Clearly, Christina El Moussa really knows how to pick 'em!

The 33-year-old Flip or Flop star has a new man, but he's not as squeaky clean as you'd expect!

After her marriage to co-star Tarek El Moussa crumbled back in January due to a handgun incident, it appears the reality star is clearly has a type — troubled men.

Get to know more about Doug the businessman and his seriously shady past below!

MORE: Christina El Moussa’s New Boyfriend Is Dating Two Women at Once! (EXCLUSIVE)

They've actually dated before

The former couple has known each other for ten years. An insider told Entertainment Tonight earlier this month, "Tarek has always had a sense of jealousy over her prior relationship with this person."

As a result, the 35-year-old has been acting out on social media, posting photos with beautiful women to try to make Christina jealous.

Mature!

He was arrested and charged with misdemeanor domestic violence in 2010

Just last week, In Touch exclusively reported that protective orders were issued by the courts, which he violated on five different occasions.

He has a history with drugs

In July 2011, Doug was arrested again and charged with felony drug possession and misdemeanor possession of drug paraphernalia. He pleaded guilty to the drug possession charge and completed an 18-month diversion program. Ultimately, all charges against him were dismissed.

He's a player (allegedly)!

Tracy Diaz — Doug's other girlfriend! — tells In Touch, “I’ve been seeing Doug for almost four years. He hasn’t officially ended our relationship.”

MORE: Tarek El Moussa Is "Taking a Break From Blondes" After Christina El Moussa Split

Oh yeah, he also reportedly doesn't pay his employees

According to Orange County court documents, the auto dealer was sued on multiple occasions for refusing to sign the forms necessary for a customer to register a vehicle and for stiffing his employees. Both cases were eventually dismissed.

What a catch!

Scroll through the gallery below for photos of Christina's rockin' body!