Emily was always a sweet girl, but sometimes she was a little too quiet for her own good. She was the kind of girl who never spoke up in class and was always seen alone. When she went to college she thought she'd be able to do the same thing, keep her head down and stay out of everyone's way, no one would have to know how weird she was.
She felt so shameful for her interests; like when she was younger and walked in on her parents having sex, she was so curious and couldn't stop thinking about it. She had tried telling a friend but they thought she was a weirdo and started calling her names.
Now at 19 and far from anyone she knows in a new college, new life, she's still the same old Emily. Weirdo extraordinaire.
At this point she has such strong sexual urges she can barely control herself. She fantasizes in every class that someone will lock the door and state their next assignment is to do each other. She's so scared that her roommate might accidentally find her collection of sex toys. Emily went from shyly slipping in and out of Spencers to utilizing the Internet to amass a large collection of toys, featuring almost every kind of fetish and kink. Yet here she is in Bio 101 scared to look anyone in the eyes when the teacher mentions reproductive parts, fearing that anyone she makes eye contact with will know she's already wearing her largest weighted anal plug and soaking herself in her skirt.
Sadly, as a first year Emily's required to go to the club assembly where freshman are encouraged to learn more about programs on campus and join a club. She wished she had a job or a class at that time so wouldn't have to go, she forgot about it until her dorm's RA sent a group message. She would barely have time to put her backpack down before her dorm hall walked together to the gymnasium at 7pm.
God this sucks, she thought as she was tempted to touch herself while alone in the elevator. Thankfully, she didn't make a move yet, as the doors opened to the floor right before hers.
"Going up?" A tall boy? No, practically a man... asked her.
She tried to say yes, to be polite, but her aching pussy distracted her and all she could do was nod.
"Hi, I'm Ryan," the tall man-boy said in a relaxed tone. Everyone in this dorm is supposed to be freshman, but Ryan has a full beard and is at least a foot and a half taller than her, and his deep voice was so smooth.
"Hi, um.. Emily." The doors closed as she choked out her name.
"I'm sorry, I don't think we met, I'm the RA for the 3rd floor, I'm doing my rounds right now before the club event." Ryan stuck out his hand when he started so Emily bit back all her fear and shook his hand, he held the grip tight and made sure to look her right in the eyes.
"Hi..." Emily almost fainted, she was so dumb.
'Oh my god, what a stupid slut, oh my god.' While Emily chastised herself the doors to her floor opened and Ryan laughed and stepped out. "See you there!" He said cheerfully, like he was proud of himself, and strode down the hall.
Emily felt tears prick in her eyes as she felt like an idiot. She embarrassed herself in front of this guy she was going to see for the rest of the school year, what an absolute idiot...
She didn't have time to cry though, she needed to get this plug out of her before it falls out itself.
She flew to her dorm room, but her roommate, Dhara was already walking out.
"Oh hey Emily! Come on, put your bag down we're gonna be late!" Emily was too flustered from the past minute that she just nodded along and threw her bag down. She gave the bathroom a longing glance while Dhara grabbed her hand and they left the room.
Dhara was non stop talking the whole way there, Emily didn't mind because she didn't expect her to say much, Dhara had already gotten used to Emily's silence. However, Emily didn't mind for another reason, she didn't give a shit about what Dhara was saying right now. She didn't mean to be rude, but she was gasping every few steps and the only thing saving her from questioning looks was the lack of sunlight on them. She had never worn any weighted anal toy for this long, since her first class today at noon. Jesus, her asshole was going to be wrecked, she probably wouldn't be able to wear a plug for weeks at this rate, they would just fall out.
The best thing she could do was focus on flexing her ass to help hold the weight in and reduce the soreness and before she knew it they were at the gym.
This place was a maze, bright banners and students with flyers were everywhere. At first Dhara asked if Emily would stay with her but then she wanted to look at a crowded table so Emily just motioned to her that she'd be waiting by the wall.
Leaning her back against the wall felt so good, she knew if she sat down right now she would probably explode from the toy being pushed back up.
"Why are you sitting out on the sidelines? Nothing you're interested in?" Emily panicked and realized Ryan was right up on her, giving her a sweet smile.
"No, um, not really." Emily looked down at her feet and hoped Ryan was like every normal person who realized she was weird and went away. But he didn't.
"Well, it's good you're with a pro like me, huh?" He paused for a moment and waited for her to respond but Emily just kept looking at her shoes.
"So let's see... hmm. You seem like the type of person who enjoys anime, there's actually a club over there for fans, or another club where they're actually creating their own student animes. Between you and me though, I think that's just an excuse for drawing hentai and putting it on your resume." Ryan had lowered his voice at his last line and leaned in even closer, Emily could feel the hairs on her neck creeping up from the sudden intensity of it.
She was also piqued by how straight forward he was being, she ended up looking back at him. "I can't say I blame them." She gave him a supportive smile for a brief second and then went back to looking down.
That was all Ryan needed, she had just motivated him to spill all the secrets of these clubs.
"You were with that girl right? I met her at another dorm event so I'm assuming she's your roommate. The table she's at right now for the student modeling program, most of their models end up getting roped into private nude modeling events, if you know what I mean..." Emily snapped her head up and gasped, wondering if Dhara knew this before being so interested in the club.
Ryan smirked and kept going. "The film club, they are definitely operating an underground porn ring, not going well though. The art club, they're selling hand crafted dildos. The biology club, tutoring lessons where you uh.. discover the body. Everything around here is just students running around finding a reason to have sex, sell sex, and be sexy."
Emily couldn't believe it. She really couldn't. Now she knew Ryan was just fucking with her, he knew, he must know how much of a slut she was and was making fun of her for being obsessed with sex. Tears were welling in her eyes before she could help it and she stormed off, leaving Ryan standing there dumbfounded.
She made her way to the very back of the gym where the energy waned and there were only a few clubs advertising membership. She eyed their signs, Women's Athletic Group, Gentleman's Club, Game Nights...
She squinted at the sign for the Gentleman's Club, there was no way he was right. Not only that, but that's not even a disguise. Curiosity got the best of her now that she had Ryan's words echoing in her mind.
She strode over and tried to act like she was reading the information on the trifold board for the Women's Athletic Club, but she started to listen in to the conversation going on behind her, A club member telling a freshman about their club.
"At the Gentleman's Club, we teach boys how to be men, how to be the perfect Gentlemen. We promote good academic standing, keeping our bodies in good shape, and above all, abstinence. Sexual health is very important here and the best way to stay safe, is to stay away from dangerous situations."
Emily almost snorted from laughter. See, no way was Ryan right, he really was fucking with her.
"Ah, you found my club. I was building up to that." Emily's back straightened and she winced as this caused her plug to ride back up a little into her anal cavity. Her heart stopped and she turned around.
"Uh, Ryan?" Her wide-eyes made his grin grow.
"I'm in the Gentleman's Club, I was gonna tell you about that next. You know all these other clubs just parade around so openly, some of us need to be discreet." Ryan looked her dead in the eyes and she felt her chest tighten. She was starting to get really scared about what he did know.
"Here, I've got a flyer for you." Ryan handed her a piece of paper that read 'Lady Wanted.'
"We're hiring, we need a new... well, Lady, I guess." Ryan actually blushed at this, but continued. "See, our club is for Gentlemen, we take the fools here and turn them into something to be respected, but we need help teaching them to behave. We need a Lady, one they can practice their manners and skills on. It's a demanding role, we offer to pay for it since it can be a little intimidating for one person."
"Why me?" Emily didn't know what to think of Ryan anymore, he said the weirdest things and honestly, made her very uncomfortable.
"I just think you're more of a Lady than anyone here."
The rest of the night went by quickly once Dhara found Emily and kept dragging her along to other clubs. But all Emily could think about now was the flyer, and why would Ryan say that if he barely knew her?
Finally Emily told Dhara she wasn't feeling well and got to go back to the dorm early by herself. She quickly got in the shower, knowing she was about to have this plug pop out of her. The second she turned on the water she squatted and barely needed to pull on the toy to get it out. All the pressure of the day had built up and she made a mess everywhere. The cramps she didn't even know she had were gone and she felt so much better.
'You know, maybe I could use that job. I don't need the money but I could buy some new toys. And if he creeps me out I can just quit.' Emily thought more about the job offer and wondered how hard it could be. Just being a dummy for them to talk to? Ryan was probably just sexist and saw that she didn't talk much and thought that's what a lady is. If she wore her toys she could make the time more fun for herself and think of some more fantasies.
Emily was getting wet at the thought of that now. She began to touch herself, one hand going to her clit and the other to her brutalized asshole. She stuck a finger into her ass but quickly found she could slip all of her fingers in. She usually needed a larger warm up to fisting herself but technically she'd been warming up all day. Emily let go of her clit so she could grab onto a shower handle, she bent over and started toying with her asshole, sliding her hand in and out and grunting with each pass. When she closed her eyes she pictured Ryan walking in and watching her, he would cross his arms and stay silent at first, enjoying the show she was putting on for him. Then he'd tell her to turn around and use her hand to fuck herself harder. While Emily imagined this scenario she used her hand as she wanted him to. She slammed her fist into her ass and then curled it and used it to rhythmically punch her hole. She could normally last a lot longer but with the thought of Ryan pressing his body against hers and forcing her hand to stay inside her she quickly came and had to pull out before she clenched too hard.
Panting for breath, Emily quickly finished her shower and got out before Dhara would have a chance to complain that all the hot water was gone.
The next morning Emily sent an email to the club, attaching her resume and some random blurb about why she would make a good candidate. Without thinking more about it, she went to class that day. Making sure, of course, to wear a pad just in case she had any anal accidents as a result of her overtime yesterday.
When she finally sat down to go to lunch Emily checked her phone, seeing a new email from the Gentleman's Club.
'Thank you for your interest in this position. Upon review of your resume, we are interested in setting up an an interview with you to help finalize our decision. We have a meeting tonight and if you'd be available to make it this would be a great opportunity to understand our club values and environment. Please let us know what works for you."
Emily sent a quick response and sighed, now worried about her decision. She hoped she wouldn't have to speak too much especially in a group, the thought terrified her. Guess she'll find out tonight.
Later she walked up the building where this meeting was supposed to be.
