Loser From The City Has Long, Amusing Rap Sheet

If you watched The City last week, you may remember Olivia Palermo's (and oddly-named) cousin, Nevan, who she was hanging out with and venting about Whitney to.

Well, it turns out "Nevan" has quite the interesting past.

On a Monday afternoon in 2007, 28-year-old James Nevan Donahue was driving around in Florida, looking for some ho. We mean an actual prostitute, Ashley Dupre style.

Turns out he approached the wrong woman and ended up propositioning an undercover officer, who Nevan offered her some prescription painkillers in return for oral sex.

Undercover officer Lori Colombino reported that when he approached her, his belt was unbuckled and his pants were already undone, exposing "shiny black underwear."

He pled guilty and was fined and ordered to perform community service. Then he violated the terms of his probation and another warrant for his arrest was issued.

The mug shot on the right of this series is for the prostitution incident. The other lovely booking photos are for drug possession (left) and a traffic stop (right).

Whitney Port should totally ask Olivia Palermo about this loser on the next episode. Maybe he can even hook them up with some prescrips at a low price.