Hey there's a post about this 2 years ago and I'm not sure if you're still doing anything at all with the game but I donated what I could for the game because I absolutely love the concept and everything and want to see updates but I can't date or sex any of my slaves there's no option for it.

You need the proper requirements now. Click on the desired character, then go to training and rules. You'll need a certain amount of points to date and more for sex. The number of points increases depending on how many other things they are trained to do. You get these points by increasing loyalty.

...All you need to do is farm enough loyalty to unlock the corresponding skills.

It's noting too crazy.

Thanks both of you I actually figured it out shortly after from the dev on discord