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Chapter 18
by
PistachioMuffin
What should you do?
Turn around
With whatever thoughts you can muster, you consider the pictures Haley has of you. She probably has them saved elsewhere just in case anything happens to her phone. Given what she could do with those pictures if she so chose, it might not be the best idea to make her upset.
Scooting yourself down off the counter, you nervously turn around for her. You stiffen up as you feel a finger trailing down your back.
"Good girl," Haley purrs. She places her palm against you and gently pushes you down over the counter, bending you over. "Now wait here for me."
You angle your head to look back, watching as Haley walks over to her bag. She unzips one of the compartments and digs around inside, eventually pulling out...some fuzzy, purple handcuffs? Is that what those are? Seriously? Why does she have those at school?!
"Okay, here we go," she says, coming back over to you. She grabs one of your wrists and hooks the soft cuff over it, then does the same with your other wrist. Your arms are now shackled behind your back, albeit in a comfortable manner.
Growing even more concerned, you bring up the possibility of someone else coming in here.
"Oh, I already took care of that," Haley says. "Before I locked it, I put an 'Out of Order' sign outside the door. Nobody's even going to try coming in here."
Well, alright, that might prevent anyone else from catching you in this compromising spot. Still, what is Haley going to do to you?
You hear her kneel down behind you. She flips up your skirt, leaving your ass completely exposed. You feel a hand press against each of your butt cheeks. Haley pulls them apart, spreading them wide to give herself a better view.
Nobody's ever taken such a close-up look at your private parts before. This is so embarrassing!
"Oh my god, it's even more gorgeous than I dreamed it would be," Haley says, practically salivating at the sight.
Your body shudders as you feel something wet and warm touch against the front of your pussy. Haley's tongue flattens out against you, licking its way up the entire length of your lower lips and across your asshole.
Haley slowly pulls away, savoring the moment. "Holy fuck, you taste so good," she says.
She goes right back to work giving you a thorough tongue bath, your body continually twitching from the stimulation. This is the first time someone's ever licked you down there before. You never imagined it would be in a situation like this, but it definitely isn't the worst thing in the world.
After a short time, you notice a change in Haley's pattern. She's left your vagina alone, choosing only to focus on your ass now. Her tongue covers your anus in spit, circling around the rim, pressing down and licking hard, enjoying your taste in several different ways. You wiggle around as you feel the tip of her tongue start poking inside of you. It feels all wet and slimy. You've heard about people using their butts during sex before, but you've never stuck anything in your own. It's...a strange feeling. You're really sensitive down there. It's not...bad, though...
The heat of Haley's breath is only amplified by the tenderness of your butthole. For a moment, that warmth leaves you as she goes back to her bag. You hear the rustling of her digging around inside of it, followed by a click. You wonder what it was. The sounds of Haley's footsteps draw closer as she returns to her spot behind you. Suddenly, you feel a chill against your anus that causes you to clench.
"Sorry, was that cold?" Haley asks, chuckling a bit. "It's okay, just using some lube so I'm not hurting you."
Wait, lube? She's planning on doing more with your ass?
You gasp as you feel one of Haley's lubed fingers slip into your butt.
"Mmm, it's so hot inside of you," she says. "Just relax and try not to tighten up, alright?"
Haley's finger slowly slides in and out of you, rubbing against the walls of your rectum. It's an unusual feeling, but the more she does it, the more you're getting used to it. After a while, you feel the pressure increase as she inserts a second finger, stretching you out even further. She adds more lube and ups the pace of her action, getting your ass accustomed to being used for sexual pleasure. Once you're stretched enough, she puts a third finger inside. You fidget atop the counter, the sensation in your ass consuming you.
"Oh yeah, you're feeling it now, huh?" Haley says. "I think you're about ready for the main event."
You feel her fingers slip out of you, leaving your ass feeling empty as she goes back to her bag again. She removes another item from her backpack, and you hear her skirt shuffle. The click that you assume represents the closing of the lube container reaches your ears again. She's coming back over to you. Feeling something large press up against your butthole, you look over your shoulder.
Haley looks excited as could be. At her waist, a strap-on dildo pokes out from beneath her skirt. Red in color and partly transparent, the soft, silicone toy is about seven inches in length, looking like a decently-endowed human penis.
"It's too bad that fence stole your virginity from me," Haley says, offering a playful sigh. "I guess I can settle for taking your other virginity, though. Not that I mind. If you haven't noticed, I'm really into anal."
Worried over the size of the toy cock, you tell her you don't know if you can do this.
Haley puts her hand on your rear, giving it an assuring rub. "Shhh. It'll be just fine. I'll go slow, so you just relax, okay, baby?"
Your breathing is ragged as the head of the lube-covered dildo prods at your anus. Up until a few minutes ago, you'd never had anything put in your butt before. There's no way this will fit!
Haley pushes harder, and you feel your walls stretching as the tip glides its way in. The girth is only slightly more than that of the three fingers she was using earlier, but it feels much bigger somehow. Your mouth hangs open as she grabs your waist and inches the dildo in further.
"There we go, you're doing great," she says in a comforting tone.
With just a couple of inches inside so far, Haley starts to gently move it in and out, getting your ass used to its size. It hurts a little, but the lube is helping a lot. It's not as bad as you were expecting.
Haley takes her time, gradually pushing further into you as she pumps her waist. Before long, you're taking four inches—over half of the full length. You try to keep your anal muscles from clenching, allowing the silicone to slide in and out of you with ease. This...isn't terrible. Actually...this feeling...you're kind of starting to like it. Maybe it's because Haley did a good job of stretching you out beforehand, but this feels pretty good.
You find yourself panting, your clothes sticking to your skin from the sweat as your ass is filled with more of Haley's strap-on. She keeps working her way in further, taking advantage of your weakening resistance. In time, you feel her thighs slam up against your ass as all seven inches of the dildo are able to fit within you.
"You took the whole thing, baby," Haley says, her breathing heavy. "I'm so proud of you."
Wrapping both hands around your waist, Haley increases her rhythm as she begins to pound your ass. You moan uncontrollably, fully giving in to the pleasure. You never thought something so big would fit in your butt, but it's in there all the way, and it feels so damn good. You feel the urge to reach down and play with your pussy while Haley pumps into you, but your cuffed hands make it impossible. Luckily, Haley is there to oblige you. Leaning over top of you, she reaches down and grabs a handful of your nether regions, rubbing your clit furiously as she goes.
"I knew you'd like this!" she teases you. "Come on, baby, cum for me!"
Haley's really going to town on you, both with your ass and your pussy. You can't hold on much longer. Your entire body quivers and you moan loudly as you're overcome by an orgasm the likes of which you've never experienced. Your love juices pour down onto the bathroom floor as your face falls flat against the counter, your heart thumping within your chest while you try to catch your breath.
You feel a weight on top of you as Haley drops down onto your body. She's out of breath as well. There's a wet feeling against the back of your neck as her drool drips down onto you, her strap-on still buried deep in your ass.
"Holy fucking shit, that was the best," she says. She gives your ear a lick, giggling to herself. "You and me...we're going to have lots of fun with each other from now on, aren't we?"
Well, seems you've got yourself a loving...stalker? You're honestly not sure what to make of Haley anymore. You're sort of worried that she has those pictures of you, but maybe you can appease her enough to get her to delete them? You'll see, you suppose. In the meantime, you might not mind a few more anal sessions like this. Maybe she'll even let you fuck her in that bony ass of hers. Now that you think about it, you really want to try it. Another day, though. Another day.
School's done for the day...
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Secret Desires
The Exhibitionist Within
You've lived on the straight and narrow your entire life, but everyone has things they keep to themselves. Yours just happens to be an urge to take a naughty risk, and maybe show off a bit.
Updated on Jun 1, 2017
by PistachioMuffin
Created on Jun 3, 2016
by PistachioMuffin
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- 46 Chapters
- 24 Chapters Deep
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