Caption Challenge - Tumblr Posts

initiativelouise
1 year ago
Sunday Treat Caption Challenge With @sissymissyxo

Sunday treat caption Challenge with @sissymissyxo

Tags :
caption challenge sissy desires better as a girl
338 notes View Post
initiativelouise
1 year ago
Challenge 2 With @sissymissyxo

Challenge 2 with @sissymissyxo

Tags :
caption challenge sissy desires better as a girl what a sissy wants
227 notes View Post
initiativelouise
1 year ago
Definitely Applies To @sissymissyxo

Definitely applies to @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants naughty sissy
184 notes View Post
initiativelouise
1 year ago
Caption Challenge With @friendz0ned-b3ta-cuck

Caption Challenge with @friendz0ned-b3ta-cuck

Tags :
caption challenge naughty sissy
139 notes View Post
initiativelouise
1 year ago
Caption Challenge With The Lovely @friendz0ned-b3ta-cuck

Caption Challenge with the lovely @friendz0ned-b3ta-cuck

Tags :
caption challenge what a sissy wants naughty sissy
165 notes View Post
initiativelouise
1 year ago
This Week's Caption Challenge With The Gorgeous @sissyloren

This week's caption Challenge with the gorgeous @sissyloren

Tags :
caption challenge honest sissy what a sissy wants better as a girl sissy desires
277 notes View Post
initiativelouise
1 year ago
Caption Challenge With The Always Gorgeous @sissymissyxo

Caption Challenge with the always gorgeous @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants naughty sissy
149 notes View Post
initiativelouise
1 year ago
Round Two With @sissymissyxo

Round two with @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants
215 notes View Post
initiativelouise
1 year ago
The Next One @sissymissyxo

The next one @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants naughty sissy
51 notes View Post
initiativelouise
1 year ago
Round Four With @sissymissyxo

Round four with @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants better as a girl naughty sissy
90 notes View Post
initiativelouise
1 year ago
You Know It's True @sissymissyxo

You know it's true @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants honest sissy
429 notes View Post
initiativelouise
1 year ago
What Can It Be? @sissymissyxo

What can it be? @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants better as a girl
101 notes View Post
initiativelouise
1 year ago
It's Soo Hard To Do Isn't It @sissymissyxo

It's soo hard to do isn't it @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants naughty sissy honest sissy
265 notes View Post
initiativelouise
1 year ago
Hope You're Ready @sissymissyxo

Hope you're ready @sissymissyxo

Tags :
caption challenge sissy desires better as a girl naughty sissy
278 notes View Post
initiativelouise
1 year ago
First Ever Caption Challenge With @cutiethessa

First ever caption challenge with @cutiethessa

Tags :
caption challenge naughty sissy
46 notes View Post
initiativelouise
1 year ago
Second Challenge With @cutiethessa

Second challenge with @cutiethessa

Tags :
caption challenge good sissy sissy desires what a sissy wants naughty sissy
145 notes View Post
initiativelouise
1 year ago
Last Challenge Of The Night With @cutiethessa

Last challenge of the night with @cutiethessa

Tags :
caption challenge sissy desires what a sissy wants naughty sissy
228 notes View Post
initiativelouise
1 year ago
Caption Challenge With @celebritytgcaptions

Caption Challenge with @celebritytgcaptions

Tags :
caption challenge sissy desires better as a girl
181 notes View Post
initiativelouise
1 year ago
Round Two With @celebritytgcaptions

Round two with @celebritytgcaptions

Tags :
caption challenge sissy desires what a sissy wants better as a girl reblog if
138 notes View Post
initiativelouise
1 year ago
Mid Week Caption Challenge With @sissymissyxo

Mid week caption Challenge with @sissymissyxo

Tags :
caption challenge sissy desires what a sissy wants better as a girl
135 notes View Post