Hi craziedde,
I'm just learning Seblod -- my intention is to create a pretty involved site with a lot of related articles... similar to what you are trying to do (I'm not creating a dating site, but you will be creating related articles too probably). I've created about 75% of the basic structure of my site, and so far I've not found anything that Seblod can't do. In order to create a complex site like you are planning, you will likely need to purchase several plugins.
I'm not done yet, and I'm still learning, so maybe I will come across some things that Seblod can't do. Time will tell!
I evaluated several CCK's for Joomla before choosing Seblod. Good luck!