At least this was the view point of Jackie Lynn Thomas, the laid back skate boarding girl of Echo Creek Academy. It wasn't that she was upset by the routine but mid-week always felt like a bit of a drag. Naturally she'd have homework to do and her parents expected her to stay in despite the usual leniency she received the rest of the time. So the young lady complied by making herself at home and relaxing in her bedroom when there wasn't much else to keep her busy.
Jackie's room was littered with small pieces of her own personality. Her walls were a soft turquoise color that reminded her of the sea, decorated with posters of various bands and her surf board propped up on supports for most of the year when she didn't have a chance to be on the waves. Strewn about her were small knickknacks on the headboard of her bed and nightstand, a snowboard propped up in the corner that was waiting for its own turn in the rotation of sports equipment she road, and finally her skateboard ever present on the wooden floor by her bed. Her mom worried about Jackie leaving it laying around as a tripping hazard but Jackie always knew exactly where it was.
Besides that her mother always wished she would pick up after herself more. Jackie dressed neatly enough for a girl associated with being a skater but her room had clothes strewn about. In her closet was the "clean" pile of shirts, shorts and underwear to put on for the week while her floor held the dirty clothing until it eventually made its way into the hamper. Usually right before her mom came to do the laundry. At the moment Jackie was dressed in a comfortable over sized t-shirt she often wore to bed and a pair of plain, grey boy shorts underneath. She'd technically gone to bed a half hour ago but since then had spent her time on her laptop looking at a few videos online for entertainment as well as a tab on a forum she frequented that talked about extreme sports. It wasn't the most engaging thing she could be doing but really she was just waiting to get tired enough to fall asleep since having completed her homework hours ago.
After a laugh at a few videos of skateboard tricks that failed completely, Jackie let out a sigh and closed the lid on her laptop. Putting it on the floor she rolled over onto her back and looked at her ceiling that was decorated with glow-in-the-dark star stickers. Least today was almost over. Tomorrow she'd hop on her board and ride to school. Marco would greet her in the morning, that foreign exchange student Star would probably do something wacky with those weird magic powers she had, then Blake would chat her up for a while at her locker. Then there was class, lunch with her friends, class again and hopefully her and the girls would find something to do afterwards. Not a bad day to look forward to but just kind of uneventful. Maybe she'd get a surprise before the week was over.
Clicking off her desk lamp near her bed Jackie rolled onto her side and closed her eyes, getting ready to fall asleep. Though before she could get comfortable a sound caught her ear, a tapping noise against glass. "Hm?" She ignored it at first but then it rung out at her again, a little louder this time. Curious she slowly sat up on her bed and watched the window, but the sound didn't reoccur. "That's weird." Jackie commented aloud to herself and got up from her bed, bare feet hitting the wooden floor. Despite things being a mess she was able to navigate carefully through the dark to her window, unlocking the latch and opening it to see what was outside. She expected someone to be tossing pebbles at her room to get her attention, Janna had done that before when she wanted to go do something late at night, but to her surprise no one was there. "Weeeird. Oh well." Closing the window again Jackie walked carefully to her bed and fell against the mattress. It was past ten-thirty and she was ready for tomorrow to begin.
It didn't take long after that for the blond girl to drift off, her dreams hazy and difficult to remember. She tossed and turned in her bed, having difficulty getting comfortable. Her mind was in a half-sleep state and she felt groggy, not sure why it was taking so long for her to fall asleep. Jackie tilted her head up to look at her clock in the dark, seeing it was already past midnight. Wanting to get to sleep before the alarm woke her Jackie tried to flip over onto her other side but found it was difficult to turn. In fact her whole body felt stiff. The more she struggled the harder it was to move and she started to look for blankets that might have been tangled around her in the night. Instead she found something that was soft and fleshy, warm to the touch and most unsettling was not part of her own body.
"What the...?" Was all the girl got out before the weird thing near her tensed and she felt it constrict around her body. "HEY! What's going onnmff!?" She tried to shout but whatever it was had covered her mouth. Her eyes darted around in the dark but she wasn't able to make sense of anything, the mass around her body gripping her tightly and restricting her movements. Jackie wondered if somehow a snake had gotten into her room, but it was so huge. By the size of it it would have to be a boa constrictor or something like that. How a serpent so big could fit into her room confused her as well since she'd been all over her space during the day and there wasn't a place for an animal like that to hide. Besides something felt wrong about this, there wasn't hissing or any animal like sounds. It was as if some weird, fleshy rope had tied her up.
Flexing her legs and arms Jackie pushed hard to try and free herself from the restraints but to no avail. She was an athletic girl, her arms and especially her legs toned with muscle from her hobbies. But somehow whatever this was had wrapped its way around both her legs and her arms, holding them against her sides and rendering her helpless. As if it was deliberately trying to restrain her movements. Suddenly Jackie felt herself turned over onto her stomach on the bed. In a panic she tried to crunch her body together to get some kind of leverage against the wrappings but the thing doubled its efforts in keeping her held down. It knew what it was doing and that terrified her more than the idea of the rouge animal sneaking into her room.
Once she stopped fighting the wrappings loosened a little and lowered from her face. Thankfully her nose had been left uncovered the whole time, allowing her to breath. But now that her mouth was clear she took her opportunity. "HELP! HELMMFF!" A desperate plea to anyone who was nearby, anybody that might be listening. However it was cut short as the end of something thick and fleshy pushed into her mouth and filled it up. It tasted weird against her tongue and made her want to gag. Jackie tried shaking her head to loosen it from her mouth but the foreign object stayed firmly in place. Desperate she bit down hard with her teeth, not willing to let whatever was happening just take advantage of her.
The biting didn't stop it, whatever it was was too tough for her to harm with just her teeth. Jackie was confused and growing more panicked, a state that reached its peaked when the feeling of a human hand touched her ass from behind. The sensation made her gasp and freeze in place; someone was in her room. A person was doing this to her. She tried to turn her head but the restraints around her body kept her from doing so, particularly the one in her mouth. Her room was dark but her eyes had already adjusted, she hadn't seen anyone in front of her and didn't understand what could be holding her down right now.
The had on her ass began to rub her and she started to realize despite whatever was happening to her she knew what it wanted. "Mmmff! Nmm! NMM!" She was calling for help, for them to stop this, whoever they were. But it didn't seem to deter them in the slightest. Instead the fleshy object in her mouth began to pump against her lips, moving in and out while she was held down and her body caressed by a stranger's hand. Jackie tried again to escape, flexing her muscles with all her might and using her teeth to stop the terrible thing from violating her throat.
None of it worked, whoever was doing this to her was too strong. She couldn't stop them. Jackie felt the hand on her slip under her shorts and feel the bare skin beneath. Her body was worn out from struggling against her bonds and the object in her mouth took advantage of this, moving more quickly against her tongue. Even if she'd never done anything like this before she'd seen enough things on the internet to understand why this was happening. Closing her eyes tightly Jackie braced herself and a warm fluid released against her tongue, not so much shooting into her throat but more like pouring in. Without an alternative she drank it down, not wanting to choke. It bothered her how the taste didn't seem to cause disgust despite the act.
After the release of whatever had gone down her throat the object stayed in her mouth for a while, not moving any longer but simply holding her in place. She struggled a few times against her bonds but found her body felt even weaker than before and somehow a lot warmer. She wanted this thing to get off her if just to let her breath a bit. Inhaling through her nose Jackie grumbled around her teeth against the fleshy object, her body starting to sweat. Finally after what felt like forever it pulled from her lips and Jackie coughed hard against her bed sheets, letting out any of the liquid she hadn't swallowed. When she looked up the biggest surprise of the night awaited her. "A... tentacle?"
It was weird but there wasn't any other name for it. A snake like figure was before her, and following its length was apparently what was wrapped around her too. She remembered seeing something like this before, up close no less, but she couldn't place where. "I'm hot..." Jackie mumbled, her body feeling warmer by the second and her vision a little blurry. Oddly she didn't feel like fighting any longer, instead she just wanted some relief. Even the panic from earlier was replaced by something else now but she couldn't figure out why. Suddenly her body was lifted up off the bed, not by her own power but by the strength of the thing around her. It brought her up onto her knees and thankfully loosened its grip around her body. From behind a human hand gripped the bottom of her shirt and pulled it upward, Jackie doing nothing to fight it.
When her shirt was removed Jackie's bare skin appreciated the exposure to air, allowing her to cool down some. The tentacle kept a grip around her waist and arms to hold her up, the person behind her reaching around and gripping her breast in hand. In a weird way this didn't surprise her, she was an early bloomer physically and her peers often reminded her through either compliments, stares or passive-aggressive words in her direction. Jackie had never let that bother her though, she was proud of her body and the shape she was in from her exercise and hobbies. Now as her midnight invader was squeezing a handful of her breast she was beginning to enjoy it in a new way. Her body responding positively to the attention.
"Hey, stop." She protested but even she didn't believe she meant it. The assault on her turning into an erotic dream moments after being restrained, her lips still wet with the fluid that had been ejaculated down her throat. The end of the tentacle slipped over Jackie's other breast, flicking against her nipple and making her gasp. "Oh! Oh man... we should stop..." She wiggled against her restraints but it was less for the need to escape and more due to writhing in pleasure. She wondered how it went from her being terrified to enjoying this so much, she still didn't even know who was in her room with her. But the thoughts left as quickly as they came.
The human hand moved down her body further and pulled her shorts down to around her knees, another area that enjoyed feeling the exposed air with how hot she'd become. Fingers ran along her inner thighs and Jackie shivered, never realizing till now how much she enjoyed being touched there by someone else. This touch crawled up her thighs to between her legs, rubbing at her sex which was already wet with excitement. Until tonight Jackie had only ever felt her own fingers and just once before her phone on vibrate against her pussy. Having someone else touch her was completely different and she shook with excitement at the feeling.
Her head hanging down as she was forced into the kneeling position, body weak but held aloft by the strength of the appendage wrapped around her. Jackie felt her pussy lips parted by the human hand and shuddered a little, before watching the tip of the tentacle drift down towards her legs. "W-wait... it won't fit." Despite her protest the tentacle didn't stop, curling around between her thighs and pressing upward against her. "Hey, it's not going to. It's not going to ffffffuh!" Jackie's fingers and toes curled as she was penetrated. It did fit, despite its girth, and she felt every bit of it.
The human hand reached up again, gripping her breast with moist fingers a little more roughly than before. Human lips touched the back of her neck, sucking at her skin and making her moan as the monster appendage between her legs was working its way inside her. It was a completely alien feeling to the skater girl but her body was helping her along the way regardless of her mind having difficulty grasping what was happening. "Please... I can't... oh, no way. This feels rad!" The less she fought the easier it became, soon she was leaning back into whoever it was that had her held in place. She didn't care who was doing this to her anymore, so long as they didn't stop.
"Nngh! Oh man... this is wild!" Jackie's hips began to move downward with the tentacle moving up into her, encouraging it to push inside. Her thighs were shaking as her body hit its first orgasm with another person, but it didn't stop after that. The monster appendage moving faster into her now. Whoever was behind her held tightly with their hand, fingers gripping onto her breast hard with pleasurable pressure. It felt like something was building up, and closing her eyes Jackie moaned deeply when it was released into her. A large wave of the same fluid pushing into her pussy and even dripping out onto her thighs as it did.
Panting hard Jackie hung forward in the grip of the tentacle, her body shaking from the most pleasurable feeling she'd ever had in her entire life. After ejaculating the substance within the tentacle slipped out of her pussy, making the girl gasp at the sudden exit from her body. The tension around her waist and forearms released and she fell forward onto the bed, face colliding with the pillow. In less than a minute everything went black.
The next thing Jackie was aware of was a high pitched noise repeating itself and disturbing her slumber. Groaning she reached up and searched for her clock radio, eventually finding it and clicking the alarm off with an experienced hand. Rolling onto her side she curled up and rubbed her eyes with her hand, letting out a long yawn. Glancing up she could see that it was Thursday morning, time for school.
Scratching her head she rolled her body up into a sitting position and stretched, trying to wake up so she could get to the shower. As she stretched though she noticed something odd; her underwear was down around her thighs. Pulling them up so she'd be able to walk Jackie started to notice that her shirt was missing too, and a quick inspection of the bed found it crumpled up among her blankets. Not only that her bed sheets were damp as if she'd been sweating heavily.
"Mmm... hope I'm not sick." She commented aloud in the dark and got to her feet, finding her legs wobbly and sore. She wondered for a moment if she'd over done it yesterday while skating but didn't recall anything that would have injured her. Despite this she found her bath robe in her closet and made her way to the restroom to start her morning routine. Other than a nagging feeling that she'd forgotten something from yesterday nothing else seemed out of the ordinary to the girl.
A little under an hour later Jackie was fully dressed, in her pads and helmet and riding off to school. Thursday morning and everything was happening like normal. Her neighbor was out early to take care of their lawn and garden, the bus was driving by with the kids that lived farther away from the school than herself and the same kids walking on the side walk while she rolled by on the street. Whatever happened last night seemed to be a distant memory of a dream.
As she rolled up the slanted entry way into the school and through the outdoor walk ways she saw everything else like she planned. Star Butterfly was chatting with her friend Marco Diaz at his locker, probably talking about some crazy thing they were going to do later. If anything wasn't routine it had to be those two. Jackie held up her hand and the two other students waved to her.
"Hey Jackie." Marco said with one of those kinda nervous smiles he always seemed to have.
"Morning Jackieeee!" Star sang to her with a bright smile.
"Morning guys." She said in return, planning to ride her momentum to the end of the hall and her own locker where Blake would be waiting to say hi before they went to class.
But instead something else happened, something completely out of routine; Jackie stopped herself. Not just stopped but had turned her Skateboard around to face her friends she'd just passed. Star and Marco froze in place, not expecting this either. They shared a moment of staring into each others eyes before Jackie spoke without thinking. "Hey Diaz... you wearing like, cologne or something?"
"Oh! Me!? I uh... yeah, I mean, it's the same stuff I always wear but um... you like it?" She did. Something about it was strong enough to stop her in her tracks. Smiling at him kindly she nodded in return.
"Yeah, it's pretty nice." Jackie responded and the two teenagers took a moment to just look at one another. She didn't really know why she was doing this but something was compelling her to speak to him. "Well uh, I better get going. I'll see you guys later, okay?"
"Uh, yeah! Yeah, I'll see you in class." Marco said, smiling brightly to her. Turning her board around Jackie pushed herself off, gaining momentum enough to be back up to speed and leaving Star and Marco to talk among themselves over what had just happened. She still didn't understand why she'd done that, but somehow it made her feel happy to have talked to them. Or maybe just having the chance to talk to him.