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Sissy Date gifs

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My GRIND date wanted to FUCK MY SISSY CROSSDRESSER Ass in front of a mirror - FULL

My GRIND date wanted to FUCK MY SISSY CROSSDRESSER Ass in front of a mirror - FULL 4K Video at OnlyFans.com/MikahDoll

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Switching Sissy ✊?✊?✊? - ?➡️https://t.co/VZlq900jVH⬅️? Dating for sissies

Switching Sissy ✊?✊?✊? - ?➡️https://t.co/VZlq900jVH⬅️? Dating for sissies and those who love them!

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This sounds like a perfect date!

This sounds like a perfect date!

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I sent tihs to my date after the first date, it was an invitation for them to come

I sent tihs to my date after the first date, it was an invitation for them to come to mine. They knew exactly what to expect. The first hour was spent dressing them up in a skimpy outfit, panties, wig, makeup and so on. The next 4 were spent fucking them

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BREATHLESS! Introducing The Premier Discreet Dating App For Sissies

BREATHLESS! Introducing The Premier Discreet Dating App For Sissies

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Had a quick date in young gentlemans car... I filmed this as I got home, it demonstrates

Had a quick date in young gentlemans car... I filmed this as I got home, it demonstrates how I managed the walking outside as a cis man + being as sissy as possible as I got inside my dates car :))) (Worn out lipstick due all the sucking and cum xD )

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Date night

Date night

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Look at you getting all dolled up for daddy’s dick. Pathetic lil sissy

Look at you getting all dolled up for daddy’s dick. Pathetic lil sissy

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Date night is always fun when it ends with me riding my gf 🥰

Date night is always fun when it ends with me riding my gf 🥰

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Dating advice

Dating advice

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You’re a sissy

You’re a sissy

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Date men

Date men

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A sissy's first date

A sissy's first date

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Blonde Dancing Dating Doggystyle Facial Pussy Sex Shower Sissy Small Tits Porn Image

Blonde Dancing Dating Doggystyle Facial Pussy Sex Shower Sissy Small Tits Porn Image by sophia45

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18 Years Old Cosplay First Date Pussy Sex Sissy USA Wet Pussy Porn Image by sophia45

18 Years Old Cosplay First Date Pussy Sex Sissy USA Wet Pussy Porn Image by sophia45

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All I want for Valentines is to go on a romantic date that ends with me getting fucked.

All I want for Valentines is to go on a romantic date that ends with me getting fucked. Would you date me? ?

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date night plug ♥

date night plug ♥

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new to dating as a femboy... is frotting on the first date an ok replacement for

new to dating as a femboy... is frotting on the first date an ok replacement for fucking? ?

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How I peg on first date VS how I peg on second date

How I peg on first date VS how I peg on second date

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A Sissies first date

A Sissies first date

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Would you date a girl like me?? 🤪💦💘

Would you date a girl like me?? 🤪💦💘

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Would you go on a second date after finding put my secret?

Would you go on a second date after finding put my secret?

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For sissies that want to notify the world

For sissies that want to notify the world

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Men don’t have to hide their true intentions on dates w/you.

Men don’t have to hide their true intentions on dates w/you.

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[NEW CLIP!] Sissy Slut Date Makeover (17 min) by FemDom Goddess Nikki Kit (Details

[NEW CLIP!] Sissy Slut Date Makeover (17 min) by FemDom Goddess Nikki Kit (Details and Links BELOW!)

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Date idea: I bounce on your cock till you bust inside me. Yay or nay? 😇

Date idea: I bounce on your cock till you bust inside me. Yay or nay? 😇

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Would you date a Black Sissy?

Would you date a Black Sissy?

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Can I ride you on the first date?

Can I ride you on the first date?

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For our first date Mommy played dress up with a sissy slut then fucked him in the

For our first date Mommy played dress up with a sissy slut then fucked him in the ass!

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Date night with my dildo. 2am and he’s still going strong. Wonder if I can sit

Date night with my dildo. 2am and he’s still going strong. Wonder if I can sit on this thing until morning 🤔

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first date outfit, would you date me ?

first date outfit, would you date me ?

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Do you think being locked in the flat chastity cage by my GF is fair punishment for

Do you think being locked in the flat chastity cage by my GF is fair punishment for forgetting it's date night?

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Not me telling my friends I had a "date" tonight.

Not me telling my friends I had a "date" tonight.

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What are you like on a first date?

What are you like on a first date?

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What do you do if I accidentally text you this before our first date?

What do you do if I accidentally text you this before our first date?

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Punishment for forgetting date night. While my GF is out having fun I'll be stuck

Punishment for forgetting date night. While my GF is out having fun I'll be stuck here locked in chastity, an armbinder, and the dress SHE was supposed to be wearing... Can you tell I don't think it's fair?

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What do you do if I accidentally text you this before our date?

What do you do if I accidentally text you this before our date?

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Am I date-able?🥺🫶🏻

Am I date-able?🥺🫶🏻

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Look for some new dates GIF by sissyanalslutt

Look for some new dates GIF by sissyanalslutt

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best triple date with double penetration 😈 full video on my Onlyfans

best triple date with double penetration 😈 full video on my Onlyfans

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How out date starts...how our date ends 😈

How out date starts...how our date ends 😈

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Here's the video of my sissy slut Carrie slowly stripping away her manhood the other

Here's the video of my sissy slut Carrie slowly stripping away her manhood the other day. I have set up another date for her to meet up with this guy😏

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Would you like to go on such a date?

Would you like to go on such a date?

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No need to eat before our date, we have dinner provided for you 🍦👅

No need to eat before our date, we have dinner provided for you 🍦👅

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Do you like what I picked out for our date? 😇🌼🌸

Do you like what I picked out for our date? 😇🌼🌸

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would you date a tgirl with a hole this wrecked?

would you date a tgirl with a hole this wrecked?

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Too sexy for a date?

Too sexy for a date?

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would you date femboy who cosplays daily?

would you date femboy who cosplays daily?

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how many girls out there do you know do anal on the first date? how many have dicks?

how many girls out there do you know do anal on the first date? how many have dicks?

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In need of a date... anyone interested?

In need of a date... anyone interested?

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If I showed you this after our date, would you leave or make me cum?

If I showed you this after our date, would you leave or make me cum?

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Would you date me if I'm allergic to condoms 🥺😋

Would you date me if I'm allergic to condoms 🥺😋

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We’re on a date with this 22-year-old girl off Tinder, exposed myself as a sissy

We’re on a date with this 22-year-old girl off Tinder, exposed myself as a sissy to her today…

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Would you take a 23 year old trans girl on a date?

Would you take a 23 year old trans girl on a date?

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Would you try to touch me on the first date?

Would you try to touch me on the first date?

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Would you ever date a femboy who is addicted to your cum?

Would you ever date a femboy who is addicted to your cum?

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POV : We go out on a date and I have a secret to show you 👀

POV : We go out on a date and I have a secret to show you 👀

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Be honest, what would you do if I sent you this video right before our first date?

Be honest, what would you do if I sent you this video right before our first date?

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If you date me we're never leaving the house

If you date me we're never leaving the house

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Mommy's Date vs Cuckson's Date

Mommy's Date vs Cuckson's Date

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