Fingers, to start

Passing over the toys for now you kneel behind Kelly on the blue rug. One knee between her calves and the other outside, your waist is just higher than hers, her rounded ass presented to you. The rug is soft against your bare knees, soft as Kelly's ass as you reach out and stroke up from her thigh. "What a mess you've got yourself into."

Kelly laughs, faking nervousness, "ah, what are you doing Jenna? Please help me, I don't want to stay stuck here!" She begs you. You rub the tips of your fingers gently over her thong covered crotch and Kelly lets out a gentle moan, echoed slightly inside the machine. "Miss Doe, please if you get me out I can do anything for you?"

You play along, "Kelly, it seems I can take what I want right now, be a good girl and I'll help you out when I'm done with you." You squeeze her ass with your palm as you slide your fingers down to rub against her clit from the other side of the material.

She moans, "oh, ah, yes Miss, what are you going to do?" Her body responds to your touch even as she feigns confusion. Presumably she'd been waiting for you for a little while as the barest touch and her thong has started to grow wet. You gently pull it aside to expose her pussy, waiting for your attention. She gasps as she feels the air on her sensitive opening.

You gently part the lips and slide your middle finger in, making her hips twitch in a very cute way in response. She feels warm and wet against you. Kelly moans gently as her pussy squeezes your finger and you start to slide your middle finger in and out of her by bending it, your hand still resting on her plump and peachy behind. You feel her gently quiver and from inside the machine quietly, "please... more..."

You continue your motion unchanged, "Did you say something?"

"More fingers, please Jenna,"

You smile "ask nicely Kelly,"

She gently moans inside the machine, "please Miss, please, please put more fingers in my little pussy, please fuck me with your hands, please!"

You smile and slide your index finger inside of Kelly's warm and waiting hole, it happily squeezes you as Kelly moans in the machine and you start to pump faster, your palm leaves her ass and you use your other hand to grab it and hold her in place. With the thumb of the hand you have inside her you reach down to stroke her clit. She lets out an appreciative moan.

As you thrust you hand faster you pull her hips back and forth with your other hand, sliding her onto you and making her useless little skirt swing in time with the motion. As her individual moans blend together into a perpetual noise you slide a third finger in and with some rapid thrusts bring her over the edge, her pussy clenches on your fingers and her hips quiver as she screams out, back arching as much as she is able in her confined space before she slumps again. You gently pull your well lubricated fingers out of her and she gasps.