Manufactured Misfortune/The next day

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It was now Sunday afternoon and you're upstairs sitting at the desk in the study reviewing the materials for tomorrow's algebra test. Emily's here too, sprawled out on the floor behind you. With a heavy sigh you close your book and turn in the swivel chair, finally done with your studying. Looking down at your sister you aren't that surprised to see she's nodded off and is lying on her stomach, fast asleep.

You look over her clothes. It was an unseasonably hot day today so she was just wearing small athletic shorts the were quite snug on her shapely bottom and a loose camisole that you're pretty sure is a size too big for her. In spite of the heat, the a/c was working fine and you saw her shiver in her sleep. You get up and grab a blanket off the nearby loveseat and drape it over her torso. Even though she's asleep seems to smile and shuffles a little to get more comfortable.

Looking at her your eyes are eventually drawn back to her cute bottom, left uncovered by the blanket. Try as you might you can't seem to find a panty-line. You begin to grow stiff as the thought of your sister's bare backside just one layer of clothing away, and against your better judgment you slowly reach out with your hand hovering just above her shorts. One little squeeze couldn't hurt, right? After all, you've playfully smacked her on the behind before, and she to you.

You gently lay your hand on h-

BZZRT

Your phone vibrating in your pocket scares the life out of you. Without even realizing what you're doing you reach down and forcefully squeeze Emily's buttcheek. Your heart drops through your chest once you realize what you did and immediately pull back you hand, dreading how your sister will respond.

To your shock, she merely stirs a little but otherwise stays sleep. You release a quiet breath you were holding and pull out the accursed device that nearly got you caught.

Miss me?

You nearly forgot about that, your new "friend" who's going to lead you in exposing your female classmates. You're about to respond when you look back to Emily. Reaching out you gently squeeze her bottom again, very pleased to find her butt to be just the right balance between softness and firmness. You give her a few more gentle squeezes before fully focusing on your phone.

If it makes you feel better then yes. By the way, what should I even call you?

Hmm, how about X. And you can be Y.

Because I question everything you say?

X-actly! ;)

You roll your eyes at the pun but smile all the same.

Fair enough. Now what's the plan for today?

Today we're going to pick a girl to focus on! You're so well rounded it should be easy for you to get closer to anyone regardless of sport, club, you get the idea.

So do I just choose one at random?

Actually, I worked up some basic profiles for you to look over. I'll send them over in groups of four, you look them over them and let me know if one of them catches your eye.

Okay, send over the first four.

I've arranged them in the order that I feel might be most appealing to you, hope I was right!

You make yourself more comfortable on the floor beside your sister as you wait for the first profile. You don't have to wait long as your phone vibrates a few moments later. Rather than texts, they come as pictures. Apparently she typed this down on her computer and sent screenshots to her phone.

Chloe Reese

  • 5'5", blue eyes, really long brown hair most often held in a ponytail. Longtime track runner, ever since she could walk she's been running nonstop. She "joined" the track team in 8th grade and ever since joining officially this year she's been rapidly rising to top spot despite her age. She tends to focus a little too much on track, however, and her grades suffer as a result. Long hours outdoors have given her quite the tan and she's very self-conscience about her tan lines. She has a nice pair of hips with slender yet toned legs and a firm ass from a lifetime of running. Unfortunately for her she has quite the rack for her age, full on D-cups, and has to wear two strong sports bras just to keep the bouncing to "manageable" levels. This has given her quite the fan club, much to her embarrassment.
  • Getting closer to her should be as simple as joining the track team. You jog all the time to keep in shape and they've bugged you to join them multiple times already so they'll undoubtedly accept you on the spot. I also suggest you try offering to tutor her so you can build a connection outside the team and maybe get her to be your mentor for track. She wears her track jersey and shorts during practice, obviously, as well as going to school, opting to jog there in the morning, take a quick shower, and then change into her uniform. Any other time she wears similar fitting clothes like t-shirts and athletic shorts.

Jessica Walker

  • 5'3", brown eyes, shoulder length blonde hair stylized to look wavy. A member of the drama club, she's been acting in plays ever since she was a kindergartner. Naturally she developed a passion for theater and it came as no surprise when she immediately joined the drama club. Unlike your typical spotlight-hogging teen actress she has a genuine love for theater and loves working in any role. Actress, set design, lighting, costumes, even pulling the ropes to open the curtains, if there's a position open, she'll happily fill it. That said, acting in any capacity is still her favorite position to fill, even if she still gets nervous when in the spotlight. She has fair skin and a slender build with her most notable features being her bubble butt and perfectly perky C-cups.
  • Closing the gap with her will be a bit tougher. Obviously you should join the drama club but because they are more talent based you'll likely get behind the scenes duty. I suggest paring up with her for the literature project coming this week. You sit next to her so you can ask immediately, and from there express an interest theater so she'll suggest you join and serve as your guide from there on. She's very girly, so outside of school uniforms she wears light fitting dresses, most often sundresses, or skirts with a blouse, but she is known to try on theater costumes for fun.

Sylvia Giles

  • 5'2", blue eyes, medium length brown hair kept in a single braid. She's a straight A student and to her, nothing is more important than her grades. Many students tend to think of her as a suck up to the teachers, but in reality she's just trying to get a head start on preparing herself for college. She only spends half the time in classes compared to everyone else and spends the rest of her time managing the library since the normal librarian has health issues. She picked up everything astonishingly fast and does her job so well she has tonnes of free time to spend studying or with her nose buried in a good book. She has pale skin and a very thin build with barely-there A-cup breasts being her only "notable" assets, but makes up for it by having unknowingly mastered the "cute glasses girl" look.
  • Luckily for you, the school feels it to be necessary to give her an assistant. Between your grades and the fact that nobody else has volunteered yet, if you put your name in you'll undoubtedly get the job. With it comes the same perks she has such as skipping half your classes, being free to do as you please during down time, and also access to the secondary teacher's lounge in the library. Normally she wears the school uniform most of the time, but in her free time loves wearing large, loose sweaters, both as tops and dresses. Fun fact, as she never grew sizable breasts she's never needed bras and doesn't own a single one.

Addison Pearson

  • 5'2", hazel eyes, black pixie-cut hair. A member of the cheerleading team, she's a perfect fit with her endless enthusiasm and high spirits. With how greatly she can improve someone's day just by talking to them, it'd be stranger if she wasn't a cheerleader. Due to spending time outdoors she has a slight tan but sunbathes at home to remove any unwanted tan lines. Despite her small build she has quite the curves on her, with her round bottom and C-cup breasts looking much bigger than they actually are on her small frame. The size of her bust doesn't bother her in the slightest and its bouncing movements in her cheer sessions has earned her a lot of popularity.
  • With this may seem difficult, there is a simple solution to get close to her. She's hopeless in school, and being her tutor free of charge would instantly earn you a spot as her best guy-friend. Whenever she isn't in her school uniform or her cheer uniform she tends to wear anything she finds fashionable. Jeans, skirts, heels, boots, t-shirts, camisoles, dresses, jackets, scarves, hats, nothing's off the table. However, she's of the "leggings as pants" crowd and, knowing how visible a pantyline would be, goes commando underneath. Couple this with her getting changed before and after school, is it any wonder she's popular with the guys?

That's the first four, let me know if you want the next group or not.

Which will you pick?

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