She began college at Santa Barbara City College in June 2005 and left in October 2005. Giving up on stripping for the time being, she began to work as a telemarketer to pay for food, rent, and school expenses. Eventually, she got sick of it and went back to stripping.

Before joining the porn industry, she began dancing at the Spearmint Rhino in Santa Barbara, California for 3 1/2 months before being hired by Derek Hay, owner of the LA Direct Models agency. To this day, LA Models still represents her interests in the adult entertainment industry. In an interview written on January 20, 2005 for the website lukeisback.com, Jenna mentions her battle with her sexual past, especially her sexual assault and first sexual experience with a man at fourteen. She also mentions her battle with anorexia in her junior and senior years at high school, when she dropped to a nearly fatal 58 pounds. She also mentions her sexual promiscuity during college which led her to pursue ventures in the adult entertainment scene.

Since being in the business, Jenna has done about 125 porn scenes. She never does anal scenes, but does ejaculate in some scenes. In October 2007, Presley announced that she was shooting her final scenes with men.