A Willow in Summer Ch. 02: Winter Arrives

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Willow wakes up - and wishes she hadn't.
4.8k words
4.19
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Part 2 of the 3 part series

Updated 06/08/2023
Created 04/19/2017
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Waking up from a drug-induced sleep is not a fun experience, and for Willow, this was no exception. She started to come to quite gradually, and the ache in her head was dull and unpleasant. Her overwhelming feeling was thirst -- her dry mouth and throat felt awful, and she could barely move her body at all. The pain in her neck where the drug had been injected was still there.

As she started to come to, a bottle was pressed gently to her lips, and the coolest, most refreshing water she had ever tasted began to fill her mouth. She drank slowly and carefully, feeling almost grateful.

It didn't occur to her until a few minutes later, as her brain started to kick into gear that she realised that she should be panicking.

Her last memory before going to sleep was being in the room of a girl who, until quite recently, had been a bully to her. Rosie Summers. She had been caught off guard when her clothes had been stolen from her changing room locker shortly before it was time to go home, and had hidden in a bathroom stall. She had been surprised there by Rosie, who had kissed her, proclaimed that she actually liked her, and propositioned sex. Somehow, she had been stupid enough to trust Rosie, got into her car, and gone to her home. After things had started to get quite hot in the bedroom, Rosie had given her a shot of something in the neck, and knocked her unconscious.

So what was happening now?

As her eyes fluttered open and began to adjust to reality again, she realised it was now quite dark outside, and the room she was in was dimly lit.

When she sat up and looked down, she found that she was still naked, and was very surprised to see that, while she was out, she had been fitted with a very strange looking contraption. It was basically a very large, black leather belt that was wrapped around her waist. Attached to it was two smaller straps that went down towards her crotch and, when she looked down, held in place a very strange looking contraption. To you or I, we would recognise it immediately as a Vibrating Wand, but to someone as inexperienced as Willow, it just looked like a large machine with a big round head. It was cordless, and the head was pressed tightly against her genitals.

Willow went to remove it, but then made an awful discovery. Her hands couldn't move that far forward. When she looked, she saw that two velvet cuffs had been placed around her wrists. The clips had been attached to the two metal rings on either side of her, and locked in place with two very small padlocks. The device on her genitals was not doing anything other than pressing against them, but was completely out of her reach because of these cuffs. She tugged on and then strained against them. But there was nothing she could do. Her hands were cuffed securely to her sides.

Then another awful thought went through Willow's head.

Who had given her water just a few moments ago? And where on earth were they?

Looking around, she couldn't see anyone else in the room. It was still the same room that she had been in when she had been drugged. Only it seemed empty.

At that moment, though, her ears were met with the sounds of footsteps approaching the door at the opposite end of the room. It opened, and Rosie entered. She was dressed again. And she was accompanied by...

Christine.

Willow blinked in utter shock. She could understand Rosie putting her in this situation -- it was exactly the kind of thing she had come to expect from her. But why was her best friend here as well? Was she also in on this prank? And where were Becca and Cassie, Rosie's two friends? Surely if Rosie was planning anything, they would be here too?

It was Rosie who broke the silence.

"Ah, good. You're awake," she said, with some relief. "How's your head?"

Willow was still too shocked to speak. She just shrugged.

"If your head is killing you, you need to let me know. It's important that you drink plenty of fluids," Rosie continued, her voice conveying a surprisingly serious tone. She grabbed the water bottle next to the bed, opened it and held it to Willow's lips.

Willow drank some more. And once she had done so, she finally found her voice.

"Chris! What the hell are you doing here?"

"Ahh, all in good time, lovely," Rosie said. "Let's just get you comfortable again."

"I don't want to be comfortable," Willow said in a somewhat irritable tone. "What the fuck is going on here! Why did you --"

"Put you to sleep?" Rosie asked. "Well, I guess we owe you some kind of explanation..." She sat down on one side of Willow, and pushed her back down onto the bed. Christine quickly clambered up the bed and went to lie on her other side. "Chris, do you want to start?" She asked.

"Yes," Christine said, with a smile. It was the first time she had spoken. "Basically, I confronted Rosie a couple of months ago about the way she was treating you. I don't remember what she did -- I think she spat in your food and made you eat it. But in any case, she was on her own when I did it, and she told me the story. She told me that she liked you. And, well, that made me quite angry, because..."

"... Because she quite liked you too," Rosie finished for her.

Willow blinked. "Y-you?" She stuttered.

"Yes," Christine said, almost matter-of-factly. "It was quite the pickle. We had such a long and angry fight about it at first. I think we even hit each other a couple of times."

"I hardly think a slap on the arm constitutes hitting," Rosie said.

"Well, in any case," Christine pursed her lips a little, but carried on. "We eventually realised we had two things in common, one of which was that we both wanted you. But the other was that we were both too scared of approaching you about it. Her because of the bullying, and I because you considered me your best friend. Let's be honest, I didn't think you were gay anyway,"

"I know, I found that hard to believe too," Rosie said, laughing. "Ow!"

Christine had leant over and punched her lightly in the arm.

"We eventually flipped a coin, and decided to go with Rosie's approach," she continued. "Once she had you ready, she would call me to come to her house, and we could have our way with you in peace."

"H-have your way with me?" Willow felt a sudden sinking feeling in her stomach. Suddenly, she became even more conscious of the cuffs binding her wrists to the belt around her waist. "What does that mean?"

"Well, we've been working on ways to share you amongst each other. Something like we have a three-way a couple of times a month, and each week one gets you. But that's for another day," Rosie said. "Right now, we just wanna play with you."

Willow was still trying to wrap her head around this.

"Wait, wait, wait," she said. "Don't I get a say in the matter?"

"No." Rosie said. Suddenly, her voice became sinister. "You'll do what you always do. You'll overthink it. You'll start looking for ways to fit it in with your current routine, you'll analyse it with mathematics and some such... We love you, but we also know you very well. You're on our terms."

"And what if I say no?" Willow asked.

"You really think you're gonna say no?" Christine said. "You came here willingly, didn't you? So you're at least open to it. It's not going to detract from what you already have with me. And you've been pining for physical intimacy for months, now. Did we not just say we know you well?"

Willow was going to protest, but she didn't have the energy.

"Well, can... can you at least release my hands? Or let me take this belt off?"

"Yeah, about that..." Rosie reached into the bedside table and pulled out what looked like a remote. She waved it in front of Willow's face. "Your hands are tied so you can't mess with that wand. And the belt is to keep it in place, pressed against your pussy."

"I think I can figure out what it's for," Willow snapped. "WHY am I wearing it!?"

Christine and Rosie shared a smile over her head, and then Christine's tone became equally sinister.

"Because we're going to play a game with you," she said. "How many times can we make you orgasm with that belt and wand in the space of two hours? We've both taken bets on the number. Whoever gets closest gets first go on you. And if they get it spot on, then there's a really special prize: your anus."

"My... My what!?" Now Willow was very scared. She tried to leap to her feet, but Rosie caught her by the shoulders and pushed her down.

"Uh uh uh," she said, swinging her leg over her and straddling her chest, so she could pin her down. "Wouldn't want you over-exerting yourself, now, would we? Christine, would you mind shackling her?"

"Of course!" Christine leapt up off the bed and went rummaging through one of the drawers.

"Please," Willow pleaded. "The forced orgasms are one thing. But please don't put anything up my ass. I'm scared."

"Scared of what?" Rosie asked, in a voice that may have sounded concerned.

"I... I have absolutely no experience down there. What if what you do to me hurts?"

"We'll take you through it every step of the way, sweetheart, don't worry," Rosie put a reassuring hand on her cheek, which didn't do its job.

As she said it, Willow felt something cold and metallic press against her ankles, followed by the sound of a click. She tried to move them and discovered that they would only go a certain distance apart. Christine had shackled her. Getting off her, Rosie examined them.

"That's perfect," Rosie said, approvingly. "Now..." she went to a drawer beside Willow and started to rummage around for something. "I think we're about ready. Just one more finishing touch, and you'll be all set!"

"Finishing touch?" Willow asked, timidly. "Ah, here we are," Rosie removed a large roll of duct tape from the drawer, and went back round to sit on Willow's chest. "Just need to give you a nice little tape gag. Not that you need one. But I love the sound people make when they're gagged!"

Her eyes widening, Willow desperately shook her head, as Rosie tore a strip off.

"Hold still!" was the snappy response.

Her eyes now full of tears, and with nothing else she could do, Willow gave up and just lay there, allowing Rosie to carefully place the strip of tape over her mouth and smooth it in place.

"MMMM!!!" Was the noise that emitted from behind the gag when she was finished.

"Ahhhhh!" Rosie sighed. "Exactly as I was hoping!" She leaned forward and kissed her on the cheek.

There was another loud clanking noise, this time as Christine hooked a long, metal chain to the one separating the ankle cuffs, and attached it to the bed frame.

Willow was now securely in place.

"Now," Rosie said, climbing off her chest and standing over her, as Christine moved up to join her. "I think it's time for us to begin..." She grabbed the remote off the bedside table and held it up so that it was within Willow's eyeline.

Then, almost with a flourish, she pressed the "On" button.

"MMMMMhhhh, MMMM!" Willow gasped out as the head of the vibrator kicked into life, her clitoris getting the full force of it almost immediately. She tugged uselessly on the cuffs holding her hands to the belt, and balled them into fists.

"It's working already!" Christine exclaimed. "I bet ya I'm gonna be closer!"

"Oh come on," Rosie replied. "She's only just started to feel its effects! Give her time to settle!"

Willow was aware of none of this conversation. All she was aware of was the intense stimulation on her pussy, teasing her clitoris unrelentingly. She was already very sensitive down there, and often didn't need much to get herself warmed up. But the vibrator wasn't going at the speed she normally used. It was too slow for her, and its frequency was definitely not going to be enough to bring her to orgasm anytime soon. It just teased her mercilessly.

Her moans settled down some more, and just became slow and steady breathing as her head lolled back and she began to just enjoy the feeling.

Unfortunately for her, it became very clear to her two captors what was going on.

"I think that might be going too slow," Christine said. "She doesn't look like she's getting any closer."

"No," Rosie checked the remote. Then she facepalmed. "Damn! It's started at a slow setting! I thought I'd set it for another one!" She pressed a couple more buttons.

This sped it up immediately. And this time, Willow wasn't expecting it. She made some even louder noises and her body physically jerked at the change. This was now even faster than what she normally used. But then she liked to do it nice and slow, and take a little longer, when she was masturbating. This was way too much stimulation for her in one go.

Her noises became louder and more desperate, and her body jerked repeatedly as she tried to fight her bonds. She tried to pull her legs back and angle them so that the wand was in reach of her hands, but that was not happening. Her toes and fingers curled inwards, and her breathing became very short and fast.

"That's more like it," Christine said, with a smile. "And quite the performance she's giving, too!"

"I think she's trying to get to the wand," Rosie noted. "I wonder if we should film this?"

"No. Let's keep it for ourselves!"

"Well, if we can't film it, I'm touching," Rosie stepped forward and held the wriggling body still. Then she began to gently grope Willow's boobs, molding them in her hands and gently squeezing and twisting the nipples, marvelling at their size and firmness.

Not to be outdone, Christine began to stroke Willow's leg, and then both her thighs. She moved up and hopped up onto the bed, sitting behind the wriggling girl. Putting her legs on either side of her, she shifted forward, raised her head with her hands and cradled it in her lap, gently caressing her hair and lovingly stroking her cheeks. Willow looked up at her, her eyes pleading, but she got no respite.

Before too long, her first orgasm rocked her body -- she sat almost upright and her screams, though muffled behind the gag, were still clearly audible. Both of her captors cheered!

"And we have our first one!" Christine kissed her on the forehead. "Come on, baby! You can keep going! Let's see if you can manage five more before the clock runs out!"

Five? Willow caught this just as she was coming down from it. Her friend had bet that she would orgasm six times in two hours? She either had majorly unrealistic expectations of her, or...

Then she heard Rosie's voice.

"It only took you fifteen minutes, too. You're doing better than I expected!"

Fifteen minutes! It had felt like fifteen hours to her!

Had the stimulations not distracted her again, Willow would have felt the urge to start crying. She had to experience this hell for another hour and forty-five minutes!

And it turned out to be the longest hour and fort-five minutes of her entire life. Her second orgasm had arrived not too long after the first, but the girls had decided to have a bit of fun, so they'd started messing with the settings, changing it at random intervals and never giving her a chance to work it out. As such, the third one took longer, and was the longest of the lot. By the time she'd reached the two-hour mark, and the vibrator was turned off, she was completely spent -- she just slumped back, exhausted. She felt like if she came once more, her pussy was going to break. And, to her horror, it came to her realisation that had had six orgasms exactly. Christine was ecstatic.

"I win! I win!"

Rosie's face did not betray any anger; in fact, she seemed very relaxed.

"Well," she patted Willow's arm. "I guess you did have it in you." Then she turned to Christine. "So, looks like you get the special prize. What do you think you're gonna do with it?"

"Well..." Christine began. Then she had an idea -- she took Rosie by the arm, and led her to the corner of the room. Once she was certain Willow wouldn't be able to hear her, she whispered into Rosie's ear. Her eyes visibly widened, and she broke out laughing.

"No way! You can't be serious!"

"I can, and I am."

"There's no way she's gonna be able to take that!"

"Well, we'll just have to see."

They returned to the bed, where the now completely terrified Willow was desperately shaking her head. She didn't know whether they had deliberately done that to scare her, or if they were planning something that was even worse than what they had just done to her, but either way, she had a feeling she didn't want what was going to happen next.

Ignoring her, they reached down, took hold of her, and moved her over onto her front. Grabbing a cushion, they placed it underneath her abdomen, moving her bum into an elevated position. With her face now against the bedsheet, Willow couldn't see what was going on.

Above her, Christine and Rosie were marvelling at the perky, well-rounded cheeks of their captive's bum.

"You have a very nice ass, Willow tree!" Rosie said, in a somewhat dreamy voice. She pinched, fondled and squished each cheek with her hands. "I used to steal the odd glance whenever you wore something that showed it off. But now that it's up close, I can hardly take my eyes off it!"

"I once saw it when I stayed over at her house once, and saw her going to the shower," Christine remarked. "Back then, it was only from afar. I think it was what first drew me to you."

"Mmmmmm!" Willow peeped from behind the gag.

"Would you mind getting what I told you about? And some lube as well?" Christine asked Rosie, ignoring her.

"Yes! Just give me a sec!"

It took her very little time to return. As stated, Willow couldn't see what was going on. Had she been able to, she would've seen her holding a large bottle of lube, and an even bigger, rather scary looking butt plug. The next thing she felt was something moist and quite fleshy running its way along her crack, circling her asshole and teasing her. As it happened, that fleshy, moist thing was Christine's tongue -- she was carefully licking her friend's anus, enjoying the noises and the wriggling that her efforts were eliciting from the girl. They'd given it a good clean when she was out, so although it didn't taste fantastic, it didn't have that awful, bitter taste that some people who are into analingus might experience.

Once she was done, she pulled herself back up and began to apply the lube. Now Willow became aware of the feeling of a cold, wet substance, and then of a finger carefully rubbing it in, tickling her teasingly down there as it did so, and causing her to wriggle and squeal. This drew laughter from her captors.

"Right," Christine said, screwing the cap back on the bottle and putting it to one side. "I'm going to be as gentle as I can, and the lube will make this significantly easier. But you probably won't enjoy this at first. In fact, it might be quite painful."

Willow whimpered and attempted to wriggle free. But it was useless.

Picking up the butt plug, Christine lined it up with her friend's tight, puckered anus and began to carefully push it in. Despite the liberal amount of lube she had applied, she still met a lot of resistance. Her friend was still a virgin where her ass was concerned, and her asshole was much too tight for something as big as this. But she persisted.

Willow, meanwhile, was in hell. It felt like her asshole was being split in two, and she was howling and screaming behind the gag. Christine reduced the pressure a little, but it didn't make a difference. Deciding to try a different approach, she pulled the plug away and put it down. Then she inserted her little finger into Willow's ass, which went in more easily. Then she used her index finger, which was a little more difficult, but still went in without much of a fight. As Willow wriggled in discomfort, she tried her much larger middle finger. That was unexpectedly difficult. It took her a couple of seconds, and the anal sphincter put up quite a bit of resistance. But eventually, she worked it in. That seemed to stretch it out a bit more, and she was able to insert her index finger as well.

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