Although Daly had dated two actors in the past, that seemingly didn’t stop him from having a quick fling with another famous ’90s star, Jaime Pressly. The actress had appeared in movies like “Not Another Teen Movie,” “Joe Dirt,” “Can’t Hardly Wait,” and “Tomcats” before hooking up with Daly. She was also seen in Marilyn Manson’s music video for “Tainted Love” as well as TV shows such as “Charmed,” “The Twilight Zone,” and “Silk Stalkings.” Daly and Pressly were said to have had a brief romance in March 2002, although they never confirmed the relationship, per Whos Dated Who. However, Pressly was no stranger to dating men in the spotlight. Throughout the years, the “My Name Is Earl” star has been linked to men such as singer Kid Rock, actor and MTV personality Simon Rex, former “Saved by the Bell” star Mario Lopez, and dancer Criss Judd, who was famously married to Jennifer Lopez from 2001 until 2003.
The following year, Daly was also linked to singer Ashlee Simpson after meeting her at a wedding. The two were later spotted holding hands and kissing, but the romance didn’t last long (via Famous Fix). Simpson went on to date Wilmer Valderamma and Nick Carter before tying the knot with musician Pete Wentz and later Diana Ross’ son, Evan Ross.
Post source: The List
