Dilemma Dropping Classes
One Foot Tall Fiancé
chapter 22
by
copier
· original author:
rpcity
"I'm here to see about," you pause and sigh before looking back at Cassie and Aiko's expecting and waiting faces. They wore very different expressions. Cassie was almost emotionless beyond a bit of curiosity while Aiko's face was filled with anticipation. "About dropping my classes for this semester." you finish before looking down at your feet. You couldn't bear to face Cassie at that moment, having proven her theory.
The student assistant smirks at you before rolling her eyes. "Of course you are," she says with a chuckle. "Well, the add/drop deadline just passed, so I don't have access to that part of the system." You felt your heart drop as you scrambled to come up with a backup plan.
One that you may not need. The student turned to look over her shoulder and called back. "Hey Miss Jess, I need your help over here," she shouted. After a beat, a short curvaceous dark skinned brunette dressed in a flowing dress walked out of an office and came up to your station. She didn't acknowledge you, but her eyes went wide at the sight of Cassie.
"Cassie! It's great to see you again! You don't come around here often anymore, it's so good to see your smiling face. I'm so sorry to hear about what happened to you," she said compassionately before walking around the counter to give your ex-fiance a big hug. "Now, what can we do for you?" Jess asked.
"Well, it's not me actually Jess, it's Jake. My ex-fiance," Cassie answered gesturing to you on the table. "He'd like to drop his classes for the semester," she said with disappointment dripping in her voice.
"Oh?" Jess turned to look at you, detest clearly registering on her face before she quickly composed herself and smiled at you.
"Yes, well I'm sure I can help him given his...extenuating circumstances," she said with a smile before picking you up in a firm grip and walking you back to her office. Cassie and Aiko followed closely behind.
Before entering, Jess stopped and turned to face your escorts. "Sorry girls, we'll be discussing sensitive information. No guests, just the student. Rules haven't changed Cassie," she says with a smirk.
The two women frowned, but took a seat in chairs in the reception area.
"So," Aiko started quietly, "What do you think the chances are that she...?" she asked trailing off.
Cassie smirked. "A near certainty," she responded.
You swallowed hard. Now you realized why the woman was so familiar with Cassie when she first arrived. You had forgotten that your ex-fiance spent her first two years on campus as a student worker in this very office. You had a bad feeling about what would happen in Jess's office.
You were relieved when the brunette just deposited you on her desk and sat her round ass in her chair. You winced as you heard it creak in response to her weight.
"So, Jacob Biggs right?" she asked and you nod. "I'll need your student ID and pin to process this," she said matter of factly.
You stumbled and stuttered, but gave her the numbers she needed. "Hey, I really appreciate you helping me out Jess. I know I don't have the best-" you start before Jess cuts you off.
"Well, that's all the information I'll need from you Mr. Biggs," she says before grabbing you off her desk in a familiar firm grip and licking her lips.
"These late dropped classes require so much work," she says with a sigh. "You don't mind keeping me company while I process your request, right Jake? Just, think of me as a part of Cassie's extended family," she says with a smirk.
The short woman deposited you on her hard wooden chair and smiled down at you before she quickly turned and pulled up her dress, revealing her tanned ass cheeks to your wide eyed body. You tried to protest, but felt frozen in the moment. Her ass was massive, much moreso than you could tell from beneath her dress. Her panties were clearly strained at the seems and looked ready to burst. You only had a moment to appreciate the view before her cheeks came crashing down on your body.
"Mmmmm," Jess practically purred in happiness over the sound of her creaky desk chair. She typed away slowly on her computer. Truthfully, there wasn't much she had to do to drop your classes for you, but she was intent to draw this out as long as possible.
You were flattened instantly, crushed to the hard chair by her soft flesh. Unfortunately for you, Jess wasn't satisfied to just squash you. Every few moments, she wiggled her hips over your body, rolling her ass over you. She was always focused on keeping you pinned beneath her flesh and not letting you get stuck beneath the thin fabric of her panties. She didn't want any barrier preventing her from enjoying the punishment she was inflicting on you.
Her chair was old, but sturdy. She sat thoughtfully for a moment before bouncing lightly in her seat. She giggled happily as she felt your body squish further with each impact and imagined the creaking noises from the chair were your cries of pain and agony.
Jess sighed. She was enjoying this, but she knew that Cassie and her friend were waiting for her. She hated keeping them waiting long. She confirmed a few final commands and finished her task before standing up and turning to look at you. She cackled happily as she saw the state of your body.
"You're all set Jake! Thank you so much for your patience and your company. I hope this wasn't too uncomfortable for you. That chair has always been a bit of a burden to me," she said with a laugh before peeling you off the seat and walking back to the reception area with your flattened body in hand.
"Your...friend...is all set Cassie," she said with a smile. Jess gave your flattened body to Cassie as the three woman laughed at your hysterically squished form.
"Thanks for everything Jess, I'll be seeing you," Cassie said as she turned to leave.
"It was a pleasure Cassie. Be sure to come by more often, I'd love to spend more time with little Jake there too," she said with a giggle as Cassie and Aiko escorted you out of the building.
The student assistant smirks at you before rolling her eyes. "Of course you are," she says with a chuckle. "Well, the add/drop deadline just passed, so I don't have access to that part of the system." You felt your heart drop as you scrambled to come up with a backup plan.
One that you may not need. The student turned to look over her shoulder and called back. "Hey Miss Jess, I need your help over here," she shouted. After a beat, a short curvaceous dark skinned brunette dressed in a flowing dress walked out of an office and came up to your station. She didn't acknowledge you, but her eyes went wide at the sight of Cassie.
"Cassie! It's great to see you again! You don't come around here often anymore, it's so good to see your smiling face. I'm so sorry to hear about what happened to you," she said compassionately before walking around the counter to give your ex-fiance a big hug. "Now, what can we do for you?" Jess asked.
"Well, it's not me actually Jess, it's Jake. My ex-fiance," Cassie answered gesturing to you on the table. "He'd like to drop his classes for the semester," she said with disappointment dripping in her voice.
"Oh?" Jess turned to look at you, detest clearly registering on her face before she quickly composed herself and smiled at you.
"Yes, well I'm sure I can help him given his...extenuating circumstances," she said with a smile before picking you up in a firm grip and walking you back to her office. Cassie and Aiko followed closely behind.
Before entering, Jess stopped and turned to face your escorts. "Sorry girls, we'll be discussing sensitive information. No guests, just the student. Rules haven't changed Cassie," she says with a smirk.
The two women frowned, but took a seat in chairs in the reception area.
"So," Aiko started quietly, "What do you think the chances are that she...?" she asked trailing off.
Cassie smirked. "A near certainty," she responded.
You swallowed hard. Now you realized why the woman was so familiar with Cassie when she first arrived. You had forgotten that your ex-fiance spent her first two years on campus as a student worker in this very office. You had a bad feeling about what would happen in Jess's office.
You were relieved when the brunette just deposited you on her desk and sat her round ass in her chair. You winced as you heard it creak in response to her weight.
"So, Jacob Biggs right?" she asked and you nod. "I'll need your student ID and pin to process this," she said matter of factly.
You stumbled and stuttered, but gave her the numbers she needed. "Hey, I really appreciate you helping me out Jess. I know I don't have the best-" you start before Jess cuts you off.
"Well, that's all the information I'll need from you Mr. Biggs," she says before grabbing you off her desk in a familiar firm grip and licking her lips.
"These late dropped classes require so much work," she says with a sigh. "You don't mind keeping me company while I process your request, right Jake? Just, think of me as a part of Cassie's extended family," she says with a smirk.
The short woman deposited you on her hard wooden chair and smiled down at you before she quickly turned and pulled up her dress, revealing her tanned ass cheeks to your wide eyed body. You tried to protest, but felt frozen in the moment. Her ass was massive, much moreso than you could tell from beneath her dress. Her panties were clearly strained at the seems and looked ready to burst. You only had a moment to appreciate the view before her cheeks came crashing down on your body.
"Mmmmm," Jess practically purred in happiness over the sound of her creaky desk chair. She typed away slowly on her computer. Truthfully, there wasn't much she had to do to drop your classes for you, but she was intent to draw this out as long as possible.
You were flattened instantly, crushed to the hard chair by her soft flesh. Unfortunately for you, Jess wasn't satisfied to just squash you. Every few moments, she wiggled her hips over your body, rolling her ass over you. She was always focused on keeping you pinned beneath her flesh and not letting you get stuck beneath the thin fabric of her panties. She didn't want any barrier preventing her from enjoying the punishment she was inflicting on you.
Her chair was old, but sturdy. She sat thoughtfully for a moment before bouncing lightly in her seat. She giggled happily as she felt your body squish further with each impact and imagined the creaking noises from the chair were your cries of pain and agony.
Jess sighed. She was enjoying this, but she knew that Cassie and her friend were waiting for her. She hated keeping them waiting long. She confirmed a few final commands and finished her task before standing up and turning to look at you. She cackled happily as she saw the state of your body.
"You're all set Jake! Thank you so much for your patience and your company. I hope this wasn't too uncomfortable for you. That chair has always been a bit of a burden to me," she said with a laugh before peeling you off the seat and walking back to the reception area with your flattened body in hand.
"Your...friend...is all set Cassie," she said with a smile. Jess gave your flattened body to Cassie as the three woman laughed at your hysterically squished form.
"Thanks for everything Jess, I'll be seeing you," Cassie said as she turned to leave.
"It was a pleasure Cassie. Be sure to come by more often, I'd love to spend more time with little Jake there too," she said with a giggle as Cassie and Aiko escorted you out of the building.
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March 28, 2025
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