Kylie Jenner monitoring her sissy slave while out and about.

Kylie Jenner monitoring her sissy slave while out and about.

chien-cl:  CUM CLEANING SISSYMistress decided that from now on

chien-cl: CUM CLEANING SISSYMistress decided that from now on

Once freshly milked put your sissymaid in chastity so she can’t

Once freshly milked put your sissymaid in chastity so she can’t

training-your-property:  Oh, this is Jenny.  She was my maid

training-your-property: Oh, this is Jenny.  She was my maid

She teases you mercilessly,  “Why is your penis so hard?

She teases you mercilessly,  “Why is your penis so hard?

When your wife told you, “Yes, honey, if you clean her

When your wife told you, “Yes, honey, if you clean her

vanillais4icecream: ` When one of the maids fled, the dogs were

vanillais4icecream: ` When one of the maids fled, the dogs were

aliascquinn:  She handed him the cup. There was a quiet intensity

aliascquinn: She handed him the cup. There was a quiet intensity

chien-de-nadya:  Cum loving sissy maidMistress Megan brings 

chien-de-nadya: Cum loving sissy maidMistress Megan brings 

Training the Maid by HeavenCommissions

Training the Maid by HeavenCommissions

parallelpornuniverse:  Hotels are chosen for the quality of

parallelpornuniverse: Hotels are chosen for the quality of

training-your-property:  The maid is now ready for her chores. 

training-your-property: The maid is now ready for her chores. 

If you enjoy my captions, check out my Male Chastity and Lesbian

If you enjoy my captions, check out my Male Chastity and Lesbian

sissyclarrise:  sissytrainerblog:  Surrender that ass of yours

sissyclarrise: sissytrainerblog: Surrender that ass of yours

bottomeric:  I am a strict Dom on the NW side looking for a sissy

bottomeric: I am a strict Dom on the NW side looking for a sissy

enigmamre:  At Bimbo High we recognize that some young bimbos

enigmamre: At Bimbo High we recognize that some young bimbos

sissytrainxpose:  Sissy slave slut needs harsh training and complete

sissytrainxpose: Sissy slave slut needs harsh training and complete

sissytrainxpose:  Treating a cock with  the respect it deserves

sissytrainxpose: Treating a cock with  the respect it deserves

chien-de-nadya:  Cum loving sissy maidMistress Megan brings 

chien-de-nadya: Cum loving sissy maidMistress Megan brings 

anothersissycuck:  Maid training - complete.

anothersissycuck: Maid training - complete.

feminization:  Sissy Maid Training

feminization: Sissy Maid Training

chien-de-nadya:  Cum loving sissy maidMistress Megan brings 

chien-de-nadya: Cum loving sissy maidMistress Megan brings 

sissyclarrise:  SISSY MAID TRAINING REWARD

sissyclarrise: SISSY MAID TRAINING REWARD

chien-de-nadya:  Cum loving sissy maidMistress Megan brings 

chien-de-nadya: Cum loving sissy maidMistress Megan brings 

britcock:Although discouraged (because the maids of the royal

britcock:Although discouraged (because the maids of the royal

milly-aubrey-mommy:  Well trained sissy slave maids at Mommy

milly-aubrey-mommy: Well trained sissy slave maids at Mommy

malemaidservice:  Male maid training can take different directions

malemaidservice: Male maid training can take different directions

evilgeneralkala:  Sissy maid training…Wanna join´em?

evilgeneralkala: Sissy maid training…Wanna join´em?

vickymarie6787:What a lovely sissy maid Julie makes here I wounder

vickymarie6787:What a lovely sissy maid Julie makes here I wounder

submissive-mistress:  It’s all a part of maid training, Puppet.

submissive-mistress: It’s all a part of maid training, Puppet.

the-real-apollo:  @veronicaricci & @EmilyParkerXXX in

the-real-apollo: @veronicaricci & @EmilyParkerXXX in

jd30:  spank-me-bloody:  18 and Abused    Live Free Fun   

jd30: spank-me-bloody: 18 and Abused    Live Free Fun   

Maid`s and her training

Maid`s and her training

Maid`s and her training

Maid`s and her training

cravingmymaster:  The maid trainings continue

cravingmymaster: The maid trainings continue

subtlyforyou:  Maid training.

subtlyforyou: Maid training.