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Help her decide how long.
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Sissy's Wildest Dreams Come True 💦
Innocent girls, and especially virgins aren’t safe. It’s a tough lesson to learn that men will enjoy breaking innocent cunts harder.
My roommate trying to get me pregnant
He thinks I'm less than
We keep our dumb fuck toys healthy.
Make up for it
Sissy Skills on Display: Unleash Your Inner Slut - Part 2
Now tell daddy what you’ve learnt so far…
Exhibitionist parents
More is always better
Show more
Keep Exploring
Probably should have checked beforehand (part 2)
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It’s an impossible test
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Better not fail! it's the final day!
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LOSERS [chastity] [femdom] [cuckold]
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Give Her the option of having a boyfriend who has never had his penis inside Her, at least to see how much She enjoys it. If you wait until after having sex, even just once, to share your chastity fantasy then that's something you can never get back to offer Her.
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Welcome to Chastopolis – Choose your keyholder! [DatGuy88 on ImageFap]
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So forgetful
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Just because
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Owned & Locked: Your Tiny Toy Awaits My Command
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You're so gallant (imagefap Rager_s)
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You're too small for all that ass.
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Less humiliation but more denial
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Reality check
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Be honest. What’s your size?
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So, what will you choose first? I bet you'll love all three.
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PeggingCaptions
You know better than to disagree with her.
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IMAGINE [chastity] [femdom] [sissy] TeasAndDenial on Imagefap
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Her brother just doesn’t learn
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Play Time
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Lock up for me sissy 🔐 I’m gonna toy with you
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Locked and Loaded: My Keyhole Desires
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