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Chapter 24 by crackjaw crackjaw

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She plays with his ass [Pegging](-50 Lust, +10 Suspicion)

Hannah took a moment to admire Ashton, looking both excited and nervous as he glanced back up at her, his bottom half completely naked and revealing his excitement. She savored the moment before finally breaking the silence by opening the lube bottle and pouring some on her hand. She felt the cold, thick liquid pooling on her palm before rubbing it all over her hand and fingers, completely coating them while grinning down at Ashton.

“Someone’s excited,” she purred before reaching down and playfully flicking at the tip of his cock.

“Hmmphh! Ah… Well, yeah…” He smiled anxiously. “I really want to…” He muttered, his voice dying down into silence as he left the sentence unfinished while looking away.

She grabbed his chin with her other hand and firmly pulled it so he was facing her again, still looking up, before she ordered him: “Stop mumbling, boy. If you want something, you have to ask. You have to say what you really want.” She teased a lubed fingertip around the head of his cock, making him shiver. “So tell me, what is it that you want me to do?”

“I… I want you to touch you, and… And I want you to touch me,” he mumbled, his face growing red as he spoke, even as she saw his cock bob up and down slightly, as if begging to be touched again. He reached up with his hands, to touch her shoulders, but she slapped his hands away.

“You touch me when I want you to touch me,” she said, her voice firm and broaching no reproach. “Hands on the couch, now, boy.”

He placed his hands back down, looking almost guilty for doing so, and the way he looked up at her, so submissive and yet horny, triggered something within her. So she reached down and almost matter-of-factly began stroking his cock with one hand. “That’s right,” she purred. “”I get to do what I want with you. But if you’re good… I’ll reward you. Isn’t that nice?”

Ashton let out a groan and squirmed as she jacked him off, the pleasure clearly distracting him. She grinned, enjoying his reaction for a moment before she slowed down her hand, deliberately stroking very slowly as she asked him, “does this feel good, boy? Tell me.”

“Yes!‘ The answer was immediate, and she could feel his cock throbbing in her hand, even as she slowed down her stroke even further, gliding her hand up as slowly as she could. Then even slower, painfully slow.

“Just ‘yes’? Is that all you can tell me about how you feel?” She teased.

“It feels fucking amazing! Your hand feels so good and I am so hard and- aaAAH!” He was interrupted by a moan of pleasure as she suddenly increased her pace and ran her fingers up and down his now slick cock, making wet squelching sounds that mixed with his cute moans as he squirmed on the couch, both hands gripping it hard to stop himself from moving them. Hannah felt herself getting wet while watching his reactions. She was clearly enjoying the power she had over him now.

“Alright,” she stopped teasing his cock and stepped back, still looking down on him. “On your hands and knees now.”

“Wh… What?” He gasped, taking a deep breath as he barely his is disappointment that it had stopped. She saw his cock bobbing again, and grinned, but she did not reach down and touch him.

“On all fours, on the couch, ass up. Now.” She crossed her hand, as if waiting impatiently. Ashton only glanced up at her quickly enough to understand it was an order he could not disobey. And so he dutifully turned around and got on all fours, exposing his bare ass to the world as he looked down at the couch, his breathing still heavy. Hannah smiled, admiring how round and cute his ass was, naked and trembling slightly. And below it, his cock was still hard and now a string of precum mixed with lube dripped onto the couch below. She felt herself getting more and more aroused as she put another helping of lube on her hand and spread it on both hands this time, getting them nice and slick before she crouched next to him.

“Good boy,” she whispered as one of her hands reached between his legs and began teasing his hard cock, tugging it up and down as well as running her slick fingers over his cock head, quickly drawing moans from Ashton. Soon he was breathing even harder now, on all fours and completely helpless as more precum and lube dribbled down, making a small pool on the couch.

“Anyone ever tell you that you got a nice ass?” She asked, teasing him. She slowed her hand movement deliberately after the question, making him impatient. His reply came quick.

“No! Ah…! Nobody ever… Uhnf… Told me that,” he gasped.

“Well, you do,” said Hannah. “You have a great ass.” And she emphasized her words by licking his ass cheek once, making him squirm in surprise. She tasted the salt of his sweat, felt the curve of his delicious body against her tongue and licked him again while jacking him harder with her hand, making him squirm again.

“Ahh! Thh… Thanks?” He mumbled.

She narrowed her eyes and let go of his cock before drawing her hand back and slapping his ass. She was strong still, and the slap echoed across the room as he yelped in surprise.

“Is that how you talk to your mistress? After she praises your body? Boy?” She asked, her tone low and menacing, before she smacked him again. His ass now had a red mark where she hit him, and he squirmed and yelped in pain before muttering.

“Sorry, sorry mistress! Sorry, I’m so sorry! Won’t happen again, wonderful, beautiful mistress!”

“Hmmph,” she grunted, a little disappointed that she didn’t have the opportunity to slap it some more. But she had to remember: baby steps. But she smiled, as she thought about what the next step would be.

“Alright,” she teased, one of her hands reaching down and sliding up and down his length, not quite jacking him off but teasingly playing with it as he gasped with pleasure. “That was a nice apology. And good boys get rewarded.” And with those words she began giving him the best handjob that she could, gripping hard and moving up and down while still brushing and rubbing against his head. His moans got louder as she did, and she smiled, enjoying his reactions.

And she was still keenly paying attention to his reaction as she started rubbing a lubed-up finger around his asshole. He squirmed and she felt him tense his body as his ass puckered up. “Shh, relax,” she instructed. “Don’t fight it, boy. Just enjoy the feeling and do as you’re told. Shhhhh.”

And she soothed him with her voice even as she rubbed more lube around the entrance. After the initial shock she felt his tension ease, helped by how good his cock felt as she teased him.

His breathing began to get faster, his cock hardening even more in her hand, and she took it as he cue to slide her finger in his ass, up to the second knuckle. He immediately gasped, “AaaAH!” and she felt him tense again.

“Shhhh, just enjoy it. Just enjoy it,” she whispered, leaving her finger in without moving as he teased his cock with her other hand. And by now he was too close to argue with her. So soon she began to move her finger back and forth as she jacked him off, helping him relax and get used to her. She felt inside with her finger as she eased him in, until she brushed against a small, firm area and was rewarded with a loud, higher pitched moan. She found his prostate.

“Ooh, you like it when I rub this spot?” She teased, focusing her finger on it now while she pumped his cock with the other. He started mumbling a reply, only to cut himself off with another moan. This fired her up more than anything, and soon she was feverishly moving both her hands while Ashton was moaning louder than ever before. She had never seen him lose control until this moment. But now he was moaning with abandon, any shyness in him obliterated by her stimulation, rocking his body back and forth in shameless abandon

“Oh god! Fu… FUCK!” He moaned. “Aannh…! Ah! I’m-! I’m gonna cum!‘ And she pressed hard against his prostate while squeezing his cock hard with her other hand for a second or two, before releasing it. And cum spurted from his cock, making audible splatters on the couch with each spurt. And after each spurt he moaned and his body tensed, overcome with the intensity of his orgasm.

It was the hottest thing Hannah had seen. And she couldn’t stop herself from sliding a hand inside her panties and teasing her rock-hard clit as she admired what she had done. God, she was going to have so much fun with him. And once she had an actual strap-on? Fuck!

She came on the spot, as she watched Ashton’s own orgasm subside and him collapse on the couch, sweaty and spent. He was still so absorbed in his own sensations that he did not even notice his girlfriend cumming as she looked down on him, her breaths coming in sharp hisses as her body shivered. But when he finally opened his eyes, Ashton noticed she was sweaty and her cheeks were flushed with excitement as she leaned in for a kiss.

“Did you like that?” She asked, her tone soft and gentle again. A little concerned even.

“That was…” He gasped, took a deep breath and closed his eyes. “Damn… I don’t even know what that was. Ah… I mean… It… It felt amazing… But…I… I was a little caught off guard, you know?”

“Sorry,” she whispered while putting a hand on his back and rubbing it gently. “When I get dominant like that, I… I get a little carried away.”

“I… Didn’t do anything to make you feel good though,” he said, concern in his voice.

She smiled and shook her head. “You did amazing. I… I really liked it.”

“Oh.” He blinked. “That’s… Good. I’m glad we both enjoyed it then.”

And he smiled at her, such a cute smile she couldn’t help but hug him hard, squeezing the breath from his lungs as he wheezed, before she relented. But he still welcomed her body against his, and the two cuddled on the couch after their efforts, both exhausted in their own way, but also smiling in blissful post-orgasm satisfaction. And for a moment, they felt as close as they had ever been.

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