First Date (Patreon)

A multi-pic caption commission from an anonymous Patron to do one of the Valentine's Day suggestions from the Community Caption poll, in this case, the one by KrazyKorn. Pictures property of ABDreams.

"Wait, like, never?" Vanessa couldn't stop herself from giggling, until she saw Claudia squirm in her seat, face turning red. "I'm not saying there's anything wrong with that! I'm just surprised, that's all!"

"No, never," Claudia confessed, almost wishing she hadn't said anything. Vanessa had asked what her plans for Valentine's Day were, however, and that had been the answer. Maybe she could have shrugged, said she didn't know, or nothing; instead, she'd told the whole truth, that she was not only not going on a date then, she'd never been on one at all.

"Well, why not?" Vanessa asked. "Are you not interested? It's okay if you aren't, but if you are... You're adorable, sweetie! I'm sure lots of people would love to go out with you!"

"I-I don't know about that," Claudia blushed again. "I was always just so busy with school, I didn't have time, and then I never really tried to figure it out after that..."

Vanessa chuckled. "It's not hard," she promised. "I even know a pretty good dating site to try. It's free, so it won't cost you anything, and, as long as you're careful, it should be perfectly safe..." Claudia wasn't certain, but, with a little persuading, Vanessa got her to agree to sign up, at least. "It's Luvfree.com," she said. "Not l-o-v-e. It's l-u-v, like the diapers."

It was the last part that stuck with Claudia the most, apparently, over the next couple days while she debated whether she was actually going to go through with it or not. When, finally, she decided she didn't want to spend another Valentine's alone, she opened up her laptop, and typed in what she thought the site's address was.

"Luvsfree.com," she mumbled to herself. "Like the diapers." 

She'd thought Vanessa had said that about it to help her remember the spelling, but, from what she could tell at a glance, it was the whole theme of the site. They really appeared to be leaning into it, which was a little odd, though, simultaneously, it did help her lower her guard as she signed up, making sure to mention in her profile that she was a first-timer.

She almost stopped and texted Vanessa when one of the boxes confused her, but didn't want to look dumb. She couldn't figure out what, exactly, it was asking... She definitely wasn't a Mommy or a Daddy, and she wasn't sure what a DL was; her blood type was AB, however, so, while she didn't see what that had to do with anything else there, that's what she chose.

To her shock, she quickly began to get messages, some from people who were taking the theme of the site extra far, posing for pictures in diapers. She certainly didn't have that level of commitment to the bit... She did appreciate that somebody did, though. She didn't know who, or what, she was looking for...

Until Hanna appeared in her inbox. Claudia had found herself attracted to both men and women at various times over the years, and, with no real experience, she was open to either... When she saw Hanna, however, there was no doubt in her mind that she was the right choice. She was so hot, and she said she'd be more than happy to guide Claudia through her first time... 

"So, what do you think?" Claudia asked. "There are some good restaurants not too far from me, but I don't know what you're into."

"Oh, sweetie," Hanna replied. "On Valentine's Day? Everything will be packed. Besides, it'll be much easier to do this at your place. I'd be glad to cook for you."

Claudia knew she should be the one offering that, except she was about as skilled at cooking as she was at dating, and didn't want to scare Hanna away immediately with it. And she was right, trying to order from any restaurant that day would be a nightmare... She also knew it probably wasn't the best idea to meet someone from the internet at her house, rather than in public...

But there was something about Hanna that made Claudia positive she could trust her. She had such a soothing, almost motherly, presence, and she'd sent Claudia plenty of pictures that proved she was who she claimed to be... What was the worst that could happen?

"Is this really a good idea?" Claudia pondered, looking at herself in the mirror. The lingerie was cute... Pretty adorable, honestly. This was their first date, however, and her first one ever; was she really going to have the guts to let Hanna see it? She had her doubts... In the end, though, knowing she had it on made her feel good, and she did like to be prepared, just in case.

Since Hanna was going to be handling the food, Claudia got them a bottle of wine, had spent the day cleaning up her apartment, trying to ignore the butterflies in her stomach. She'd waited so long to start dating... What was it going to be like on the other side? It was scary, yet, in a way, she was glad Vanessa had pushed her into it, because she had a feeling it would only get worse the longer she waited.

Finally, the doorbell rang, and Claudia practically pranced over to it, heart racing, and opened it up. "Look at you!" Hanna grinned, staring down at her, even taller in person than Claudia had thought she would be, judging by her profile, thanks to, she saw after a moment, the high heels she was wearing. "You are even cuter than your pictures!"

Claudia's face went as pink as the lingerie hidden under her outfit. Cute... That's what she always got. For the most part, she didn't mind, but for today, that wasn't really what she was going for. "W-Well, you're even hotter," she countered, both telling the truth, and trying to hint at what she'd rather hear.

"Thank you," Hanna looked down at herself. "Are you going to leave me out on the front porch all night so your neighbors can admire me?"

"Oh, sorry!" Claudia blushed, stepping aside, seeing all the bags Hanna was carrying. "Wow, you brought a lot of stuff... Is that all for dinner?" She peeked inside, unable to help it. "Whoa, steak? You didn't have to do that!"

"Don't worry, dear," Hanna chuckled. "It isn't for you." Claudia frowned, glancing up at her, confused. Was she making two different things? That was strange... "I know it looks yummy, and it is, but it would be far too much for your delicate little tum-tum," Hanna said, setting some of her bags down, and giving Claudia's stomach a pat... Then sliding her hand downwards. "What are you wearing, young lady?"

"H-Huh?" Claudia fidgeted, part of her wanting to show off her bra and panties, the other knowing she would look so silly in it next to the stunning Hanna, even while the other woman was fully dressed. Not to mention, they'd literally just met, at least in person!

"Pick those up," Hanna nodded to the bags, "and show me to the kitchen... Then we'll deal with you."

Deal with her... The words, and the woman's tone, sent a tingle through her, even as it sent her scrambling to do as she'd been told, feeling like she'd done a good job, until Hanna finished, and took her by the hand. "Now, let's go talk about your clothing," she said sternly, leading Claudia back to the living room like a naughty little girl.

"I-Is it not fancy enough?" Claudia asked. "L-Like I said, it's my first time, so I didn't have a lot to... Hey!"

She reached for her skirt as Hanna whisked it down, too late to keep it on. Perhaps it was a good thing she'd put the lingerie on after all... Or so she thought, until Hanna spoke again. "Cute," she commented, hooking a finger around the waistband, giving it a tug, then letting it snap back into place. "That isn't going to do you any good if you have an accident, though, now is it?"

"A-Accident?" Claudia furrowed her brow, staring up at the woman uncertainly. "I-I don't..."

"I've heard that from plenty of little girls," Hanna shook her head, "and, in the end, they're all fibbing. That's why you are going into this." She reached into one of the bags she hadn't emptied at the kitchen, and pulled out... A diaper.

Claudia swallowed, taking a nervous step backwards. "D-Don't you think you're taking this too far?" It was funny to see other people take the theme of the site that far, but that didn't mean she had to do it, too... She definitely wasn't going to be posting any pictures of her in it. Besides, it wasn't even a Luvs... It was bigger than that, bulkier, and plain white.

"Are you telling me no?" Hanna asked, her tone making it clear what the answer should be. "I didn't want to have to spank you on your first time, but I brought my hairbrush, young lady..."

She had to be joking... That was it. Claudia nibbled her bottom lip, staring at the diaper, shaking her head... And, in a flash, she was over Hanna knees, her skimpy panties around her knees. "N-No!" she squealed, seeing a large, wooden hairbrush emerge from one of the bags threateningly. "No! I-I'm sorry!"

"That's a first," Hanna laughed. "You must be quite the baby, to be convinced without even a single spank..."

"N-No," Claudia blushed. "I-I'm not a baby..."

And yet, she didn't make any move to stop Hanna as she laid a changing mat out in the middle of her living room floor, spread the diaper out on it, while Claudia stood there, underwear at her ankles, watching. "I-I really don't..." she finally spoke up, when Hanna took her by the hand, pulling her over to the waiting garment.

"Claudia," Hanna said warningly, "I told you I didn't want to spank you... But that doesn't mean I won't."

And that was how, on her very first date, she was lotioned, powdered up, and taped into a diaper. "V-Very funny," she sniffed, squirming in place, feeling the warm padding follow her every move, hearing the plastic crackle. "C-Can you just take the picture and move on?"

"Pictures... That's a good idea," Hanna smiled. "Though, really... Those panties are very sweet. I'd hate for them to go to waste." She grabbed them, sliding them back up Claudia's legs, over her diaper. "And I bet..." She unbuttoned Claudia's shirt, exposing the matching piece underneath. "So adorable!" she gushed. "This definitely calls for a photo shoot!"

Claudia groaned as Hanna showed her the pictures on her phone; the lingerie was cute, yes, but it had made her feel grown-up, sexy... Now, with the diaper underneath, it looked silly, like she was a toddler laying dress-up, not a fully grown woman on a date. "Can I take this off now?" she whined, pawing at the tapes.

"Claudia! You know better than that! You do not get to touch your diaper, young lady! I think you need a time out..." When she protested, Claudia was dragged by the ear back to her bedroom, where her bed was in the corner... Which didn't stop Hanna from pushing her up onto it, turning her to face it. "You can stay up here while I make dinner. And I'd better not hear one squeak from these springs, or I'm coming in here with the hairbrush!"

Claudia huffed, stomping her foot... Then gasping, hearing a squeak from beneath her. "You're pushing it," Hanna warned her. "Don't move another muscle."

Claudia didn't get it at all... This was going way further than she'd ever thought it would. She was stuck in a diaper, in her own bedroom... And she was too terrified to even think about taking it off, or disobeying Hanna! This was supposed to be a big step for her towards proving to herself that she really was an adult... Instead, she'd been thoroughly dominated, ending up completely under Hanna's thumb in a matter of minutes...

The feeling only grew as the night progressed. Hanna's dinner looked incredible, making Claudia's mouth water as she stared at it from across the table... While, for her part, she'd been given a large bowl of mushy oatmeal, which was almost the exact opposite. She couldn't exactly complain, since Hanna was the one doing all the cooking, but it hardly seemed fair...

"I think it's almost someone's bedtime," Hanna told her, when they were finished.

"B-But..." Claudia pouted, looking at the clock, shocked at how early it was. "I-I got us some wine to drink!"

"That's not a drink for little girls like you," Hanna scolded. "Although... It is a special occasion..."

Claudia thought she had won, but Hanna took her back to her room, giving her a some wine in a sippy cup, while she had hers in one of the wine glasses Claudia had set out, not at all the way Claudia had pictured it. Partway through her cup, Claudia had to stop, squirming.

"I-I'll be right back," she said. "I-I need..."

"You will stay right there," Hanna ordered. "There's no reason for you to get off that bed until you're finished."

"B-But..." Claudia protested, a look from the other woman cutting her off, sending her back to slurping at her sippy cup. She'd already waited a while, thinking Hanna would tire of this, let her out of the diaper... She wasn't sure how much longer she was going to make it. Could she even finish the bit of wine she'd been given? She definitely wasn't going to have the guts to try getting up again...

She got her answer a few minutes later, when her bladder gave in. She stared hard at the sippy cup in front of her, trying to pretend Hanna wasn't there, feeling a warm wetness spreading through the diaper that, in a way, she was glad she was wearing, so she didn't soak her bed...

"Good girl," Hanna smiled, proving that she'd known what was going on all along, whether Claudia looked at her or not. "See, I knew you needed your diapers. Now... Why don't we talk about when I can come over to babysit you again, sweetie?"

Babysit... Not date. Claudia blushed, realizing that, of course, that was what this had been. She was an adult, she didn't need a babysitter, any more than she needed this diaper... And yet, she still found herself nodding, mumbling a meek, "Yes, ma'am," in her soggy pants that proved how wrong she was about all that.