Locking up a virgin is all she ever dreamed of

WintersCuck WintersCuck
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The Ultimate Tease

The Ultimate Tease

Premature Maid Training

Premature Maid Training

Your Girlfriend is a little "too" thoughtful

Your Girlfriend is a little "too" thoughtful

When your ex wants to get back together~

When your ex wants to get back together~

KH Luna "The Shy Girlfriend"

KH Luna "The Shy Girlfriend"

Chastity Bet on First Date~ Anyone know model name? Made this years ago of a cosplayer

Chastity Bet on First Date~ Anyone know model name? Made this years ago of a cosplayer

Choose Your sexy older keyholding onee~chan

Choose Your sexy older keyholding onee~chan

Your New Wife Had Become Such A Tease After The Wedding...

Your New Wife Had Become Such A Tease After The Wedding...

How to keep a blue balled sub happy

How to keep a blue balled sub happy

Would you offer this to your crush to have her hold your keys?

Would you offer this to your crush to have her hold your keys?

Having your ex still hold on to your keys was worse than you imagined

Having your ex still hold on to your keys was worse than you imagined

Your once kind and loving iancée was a far better key holder than you could have ever imagined...

Your once kind and loving iancée was a far better key holder than you could have ever imagined...

Read the fine print

Read the fine print

A start to the new year with your keyholder

A start to the new year with your keyholder

Chastity Christmas game up within 24 hours

Chastity Christmas game up within 24 hours

A keyholders Christmas "gift"

A keyholders Christmas "gift"

A special Christmas 🎁 from your best friend

A special Christmas 🎁 from your best friend

When your keyholder brings up another month long 'holiday' without being unlocked...

When your keyholder brings up another month long 'holiday' without being unlocked...

You asked your best friend too be your keyholder but you never realized how cruel she could become...

You asked your best friend too be your keyholder but you never realized how cruel she could become...

Almost three weeks in to locktober and your balls still aren't full enough for her

Almost three weeks in to locktober and your balls still aren't full enough for her

Locktober Begins....

Locktober Begins....

Locktober Caption Challenge-Read Comment below

Locktober Caption Challenge-Read Comment below

Your New Girlfriend Part 1/2 Caption Requested