Possible triggers: Anal sex

Honestly, out of everything that could have happened, Emma didn't expect this. A snide comment about her red leather jacket, a dismissive sneer at her drunken advances, or even a fireball thrown in her general direction were a much more plausible occurrence. Somehow Regina had accepted her advances and after much drunken fumbling on both their parts they made it back to Emma's apartment. It was hardly the most romantic situation, but still, when you've got Regina Mills naked and panting in your bed, it's best not to look a gift horse in the mouth.

"Well Miss Swan? What are you waiting for?" Regina licked her lips and looked up at Emma expectantly. The blonde swayed unsteadily before leaning down to kiss the brunette. It was sloppy and messy and more than a little drunk, but it was perfect. Emma forced her tongue into Regina's mouth which earned her a groan of pleasure. Emma pressed her body against Regina's and rolled her hips in the moaning brunette. Breaking off their kiss, she insistently pushed Emma's shoulders. "More." She panted.

Emma grinned and trailed her lips down Regina's throat. She spent a minute sucking on her pulse point, before Regina's rolling hips attracted her attention elsewhere. Giving a brief kiss to each of her nipples, Emma continued down to where her attention was most needed. Regina gave a sharp gasp as Emma trailed her tongue through her wet folds.

"Mmm, you taste so good 'Gina," moaned Emma in between licks. She brought her right hand up and gently rubbed at Regina's soaked entrance. With her left she began stroking herself, lightly playing with her sodden folds.

Regina thrust her hips forward at Emma's fingers. "Yes!"

Forcing two fingers inside her, Emma began a slow, teasing pace. "More!" Regina whined above her. Grinning, Emma pushed a third finger inside, and focused her mouth on Regina's throbbing clit. "Ah! Yes!" Regina began to thrust faster towards Emma. "There! So-More! I-please!" She gasped frantically, not able to form coherent thoughts anymore, she was so close.

'More huh? Alright,' Emma mused in her mind as she removed her left hand up from between her legs. Checking to make sure her fingers were soaked sufficiently, she hummed in excitement, and brought her hand up and gently circled Regina's puckered anus.

"Wait, what are you-!" she cut off with a sharp gasp as Emma forced her index finger up to her second knuckle, and she came. Hard. "EMMAAA!"

Emma continued gently suckling and working her fingers in Regina's throbbing sex. As her orgasm faded, Regina pushed Emma away from her. "Get away from me!" She pulled the bedsheets up to cover herself.

Confused and hurt at Regina's actions Emma sat up at the end of her bed. She sat there, looking like a kicked puppy. "I… what did I do wrong?" Regina blushed deeply and avoided eye contact with the blonde. "Please, Regina, I… I'm sorry? I thought you were into it…"

"Well I wasn't! Now get out!" Regina barked and Emma flinched.

"But it's my-"

"OUT!" Regina interrupted her with a wave of her hand, and Emma found her on the street outside in her underwear.

"Apartment." Emma finished lamely. She quickly looked around, but luckily no one else was up at this hour. "Shit, well, I can't go back to mom's place like this… Maybe Ruby's up?" She sighed before making her way to the Bed and Breakfast, hoping the brunette shifter would be able to help.

A few minutes later and Emma was desperately knocking on the door. "Ruby! Wake up!" She hissed, hoping Ruby would notice before-

"Shut up!" Granny's rough voice grumbled as she wrenched the door open. Her eyes widened at Emma's state of dress or rather undress. "What in the world are you doing here like that?!"

Laughing nervously, and a more than a little drunkenly, "Haha, hi Granny, is uh, is Ruby home? I uh, I need to um, talk to her and uh, borrow some clothes."

"What the hells happened girl?"

"I, well, that is, I um," the blonde fumbled for an excuse desperately, not wanting Granny to know about what happened with Regina. "I did um, drunk magic, yeah? And uh, my clothes went away! Crazy, huh!" Emma finished with a drunk grin.

"Magic?"

"Drunk magic!"

Granny stared at her for several seconds before sighing deeply. "Fine, she's up in her room," the older woman sighed and moved off. "Kids these, what with their 'magic' and their iPhones…"

"Thanks Granny!" Emma smiled and quickly ran up the stairs to Ruby's room. Bursting in the room she startled the lycanthrope from her slumber. "Rubes! Wake up!"

"I, what?" The lanky brunette rubbed the sleep from her eyes and took in her friends' appearance. "Whoa, what, why are you naked? And why do you smell like sex and…" Breaking off into an excited shriek. "You made a move on Regina finally!"

Blinking in surprise, Emma answered, "Yeah, but, I mean, how could you tell?"

Raising an eyebrow and tapping her nose, she grinned. "Werewolf remember? And you're face is kinda…" she trailed off and gestured at the mess that still glistened on Emma's face.

Emma blushed bright red and began desperately wiping her face with her hands. "Oh god, I'm so sorry! I didn't mean too I just, didn't have time to, well, clean up!"

Ruby giggled and waved it off. "Don't worry! Besides, how did you get past Granny?"

"She uh, let me in?"

Ruby let out a low whistle. "She let you into my room looking like that and reeking of sex?"

"Well, she couldn't smell me… Could she?"

"Duh, she's a werewolf too. Might be old, but a wolf's a wolf," deadpanned Ruby.

"What, do you think she thought I was here for a booty call?" Ruby's eyes flashed yellow and she flashed a toothy grin at the blonde.

"Well, are you?"

"What? No! Regina kicked me out, and I wasn't gonna go to my mom's place like this! She'd have a heart attack!"

The werewolf burst into laughter at the mental image of Emma showing up at Snow's door looking like a ragged sex fiend. At Emma's harsh glare she petered off into small giggles before turning serious. "Okay, okay, sorry. Serious face. Regina kicked you out?" She sat up cross-legged on the side of the bed and patted the space next to her for Emma to sit down.

Emma sighed and flopped next to the brunette, her clothing situation seemingly forgotten. "Yeah, I don't know what happened. One minute we're having great sex, the next she's kicking me out of my own apartment!"

"She kicked you out of your own place?"

"Yeah! Like, who does that?!" Emma gesticulated wildly. "I mean, okay, maybe I shouldn't have gotten her to try anal without having a talk about it first, but she didn't have to poof me out onto the street! She could have like, poofed herself home, or like, put me in the bathroom or something!"

Stifling some giggles at the thought of Emma being poofed to her mom's house in her state, she tried to calm herself. One of her best friends needed her help, and though the situation was hilarious to her, it was also quite serious. "Damn, okay, that sucks. Well, what happened, sounds like she wasn't a big fan of what you tried, huh?"

"I mean, I thought she was into it, she came so hard, and oh god Rubes, it was just the hottest thing I've ever seen!" Emma groaned deeply at the memory. "God, she was so wet, and she tasted so good! And the way she kept biting her lip and begging for more, just, uuuhh!"

"Yeah?" A dark pit of arousal flared in Ruby's abdomen at the thought of having the gorgeous royal begging for her.

"Yeah, well, she said she wanted more, and I already had three fingers in her, I didn't think I could fit more than that," Emma whispered and flexed her hand that had been inside the mayor. "I was working her clit with my mouth and I was keeping my other hand busy with myself."

A low moan escaped the shifter's lips, the scent Emma carried with her, and the descriptions were really doing a number on her. "You went down on her while you played with yourself?"

Emma grinned wickedly, "Yeah, she loved it. But, she kept saying more, so I thought, 'okay, let's get lefty in the game too', but she was already so tight in her pussy, so I figured there was only one other place to go."

Ruby was biting her lip and squirming in place. "Where?" She whispered heatedly.

"So, lefty was already plenty lubed up from myself, so I brought it up to her ass and started circling her puckered hole. She was so close, so I put my finger in up to my second knuckle, and then she came."

The lanky brunette sat up and sucked in a sharp breath, "You what?"

"Yeah, I took her in both her holes and she came like a freight train! Then she freaked and kicked me out! I mean, okay, I guess we should probably have talked about it first, but, god Rubes, it was the heat of the moment and it just felt like the right thing to do!" Emma groaned and turned to look at her friend. The werewolf was sitting ramrod straight and staring at Emma like she had two heads. "Rubes?"

Ruby stared at Emma before turning bright red and looking away. "Wow, jeez, that's uh, that's pretty extreme."

"Right! I mean, seriously, who kicks someone out of someone else's apartment!"

"What? No! I meant you!" Ruby looked over at Emma before blushing even brighter and turning to look away. "I thought was into some crazy stuff, but you, damn."

"Huh? What do you mean? It wasn't that extreme… was it?" The blonde stopped for a moment and slumped her shoulders. "I didn't think a little anal fingering was that bad…"

"Not that bad? Are you crazy! How did you even come up with that!"

"Well, I mean, I'm not into heavy anal stuff, but a finger or a toy now and again is pretty nice," Emma giggled.

"A toy?!" Ruby gasped. "Like, a Hot Wheels or a doll!?"

The blonde looked at her friend and snorted, "Man, I thought I was the drunk one! No, I meant like a butt plug or some anal beads or something!"

The shifter brought a hand up to her mouth and sucked in a deep breath. "What's a butt plug?" She whispered so quietly Emma almost didn't hear her.

"Huh? A butt plug is a butt plug!" At the brunettes wide eyes the blonde tried to spell it out as simply as she could. "Like, a small dildo with a flared base so it doesn't go anywhere?"

"What's a dildo?"

"Okay, now you're making fun of me!" Emma began to get mad. "This isn't funny Ruby."

Seeing her friend tense up, Ruby quickly replied, "I'm not, I just seriously don't know what those things are! Is that one of those things that this world has that us Fairy Tales don't have?"

Emma searched her friend's eyes and, though she was still very drunk, she tried to use her super power. "Whoa, no shit, you're being serious?"

"Uh-huh."

"Damn, well, uh, shit, you guys really don't have like, dildos, butt plugs, ben wa balls, anal beads, vibrators, or anything like that?"

Ruby gaped openly at Emma before slowly shaking her head no.

"Then I guess, anal isn't really a thing you guys know about either then?"

"God no! That sounds so dirty!" Ruby practically shouted.

"Shh, not so loud!" Emma turned to stare at the door, desperately hoping Granny wouldn't come check on them. The both held their breath for a full minute, but they didn't hear anything from Granny.

"Shit, right. But, seriously, that's a thing here? How does anything even, like, fit?" The lanky brunette made weird motions with her hands, obviously not understanding how it worked. "Does it hurt?"

"Well, yeah, I mean, it's not necessarily a regular thing, but it's definitely a thing," Emma tried to explain. "And, if you relax and use enough lube, then it actually feels quite nice. If you're careful about it."

"Wow that sounds so…. Perverted." Ruby whispered as she squirmed on her bed again.

"I mean, I guess if you've never heard of it, then yeah it would be nasty," Emma sighed. "That's why Regina freaked then? If it's not something that she knew about, then it probably really freaked her out huh?"

"Yeah, but like, what other stuff is there here?" Ruby squirmed again.

Emma snorted, "What, do you want a lesson on Real World Sex?"

Ruby sucked in a deep breath before slowly whispering, "Maybe."

AN: That's all for now folks! I decided to finally start publishing this story I've been playing with for a while. The whole thing is ultimately going to end up SwanQueen, RedBeauty, but there's gong to be some other stuff along the way. I've been a long time reader on the site and have another account I wrote on for a while. Ultimately I decided that who I was back then is not who I am now and felt that instead of changing the old account to just make a new one and start over fresh.

This is an AU, taking place after Neverland, but veering off into it's own thing. In this story Gold died and Neal lived, though he doesn't play a huge role in this story, he does show up and help things along. What I basically came up with is that the Fairy Tales and Disney movies we know very obviously don't mention sex or sex toys, so what if in FTL sex was just basic missionary and doggy style, with some oral for the adventurous folks? Emma grew up in 'our' world, so she's had a much more exciting sex life. This is when those two ideals clash! I'll post trigger warnings at the top of every chapter, but do more detailed ANs at the bottom (like this!) so as to not spoil the story too much. Anyways, I have a a few ideas about things I'm going to include in this, but also a whole lot of room to play, so if anyone has a fun idea they'd like to see included, drop a comment and I might just play with it too!

If you notice any glaring spelling and grammar issues let me know, I proof-read it twice, but I might have missed something!