Vote tally:

50% Ass Worship
22.2% Begging
11.1% Medical play
11.1% Watersports
5.6% None of the Above


Henry hadn't actually intended to derail the afternoon with sex. But when Regina had bent over her desk, shuffling through paperwork, her ass her looked so amazing that he couldn't help himself. He'd moved silently into the study, gripping the hem of her dress and pulling it up before she'd even realized he was in the room. She had gasped and laughed slightly before saying his name scoldingly.

It didn't phase him at all, he simply palmed the curves of her ass and groaned, "You're so hot," into her ear. She'd shuddered against him, and let him continue without further protest.

That was how it had started, and now he was on his knees behind her, his hands on her hips while he nuzzled along the lower edge of her ass, right in the curve where it met her thigh. He could smell her arousal, and if he had looked, he would see her knuckles were white where she gripped the edge of the desk.

He didn't look, though, too focused on stringing little nibbling kisses along the bottom curve of her ass. At the inner edge, just next to the thong he hadn't bothered to pull off, he bit more firmly and moved his jaw to roll the flesh between his teeth,

Regina sucked in a sharp breath at the pain, but pushed her hips back against his face, letting him know that it wasn't unwelcome. So he repeated the move on the other side, leaving a pair of matching red marks.

"Mine," he declared and slid his hands so he could press his thumbs over the marks, pushing hard enough that she had to brace herself on the desk and push back against him to keep from being shoved forward. She moaned, and Henry finally reached up to pull her thong down, ignoring it again once it was discarded around her ankles.

Using his hands splayed across her ass, he parted her, revealing the tight entrance and below that, her already glistening folds.

"Henry," Regina groaned, bending further forward over the desk and rocking back into his hands.

"You have," Henry murmured, kissing a trail to the top of her ass crack, "the most beautiful backside I've ever seen." Sticking his tongue out, he dipped down between the firm globes, licking down to just above the tight hole.

When he pulled back instead of going further, Regina let out a whine that sounded half desperate and half annoyed. Henry just chuckled, squeezing and massaging her ass with his hands, then slipping one between her thighs, fingers gliding through the arousal dripping from her sex.

She said his name again then, breathily, and shifted her feet further apart.

Henry was tempted to pull his hand away, to keep teasing her, but his own desire was too strong. As he rolled his fingers over her clit, he licked up her ass again, then back down, this time not stopping when he came to the tight rosebud of her ass. He licked over it with the flat of his tongue, then prodded at it, the muscle relaxing slightly under his tender assault.

As he worked, she relaxed further, and when he pushed forward, sliding his tongue into her ass as far as he could reach, she arched back into him and let out a keening moan, the sound alone nearly making him come in his pants.

Then he began to work in earnest, rubbing her clit with his fingers and eating her ass with enough enthusiasm that he could've been mistaken for a starving man. Her muscles relaxed further with his attentions, and if he'd been willing to take his mouth off her, he would've fingerfucked her. As it was, he wanted to enjoy her ass in the most visceral way possible.

She got wetter and wetter under his touch, her moans coming louder and faster, until finally she cried out, tensing and pushing hard into his touch. He felt her clit pulsing against his fingertips and her ass clenched around his tongue before she finally relaxed, leaning bonelessly across her desk.

Henry pulled away from her then, breathing deeply and nuzzling the smooth curve of her backside. "I love your ass," he murmured with a smile.

"I've… gotten that… impression," Regina replied through panted breaths. She lifted her head again, looking over her shoulder at him on his knees behind her. "Are you planning on doing anything with that before you release into your jeans?"

"Did you have anything in mind?" Henry asked, raising his eyebrows. Despite the orgasm that still clearly had her weak-kneed, she was looking at him like she wanted more.

Smirking, she replied, "Well you stretched my ass so nicely and got me so wet, it seems a shame to waste it."

Henry immediately began to pull his jeans open, shoving them and his boxers down. When he was naked from the waist down, he pointed out, "I don't have lube."

"I don't think we'll need it," Regina chuckled. "Sit back."

He did as directed, sitting on the floor with his legs out in front of him, leaning back on his hands. Regina stepped back and knelt on either side of his hips, and he brought one hand to his dick, holding it up as she sat back.

They both hissed a breath as she slowly sank onto him, the stretch tighter than usual as she had only been prepared with his tongue, not his fingers. The lack of lube didn't bother either of them, Henry's tongue having done a good job of slicking her, and if he didn't know better, he would've thought he'd done it on purpose, instead of just being that enthusiastic about eating her ass.

Regina began to move over him, moaning at the friction and bringing one hand down to rub her clit. Henry certainly wasn't going to last long, and if she waited too long to come a second time, she would lose her momentum.

"Fuck," Henry groaned, leaning further back so he could watch his cock disappearing into her ass as she thrust herself on him. The fact that he was fucking her ass while she was still fully dressed, right down to her high heels, turned him on even more, and he braced his feet so he could thrust up into her as she rocked down on him.

It didn't take long before he was warning her that he was close, and she doubled her efforts on her clit, rubbing hard and fast and grinding down on him. She tightened around him, pushing him over the edge, and the sensation of his release filling her tipped her over as well, her back arching deeply so her head rested on his shoulder as she shuddered against him.

"Fuck," Henry said again, vehemently, as he wrapped one arm around her waist, her silk shirt smooth against his palm. "That was…"

"Mmm," Regina hummed in agreement, smiling. "Yes, it was."

Turning his head to kiss her cheek, Henry chuckled, "Remind me to worship your ass more often."

Regina laughed as well. "You won't hear any complaints from me." She shifted her hips, not enough to pull off of him, but rocking against his lap a little. "In fact, I wouldn't complain if you wanted to continue doing so right now."

"You are horny today, aren't you? I like it." Henry pushed up against her, wondering if he could get hard again without having to pull out and feeling his cock twitch in interest at the challenge.

Yes, Henry hadn't intended to derail the afternoon with sex. But once he had, he wasn't particularly inclined to get it back on track again, either.