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keyholdercaptions pictures and galleries

Chastity for Charity (9 images)



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Sorority's Live-in Tutor (8 images)



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Met a kinky girl playing D&D



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If you're good



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Beer Pong Chastity Bet [Long]



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University's new Electronic Consent System (16 images)



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You drove 12 hours?



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Giving you back a little control



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Jackie's Surprise



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You're not wriggling out of this



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Her mistress lets her decide if she gets loaned out or not



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She has to work up the will power



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One time offer, friend



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She's giving you a chance to cum, but you better hurry up



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Keeping her mind on him while he's away



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Trying to resist temptation



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Never Bet Drunk [Roommate]



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Even Keyholders like to be submissive sometimes



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When she leaves you a note...



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Well deserved



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Hot ideas



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Sessions with a professional keyholder



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Medical drug trial volunteer



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Accusing his step-sister of switching his lock



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What friends are for



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His chances get better every week



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You've missed the point



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Changing his mind



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Their mistress lets his wife choose who will fuck her for her reward



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Earn your release



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Making a deal with six days left



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Unlocked for an orgasm



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Re-lock yourself



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So Much Cuter (x-post from /r/keyholdercaptions)



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Come Along (x-post from /r/keyholdercaptions)



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Important Distinction (x-post from /r/keyholdercaptions)



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