courtneycaptisa

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 anniversary and making two country boys become wealthy socialite girls in the city!

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When Daniel and Luke saw a casting call for a “2000s ...

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/

I personally saved all caps but never repost any without permission. She had an Instagram and one cap is still on Brianna's page: 2023-11-10 20:40:27 +0000 UTC View Post

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 her blog since then. Maybe she'll make a comeback when the time is right. This was inspired by her gif caps that were prominent in her recent style.

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!

Cap-a-Thon November

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

Genie App: Better Luck Dating

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

Genie App: Never Won

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

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 hair and give you real b**bs. Funny that the french maid outfit came off but changed you completely. These are all the clothes I had now that will fi...

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 tried, but what about just cutting the hair? Having the breasts removed? Any change of a phalloplasty?”

“Your insurance will probably not co...

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 want to find shoes that fit us, you can just take us to get sized at the store. You don’t have to keep bring clothes to the house.”

“What? T...

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 late-2000s since she is like my Mom’s age now.”

“A+ for…. Being creative since the costume party is in a few hours and we didn’t come up...

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 in hell we could have rented this house. The landlord said the HOA here HATES college students and you know the other houses available in town are a du...

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 video game or maybe racketball or something but instead I started to travel to a side I never thought I would take.

Growing up with a younger sis...

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 man but nothing is looking promising.”

“Then what are you suggesting?”

“We may have to start preparing you for your life as a girl�...

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 that dig. Suppose it’s a once in a life time opportunity to find an important artifact.”

“Still a little odd for someone of her age to up an...

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 that. Mrs. Captisa has been involved with this institution for years. She was in the Class of 1998, 4.0 GPA, president of the A/V club…”

“D...

Genie App: Scene

Genie App: Helicopter Dad

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 six hours to get ready!”

“You had never shaved your legs before…”

“You expected me to? I’m a straight male. I will give women cr...

New DA account

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

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-sister keeps her mouth shut!”

“How has Mom and your Dad not figured this out yet? Dying your hair blonde and growing it out is obvious, but breas...

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 stuck like this?!”

“Not going to lie. Your dad is pretty hot.”

“STOP! I don’t want to hear stuff like that! And why would you even s...

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 larger ones. You look fine and your voice is more passable than last week.”

“I’m so nervous. I can’t do this!”

“Kaitlyn, get it ...

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 watch Netflix in bed!”

“It’s not about that. Here’s the thing, I thought it was cute and all when you wanted to explore the other gende...

Genie App: Back to School 2006

Going to be hard texting back with that digital camera.

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.

Genie App Teacher

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.”

“This doesn’t even look like our home! What was I thinking?! Long day at college. Adjusting to new classes. Impossible to find housing in ...

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 that 4.0 GPA, participated in extra curricular activities, volunteered at organizations in town, studied my butt off for the SATS, and did everything I...

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, relaxing by the pool, and making some extra money by bartending at one of the dive bars in town. A surprise occurred when one of the students I vaguel...