The Bad Husband
I lost respect for this friend when it came out that he was cheating on his disabled and housebound wife. But that was just the beginning of the nightmare. She managed the finances and managed the electronic toll-road bill that showed he was in the wrong state when he was said he was at work. When she confronted him, he denied it until she then pulled out the phone bill with his texts and calls to a number in the general area of the state he had been in.
He then divorced her and tried to screw her out of her share of his Navy pension and insurance. They were married for longer than his time in the service (25 years) and was she entitled to half of it. He went out of his way to hurt her. She passed less than a year later in a nursing home while he was moving in with a completely different woman than the one he originally cheated on his wife with.
Real classy guy. He showed up to the first wife’s funeral with #2. He also claimed to go out “whaling” while in the Navy—he and his fellow sailors would apparently search out and bed the largest lady they could while on shore leave. The winner who took home the biggest got bragging rights until the next round of leave. Horrific.