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Pressly dated her Jack and Jill co-star Simon Rex in 2000 and 2001. In a December 10, 2001 radio interview with Howard Stern, she said that Rex broke up with her on her birthday.

In October 2006, she became engaged to her boyfriend of a year-and-a-half, DJ Eric Calvo (aka DJ Eric Cubiche), with whom she had been friends for nine years.Pressly gave birth on May 11, 2007 at 7:31 a.m. in Cedars-Sinai Medical Center to their first child, Dezi James Calvo. In a February 2007 interview on The Tonight Show With Jay Leno, Pressly said she wants the child to be bilingual (English/Spanish) to reflect Calvo's Cuban heritage. The Emmy-nominated actress told People Magazine the name is part of a running joke, as Cuban-American Calvo does a Desi Arnaz impersonation, calling Pressly "Luuucy" when he comes home at night. Pressly said in a 2006 interview with Esquire magazine that she almost purchased a ticket for a flight on one of the planes that crashed into the World Trade Center on September 11, 2001, but decided not to take the flight because she felt it left too early in the morning

Trivia

Has a tattoo on her lower back of a blue Leo sign with Japanese writing meaning healthy, strong and brave.

Hates doing love scenes. Feels that even a stage kiss is too intimate.

Legally emancipated from her parents at age 15.

Became a spokes-model for Liz Claiborne Cosmetics and will advertise the company's new fragrance "Lucky You" starting September 2000. [July 2000]

On the December 10, 2001 episode of the Howard Stern Radio Show, when describing Howard's not-so-great looks, she said "You got slapped by the 'jew stick.'.

First person to appear on multiple covers of "Stuff" magazine

Ranked #8 in Stuff magazine's "102 Sexiest Women in the World" (2002).

Measurements: 35-24-36 (reported in 1998)

Starred in the video for Marilyn Manson of 'Tainted Love'

Ranked as #87 in FHM's "100 Sexiest Women in the World 2005" special supplement. (2005)

Was featured as #30 in Maxim Magazine's "Hot 100 of 2002" supplement. (2002)

Nicknamed "Martha Jr." because she is a good gardener, a neat freak and loves cooking.

Good friend of Eric Cubiche for nine years and started dating a year ago in 2005.

Named #17 in FHM magazine's "100 Sexiest Women in the World 2006" supplement. (2006).

She and her fiancé, Eric Cubiche, had a baby boy named Dezi James [May 11, 2007].

I Love You, Man (2009) (post-production)

Venus & Vegas (2009) .... Tara

My Name Is Earl .... Joy Turner / ... (78 episodes, 2005-2008)

Saints Row 2 (2008) (VG) .... Jessica

Horton Hears a Who! (2008) (voice) .... Mrs. Quilligan

DOA: Dead or Alive (2006) .... Tina Armstrong

Las Vegas .... Kerri Kowalski (1 episode, 2006)

Death to the Supermodels (2005) (V) .... Tiffany

Cruel World (2005) .... Catherine Anderson

Evel Knievel (2004) (TV) .... Linda Bork

The Karate Dog (2004) .... Ashley Wilkens

Torque (2004) .... China

Happy Family .... Alex (1 episode, 2004)

Becker .... Grace (1 episode, 2003)

Fastlane .... Sara Matthews (1 episode, 2003)

Alligator Point (2003) (TV)

The Twilight Zone .... Sensuous Cindy (1 episode, 2002)

Charmed .... Mylie (1 episode, 2002)

Demon Island (2002) .... Tina

Footprints (2002)

The Johnny Chronicles (2002) (TV) .... Charlie

Not Another Teen Movie (2001) .... Priscilla

Going to California .... Kylie Guartz (1 episode, 2001)

Ticker (2001) .... Claire Manning

Jack & Jill .... Audrey Griffin (31 episodes, 1999-2001)

Joe Dirt (2001) .... Jill

Tomcats (2001) .... Tricia

100 Girls (2000) .... Cynthia

Poor White Trash (2000) .... Sandy Lake

Best Actress (2000) (TV) .... Karen Kroll

Inferno (1999/II) .... Dottie Matthews

Trash (1999) .... C.J. Callum

Mortal Kombat: Conquest .... Mika (3 episodes, 1998-1999)

Ringmaster (1998) .... Angel Zorzak

Can't Hardly Wait (1998) (as Jamie Pressly) .... Beth, Girlfriend #1

Night Man .... Yvette (1 episode, 1998)

Push .... Nikki Lang (5 episodes, 1998)

Silk Stalkings .... Kara Delaney (1 episode, 1998)

Poison Ivy: The New Seduction (1997) (V) .... Violet

Mercenary (1997) (TV) .... Pre-teen American Girl

Against the Law (1997) .... Sally the Waitress

The Journey: Absolution (1997) .... Allison Waite

Awards

Emmy Awards

2007 Won Emmy Outstanding Supporting Actress in a Comedy Series for: "My Name Is Earl" (2005)

2006 Nominated Emmy Outstanding Supporting Actress in a Comedy Series for: "My Name Is Earl" (2005)

Golden Globes, USA

2008 Nominated Golden Globe Best Performance by an Actress in a Supporting Role in a Series, Mini-Series or Motion Picture Made for Television for: "My Name Is Earl" (2005)

MTV Movie Awards

2002 Nominated MTV Movie Award Best Line for: Not Another Teen Movie (2001) "Oh, it's already been broughten!"

Satellite Awards

2007 Nominated Satellite Award Best Actress in a Supporting Role in a Series, Mini-Series or Motion Picture Made for Television for: "My Name Is Earl" (2005)

Screen Actors Guild Awards

2007 Nominated Actor Outstanding Performance by a Female Actor in a Comedy Series for: "My Name Is Earl" (2005)

2006 Nominated Actor Outstanding Performance by an Ensemble in a Comedy Series for: "My Name Is Earl" (2005) Shared with: Jason Lee Eddie Steeples Ethan Suplee Nadine Velazquez

Teen Choice Awards

2008 Nominated Teen Choice Award Choice TV Actress: Comedy for: "My Name Is Earl" (2005)

2006 Nominated Teen Choice Award TV - Choice Actress: Comedy for: "My Name Is Earl" (2005)