Dalliance with a Diapered Demoness (Patreon Exclusive)

This is a sequel to "Date with a Demoness". That story was mostly flirting and cuteness, this one is much more explicit. 

Anna parked her car in the pharmacy lot, raising an eyebrow at Lilith. “Shall we?”

“This really isn’t necessary,” Lilith replied. On her red skin, blushing appeared as a slight darkening of her cheeks. “I can always conjure whatever we need, so long as it’s related to sex.”

“I think you’re missing the point,” Anna replied. Pocketing her keys, she unbuckled, opened the door, and got out. “Are you going to come?”

Feeling flustered, Lilith got out, following Anna inside. They made a beeline towards the back, where incontinence supplies were both stored.

“Now, pick out your diapers,” Anna instructed.

Lilith’s blush deepened, her cheeks turning to a deep wine red. Looking over the aisle, she initially reached out for a package of unobtrusive, discreet medical diapers.

Before picking it up, she hesitated, turned, and instead picked the package of heavy-duty nighttime diapers instead, boasting both extreme absorbency and odor protection. Hefting the package, Lilith looked over at Anna.

“Good girl,” Anna praised, simply, taking Lilith’s hand and walking her towards the cash register. After a couple steps, though, she paused and glanced at the side display of various ointments and powders. Tilting her head curiously, she asked, “Can succubi get diaper rash?”

“Our skin is practically impervious to most mortal afflictions,” Lilith replied. “It’d take weeks, maybe months, to even notice a rash.”

Anna nodded and resumed walking. She timed her next comment so that they were just in earshot of the cashier, and she did nothing to keep her voice down. “And you’re sure they’re the right size for you?”

Lilith’s eyes widened and she glanced at the cash register, the tips of her wings twitching in concern. “They’re not- Er...”

“They’re not the right size?” Anna asked, stepping into line. “There were bigger diapers on the shelves, if you need them.”

Nobody in line looked back at her, but Lilith was sure that everyone had heard. “I… er, they’re the right size,” she conceded, finally.

Anna smirked, squeezing Lilith’s hand as they stepped forward in line, up to the next available register. Setting the heavy duty diapers on the counter, she also grabbed a tootsie pop from the display. Once it was scanned, she removed the wrapper and passed it to Lilith.

Feeling sheepish, Lilith put the sucker in her mouth, tasting syrupy sweet cherry flavoring as Anna politely declined a bag, took Lilith’s hand back in her own, and walked out the door.

Reaching her car, Lilith took the passenger handle, but it was locked. “Er, Anna?”

“What?” Anna asked, setting the diapers in the back seat.

“The doo’,” Lilith lisped over her sucker.

Stepping forward and clicking the fob, Anna opened the door for Lilith, waiting for the demoness to sit down. Once she was inside the car, Anna leaned in, took the seatbelt, and clicked it in place over Lilith’s lap.

“There,” Anna said. “Now you’re nice and safe.”

Lilith sank back into the seat, suckling her candy, unsure if she was feeling giddy or humiliated.

Anna’s home wasn’t far. A little, quaint house with a picket fence. Small, but plenty of space for one woman living alone. Anna retrieved the diapers from the back seat and gave them to Lilith to carry, fishing out her keys. “I’m going to assume that you know BDSM etiquette?”

“My safe word is ‘Saintly’,” Lilith replied. “But you really don’t need to worry about hurting me.”

“What sort of powers do you have?” Anna asked, curiously, as she unlocked the door.

“If it’s sexual,” Lilith said proudly, moving the sucker to the corner of her mouth. “I can do it.”

They stepped through the door, into a neatly kept living room. Anna pursed her lips, her own cheeks a little pink. “I don’t want to seem like I’m rushing, but-”

“I’ve done things you couldn’t imagine within minutes of meeting men,” Lilith said. “I won’t judge anyone for moving fast.”

It was true, but in all honesty she cared less about Anna’s propriety and more about her own building arousal. Anna was pushing her buttons in ways Lilith hadn’t felt in years.

“Then take off all your clothes and wait here,” Anna replied. “I need a few minutes to prepare.”

Lilith nodded emphatically, unzipping her pants without need for further instructions.

Anna stepped into her bedroom, closing the door. With nothing else to do, Lilith stripped naked, finishing off the remaining bit of candy on her sucker stick as she waited for Anna to return.

Five minutes passed, then ten. When Lilith was getting ready to knock on the door and ask what was taking so long, Anna finally returned.

Lilith gaped, whispering under her breath. “Oh… fuck me.”

Anna had changed her outfit. She still had the curly, golden hair and the cute button nose, but now her body was covered only with a tight, leather open bust corset that emphasized the curves of her hips and held up her naked breasts, matched by a pair of leather boots that came halfway up her thighs.

She didn’t have on any panties, or indeed anything except the corset, the boots, and a strip of black silk that was tied around her wrist.

“Come here, and let me put a diaper on you before you have an accident,” Anna said, her voice a teasing purr. “I think you’ve pretended to be a big girl for long enough.

The outfit was one thing, but it was Anna’s words that had Lilith almost drooling as she stepped forward, following Anna helplessly into the bedroom.

Unsurprisingly, her bed had been cleared off, leaving only a sheet, with several lengths of dark rope coiled off to the side, next to one of Lilith’s new diapers, unfolded and ready for her.

“Lie down,” Anna instructed.

Lilith obeyed eagerly. Of course the ropes would just be for show - she was strong enough to burst through any mortal restraint - but that was true of most kinky encounters. Besides, what she really wanted was for Anna to tape her into that diaper.

Anna slipped the black silk off her wrist, walking around the bed to where Lilith’s head was. “I’m going to blindfold you,” she said. “No peeking.”

Excited, Lilith just nodded again, raising her head so that Anna could tie the cloth over her eyes. It was pitch dark with the blindfold on, not letting through a single bit of light.

“Do you trust me?” Anna asked.

I don’t need to, Lilith thought. You’re not truly capable of hurting or restraining me. Out loud she said, “Yes.”

“I’m going to fill you up with a toy, diaper you, gag you, and tie you up so that you can’t escape,” Anna promised. “That’s what you want, right?”

“Yes,” Lilith said. “Please.”

“Good. Spread your legs.”

Lilith obeyed. She felt something cold and slick - rubber that had been coated with lubricant, most likely - press up between her legs, sliding gently inside her until it was firmly in place. Experienced with all manner of sex toys, she recognized the feel of a remote vibrator when it was inside her, and she had to stifle a giggle of excitement.

Next came the diaper. Anna slid it beneath her waist, taping it up snugly and running a finger around the waistband to ensure that the fringe would prevent any leaks. “There we go,” she declared, patting the front of the diaper. “No more pretending that you don’t need these. Now, hold still.”

Lilith expected to feel the ropes as Anna began binding her, but instead, she heard the cap of a marker get removed, and felt a little pressure on her diaper as Anna wrote something down on it.

“What are you doing?” she asked, raising her head, even though the gesture did nothing to improve visibility.

“Nothing you need to worry about,” Anna said. After a few more seconds, she said, “Roll over.”

Lilith obeyed, rolling onto her belly, and she felt Anna repeat the writing on the back of her diaper. “Are you writing embarrassing truths about me?” she asked.

“The back says, ‘Stinky baby’,” Anna confirmed. “Now, let’s ensure you aren’t going to go anywhere.”

Lilith giggled with excitement as she felt Anna take one of her horns, using it as a handle to move her head into place. She began binding the rope around the horns, tying a knot to each, and threading the rope back towards Lilith’s feet.

Feeling a trickle of moisture run down her head, Lilith frowned. “It’s wet?”

“No fussing,” Anna chided, binding the other end of the rope around Lilith’s ankles, pulling it tight so that she had to bend her legs up, trussed from foot to horn by the single piece of rope.

Anna continued to work, methodically, double checking every knot to ensure it wasn’t too snug or too loose. She bound Lilith’s hands to the head of the bed, bound her wings so they couldn’t spread, bound her legs so that she couldn’t so much as wiggle from side to side.

Had the ropes been strong enough to hold her, Lilith would have been completely, utterly immobilized. The thought of that was enough of a thrill to make her feel a bit lightheaded with excitement for what came next.

“Open your mouth,” Anna said.

Lilith obeyed, and felt a hard rubber ball get pulled between her teeth. Anna pulled the gag snugly around her head, clicked it into place, and finally pulled the blindfold free.

“If you need to use a safe word, snap your fingers three times,” she said. “Since your pretty little mouth isn’t much use for anything right now.”

Lilith nodded, as much as she could with her horns tied up so that her head was held back. A trail of drool running down her chin from the gag, emphasizing how helpless she was pretending to be.

“Now, you know what I put inside you, right?” Again, Lilith nodded, and in response Anna held up a plastic remote control. “I know you’re already dripping wet, and it’d barely take anything to push you over the edge, so I’m not even going to turn it on until I’ve decided that you deserve it. And only obedient little girls deserve rewards.”

Just tell me what to do, Lilith thought. Her heart was racing, and she was willing to do just about anything to earn the orgasm that Anna was promising.

“First,” Anna said. “I did a very nice thing for you today, and bought you those special diapers. I want you to use them for me.”

The demoness had been waiting for that, but she hesitated. Do I fight back? It would be more humiliating to be forced into it, but-

“I’m sorry, I wasn’t clear,” Anna said. “If you disobey, at all, then I take the batteries out of this remote and leave. Last warning. Fill your diapers for me.”

That was all the pressure it took. Blushing deeply, Lilith screwed up her face and puffed out her cheeks, working hard to be as obedient as possible.

Her bladder gave way instantly, flooding the crotch of her diaper with warm pee. As her padding began to swell between her legs, though, she let out an involuntary grunt and pushed, obediently forcing a tidal wave of solid mush into the seat of her diaper.

Lilith wasn’t human, and her biology wasn’t determined by the same limitations as mortals. Though she could hold it for days and only seldom truly needed a bathroom, she was similarly able to completely flood the diaper in one go, saturating the padding and packing it full with muck that was smushed forward and back.

It was good that she’d gotten the heavy duty diaper, because any less and it surely would have leaked. Even as it stood, the diaper was completely at capacity, loaded to the point where the tapes were struggling to stay in place, and she could feel it bulging and sagging heavily under the weight of her accident.

It was humiliating, and as she finished, she felt a rush of arousal that threatened to make her dizzy.

Then, Anna came in, making a show of pinching her nose. “Oh my gosh,” she said, loudly. “You stink. I can’t believe anyone ever mistook you for a big girl when you’re so good at filling your diapers.”

Fuck me, Lilith said, moaning into her pacifier, pleading with her eyes for release.

Anna wasn’t done yet. “And you want me to let you have your fun?” she continued. “When you’re in a smelly, heavy diaper? I’m going to need something from you, first.”

Lilith nodded so emphatically that it threatened to snap the rope that was keeping her head bound back. Anything.

“You said you could do anything related to sex,” Anna said, staring into Lilith’s pleading eyes. “So, I want you to make me cu-”

Anna was cut off mid-word with a gasp, as Lilith exerted her power. She didn’t need to move for this, she just needed eye contact, and that she had. Anna moaned Lilith flooded her body with phantom sensation, ethereal power giving Anna pleasure across her whole body.

Lilith was impatient, and she didn’t bother with foreplay. Keeping her eyes locked on Anna, she all but pulled the orgasm out of her, such was her desperation to please the woman who had her tied up.

Legs buckling, Anna sank to the ground, pure arousal rippling through her as she came harder than she ever had before, eyes rolling back in her head as the pure, concentrated pleasure rolled through her.

Even as ‘helpless’ as she was, Lilith still had power, and she was delighted to use it. Squirming in her loaded diaper, she waited for Anna to regain her senses so that she could get her reward.

It took a little while. Anna panted, as her thoughts regained some level of coherency, her voice a sultry purr. “That was… that…”

I’m good, Lilith thought.

“One more thing,” Anna said.

Seriously? Lilith’s eyes bulged with annoyance. She’d just rocked Anna’s world, she’d filled her diapers to the breaking point - what else was there?

“Break free of the ropes,” Anna instructed. “And spit out your gag. Then I’ll turn up this vibrator as high as you want.”

That… defeated the fun of pretending, but Lilith wasn’t about to complain. Straining her supernatural muscles, she pulled on the ropes and-

Nothing.

She frowned, tugging harder. They creaked, but no more than if she was a mortal girl held down by steel cable.

Lilith was able to spit out her gag, at least, and she did so, asking, “Wh-what?”

“Oh, didn’t I mention?” Anna tilted her head innocently. “I soaked the rope in wolfsbane and holy water before tying you up, and I painted angelic sigil on the front and back of your diaper so you’ll never be able to take it off. You wanted to be helpless, right?”

Lilith blinked. She hadn’t considered that Anna would know the ways to hold back a demon, but if that was true, then she truly, authentically was as helpless as she appeared to be - trapped, tied to the bed, in an absolutely filthy diaper. It was-

Raising the remote, Anna clicked it on. The vibrator inside Lilith whirred to life at full power.

It was Lilith’s turn to moan, so loud that the neighbors could hear.

Anna didn’t have any supernatural powers, but the orgasm that ripped through Lilith was just as intense as the one she’d just been served - powerful, all consuming, such hot pleasure that Lilith couldn’t even think for most of a minute as she rode it to completion, squirting into her diapers, adding to the mixture of juices contained in the overloaded padding.

Waiting a full minute, Anna turned off the vibrator, crouching so that she was at eye level with Lilith. “I’m going to untie you now,” she said. “But I’m not going to take off your diaper.”

Lilith swallowed. “O-okay.”

“I want you to be my smelly, helpless little hellspawn,” Anna continued. “And I don’t see any reason why we need to waste perfectly good, clean diapers on you when you’re just going to fill them up as soon as I put them on you.”

Fuck me, Lilith thought. “C-can you turn the vibrator back on?”

Anna smiled, raising the remote control once again. “That’s my good girl.”