Jizz

Sissy In Chastity pics

Spent the week in chastity, and the day eating out my wife while wearing a pretty

Spent the week in chastity, and the day eating out my wife while wearing a pretty skirt and bra, followed by a relaxing evening together where I painted my nails red while we watched TV. All else aside, live can be pretty great, my friends :)

Sissies

After getting po in chastity

After getting po in chastity

Sissies

My sissy clit after over a month locked in chastity.. it's definitely shrunk a bit,

My sissy clit after over a month locked in chastity.. it's definitely shrunk a bit, and it mostly stays fully limp.. It's truly so embarrassing for me to even look at, I feel like a little boy.. I want to hear what all you Superior Alpha's out there think

smalldicks, Sissy_humiliation, sph, ratemycock, Sissyclits

One thing I didn't expect to love as much as I do: being forced to pee sitting down

One thing I didn't expect to love as much as I do: being forced to pee sitting down in chastity! PM me!

Sissies

first time in chastity, tell me what you think

first time in chastity, tell me what you think

Sissies

I remember rolling my boxers up like a thong in second grade... NowI think I have

I remember rolling my boxers up like a thong in second grade... NowI think I have become a real sissy. 50+ pairs of panties, lingerie sets, makeup, chastity, a dildo, and toys.. I might need help...

Sissies

Mommy having fun with me (2 weeks in chastity, 4 more to go)

Mommy having fun with me (2 weeks in chastity, 4 more to go)

Sissies

I enjoy chastity in the morning

I enjoy chastity in the morning

chastity, Sissies, GoneWildCD

My sissy clit in a homemade chastity ;)

My sissy clit in a homemade chastity ;)

Sissies, chastity

Went out 4 wheeling in chastity. Wearing panties and a scented cummy pad. Got home

Went out 4 wheeling in chastity. Wearing panties and a scented cummy pad. Got home and.......

Sissies

One upvote, one hour in chastity... How long can you keep me locked :D

One upvote, one hour in chastity... How long can you keep me locked :D

Sissies

Day #2 in chastity finished

Day #2 in chastity finished

Sissies

Maid in chastity

Maid in chastity

traps, Sissies, GoneWildCD, FemBoys

Locked in chastity, plugged, and held spread open for long sessions from a Domme.

Locked in chastity, plugged, and held spread open for long sessions from a Domme. Would love some PMs...

Sissies

The first time in chastity and the first time posting.. Why does sissification make

The first time in chastity and the first time posting.. Why does sissification make me so turned on..?

Sissies

I've been locked in chastity for a week, Miss ordered me to buy some panties &

I've been locked in chastity for a week, Miss ordered me to buy some panties & a plug :3

Sissies

Sissy Maid in Chastity

Sissy Maid in Chastity

SissyChastity, chastity

Daddy ordered me to post here. You all get to decide how long i am to be locked in

Daddy ordered me to post here. You all get to decide how long i am to be locked in chastity. 1 upvote = 12 hours locked. If this reaches 100, I have to change it to 1 day per upvote... Be nice

Sissies

Sissy in private, wish I could shave everything without raising suspicion. PM me

Sissy in private, wish I could shave everything without raising suspicion. PM me dirty pics please? Kik: Lookslikeawesome1

sissykik, chastity

Sissy maid in chastity !

Sissy maid in chastity !

SissyChastity, chastity, Feminization, sissyplace, Sissies, sissymaid

me in chastity

me in chastity

SissyChastity, Sissies

The ultimate humiliation. My first time ever in chastity. I wont keep this up long

The ultimate humiliation. My first time ever in chastity. I wont keep this up long

Sissy_humiliation

Feelin cute in chastity and panties

Feelin cute in chastity and panties

Sissies

Sissy maid in chastity ready for you daddy ! <3

Sissy maid in chastity ready for you daddy ! <3

sissymaid, chastity, sissypersonals, SissyChastity, Sissies

Sissy Chastity, locked by the GF (full album in comments)

Sissy Chastity, locked by the GF (full album in comments)

chastity

Chastity makes it hard to sleep, here's exhausted butt in the morning light.

Chastity makes it hard to sleep, here's exhausted butt in the morning light.

Sissies

My first time locked in a chastity cage! I think I'm in love!

My first time locked in a chastity cage! I think I'm in love!

Sissies, FemBoys, Crossdressing_xxx, chastity

limp & leaking sissyclitty in chastity!

limp & leaking sissyclitty in chastity!

Sissies

Sissy in sheer panties and stockings. Not hiding much...

Sissy in sheer panties and stockings. Not hiding much...

SissyChastity, Sissies, chastity

cd slut in chastity

cd slut in chastity

Sissy_humiliation

12 days in chastity and not even half way to the end. So horny that I'll probably

12 days in chastity and not even half way to the end. So horny that I'll probably be breaking out the toybox later tonight. But before that, I could use some more degrading words to decorate my thighs. Any suggestions? ♥

SissyChastity, Sissies, Sissy_humiliation

All the sissy slut needs to be in chastity cage

All the sissy slut needs to be in chastity cage

SissyChastity, Sissies, GoneWildCD

Sissy on Parade...locked and plugged in full view of neighbors! ????

Sissy on Parade...locked and plugged in full view of neighbors! ????

Sissy_humiliation, SissyChastity, chastity, SissyDares, SissyExposed

In honor of National Chastity Day a caption I created for Sissy Joyce!

In honor of National Chastity Day a caption I created for Sissy Joyce!

Sissies, SissyChastity

daddy has kept me in chastity for a month now. i've cleaned the house, dinner is

daddy has kept me in chastity for a month now. i've cleaned the house, dinner is ready and I'm waiting on my knees for daddy to come home from work. I bet he is sooo exhausted, he works so hard! can't wait to make him relax and feel good! I love him, he's

Sissies

Riding in chastity

Riding in chastity

GoneWildCD, Sissies

Daddy/soon to be KH wants my (virgin) ass untouched for him. After 3 weeks in chastity,

Daddy/soon to be KH wants my (virgin) ass untouched for him. After 3 weeks in chastity, hearing that was too much.. help him decide how to punish me

Sissy_humiliation

The only bulge in a sissies panties should be that of a chastity cage

The only bulge in a sissies panties should be that of a chastity cage

Sissies

When you realize you're in chastity and cannot fap :D

When you realize you're in chastity and cannot fap :D

GoneWildCD, chastity, Sissy_humiliation, smalldicks, SissyChastity, gonewild, traps

After 3 weeks in chastity my clit is so swollen.

After 3 weeks in chastity my clit is so swollen.

Sissy_humiliation, sissyplace

locked in chastity and desperate for cock

locked in chastity and desperate for cock

Sissy_humiliation

long time in chastity cage

long time in chastity cage

Sissy_humiliation, SmallDickGirls, LimpClittySissy, SmallPenisHumiliation, sph

Sissy enjoying nature in fancysteel belt!

Sissy enjoying nature in fancysteel belt!

chastity

First time in chastity, will need to stay locked up for a while at this rate

First time in chastity, will need to stay locked up for a while at this rate

Sissies

Just a chubby sissy in her cage

Just a chubby sissy in her cage

chastity

Each like = day in chastity, each comment = day with plug, put me away for a looong

Each like = day in chastity, each comment = day with plug, put me away for a looong time ?

Sissies

First day in my new prison. I best get comfortable?

First day in my new prison. I best get comfortable?

chastity, FemBoys, ForcedFeminization, HighMileageHoles, Sissie4BBCWonderland, Sissy_humiliation, Sissy_Positive, sph, SissyFemdom, Sissyperfection

asian in chastity

asian in chastity

FemBoys, Sissies, chastity

Sissy cumming in chastity

Sissy cumming in chastity

FemBoys, BBCsissies, chastity, ForcedFeminization, SissyInspiration, CagedAndFucked, traps, sph

Cute Tgirl In Chastity

Cute Tgirl In Chastity

randomtgirl, chastity, sissydressing, trapsfemboystgirls, Sissies

First night in chastity and feeling it

First night in chastity and feeling it

Sissies

My sissy clitty in chastity

My sissy clitty in chastity

SissyChastity, chastity, Sissy_humiliation, Stupidsissyslutsclub, CagedAndFucked

Chastity Matchmaker & Happily Caged Sissy hoping to connect dom/daddies with

Chastity Matchmaker & Happily Caged Sissy hoping to connect dom/daddies with caged sissies. If you're a presentable sissy or a real dom, please say hello. I'm in Florida but you can be anywhere.

Sissies

Caged for days My sissy cuckold hubby posing like the little sissy bitch he is. A

Caged for days My sissy cuckold hubby posing like the little sissy bitch he is. A powerful reminder of his position in this relationship. Caged and ass up like a slut...Ha!

chastity

After two weeks locked in a chastity cage, I feel it's time to start teasing this

After two weeks locked in a chastity cage, I feel it's time to start teasing this little beta with a vibrator.

Sissies, Femdom, femdomgonewild, fetish, FetishLife, BDSMGW, FemdomHumiliation, FemBoys, Lord_Maria, chastity

Any trans/sissy girls had a BF or GF who kept them in a chastity cage? Any guys out

Any trans/sissy girls had a BF or GF who kept them in a chastity cage? Any guys out there keep their girl locked for a long while? Did it work out ok? Do you think it's important?

chastity, Sissies

Chastity&fisnets, match made in heaven.

Chastity&fisnets, match made in heaven.

chastity, submissivemen, Sissies

Caged Trans/Sissy Girl. Petite, Femme, Real Hair in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Caged Trans/Sissy Girl. Petite, Femme, Real Hair in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Sissies

Caged Trans/Sissy - Petite, Femme, Real Hair, in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Caged Trans/Sissy - Petite, Femme, Real Hair, in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Sissies, sissydressing, Sissydating, SissyChastity

Caged Trans Sissy Girl in Florida, Petite, Femme, Real Hair, in 24/7 Chastity (Semi-Perm).

Caged Trans Sissy Girl in Florida, Petite, Femme, Real Hair, in 24/7 Chastity (Semi-Perm). Picture available. Say hi! Kik:Chanickwdrrr

Sissies, Sissydating, sissydressing