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Sissy Date Caption
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First sissy date
The date isn't over yet!
YOUR FIRST EVER TINDER DATE
"Date Night" for a sissy
First Date
I was out with my girlfriend on a sissy date. She loves encouraging that side of me and we ended up meet some local celebrities. pt.1
You're having so much more success on dating apps, being a girl rather than trying to get them!
A good sissy always fucks on the first date...
You want to do a good job sucking his dick, so you get a second date with him, right?
Your first date with him was a little rough at first... but then you started to like it.
Would our first date be ruined if it ended like this? 😷💧
Your friends think you are dating a girl but in reality you are craving cock ❤
Taking your mom’s date
Daddy's started to pickout my outfit for our movie dates, and he just keeps making them sluttier
Oops, forgot to tell my date I have a dick 😘
Sissy Dating essentials
Dating advice
First Date
How every sissy date should finish
You’re a sissy
First date: Get coffee, and he'll give you his cream!
Now that you've been dating a few months she finally said you could get inside her pussy!
A Sissies first date
Drop to your knees when your date reveals her surprise!
Best first date ever 😍
A Sissy's first Date
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Friday night is date night
Date start / Date End
I need a date tonight any takers?
dating made fun
What are you like on a first date?
A date with a misogynist PT2 - re education
A date with a misogynist (story)
Look for some new dates GIF by sissyanalslutt
Ditsy sissy princesses should get better at dating apps. By Sickolog
Date Night with the Bully [Full Video in the Comments!]
![Date Night with the Bully [Full Video in the Comments!]](/thumbs/2a/e4/SuperficialConsciousGreyhounddog.jpg)
Would you like to go on such a date?
facial while Grindr date fucks me
ideal date for sissy
The first date
You love getting dolled up in public...
I downloaded Grindr because I was a little curious...
You finally downloaded grindr...
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