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Chapter 17
by
PrincessAriana
What's next?
Get Shown Off
Jeff leads you down the halls of his office building by the hand, past cubicles and various conference rooms. You can feel eyes on you everywhere you go, and drift instinctively closer to your step-father as the only source of familiarity you have there. You also need him for stability since every step in your mother's heels is a balancing act. The fact that you have the same shoe size as her is embarrassing enough, but to have to actually wear heels in public...
Finally you make it to another office and Jeff opens the door without knocking. A man inside stands up and smiles. The two greet each other like overly-enthusiastic frat bros.
"Hey hey! If it isn't the Jeff-man! Welcome back to the office. Run out of beer at home again?" The other man laughs and shakes Jeff's hand before turning to you. "And who's this?"
You blush and inch closer to Jeff.
"Ah, this is my kid! You know, Rachel's son. Brought him in for daughter day. Aiken, this is Billy Brandt. Say hello! And be respectful."
You've never been good in social situations. Online you're a social butterfly. But in the real world, you get pretty major anxiety around new people. You blush and manage, "H-hello... sir..." and cling closer to Jeff.
Mr. Brandt smiles and waves, "Nice to meet you, Aiken! Your costume is precious!" he winks at you then grins at Jeff. "Yours too, bone-head!" Mr. Brandt himself is dressed as a cowboy, with chaps over his jeans and an old-west style shirt with fringed sleeves.
"Ah, and you must be...?" Jeff asks. It takes you a minute to realize someone else is in the room.
"Ah! That's my girl, Megan," Mr. Brandt says, waving an arm towards the corner of the room.
Your heart leaps. You recognize the girl. It's Megan Brandt, one of the most popular girls at your school. You've had more than a few lewd fantasies about her. Oh god, she can see you in a skirt and heels!
Megan looks up from her phone and half smiles. "Hey," is all she says before looking back down. She's wearing a fake cheerleader uniform with the letters DG printed over the chest, and the words 'Daddy's Girl University' printed much smaller below. You immediately feel your cock strain against your underwear under your skirt. Ugh, this could not be happening. You were not getting aroused while wearing a skirt and heels in public.
"I'm just making the rounds right now, showin' off Aiken to all the guys," Jeff says. "But let's catch up sometime when you're free. You could come over to Rachel's place. I'm sure Aiken would love to cook something for us. Wouldn't ya, tiger?" he claps you on your back hard enough to make you wobble in your heels.
"Uhm, sure..." you say quietly. But you see Jeff raise an eyebrow, like he does when he expects something, and you add, "I mean, y-yes..." you glance at Megan and lower your voice, "Yes... d-d-daddy..." You've never seen Jeff look more smug.
After that, Jeff and Mr. Brandt chat a while and eventually say their goodbyes.
As you leave, Jeff turns to Megan and says, "Nice meeting you, Megan. You should come to dinner sometime too." He glances over at you, and for a second you're sure you see him glance down towards your crotch and smirk, "I'm sure Aiken would love that. Maybe he could learn a thing or two from you. Billy says you're a very good girl, after all."
You hide your face as you leave the room, heels clacking each step.
Your day doesn't get any less awkward after that. Apparently 'Daddy/daughter day,' lasts all day, so instead of going to gymnastics practice, you got to spend eight hours with Jeff, in a slutty Halloween costume. For once you would have been glad to wear your unitard.
After parading you through the entire building to meet all of his co-workers and their daughters, he brings you back to his office and starts giving you menial tasks. Especially ones that sends you back out where people can see you.
First, he sends you to make him coffee in the break room. Then he makes you go to several other offices to collect documents from his co-workers. Then he has you make dozens of copies of those same documents. Every second is ****. All you can think about is how your costume feels - the way the skirt flaps, how your steps sound, how you have to walk to keep balance in the impractical footwear. By the end of the day, you are not-so-proud to admit that you can kind of walk in heels.
When you finally make it back to Jeff's office, he's speaking to an ancient-looking man in a suit that went out of style in the 70s. They finish their conversation just as you arrive.
"Ah, there he is! My favorite daughter!" Jeff beams at you and beckons you in. "Dave, this is Aiken, my secretary for the day! Aiken, this is Dave Chavrel, one of our board members."
Dave smiles at you as he leaves, tottering along at a snail's pace, and says, "There's a good girl. Oh yes, pretty, too. Mmm... Very pretty..."
You blush. Even though he's clearly older than dirt, and obviously has bad eye-sight, it was embarrassing to be mistaken for a girl. You side-step him to get back to the safety of Jeff's office. At least in there the only person that could see you was Jeff, and somehow that was better than Megan or anyone else.
"Welcome back, tiger! Had a good day?" Jeff asks. You want to tell him that you absolutely did not have a good day, and just want to go home and die from embarrassment, but he doesn't wait for your reply. "I think they're gathering all the girls in the big conference room for something. Better scoot or you'll miss it!"
You sigh. You really just want this day to end. Wearing girl clothes is hard enough on its own. But to have to stay in them in public for eight hours was grueling. Your anxiety levels peaked hours ago and you're sure your brain is being affected somehow. You definitely never wanted to get used to to wearing a skirt. You aren't sure your masculinity can handle much more without sustaining major damage.
But you obey your stepdad regardless, just wanting to end the day as quickly as possible. Unfortunately, it gets worse.
You make your way to the conference room, and find all the daughters already inside, including Megan Brandt. You notice that the conference room is quite large - it's actually a double room with a retractable wall so that it can be divided into two rooms, or left as one large room. But where the dividing wall would be, is instead a large closed curtain.
After some time waiting, the office secretary - Sarah - comes in and explains in an overly-cheerful voice that all the 'girls' get to participate in a Halloween fashion show! In other words: you were going to have to model your costume in front of the office - the whole office - like it was a runway show. You could feel your skin prickle down your back and your mouth get dry.
The office secretary spends the next ten minutes teaching all the girls - you included - how to runway walk.
"And remember, ladies - smile, but look fierce! I know you all put a lot of effort into making yourself look cute for your daddy today. Let's not let it go to waste!" Sarah says as she lines all the girls up.
When the time comes, all the girls - and you - take turns walking through the curtain and out in front of all the employees at Jeff's office so they can see your costumes and cheer you on. You watch girl after girl go ahead of you, and hear the applause after each one. Megan Brandt goes out, and you're sure the applause she gets is the loudest yet. It feels like your stomach is trying to turn itself inside-out. Your heart feels like it might beat right out of your chest. You focus on just staying upright in your heels and try not to think about anything else.
Eventually, it's your turn. Sarah waves you forward and you march out like she taught you - confident and fierce. You can feel the blood pumping in your veins as you emerge on the other side and see a sea of faces all looking at you. You would rather be literally anywhere else in the entire world, but you know you can't stop now. So you decide to do everything Sarah told you to, and think only about getting through the next ten seconds. You find Jeff in the crowd and focus on him. At least he's a familiar face and won't judge you. He's the reason you're here, after all. Your skirt bounces a little with every step you take. Your heels click on the floor.
You reach the halfway point and stop to pose like Sarah taught you - hand on your hip, fierce smile, pout just a little, smile pretty. It's humiliating. Forcing a smile in front of all those strangers, crossdressing on daddy/daughter day, being seen in a skirt by one of the popular girls... you feel like you're about to break down.
But then you see Jeff waving and giving you a thumbs-up. He looks so happy. So proud. Supportive. And everyone else does too. They're cheering for you. Your strength is renewed, just enough for you to make it out the other side.
When it's over, you can barely breath.
But the applause is worth it.
What's next?
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Stepdad Wanted a Girl
So he made you one
Aiken, a young boy in high school, gets feminized by his step dad while his mom is on a business trip.
Updated on Jul 19, 2025
by PrincessAriana
Created on Jul 12, 2025
by PrincessAriana
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