Yes/Chad/Offer to go on a date with your sister Emily
"I think maybe we should go on that date I promised you. Like just a regular old brother sister kinda thing. If you want to. What do you sa- er, want to do?" you correct yourself, careful to not let the ring force her into it.
"What, like, tonight?"
"Yeah."
Emily grins and glances down to her backpack, pursing her lips trying to hold back an excited smile. "Maybe we could... see a movie. Yeah. That'd be fun."
"Cool. After dinner then. We'll go see what's playing at that cheap theater across town."
"Okay!"
The two of you head inside and you spend as little time as possible wrangling your other siblings so you can start sorting out dinner right away. You want to have plenty of time at the movies with Emily, if only to spend some quality time with her. Despite your desire for some normalcy, you are in no way above using the ring on Gwen to make sure she'll stay home to look after Bree in case mom is late again. Gwen is grumpy about it but compliant. It's the least she could do for you, honestly.
You churn out a stack of grilled cheese sandwiches by 4:30 and are already cleaning up the kitchen by 5:00. Emily still needs time to get ready for your date and you wait as patiently as you can downstairs for her. Bree helps you clear the table which is a little unusual for her but she's been buzzing around you ever since you got home. She's at least more discreet than yesterday, waiting for everyone else to leave the room, when she yanks you down to cutely whisper in your ear, "I want you to pee on me."
The urge to unzip your pants right then and there is so strong that you'd think she had her own ring around her finger. There's just something magical about your otherwise perfectly innocent baby sister asking you with her sweet little high pitched voice to do such a depraved thing to her that makes your balls tighten and the hair on your neck stand up.
"Not right now," you whisper in return, patting her head. "Maybe later."
Bree scowls and sulks then wanders away, likely waiting all day for her chance to ask you that. It's then that you decide to pocket the ring again. If you really just want to spend time with your sister then you don't want an errant question screwing up your date with her. You've done more than enough damage in the day you've had this thing. Maybe you can pretend to be normal for a night.
When Emily comes down a few minutes later she's wearing a dark navy dress. It's short but not too tight, still flowy and fun, coming to a few inches above her knee with a built in sheer overlay that goes two inches lower to help tease her thighs. Little white stars dot the transparent fabric allowing them to float over the navy dress. It's probably the fanciest and most grown up thing that she owns.
That said, it's still pretty plain looking with a high and rounded neckline and simple wide shoulder straps and is less impressive than it could be since she has no real figure to help her define it. If anything it screams "tweenage birthday dress" moreso than even "middle school prom", but it still looks nice. As an extra touch she has put on some bold red lipstick and brushed on a hint of eyeshadow. You wonder if she borrowed that from mom. But overall, at best, her efforts have only helped her to look her actual age as opposed to what her nubile features normally suggest.
"Hey, look at you!" You walk closer, looking her up and down.
"Ready!" Em announces proudly, stopping at the bottom of the stairs and beaming with joy.
"You sure are."
Reaching out, you brush her hair away from her face which she has left down. Your sister suddenly looks anxious when your fingers get close and she draws a short gasp of air while she tries to glance at what your hand is doing as it moves along the side of her head. But you take great care to avoid her ear while brushing her hair back, circling the tips of your fingers around her head and down her neck before finally placing your palm on her shoulder, atop the strap of her dress. "You look great, sis."
Emily blinks, letting out her held breath before peering up at you nervously and smiling. "Oh. Thanks."
You squeeze Em's shoulder and share a long look before you slip your hand away. Your sister gasps again when you do, just a little, and you notice her head tilt to one side, her shoulder rising, as if expecting you to nuzzle her cheek with your hand. Or perhaps her ear.
It's all very subtle, but it's not hard for you to read your sister, so that look that crossed her face was telling. But all she looks is embarrassed once your hand is at your side again and she realizes what you weren't trying to do, let alone what she wanted you to do. With jittery fingers she repeatedly hooks her hair behind her ears then adjusts the strap that is in no way out of place on her shoulder, her cheeks blushing and eyes darting as she draws another breath to calm herself.
"You good?"
Em nods then rubs her hands over her hips as she sports a silly grin, the eager tween nearly bouncing on her toes. "Uh huh! I just thought... We should go, right? We don't want to be late!"
"For sure. Let's go."
It's a decent drive to get to the somewhat rundown, but cheapest, theater on the other side of town and Emily is bubbly all the way there. She's clearly nervous but equally as happy and can't contain any of it as her smile is radiant and her words clumsy. You don't blame her for breathing a sigh of relief and exclaiming "Finally!" once you manage to park and you can head inside together.
The film pickings are few but there are a couple of contenders. There's an action movie that you missed in the good theatres that you're sure she wouldn't care for, but she's leaning toward some mushy thing that you have no interest in. After some sibling bickering you split the difference and land on a predictable PG13 Hollywood comedy. Definitely a love interest in there, probably some frantic chase scene, and maybe even some titties if you're lucky.
It's only after paying for your tickets that Emily snatches your hand, holding it in hers. You suspect she was waiting for you to grab hers but she couldn't wait any longer. She seems embarrassed to have even done it, but she has to bite her grin down to pretend this isn't a big step for her.
She may have done some weird stuff with you yesterday, but Emily still hasn't done any kind of dating before, so holding her date's hand is a big deal, even if it's just her brother. But after you give her an approving smile in return it only takes a few seconds before she takes that palm-to-palm contact a step further and interlocks her fingers with yours. It's probably the least familial way you could hold hands with someone and the intention behind it even gives you a butterfly or two.
The two of you pace around the lobby hand in hand waiting for your theater to open, since the last showing still hasn't ended yet. You and Em quietly poke fun at some of the people you see wandering past then somehow start debating which is the best Charlie's Angel, your sis having binge watched some old TV shows recently.
Once your theater opens and is (very briefly) cleaned, Emily bounces forward with you in tow.
"Should we sit in the back row?" she asks coyly.
"You know that's where people go to make out, right?"
Em scoffs at you. "It doesn't have to be. We can do whatever we want," she notes, her own implication lost on her.
"Sure. Back row it is."
Emily peers down the seats of that back row from the aisle, looking left toward the center of the theater and right toward the corner. You could swear she wants to go right, but she turns left and plops herself a few seats in from the aisle, choosing a curious and yet inconspicuous spot.
Seated and ready well ahead of time, the two of you stare at the blank screen in the empty theatre, Em more nervous now than ever. After a few starts and stops of small talk, pointing out some of the weirder features of the sizable and dimly lit room, your sister can't help but bring it up again.
"Are you ever going to tell me what you did with my ear?"
"I dunno," you reply honestly. "Probably not."
Em glares at you and pokes your shoulder, demanding more. "Why?"
"Eh. You're still too young for that stuff," you note, pulling your older brother authoritative card on her.
"Chad! I'm 12! I'm not jus-" Emily catches herself shouting as someone else enters the theater, rapidly slumping down in her seat and lowering her voice before continuing. "You know I'm not a kid anymore," she notes with disdain, "so you don't have to treat me like one."
"I'm just saying that you shouldn't be thinking about that stuff yet. You don't even have a boyfriend."
"Yeah? Well I don't think you can do something like that to someone without explaining what you did."
"Alright. Tell me. What did I do?"
"I... I don't know. I woke up at, like, midnight, and... it's like I was so dizzy I didn't even know my own name! And my sheets..." she pauses, looking out across the rows to see where those people stopped. "They were soaked. I set my alarm to wake up early so I could sneak it all into the washing machine and take a shower but I woke up mom and had to lie about... but... but all you did was touch my ear."
Em cuts short her rambling train of thought, drawing a deep breath as she shifts in her seat, then anxiously runs her fingers up and down the side of her neck. It doesn't take much right now, virtually nothing at all, for her to get all antsy and twitchy, like she's just about to get in trouble. Her arousal is primed, a heightened baseline that never seems to go away, thanks to your comment earlier. She takes another breath then drops her shoulders, glancing over at you before pointing her eyes down shamefully at her lap, her hands rubbing her bare knees.
"You know you were touching yourself, right?"
Emily turns her head to you in shock then looks down and lifts her hands from her legs, as if she was doing it right then and didn't know. Then she realizes you were referring to last night. "Well... Yeah, that's what we were doing in there."
"Well that is how you give yourself an orgasm, so..."
"But it's never felt like that before," she insists. "I mean, I thought maybe I'd had one, one time, but now I know there's no way. Yesterday, that was definitely an orgasm. But like a crazy exploding roller coaster sorta thing. I know they're supposed to feel amazing, but..." Emily leans closer. Even in the dim lighting you can tell how worked up she's getting. "Y-you're the only one I can talk about this stuff with. Am I making sense?"
Taking some kind of pity on her, you lean close and whisper, "Do you know what a g-spot is?"
Emily tilts her head back and slowly begins to nod then quickly shakes her head no. "I've heard it before, but... not really."
"Well it's this one spot on a girl that's supposed to feel really good. But, like, not the clit. A different spot. Maybe you found it." You give an innocent shrug but follow it up with a grin. "Or maybe I did."
Emily's hand is now touching her face, softly stroking around her cheek and skirting down her jaw to her chin. She examines your features, her eyes blinking faster than normal, as if she was enamored by some spectacle. "You know... my g-spot?"
"Maybe. I'm just saying that maybe it's not in the same place for every girl. Who's to say where yours is. Maybe it's your ear. Maybe it's your tongue."
Your visibly horny sister, enraptured by the possibilities you're giving her, casually slips one of her fingers most of the way into her mouth and along her tongue, gently biting on her digit as you keep talking.
"Everyone's a little different, right? But what if you could pick? What if you could choose one part of your body that could make you orgasm, make you cum, just like last night? What would you want it to be?"
"I 'unno..." she mumbles past her finger, her lips perfectly still, her eyes locked to yours.
It's too fun to tease her like this, all hopped up and horny. You run the back of your hand over her bare arm, softly stroking her slender limb.
"Would you pick one of your arms?"
Em looks down, watching as you stroke her, then lifts her gaze back to yours, her head slowly shaking no.
"What about your neck?"
Rounding the top of her shoulder, you reach in through her hair and dance the tips of your fingers across the base of her neck. A visible shiver runs through her and she pulls her finger from her mouth, gripping the armrest of her seat. She waits for you to pull away before she smirks and shakes her head again.
"Well what about your lips..."
Lifting your hand up to her face, you methodically drag the back of one fingernail across her lower lip, corner to corner, then push your fingertip across her upper lip, back and forth, before stopping in the middle and moving downward, pulling her bottom lip away from the other. You swear you can watch her heartbeat accelerate, her eyes getting glassy, her breath shaky, while she hangs on every move of your digit around the outer and inner edge of her lips.
This delicate, sensuous exploration of your little sister is already more than you had been planning on doing tonight. You really had been thinking that this could just be a movie. But your escapades with Emily yesterday proved that you can't really control yourself. And you really don't want to stop now that she's interested in you and open to your advances. But it's way more than just that; she's already off the deep end, desperately waiting for the next place you might place your wandering finger. It would frankly be rude to stop.
But it's at this moment that the lights go out and the movie starts. No pre-roll or previews at the cheap theater, they just hit play. The speakers blaring to life startles Emily and she sits back in her seat rather stiffly, glancing around panickedly, as if someone caught you doing far more than touching her face. But there's hardly anyone in the room, perhaps a couple dozen people, just a few per aisle, most in the center, and no one else in the back row. Emily did pick great seats after all.
Take things slow
Fuck it. Put on the ring and get weird