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(+1)

so i have a slave whom i'm trying to level up but i'm stuck on a requirement to make them orgasm just from playing with their boobs, but even if i make them reach the point of orgasm when doing so they never cum..

you can try drugs but sometimes you cant finish specific requirements no matter how hard you try. the game assumes that you can make every npc orgasm with their breasts but sometimes you cant

you might wanna try mods that can raise their arousal while you grope their breast i.e. vibrator mods

(+1)

You can use slave candies

slave candies?

you can get them from mirri  try to find some inmates that requies less things to do 

I had a similar situation. It can be done, but is quite difficult! It helps if they have a dick, because you can then stroke it while groping them. To do this recently, I found that I had to: hypnotize her; give her a couple heat pills; lube her; give her a breeder pill, just 'cause; ride her until she was close to orgasm, switch back to groping, stroke her cock; and just...got lucky, eventually, that she finally came, lol. It also helps if you don't have the overstimulation system enabled, as that can make it even more difficult. I think I had it enabled, still, though. If the slave doesn't have a cock, though, I don't know if it's possible - I think that was the only way I could push her up and over the edge, after a point. Good luck!

-- to add to this, obviously worth it to keep in mind their other preferences, in case some things you do hamper or help them reach orgasm. c;

If they don't already have a cock, you could temporarily give them a peen by giving them a dick pill. Do the deed, and then give them a MorphAway to remove the member, if desired!