courtneycaptisa

Upgraded Attire

Accept Sissyhood

Sister's Boyfriend's Date

It's "Her Place" week!

Courtney's favourite TG Christmas Story

Merry Christmas Eve to everyone. I unfortunately am spending this Christmas completely alone for the first time in my life. At least I have my TG family! Here is my favourite Christmas Story written by someone else:

2024-12-25 01:56:06 +0000 UTC View Post

Help Courtney's Memory (Sasha Character)

Need some help from some of my long-time followers. I created the character of "Sasha" back in 2018. She first appeared in Genderella Prom<...

Poll: Who should win #tgchristmas2024?

Lots of great entries!

A Family For Christmas by malta4512

2024-12-18 02:39:07 +0000 UTC View Post

Entry for #tgchristmas2024: Christmas Closure by Haylee Sims

Entry for #tgchristmas2024: A Perfect Christmas by thebobbobinson

https://www.deviantart.com/thebobbobinson/art/A-Perfect-Christmas-TG-Caption-11338082652024-12-17 06:05:45 +0000 UTC View Post

Entry for #tgchristmas2024: Nutcracker Christmas by malta4512

https://www.deviantart.com/malta4512/art/Cap-Contest-Nutcracker-Christmas-11340878732024-12-17 06:01:58 +0000 UTC View Post

Entry for #tgchristmas2024 contest: My Big Break by thebobbobinson

https://www.deviantart.com/thebobbobinson/art/My-Big-Break-TG-Caption-1134284115

2024-12-17 05:59:40 +0000 UTC View Post

Entry for #tgchristmas2024: A Gift of Amnesia by TartanTwiner

https://tartantwiner.blogspot.com/2024/12/a-gift-of-amnesia-courtney-cap-contest.html

Entry for #tgchristmas2024: Eight Sexy Nights by Dee Mentia

https://deelusionsofgrandeur.blogspot.co...

Entry for #tgchristmas2024: Like One of Those Christmas Movies by TartanTwiner

https://tartantwiner.blogspot.com/2024/12/like-one-of-those-christmas-movies.html

Entry for #tgchristmas2024: A Family For Christmas by malta4512

https://www.deviantart.com/malta4512/art/Cap-Contest-A-Family-For-Christmas-1132354750

Different This Christmas: Cap Contest

Launched a new cap contest. Rules can be seen here: https://www.deviantart.com/courtneycaptisatoo/art/1132028786

2024-12-09 19:13:56 +0000 UTC View Post

Thankful for a Second Chance

Stupid me.... I forgot to post this cap last week!

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(Warning: slightly political)
I’m so thankful for Coach Carter and Governor Captisa. Earlier in the semester, I was a failure. Got caught up in the frat bro life and was spe...

Is it too early for Christmas caps?

Learning from Girlfriend

Stephen is extremely thankful for his girlfriend. Ever since she caught him looking at TG caps and questioned him about it they’ve been exploring his feminine side. She gave him the name “Stephanie” and refers to him as her “lil sis”. Th...

Parent - Teacher Relationships

This week's theme is all about being thankful!

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I’m so thankful for what Mrs. Jenghison recommended for me. At the beginning of the school year, my kindergarten classroom was poorly decorated and a mess! A few parents, including...

Throwback Thursday: Rent to Trophy

Thursdays are now going to be #tbt here where I explore caps I've made in the past. I'll try to give a little backstory onto how I came up with the cap or tid-bits about it that I've never explained before

A few weeks ago, someone on ...

Shein Order

Stepmom Match

Been Three Months

I've been inspired by some of these short 2-3 sentence caps I see on Tumblr and Deviant Art. They often involve sissies and stepmoms. Like this format?

Return to the Frat House

“Bro… we need to talk.”

“Sure! I’ll be happy to talk with you about your feelings.”

“That’s just it. You act… so much differently… Can’t imagine what you went through. We’ve all heard rumors about ...

The Ballad of Jewel Kouture

J.K. was a dedicated hip-hop fan. Old school classics were becoming a bit stale and he rejected the Mumble Rap era. While he identified with  the flow and bars of most male artists in the past few years; he felt like something was missing. Th...

Political Caps 2024 Folder

Here are the political caps I made. Not uploading directly to Patreon, they are in my Drive. I sent messages to those I could. Patreon will not allow me to message people who are not subscribed and have never been subscribed. Making this folder av...

Blind Date Surprise

“This is such a nice place you have! So mature!”

“Thanks…”

“And you said you have roommates?”

“Yeah… they are out of town. So we have the WHOLE place to ourselves.. for the entire night.”<...

Political Week Cancelled

To those of you who have followed me for a certain amount of time know I've been known to make a few Political TG caps. These often involve gender change with a loose plot element involving something political or the transformation involving anot...

The Day After Halloween

One of my favourite tropes:

“Courtney. We have a big problem here.”

“What’s wrong this time?”

“This Halloween costume won’t come off… I tried when we got back from the party, wasted, lasted ni...

My Dinner with Andre/Aliya

Andre had been a close friend of mine for over a decade. Though I would be lying if I said I wasn’t dreading having dinner together. We had not seen each other in person for a few months due to busy schedules, but recent texts from him warned me...