Trying Something New is a series of smutty stories I've been working on in which a post-Neverland Killian and Emma fall for each other and find various ways to explore their relationship. Lots of sex, role playing, and a few mushy moments here and there. But essentially smut.

Disclaimer: I own nothing from Once Upon a Time, though I really do think Hook and Emma make a sexy pair. Just sayin'.

3

Trying Something New: Captain Hook

(Emma uses a magic mirror to catch a glimpse into Killian's past, finding herself intrigued and aroused by his dark past. Rough sex, voyeurism, some non-con overtones.)

Emma knew the magic mirror wasn't a toy. Belle had given it to her after their return from Neverland as a gift in order to help her prepare for their upcoming return to the enchanted forest. Unlike the rest of the adults in storybrooke, Emma's entire life experience was in "the real world", and Belle thought the mirror might help her prepare.

So, she'd spent hours asking it to show her everything from the ogre wars and a day in the life of a (she couldn't help but roll her eyes) princess to her parents history, Regina's past, and Baelfire/Neal's history with his father. She asked about Ruby/Red and saw snippets of her life, including her eating her boyfriend (!) and meeting her long lost but insane mother. She learned that Grumpy fell in love with a fairy and had been decidedly less grumpy before things went sour. It was amazing, but soon her curiosity got the best of her.

She wanted to know about Captain Killian Jones. Since ironing out their issues after returning from Neverland, she'd been happier with him than ever and wanted to make the transition as easy as possible. What foods did he like back home? Had w always lived by the sea? Did he ever wear colors or had black leather always been his thing?

"Show me Captain Hook" she said, making the mistake of calling him by his moniker. And then she saw him. Not Killian Jones, the playful, loving pirate she spent her nights with- oh no. This was THE Captain Hook, still handsome as ever but cold, calculating, domineering. She saw him rip out a man's throat with his hook during a fierce battle. She heard him issuing commands to his crew in a way that brokered no argument. She saw him... What!? Did the mirror just show him (albeit briefly) screwing someone?

"Whoa, whoa, go back, mirror. Show me Captain Hook having sex."

She shouldn't do it, she knew. She wouldn't want him looking at her past. But now that she'd seen a second of it, she needed to see more. The mirror shimmered, and then the scene reappeared. He was on a bed in some sort of inn with a petite brunette on her hands and knees, and he was pounding into her while pulling her hair. An uncomfortable mixture of jealousy and arousal washed over Emma as she watched his muscled body straining while he chased his pleasure. He was completely naked, and there was a fine sheen of sweat covering them both. His grunts and groans filled the room as he snapped his hips against hers. There were tears in the girl's eyes, and for a moment Emma wondered if this was completely consensual. He let go of her hair and pushed down on her shoulders, forcing her to arch her back as he changed the angle and gripped her hip hard enough to bruise. That seemed to be enough to get the girl to cry out in pleasure, and whether she'd been into it at the start or not, there was no question she was enjoying herself now. "Oh Gods, Captain!" she moaned, fisting her hands in the sheets. He smacked her ass and grabbed her thigh, pulling her closer in a harsh move. His eyes were closed and his head thrown back, his jaw clenched and she could tell he was close. He didn't seem to care whether the girl was though, pushing her down a little more as he fucked her. With a growl he pulled out and came across the brunette's back, his release dripping down her ass. He flopped on the bed, then started to dress himself without paying the brunette a second glance. It seemed bizarre- he was nothing like that with Emma.

"Show me again, with another girl." She said. She felt dirty and wrong watching him fuck other women, but this was hundreds of years in the past, before she was even born, she rationalized. She couldn't really be mad.

And it was really hot.

This time the mirror revealed him sitting fully clothed at his desk in the Jolly Roger, sipping a glass of what she assumed was rum. There was a naked redhead on her knees in front of him, and he had his hand on her head as she sucked his cock. He didn't even seem that engaged, lazily pushing her back down on his length while thinking about god knows what else. There was a knock at the door, and a crewman entered the room, ignoring the obvious blowjob occurring not 5 feet from him. The girl looked about to stop, but Hook just pushed her back down on him and continued the conversation. As he talked, he stood up and began to more actively fuck her face, hand buried in her fiery tresses. The crewman excused himself, and Hook pulled the girl up, manhandling her ample breasts as he pushed her back onto the desk and she spread her legs willingly, though Emma could see some trepidation in her face as she gaped at his massive length.

Emma felt herself getting embarrassingly turned on. He was so rough with these women, compared to the passion and tenderness she saw with him. It was literally something out of a smutty romance novel, where rough sex and dubious consent were common. Laying back on her bed, Emma eased off her jeans and panties, and was only slightly alarmed to find herself soaking wet. Nobody had to know if she pleasured herself while she watched him. Her fingers began to travel down her body, her eyes glued to the mirror.

Killi- no, he was very much Captain Hook- dragged his hook down the redhead's body, leaving a faint red line on her creamy skin. She moaned, arching her back up off the desk as he stoked himself and lined himself up at her entrance. A dark smile crossed his face, then he slammed home, sheathing himself entirely in her without preamble. The girl's eyes went wide and she screamed, probably from a mixture of pleasure and pain. Emma knew from experience how big he was, but the girl apparently hadn't been prepared for it. Her hands scrabbled at the desk, but he just yanked her flush against his hips. "Too much, darling? You said you wanted it," he taunted. "You offered me anything to take you to the next port. Sucked my cock like you were dying for it. Said I could have every inch of you." He chuckled at that. "And now I'm giving you every inch of me. You changed your mind?"

"No," the girl whispered, turning her face in shame. He pulled out and thrust into her slowly, closing his eyes and savoring the feeling of fucking her. "Then I'm going to take you, my dear. And I'll make you scream, either in pain or pleasure."

Emma gasped a little, but continued to work her fingers over her clit as she watched. He was cruel, distant, utterly selfish. But watching him adjust the redhead and fuck into her without a care in the world for her pleasure was, well, downright hot. He'd kept his clothes on, just leaving his pants unlaced, but soon he dropped the coat from his shoulders as he picked up the pace. The woman thrashed a little on the desk, and he just kept adjusting his angle until he barked," Just like that, love. Don't move." Then he slowed down, thrusting deeply and pulling almost the whole way out, drawing out his pleasure. Emma watched his magnificent cock disappear into the redhead's soft pink pussy wondering if that was the view Killian had when he was fucking Emma. It was certainly an arousing one.

"Touch yourself," he commanded, nearly making Emma jump because she already was doing just that. The girl began to finger her clit too, and Emma could see the wetness coating where their bodies joined. "That's a good girl," he purred " I want you as tight and wet as possible."

"Oh! Oh oh yeeees" the girl moaned as she started to get close and Hook began to fuck her more forcefully. A minute later the redhead came with a cry, and Hook chased his release as she clamped down on him, burying himself deep inside her. He pulled out and pushed the girl back to her knees, and Emma watched in shock as she sucked his cock clean.

Damn. Who was this man? Killian Jones was passionate, forceful even at times, but never like this. Not with her. One more, she told herself. Just one more, and then she'd stop.

"Show me another." She told the mirror. Great, Emma thought, all this amazing magic and I'm using it for porn.

Emma saw a blonde girl tied to a bed. Her hands were bound, her legs tied to the footboard. She was moaning, and a man's head was between her legs, but it wasn't the captain's. "oh god, oh god, oh god" she whimpered.

"So, any change of heart, darling?" She heard Hook purr. "We can give you your release, if you just tell us where your father hid that magic flute." The girl shuddered and cried out," In the garden, there's a vault by the roses! Now pleeeeease! Please let me come!"

Emma chuckled. Sex as torture. That was a new one.

The man between her legs moved off the bed and drew out his cock, which wasn't as impressive as Killian's but still nothing to sneeze at. The blonde licked her lips and stared at him, hunger in her eyes. "Oh no, lass," Hook chuckled, "I'll be getting mine first." With that his coat was off, his vest and leather pants followed, and suddenly he was naked and on top of her, nipping at her already pebbled peaks. She got an eyeful of what Hook was packing, and gasped a little, whispering, "oh god, yes "

Emma picked up the pace on her clit as Hook rubbed his cock over the captive's drenched folds, eliciting a moan. He slowly worked his way into her, smirking all the while. But the girl clearly didn't care, her moans getting louder. She shook her head from side to side, dirty blonde hair tangling as she thrashed. "Oh, god, my father's gonna kill me..." She whimpered as the captain began fucking her in long deep strokes. The man who had been licking the girl, who Emma assumed was another crew member, was stroking his cock, then pushed his hard member into her mouth. She moaned long as low and began to suck him, clearly into all this bondage.

"You are a dirty little whore, aren't you?" Hook teased as he thrust deeper. "You wanted this, needed this. To be utterly filled up and used by pirates. Tied up and at our mercy. Choking on his cock while I claim any innocence you might have had. And you love every minute." He chuckled, "Maybe I should invite the whole crew in here to have you when we're finished." Her eyes went wide with terror. Apparently that was going too far. He chuckled again, lifting her hips up and taking her deeper.

Emma began to fuck herself with her fingers. It was so dirty, but so damn hot. She let out a moan, and felt herself getting closer as she watched the two men ravish the blonde.

"Emma, love, what are you doing?" She heard from the doorway.

"Oh my god!" She yelled, slamming the mirror onto the bed face down and pressing her legs together. "Nothing. Sorry. I was, I'm, um, a little pent up." She couldn't look at him. How long had he been there. How much did he see?

He glided over to the bed and picked up the mirror, far too quickly for her to intercept his movements. He stared at it for a good 5 seconds. Then looked over at her. "Emma, I'm..." He trailed off, a combination of confusion, fear, and shame on his face. "This was a long time ago, Emma, when I was a different man. I'm so sorry. But...Why were you watching this?"

His eyes travelled down to her hand, no longer moving but still buried between her thighs. He reached down to lightly brush his fingertips against her dripping pussy, then raised an eyebrow. "Were you...?"

"Shut up. " she said, refusing to look at him. "It was an accident."

"You were touching yourself... By accident?" He asked, a teasing glint in his eyes. He always could read her, she thought. He knew exactly what she'd been doing.

"I am not talking about this."

He brought her fingers to his lips and licked her arousal off them. "Love, if there's something you want from me, all you have to do is ask. Especially if it involves these sorts of things," he added with a wink.

"Could we not talk about this? Look, it was an accident. I stumbled across this stuff while researching the Enchanted forest. I guess I just got distracted. "

"You're not angry?" He asked, confused.

"Angry? No. Jealous, a bit, but this was before I was born, Killian. How could I be mad that you have a past?"

She saw him shift uncomfortably. "And, how I was doesn't bother you? That was Hook, Emma. He's still a part of me, but I promise he'll never control me like that again." He held her hand but noticed something strange in her gaze. Disappointment, maybe?

"Wait... Is that why you were watching?"

She couldn't look at him, too ashamed to admit that watching him fuck girls as Captain Hook had probably been the hottest thing she'd seen in ages. Not that she'd trade Killian Jones in, not really. But for a night...

"Emma," he started, using his hook to turn her face and smirking at how it made her shiver. "Is that what you want me to give you?"

"No, no, Killian. You're amazing. Please don't think I'm unhappy. It's just, it's a side of you I'd never seen."

"Emma," he whispered, leaning over to plant a soft kiss on her lips. "I'm yours. You can have me anytime you want. And any way you want."

Her eyes met his, staring into his crystal blue gaze. She licked her lips nervously, and his eyes flicked down for a moment before meeting hers again. "Oh God, I'm sorry. I love you. But, I want a night with the Captain, Killian. I want a night with Captain Hook."

He stared at her for a moment, then murmured "I don't want to hurt you, Emma. Captain Hook, well, he doesn't exactly make love. I don't know if I can do that with you. It's not right."

"I'm trying something new; i'm going to trust you. And, if it goes too far, I'll say so. I promise." She kissed him softly, then wrapped her arms around his shoulders to pull him against her. "And besides, if you do this for me, I'll owe you one." She winked.

He rolled her over on her back and kissed her neck, nipping lightly at her earlobe. "Tonight then. The Jolly. Show up at 7pm. Wear something you aren't particularly attached to."