Repeat offender Robert L. Jennings arrested again….will he serve jail time?

A Greenwich man who has a history of stalking a former girlfriend since the 1980s was arrested this week over an incident earlier this year.

Police said Robert L. Jennings, of 28 Ridge Street, has a history of assaulting and stalking his victim since 1987. His latest arrest occurred on Tuesday, when officers arrested him for a February 19 incident.

He was charged with second-degree breach of peace, first-degree stalking and violation of a protective order.

Police said over the last 20 years the victim has accused Jennings of sexually assaulting her, showing up at her workplace and following her around town.

His first arrest occurred in 1987, when his victim accused him of sexually assaulting her.  He was found not guilty of that offense, but has since racked up several other arrests.

On May 25, 2006, Jennings was found guilty of an October 2004 second-degree breach of peace.  He was sentenced to 6 months jail, execution suspended and placed on 2 years probation.

On April 3, 2008, Jennings was found guilty of June 10, 2006 charges of a class A of violating his probation, interfering with a police officer and resisting arrest.

He was sentenced to one year in jail, execution suspended with a conditional discharge for three years.

Also on April 3, 3008 he was found guilty of violating his probation on October 22, 2007.  He was sentenced to 1 year jail, execution suspended and placed on probation.

I guess the judge is going to keep putting Jennings on probation until he kills his victim.