All Comments on 'It's Not Supposed to be Fair'

If that was supposed to be interesting, entertaining or arousing, it failed on all and any of those factors.

That’s just fucked up and wrong in so many ways. Hopefully any man in this situation would tell them all to go and fuck themselves, is that even physically safe? I don’t see any sign of aftercare going on, the guy would be emotionally drained and his supposed Mistress has just dumped him

It’s accepted that here will be some level of mind fuckery from a dominant to a sub because mind games and predicament situations can be very enjoyable for all involved but this is too much. Poor sod is stuck in between two wannabe Dommes. It’s absolutely revolting and abusive. If this story was about a male Dom doing that to a female sub there would be ranting galore, the sub being a man doesn’t change anything. That kind of treatment is a massive turn off

Tess (uk)

Yeah wheres the aftercare. I think you should research BDSM a little more before you post in this category

Not realistic but who cares. I found it arousing. Keep writting.

Ignore the haters, this story was wonderful!

Do you have a follow up with all the cruel things Stacy will do to him now that he is her slave?

Great

If they had a bet on whether Stacy would make him orgasm why was his mistress helping? That makes no sense.

I often like fantasy stories about chastity, but not this one. So much that doesn't make sense.

For one thing, saying he "can't cum" is very ignorant from someone who is a chastity keyholder. I've read that any man can be made to come from a prostate massage (and it should take a lot less time than an hour). Didn't his Mistress know this? (I've also read that someone who cums this way doesn't enjoy it; it's similar to a ruined orgasm but even moreso since the guy doesn't really feel aroused the whole time.)

Also, I agree with the other comment which asked, why is his Mistress helping Stacy? Helping her wasn't part of the bet; there's no way she would do that.

Finally, to abruptly give her slave to another mistress - really? BDSM mistresses and slaves have a deeper relationship than for a mistress to pass a slave off to someone else like that. (If this were a fantasy non-consensual chastity, that would be completely different, but that is not indicated in this story.)