Green-Eyed Monster

He pushed his finger into her dark hole, and all he got in reply was a long, horny moan. He kept pushing as he leaned forwards and said, in a low murmur, "I'm gonna fuck your ass now, okay?"

"Yeah," whispered his boss, all faked inhibitions thrown to the wind, "yeah, do it."

Unzipping his pants, he got out his hard dick, and with his thumb still deep in her ass, he pushed it between her pussy lips, coating it in the girly juices that were practically flooding from her opening. She moaned again and arched her back a little, lifting her head from the table and grabbing the edge of her desk so tight her knuckles went white.

"C'mon," she said. "Do it."

He did. He pulled his thumb out and immediately replaced it with the head of his dick, pushing until it was admitted inside her tight opening. Gods, he was really doing this. He was fucking his boss' ass, and it felt incredible. He was gonna cum. He was gonna cum just from the fact that he was fucking his boss, his amazing, sexy slut of a boss, in her amazingly sexy, slutty ass.

He stopped, taking a deep breath, just standing there for a moment with the head of his dick in that delightfully tight vice. He could do this. He just had to be strong. Keep himself on the edge, but not going over. Cumming would be even better after he'd given her the fucking she craved.

Another deep breath, and then he continued pushing. It was slow going, her tunnel reluctantly opening to him one inch at a time. But that was fine. They had time. And judging by the sounds she was making, they were both enjoying every second of it.

Finally, his hips made contact with her butt, and he couldn't go any further.

"Gods, I'm so full," said his boss, sounding almost disbelieving. "Your dick is so big, I love it!"

"Are you ready for the next step?"

"Hell yes!" she said. "Fuck my slutty ass, Anan. Fuck me hard."

He withdrew until only his head was left inside her again, and then pushed forwards. She pushed her hips back, too, meeting him with a hard smack. They quickly established a rhythm, and his boss started shouting her approval, but now that he was really doing it, the need to climax was quickly becoming overwhelming.

"I'm going to cum," he said, and as soon as she shouted her next "Yes!" he let loose, shooting his seed into the darkness of her ass. A squirt of juices from her pussy indicated that she'd crossed into an orgasm, too, and she shuddered a little before slumping limply across her desk.

"So... was that commanding enough?" he asked as he pulled his spent dick from her and tucked it away.

"I suppose," said his boss, her voice a little slurry still, "that there might be a position to lead this adults-only branch I've been thinking about opening up..."

"Sounds good," said Anan, walked over to the door, and opened it. His boss quickly got off the desk and pulled her panties up and her skirt down.

"I suppose I should come back to talk to you about that later? We can talk about the merchandise... figure out what our professional relationship should be like going forwards... and maybe get to know each other a little better?"

He gave her one last, exaggerated wink. She simply stared at him. Man, what a Halloween this had turned out to be. Best day of the year.

"See you Monday," he said, and closed the door behind him.

~*~

Halloween was not turning out the way Trey had expected. Usually he just locked himself at home, read a book, and refused to get near the door with a ten-foot pole. But this year, he'd been invited to a party, and his best friend had said that if he didn't go, he might as well take over for him as candy distributor to trick-and-treaters so that he might go, and while both sounded awful, going to a party sounded slightly less horrible than giving candy to kids.

Problem was, it was a costume party, because apparently that was the only party that existed on Halloween. So Trey had had to go out to shop for a costume. He knew he was going to look absolutely ridiculous, but he'd resigned himself to his fate, and was about to buy the first and best thing he found (a very unflattering pumpkin onesie), when a princess had approached him.

He was absolutely certain she was a real princess. Not one of those slutty Snow Whites or Cinderellas that strutted around on Halloween, no, she was a flawless gem in a one-of-a-kind dress, with a real tiara, the bearing of royalty and the greenest eyes he had ever seen on a living being. He would do anything for her.

So it felt pretty surreal (but in a good -- no, in the best way) when what she wanted from him was sex. And she didn't look even a bit less royal with her skirts all lifted up, her pussy bared -- even the butt plug she was wearing looked tasteful and precious (though it did make Trey just a little bit jealous of the dragon she was apparently saving herself for).

It wasn't easy to go back to real life when she was done with him, and he seriously considered going home and daydream about her for about a month, but she'd ignited a sort of devil-may-care attitude in him that was wholly unfamiliar but rather seductive (not unlike the princess herself). He suddenly realised how unfair it was that he could never look good, that his clothes always seemed a size off, and while before he might have thought there was something wrong with him, he was now absolutely certain that the clothes were the ones at fault. Well, he would stand for it no longer. He was going to get the best fucking Halloween costume, and he would go to the party, and it would be the best thing ever. Or the second-best thing, right after having sex with a bona fide princess.

Just then, a voice behind him asked "Can I help you with something?" and he nearly jumped out of his skin.

Be calm, he told himself. You're a cool guy now. And he turned around and stood face to face with a pirate... who apparently worked in the store.

"I need a costume," said Trey, and tried to be regal and commanding, like his princess, even though saying 'I need a costume' while in a costume store really just seemed stupid. The clerk seemed to buy it, though -- in fact, he was looking a bit like how Trey had felt when the princess had approached him.

"Of course!" said the pirate, snapping to attention. "Do you have any preferences?"

"Hm," said Trey, stalling for time, hoping an idea would come to him. It didn't. "I'm going to a party, and it needs to be perfect."

"Well, that shouldn't be difficult," said the pirate, which he probably said to everyone, even hopeless cases, "not with such a handsome devil as you."

Oh. Okay. He should probably start laying off all those negative thoughts.

"Just step into a changing room and I'll be with you in a moment. I've got just the thing."

A little while later, Trey was wearing a form-fitting suit with a spaded red tail snaking out of the trousers, a daringly red tie, equally red silk gloves, some really weird shoes that made his feet look like hooves, and the pirate was currently gluing a pair of horns to his forehead.

"There," he said when he was finished, stepping away to give Trey a very slow, very intimate look-over. "You look perfect. The red goes so well with your eyes."

"Thank you," said Trey, who had to agree. The horns looked like they really were growing out of his head, and the tail swayed when he moved his hips even a little bit. He really was a handsome devil. Though the suit was tight enough to broadcast quite clearly that he was also a horny devil.

Not that he minded. He usually would have, but his shy, self-conscious, fearful self seemed far away. Besides, it didn't hurt to see that the pirate's trousers were bulging too.

"You know," he said, slowly unzipping his pants, "I think at this party I'm going to, I'm far more likely to be going about like this. Does it still look good, you think?"

"Oh," breathed the pirate, licking his lips, "absolutely...! Although... maybe it would look even better... like this...?"

And slowly, while keeping eye contact the whole time, he got down on his knees, pulled Trey's hard dick out, and enveloped it with his lips.

"Wow," said Trey, looking down with a feeling of immense power as his dick disappeared further and further into the pirate's mouth. "Yeah, this looks really... really great."

And it felt even better. Unlike himself, the pirate must have been with many guys before, or perhaps (again, unlike Trey) he'd just gotten a lot of blowjobs himself and knew just how a tongue should be used for maximum effect.

"I'm gonna," Trey started, and immediately, the pirate pulled away.

"Fuck me," he said, still staring hard into Trey's eyes with that intoxicating look of adoration.

"You mean -?" Trey asked, and the pirate nodded, pulling down his pants, and turned around, presenting his firm buttocks and the winking hole between them.

"I've never," said Trey, trailing off before clarifying, "not with a guy."

"Good," said the pirate. "I'd be jealous if I wasn't your first."

Trey thought of the princess, with her buttplug, saving herself for some dumb dragon.

Well, he thought, lining his dick up with that puckered opening, I've got something better.

And then he pushed. The pirate gasped as the head of Trey's dick penetrated him, but then he moaned and pushed his hips against it, inviting him further and further in.

If watching his dick disappearing into the pirate's mouth had been mesmerising, this was positively hypnotic. The pressure inside the pirate's ass was intense, and it was so tight the advance was almost unbearably slow, but damn, it felt good. And the pirate was still pushing against him enthusiastically, clearly as eager as he was to reach as deep as possible.

"Oh yeah," he said, his voice hoarse, "give it to me; give me everything you got!"

And he did. He hammered his dick home, and then started fucking the pirate in earnest, holding on to his hips so hard he would surely leave a mark, pulling them together, pushing them apart, and then together again. The pirate was rubbing himself furiously, and before long he shouted "Cum with me! Do it now!"

And Trey came, deep within the pirate's ass, while the pirate in turn painted the changing room wall white with his own cum.

"Damn," said Trey, "that was... that was really great. But, uh... what's your boss -- or your captain, I suppose -- gonna say about the mess?"

"Screw the captain," said the pirate.

"I'd much rather screw you," said Trey.

The pirate turned around, and winked at him. "I'm game for another round."

"Good," said Trey. "I'd be jealous if I wasn't the next person to fuck your perfect ass."

Man, what a day. This was definitely not the Halloween he'd expected. And there was still the party to go to, later. If things continued at this rate, though, he was sure it'd be perfect.

~*~

Duri cried out as her roommate with benefits, currently in the guise of a dragon, pushed a buttplug into her asshole.

"This is mine, now," the dragon growled, pinning her down with an impossibly green stare, "and if I find out you've removed the plug, even for a moment, you won't like the consequences."

Duri nodded quickly, weary to anger this fiery beast.

"Good girl," said the dragon. "I'm going shopping now, but I'll see you at the party tonight, to claim what's mine. I think I should get a new strap-on belt, for double penetration, so I can really fill you up. And by the look of your gaping pussy, I need a bigger dildo, too."

"Uh," said Duri. The dragon patted her on the head.

"See you tonight, then."

Duri stared after her as the dragon pulled on some more clothes before slamming the door on her way out.

Well. That was one way to start the Halloween celebration. Not that she hadn't liked the breakfast sex. She liked her roommate/sometimes-girlfriend, even when she was a scary dragon. And she liked sex, period. She never said no when her girlfriend was in the mood for a round. But... and she hadn't really thought much about this before... but they never had sex because she wanted to. When she was horny, she just ignored it. Kept quiet. Or, if the need got too strong, she masturbated. She wasn't entirely sure why. It probably wasn't her girlfriend's fault, but... something about it was writhing in her stomach, like a jealous beast. Maybe it was her own fault, but why could other people say they wanted to fuck so casually, and not her? Why did she have to get all flustered and shy? It wasn't fair! Why couldn't she just go out and fuck someone?

Why indeed? They'd talked about one-night stands, and they were both fine with it. She knew her roommate had had some. But never her. Well. That changed today. She was going out right now, and she was gonna fuck someone. She just needed to shower and put on some clothes first.

She didn't usually dress up for Halloween this early in the day, but this time it felt like the only valid option. She needed to feel regal. Royal. Commanding. Her hand-made princess gown and gem-encrusted tiara gave her all of that, with the added bonus of making "promised as tribute to a dragon" sound like something out of a fairy tale, rather than something out of a madhouse.

It took her a while to decide where to go. Everywhere seemed risky. In the end she decided to go where she always went when she wasn't sure what to do, and went to the mall. Perhaps somewhere with more alcohol would've made more sense, or, hell, a hotel, but she liked the mall. It was her place.

And she got there just in time to avert a fashion disaster.

"Darling, no," she said to the man just as he was about to head to the till with an absolutely horrendous pumpkin onesie.

"Excuse me?" he said, in a way that indicated more than anything that he didn't believe she was really talking to him, and then he turned around, looked at her, and went slack-jawed.

He was handsome, as much as he was trying to hide it under layers of self-doubt and general dishevelledness. A pair of big eyes looked at her with obvious adoration from under an unkept mop of black hair. His clothes really weren't doing him any favours, either. She wondered if she couldn't get him out of them, though it might be too much of a challenge under the current circumstances.

"You're not buying that thing," she told him, indicating the onesie.

"Okay," he said. No protests, no arguments, just 'okay'.

"Come with me," she said, and started walking without checking whether he followed. He did.

She led him three stores over, to a place that sold furniture, and on to one of the extravagant beds on display in the back, in its own little mock bedroom. It was risky, again, but for some reason she felt safe. Like a Queen in her castle.

"What," started the man, and hesitated, starting again, "um, what can I do for you, your highness?"

Your highness. She liked the sound of that.

"Come to bed with me," she said, and while he did swallow audibly, he didn't protest this time either, and promptly they were sitting in bed, facing each other. He was still staring at her with those puppy dog I-would-do-anything-for-you eyes.

Duri lifted up her finely tailored princess skirts and looked just as intensely back at him. His eyes flitted downwards for the briefest of moments, just long enough to take in the fact that she hadn't bothered with any panties, before connecting with hers again, a crimson blush spreading up his neck, over his cheeks and all the way to the tip of his ears.

"I need a dick in my pussy," she said, which would usually have made her blush, too, but not this time. "I want it to be yours."

"Your highness, you honour me! I - I'm not sure I'm worthy..."

"You are," said Duri in a voice that would broker no argument. "You are my Knight of Fucking, and by royal decree, this is your sacred duty. I dub thee..." She paused, unzipping his pants and pulling out his member, tapping it gently on either side. "Sir Dick. Arise, Sir Dick."

And lo, his dick did rise, swelling up hard and big, and what could perhaps have been a moment of silliness was for them instead one of reverence.

As she shuffled forward to lie down comfortably, her knight spotted the golden plug nestled between the cheeks of her ass. He quickly looked away but couldn't help but comment on what he'd seen:

"Your highness really has a taste for fine jewellery."

"Oh, alas!" said Duri, touching the back of her hand to her forehead dramatically. "That is the seal of my compact with the fearsome dragon, who will only let my people be if I give myself to her. At nightfall I am forfeit, but until then... until then I will find all my knights, where so ever they may be, and have them fuck me. And now you, Sir Dick, will be my first."

She fixed him with her commanding stare, and he bowed low, a little awkwardly since he was sitting down, but with absolute reverence all the same, and straddled her hips, lining up his tool with her wet snatch. He looked at her, his whole face full of awe at what he was doing, and Duri couldn't help but chuckle at how sweet he was. Then, when he still hesitated, she gave him a regal nod.

He was still slow, gentle, and very unlike a dragon as he slid inside of her, and Duri hummed as she was filled up inch by inch, not unlike the sound of delight when sinking slowly into a hot tub. Her knight moaned and stared almost disbelievingly at the place their bodies connected, where his dick was gone completely.

"Mm, fuck," said Duri, closing her eyes and letting herself fall languidly back onto her pillows, "this was just what I needed. Keep going, just like that. Oh, and massage my clit."

At once a hand went to her button, touching her gently, running lazy circles around it, and listening to every little command she gave. Oh, this was the life. To have sex when she wanted, how she wanted, with who she wanted, and to top it all she didn't even have to do anything, she could just lie there and enjoy herself.

She lost herself in the motion of his hips, of his tool working in and out of her, in the slow rubbing of her most sensitive spot. Her eyelids fluttered, her eyes barely visible through the haze of long lashes, and then she gasped, tensing just the tiniest bit, holding her breath for a second before letting it out with a soft moan. It was as gentle an orgasm as the rest of the act, but it was just what she'd wanted. In fact, she hoped to have many more just like it. But first there was the matter of rewarding her subjects.

"You may cum now," she told her diligent knight, her voice slightly slurred, and rejoiced in how utterly he followed her command, shooting his load almost immediately. It would be difficult for her next knight to follow this act, but she was hopeful all the same. This was her day, she just knew it. When night fell, she would give herself to the dragon, but until then, the day belonged to her.

~*~

Una shot out of bed with a scream. She'd been having a dream - no, a nightmare, definitely a nightmare. There'd been a monster... and... but it was already slipping away. Something about eyes? No, it was gone... all she had left was her violently beating heart and... surprisingly moist panties. That was odd.

Well, she needed a shower anyway. She always needed a shower after a bad dream, and she had them surprisingly often. Well, not that surprisingly, perhaps. She was a bit of a wuss. Which, now she thought about it, was totally unfair. Why did she always have to be the scared one? Meanwhile, she was sure she'd never scared so much as a fly in her life. And why would she? She hated being scared; why would she inflict that feeling on others?

Except... she was really, really horny. It was starting to feel more like she'd woken up on the verge of orgasm than from being frightened. And... and she was jealous. She wasn't sure where the feeling was coming from, but it was no denying it. She wanted to do to someone what that nightmare had done to her. She wanted to be frightening. Exciting. She wanted to make someone scream.