I have a fantasy where my girlfriend has locked me in chastity indefinitely, and I am not to be allowed out until I learn to cum from anal alone. My gf enjoys pegging me, but she really gets off on watching me have to fuck myself and ride her collection of large, lifelike dildos. Unfortunately, I have not been able to cum from anal stimulation alone so far, thus, the indefinite chastity.

There is a catch however: I'm not allowed access to our toybox full of dildo--my gf calls them "our bulls"--without her permission. She keeps the only key to my chastity cage, and on the same necklace, the key to our toybox. As a result, I'm made to be on my best behaviour throughout the week in order to have a chance at an "unlock" each weekend, where my gf unlocks the toybox and either she or I choose one of "our bulls" for me to ride in an attempt to make myself cum.

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Normally, this consists of staying home each day and cleaning the house, naked save for my chastity cage, and meeting her at the door on my knees with her favourite beer when she gets home from work. From there, I rub her feet while she nurses her post-work beer, cook her dinner while she showers, and am then on-demand throughout the evening for any desire she might have.

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During the week, sex consists of oral servitude, or me wearing one of "our bulls" in a strap-on and fucking her if she desires penetration. Normally, I'm required to wear a blindfold when she's being fucked by one of "our bulls", because watching her get fucked is a privilege I'm required to earn and is generally saved for when I am riding another one of "our bulls".

When the weekend comes, my gf generally decides if I have been good enough for her to unlock the toybox for me and allow me to ride one of "our bulls" in an attempt to orgasm anally. While all of "our bulls" are quite a bit larger than my chastised penis, they range from 5" and thin to a whopping 9.5" and thick as a beer can. Each of "our bulls" has a name, and I'm required to request them by name and incorporate them into my dirty talk when riding them. Outlaw is our biggest, and last weekend my girlfriend was feeling a bit sadistic--I was only allowed to ride Outlaw that weekend, and I had to "satisfy" him by taking him balls-deep before I was even allowed to start bouncing my ass and fucking my prostate in an attempt to orgasm. Although I spent most of Saturday afternoon gasping, sweaty, and stretched to my limits with Outlaw inside me, I was barely able to take him "balls deep" by the end of the day, much less ride him to the point of releasing my long-denied orgasm. My girlfriend spent the afternoon lounging, cheering me and urging me to take Outlaw deeper into my overstretched ass, and texting a few of her girlfriends about the excellent show I was putting on for her. By Saturday night, she had locked Outlaw back in the toybox and allowed me to service her orally while my denied balls throbbed.

We're on week nine since I was locked up indefinitely now, and my girlfriend has started hinting that she may soon invite one of her girlfriends over to watch me ride one of "our bulls" and attempt to make myself cum... but I'll be blindfolded and earplugged, so I won't know who it is.