Yes.

You decide to move around to to face her while you milk her. She stirs a little when you move, and she raises her hand with the remote, as if warning you, although her facial expression isn't angry or annoyed, it's unadulterated bliss. You kneel in front of her, and she makes intense eye contact with you. Your hands find their way to her breasts again, but you slow down, and try to focus more on her pleasure than milking her effectively. "Is there anything I could do to make you more comfortable?"

She begins to breathe heavily, gasping as your fingers grope her. "Slower." she mutters, and you oblige, really drawing out every stroke of her tits. You kneel in front of her, watching her expression of pleasure. You yourself begin to breathe heavily, and Mrs. Juniper takes notice. She slows the machine down, and you begin to thrust slowly with your hips, begging for release, and once you finally are tipped over the edge, she speeds it up back to what it was when she first slipped it on, and you lean back, your eyes rolling into the back of your head as you shake the cup as you thrust into it. As your orgasm is in swing, she slows the machine again, drawing it out longer and longer. You finally recover, and sit up, to see Mrs. Juniper looking at you in awe, obviously having enjoyed making you cum so intensely. "I would very much like it if we could take a break." she says, and you nod; "Of course, ma'am. Anything you want". Maybe you're laying in on too thick, but it would pay to be on her good side. You loosen the bars around her tits and she gets out of the rack. "You may remove the milker if you wish." you are almost sure she is faking her nonchalance.

"I'll keep it on if you want me to". She blushes and looks away, "I... you may". She slows the machine down to a crawl, and at this speed it's really quite pleasant. She goes to one corner of the room and sits on a stool, her entire upper body slick with sweat, and milk still leaking from her tits, beads of it running down her tits and stomach. "Would you like me to do anything for you in the meantime?" you say, still kneeling on the floor, giving Mrs. Juniper your best doe eyes. She flushes red again, "I would like to ask you some questions, just to sate my own curiousity. However, you may not tell anyone what I asked".

You nod, "Of course". She gestures you to come over to her; continuing to try to tick her boxes, instead of standing, you crawl over towards her and kneel right in front of her, while the only sound in the room is the smacking of the cup on your cock, and the both of you breathing heavily. She takes a deep breath, "When I caught you and Charlotte by the lake, were you going to... have intercourse?". You shake your head, "No, Mrs."

She raises an eyebrow, seemingly not believing you entirely. "But you find her... attractive?". You nod your head, giving the honest answer. She can't punish your for this, surely. She does look satisfied with that answer. "What about... Lydia?". If only she knew; "Yes". She nods at your answer, "So, your... type? Petite, dark hair, rebellious... and small- uhm..." she doesn't seem to want to ask this question, or at the very least hear the answer. "Truthfully, no. I don't have a very specific type, Mrs. Juniper".

You shuffle closer to her, the milking cup now almost grazing her leg. "Recently, I find myself looking more at... curvy women. Long, delicious legs," your eyes drop down low on her body, as if to emphasise your point, "and big-" your eyes wander up, and Mrs. Juniper looks away again, subconsciously using one hand to cover her breasts, however half-assedly she does it. She coughs, and you stop, wondering if maybe you went too far. She stands up and walks behind you. You turn your still-kneeling body to her, wondering what she is going to do. She stands looking away from you, but reaches for the zipper on the side of her skirt.