Jizz

Sissy Date pics

I'm ready for our date daddy ;)

I'm ready for our date daddy ;)

GoneWildCD, Sissies

Wishing I have a date for new years ?‍

Wishing I have a date for new years ?‍

FemBoys, Sissies

Would love to secretly wear this on a first date... :)

Would love to secretly wear this on a first date... :)

GaybrosGoneWild, Sissies

what i wore for my most public appearance to date

what i wore for my most public appearance to date

FemBoys, GoneWildCD, Sissies

Waiting on my lunch date. I hope it goes well ;)

Waiting on my lunch date. I hope it goes well ;)

FemBoys, GoneWildCD, men_in_panties, Sissies

My summer date outfit

My summer date outfit

FemBoys, Sissies

My date liked my jewelry so much he asked me to keep wearing it until tomorrow morning

My date liked my jewelry so much he asked me to keep wearing it until tomorrow morning ;)

GoneWildCD, Sissies

Now i just need the date

Now i just need the date

traps, Sissies, Aoxxt

Waiting for my tinder date

Waiting for my tinder date

twinks, FemBoys, traps, GaybrosGoneWild, GuysFromBehind, Sissies

Hope you don't mind me wearing this out on a date!

Hope you don't mind me wearing this out on a date!

GoneWildCD, Sissies, FemBoys

Tinder date just left and I'm still feeling horny :3

Tinder date just left and I'm still feeling horny :3

FemBoys, GuysFromBehind, Sissies, traps

Dressed up without a date on Valentine's...

Dressed up without a date on Valentine's...

TrapsUK, FemBoys, Sissies, Feminization, GoneWildCD, traps, SissyHeaven, sissyplace

Looking for valentines date ;)

Looking for valentines date ;)

SissyChastity, Sissies

Hoping this is how our date will end.. ;)

Hoping this is how our date will end.. ;)

GoneWildCD, Sissies, u_Brunk1874

Date night ?

Date night ?

traps, Jezabellecd, Sissies

I'm a crossdressing sissy slut and I had my very first Grindr "date" today

I'm a crossdressing sissy slut and I had my very first Grindr "date" today x

jobuds, Sissies

Cute enough to date or hot enough to fuck?

Cute enough to date or hot enough to fuck?

traps, Sissies

let's go on a date

let's go on a date

traps, Sissies, FemBoys

Can I wear this outfit on our first date? ?

Can I wear this outfit on our first date? ?

bigonewild, Sissies, gonewild, AllGoneWildGifs, sissyplace, GoneWildCD, u_eceverici

When you leave work early to have your alpha male date take you shopping. I must

When you leave work early to have your alpha male date take you shopping. I must say that stiletto heels are not only beautiful, but very functional too. They bring my ass to a comfortable height for my tall dates to fuck me standing up.

GoneWildCD, Sissies

Getting ready for date night.......?

Getting ready for date night.......?

GoneMildCD, Sissies, traps

Getting ready for our date tonight.. hope you're looking forward to it

Getting ready for our date tonight.. hope you're looking forward to it

GoneWildCD, Sissies, traps, u_trysexualcd, u_IGORIGORIGORIGOR420

EU: Sissy looking for a date

EU: Sissy looking for a date

sissypersonals, Sissies

28 very dedicated CD looking for other sissies/CD to talk to ;) potentially date

28 very dedicated CD looking for other sissies/CD to talk to ;) potentially date if it feels right. local to Southern CA but will talk to anyone as Im open to travel (after all this madness is over ofcourse)

sissypersonals, Sissies

Should we schedule a play date?

Should we schedule a play date?

traps, Sissies, FemBoys

I'm ready to go on that date daddy :3 (I wish)

I'm ready to go on that date daddy :3 (I wish)

Asiantraps, traps, Feminization, Sissies, FemBoys

Anyone want to take me on a date? :)

Anyone want to take me on a date? :)

traps, Sissies

Prepping date outfits for after all this ?

Prepping date outfits for after all this ?

traps, Sissies, FemBoys

Pretending I'm dressing up for a date and trying to be cute ?

Pretending I'm dressing up for a date and trying to be cute ?

FemBoys, Feminization, Sissies, sissypersonals

We get home from the lunch date and you see I wasn't wearing panties the whole time.

We get home from the lunch date and you see I wasn't wearing panties the whole time. What comes next?

GoneWildCD, Sissies, sissydressing, traps

A date night with me always ends on all fours

A date night with me always ends on all fours

traps, Sissies, trapsarentgay

what my date had for dessert

what my date had for dessert

GoneWildCD, Sissies, trapsarentgay

Who wants to take me on a date? maybe fuck me after? ?

Who wants to take me on a date? maybe fuck me after? ?

TransGoneWild, traps, GoneWildCD, Sissies, FemBoys

a date night ..

a date night ..

traps, FemBoys, Sissies

this would be fun date lingerie

this would be fun date lingerie

u_sydneydommecd, Sissies, GoneWildCD, FemBoys, Sissy_hot, Sissydating

I can wear this under my date outfit for you if you like ;)

I can wear this under my date outfit for you if you like ;)

Sissydating, Sissy_hot, FemBoys, GoneWildCD, u_sydneydommecd, Sissies

I put out on the first date ?

I put out on the first date ?

FemBoys, Sissies, GoneWildCD, Gigi977

I'm ready for our date

I'm ready for our date

SecretSassySissy, crossdressing, Asiantraps, Sissies, Feminization, sissydressing

I'm ready for our date

I'm ready for our date

SecretSassySissy, sissydressing, chastity, SissyChastity, Sissy_Positive

Stop dating your GF big bro

Stop dating your GF big bro

CockFem, emptysacks, SmallDickGirls, SuperShemales, FemboyGalleries, TrapXXX, Transfixed, Tgirls, traps, trapballs, FemBoys, TransGoneWild, OnlyIfShesPackin, Ladyboys, tbulges, Sissy_humiliation, randomtgirl, Slut, Sissies, GoneWildCD, BBCsissies, LGBTGoneWild

Take me on a date ?

Take me on a date ?

amateur_shemales, Sissies, trapsarentgay, trannyslut, FemBoys, GoneWildCD, sissyplace, u_ts_milk

This is how I'll look for our first date

This is how I'll look for our first date

SecretSassySissy, ForcedFeminization, GoneMildCD, sissydressing, Sissies

Ready for our date, babe

Ready for our date, babe

SecretSassySissy, Sissies, Feminization, sissydressing

i'm gonna miss our study dates ?? can we still hang out, even though the semester

i'm gonna miss our study dates ?? can we still hang out, even though the semester is over?

FemBoys, Sissies, GoneWildCD

I love guys who eat ass on the first date!

I love guys who eat ass on the first date!

traps, FemBoys, Sissies, thiccfems, GoneWildTrans, GoneWildCD, BBCsissies, Rearcock, timmythicc, boypussy, trapsarentgay, ThiccBoiss, Slut, needysluts, assholegonewild, TrapCumTribute, NSFW_Tributes, Nudes, sissyplace, sissydressing, Feminization, thickwhitegirls