Get New Cloths

"So? What'd ya think?" Jeff asks.

You're in the passenger seat of his car, riding home after daddy/daughter day. Still wearing your costume. Folded in your lap is a hot pink T-shirt Sarah gave out to all the girls at the end of the day. It says 'Daddy/Daughter Day 2023' in a heart at the top left of the front of the shirt. On the back, the word 'DAUGHTER' is printed in all caps across the top. Jeff got a matching blue shirt with 'DADDY' written on his.

"It was fine..." you mumble. "I guess I had some fun."

"Really? Glad to hear it!" Jeff pats your thigh. "A lot of my co-workers complimented your costume. You can keep it, you know. All yours."

You blush - both from knowing people praised your costume, and from Jeff touching your thigh. "I can't really wear this again, though. I mean... it's a costume! And, you know... it has a skirt!"

Jeff shrugs. "So? You don't have to wear the silly accessories it came with. Why not just throw it on when you're at home? Not like anyone will see - and you looked really comfortable in it!"

"I- N-no... I mean... I can't..." you start to stammer, not exactly sure how to decline. You don't want to earn another spanking, but you also don't know hot to firmly say no.

Jeff rolls his eyes. "Look, Aiken, you've gotta work on getting out of your shell a little more. It's one of the things I told your mom I would help you with. I've been trying to push you out of your comfort zone just a little bit these past couple of weeks, and I think it's really been working. Earlier when you did the model show in front of the whole office, you were amazing! Didn't that feel good? Do you think you could have done that a month ago?"

You're glad the car is stopped at a red light, because your face is glowing red with blush. Amazing? You feel something inside you jump, and suddenly feel a little lighter. "I- I mean I guess not... but, still... I can't-"

"Hold on." Jeff turns the car and pulls into a spot outside a chain of local stores and shopping boutiques. He leaves the car running and goes inside one of them. Some time later he emerges with several bags, and hands them to you as he gets back inside.

"Wh-what are these?" you ask, glancing into the bags.

"Clothes. For you." Jeff answers firmly. "I just bought you over 300 dollars worth of skirts, underwear, heels, and accessories. I want you to start pushing yourself to really change, and I think your self image is the perfect place to begin. Right now, it's pretty clear to me that you care what other people think of you so much that you stopped caring about yourself. But that's not right - you should be comfortable and happy no matter what other people think of you."

300 dollars?! And all the bags were full of... girl clothes? "B-but, Sir... how does that-"

"It's simple. I want you to start wearing these clothes whenever you're home with me. We'll push you little by little until you learn to embrace change and stop caring about what other people think about you. If you can do that, you can go back to dressing however you want. I know 300 bucks seems like a lot, but I really believe in you. I know you can handle this."

"But Sir!" you gasp as you pull a pair of underwear out of one of the bags. They're purple with a pattern of pink hearts and lace trim. The tag says Victoria's Secret! "I- I don't think... C-can't we do something else? I'm sure it isn't that bad..."

"Oh really?" Jeff raises an eyebrow. "In the weeks I've been living with you, you haven't had a single friend over, gone on a single date, or even left the house except to go to school and that IT job you had. Before I moved in, the house was a mess, you barely changed your clothes, you weren't part of any clubs or teams, and you stayed up all night and barely got any sleep. How much of that has changed already?"

"W-well... I guess... I have been better about some things, but..."

"Aiken, trust me!" Jeff smiles and pats your thigh again. You blush, but can't help but smile back. His enthusiasm is always infectious. "I know it might be hard or weird at first... but it's for your own good. Learn to wear new clothes and feel good about yourself. Now what do you say?"

You look away and sigh. Maybe he was right. It couldn't hurt to try.

"Okay. Thank you, Daddy..." You blush and bite your lip, knowing full well you weren't at the office anymore.