More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 19 by PrincessAriana PrincessAriana

What's next?

Make a Friend

The next week is... strange.

A few days after going in to work with Jeff, you wake up and start what has become your new morning routine.

You slip out of bed and go to your dresser. You sigh, looking at the contents. Half your underwear drawer is now so colorful it looks like a candy store. You pick a pair at random and end up with lime green bikini cut panties, with little smiling yellow suns on them. You pull them up and shiver. They're so soft it makes your skin crawl. All of your junk is firmly supported by what feels like a cloud. It makes you feel small and dainty, especially since the tight panties squeeze your package in and make it look somewhat... unimpressive.

You promptly move on to clothes. One of your drawers has been filled with skirts, and part of your closet now houses dresses and feminine tops. You pick out a black skirt and find a white shirt with a peter-pan collar and throw them on.

Jeff was insistent that you always go the extra mile, so you've also been brushing your hair in the mornings. It's a pain but you really want to show Jeff that you're trying. That way he might relent and let you go back to dressing how you want. Hopefully you'll be able to reclaim some sense of normalcy, then. Get back to gaming and living the super-chill life you're used to.

After brushing your hair, you toss on a couple rings, bracelets, and a necklace just to really show Jeff you mean business. Then you go downstairs, put on your apron and start cooking for your stepdad.

He comes down at his regular time. "Woooow," he says, making a point to over-emphasize looking you up and down. He's done it every day since you started wearing skirts at home. "Looking good, tiger!"

You roll your eyes. You know he's over-acting to try and build up your self confidence, but he's too transparent about it. You play along anyway, to appease him. "Thank you, Sir. Anything else I can get you before I go to Swim practice?"

"Hmm, are you wearing your new underwear? Your new panties? You could prove it to me with a peek."

You blush and tense. "No, Sir... that's still too embarrassing..." He'd been doing this routine since the first day you started wearing your new clothes. You knew what was coming next.

"Okay. Well, if you won't prove to me that you're wearing your panties, you'll have to make up for it by giving me a kiss on the cheek."

You groan. The day after getting your new clothes, Jeff had sat you down and explained that he would be doing 'inspections' from time to time to make sure you were wearing your new clothes. That meant coming into your room randomly, and occasionally having you show your underwear. But if you did something for him instead, he might forego the inspection. So far you'd gotten by without having to show your panties.

"Yes, Sir..." You lean in and give your stepdad a kiss on the cheek. "Have a good day at work, Sir." You gulp. You were starting to feel like a housewife.

After breakfast, you go back to your room to change before heading to Swim practice. It was annoying having to put on clothes just to take them off again, but the rules were clear: wear the clothes Jeff bought at all times while at home, or get another spanking.

And you really, really, really did not want another spanking. Especially in a skirt.


You start with the butterfly stroke at Swim practice. It's been your best stroke so far, and you're happy to see your time has improved by a full two seconds since last week. Shaving was at least paying off in the pool. Practice flies by and you're almost disappointed when the whistle blows and everyone gets out.

You're heading to the locker room when you feel a tap on your shoulder and find one of the varsity guys behind you. You're pretty sure his name is... Lucas.

"Hey! You're Aiken, right? I'm Lucas," he says. "I don't remember you from last year. Where'd you swim before you joined our team?"

"Uh, w-well..." Was he really talking to you? He was one of the faster guys on varsity, and he was in your Gym, English and History classes. This was a popular guy, not a geek or nerd like you normally associated with. "Actually, I just started. Swimming, I mean."

Both his eyebrows raise. "Seriously?! Dude, you're fast already! It took me three years to get the time you got today. Hey - we have History together, right? Did you study for that quiz today?"

"Oh... thanks. And uh... not really. It's multiple choice and Mr. Graham always uses the same pattern for the answers."

"Bro... I thought I was the only one that knew!" Lucas laughs and puts his hand your shoulder. "I've been telling all the girls in class I didn't study so I would look smart when I aced it anyway!" You both laugh, and the two of you end up chatting for longer than you expect. It turns out you have a lot in common - he even plays video games and watches a lot of the same shows that you enjoy.

After practice ends and you say goodbye, you and Lucas exchange phone numbers before leaving for class. It kind of feels like you made a new friend.

It couldn't be because of your new clothes... could it? Everything Jeff said about gaining confidence and caring less about what people think about you was nonsense, right? It's not like you were wearing your new clothes when Lucas came up to you. And surely no one could tell that something was different about you any other way, right? It's not like your 'aura' was different.

But... it is true that you probably wouldn't have talked to Lucas if you hadn't joined Swim Team.


After school you head home and immediately change back into your outfit with the skirt. You're cleaning in the living room when you get a text from Lucas.

It says: Hey! You good at English? Want to work on that essay together this weekend?

You smile and start a reply when Jeff walks in.

"Aiken, you aren't slacking off while cleaning, are you? Is that a video on your phone?"

"Huh? Oh, no Sir - it's a text!" you reply, turning the phone to show him. "Just a friend I met at Swim practice."

Jeff looks surprised. "Is that right? Got yourself a boyfriend, huh?" He grins.

"Wh- No! It's not like that! We just-"

Jeff laughs and holds up a hand. "I'm joking! I meant a boy-friend. As in a friend that's a boy. Hey, invite him over if you want. I'm glad to see you're making friends."

Jeff sits down on the couch as you send your reply, inviting Lucas to come over to hang out on the weekend.

"Oh," Jeff adds casually over his shoulder just as you hit send, "I will still expect you to wear a skirt though. No exceptions."

Lucas' reply pings on your phone a second later: Definitely! I'll be there!

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)