This obedient bottomhole has obviously done its warm-up exercises

This obedient bottomhole has obviously done its warm-up exercises

Training her to associate pleasure with her bottomhole via a

Training her to associate pleasure with her bottomhole via a

A hungry bottomhole makes for a well-trained anal submissive.

A hungry bottomhole makes for a well-trained anal submissive.

Punishment: her bruised bottomhole will teach her not to neglect

Punishment: her bruised bottomhole will teach her not to neglect

Regular anal stretching and massages help to condition her little

Regular anal stretching and massages help to condition her little

Flexibility training is key for a girl to be able to arch her

Flexibility training is key for a girl to be able to arch her

What a well-used, pink little bottomhole! cruelman4:  I bought

What a well-used, pink little bottomhole! cruelman4: I bought

Love how she’s keeping herself wide open and being so receptive

Love how she’s keeping herself wide open and being so receptive

What a beautifully trained and used bottomhole!

What a beautifully trained and used bottomhole!

This is a great exercise for training her core muscles. The cock

This is a great exercise for training her core muscles. The cock

Once a month she’s put through endurance training. Her trainer

Once a month she’s put through endurance training. Her trainer

A sensual, relaxing anal massage will keep her bottomhole really

A sensual, relaxing anal massage will keep her bottomhole really

Massaging her anal region and rectum regularly will keep her

Massaging her anal region and rectum regularly will keep her

stevie23please:  jessicaobeys:  This is a great exercise for

stevie23please: jessicaobeys: This is a great exercise for

Submitting her little bottomhole to penetration by the thickest

Submitting her little bottomhole to penetration by the thickest

I’m guessing she didn’t do her kegels and anal exercises..

I’m guessing she didn’t do her kegels and anal exercises..

Taking a prolonged anal drilling is still hard for her, but she

Taking a prolonged anal drilling is still hard for her, but she

She takes her anal training very seriously. In addition to strenuous

She takes her anal training very seriously. In addition to strenuous

carnal-cravings:  It’s disgusting and depraved, isn’t it? 

carnal-cravings: It’s disgusting and depraved, isn’t it? 

thisishowimpunished: I looked back shyly, holding position. Daddy

thisishowimpunished: I looked back shyly, holding position. Daddy

bdsmaus:  Are you offering me what I think you are? The first

bdsmaus: Are you offering me what I think you are? The first

I was really naughty

I was really naughty

Would a carrot or cucumber be better for bottomhole adventures?

Would a carrot or cucumber be better for bottomhole adventures?

raininjuarez:  It had been since Tuesday — nearly two days

raininjuarez: It had been since Tuesday — nearly two days

Oooh you have a really cute bottomhole :3  a-kitten-and-her-keeper:

Oooh you have a really cute bottomhole :3 a-kitten-and-her-keeper:

Enema and bottomhole day

Enema and bottomhole day

Practice

Practice