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Octavinelle has been a very, very unfortunate thorn in Riddle's side the entirety of her student life. Even before Azul was recommended by the previous Housewarden for the title, she had been actively screwing over Riddle constantly. She was overly competitive, constantly trying to trick Heartslabyul members into signing contracts with her, and overall just... kind of a bitch.
Now that she was the Octavinelle housewarden, there was basically nothing stopping her from harassing Riddle and her dorm members. More often then she'd like, one of them would come to Riddle, crying about how they got tricked into signing a contract with Azul. This became a frequent enough issue that Riddle decided she needed to do something about it.
That day is second only to the day she overblotted in the history of days she regrets. Azul's solution was... transactional sex. Naturally, Riddle had vehemently objected at first. She was incredibly straight-laced, and had active moral objections to losing her virginity before marriage... but Azul wore her down. Largely because part of her knew that this was an... easy solution. A contract gets signed, all she has to do is spend an hour at the whims of Azul!
Of course once the contract had already been signed, thats's when she chimed in. "Heyyy~ Azul, why don't you let me have fun with goldfishie sometimes too?"
Riddle nearly passed out in her seat. Floyd Leech. Arguably one of the worst people she's ever met, and an active pest. Worst part is, Azul agreed... and the contract had already been signed. What was Riddle going to do? Sign another contract?
Riddle also didn't consider the fact that this would only incentivize Azul to target her dorm members more, which is how she found herself roughly once a week in either her or Azul's office bent over the desk.
Today was one of such days. She was doing paperwork in her office, like usual, when a familiar knock was at the door. Great.
"Come in," she said, annoyance already lacing her tone.
In walked Floyd Leech, who locked the door behind her, chuckling. "Hey goldfishie~, what'cha up to?"
"Cut the small talk, Floyd. Let's get to the point," Riddle said, crossing her arms. "This is the second time this week, please tell your boss to stop being so trigger happy with her contracts."
"Hehe, you're fuuunny, goldfishie~" Floyd chirped in response, sauntering over to the desk. She leaned down, booping the redhead's nose, which only lead to Riddle's cheeks matching the color of her hair in rage.
"Do NOT do that, unless you'd like to lose your head," she hissed, pulling back. She rolled her eyes as she pushed her papers to the side, before they narrowed as she looked at Floyd. "In fact, it's been a while since Azul herself has graced me with her presence, why does she keep sending you?"
"Well~" Floyd said, a coy grin on her face as she walked behind Riddle's desk, leaning down to start groping the smaller girl's thighs. "This contract was a big one, Azul's losin' out on someones signature spell... So she wanted me to go so I could like, mega punish you... hehe."
Riddle's brow quirked, as she stared at the other girl. "Why wouldn't she want to... 'mega punish' me, as you say, herself? Why send you?"
Floyd blinked a few times, before replying, "'Cause she doesn't have a dick, duh."
Floyd being trans was one of the few traits that didn't actively piss Riddle off about the other girl. She actually found it a fair bit interesting. Mers were very different on a fundamental level from humans, yet it still existed amongst them. That, plus, what are the odds of both identical twins ending up trans?
Riddle groaned, before standing up, leaning on the desk. "Let's get this over with, then."
"Okay~" Floyd chimed, before yanking Riddle's skirt down, the fabric pooling around the boots of her dorm uniform.
Riddle squeaked, turning back slightly. "Stop being so agressive!"
Floyd's eyes darkened, sighing as she glanced to the side. Great. A mood swing. "Whatever, goldfishie. Just bend back over."
Riddle did as she was told, even if she wanted to protest. Floyd slipped a hand into Riddle's panties, as she loomed over the smaller girl. "You act like you don't want this, but you're pretty wet, y'know."
Riddle's cheeks flushed, as she let out a noise of protest. "I- It's... Biological. A reaction to stimuli."
"Riiight." Floyd started to rub Riddle's clit, her surprisingly skilled fingers feeling unfortunately very good. She brought up her other hand to cup Riddle's chest... or lack there-of. "No wonder you're so worked up all the time, I've only been on HRT for a year and my tits are bigger than yours," she teased, hand rubbing Riddle's nipple through the fabric of her uniform.
Riddle huffed, stomping her heeled boot on the floor. "Enough, Floyd. Just-... mpgh... get to the point!"
"Y'know, your demands are kinda pathetic when you're moaning in the middle of 'em~" Floyd chuckled, pressing herself even more into the other girl. Much to Riddle's chagrin, she could feel Floyd's definently bigger boobs pressed against her. As much as it pissed her off, it did kind of work her up too.
Riddle started to let out a string of soft pants, her pussy gushing a little as she started to relax a bit into Floyd's touch.
"Wow... 's like an ocean down here..." Floyd traced her fingers back until she slipped them into Riddle's pussy. She stretched it open with her fingers slightly. "Ya want me that bad, huh, goldfishie?"
"...J-j...just get to it, Floyd."
"Mm-kay."
Floyd unzipped the side of her own skirt, letting it fall to the floor, as well as her own underwear. She then pulled Riddle's panties down too, chuckling as she watch them hit the floor. Then, with zero warning (because why would she warn Riddle), Floyd thrusted in. Riddle let out a moan she just barely managed to stiffle, body tensing as she adjusted.
"You...!" She hissed, but before she could properly scold Floyd, the thrusts started. Riddle should be used to this by now, Floyd was actually pretty predictable in that she never gave Riddle a second to adjust. It was always full speed right away.
Riddle gave in. She leaned further on the desk, not bothering to prop herself up as Floyd grabbed her hips for leverage. It did feel good, though maybe she'd just tricked herself into believing that over time... whatever. If she was going to be doing this for another year and a half, she'd at least do well to enjoy herself.
"So quiet, goldfishie..." Floyd huffed. "Make some more noise~ You're cute when you're all whimpers."
Riddle let out a strangled whine, unfortunately giving into the taller girl's desires.
"That's a good goldfishie," she praised, and said praise went straight to Riddle's groin. It defied all logic, but Riddle liked being good, even if it was Floyd Leech giving her the praise.
"Mm...yeah...?" Riddle mumbled, brain starting to turn off a little bit so that she could actually let herself enjoy it.
"Yeah, good goldfishie, keep takin' it."
Riddle knew that Floyd had probably figured out that she liked praise by now, it was something the other girl held over her head. Hell, sometimes they would be in an objectively non-sexual situation, and Floyd would call her a good girl just to watch her get worked up.
Floyd's thrusts were brutal, but Riddle was somehow managing to keep up. She hadn't completely succumbed to the pleasure, but she was pretty close. Riddle was letting out proper whimpers and whines, her legs giving out slightly. She was only upright still because Floyd had her hands on her hips.
"That's right, goldfishie, ngh- take it. Bein' really good..."
With that, Riddle's mind blanked completely. All she could focus on was the pleasure. As much as she loathed Floyd, sevens did her dick feel good.
"Ngh... gettin' close..." Floyd warned, before only a minute later spilling inside Riddle. Riddle followed after, coming around Floyd's dick.
Riddle didn't have much time to think about it, even though she probably would have protested to getting comed in had she been a bit more aware of her surroundings. When she did sober up on the pleasure, though?
"Floyd!" She hissed, turning around on her desk and pushing the bigger girl off of her. "Don't come inside me! I- I don't know if I'm safe today!"
Floyd rolled her eyes. "Relax, goldfishie. The estrogen like, kills my fertility. You'll be fine." With that, Floyd pulled her underwear back up, fixed her skirt, and headed to the door.
"Byebye, goldfishie~" She said, as she shut the door behind her, leaving Riddle with her come still dripping out of her pussy.
Sevens, Riddle hated Floyd.
Later that day, Riddle opened up her shitty old flip phone, and navigated to Azul in her contacts.
"Hm? Riddle, it's not often I get a call from you. What is it?"
Riddle sighed, crossing her arms. "I can't believe I'm asking this, but next time, please just ask me to your office. I don't think I can handle Floyd again."
Azul was silent on the line for a moment, before replying, "What are you talking about?"
"The deal, Azul."
Another long stretch of silence, before Azul said, "...I didn't send her today."
Riddle felt her face heat up as she clicked her phone shut. She was going to kill that damn eel the next time she saw her.