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courtneycaptisa

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courtneycaptisa posts

Bonus Cap: The Sissy Life (2000s Reality Show Comeback)

Bonus Cap: The Sissy Life (2000s Reality Show Comeback)

Just something fun for comeback week that does't involve another caption artist. Some people know that I was/am a HUGE fan of trashy reality shows from the 2000s. What if they made a comeback? Like doing the opposite of a popular series for the 20th annivers...

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Comeback: Juilet

Comeback: Juilet

Juilet's TG Caps was active from to my knowledge, 2020-2022. Not sure why she left, but she made some beautiful clean caps often depicting very feminine events like weddings, prom, quince, etc. The blogger was: https://julietstgcaptions.blogspot.com/


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Becky's TG Caps Comeback

Becky's TG Caps Comeback

It's only appropriate to start "comeback" week with one of the caption artists that inspired me to start making art in the first place, Becky! She announced she was taking a break back in June and there have been no recent posts on he...

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Comeback Week (Bab Courtney & Proud of You Caps)

Comeback Week (Bab Courtney & Proud of You Caps)

This week's them is "making a comeback". There have been many caption artists who have stopped for one reason or another, especially in the past few years! These caps are dedicated to those who I wish would make a comeback... starting with me!

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Cap-a-Thon November

Capping a lot today. Drop your one sentence requests in the comments.

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Genie App: Better Luck Dating

Genie App: Better Luck Dating

You can't get her so why not become her?

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Genie App: Never Won

Genie App: Never Won

I had a few people ask for more genie app caps. They are super easy to make, so why not!?

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Day After Halloween

Day After Halloween

“It’s not as bad as you think.”

“Not as bad…? This isn’t natural at all! How many times does a guy just magically turn into a girl?!”

“I’m sure it’s a rare case, but you are one of the special ones! I seriously had no idea that Halloween costume from that discount magic store would make the wig turn into your real...

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A Victim (AI-generated image)

A Victim (AI-generated image)

“And what am I supposed to do now?”

“Unfortunately, there have been many other victims from Crossword’s experiments and he has still not been captured. Several others have successful completed a transition program that takes about two months. They will help you adjust to your new life as a woman.”

“I’m sure others have ...

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The Right Fit

The Right Fit

“Did you girls find any shoes that fit?”

“None.”

“What about you, Haliee?”

“The pink heels were a little too small and VERY difficult to walk in.”

“Are you both lying to me? Because if you are caught lying again there will be punishment!”

“We are trying our hardest!”

“If you really wa...

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Courtney Costume

Courtney Costume

A few Halloween/Horror caps coming in the next few days!!

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“I don’t get the reference, bro. Did you just want to dress like some girl from the late-2000s?”

“I’m Courtney Captisa!”

“Who the hell is that?”

“World-famous author! But I wanted to dress like how she was back in her peak back in the la...

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Meeting the Neighbors

Meeting the Neighbors

Would you ever pose as an older woman if you had to?


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“Bro… being a woman really blows. It takes SO long to get ready. I had to shave everywhere and the bathroom looks disgusting. Doing this makeup and hair took like three hours! Just to go out for a little bit?”

“It’s needed though. There’s no way i...

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Relaxing This Weekend

Relaxing This Weekend

What are you doing this weekend?

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I was in desperate need of a new weekend hobby. American football was boring, I didn’t have a girlfriend at the moment so dating wasn’t even in the picture, and most of my friends were starting to have more adult responsibilities which kept them busy on the weekends. Could have picked a new v...

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Need to leave the house

Need to leave the house

“Are you wearing my makeup!”

“NO! This is just how my eyes are!”

“Oh.. They look darker today. Well… you SHOULD START!”

“What do you mean?”

“You can’t just stay here at my place wearing your old male clothes forever. It’s been three days and we’ve tried so hard to get you to change back into a ma...

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Twin Cheer Cousin

Twin Cheer Cousin

“Never in a million years would I think you would excited to cheer…”

“Neither did I, but I feel like I have a new purpose in life.”

“To live the life of your younger cousin? You know we only forced you to take her place because of the upcoming championship. But she just HAD to visit her archeologist Aunt in Bahrain for th...

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Four Full Years (AI Image) Patreon-Only

Four Full Years (AI Image) Patreon-Only

Can you spot the reference?

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“That situation is absurd. It is very difficult to believe Mrs. Captisa would ever do something of that nature.”

“You HAVE to believe me, Headmistress. Why would anyone ever make up a story about a boy being FORCED to live as a girl?!”

“I’m not sure how you want me to answer t...

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Genie App: Scene

Genie App: Scene

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Genie App: Helicopter Dad

Genie App: Helicopter Dad

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Vanessa's Homecoming Date

Vanessa's Homecoming Date

“These people are IDIOTS if they actually believe I’m a girl!”

“It’s just the voice that needs work. You don’t need to sound like Minnie Mouse on helium. Just put a little more effort into speaking from your upper body and accentuating your speech more.”

“This whole thing is ridiculous! I didn’t expect it to take si...

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New DA account

New DA account

Let's see how long this stays up. You'll always see content here first as a Patron.

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Annoying Stepsister AI vs. Real

Annoying Stepsister AI vs. Real

I'm starting to experiment with AI character creation. Which do you prefer? Real images? AI? Both? Don't worry about the writing, that is 100% me typing from the thoughts in my head.

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“You can’t keep this up forever. Someone is going to find out eventually.”

“They never will as long as my annoying little step-siste...

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Two-For-One Part One & Two (Patreon-Only)

Two-For-One Part One & Two (Patreon-Only)

“You are literally insane. There has to be a way to reverse this!”

“NOPE! That New Age shop in the mall said the spell was only good for one use. No returns on two-for-one specials. No reversal spell will work. And their lease is up this week so they are moving to a new location. Date of reopening unknown!”

“So you are stuc...

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Hooties Situation

Hooties Situation

“Courtney! I need a HUGE favor. Please take Table 35. The hostess just assigned me but I looked over and it’s the football coach from school with the entire team! They are going to recognize me from when I was assistant coach last year!

“Sorry, Kaitlyn. I just had a 12 top walk in and can’t handle all these tables along with two la...

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Need to Talk with Girlfriend

Need to Talk with Girlfriend

“We need to talk.”

“Can we make it quick, babe? I need to be downtown at Captisa’s Bistro in 15 minutes! Took a while to get these fake lashes on!”

“This is getting a little annoying…”

“What do you mean? I promise I won’t be late back home like last time. I’ll be back by 11pm in time to cuddle with you and...

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Genie App: Back to School 2006

Genie App: Back to School 2006

Going to be hard texting back with that digital camera.

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Right Steps: 2018 Repost

Right Steps: 2018 Repost

I made this cap for Back to School week in 2018. It remains one of my favorites. The plot of a guy not having much success after graduation and going back to school as a freshman girl has always interested me.

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Genie App Teacher

Genie App Teacher

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College Townhouse

College Townhouse

“Oh! Didn’t know someone else was here. Are you Brandon’s mommmmm….. I mean sister?!”

“Brandon… sorry young man. That name only sounds vaguely familiar.”

“Sorry! I may have the wrong townhouse! Not sure why my key worked. All these places look the same in this development.”

“It’s fine. Mistakes happen....

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Twin Sister in Her Dorm

Twin Sister in Her Dorm

I wonder how this would be as a full book....

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My twin sister is all moved in to her dorm and is happy to start her new life! Meanwhile, my dorm is set up too across the country at another Ivy League School. This whole ordeal started last year when I was going through the admissions process. All my life, I had worked hard for t...

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New School Year: New Squad

New School Year: New Squad

For those of you over the age of 30 and on social media, your feed has probably been flooded with Back to School photos recently. This page will be no exception since it is officially BACK TO SCHOOL WEEK!

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Summer for me was spent like other young teachers my age. Enjoying our time off, taking trips to the winery, having brunch, ...

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