It does seem so unfair when the person that did not want a divorce in the first place gets raked over the coals financially.
I too was freaked out about the possible bleak financial outlook when I was going through the D process. I am not sure if I am typical, but in the end, I came out ok. And in a way, I look at the $600 a month I pay my XW in child support as far cheaper than what she was spending each month when she lived with me.
I gotta chime in and recommend you stay away from the night club scene.
Also, your caveman sensory nerve seems right-on about your good friend. He needs to think long and hard about going into marriage with a woman he has a troubled relationship with now. It sounds like a future divorce in the making.