Before helping Clare, help yourself

You are feeling like exactly that much of a cad today. But for now, you plan on playing along. "Ok, let me try to help" you say. You get behind her, snuggling your groin up next to the curve of her butt. You place your hands on her hips, grasping tightly through the fabric. You can't help but grin mischievously, dick hardening at the sensation. "Uh, what are you doing?" she asks from the other side of the fence. "Just getting in position to help pull you out. Ok, 1, 2, 3 pull!" you say, pulling weakly as she pushes her firm butt back into your semi-hard cock. Clare is still stuck at the end of your feigned attempt. "This isn't working, we need to try something else. Try to pull the fence apart or something!" she says. You aren't going to let the fun end that easily. "No, this will work" you say, pretending to be short of breath, "I know! I couldn't get a good grip because of your dress! Let me just..." you say as you quickly hike her dress up, revealing her tender areas.

"Milord!" she screams, voice higher than normal. You take a moment to admire your uncovered treasure. Clare has long, taught legs, somehat muscular from manual labor but not very, that lead up to wide, thick thighs. Her ass, though not as disproportionately huge as her breasts, is still large and supple, more than a handful per cheek. Light brown fur marks her pink entrance, nestled between the crook of her thighs. "You said you would keep me out of trouble Clare. Well, I'm feeling troublesome at the moment." Clare wriggles in the fence. "Hey, look, another time maybe sire? I'm stuck for fuck's sake!" she says, desperation increasing. Exactly, you think. The idea of having your way with the peasant while she can't stop you is getting you rock-hard.

"This is perfect" you say aloud "Before I enjoyed what the top had to offer, now for the bottom." Moving off to the side a bit, you press your meat against her butt while you move a hand to play with her. "Oh god" you hear her say as you start to rub her up and down quickly. You pick up speed, and judging by her response you would say that she finds this arousing too, if you didn't know any better of course. You dip a few fingers inside and begin thrusting in and out of her moist pussy with shallow, rapid strokes. You hear a repressed squeal come from the other side of the fence as her legs start to tremble, knees knocking together. Not letting up, you only go faster, making her squeal louder and even more high-pitched. A few seconds later, her pussy contracts around your hand as she begins squirting liquid all over. As she comes down from her orgasm, you pull your hand free. "Who is milking who now?" you ask with a smirk.

"Ah, who am I kidding?" you say, "It's still you milking me." You move back directly behind her, salivating in anticipation. You take a second to admire your handiwork. Her legs are still trembling weakly, moved together. Streams of her cum leak down in multiple directions on each leg, leading back to the vibrant pink of her inflamed pussy, wet hairs matted against the sides. Clare hasn't said anything for a while, only murmuring incoherently on the other side of the fence. You stroke your cock weakly, readying it for action. You step up and grab her butt, rubbing your dick lustfully between the cheeks in preparation for what's to come.