Jennifer Love Hewitt is a beautiful actress who has been in some pretty notable TV shows and films over the years. She was Sarah Reeves Merrin on Party of Five and Julie James in I Know What You Did Last Summer (and its sequel). She was Amanda Beckett in Can't Hardly Wait and Melinda Gordon on Ghost Whisperer. She has also appeared in The Client List and on Criminal Minds and 9-1-1.
In 2012, she started dating Brian Hallisay, who was her co-star on The Client List. The next year, they announced that they were engaged and expecting a child together. In November 2013, they welcomed a daughter, Autumn James, to the world. In June 2015, they welcomed a son named Atticus James.
Before tying the knot with her current husband, though, Jennifer Love Hewitt was involved in several different relationships. Some were serious, while others appeared to be short flings. Many of them were with other well-known celebrities, from big-time movie actors and other co-stars to world-famous musicians. Yes, this actress, singer, and producer has dated (or has been rumored to date) some very famous men over the years … like the ones below.
17 John Cusack
Let's get started... John Cusack acts, produces and writes. For years, he has starred in notable films like Say Anything, 1408, 2012 and The Raven. Back in 2003, reports circulated that this famous actor was in a relationship with actress, Jennifer Love Hewitt.
16 John Mayer
Another one of Jennifer Love Hewitt’s notable ex-boyfriends is the famous singer-songwriter- record producer, John Mayer. He has also dated stars like Jessica Simpson, Minka Kelly, Jennifer Aniston, and Katy Perry. This relationship that is pictured right here took place in 2002.
15 Enrique Iglesias
Enrique Iglesias sings, writes songs, acts, produces records and is known as the King of Latin pop.
When his song, Hero, was released in 2001, Jennifer Love Hewitt appeared in the music video. She played the singer's love interest, which was a part that reportedly morphed into real life.
14 Alex Beh
Before dating and marrying Brian Hallisay, Jennifer Love Hewitt was with Alex Beh. This fellow star is an actor and a producer who has been in NCIS: New Orleans, The Flip Side, and CSI: Miami. This relationship took place in 2010.
13 Jamie Kennedy
While filming one of her popular series, Ghost Whisperer, Jennifer Love Hewitt met Jamie Kennedy, who played Randy Meeks in the Scream movies. They dated from March 2009 to March 2010, and there were even rumors circulating at the time that they were engaged.
12 Ross McCall
Another actor who appeared on Ghost Whisperer was Ross McCall. Fans may recognize him from Band of Brothers and White Collar. He and Jennifer Love Hewitt had a relationship so serious that they were engaged, but she called it off in late 2008.
11 Wilmer Valderrama
Wilmer Valderrama portrayed Fez on That '70s Show, dated female celebs like Lindsay Lohan and Demi Lovato, and got engaged to Amanda Pacheco this year.
And in the late 90s, he was another star who had a thing/fling with Jennifer Love Hewitt!
10 Scott Austin
Next on the list is actor, Scott Austin, who is pictured here with Jennifer Love Hewitt. While it was not as long or as high-profile of a relationship as some of the others on this list, these two were an item between 2004 and 2005.
9 Will Estes
In the first part of 2004, it was reported that actress, Jennifer Love Hewitt, was in a relationship with Will Estes. Currently, he stars on the TV show, Blue Bloods, and back in the day, fans could see him in series' like 7th Heaven, The Secret World of Alex Mack and Boy Meets World.
8 Kip Pardue
Also during the 2000s, Jennifer Love Hewitt was involved with Kip Pardue, who is pictured here. He is an actor and a model - one of his most memorable roles was Ronnie "Sunshine" Bass in the football film, Remember the Titans.
7 Patrick Wilson
Patrick Wilson is a notable celebrity who has been in movies such as The Phantom of the Opera, Insidious, The Conjuring and Aquaman. And from 2001 to 2002, he, too, was in a relationship with the one and only Jennifer Love Hewitt!
6 Rich Cronin
From the late 1990s to the early 2000s, Jennifer Love Hewitt dated Rich Cronin. This singer, rapper and songwriter won acclaim as the lead singer of the group, LFO. He passed away in 2010, after battling leukemia and suffering from a stroke.
5 Carson Daly
Carson Daly is one of the most notable TV hosts, radio personalities and television personalities out there. And yes, he belongs on this list, too: between the years, 1997 and 1999, he dated Jennifer Love Hewitt.
4 Andrew Keegan
One of Jennifer Love Hewitt’s co-stars on Party of Five was Andrew Keegan, an actor who was also on television shows, including 7th Heaven and movies, such as 10 Things I Hate About You. These two were romantically involved in the year 1997.
3 Will Friedle
As an actor, voice actor, writer, and comedian, Will Friedle will always be remembered for playing Eric Matthews on Boy Meets World - Jennifer Love Hewitt guest-starred on that show.
These two were also in the project, Trojan War, and they were said to have dated between 1996 and 1997.
2 Joey Lawrence
Joey Lawrence was a child star who went on to appear in shows such as Blossom, Melissa & Joey and Brotherly Love. In the mid-1990s, he, too, apparently had a thing with Miss Jennifer Love Hewitt. Just look at them here…wow!
1 Fred Savage
Fred Savage is an actor and a television director who starred on The Wonder Years from 1988 to 1993. After that, when he was 16 and Jennifer Love Hewitt was 14, they went on one date together…and he never called her back.