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Chapter 15
by Hattori
What to Jerry and Gillian do before class starts?
Scout the potential harem members
Jerry stands in front of the school grounds, scanning it with new eyes. Suddenly, every woman is a **** in potential. Fellow students, teachers, staff... As long as they suit his taste, they can be his.
Though Jerry does reel his enthusiasm back for a bit as he's reminded how he can't really do much in the school building itself, at least not for now. Can't exactly brand a person on a school hallway. Once more people are brought into the fold though, maybe he could arrange something...
"Gilly, you talked about some girls from the cheer squad you think will be easy pickings yesterday right?"
"Yes Mas- Uh, yeah Jerry", Gilly corrects herself, having been instructed by Jerry to not call him Master in public, as you never know who could be eavesdropping, "Tiffany, Lisa and Lucia. I think I can convince them to go to somewhere private easily enough."
"Tiffany and Lisa I know, but who's this Lucia girl?"
"Oh you'll love her," smirks Gillian "she's got this sexy Latina thing going on, you know? She's also pretty fit, I've always been a bit envious of her legs, to be honest."
Jerry chuckles at how she's propping the girl up for him. Jerry always knew despite her beauty Gillian had some insecurities in the thighs and ass department, but she would never talk about it so openly to him if not for the deep devotion she now feels as a ****.
"She sounds pretty great. Think she's arrived yet?" Jerry cocks an eyebrow, thinking to get a glimpse of his future ****.
"Hm, maybe. If she's here she's probably by the cafeteria. I could text her if you want."
"No, that won't be necessary. I just want to get a good look at her. You don't need to introduce us yet."
"Got it," Gillian nods and starts following Jerry to the cafeteria, keeping in mind the distance between them. They've always been friends, so it's not weird for them to be casually walking together like this, but Gillian now has to deal with repressing her desire to just hung off his arm and feel his skin on hers. Keep it together Gilly, for Master's sake, she thinks to herself while letting out a heavy sigh.
As soon as they get to the cafeteria Gillian subtly points with her head and following her gaze Jerry sees a tall girl with light brown skin resting with her back on a wall on the side, earbuds on her ears. She had shoulder-length black hair, wearing a pink hoodie and black yoga pants that really helped emphasize her well-toned legs.
"Damn, nice thighs," Jerry whispers to Gillian while his eyes follow the outline of her legs and ass exposed by the form-fitting clothing.
"Told you," smiles Gillian, happy that her master seems satisfied with her suggestion. The thought of being useful to him sends a pleasant tingle thorough her body, and she feels her now erect nipples rubbing against the fabric of her bra. "Can't wait to see that ass bent over for you..."
"You getting horny imagining me fucking other women? You slut", Jerry laughs.
"I get horny thinking about my Master's pleasure", Gillian lets out in a quiet voice, closing in the distance between the two of them. Her cheeks flushed pink and her voice tone making her arousal obvious.
Before Jerry can remind her to act normally - or rather, what used to be her normal until yesterday -, a voice calls out to her.
"Heya Gilly!" a high pitched, spirited voice resounds, "Morning!"
Jerry and Gillian turn to find a short, cute girl grinning at them. Caramel blond hair tied in a side tail, a friendly face, and most importantly, a pair of knockers so huge that even the loose t-shirt she's wearing couldn't make them any less eye-catching . That's Gillian's best friend Lisa, entering the cafeteria.
"G-Good morning Lisa!" Gillian replies with a **** smile, slightly panicking and taking a few steps to broaden the distance between her and Jerry. "Doing good?"
Jerry froze in place by surprise. Not only Gillian was in the middle of losing control, he didn't notice the girl approaching. Not to mention, they are in the middle of the cafeteria. While they were speaking low enough for Jerry to be sure no one was eavesdropping, Gillian closing in on him with that look of desire on her face is probably not something that would go unnoticed. As is her awkward kneejerk reaction.
The conversation between the girls moves on faster than he can put his thoughts in order.
"Yup, doing great! But~" the girl makes a coy smile and moves her eyes back and forth between Jerry and Gillian, "I sure hope I ain't interrupting anything."
"Oh come on Lisa. I told you a million times. It's not like that", says Gillian with exasperation on her voice, having regained her composure.
"I know I know" Lisa laughs waving her hand in dismissal, "but if you guys keep whispering to each other 4 inches apart like that, that's what everyone's gonna think ya know?"
"Come on Lisa, it's not a big deal," Jerry finally interjects, "We were just talking."
"Heehee. So you saying ya don't mind if rumors about you and Gilly spread?" her playful smile reminds Jerry of the Cheshire Cat from Alice in Wonderland. There it is, her habit of teasing him about Gillian whenever she gets an opportunity, hoping to get some awkward, bumbling response out of him.
But Jerry isn't the same person from before. He isn't panicking at Lisa's teasing about his not-so-secret crush. Instead, he smiles takes one step towards her.
"You do know we're talking right now too, right?" Jerry makes a smug expression of his own while looking down to meet the shorter girl's round emerald-green eyes, "What if rumors about us start flying around?" and with that, he lightly holds up her chin with his right hand.
"Wha-" she's taken aback with surprise for an instant, her eyes widening as she takes a step back. Then she burst out into laughter, "Pff- AHAHAHAHA WHAT WAS THAT ALL ABOUT!? Since when ya can come up with that kinda comeback, hot stuff? Hahahahaha!"
Lisa holds her stomach in her fit of laughter. Jerry replying to her teasing with anything other than sheer awkwardness was so out of left field it completely took her off-guard.
"Damn, seems like our little Jerry is growing up. Ain't ya proud, Gilly?" and just like that she's right back to her usual teasing demeanor.
Lisa is a friendly and outgoing girl, getting along with pretty much anyone. She is not close to Jerry, only really interacting with him through Gillian, but finds his awkwardness and obvious crush for her best friend to be an endless source of entertainment. She doesn't do it out of malice, and Jerry can't bring himself to be angry at the girl either. It was always his own fault for letting jokes get under his skin so easily, while Gillian always took everything in stride. Jerry fully understands that now. And soon he and Lisa are engaged in trying to one-up one another with banter.
Gillian looks at the two completely lost. They never interacted like this before, and while she previously would be glad her two friends are getting along better, but now she's primarily concerned with how that could be useful to help Jerry brand Lisa. She knows Lisa finds Jerry frumpy and gloomy, but between his newfound confidence and the improvements on his physical appearance Gillian knows non-slaves don't notice completely, but can pick up subconsciously, she could arrange a date between them or something. Gillian's train of thought is cut by an annoyed voice.
"What's so funny here?"
A tall Asian girl with raven hair down to her waist, clad in a chic light blue blouse and white jeans, stands there arms crossed, a look of mild irritation on her face.
"Good morning Tiffany," greets Gillian, "just these two morons doing a comedy routine."
"Hey! Who ya calling a moron?" Lisa shot back, but the anger in her voice is clearly fake. She's used to being called that whenever she gets too caught up in her antics. Which is definitely the case now. "Get a load of this, Tiff: Jerry grew a pair overnight!"
In response, Tiffanny merely cocks an eyebrow and looks at Jerry like she's looking at a trash bag the truck forgot to pick up.
"I won't deny it, if we're talking about things that grow in pairs you're clearly the specialist here" Jerry shrugs while stealing a quick glance at Lisa's breasts.
"Heey! That's a bit over the line don't ya think?" Lisa instinctively covers up her chest with her arms and throws him an annoyed look.
That's right, Jerry thinks, she's pretty self-conscious when it comes to her breasts.
"Sory, just paying you back in the same crude coin," Jerry makes a slightly apologetic face, but still blinks at her in a "got you" manner.
"Shut up, creep." Tiffany steps in between the two of them, "I don't know what got into that sick head of yours, but you better lay off Lisa."
Tiffany glares at Jerry. She doesn't fully grasp the situation, but it is clear to her Jerry was taking advantage of Lisa's friendly demeanor to creep on her. Jerry himself thinks he screwed up, letting himself get too caught up in the flow of their banter. Not only he turned a surprisingly enjoyable experience into a very awkward moment, now he's got Tiffany pissed at him. Not that it takes much for her to get pissed at me, he thinks.
Tiffany always disliked Jerry. If anything, her presence in Gillian's inner circle was the main reason they don't hang out at school all that much anymore. She regards him as a creep, a clueless fool who doesn't know his place in the totem pole. As cheerleaders, they shouldn't mingle with outcasts like him. Those are her honest thoughts. Tiffany sees the world in a very hierarchical way and, as far as she's concerned, losers like the guy in front of her were at the very bottom of said hierarchy.
"I wasn't creeping on anyone. We were just chatting," Jerry explains, but that does little to placate the raven-haired girl's anger.
"And who do you even think you are to chat with us so nonchalantly in the middle of the cafeteria? With everyone around? Can't you ever understand the difference in standing between us and you?" She asks with clear animosity in her voice. "Drooling idiots who can't read the room are such a nuisance."
Now Jerry understands better what she is so mad about. While Jerry thinks Tiffany takes High School cliques far more seriously than any mentally stable person should, it is true that Cheerleaders can be particularly cruel to their peers. He'd heard... Stories. From the corner of his eyes, he does see two girls of the cheer squad excitedly whispering something to each other. On top of that, Lisa isn't the stereotypical cheerleader type. Neither in personality or body type. But she's very popular nonetheless, which is bound to create some jealousy and attrition. And engaging in such careless banter with a weird nobody in the middle of the cafeteria gives plenty of material to work with.
Maybe he should take a step back and apologize, to avoid getting any more unwanted attention. But Tiffany's attitude isn't something he can easily stomach now that he holds the power to bend others to his will - even if he couldn't possibly enslave her right now.
How does Jerry respond to Tiffany?
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Updated on Jun 9, 2025
by MidbossMan
Created on Sep 20, 2016
by Cross C
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