.....

Watching the light of the candles flicker upon Haley's bottom, you glance over at her trunk at the foot of the bed, then back at her. That little wildcat really had her way with you tonight. Actually, she's been in control ever since she showed you those pictures. This is the first time she's been so **** in front of you. Maybe...you could take this chance to get even.

You stroll over to the trunk and look inside. There's just enough light to make out its contents, and it's quite the sight. The trunk is filled nearly to the brim with sex toys. You spot the fuzzy, purple handcuffs she used on you in the school bathroom that one day, along with about half a dozen other pairs of varying colors. There are dildos, butt plugs, vibrators, even some things that you aren't sure what they are. There's a lot to consider, but for now, you think you know where you want to start. You grab two pairs of fuzzy handcuffs, their chains jingling a bit as you pull them out, and walk up near the head of the bed.

Leaning over the mattress, you take Haley's left wrist and wrap a cuff around it. You pull her arm out so that the other cuff reaches the frame of her bed, and you hook it onto one of the brass bars. You hear a murmur come from Haley's mouth. She's beginning to stir. As she opens her eyes, she notices the restraint on her wrist. Looking over, she sees you looming over her, the next pair of handcuffs waiting in your possession.

"Ooh, what's this? Are we playing some more?" Haley asks, sounding intrigued despite not being fully awake.

On a mission, you ignore her and cuff her right wrist this time, attaching the other end to another of the bed's bars. Haley's arms are now fully restrained.

"Oh, baby," Haley says, giggling to herself. "I wonder what's gonna happen to me."

The more she talks, the more you feel like Haley's commentary isn't going to be necessary here. Going back over to the trunk, you dig around and find exactly the thing you need. You return to the bed and bring your hands over her head, forcing a ball gag into her mouth. Met with a squeal of interest, you fasten the strap against the back of her neck, making sure she won't be doing any more talking for the time being. Heck, while you're at it, why not go the extra mile? You head over to the trunk and quickly come back with a blindfold that you slip over her eyes, taking away her vision as well. It's not like she would have been able to see much anyway with her head facing the mattress like it is, but if you're going to do something, you should do it right. Right? Right.

You take a step back and look Haley over. Her feet are bouncing off the mattress excitedly. You don't like that she's still got that much freedom to move. Making another trip to the trunk, you grab two more pairs of the fuzzy handcuffs. You cuff one around each of her ankles and attach them to the frame at the foot of her bed this time. With both her arms and her legs shackled, she's not going anywhere. Now...what to do with her?

You crawl back onto the mattress and get on your knees between Haley's legs where her butt is facing you. You're not really sure what to do here, but...you're free to play with her however you want, right? Raising your arms up, you slap your hands down onto Haley's ass cheeks, drawing a muffled cry from her that you're fairly sure was one of enjoyment. You give them a good squeeze. There's not a lot of meat there, but it's still pretty squishy. You spread them apart, giving yourself a better view of her goods. Even without great lighting, you can see the pink color of her holes, and everything looks so smooth. This must be the sort of thing Haley saw when she had you bent over at school.

...At school, huh? Remembering that day gets you thinking. Taking a long look at Haley's butthole, you slide one of your fingers down along the outside of it. Her legs tense up, her cheeks squeezing together in response. You've got an idea. With an impish smile, you hop down from the bed and return to her trunk. It's got to be around here somewhere...aha, found it! You climb back onto the bed and get right back to where you were before, only this time you've got Haley's bottle of lube with you.

The cap makes a clicking noise as you open the bottle up. Turning it upside down, you exert some pressure onto the tube, forcing out some of its contents. The lube drips down onto Haley's ass, the coldness making her jump a bit. Once you feel you've got enough, you set the tube down beside you and use your hand to direct the slick substance upon Haley's skin down to her asshole. You massage it around the sensitive rim, the lube coating your fingers as you go. With her squirming and the little noises she's making, you can tell she's feeling it. The outside feels really soft, and slippery too thanks to the lube. What about inside, though?

Your tongue poking out playfully from the side of your mouth, you press down on Haley's butthole with your index finger. The slick digit eases into her opening. Haley arches her head back and moans into the ball gag as you enter her ass, your finger sliding in all the way to the base. Wow, what is this feeling? It's so warm inside of her! Her anal muscles tighten around your finger, squeezing down on you. You curl your finger within her, putting more pressure on her inner walls, to which she responds with a muffled whimper.

Urged on by Haley's reactions, you start gliding your finger in and out of her. Haley's ass relaxes around you, welcoming the penetration. You twist your finger as you go, driving the full length of it in with every thrust, and Haley pushes back against you as much as she can with the limitations of her handcuffs.

Haley's rear is having no trouble taking your finger inside of it. Recalling what she did to you last time, you remember she began adding fingers to stretch you out further. Following her example, you attempt to shove your middle finger inside along with the other one. It goes in with surprising ease. You pump into her with two fingers now, and it goes so smoothly that you're very soon tempted to add a third. You decide to give it a try, pushing your ring finger in as well. To your astonishment, even that slips in without much resistance.

You drill your three lubed-up fingers into Haley's ass repeatedly, drawing moans of pleasure from your shackled friend. Honestly, she's stretching out so well around you that you wonder if you might be able to fit your entire fist in. She did say she was really into anal back then; you never gave it any thought until now, but that probably means she's been doing things with her own ass as well. If that's the case, maybe you should find something a little more...accommodating for her.

Pulling out of Haley, much to her dismay, you scramble off the bed and back over to the trunk. You dig around in there again, looking for something that catches your eye. As you're shoving things around, one of them abruptly starts to vibrate. Hey, you recognize this thing; it's one of those wand massagers they sell at stores. You flip the switch you accidentally activated, turning it back off. That thing really had some power to it. You can see why it's in here. Setting it aside for the moment, you keep digging through the collection of toys. You go further and further down, all the way to the trunk's bottom. There, your eyes widen.

Grabbing hold of a squishy object, you give it a good yank and pull it out. This...is the biggest damn dildo you've ever seen in your life, even in pictures. Dark purple in color, the mass of silicone must be as long as your arm, if not longer. And the girth...holy hell the girth. You try to wrap your fingers all the way around it, but you can't. This is like the kind of dick some mystical monster would be packing, certainly not a human. If something like this would fit in Haley's scrawny ass...could it?

A devilish grin spreading across your face, you take the giant dildo, and the massage wand just in case, and hop back up onto the bed. As you drop down to your previous position between Haley's legs, the heavy dildo slaps onto her ass, making room for itself between her cheeks as she yelps in surprise. She may not be able to see, but Haley knows this weight and texture. Shaking her head adamantly, she speaks unintelligible protests through the gag in her mouth.

Well, she's never listened to your complaints before, so it's only fair you ignore hers, right?

You take the lube container and squeeze a plethora of the substance down onto the front half of the dildo. Spreading it around some, you stand the toy up on its base and work the lube all around the head and a good portion of the shaft, making sure it's thoroughly coated. Once you feel the beast is ready, you squirt another generous glob of lube down onto Haley's asshole, just to make sure she's all set.

Haley is actually trying to pull free of her restraints now. Rather than earning her pity, however, it's only making you more excited. You haven't seen her all nervous like this before. After everything she's done to you, it doesn't get much better than this. Now seems like a good time to try this bad boy out.

You press the very tip of the dildo up against Haley's hole. She scoots forward as far as she can in response, trying to get away. You're not letting her escape, though. You mirror her movement, bringing your knees up against her thighs to keep her in place. Lining the dildo up with her butthole once more, you give it a little push.

Haley lets out a squeal of surprise. The head didn't go in, but she sure felt it trying to. It is a bit on the big side; you probably shouldn't have expected it to go in so easily. That's fine, though; you've got plenty of time. You give it another push, feeling it inch forward a little. Haley's grunts would seem to indicate that you're making progress. Still, shoving on it like this doesn't seem like a great strategy. Maybe you should try a different approach?

Holding the fat dildo in place, you start working it in using a screwing motion. You twist the toy back and forth, hoping this will help stretch Haley open enough to fit it in there. As you carry on, you notice that you're able to see less of the head than before. It's working! You keep at it. Sure enough, you can see the rim of Haley's asshole stretching wider, gradually accepting more of the thick object. You're really glad no one else is home, because no one would have been able to sleep through the noises Haley is making right now.

You keep applying pressure, pushing the dildo in further bit by bit. Then, just like that, you see Haley's asshole contract some, tightening down around the toy's lubricated shaft. The entire head has disappeared within her, swallowed up by her backside. Haley is panting in front of you, her face flat against the mattress. Holy shit, that huge thing actually fit inside of her ass! That was only the head, though. You wonder just how much more might be able to go in there. The hard part is done already, right? Maybe the rest will go more easily.

After giving Haley a brief rest, you continue twisting the toy into her butt. Haley scratches at the bed, whining through her gag. You may have gotten the head past her tight opening, but getting it in deeper proves to not be simple either. Slowly but surely, however, you're doing it. Another inch slides in, then a second. Haley pushes herself up off the bed, trying to adjust the inside of her ass to its new addition. As yet another inch of the thick hunk of silicone is taken in, Haley's front drops back down to the mattress, her ass elevated by your knees. She sounds nearly breathless from the endeavor. You can only imagine how it must feel for her to have her ass filled like this.

You've made enough room in there for now. Grabbing the toy tightly, you pull back on it, watching as the rim of Haley's asshole is brought back a little with it. You slide it out up to the base of the head and grab the container beside you, squeezing another load of lube onto it. You slather the lube all over the dildo's shaft, and then gradually work it back into her, taking pleasure in the moan you **** from your friend's mouth. You pull it out and push it back in again, repeating the process. With each time, it gets a bit easier. Haley's ass is getting used to the large insertion.

The sounds Haley makes every time you push the toy cock back into her ass are giving you a perverse sense of enjoyment. You've got a good rhythm going now. This dildo wasn't the only thing you brought along from her trunk, though. Taking the massage wand, you turn it on at a medium setting and slide it under her waist, placing the head up against her clit. Haley cries out with bliss. She wriggles around in front of you, unable to keep her hips still with that electric sensation upon her shaved pussy.

Oh, she likes the feeling of that, huh? Well then, you're guessing she'll love the feeling of this.

Continuing to plunge the dildo in and out of Haley's ass, you crank the massage wand up to its highest setting. Haley screeches through her gag. She grabs at her sheets, losing control from the intense feelings below her hips. Oh god, look at her squirm! This is amazing!

Her breaths becoming rapid, Haley grows quiet for a moment before letting out a howling cry, her body shuddering as it's overcome with ecstasy. Haley flops down against the mattress, her skin covered in a layer of sweat. You keep the massager and the dildo in place for a time, letting her come down from her fierce climax. Her movement lessening considerably, you finally turn off the battery-powered toy. You toss the massage wand aside, and then start working the large dildo out of her rectum. Slipping out a little bit at a time, you soon see the edge of the toy's head. Once the thickest part is out, the rest slides on out with a plop.

You look down at Haley's gaping asshole, admiring your handiwork. As much as she's played around with you lately, the girl had this coming. You slap your palm against her butt cheek, but you get no response. That's odd. Crawling down from the bed, you look her over. Vital signs seem fine. She's not moving, though. Did she...pass out? She did! Damn, Haley won't be forgetting that orgasm anytime soon, will she? You chuckle a bit, feeling oddly proud that you were able to do all of this to her.

As you look around, an alarm clock catches your eye. It's super late. You're feeling okay right now, but you have a hunch the need for sleep is going to hit you hard pretty soon. You should probably get home.

You're not without a heart, though. You'll pack Haley's sex toys back up and free her from the handcuffs, maybe even tuck her into bed before you go. If her parents come in to check on her before she awakens, nothing will seem out of place. The only reminder of the night will be the lingering feeling in Haley's ass when she's left walking funny tomorrow. You actually hope she comes by to visit you, just so you can see it for yourself.