Chastity & Anal Orgasm?

Hi there, I’ve been dreaming about chastity for years and have already picked up a few devices to try out (CB6000, CB XS, Bon4). The issue I faced with all of them is that I’m a “grower,” meaning my cock looks quite small when flaccid but swells significantly during an erection (roughly triple the length and double the diameter compared to its soft state). Because of this growth, those devices still let me achieve at least a semi-hard-on. This causes pain while sleeping but permits an orgasm if I’m awake (since I can get partially erect, I can kind of work around the device during sex). It’s not super comfortable, yet I managed to reach climax that way. That leads me to consider a custom-made unit because I’ve read that a tube which is both tight and short enough prevents full erection, thus making orgasm impossible. This should resolve my previous issues. However, one question remains on my mind: Since the chastity lifestyle only works for me if I truly cannot cheat under our agreement, I’d love to know whether an prostate massage could still lead to an orgasm. I don’t usually do anal play, but picturing myself locked up by a stunning woman who teases and denies me relentlessly over several months makes me open to trying it.:shock: If I discover that I can indeed climax via this method whenever desired, the entire experience might lose its appeal for me. The arousal in chastity doesn’t come from being a “good boy”—I want it myself—but rather from knowing I have no other option once locked in. Does anyone here practice both chastity and anal play who could answer my question? Best regards, blue