Jizz

Locktober pics

Got my first cage, and first time locked up. Happy Locktober

Got my first cage, and first time locked up. Happy Locktober

chastity

A little late but you know what they say. Happy locktober everyone!

A little late but you know what they say. Happy locktober everyone!

SissyChastity

10 days into Locktober, 20 days into my lockup! What do you think of my clit?

10 days into Locktober, 20 days into my lockup! What do you think of my clit?

sph

Almost through locktober. Someone want to finish the job and turn me into their girl?

Almost through locktober. Someone want to finish the job and turn me into their girl?

sissykik

First cleaning break in Locktober

First cleaning break in Locktober

chastity

Any interested in the combination of uniform / bondage / Master slave / humiliation

Any interested in the combination of uniform / bondage / Master slave / humiliation / chastity? Currently locked and hope to find local keyholder for Locktober. Online verbal humiliation is welcomed. Tell me how much I deserve or need to be in chastity.

GayKink

What Locktober sex is like.

What Locktober sex is like.

Femdom, u_Slave2Chastity

No idea what I'm doing and hoping it looks cute. This basically sums up my attempts

No idea what I'm doing and hoping it looks cute. This basically sums up my attempts at videos. But 8 days done and onto day number 9 of locktober. ♥

SissyChastity, Sissies

Little dick's first locktober

Little dick's first locktober

chastity

Upgraded cage for Locktober - still pretty new to urethal tubes

Upgraded cage for Locktober - still pretty new to urethal tubes

MasculineMaleChastity

Just felt like I should take another pic for my Locktober album

Just felt like I should take another pic for my Locktober album

chastity

Less chafe, less room, more Locktober :)

Less chafe, less room, more Locktober :)

chastitytraining

[M29] when locktober finishes on Halloween, this monster gets unleashed

[M29] when locktober finishes on Halloween, this monster gets unleashed

GaybrosGoneWild

Any kinky bros doing locktober?

Any kinky bros doing locktober?

GaybrosGoneWild

Going fro[m] Locktober to NOvember

Going fro[m] Locktober to NOvember

DentonGoneWild

Taught myself to deepthroat over the course of locktober.

Taught myself to deepthroat over the course of locktober.

Sissies, SissyChastity, MenWithToys

I’ve been ? since Locktober, now I never want to be let out

I’ve been ? since Locktober, now I never want to be let out

smalldicks

Started locktober early!

Started locktober early!

Sissies, sissypersonals

Ready for locktober

Ready for locktober

Sissies

Delivered today. Just in time for Locktober!

Delivered today. Just in time for Locktober!

Sissies

Happy locktober!

Happy locktober!

u_gaycumswallower123, gaychastity, GayKink, GaybrosGoneWild

Made it for locktober

Made it for locktober

SissyChastity

Stupid horny and it's only day 1 of locktober :(

Stupid horny and it's only day 1 of locktober :(

SissyChastity, Sissies, FemBoys

Wish I were able to get a cage that'd fit nice before locktober started (I'm uncaged

Wish I were able to get a cage that'd fit nice before locktober started (I'm uncaged unfortunately, old pic)

Femdom

Day 2 of Locktober and already stupid horny

Day 2 of Locktober and already stupid horny

SissyChastity, chastity, Sissies, FemBoys, traps

23M locktober has got me super horny. Looking for a dom guy to chat with (love gingers)

23M locktober has got me super horny. Looking for a dom guy to chat with (love gingers) Pupforuse

GayKik

7th Day of Locktober, working from home. Could i be a good Sissy secretary?

7th Day of Locktober, working from home. Could i be a good Sissy secretary?

SissyChastity, Sissies

My Wife's Current Locktober Tease

My Wife's Current Locktober Tease

NSFW_Tributes

Started Locktober lock up a bit late, today is my 3rd day. Yesterday my owner waxed

Started Locktober lock up a bit late, today is my 3rd day. Yesterday my owner waxed my ass and then she proceeded to peg me. I loved every second of it.

chastity

And the teasing begins, also taking requests for Locktober ?

And the teasing begins, also taking requests for Locktober ?

Femdom

My tongue won't be this friendly through Locktober, what tasks should I set him??

My tongue won't be this friendly through Locktober, what tasks should I set him??

Femdom

New cage finally came! Time to start a very late locktober

New cage finally came! Time to start a very late locktober

SissyChastity

New cage finally came! Time to start a very late locktober

New cage finally came! Time to start a very late locktober

chastity

My tongue won't be this friendly through Locktober, what tasks should I set him??

My tongue won't be this friendly through Locktober, what tasks should I set him??

Femdom

Sssh, no need to struggle, little boy... From semi-hard to semi-caged to a nice,

Sssh, no need to struggle, little boy... From semi-hard to semi-caged to a nice, secured package. #locktober

chastity

Satanic Locktober kitten ??

Satanic Locktober kitten ??

chastity

Good boy is all locked and plugged for locktober. Any good punishments to keep this

Good boy is all locked and plugged for locktober. Any good punishments to keep this boy in line?

chastity

My pussy is not the only thing locked this Locktober ?

My pussy is not the only thing locked this Locktober ?

chastity

Did you really think that after Locktober and November you would just end your year

Did you really think that after Locktober and November you would just end your year free to jerk as you so pleased? Of course not, you are a loser that needs to be held a prisoner longer and have his brain broken.

mistress, chastity, FemdomHumiliation, Boobies, boobs, Bratty, findom

I got this too late to join in Locktober NNN here we cum.

I got this too late to join in Locktober NNN here we cum.

Sissy_Positive