Xpost from r/keyholdercaptions
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Jizz
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A keyholder challenges herself on release day
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Seems like she might be into it.
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Helping You Reach Your Goals
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Try to look happy, it's going to be a long year.
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Was it worth it?
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One-time deal
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Size queen
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Should have picked a better hiding place.
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Compromise is a wonderful thing!
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You were right about the amount but not the distribution of enjoyment
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Penis Trap
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Role reversal is fun! Even if it's only pretend.
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So mean of your gf to make that wager!
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She's going to make this take hours.
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Your roommate is pretty devious.
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Self control has never been your strong point.
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New Roommate
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"Anything" is a dangerous word to use around her.
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Click the lock and you've lost all bargaining power.
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A cruel game
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Just another cage
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A key is such a fragile, meltable thing...
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Another half inch and you might have something worthwhile...
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Fingers crossed
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I shouldn't have snooped but I'm so glad I did
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You don't like the evil glint in her eye.
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Why is she so mean to you?
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Will you? ??
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Need a bib
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Your wife is becoming a bit of a size queen.
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What a perfect solution.
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She loves how dedicated you are.
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Your names don't even start with the same letter!
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New to keyholding
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Made to stay soft
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She wants to keep things nice and clean.
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Air hostess, I like the way you undress
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Different rules for betas.
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Your wife can torment you in her sleep. Literally.
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I guess we start a 'little' earlier this year ?
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Halloween party
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Dinner date
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She doesn't want to hurt you.
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You know what you're signing up for, right?
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Bet your Balls
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right into her trap
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Photo Op
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How many more will you have to endure?
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Making a caption for every 12h of my chastity sentence 7/16
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There are some perks to buying your toys in person rather than online.
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If you are good
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You've got a lot of learning to do.
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Foreign Key Exchange
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Release Anxiety
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Denial by Committee
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You were hoping for a release, but she had other plans.
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You know you're in trouble.
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