes to go he decided he couldn't sit behind his desk to just wait for her. So he left the office entirely, telling his secretary he'd be back shortly. It was hard to do but he wasted time until it was past the time for their appointment. Almost a full 10 minutes past actually before he finally stepped into his office expecting to find Calliope there in which he'd apologize casually for being late as he walked back over to his desk.
Post by Calliope Bartlett on Dec 22, 2023 21:18:51 GMT
The way the clock seemed to drag for the last bit of her class before she was finally free, it was almost impossible for her to sit still and be patient. But Callie managed to keep her cool and collected outward appearance as she stopped by her locker to grab her prepared papers tracking the projections for the current growth of plants and the timeframe for when she’ll be aiming to be getting the help together for building the community greenhouse. She couldn’t very well show up for a meeting with her principal without a valid reason, that would just look extremely suspicious and Callie was much smarter than that.
She gave a sweet smile to the secretary as she was told she could take a seat in his office and wait for him to return. Him being out of his office was a touch unexpected, but she didn’t have any messages from him on snap, so she just gave a slight shrug as she walked into his office and looked around. There was a sort of rush that came from being in his space, not quite as personal as she assumed his home might be, but it was still his space. She set her papers down on the desk as she looked over the personal affects placed throughout the office space. She looked up as her entered the room and she managed to do well not to blush at the sight of him. Namely because she still got very, very graphic flashbacks to their private time together in the theater. “It’s alright, I think you’ll find I can be quite patient.” Callie’s eyes got a playful gleam to them as she half sat in the chair across from his desk, her already short skirt rising up higher on her soft, smooth thighs.
Post by Jack Hollifield on Jan 16, 2024 0:57:37 GMT
Jack bit back a grin but his eyes did lighten a bit at her words. It was true, she had been very patient but not without making it hard for him to wait. How much longer until graduation? 5 months? 6? Far too long if he was being honest with himself. He closed the door behind him and as he walked past her chair to move to his on the other side of the desk, he caught sight of her thighs under her short skirt. He was too distracted to even spare a thought for how cold she might be in this kind of weather.
He sat down behind his desk and interlaced his fingers as he rested his forearms on the table. "Thank you, Ms. Barlett," he said when she complimented his tie but moved past it quickly. "So to what do I owe this...pleasure?" he asked with the tiniest twitch of his lip as if he just might smirk at her.
Post by Calliope Bartlett on Jan 16, 2024 4:37:00 GMT
Callie was very aware of just how his eyes noticed her thighs and she pretended not to notice just how the short skirt shifted as she moved in the seat. She pulled out the folder with the projections for her greenhouse project and held it up. “I figured now would be as good a time as any to give you an update on the greenhouse project.”
Instead of just sliding it cross his desk, she stood and stepped around his desk, setting the folder down on his desk and continuing as she walked around the back of his chair, fingers gently crushing across his shoulders as she walked around. “Depsite the frigid temperatures, the greenhouse is proving the necessary climate to encourage the growth of the young plants, everything is running right on track for being able to distribute the plants for moving and replanting in the new greenhouse. Which, I’m nearly ready to print and advertisement about needing volunteers to help get it, erected in time for Spring.”
Clearly she had no shame in her drawing more attention to certain words. And moved to sit on the corner of his desk to his right, moving to slowly cross her legs toward him. If he was paying as much attention to the shifting skirt edges, he’d learn she was once again not wearing anything underneath the skirt.
Post by Jack Hollifield on Jan 23, 2024 18:21:54 GMT
Jack internally groaned when she mentioned the greenhouse project. It was, to him, a rather boring topic and he wasn't sure he'd have the brain power to think through the logistics right now with her being her anyway, even though it was her own project.
The idea of it being boring however was quickly erased from his mind as she moved to his side of the desk. Her teasing touches and play on words was definitely working to liven up what could have been a very dull conversation. He was much more interested in her than in the papers she had presented so his eyes were most certainly on her as she sat down. He caught sight of exactly what she wasn't wearing and his gaze moved from her teasing thighs and up to her eyes where his own darkened quite significantly.
"What do you think you're doing, Ms. Barlett?" he asked, his voice deep, chiding, and accusatory, almost angry.
Post by Calliope Bartlett on Feb 20, 2024 4:41:46 GMT
Okay, so moving to sit on his desk hadn’t been the smart move on her part. But she really didn’t want to spend this time discussing her senior project with him. And while his tone seemed a bit heated, she simply gave a shrug as she pushed herself off the desk and walked back around to sit in one of the chairs. Of course, they were at school and she didn’t need to get him in trouble. Though she wanted nothing more than to find a way under his desk.
The thought alone was so exciting, but she hardly doubted her would go for it. She’d only just gotten him to finger her, she doubted he’d give in so easily to her doing anything to him. Instead she gave a shrug of her shoulder. “I’m sorry Principal Hollifield, that was highly inappropriate of me.” She dipped her head slightly, though crossing her legs in this seat and only half moving to smooth her skirt against her thigh. Brown eyes studied the man, not quite sure what her next move needed to be in this game they seemed to be playing.
At the rate he was blowing hot and cold, she’d be needing to find some fun while waiting for him to break. It was looking like he just might make her wait until graduation after all. Which would be… disappointing to wait that long, but she’d have to applaud his resolve. The way he was acting, clearly she was the only one affected by their encounter in the school theater. How silly of her to think otherwise.
“Well, I don’t want to bother you, you’re a busy man. All my notes and projections are in the folder and paperwork.” Callie gently pushed herself up from the chair with a polite nod. “I’ll leave you to it then.” She wasn’t going to beg for him to give her attention, she didn’t beg anyone for anything. If he wanted to play hot and cold, she could too. She’d simply wait for his response and then be on her way, she wasn’t disrespectful after all.
Post by Jack Hollifield on Feb 23, 2024 15:48:13 GMT
She responded exactly like he thought she would and that one moment of predictability made him feel like he had control when she so often made him feel so out of control. When she tried to move off of his desk he put his hand on her thigh to stop her. "Did I say you could move?" he asked in a commanding tone, looking up at her. His hand more tightly squeezed her thigh, not painfully but forcefully.
He slowly stood until he was towering over her, standing so close that her crossed knees were pressed up against his thighs. He placed a finger under her chin and her face to look her in the eyes. "I asked you a question, Calliope. What- do you think- you're doing?"
Post by Calliope Bartlett on Feb 23, 2024 16:36:08 GMT
His hand on her thigh made her practically freeze. She had not been expecting that. While she might have been able to keep her cheeks from turning crimson, she couldn’t help the way her breath caught in her chest as he squeezed her thigh. Heat building between her legs at his touch. She raised a brow, curious to what he was doing. “N-no Sir…” Callie managed out as he stood, her breathing a touch more erratic than before as her heart raced in her chest.
He was so close, and the way he towered over her made Callie feel a rush of excitement. She could feel his thighs pressed up against her knees, and bit her bottom lip as he took her chin and directed her gaze to his face. Now she couldn’t fight the rosy glow that claimed her cheeks at his proximity. Callie wanted to touch him, but didn’t want to risk crossing any lines he wasn’t ‘okay’ with.
“I was trying to tease you… I like when I can get into those thoughts of yours and distract you throughout your busy day.” She half whispered, brown eyes searching his face as she fought the urge to initiate further contact. As much as she wanted to think she was the only one playing this game; it was very clear she wasn’t.
Post by Jack Hollifield on Feb 23, 2024 16:59:22 GMT
Of all the times where he felt like he had to fight against her pursuit, this was a rare moment in which he was taking full control and he had to admit...it felt so good. He losing his resolve and finding it harder and harder to care. His hand remained firmly on her thigh as she obediently replied to him. He shook his head slowly before he leaned down and whispered in her ear, his lips brushing against her earlobe. "Calliope, you don't even have to try to be on my mind all day...every day...you're already there."
His lips brushed against the hollow below her ear and then slowly along her jaw, not quite kissing, but keeping contact with her, his breath warm on her skin. His hand on her thigh moved to uncross her legs as he positioned himself between her knees, both hands stroking up and down her thighs, teasingly moving just under the fabric of her skirt.
Post by Calliope Bartlett on Feb 23, 2024 18:36:25 GMT
The way she practically stopped breathing when he leaned forward, his lips touching her ear. Callie bit down on her bottom lip, she didn’t realize she was occupying his thoughts so frequently. But damn did she get such a rush from knowing. Considering how much time she found herself thinking of him, it only seemed fair.
And then his lips moved along her jawline, and it took everything in her to resist the urge to gasp.
Fuck!
She was already getting so aroused, it wasn’t fair that he had such an effect on her. “My, however do you get anything done?” She teased with a playful smile, a mischievous glint in her eyes as she fought her desire to kiss him. She needed him to make that move, and she could be patient… especially if he was going to touch her like this.
He uncrossed her legs and moved to stand between them, hands stroking her thighs and making her desire to touch him -and feel him- so much stronger. She let one hand gently move to run up and down his tie, she was curious what exactly he had in mind for them. Especially in his office, on school grounds… during school hours. It all just made it so much more tempting and hotter, knowing he shouldn’t be touching her like this… that she shouldn’t be sitting on his desk, especially in a skirt that pressed the limits of the dress code, without anything on underneath it.
Post by Jack Hollifield on Feb 23, 2024 19:48:55 GMT
Jack hummed in agreement to her words. “It’s beginning to interfere in other areas of my life, to be sure,” he admitted. And it was true. Paperwork was talking him much longer than normal, he hasn’t been keeping up with social expectations, friends noticing that he hadn’t been spending as much with them as before. His physical had activity had actually increased though, in an attempt to distract himself from his lost thoughts and fantasies. It didn’t help much.
His lips still playing along her jaw, a hand moved to hers playing with his tie and moved her hand lower…between his legs. “You see what you do to me, little minx?” He purred against her skin, releasing her hand but not moving it away from where he’d placed it. Under her hand his thick erection pulsed with need.
Post by Calliope Bartlett on Feb 23, 2024 20:11:23 GMT
“That’s so inconsiderate of me…disrupting your routine.” Callie’s words were the type one might assemble together when apologizing, but her tone was anything but apologetic or even sympathetic. No, she was quite pleased to know she was such a distraction for him. The feel of his lips still touching her jaw, teasing her with his proximity but not fully getting what she wanted; was almost maddening.
But then he took her hand from his tie, and she initially thought he might push her hand away. Only he didn’t. Instead, he guided her hand to his groin. His words sent a rush of excitement and goosebumps down her spine as she let her hand feel his hard cock.
“Feels like you need a release… otherwise you’re in for an uncomfortable day.” She whispered back in her sultry tone as she moved her hand to gently stroke him through his pants.
Post by Jack Hollifield on Feb 23, 2024 21:38:48 GMT
Jack didn't mind that she wasn't actually apologizing. In fact, he didn't want her to. Sure, it was making things harder to accomplish but he didn't mind. It was also bringing a new level of thrill and excitement to his life that he hadn't felt in a long time. Yes, he was trying to wait until she graduated but that resolve was slipping away faster and faster as he craved her more and more. He also wasn't trying to overthink what this was. It wasn't as if he thought she had hopes of ending up with him for a long period of time or even being exclusive. Maybe she did but it had yet to cross his mind. He was just living in this moment and the needs and urges that brought up for him.
His cock throbbed as she started to rub against him and he was glad he'd locked the door when he came in because he wasn't sure if he'd be able to stop her, not when he really wanted her to keep going.
Post by Calliope Bartlett on Feb 28, 2024 21:45:15 GMT
[Fade Back] “Of course Principal Hollifield, I hope you’re pleased with the progress being made.” She said as that sultry look returned to her eyes and she gently ran a hand up and down his tie before letting it go and turning to step around his desk. She’d never be able to look at that desk the same way… or him. Every time she saw him she was going to have some rather vivid flashes of his face buried in her…
“Thank-you for being available, I know you’re a busy man.” She said as she assumed her typical ‘polite student’ tone as she gave a soft smile. She loved when her games went her way, there was something so much more satifying about getting a man to break his ‘rules’ for her. Jack Hollifield was no exception. But she still was even more determined to get him to have sex with her, she wondered how much longer he’d be able to resist her after today. After all, oral was enjoyable; but she knew just a taste wouldn’t be enough. They’d both need more.