In case you look carefully at Jesse James’ dating history, it is not hard to notice that he was scarcely single. He tied the knot several times, he dated quite a few well-known women in his life and of course, has kids. So, let’s have a look at these ladies and their relationships with a TV star.

Karla James
1991 – 2002

Other than being widely known as an ex-wife of the celebrity, she is also a popular adult model. Some of the modeling agencies pay great attention to her non-standard body measurements and large breasts. Or it can be even said that her breasts helped her to find her way in the modeling industry.
Despite the fact that she had been married to James for 11 years, there is absolutely no information about their love story. However, it is no secret that they share two kids.

Janine Lindemulder
2002 – 2004

After the first divorce, it didn’t take Jesse a long time to move with a producer and an adult film star Janine. It would be interesting to notice that Karla and Janine even looked alike: they were both blondes with big breasts. The couple got hitched in 2002 and a year later the porn star was arrested for beating her spouse. In 2004 they were already officially divorced. In a marriage, they parented a daughter Sunny, who lives with dad, as he has full custody.

Sandra Bullock
2005 – 2010

These two love birds met back in 2003 when the actress came to see the Monster Garage set with her godson. The chemistry soon sparked between the two and they began dating. In 2005 they got married and had been going strong for 7 years. Sandra was very nice with all her husband's kids, treating them as if they were her own. Unfortunately, it seemed too good to be true. The trouble in paradise started when a woman named Michelle “Bombshell” McGee told everyone that she had been having an affair with Jesse for almost a year. Of course, it resulted in a split and James being one of the most reviled men in Hollywood.

Michelle “Bombshell” McGee
2010

The stripper claimed to have slept with the celebrity for about 11 months. As a proof, she even showed photographic evidence of their romance. In an interview with InTouch, Michelle stated she would never sleep with him if she knew he was a married man.

Katherine von Drachenberg
August 2010 – September 2011

The rumors about the romantic feelings between these two started appearing in summer of 2010 and soon their relationship status was confirmed. They were seen several times together and in January 2011 announced their engagement. Despite this, they called it quits within a month. According to an insider, Katherine had been with James just to get back to her ex.

Alexis DeJoria
2013 – 2020

In 2012 the TV star got romantically involved with a professional drag racer and a year later proposed to her. They had been married for 7 years but are divorced now. The reason for it was James’ multiple times of cheating. According to The Daily Mail, he literally “begged” women to have sex with him on such apps as Instagram, Facebook and others. They say he cheated on Alexis over 20 times during their 7-year marriage.
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