Behind the School – Chapters 1 & 2

Introduction

Timber Creek High School was located in the foothills of the Appalachian Mountains in the western part of North Carolina. The area was relatively conservative; most of the families in the area attended church on Sundays; most people dressed fairly modestly. Chloe Davis was a senior in high school, and she was just like everyone else for the most part. She didn’t act out, do drugs, or drink. She did well in her classes and had a great relationship with her family, which consisted of a sister, two brothers, and her parents.

There was one big difference between Chloe and many of her classmates, in particular her female classmates, in that she wasn’t “afraid” of her sexuality. While the abstinence-only sex education offered by the local system was designed to instill the belief that (premarital) sex was wrong and everybody should wait until marriage before engaging in sexual intercourse or anything of the sort, Chloe thought differently. That wasn’t to say she was a slut by any means; she wasn’t going from house to house, sleeping with everybody in sight. She did however masturbate a few times a week, often to porn and usually with either her dildo or her vibrator, both of which she kept carefully hidden from her parents and brothers.

The only person who knew Chloe owned a vibrator and a dildo (and thus masturbated) was her sister Grace. Grace was a grade beneath Chloe. The two of them were very close, and they always had been. Grace was shorter than Chloe, and she was not as “well endowed” as her sister. But God had blessed Grace with a lovely behind — in fact, He blessed all of the girls of the family with big round butts — that caught the attention of many of the sexually-repressed boys at school. In fact, both sisters drew a lot of attention for themselves from the boys at school, even in their modest clothing. Neither flaunted their cleavage, but the boys could tell that Grace and Chloe and big boobs. The same went for their behinds.

Grace admittedly liked the attention, as did Chloe, but Grace had never been with a boy in any capacity (except for a kiss during elementary school which really doesn’t count for anything). She wouldn’t have known what to do if she and a boy she liked found themselves alone in her room. Chloe, on the other hand, had a boyfriend for a while, and although things didn’t work out between them in the end, she had lost her virginity to him when she was sixteen. She hasn’t been with anybody else since.

Losing her virginity did teach Chloe a valuable lesson: sex was fun. Chloe loved sex. She loved how it made her feel; she loved how it made the other person feel. The sights, the sounds, the smells, and the tastes that came along with it were all intoxicating to her. She and her ex had sex almost every day over the course of their relationship, and as a result she was pretty damn good at it. She knew her way around a dick, and she was quite skilled with both her hands and her mouth. If you were to put a horny Chloe in front of a hard cock, well, let’s just say she could make quick work of it in a number of different ways. And her skills were greatly to her benefit as she loved nothing more than to watch the semen erupt from a swollen cockhead, or perhaps to simply feel the hot cum painting the back of her throat. She had even experimented with anal sex with her ex, and while it wasn’t really his cup of tea, she couldn’t get enough of it.

In an effort to help Grace, Chloe provided her sister with a number of tips so that, if Grace ever were to find herself alone with a boy and his hard dick, she would at least have some idea of what to do with it. Chloe had even gone so far as to demonstrate how to give a good blowjob on her dildo one night for Grace. The two girls sat on Chloe’s bed, and Grace watched as Chloe began the demonstration by spitting on the dildo and stroking it with her hands. Shortly thereafter, Chloe began to run her tongue up and down the length of the toy before taking the head in her mouth. She pumped the base slowly and she circled her tongue around the tip before finally taking the entire length of the toy into her throat.

Grace looked on feeling both impressed and surprisingly turned on, although she would never admit to being aroused by her sister’s performance. (Grace did, for one very brief moment, imagine what this would look like if the dildo was instead an actual cock attached to a boy from school, but she quickly pushed that thought away.) After showing Grace how it was done, Chloe handed the sex toy to her sister, who attempted to emulate what Chloe had just shown her. After a few minutes of receiving feedback and being told about a hundred times to not use her teeth, Grace felt comfortable giving head (albeit only to a fake dick).

Chloe had also explained how, unfortunately, Grace would likely be out of luck when it came to the boy’s knowledge of a woman’s body. The fool would almost certainly have no idea how to get Grace off, and as a result, it was important for Grace to be intimately familiar with her own body. (It was important regardless, really.) So Chloe taught Grace about female anatomy — she explained the clitoris and g-spot and their function in female sexuality. She explained how her nipples could be stimulated to great effect and, if Grace felt particularly adventurous, her butthole could also provide her with a tremendous amount of pleasure. All of the information Chloe related to Grace had come from Chloe’s own research online and her own experiences with herself over the years (as well as her time with her ex-boyfriend, of course.

Once Grace was familiar with her own anatomy on a “textbook level”, Chloe showed her sister how to masturbate. Both girls sat across from each other on Chloe’s bed one evening when the rest of the family was out of the house or asleep, legs spread wide open, wearing only their panties and a t-shirt. First, Chloe showed Grace how to rub and massage her clit in a way that felt good (overtop her panties). Then Chloe explained how Grace could do this while she was hypothetically having sex with a boy (specifically as he actually fucked Grace, although Chloe didn’t use that word) to make sure Grace got off too. With both Chloe’s instruction and recommendations, Grace managed to have her very first orgasm that night, although it took a good long while. Once Grace had gotten off (and boy did she enjoy getting off), Chloe took care of herself in a fraction of the time. She was very familiar with her body by now, and she knew exactly what she needed. Grace was both surprised and impressed when Chloe’s climax tore through her body only a few minutes after Chloe really began touching herself. Chloe explained that with practice, Grace would likely be able to get herself off in mere moments as well.

Once both girls experienced their orgasms, they sat on the bed together and talked. Chloe reiterated the fact that putting one’s fingers inside her vagina would also feel good, in particular if she massaged her g-spot. Chloe also said that Grace was more than welcome to use her vibrator or dildo whenever she wanted on the condition that Grace cleaned it off carefully once she was done with it. Chloe showed Grace where she hid them and said that she could either get them herself or ask Chloe. Finally, Chloe showed Grace some porn websites that she felt were relatively safe and high-quality. Grace was a bit shocked by the content of the website to say the least, but she admitted to being turned on by it. The last thing Chloe told Grace was that, once she was comfortable with the whole masturbation thing, she ought to experiment with the one other hole she had, aside from her vagina. Immediately Grace expressed her reservations about putting anything in or around her butt, but Chloe reassured her that it would feel amazing if she was patient with herself. Chloe even admitted to Grace that Chloe’s ex boyfriend had done her up the butt and that she loved it once she got accustomed to the feeling. Yet again, Grace found herself incredibly aroused by her sister — a troubling thought to be sure, but one that Grace wouldn’t allow herself to entertain for long.

About two weeks later, Grace sent Chloe a text asking if she could “use them” that night. Chloe had responded asking which one she wanted, and Grace simply replied with v. A few minutes later, Chloe discretely transported her vibrator from its secure hiding place to Grace’s room, placing it under her pillow. She found Grace in the hallway later and recommended she wait until people were asleep because the faint buzz could be heard through a closed door if one was to put their ear right up to the door, and thus it was better to be safe than sorry.

A few hours later, Chloe was using the bathroom before going to sleep. She was the last one awake. Afterwards, curiosity got the better of her and she crept up to Grace’s door and pressed her ear against it. She could hear the buzz of her vibrator and Grace’s faint, muffled moans. Chloe smiled to herself and returned to her own room, where she made quick work of herself with her dildo. The following afternoon, Grace placed Chloe’s vibrator back in its hiding spot after cleaning it carefully in the bathroom.

Grace used Chloe’s vibrator another couple times before her first usage of the dildo. Chloe asked how Grace liked the dildo, and Grace admitted that she loved how it felt but that it made her curious about what a real boy would feel like. Chloe laughed at that and gave Grace three condoms in case Grace’s curiosity became too much to bear. Chloe also recommended that Grace try using both the dildo and the vibrator at the same time if she really wanted to have some fun, and the next night, Grace took her sister’s advice.

The following morning, the two sisters were in the bathroom together. Grace had plopped herself down on the toilet and was peeing when Chloe asked, “so, how was it?”

Grace blushed and looked at her sister. “Oh, not bad,” she said with a big grin on her face.

“Uh-huh,” Chloe said slowly, smiling back at Grace. Grace had not yet returned the toys to their hiding place (Chloe had checked before coming in the bathroom), so Chloe said to her sister, “I’d like to have some fun too, you know. Any chance you’ll be putting them back soon?”

“Yeah,” Grace said. “I’d like to use them one more time though, if that’s alright.”

“That’s fine,” Chloe chuckled. “But you should do so sooner rather than later.”

“You wanna use ‘em too, huh?”

“Duh,” Chloe laughed. “I wasn’t able to use ‘em last night.”

“Gosh, you must be horny then,” Grace teased, giggling wildly.

“Gross,” Chloe rolled her eyes but smiled. “Get up, I need to pee. And you need to go get yourself off so I can have my turn because yes, I am very horny.”

“Now you’re being gross,” Grace said, still giggling.

“You started it,” Chloe shrugged, pulling her pants down and plopping herself onto the toilet once Grace stood up.

“I’ll try to be quick,” Grace said, washing her hands. “But last night, I think I had four or five, I couldn’t even–”

“Four or five orgasms?” Chloe asked, a little shocked at the number.

“Mhmm,” Grace grinned. “I couldn’t even think straight by the last one. I was just a writhing puddle of mush by the end of it. I would’ve gone for six, but I think I might’ve died if I tried that.”

“Sounds like a good time,” Chloe giggled. “I don’t think I’ve ever had more than three in one night.”

“Oh, it was wonderful,” Grace said, drying her hands. “It took a while, though. In any case, I’m gonna go now; I’ll drop them off as soon as I’m done, cleaned off of course.”

“Thanks love,” Chloe smiled as Grace left the bathroom, shutting the door behind her.

To Chloe’s knowledge, Grace still hadn’t used any of the condoms. And it was true that Grace had not yet lost her virginity, but she had since gained a bit more experience than Chloe thought.

Chapter 1 – Caught

Chloe and Grace both had A lunch, which was the first of the two lunches of the day. Essentially half of the students had A lunch while the other half had B lunch. The two sisters generally didn’t sit together; instead they usually sat with their own separate friend groups, but they would sometimes talk while waiting in the lunch line if they were buying lunch that day. On this particular day, however, neither girl was sitting with their usual group of friends. Chloe wasn’t particularly hungry and the weather was nice so she had snuck outside (students generally weren’t supposed to be wandering around outside the main building in the middle of a period) and was wandering around, enjoying the warm sunshine and the cool, refreshing breeze. She could eat next period if she wanted to anyway since her teacher, Mr. Hughes, didn’t mind if students ate during class.

Chloe was walking towards the very back of the school building, an area rarely inhabited by students since it was so far from any classrooms. As she rounded the corner, she was surprised to find three boys standing in a line in front of one of the big generators — or maybe it was an industrial air conditioning unit — looking a little impatient. One of them kept checking his watch. Chloe walked over to them, examining them carefully. She didn’t immediately recognize any of them, meaning they probably weren’t seniors (like she was). Once she was close enough, she recognized the one who appeared to be next in line as one of Grace’s friends, Anthony Perkins. She had met Anthony a few times before, and he always seemed like a decent fellow. When Anthony saw her approaching, however, he turned red and looked exceptionally anxious.

“Hey Anthony,” Chloe said with a smile.

“O-oh, hey Chloe,” he said, his voice shaking a little. He took his hands out of his pockets but then shoved them back in.



“Is everything alright?” Chloe asked.

“Yeah,” Anthony asked nervously. “What do you mean? Why?”

“What’s your problem?” the guy standing behind Anthony asked.

“Well, why are you guys standing in a line? And your voice is shaking.”

“A-are we?” Anthony asked, “I hadn’t noticed.” He ignored her observation about his voice.

Chloe rolled her eyes. Then, much to her surprise, a boy walked out from behind the generator. That alone was enough to give Chloe pause, but the boy was in the process of buttoning his jeans and putting on his belt. He also had a very pleasant, peaceful look on his face.



“Sorry for taking so long, boys,” he said cooly. “I paid a little extra for a long one.” Apparently he hadn’t noticed Chloe standing there because his face turned white and then deeply red when he saw her. “Oh Jesus,” he muttered under his breath as he quickened his pace and hurried back in the direction from which Chloe had arrived.

“Did he say he paid for a long one?” Chloe asked. “What does that mean? What’s going on here?”

The boy standing behind Anthony, whose name was Jonathan Streaks, turned to face Chloe. “Nothing,” he said, a little aggressively. “Don’t worry about it.” He then gave Anthony a slight push. “Hurry up, man. Lunch ends in twenty-two minutes.”

“It’s just, I feel weird…” Anthony’s voice trailed off. He looked at Chloe again, then stared at his feet and walked out of site to the back of the generator.

“Do you really think I’m not gonna go back there and see what’s going on?” Chloe asked Jonathan, her tone irritated.