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First Sissy gifs

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Not how I thought my night would go, getting fucked by another sissy💕

Not how I thought my night would go, getting fucked by another sissy💕

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New Video: Sissy's First Pegging POV

New Video: Sissy's First Pegging POV

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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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My first ever post here. What do you guys think 😬

My first ever post here. What do you guys think 😬

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To the first 3 that see this, tell me where you would start first …

To the first 3 that see this, tell me where you would start first …

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my first ever locktober is going well! didn't quite make it to full sissygasm in

my first ever locktober is going well! didn't quite make it to full sissygasm in my first session but still filled my cage with precum

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I sissygasmed twice for the first time, here's the first one

I sissygasmed twice for the first time, here's the first one

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Your first date with him was a little rough at first... but then you started to like

Your first date with him was a little rough at first... but then you started to like it.

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My first video of my sissy pussy being trained, how often should i train my sissy

My first video of my sissy pussy being trained, how often should i train my sissy pussy so it will become addicted to being filled ? ? Any tips on better quality gifs ? Used redgifs for this one

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I did it!? My first sissygasm????

I did it!? My first sissygasm????

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It's time to start my enslaved Sissy Kiara on her masturbation sessions 😈 the

It's time to start my enslaved Sissy Kiara on her masturbation sessions 😈 the first and many more to come from this sissy bitch 😇

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My first and last names both start with M.. first one to comment my real name wins

My first and last names both start with M.. first one to comment my real name wins custom content 🙈💕

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My first time trying a black toy. What do you think?

My first time trying a black toy. What do you think?

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You’re a sissy

You’re a sissy

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A guide to sissy's first time cock sucking (Part 3 - End)

A guide to sissy's first time cock sucking (Part 3 - End)

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Our sissys first extreme anal training.. as you can see it went well [oc] [domme]

Our sissys first extreme anal training.. as you can see it went well [oc] [domme]

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Second fuck, first real one…

Second fuck, first real one…

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My first video (not my first cock tho 😍🥰)

My first video (not my first cock tho 😍🥰)

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Another video of my first time🙊

Another video of my first time🙊

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Got fucked for the first time tonight🙊🙊

Got fucked for the first time tonight🙊🙊

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Very first time with my fucking machine >////<

Very first time with my fucking machine >////<

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Just got my first ever BBC toy today.. how am I doing for a first timer?

Just got my first ever BBC toy today.. how am I doing for a first timer?

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My First Time Felt Soooo Good

My First Time Felt Soooo Good

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My first time getting fucked by a BBC

My first time getting fucked by a BBC

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Did I just have the BIGGEST caged orgasm in history? 😳 It was my first ever and

Did I just have the BIGGEST caged orgasm in history? 😳 It was my first ever and I still can't believe it 😂Like wtf...

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Bella Rolland Trying her Girlfriend's Brother for First Time

Bella Rolland Trying her Girlfriend's Brother for First Time

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My gf(who doesn't know i am a sissy) is out of time perfect time to try and take

My gf(who doesn't know i am a sissy) is out of time perfect time to try and take this monster bbc dildo fully for the first time. I have a long way to go,35cm to be precise😰kik janisjanis1

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The Sissy Machine: First Results

The Sissy Machine: First Results

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My first BJ on NYE 😇🥵

My first BJ on NYE 😇🥵

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My wife Pegging me and fucking my ass for the first time [oc] [domme]

My wife Pegging me and fucking my ass for the first time [oc] [domme]

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My first ever sissy content orchestrated by me.

My first ever sissy content orchestrated by me.

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As I promised yesterday here is Eva's first mandatory masturbation session we had

As I promised yesterday here is Eva's first mandatory masturbation session we had yesterday I had to break it into two parts here's the first one 😏

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Alright who wants their load of cum? First cum first serve. 😈

Alright who wants their load of cum? First cum first serve. 😈

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Can I ride you on the first date?

Can I ride you on the first date?

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Taking my 8 inch dildo for the first time, I was so scared at first but it feels

Taking my 8 inch dildo for the first time, I was so scared at first but it feels so good.. 🥺

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My first time being caged and my first caged cumshot

My first time being caged and my first caged cumshot

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His first anal

His first anal

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So what would you play with first?

So what would you play with first?

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My first big dick i ever got fucked!🍆💦

My first big dick i ever got fucked!🍆💦

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If this is the first step, then I'm a veteran lol

If this is the first step, then I'm a veteran lol

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listen while you suck your first cock..

listen while you suck your first cock..

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[22] Do you wanna dive in face first or cock first?

[22] Do you wanna dive in face first or cock first?

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You find me just laying here like this…whats your first move?

You find me just laying here like this…whats your first move?

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You just need to take the first step...

You just need to take the first step...

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my first caption

my first caption

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she's expecting you to make the first move for sex on the first date by sending you

she's expecting you to make the first move for sex on the first date by sending you this! 😉

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where did you look first?

where did you look first?

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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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My Fan paid me to Unlock for the first time in 60 Days🥹

My Fan paid me to Unlock for the first time in 60 Days🥹

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[25] My first fuck post, my phat ass been fucked few times but first time sharing

[25] My first fuck post, my phat ass been fucked few times but first time sharing here so enjoy! 😝

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Which are you playing with first? >.<

Which are you playing with first? >.<

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today i can finally deepthroat for the first time

today i can finally deepthroat for the first time

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Where would you start first? I'm curious

Where would you start first? I'm curious

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When you first became a girl, you thought you’d be modest, but after all the attention

When you first became a girl, you thought you’d be modest, but after all the attention men give you, all you want to do is take your bra off and show men your tits.

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Your first date say its her first time...

Your first date say its her first time...

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[22]Are you going face first or dick first into this thick bussy ? <3

[22]Are you going face first or dick first into this thick bussy ? <3

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Releasing my first hypno! Dm for link to the full video.

Releasing my first hypno! Dm for link to the full video.

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(OC) what did you notice first?…my feet?

(OC) what did you notice first?…my feet?

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One Of The First Lessons In My School Of Sissification Is “Eye Contact” (OC)

One Of The First Lessons In My School Of Sissification Is “Eye Contact” (OC)

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Someone literally walked in on the first take of this clip XP might post the first

Someone literally walked in on the first take of this clip XP might post the first take tomorrow [24]

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