Natalie woke the next morning with her tongue feeling like it had been dipped in dryer lint. She shifted slowly to sit up, wincing at the pounding in her temples. She was somewhere strange, on a bed she didn’t recognize. Her legs felt bare. She clutched at the light blanket, her heart pounding.
“Something happened last night.” Natalie struggled to remember. She and Kat had been at a club. The owner had called them over. She had gotten SO drunk. “I think Kat wanted to have a threesome with him?”
Natalie shivered at the thought, she didn’t like the idea of not remembering. “Kat wouldn’t have let him fuck me if I was out.” She thought, hoping that was a choice Kat had been able to make.
There were soft sounds coming from somewhere outside of the room. Natalie gingerly got out of bed, looking around for her clothes. As she did she felt an odd bulk between her legs. She flipped on the light to see she was wearing a pullup diaper. A pullup that was soaked beyond its capacity to hold liquid.
Horrified, Natalie tugged the pullup downward. She stopped though, realizing the alternative was to be totally naked from the waist down. A quick search of the bedroom revealed an attached bath but no clothes. She considered a shower, but then she’d be naked again. No way would she be able to put on a soaked pullup after getting clean.
As quietly as she could, Natalie crept out of the room, listening to see if she could hear what was going on. Or see if she could find any clue to locating her clothing. Down a hallway she heard something that sounded like Kathryn, and a male voice. The scent of bacon reached her nose and her stomach growled surprisingly loudly.
“If you’re up, come in and have breakfast!” The male voice again, that club owner. Natalie shrank back.
“We’re in here baby!” Kathryn called. “If you’re embarrassed about what you’re wearing, don’t be, we put you in it last night.”
Reluctantly, Natalie shuffled around the corner of the hall, blushing scarlet when Kathryn and Richard turned to look at her. Somehow she managed to blush even more when they looked down in surprise at the soaked pullup.
“Oh… you used it…” Kathryn said hesitantly.
“I thought she might.” Richard said. “Come eat, Natalie.”
“That’s okay.” Natalie said. “I um, just need to get cleaned up.”
“Your clothes are in the wash.” Richard said firmly. “Sit, eat breakfast. We’ll change you afterwards.”
“Change me?” Natalie stood in shock, horrified, more embarrassed than she’d ever been. “No uh…”
“Natalie.” Richard said in a short, commanding tone. “Sit down and eat your breakfast. I know you’re probably uncomfortable but we’ll take care of that in a bit.”
Cowed by the stern tone, Natalie took a seat at the table. Kathryn served her plate up with eggs, bacon, and French toast. She blinked at her girlfriend when she realized Kathryn was wearing a PVC bondage collar, complete with heavy metal ring.
“Oh, this thing?” Kathryn smiled and rattled the ring. “You might have passed out but Richard and I were still sober enough to have fun.”
Natalie nodded, focusing on her plate. She ate as quickly as she could, trying to ignore the cold padding of the pullup squishing around her rear. The sensation wouldn’t let her forget that she’d soiled herself, apparently twice, in front of a stranger. She squirmed on the pullup and tried to push away a flush of arousal. Her thoughts shifted to imagining what Kathryn and Richard had done last night. That didn’t help. She was getting wet in the pullup again, thankfully not from pee this time.
When she finished eating she looked up to see Richard and Kathryn staring at her expectantly. The embarrassment returned full force. She squirmed and felt a tingle in her sex as the soaked garment pressed against her.
“Richard has an offer to make us, both of us, but only if it’s both of us.” Kathryn said. “Please hear him out?”
“Um, we already said we would do a threesome.” Natalie said, feeling her nipples harden. She squirmed again, wishing that a pullup wasn’t part of what was turning her on. “Once I get cleaned up…”
“It’s a bit more long term than that.” Richard said. “The offer. I’d like to date you two for a while, under certain conditions.”
“Oh.” Natalie put her fork down and ducked her head. “We’ve only done that once… it was hot. This is all starting off so weird though!”
“Will you do it Nat?” Kathryn asked. “It’s kind of intense but it’s a really cool offer!”
“Intense?” Natalie looked up at Kathryn, then Richard. “The conditions are intense?”
“They could be thought of that way.” Richard said. “I would like Kathryn to be my submissive. I would like you to be submissive to both of us.”
“Ah.” Natalie wiggled a bit, until she realized she was rubbing her crotch into the pullup, forced herself to stop. “Um well, that would probably happen anyway. Um, Kat likes to sub and I uh… yeah.”
“True, but it’s a bit more than just a regular submissive relationship.” Richard said. “I have specific roles and types of play in mind for you both.”
Natalie wondered if she was supposed to respond to that. She couldn’t think of anything, it was taking a lot of concentration not to rub herself against the pullup some more.
“Kathryn would be my sub in a sexual relationship. There would be discipline, sex, she would be responsible for taking care of you in some ways, and so on.” Richard reached over and tilted Natalie’s head up by her chin. “It would be a 24/7, full time relationship.”
“But that…” Natalie looked at Kathryn.
Kathryn responded with a nod. “I want it. Last night was great, and like I said, the offer is really good.”
“What about work?” Natalie protested.
“That’s where the offer comes in.” Richard said. “I will take care of your expenses, more than take care of them. We’ll try a trial period of a month, and at the end of it you’ll both walk away with fifty thousand dollars.”
“Fifty…” Natalie’s eyes went wide, her arousal momentarily forgotten. “But, Kat, we’re not hookers.”
“We are not!” Kathryn said emphatically. “This is different. Richard is sharing his money with us, a little bit at a time. We can get out whenever we want. That kind of money isn’t a big deal for Richard. But it’s life changing for us.”
“And then after?” Natalie asked.
“If you end the relationship after, or before the month, then you return to your normal life, with some fun memories and a better bank account.” Richard said. “If you want to continue, then I will continue to share my money as Kathryn said, you’ll slowly get access to more and more of what I have as you become a greater part of my life. You’ll also continue in your roles and we’ll keep playing until we decide we are done with the relationship.”
“What’s my role?” Natalie asked.
“You would be a sub focused on humiliation play.” Richard said. It was such a casual statement that Natalie didn’t quite process it at first. “You’d be using garments like the one you’re wearing instead of the toilet most of the time, you’d have sex with us when we want you, and you’d be the most submissive person in the relationship.”
“I… what!?” Natalie squirmed, the arousal flooding back full force. Unconsciously she started grinding against the pullup again. “No, that’s weird. Why would you want…”
“A better question is why would you want it?” Richard said. “You are very turned on right now, and you are wiggling your hips into that soaked pullup.”
“No that’s…” Natalie froze, still flushed, almost panting a little.
Richard got up and walked over to Natalie, placing a hand on the side of her neck. “Your pulse is racing. If you weren’t in a pullup you’d be soaking your panties right now.”
“But I…” Natalie squirmed again, though she didn’t pull away from Richard’s touch. “this is weird! I don’t want, I don’t…”
Kathryn was by her side, kissing her. Natalie shuddered and then arched her back when Kathryn’s hand closed around her breast. “Do this for me babe.” Kathryn whispered. “Do this for us. You obviously think it’s hot.”
Natalie panted, confused and wild-eyed. Richard slid his hand down to Natalie’s shoulder and gently squeezed. “Right now my plan is to take you to a room and get that pullup off you.” He said softly. “Clean you up, and get you into a nice fresh one, so you can be dry and comfortable again. Tell me, does that turn you on?”
A soft moan escaped Natalie’s lips, she squirmed against the pullup again. “I… I…”
“That was obviously a yes, baby.” Kathryn said, siding a hand into Natalie’s bra. “I’ll come watch. And maybe we can put on a little show for our Master afterwards.”
Natalie squeezed her eyes shut, her legs around the pullup. She bit her lip, then managed to say, “Oh-okay.”
“Is that just for the dry pullup?” Richard said gently. “Or do you accept my offer?”
“I accept your offer.” Natalie whispered.
“If you really do, then say it louder.” Richard said. “And you should address me as Master.”
“I accept your offer, Master.” Natalie braved opening her eyes, looking up at Richard. She was rewarded by a caress from Kathryn that made her moan again.
“Good girl.” Richard said, smiling. “Now come with me.” He took Natalie’s hand firmly; she followed his pull away from the breakfast table.
The room she was led to was a typical looking guest room, almost exactly like the one she’d woken up in. The only difference was a shelf in the room with neatly stacked diapers and pullups, some plain white, many of them with colored patterns. On top of the shelf was a bottle of baby powder and another of lotion, as well as wet wipes.
Natalie’s lip trembled when she saw the diapers, she actually whimpered a little at the sight of the other supplies. She considered backing out of the offer, the embarrassment was so strong it was making her heart pound. On the other hand the pullup she was wearing was feeling clammy and gross, her skin was starting to feel a bit raw. The lotion did look nice, she just wished she could apply it herself.
Richard lead her over to the bed. “Lie down Natalie.” He pulled back the covers to reveal a plastic sheet cover.
Natalie whimpered again. She knew she should probably respond, but she couldn’t make herself speak, or even look at Richard or Kathryn. She lay down on the plastic, arms at her side, looking up at the ceiling.
The bed shifted, and Natalie found herself looking up at Kathryn. She had just a moment to focus on her girlfriend before their lips met. Trembling, Natalie relaxed into the kiss and arched her back. Kathryn deepened the kiss, sliding her tongue into Natalie’s mouth. When Kat’s hand slid down to her breast, Natalie found herself involuntarily moaning into the kiss.
“Your motor is running seriously hot right now.” Kathryn said, breaking the kiss to nuzzle Natalie’s neck and stroke her belly. “I wish I had known how much you like being embarrassed.”
“Kat.” Natalie whimpered. “Kat I… please, Kat. It’s so embarrassing.” She reached out to touch her girlfriend, hands distractedly stroking Kathryn’s sides.
“But you are SO turned on.” Kathryn slid her hand further down Natalie’s belly, to tease at the waistband of her pullup. “I hardly ever see you this horny, baby.”
“Y-yes.” Natalie closed her eyes, quivering as she clung to Kathryn.
Kathryn hesitated, then slid her hand into the soaked pullup. Natalie gasped when she felt fingers brush her sex. Kathryn’s finger had hardly touched on her clit before she threw her head back with a loud moan.
“I have to say, I wasn’t really sure about this part of all this.” Kathryn said, parting Natalie’s sex to another loud moan. “But watching you this turned on is amazing. I’m going to make you come in your pee-soaked pullup. And then you’re going to ask our Master to change you.”
“Oh please, please, Kat, please, more…” Natalie moaned and thrashed on the bed.
“Mmm, no orgasm for you until you agree to ask our Master to change you.” Kathryn stroked Natalie’s sex with teasing, light touches.
“Yes please!” Natalie begged. “I’ll do anything. I’ll ask him. Please Kat, please…”
Kathryn grinned broadly, sliding her fingers expertly across Natalie’s clit. Richard stood back, watching the mostly naked girl writhe on the bed, his breath coming faster as well. After only a few minutes of practiced touches, Natalie screamed out loud before flopping back on the bed, panting.
Eyes closed, Natalie heard Richard’s voice. “Very good slave, that was very sexy. Now come here for a moment, it’s my turn with her.” She opened her eyes just in time to see Kathryn leashed to the foot of the bed, squirming as her wrists were clipped together behind her back.
“Now, Natalie.” Richard said, walking over to stand over the sweat soaked girl. “Do you have something to ask me?”
Natalie nodded, hesitated. Finally, she managed to quietly say, “Please change me, Master.”
“Good girl!” Richard stroked Natalie’s sweaty hair. He took hold of her pullup and slid it down off her legs, dumping it in a nearby can. “You just lie there and be still while I take care of you.”
Natalie closed her eyes and felt her legs pushed apart. Her belly, crotch, and rear caressed with wipes that left a little tingle in their wake. He was thorough, lifting her legs and her rear off the bed to wipe every intimate crevice of her body.
Her legs were set down, and then the sensations came again, lotion this time. She felt warm, cared for, still embarrassed but too blissed to care at the moment. Her skin felt soothed, and the baby powder that followed pushed her past calm into a state like meditation. She felt a bit detached from herself, like she was floating in a dream.
The soft tugging of her new pullup up her thighs brought her out of the dream, she looked down to see a baby blue and yellow padded garment pulled over her hips.
“Now Natalie,” Richard said as he securely tugged the pullup into place. “I don’t expect you to use this for number two, understand?”
Natalie gulped, the thought hadn’t crossed her mind. She was glad it wasn’t expected! “Th-thank you Master.”
“But if you have to go to the bathroom that way, you have to let Kathryn or myself know, you can’t just go on your own, understand?” Richard said sternly. Natalie nodded.
“You can tell us if you have to potty if you want.” Richard said. “Or you can just go.” He smirked, and Natalie blushed again, turning her face away. “If you like you can just ask to be changed.”
“Do I always have to… go in them?” Natalie asked.
“You can always tell us when you need to potty and maybe we will let you use the toilet.” Richard said. “Or we’ll just change you when we see you need it.”
Natalie swallowed hard, nodded.
“Now let’s get you dressed.” Richard opened the closet to reveal an array of dark colored sundresses. “Not a big selection right now, but there should be something in your size. We’ll go shopping later.”
Natalie nodded, getting up slowly and walking to the closet.
“Wait there!” Richard said, stopping Natalie before she could get more than halfway. He pulled down a couple of dresses, sizing them against the diaper clad girl. Satisfied with one of them, he held it up over Natalie’s head. “Arms up!”
With a giggle at the silliness of it, Natalie raised her arms, letting Richard pull the sundress down on her. She did a little twirl, giggling again. The whole thing was making her feel very silly. Very young.
“Good girl!” Richard said. “Now, I think Kathryn is getting bored, and I’d like to play a bit more directly as well.” He reached out and took Natalie’s chin gently in his hand. “Are you going to be a good girl, and play with us? Still okay with my offer?”
Natalie looked up into Richard’s eyes and smiled shyly. “Yes Master.”