Brenda Song  Monthly prostate milkings with the tube left on

Brenda Song Monthly prostate milkings with the tube left on

Milking and PeggingHis body must get used to the new situation.

Milking and PeggingHis body must get used to the new situation.

I have a strict no cumming policy.You will be locked in chastity.

I have a strict no cumming policy.You will be locked in chastity.

Were you peeking on me in the shower?I’m adding six months

Were you peeking on me in the shower?I’m adding six months

Chastity: It’s what makes all the effort pay off in the

Chastity: It’s what makes all the effort pay off in the

forfet-ishe:  #Femdom #Mistress #Chastity Belt #Chastity Milking

forfet-ishe: #Femdom #Mistress #Chastity Belt #Chastity Milking

slavewade:  i am lucky to to be granted a chastity milking by

slavewade: i am lucky to to be granted a chastity milking by

PROSTATE MASSAGE/MILKING

PROSTATE MASSAGE/MILKING

forfet-ishe:  #Femdom #Mistress #Chastity Belt #Chastity Milking

forfet-ishe: #Femdom #Mistress #Chastity Belt #Chastity Milking

lockedupslave:  I need this.

lockedupslave: I need this.

yourstotease:  chastityknight:  A very painful milking  Lovely

yourstotease: chastityknight: A very painful milking Lovely

Überkinky have asked me to tell you about their great selection

Überkinky have asked me to tell you about their great selection

vidznpixchastity:  slavewade:  Great caption! Mistress Jade administers

vidznpixchastity: slavewade: Great caption! Mistress Jade administers

chien-de-nadya:  after 30 days, today is milking day, we see

chien-de-nadya: after 30 days, today is milking day, we see

The Rubber Buccaneer

The Rubber Buccaneer

Dreams of Chastity & Denial

Dreams of Chastity & Denial

thrilledbytease:  Each of the male tease slaves needed to be

thrilledbytease: Each of the male tease slaves needed to be

supermilker69:  Oiled, caged, cock locked in chastity before

supermilker69: Oiled, caged, cock locked in chastity before

mistress-scarlet-captions:  https://msscarletuk.wordpress.com/

mistress-scarlet-captions: https://msscarletuk.wordpress.com/

slavewade:boysmakegreatpets: Wow, milking in chastity!  What

slavewade:boysmakegreatpets: Wow, milking in chastity!  What

mistressz:The pinnacle of sissy training is the Forced Ejaculation.

mistressz:The pinnacle of sissy training is the Forced Ejaculation.

chastityliving:Milked in chastity device.

chastityliving:Milked in chastity device.

Full Steel Chastity Belts & Guys Milked by Machine

Full Steel Chastity Belts & Guys Milked by Machine

myslavelover:Master orderd me to INSTANT milk my locked Cock

myslavelover:Master orderd me to INSTANT milk my locked Cock

humiliatedchastityloser:please let me have a release

humiliatedchastityloser:please let me have a release

lukeblogit:  prostate milking…

lukeblogit: prostate milking…

Subject has been locked five weeks since his last milking.Subject

Subject has been locked five weeks since his last milking.Subject

Okay, open your eyes…Surprise! *giggle* What? You thought

Okay, open your eyes…Surprise! *giggle* What? You thought

A tighter cage? Sharper spikes? A slow & proper prostate

A tighter cage? Sharper spikes? A slow & proper prostate

I’ve come up with a new slogan for your chastity life:Milked

I’ve come up with a new slogan for your chastity life:Milked

He’d known it was coming. After his long-awaited release, I

He’d known it was coming. After his long-awaited release, I

You were so innocent when we met. Now you’ve pegged me while

You were so innocent when we met. Now you’ve pegged me while

I am not interested in your release. Not until your begging yields

I am not interested in your release. Not until your begging yields

Revisiting my first-year caps. From 3/7/141: The click of the

Revisiting my first-year caps. From 3/7/141: The click of the

I always wanted to be a cowgirl. In a way, you’re my cattle.I

I always wanted to be a cowgirl. In a way, you’re my cattle.I

I know I ask a lot, but even in chastity, you failed to be a

I know I ask a lot, but even in chastity, you failed to be a