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Kinktober Day 16: Ada/Rebecca/Jill, Double Penetration

Summary:

Jill and Ada and Rebecca are just some silly lil gals and I think they should be in a happy loving relationship together <3

Work Text:

Jill’s gorgeous beneath Rebecca, bare from the waist up, only covered in the boxers holding the light pink strapon in place, hard and silicone and drenched in lube. She knows she’ll need a lot of it for this, still unsure if she’ll be able to take the both of them.

Jill had insisted that they start off small, unsure of just what Rebecca could take. Ada had wanted to vouch for her, she’ll be fine, she’s taken bigger , but fearful of genuinely hurting her, she had also agreed they start small. Jill’s wearing something fairly long - just enough to ensure she won’t slip out easily - but thin enough to still allow room for Ada. Rebecca had insisted she could take more, but both Jill and Ada had shaken their heads. If you want more, we can switch out. But we start small , Jill said.

So now Rebecca kneeles over Jill, one hand on the mattress beneath them, the other on Jill’s chest, a thumb dragging over her collarbone and over to her deltoids, taking in the swollen muscle - well trained after years working for S.T.A.R.S.

“Ready?” Ada purrs behind Rebecca, pushing her chest flush against the medic’s back. Rebecca nods eagerly, shifting her hips up and beginning to move the hand from Jill’s shoulder to the toy before she realizes Ada’s already got it, lining the silicone up with Rebecca’s entrance.

She’s already wet - and with the lube added, it’s a quick fit. Rebecca sighs something satisfactory, eyes shut as she sinks down on the length, letting all seven inches fill her, stopping just shy of her cervix. It’s only slightly textured - Jill had suggested the friction of a rougher one would just make it painful with Ada beside her and Rebecca had agreed to that. It made enough sense.

“How’s that feel?” Jill checks in, not moving to allow Rebecca the time to adjust. The brunette smiles in return, opening her eyes as she begins to roll her hips into it, enjoying the sensation.

“It’s fine,” She laughs lightly, “You always worry so much about me, I promise I can take it.”

“We just worry about you,” Jill smirks back, pressing her own hips up to watch Rebecca squeak, gripping at Jill’s shoulder and falling forward. Behind Rebecca, Ada snakes a hand between the medic’s legs and finds her clit, slowly circling the wet bud while trailing kisses over Rebecca’s shoulder, following her torso as she leans down toward Jill.

“I’m not fragile,” Rebecca breathes lightly before turning back toward Ada, “Go ahead, I think I’m ready.”

“Already, Chambers?” Ada smirks, surprised but not at all displeased. Her own strapon’s been brushing over the backs of Rebecca’s thighs, inadvertently teasing the woman into what’s to come. “Sure you won’t hurt yourself?”

“I’m sure ,” Rebecca replies, nearly exasperated between Ada’s hand still working her clit and Jill slowly thrusting into her, easing her hips up with both her hand on Rebecca’s. The youngest leans forward further, exposing herself for Ada to take. “Just use lube, I’ll be alright.”

“Whatever you say,” Ada murmurs back, reaching beside her for the lube. She’s generous in coating the toy, squirts a healthy dollop before spreading it around with her fingers, sure to make the tip as drenched as possible.

In the meantime, Jill busies Rebecca’s lip with her own, pulling her down further until she’s laying upon the other, running a hand through the woman’s hair, brushing it from her face as their lips come and go between each other, lazy, slow kisses and nibbles of teeth on lower lips. It’s soft, and gentle, like how Jill usually is with Rebecca. Despite the fact she’s gentle now, though, Rebecca knows full well that she can be so much more than that.

She thinks about all the times Jill’s bent her over the mattress just to force her whole weight into each thrust, muscles tensing and flexing and overpowering Rebecca in ways that nobody else ever has. She’s made the woman scream from how hard she’s fucked her in the past. It’s the nice thing about Jill, she can be rough when she wants to, but never mean.

Ada, however. Rebecca ponders on her as she finally lines up to her entrance, right beside Jill’s strap. Ada’s almost always gentle, only harsh in corrective slaps to Rebecca’s ass and chest. She’ll have Rebecca dancing on the verge of orgasm for hours with nothing more than her fingers and her words, soaking harsh insults and sweet praise into her lovely little ears. Ada can be mean when she wants to be. She’s almost never rough, though. She knows how to use the least to get the most out of Rebecca. Where Ada lacks for in muscle, she makes up for in mentality and verbal eroticism.

Rebecca inhales sharply as Ada begins to push, slowly easing herself in beside Jill. She’s deathly slow with the initial penetration, watches as Rebecca slowly relaxes enough to let centimeter after centimeter of the head work its way in. Rebecca breathes slowly, tucks her head against Jill’s shoulder and lets every inch of the stretch wreck her body.

It’s not painful, but it’s certainly intense. Ada pulls out slightly just to spread around the lube and then pushes again, a hand on the base of the toy, the other on Rebecca’s lower back, brushing her thumb over the bottom of her jutting spine.

“That’s it, Becca, just relax,” Jill murmurs under her, hands in her hair, eyes glued to Ada, pupils blown in arousal. She’s gorgeous when she fills Rebecca like this, focused on her craft and without a doubt the most experienced of the three of them. Jill had been uncertain about Ada at first, distrusting of her when Rebecca had first met her, but she’s grown on Jill. They butt heads here and there, but their love for Rebecca always outperforms any small conflicts they hold between each other.

Plus, sometimes Ada lets Jill fuck the frustration out of her, and it’s more than enough to make up for it.

“Fuck, it’s… ngh …” Rebecca whines into Jill’s collar, panting and breaking into a sweat as the head finally pops in beside Jill, and then the length follows, still just as slow as the first couple of inches.

“Too much?” Ada asks behind her, pausing from her motions.

“N-No, not at all - “ Rebecca pants, turns her eyes back to look at Ada. “Keep going, it’s good… just a lot is all.”

Jill kisses Rebecca’s head tenderly, scratching her scalp with it. “You’re doing so good. Just a little more.”

And as Jill promised, two more inches is all it takes for Ada to fill Rebecca completely, fit snug beside Jill, stretching Rebecca out over the two of them. The medic still cuddles into Jill’s chest, breathing shakily, burying herself in the other’s breasts as if it would ease the sensation.

“That’s it,” Ada says behind her, patting the modest skin of her ass, “That’s all of it.”

Rebecca turns her head again, trying to crane her neck to see where Ada fills her, but she can’t quite get the right angle to see. She frowns. “Really? That’s it?”

Jill chuckles lightly under Rebecca, pushing her hips up just to hear the other gasp. “That’s it? You took both of us. That’s a lot .”

Rebecca slowly sits up, grinning as both lengths fill her deeper. Her eyes roll back, but not once does that smile leave her face. “No, no, it’s good, it’s just - I expected more of a fight.”

“Well,” Ada speaks behind Rebecca, grabbing her hips and hearing the other inhale sharply when her nails dig in, too. “You took it. Hardly any fuss, either.” Her right hand dips down to Rebecca’s clit again, slowly rubbing her before Jill reaches over for the Hitachi she’d gotten out, eager to see used on Rebecca just to watch her melt between the two of them like this. Ada spreads Rebecca’ folds, letting Jill situate the vibrator.

“Y-Yeah,” Rebecca smiles, eyes shut and blissed out, adoring the stretch of both of them, how warm their bodies are against her. Ada’s breasts against her back, hands on her pussy, another on her breast. And then the click of the vibrator and she’s bucking her hips, gasping and opening her eyes. “O-Oh - God - “

“Now, let’s see if we can’t make you come around us just like this.” Ada smirks into the shell of her ear.

Rebecca can’t keep the smile off her face.

“Yes, Ma’am.”

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