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The Punishment of Sissy-phus

by BangBear

Joanna woke softly, well rested despite the previous night. A slight shift reminded her that her son was still clinging on to her from behind. She smiled, happy to have him home again. She shifted her hips around to check if he was still inside her, but no, he'd definitely slipped out at some point while they slept. The dog yawned quietly, then slowly opened her eyes towards her alarm clock. A little bit past 10. Pretty late for her, normally, but it was the weekend, and the special occasion of Trevor being back to visit. She set aside time for this and already let the office know she wouldn't be there for a few days. She trusted them to not burn the place down in her absence.

She spent a few more minutes lazing in bed and enjoying the warmth from her son behind her. When the sun finally crept around the blind to hit her in the eyes just right, it was time to get up. Another yawn and she carefully peeled his arm from around her and sat herself up. She raised her arms up high, arched her back, and stretched her legs all the way out to work out all the stiffness from the night. Rubbing her eyes, she got herself up and walked over to her attached bathroom for a nice shower.

She took her time, scrubbing every inch of her densely furred body until she was satisfied she smelled like nothing but her refreshing soaps and spa shampoos. She squeaked the knob off and toweled off, brushed her hair, and then wrapped it in a towel that matched her robe before returning to her room. Trevor had moved over and was sniffing her pillow.

"You're insatiable, Trevor," she said, walking over to him. She glanced at the clock, a little past 10:30 now.

"I can't help it, you smell good." He lifted his head and looked at her. "Damn, you showered? I wanted to smell you more..." He buried his face in her pillow and took another whiff.

She nodded her head. "I needed one after what you put me through last night." She sat at the edge of the bed and placed a hand on his head, scratching through his hair gently. "Trevor?"

"Mm?"

"Get down." Ger voice was gentle, but firm. It was a command, but one he wanted to follow. It would be good if he followed the command, so he did. He acted quickly, as if he was late, scrambling up onto his arms and then sliding himself out of the bed onto the floor. He almost fell on his face in his hurry to get down onto his knees. He looked up at her with expectation, his mom flashing a superior smile at him. She leaned forward and gave him another scratch on his head. "Good boy."

Trevor shuddered, his tail brushing the floor quickly. She could see his red tip poking out from its sheath. "Now, go fetch me two drinking glasses from the kitchen."

"Yup!" he said quickly, turning and scampering out of the room to accomplish his task. She chuckled to herself and opened her nightstand, her equipment set neatly like she left it last time. She pulled out the strap-on and set to putting it on, looping the straps around her legs and waist. Trevor's footsteps thumped closer and he opened the door in a rush. "Got 'em!" he said with a glass in each hand, stopping dead in his tracks at the sight of the tool Joanna had.

The firm, black silicone gleamed in the sunlight shining through the window, her hand on her cocked hip. "Good, those look like they'll be enough. Come, give them to me and bend over the bed."

Trevor's tail was still wagging as he followed her command again, trading off the cups and getting into position. She admired how he looked like that, his sack dangling low. "Good boy, you look good like that." She knelt down behind him and placed one of the glasses on the floor beneath him and the other close by. Her hands planted on his cheeks and pried gently with her thumbs, her son's pink hole making an appearance. "I ran out of lube, so we'll need to improvise." She leaned forward and pressed her tongue to it, then lapped at it slooowly. He tensed up for a moment, his body relaxing as he got used to the treatment.

"Aah..." He grabbed the sheets, tail hiked all the way up for her. One of her hands reached up to gently massage his sheath with her thumb and forefinger, steadily working him out from it. His erection grew downwards towards the glass, eventually his tip poking just past the edge. Her left hand transitioned to stroking his length with a feather touch, earning a gasp from him.

His ass was slicked by her tongue, the woman stopping and inspecting her work. It was good, but there was still more to go. Much more. This was just a precursor. Joanna gave her mouth a break and moved her right hand to his hole, running her middle finger around in a circle on his rim to tease her son. "Relax..." she instructed. He took a breath and released his tension, Joanna's finger sliding in gently once the resistance was gone.

She pushed in a few centimeters, then pulled back, only to push forward again and make more progress. He huffed on the bed, putting his nose to the sheets and sniffing the mix of their scents from it. She looked down at the glass, a smile crossing her lips again. A trail of his pre marked the side of the glass, spanning down to the bottom where it collected in a growing pool.

With her finger now as deep as she could get it, she worked on getting a second in there. Her forefinger prodded in alongside her longest finger. Up until now she'd neglected his sack, and quickly corrected that failure by returning her tongue to work. His legs tensed as she brought one into her mouth and sucked on it, her nose buried in his taint as her tongue rolled over the nut. "God, fuck, Mom..." Once she got her index finger all the way, she started rooting around inside him, looking for that one special spot.

"Ah!" he practically squealed as her finger ran over it. She smiled and let his nut fall out of her mouth. "Oh, you like it when I pet you... here?" She pushed down on it with both fingers, another moan escaping his lips as his tail wagged harder. "Yes!" he said desperately. She checked the glass again, he was spurting more of that clear, viscous fluid into it. It was streaming out from him now, constant and unbroken.

"Good, keep it up." She released her hand from his shaft and let it pulse and flex freely without her touch involved. "Fill the glass for me, like a good boy." Her mere words got another splash into the glass. "Nngh..." More wagging, more panting. She moved her left hand up to his perineum and mirrored the actions of her right inside him, rolling the first two fingers of each hand over her son's prostate from two different locations. Each cycle forced a surge of his pre out, like she was wringing a sponge.

Trevor was a mess, and if not for the glass he'd be making one on the floor, too. His mom just kept at it, occasionally giving his shaft a lick before returning to nuzzle his nuts. He'd shudder every time she did so, his cock desperate for attention. "M-mom, I need to cum!" Her eyes glanced over at the time again. 10:47. She'd been at it for about fifteen minutes now, and the glass was just half full.

"Not yet. You don't have permission."

"But I'm so close!"

She stopped dead. "Then we wait," she said, carefully removing her fingers from his taint, but leaving the ones in his ass as they were. She didn't want to risk further stimulation pushing him over the edge.

"Uuugh, don't stop, please! I gotta cum really ba- augh!" Joanna swatted his sack, interrupting his protest.

"Bad dog. Don't talk back to your mother." He whined and gripped the sheets hard, panting and groaning. It was tough for him to sit still, though. The desperate dog tested the waters and humped forward slowly, stealing stimulation from the edge of the bed and his mom's fingers inside him. She quickly rectified this, wrapping her fingers around the base of his balls and tugging them down.

"Bad dog! Stop moving!"

"Ah-ah! Okay okay I'm sorry! Stop stop stop!"

Joanna let him hurt for a few seconds longer to send a message before letting go. He slumped in relief and defeat. He wasn't cumming unless she allowed it, period.

She looked down at the glass. Despite his opposition, this bout of ball busting blew a batch of broth in the basin, filling it just over the quarters, and just enough for her to get started. Still, she waited another minute for him to cool down before removing herself from his rear, his tailhole gaped ever so slightly. She swapped the empty cup into position under him held up the occupied glass, now warm to the touch.

"Look at all this mess you made. Very good boy!" He turned his head towards her, tail wagging again at the praise.

"What are you gonna do with it?"

She chuckled, bringing it down in front of her strap-on and angling the toy down into the glass. The black silicone dipped into the fluid, Joanna able to get it all the way down to her hips with an inch to spare. It gleamed even brighter with his added homemade brand of personal lube generously applied as she pulled it out.

Trevor gulped nervously and turned back around. She set cup of pre down on the nightstand and grabbed his cheeks, parting them once more as she lined up the tip of the faux phallus with his butt. She inched forward agonizingly slowly until she made contact, Trevor getting ready for entry.

"Relax..." she guided, her voice soothing and warm as her hands moved up to his hips. It made it easy for him to do just that. She could see the tension leaving him, and once it was gone she pushed it inside. It glided in easily, the effort she put into prepping him paying off dividends.

"Ah, aaangh fuck..." he moaned.

"Almost, almost..." She watched the last inch of the toy disappear in her son as he squirmed on the bed. "Very, very good boy." He buried his face in the sheets again and groaned happily. Just then, Joanna heard her phone vibrating next to her. "Who- oh! Excellent timing!" She answered.

"Good morning, Honey! ... Oh, we're great. We slept in. ... Mhm. ... Oh, yeah, he kept me up, haha. I'm getting payback right now, actually. Here, I'll put you on speaker..." She tapped a button on her screen and set the phone down on the bed.

"What's up, kiddo?"

"He- hey, Dad," he panted. "Mom's fuckin' me. Nnngh!" Joanna pushed her hips forward, then started a slow rhythm. She removed her towel from her head and slipped her robes off her shoulders, tossing them both haphazardly behind herself somewhere.

"Ha, yeah it sounds like it. Had a good time last night?"

"Uuugh, yeah, we did. I couldn't sleep so I- aah!" A deep thrust interrupted him, Joanna speeding up. His voice steadily grew higher.

"So I-eaaah, Mom!" Another deep one, and hard.

"Sorry, Hun! Trevor's busy being a very good little girl. We'll call you back, okay?"

"Alright, you two have fun," he chuckled. "Love you two."

"Love you, Honey!" Trevor couldn't form words before his dad hung up.

"Now, back to you..." She leaned forward and pressed her weight onto his back, her heavy breasts squishing against him. Her hard thrusts bounced him against the bed as he melted into a moaning mess under her. She took hold of his hands, her fingers interlocking with his from behind. Trevor's legs came up off the floor, but she kept him pinned firmly in place on the bed. "Tell me when you're close," she whispered into his ear before kissing him on the neck.

"I! I'm!"

She slowed to a crawl, keeping him just at the cusp. "Ssshhh, it's okay. Calm down, relax, and hold it. You're not allowed just yet. Just a little longer." He breathed hard under her, drool soaking the sheets around his mouth. "Mom, please, I need it..."

"I know, sweetie. It's okay, you can last." Trevor whined under her. She dragged his denial out for minutes, kissing him and whispering sweet nothings into his ear. Eventually, the dog woman picked up the pace again, and her son practically squealed in pleasure. "You're taking it so well, like a good girl should." Him being called a girl nearly pushed him over the edge right there.

"Do you want to cum, Trevor?" she asked.

"Yes!"

"Do you need to cum?"

"Yes! I need it!"

"Hm... I don't think I believe you," she teased, slowing herself back down again. Trevor almost panicked.

"N-no! No please, I need to cum! Please, Mom! My balls hurt... please!" His desperation was severe, and she knew it, but she loved playing with her food too much.

"Hmph, then do it yourself." She stopped dead once again, laying off to the side with her head propped on her hand.

"W-what?! N-no! I-"

"'No?' You can't take care of yourself? You're a big boy, surely you can do that yourself."

He shook his head feverishly. "No! I need you to do it!"

"Oh? You need mommy to help you cum?"

He nodded. "I'm begging you! Really bad I need it!"

"Oh, you're begging me, hm? Well, in that case I might be able to help." She rolled back on top of him, Trevor's heart racing. "Say it."

"I need you!" She rewarded him with a thrust.

"And who need me?"

"I-" he caught himself, realizing what she really wanted to hear. "Y-your good girl!"

"Again." He repeated, and so did she. Again, and again, and again, and soon she rewarded his begging with a steady rhythm of her own volition.

"Aaahah... I'm almost...!"

"Hold it... hold..." This time she didn't slow her pace. She instead leaned in close and spoke softly into his ear as he barely held on. But hold he did, panting and groaning and writhing and drooling. He held long enough to satisfy Joanna, and so she let him go.

"Cum." One simple word floated into his ear and crashed into his mind, the brakes on his orgasm completely demolished by that one word. His moans filled the room, and two rooms over. His shaft expelled a violent pulse of thick seed again and again into the glass. Joanna kissed and praised him, feeling his entire body tense and flex under her, his hips rocking from his climax. "Good girl. good girl," she repeated, her own hips continuing to hump down against his prostate.

He felt a warmth envelop the tip of his shaft, the glass now overflowing with his cum with still plenty more left to eject. It might have felt endless to him, but it did eventually come slowly to its nadir, and he was completely, utterly spent. He lay on the bed, flat and limp under his mom's weight, still kissing him, praising him, and petting his head. "You did so good. Endured it for so long, my little Sissy-phus."

"Uuuuuhhhhhh..." he acknowledged. Joanna stood up. She could feel a warm wetness at her paws, and looking down revealed the pool of his cum around the glass. She smiled at her handiwork. "So much..." She slowly and carefully pulled herself out from him, then reached behind herself and undid the straps on the toy and tossed it onto the towel once removed. One more look at the clock. 11:19.

Trevor managed to roll himself onto his back and bring his legs up on the bed. His mother joined him there, straddling him and resting on him once again, but careful to spread her weight evenly between him and the bed. Her lips joined his, and they shared kiss after kiss in silence.