Jizz

Sissy Positive pics

know your sisssy positions!

know your sisssy positions!

Sissies

cumming in doggy position (solo)

cumming in doggy position (solo)

Sissies

Thong and thighs. My favorite position

Thong and thighs. My favorite position

Sissies

Trying a new position ;)

Trying a new position ;)

Sissies, GoneWildCD

Anyone make captions? First post, kind of shy. Will post more of response is positive.

Anyone make captions? First post, kind of shy. Will post more of response is positive.

Sissies

In position

In position

Sissies

How's this position sir?

How's this position sir?

Sissies

Thanks for the positive feedback yesterday (: I'm far to deep to turn back now.

Thanks for the positive feedback yesterday (: I'm far to deep to turn back now.

Sissies

In position

In position

Sissies

I want to be fucked in this position

I want to be fucked in this position

Sissies

Trying out a new position <3

Trying out a new position <3

Sissies

Assuming the position

Assuming the position

Sissies

No1 position

No1 position

Sissies

Legs up my 2nd fav position

Legs up my 2nd fav position

Sissies

How is this position?

How is this position?

Sissies

Picture of the first cock I ever took in my ass! Outfit worn and position (and surprise)

Picture of the first cock I ever took in my ass! Outfit worn and position (and surprise) I was in and had waiting for him when he walked in! Oh and fuck that was amazing!!!!

Sissies

Practice Makes Perfect

Practice Makes Perfect

sissyhypno, Sissyperfection, Sissy_Positive

My favorite position by far

My favorite position by far

Sissies

in the position waiting

in the position waiting

Sissies

One of my favorite positions =P

One of my favorite positions =P

Sissies

Daddy's favourite position

Daddy's favourite position

Sissies

What's ur fav sex position? Mine is cowgirl

What's ur fav sex position? Mine is cowgirl

Sissies, FemBoys

Well I've found my position, where do you want to be?

Well I've found my position, where do you want to be?

Sissies

I didn't expect such a positive response!

I didn't expect such a positive response!

Sissies

Getting into position

Getting into position

Sissies, GoneWildCD

Assumed the position... Now what?

Assumed the position... Now what?

Sissies

19, in my almost knee high socks, in position to get pounded hard and balls deep,

19, in my almost knee high socks, in position to get pounded hard and balls deep, and filled with huge, warm, creamy loads till I’m dripping from my hole

Sissies, GaybrosGoneWild, FemBoys

Prime position

Prime position

Sissies

Prime position...

Prime position...

Sissies

Still Virgin Ass, But i do a lot practice with toy, To Become More feminine. What

Still Virgin Ass, But i do a lot practice with toy, To Become More feminine. What do you do if i used that position in front of you?

Sissy_humiliation

My application for the office assistant position, can work late if needed

My application for the office assistant position, can work late if needed

Sissy_humiliation

assume (one of) the position(s)

assume (one of) the position(s)

Sissies

In the ready position! <3

In the ready position! <3

Sissies

Face down ass up - practicing my default position!

Face down ass up - practicing my default position!

Sissies

In position ❤️

In position ❤️

Sissies

Assuming the position, is there a better one? I don’t think there is ??

Assuming the position, is there a better one? I don’t think there is ??

Sissies

in position, ready and waiting for you..

in position, ready and waiting for you..

Sissies

I'm in my favourite position... ;)

I'm in my favourite position... ;)

Sissies

I'm always hoping some big strong bullies find me in a compromising position like

I'm always hoping some big strong bullies find me in a compromising position like this ?

Sissy_humiliation

My favorite position to get bred in. Any takers?

My favorite position to get bred in. Any takers?

Sissies, FemBoys, GaybrosGoneWild, bigonewild

Assuming the position (with my favorite toy for size comparison) ???

Assuming the position (with my favorite toy for size comparison) ???

Sissies

Locked, plugged and in position ✨

Locked, plugged and in position ✨

Sissies, asiansissification, SissyChastity, Asiantraps

How's this position?

How's this position?

Sissies

I just really wanna get fucked in this position.

I just really wanna get fucked in this position.

Sissies

New position last night

New position last night

Sissies

Ready position ?

Ready position ?

Sissies

if you were my man we would have started the day with deep dick, switched positions

if you were my man we would have started the day with deep dick, switched positions and i would have let you keep going full throttle till you beat me down flat on my stomach. if you were in the mood after to 3 finger stroke my nut and call me baby i woul

Sissies, FemBoys, BlackTwinks, DadsAndBoys

my favorite position (vid preview)

my favorite position (vid preview)

Sissies

Assuming the position and waiting for you to take me

Assuming the position and waiting for you to take me

Sissies, submissivemen

Assuming My Position

Assuming My Position

Sissies

I'm a dirty exposed slut say my name

I'm a dirty exposed slut say my name

thighhighs, pussyrating, officelady, NessaFucks, WindowBeauty, AnimeAss, InterracialBbcSluts, tongue, NinaMercedezXXX, asiancelebsfap, FantasyIsland, IndianHotties, daddybears, MissBella, AnnyAurora, sissyhumiliation, SluttyDress, Sissy_Positive, GirlsWithBareFeet

Assume thH position

Assume thH position

Sissy_hot

Its only her 1st date...

Its only her 1st date...

resonantfrequency, nakedinthekitchen, FlannelGetsMeHot, WhyWouldYouFuckThat, ArabelleRaphael, desixchick, AikaYumeno, ChelNSFW, Sissy_Positive, Brazzers4U, FreakyPuss, NSFWasianbabygirls

Would you fuck me in this position?

Would you fuck me in this position?

Sissies, sissypersonals

do u like this position daddy?

do u like this position daddy?

Sissies

I would love some positive encouragement to transition ?

I would love some positive encouragement to transition ?

Sissies, GoneWildTrans, Sissykik2

In position

In position

Sissies

My fave position

My fave position

Sissies

Hi. I'm new. Like this position?

Hi. I'm new. Like this position?

Sissies

Mistress liked this position before chastity :P

Mistress liked this position before chastity :P

Sissy_humiliation