Conservative to Slut (Hotwife) Pt. 01

Note before reading: Hey all, this is my first ever story! Please keep that in mind when reading, as I'm sure there will be mistakes or things that could be improved. I think my biggest issue is staying on track, so if you notice this, please point it out so I can focus on fixing that!

This story will be a long one, and very slow burning. There will also be much more narration than conversations. If that's not your type of story, this isn't one you should read.

The topic focus for this storyline is exhibitionism (public play and loads of teasing) and the journey from the beginning stages of hotwife (teasing, letting other guys grope her, but not having sex with them), to the end stages of hotwifing (fucking other guys, openly being naughty in front of you, the reader). I plan on making another version of this story for cuckolding instead of hotwife. As I'm a new writer, I'll probably just write the hotwife version, copy and paste it, and make needed changes for the cuckold version rather than writing the entire situation again, since I do plan on having this be a very long story.

I love stories that include a lot of foreplay and teasing, so I will include sex scenes, but I will not be focusing on them. I'll still make it a good read, just know there won't be any super long sections for sex scenes and some might only be briefly described if I don't think it would add too much to the story.

Also, I don't plan on mentioning much about you, the viewer, description-wise. I don't like reading stories that mention specific details about the viewer, because its harder to imagine yourself in the situation if the details don't match. So, things like your dick size, your body build, hair color, hair style/length, etc. will not be mentioned at all. Your clothes might be, but not anything about your body. I hope this makes my story a more enjoyable read for everyone.

I hope you enjoy my first ever story!

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You, Nick, and your girlfriend of 4 years, Kaitlyn, have been living together in an apartment in Ohio while going to college. You had met her in high school, when you were both 16. Your relationship is going great, almost feeling like you're already married. Now both at the age of 20, Kaitlyn stands at 5'3", while you're 5'9". She has silky, long hair that she switches between brown and dirty blond, and gorgeous brown eyes. She has a lean, slightly curvy body and her medium sized breasts are quite noticeable on her small frame. Though she wasn't raised in a conservative family, she has always dressed pretty conservatively due to her innocence. Even with this, her body has always gotten plenty of attention from both guys and girls. Her clothes always conceal her deep cleavage and she doesn't wear form fitting pants other than tight jeans, but her breasts and ass are still large and enticing enough to turn heads. When her breasts had first gotten to their size, she realized that she would rather get too much attention than none at all, but she was already so devoted to you that she never payed any attention to the eyes that constantly scanned her or the men that would compliment or flirt with her.

While taking classes at college, you do side work as a graphic designer and social media manager, while Kaitlyn just focuses on school. Shortly into your second year at college, you receive horrible news that your mother has passed away from a heart attack. Her health had been of slight concern for awhile now, but her death was sudden.

After a couple of weeks mourning the loss, you and Kaitlyn discuss the situation. Your mother had been very successful in real estate and had left behind a very large inheritance. She had been divorced since you were young, and you're an only child, so it was all yours. It was enough money for you and Kaitlyn to live off of, and much more, for the rest of your lives without working. Seeing as though you and Kaitlyn didn't plan on having any children and therefore would undoubtedly be set financially for the rest of your lives, you both decide to drop out of college and move to California to live a relaxed, care-free lifestyle.

A little over a month later, two weeks into September, everything from your apartment is packed and ready for the big move. Not having enough space in the two cars you and Kaitlyn will be driving to Florida, you decide its best to hire a moving company to take most of your belongings to the new house, while you and Kaitlyn go ahead of them.

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At the new house, everything is going well. Decorations are being set up, kitchen utensils unloaded and organized, and a large, temporary blow-up mattress being prepared. You're busy unloading more decorations from your car in the driveway when Kaitlyn comes out, clearly in distress.

"Babe, have you seen my box of shirts? I just spilled soda all over this one and I can't find anything to change into!"

"No, I only have some paintings and lamps left in my car. I thought you packed all of your clothes in the trunk of your car?" you reply.

"I thought I did, but I already brought all those boxes inside and took everything out of them and my shirts are nowhere to be found! I can't wear this shirt anymore, its already getting sticky!" she says with frustration.

Looking down at her shirt a large dark circle is stained into the front of her bright pink top from the jut of her chest and down to her belly. Deciding it is more important to help her find her clothes than decorate more, you set down the paintings and head inside to assist her in her search.

Following her to the master bedroom, you start looking through the piles of clothes spread across the floor, thinking maybe she's just stressed from the move and made a mistake. After several minutes of searching, you come up with nothing. Kaitlyn must have accidentally had the moving company take the box with all of her shirts in it. Noticing there's still one small unopened box in the corner of the room, you start to cut it open.

"They're not in there, Nick. It was a really big box of shirts. I don't know what's in that one, but its too small to be the one with my shirts."

Opening the top of the box, you immediately spot something. Reaching in and picking it up, you turn to Kaitlyn and spread out the dark red long sleeve shirt from the box. It takes you a second, but you eventually recognize it. You gave it to Kaitlyn a couple of years ago as a gag gift for her birthday. The shirt has a low cut neckline that, when worn by Kaitlyn, would show off the slightest bit of the top of her cleavage. The shirt was purposefully short, and leaves about an inch or two of Kaitlyn's midriff exposed when she's standing normally. You know what it looks like on her because you had somehow convinced her to try it on when she first opened it as a gift. Reinforcing the humor and purpose behind the joke, she was even embarrassed to wear the shirt in front of you, her boyfriend of then two years, and refused to wear anything that skimpy and revealing. You hadn't expected her to react any other way, but you were still a little disappointed.

Your relationship with Kaitlyn has been perfect and dreamy, having not fought once since the beginning and loving waking up next to each other every morning. However, there was one thing you wish would change. Her innocence. She certainly isn't vanilla in bed, but outside of the bedroom, nobody can tell there's an ounce of naughtiness in her. You've always wished she would eventually come out of whatever shell of innocence she was hiding in, but after four years of dating it still hasn't happened. Wanting to show her beauty off to the world, your absolute dream would be for her to be a complete slut in public, not be afraid to let everyone have a look at her hot body, or maybe even be a hotwife. But here you were, with a girlfriend that wouldn't dare wear any shirt that didn't ride her neckline or go past her waistband. Kaitlyn knows about your desires, from the couple of times you've mentioned it over the years and with how she catches you looking at women dressed provocatively in public with a hint of jealousy that their boyfriend is living his dream.

Taking a moment to consider what route to take with this shirt in your hands, you decide its important enough to you to bring it up again.

"Looks like you don't have any other options," you say with a slight smirk and the shirt still presented in your hands.

"Babe, I know you really want me to wear stuff like that, but I just don't think I can do it. I'm really sorry," she says.

Accepting defeat, you regretfully tell her its alright, toss the shirt in the garbage can, and walk out of the room to continue setting up the house.

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A couple hours later, at 7pm, you're relaxing at the kitchen island on a stool, when Kaitlyn calls from upstairs.

"Nick, are you ready to go out for dinner?"

"Yea, whenever you're ready baby. What'd you find to wear instead of your stained shirt?" you question, expecting her to reply that she'll just wear a thick jacket, or something of the sort, with a sports bra underneath.

You're a bit preoccupied on your phone, but you hear her start walking down the stairs toward the kitchen. Not looking up from your phone, you keep waiting on her answer to your question. When you can tell she's at the bottom of the stairs now, and still hasn't replied, you briefly look up at her and back at your phone, confused as to why she's just standing there silently. You do an instant double take. There Kaitlyn is, at the bottom of the stairs looking at you expectantly. Wearing no other than the red shirt you had found in the box earlier.

Your jaw drops and your eyes widen, taking in something you thought you'd never live to see. The absolute beauty of your girlfriend wearing, what she considers, skimpy clothing. Her belly button is slightly exposed, a thin line of her tan skin being visible all around her waistband. There's a small hint of cleavage where the shirt cuts down in front of the neck, one of the most beautiful sites in the world. The shirt is tight on her, perhaps because her breasts have grown slightly since when you first gave her the gift. Its clear she's wearing a bra since you can't see any hint of nipple outlines, but you assume it must be strapless since you can see most of her shoulders. She's wearing tight blue jeans that have some fashionable rips around the knees. Catching yourself about to start drooling, you snap back to reality and realize you must've been staring at her body for close to a minute. Looking up at her eyes, you notice she's blushing, her head is slightly tilted down, and her eyes are flicking back and fourth from you to the floor.

"You... you look incredible, Kaitlyn. I- I don't even know what to say. What changed your mind?," you manage to ask, still shocked.

"I saw the disappointment on your face when I said no. You looked pretty hurt. Even though you've told me about your fantasies and desire for me to show myself off more, I never realized how much it would mean to you. After considering it more, I thought back to how many things I've requested you improve about yourself or do differently to make me happy and you've always done it, without any complaints. I've done the same, but you've almost never asked me to do anything differently for you other than this. It would be wrong for me to expect you to change for me, but say no when you make a request. So, here we are..." She's still blushing, but now has one hand awkwardly up on her chest and the other wrapped around her waist, weakly attempting to cover herself up.

"Thank you baby. It means a lot to me that you're willing to give it a try. I know how uncomfortable you feel, but I think its something you will come to enjoy if you keep an open mind," you try to reassure her.

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Getting into the car, you almost can't take your eyes off of your stunning girlfriend. You've been dating her for four years, and have seen her naked, but finally seeing her wear clothing that was even slightly revealing made her look like a completely different person. One that you love even more.

From the driver's seat, and with Kaitlyn being as short as she is, it gives you the perfect angle to look right down her top. The top of her breasts are barely exposed, but the amount of plumpness you can see in her cleavage is enough to give you a raging hard on. You can't help but think of the fact that other guys might get this same view of your wife tonight while you're at dinner.

Confused why you're not starting the car, Kaitlyn turns to look at you and quickly realizes what the hold up is. Her face turns bright red and she tries to cover her cleavage by pulling up her top, but the shirt falls right back into its original position and hides nothing. The only thing it accomplished was sending a wave of motion through her breasts as they fell back down.

"This is so embarrassing, Nick. I feel like I'm just on display for people to ogle at!" she complains.

"That's what I find so hot about it, baby! You're so beautiful and your body is perfect, you should let people ogle at you! The thought of you showing yourself off and being a slut at my request is extremely arousing," you refute.

"You'd really find it hot if a guy gets to look at my cleavage at the restaurant? I'm your girlfriend, but you want other guys to see the things only you should see?" she asks.

"Think about it this way. You're my everything. You're the most attractive thing in world to me and I consider myself extremely lucky to have the chance of being with you. Seeing other guys want the same, finding you so attractive, makes me feel even more lucky! It means I have what they can't have. If you play into it how I'd like for you to and show off to those guys, you're teasing them that much more and it makes it even more hot," you explain.

"That's where the next part comes in. I also find it hot when girls are sluts. I can't really explain it, but it really gets me going when girls in relationships are naughty and do things like giving random guys blowjobs or having sex with them, but go back to their boyfriend or husband at the end of the day. Like a hotwife Its like you're going so far with the teasing, that instead of just showing them cleavage they'll never be able to touch, you're giving them a taste of what you'd be like as a girlfriend or wife, but denying them from having that! Even if the girl keeps going back to the same guy, basically giving him that experience, I'd still find it arousing because the girl is a total slut! So, if you take that reasoning and add in my love for being humiliated, you can see why I also like the idea of cuckolding," you add.

"Okay, I can kind of understand how that could be arousing. I've just always held the opposite values from... being a slut. It'll take some getting used to, but if you're willing to be patient and help me ease into it, I think I could get used to it," she replies.

"Of course, baby. We can go as slow as you want. Your comfortability is my top priority. If you're ever uncomfortable with anything during this process, just let me know and we can pull out and reset," you say.

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Pulling up to the restaurant, you notice how crowded the parking lot is. Not enough for a wait, but enough that there will be eyes everywhere. You find a place to park and head inside with Kaitlyn pulled tight into you.

As you walk in, there's a large group of guys walking towards you to head out of the restaurant. They look to be around the same age as you and Kaitlyn. You look down at Kaitlyn by your side, briefly allowing your eyes to take in the sight of her cleavage once more. She has her arm and hand up on her chest again, not directly covering her cleavage, but perhaps making it less obvious to any unsuspecting strangers. You know she's not doing it on purpose, its probably just her natural reflex after so many years of never wearing any sort of revealing clothing. You use your left arm that's around her shoulder to grab hold of the wrist of the arm that's on her chest. As you pull her arm down by her side for her, she looks up at you and says a faint "sorry".

The group of guys finally starts passing where you're standing and exiting the door. As they pass, you hear one of them say "Yo, check her out," in a whisper. At least five of the around twelve guys clearly turn their heads towards Kaitlyn and, though its a bit dark in the restaurant, you think you can see each of their eyes locked on Kaitlyn's face and chest for the split second they're walking past you.

Since the group walked by on Kaitlyn's side and you heard what the one guy whispered, you know Kaitlyn did too. She confirms this when she tries to move her arm to cover her chest again as the group passes, but you keep a firm grip on her arm preventing her from covering herself. After a few seconds, she looks up at you, her face completely red and filled with embarrassment once again.

A waitress escorts you to a booth near the bar, but away from the door. As you're sitting down, Kaitlyn looks at you and says,

"Did you hear what that guy said when they passed us!? He told the other guys to check me out! I was so embarrassed!"

"Yeah, I did hear that baby. I told you, you're insanely hot! Most guys dream of being with someone as good looking as you. You saw where they were looking, right?" you question, letting your eyes flick to her cleavage and back to her gaze.

"THEY DID NOT!!" she says in complete shock and a bit loudly. Slumping in the booth and covering her face, its clear she didn't notice the group of guys looking at her cleavage.

"What'd you think they'd be checking out? Like I explained, a lot of guys find it hot when girls show off. They saw your face first and thought you were attractive, then that small amount of your cleavage made them think you're smoking," you say with a smirk on your face.

"Alright, I see your point. It did make me feel kinda naughty knowing they were looking at me right in front of you. I think I'm starting to enjoy it a little," she says, uncovering her face.

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Dinner goes well, with Kaitlyn only finding herself covering her chest a couple of times throughout the hour, but quickly realizing it and lowering her arm on her own. Your waiter didn't have much self-control and wasn't good at hiding his glances, so both you and Kaitlyn saw his obvious scans over the cleavage peeking out from Kaitlyn's top. Each time after the waiter left the table, Kaitlyn shot you a smirk, growing more and more comfortable with the amount of skin showing in the shirt she was wearing.

Towards the end of the meal, she notices a couple of guys sitting at the bar that are looking her way, and tells you in a whisper. You manage to sneak a few glances over at them without being caught, and sure enough, they're blatantly staring at your girlfriend, or rather her chest. Turning back towards Kaitlyn, you want to know how she feels about it.

"If you're uncomfortable with it, just tell me and I'll go have a word with them," you tell her, wanting to make sure she's okay with being openly stared at.