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On a boat

http://i.imgur.com/ieLQYs8.jpg

User: chastitycaptain

Categories: keyholdercaptions

Matching the chaste with the women they should serve

I like this new normal

Getting hard for anyone but your wife is cheating

New Year's Dilemma

Leaker

Put On The Small Cage

Breakfast

Wonder-where-the-key-is Woman

Neighbour girl locked out

Once a week or once a month?

title

Her little sister

Choosing in the moment

She takes charge pt5

Roommate extends her help

She's got a REAL sadistic streak.

Happy birthday roomie, I've got you a present that I know you'll love...

Wait...did your girlfriend agree to this?

Every last drop

Vacation Experiment

Yet another sex-bot caption

Tonight will be the night. Either way, I will enjoy every step of this procedure

You could do me a little favor.

Rules are rules.

All-in

The rules are not in your favour.

Oh, did I say for the weekend? You might got it wrong then babe ?

Teasing bratty step-daughter

Life's a beach

It's worth it a try huh? ?

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