You thought when you met Melissa that you'd have a classic sugar daddy / baby relationship. You'd use the income from your job in finance to pay for the things a college student couldn't afford and in return she'd give you, well, sugar.
Instead she kept you blue-balled for several weeks. The more you were denied, the more you thought with the downstairs brain. Eventually Melissa told you that your constant pleas for sex were making her uncomfortable.
By this time you were already half in love with the gorgeous, high-maintenance brat. **** to keep seeing her, you agreed to her condition that you would be locked up in a pretty pink chastity cage and that she would have the key.
Now , four weeks later, you're on your knees in front of a woman nearly half your age, asking for release. She looks down at you with an amused smirk on her pretty face. She's sitting on the couch with her legs crossed, bobbing her foot up and down. One of the keys to your cock is attached to a cute little anklet she's wearing. Every so often she 'accidentally' brushes her foot against your balls.
She smiles down at you. "The thing is, James, I'm going to have to be convinced that you really, really need to be released. Like, you've been a perfect gentleman since I locked you up, and I just don't want to ruin that because you can't control yourself."
She uncrosses her legs and leans forward. She takes your chin in her hand and gets right in your face. "So, little James, I think you're going to have to BEG for release. Beg for it, and if I'm convinced I might allow it. Though you'll definitely be getting locked right back up afterward."
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