Going out again

Another couple of days pass with you and Kaitlyn staying at home and getting situated. As the sun starts to set, you start to feel bored with staying inside so much, so you suggest a nice dinner meal out to Kaitlyn. She fancies the idea and agrees it would be nice to get out of the house now that most of the moving-in and organizing is done. After looking up a few more expensive restaurants nearby, you pick one you think would be tasty.

You and Kaitlyn both head upstairs to the bedroom to get changed and ready to go eat. Having separate closets, you split ways and head to your closet. Looking through your dresser and shirt rack, you find a nice pair of dark black jeans and a somewhat fancy long sleeve grey button-up. After applying some cologne, you’re satisfied with your outfit and head back out into the bedroom.

Kaitlyn is already there waiting on the edge of the bed. She stands when she hears you and turns to check you out. You strike a few poses, trying to be jokingly sexy, and she can’t help but laugh. It has been awhile since she saw you dressed up, albeit not entirely fancy, and she’s very pleased with what you picked out. With her satisfied, you turn your attention to what she’s wearing.

A little stunned, you fail to react more than a slightly open mouth at first. Kaitlyn is wearing the tight green dress you picked out for her at the store the other day. Though the dress covers about the same amount of her chest as the red top, you hadn’t expected her to wear it for quite some time because of the length, or lack thereof, and tightness of the dress. It was a lot less conservative than the typical shin length, shoulder-covering, loose fitting dresses she has always worn and you can’t believe Kaitlyn is choosing to wear it to the restaurant tonight. It’s only been just over a week since you started this journey into your fantasy and here she is, already being more risky than you thought would be her limit.

“After being ogled at by the pizza deliver man so openly, I figure it can’t be much worse to have the eyes on my backside instead. Especially since I’ll be less likely to notice it,” she says, turning around to give you a reminder of what that view looks like.

Her plump ass is complimented by the tight squeeze of the dress beautifully. It supports the underside of her cheeks, making it look even more full than it does naturally. As you determined when she tried it on in the store, it also adds a bit more bounce to her ass. Kaitlyn shifts her weight to her other leg and her ass flops around perfectly, enough to be noticeable by anyone that isn’t staring directly up at the ceiling. You want to take her right here and now so badly, cancelling the dinner plans entirely, but you manage to hold back those desires as you know it will only get better as the night progresses.

You step towards Kaitlyn and roughly plant a hand onto her big soft ass while she’s still facing away from you. She lets out a yelp from the **** of your hand, but doesn’t move away from you. You spin her around towards you to get a better look at her frontside. She’s wearing a light violet lacy bra under the dress that, because of the dress’ thin straps, has completely exposed straps of its own. A bit trashy for the somewhat respectable restaurant you’re going to, you think to yourself, but sexy and slutty as hell.

Her outfit: https://imgur.com/a/UHrHhqu

Taking a moment to rub your hands across her covered breasts, you look into her eyes before kissing her passionately.

“I’m really loving this new you, baby,” you say as you pull away from the kiss.

“I’m starting to like it as well. I can’t believe how horny I got the last two times I wore skimpy clothing. Something inside of me just really enjoys showing off and having people look at my body!” she replies.

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Heading downstairs and getting into your car, you make the short drive to the restaurant. You help Kaitlyn get out of the car and start walking inside.

On the way towards the door, a group of 5 emerges from a car that parked near you at the same time. You notice its two girls and three guys. Two of the guys are holding a respective girl’s hand, with the third guy being on his own, presumably single. They follow your path towards the front door and you can hear them talking amongst each other.

“Holy shit, that’s a fat ass! Man, the things I’d do to be with a girl like that!” one of the guys says, clearly too honest to be anyone but the single one.

“Oh come on, have some respect for once in your life, Braden!” one of the girls replies to his remark.

“Can you really blame him, Jess? Look at it! That’s one of the best asses I’ve ever seen! You can see it jiggle with every step!” the other girl argues, defending Braden.

“What do you think, Ty? Wouldn’t you want to share a girl like that with me?” the second girl adds, seemingly questioning her boyfriend.

“Of course, baby! You know how much I love a big ass. And she sure has one!” Ty responds enthusiastically.

The group continued talking, but the rest of the conversation was pretty difficult to hear given their distance behind you. You loved hearing them talk about your girlfriend though. It was so hot knowing that Kaitlyn was seen as a prize by others, enough so that they noticed it without her having to do anything other than walk in a moderately tight dress.

Continuing to walk towards the door of the restaurant, you whisper to Kaitlyn.

“Take something out of your purse and drop it. Make it seem like an accident.”

She takes a moment to register what you just told her to do and has a confused look on her face. She clearly hadn’t heard any of the conversation taking place behind her. Having already followed your command at the restaurant last week to pull her shirt down, she doesn’t question it this time and just follows your instructions.

Reaching into her purse and pulling out a pen, she fakes fumbling with it in her hands and drops it onto the parking lot. Not needing instruction on what to do next, she bends over, keeping her legs as straight as the dress will let her, and picks up the pen. As she does so, the dress tightens around her ass and raises up about four inches around her thighs, just like it had in the clothing shop.

Unable to hear much of a reaction from the group behind you, all you’re able to tell is that their conversation has stopped.

Kaitlyn stands back up and continues walking with you into the restaurant. After letting the greeter know you’ve arrived, you and Kaitlyn stand to the side to wait for your table to be ready.

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The group of five walks in just a few seconds afterwards and follows suit, standing next to you and Kaitlyn. One of the girls stands directly by Kaitlyn’s side. She has long straight brown hair and is about the same height as Kaitlyn. She’s wearing a tight and shiny black dress that shows off her large bust enticingly well. She appears to be fairly thin other than her chest, but has a nice shape to her dress-outlined ass.

Looking at Kaitlyn and getting her attention, she strikes a conversation.

“Thanks for that show back there. You’ve got a really nice ass! Its nice to see another couple that enjoys showing off the girl!” she says to Kaitlyn.

“Uh… show? What show?” Kaitlyn asks, trying to act innocent.

“Oh, please! Pulling a pen out of your purse for no reason when walking into a restaurant, and immediately putting it away after picking it up? You had no use for that pen other than dropping it!” the girl accuses.

Stuttering and unable to come up with an excuse, you butt into the conversation to help Kaitlyn out.

“I heard what you guys were saying about her ass, so I figured you wouldn’t mind seeing a bit more of it. I told her to drop something on ‘accident’,” you explain to the girl.

“Just as I figured. But your girl here doesn’t seem to want to admit that she just showed off her ass to five strangers! Still new to it, I’m guessing?” the girl asks.

Kaitlyn starts blushing and slightly turns away from the girl, too embarrassed at being called out for doing something so naughty.

“Very. She just agreed to start wearing more revealing clothes a little over a week ago. She’s only done a couple of things like what you just saw since then,” you explain.

“Ohhhh! A new slut! How cute! Well, my name is Abby and I’ve been a slut with my boyfriend, Ty’s permission for a couple of years now. We’d love to have you over to our place and help you get more into the lifestyle if you’re interested!” Abby says as she writes her number down on a small notecard, making sure to hand it to you instead of Kaitlyn.

Just as abby finishes talking, her group is called to be taken to their table. Abby takes a second to scan her eyes over Kaitlyn’s body, making it purposely obvious, before she walks away with her group. She’s clearly interested in more than just helping Kaitlyn get used to wearing more revealing clothes.

Shortly after, your table is ready and you’re escorted to it. Sitting down and looking at Kaitlyn, you’re curious what she’s thinking.

“Well, that was interesting! Based on her choice of clothing, I’d say she’s a pretty experienced slut! What do you think? Should we message her and meet up with her and her boyfriend? Maybe it’d be good to get some advice and comforting words from a couple that’s already far along into this fantasy of mine,” you question Kaitlyn with a clear hint of where you stand on the matter.

Kaitlyn thinks about what just happened before finally replying to you.

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Note: As I said at the start of the story, this is a very slow burner. The story topic itself requires a long buildup even without my addition of extra slow writing style. Once the hump of conservative to slut is passed, I promise the story will get more interesting. There will be juicy bits basically back to back to back once that happens, but for now, the buildup will continue slowly as I develop the characters, introduce new people, and deepen the plot. If you’ve enjoyed the story so far, please leave a like as it will help encourage me to keep writing. One click is all it takes. Thank you :)