‘Teen Mom’ Dating History Revealed, See Who The Moms Dated In The Past

Jenelle & Gary Head

Another noteworthy mention is Jenelle’s ex-fiancé Gary Head. Gary and Jenelle were engaged by May 2012 but ended up calling it quits shortly after.

The breakup reason is cited as Gary’s infidelity.

The next in line for Jenelle was her then-boyfriend, Courtland Rogers.

In the beginning, the two were just friends and the relationship eventually turned into a romantic one.

“Courtland and I have made it official that we are in a relationship now,” Jenelle stated at the time.

Just two weeks later, the ’16 & Pregnant’ star was single gain. She cleared up the air by saying: “I’m single once again. I ended things and didn’t think things were working out between me and Courtland.”

After already being through a couple of short-lived romances, Jenelle was up for something long-term. That’s exactly what happened in her relationship with Nathan Griffith.