Sarah vs. Locktober Regrets

After getting sucked into the Locktober type Sarah decided she wanted to take the plunge this year. Three days in and she's blowing up my phone looking for the keys. I figured if she really wanted the keys she'd be willing to work for them. Given a chance at the keys Sarah didn't hesitate to agree. Once she was secured into a latex straitjacket with nipple clamps her tune changed a bit. Like magic, the keys to her belt were no longer the most important thing on her mind.



Lucy vs. Interest Owed

Lucy was in a tough spot and needed money for rent. Out of options, she asked if I would be willing to help. Without collateral, I knew my prospects of seeing the money again were slim. Still, I had a solution I knew she wouldn't like. As I suspected, a month later Lucy is at my door asking for mercy. She didn't have the money which meant she was going to stay locked in her chastity belt. As interest, she'd be part of an escape challenge. The rules are simple, if she gets free then I cut her loan in half. If not, Lucy will find her time served is a drop in the bucket.



Rachel vs. Triple Time

There are not many girls who walk through my door who own and actively wear their own chastity belt. So far her record was a month in the belt but I felt she could do better than that. Under the guise of a challenge, she locks herself in her belt and puts on her own harness gag. Once I cuff her elbows and wrists behind her back she's let in on the rules. For every minute she remains attached to the pole she spends a week in her belt. Just to make it interesting zip ties are added to her clover clamps. What fun is it if they slip off too easily? When she eventually loses Rachel promises to keep the belt on for her full sentence. What she doesn't know is while she wasn't looking I pocketed the keys to her belt. She'll be in for a nice surprise when her willpower starts to wane.



Rosie vs. Her Chastity Reprieve

chastity belt, ball gag, rope, magicwand, challenge, orgasm denial, dialog

Rosie vs. Her Chastity Reprieve

When someone asks you to hold onto the keys to their chastity belt it is no small favor. Inevitably they will regret the decision and try to get them back. Rosie was no exception but she made one mistake. She went big and asked for 3 months. After a month she was going crazy and decided to beg for early release, again. Knowing this I prepared a little challenge for Rosie. I would give her a chance to have the orgasm she's been desperate for but it won't come easy. If she's not fast enough she might end up locked up and even more frustrated than when she started!



Summer vs. Her Countermeasures

Summer was in a bit of a dilemma. She was very excited for her date later that evening and wanted to prevent herself from taking matters into her own hands. So, when I offered to lock her into a chastity belt, Summer was super excited. Finding out the deal came with a strict trainer gag and a handcuff hogtie, not so much. Nevertheless, she got what she wanted. A foolproof method to ensure she'll still be as frustrated as ever for her date. That's assuming she doesn't wear herself out from struggling. It's still six hours away after all.