Jennifer Love Hewitt “tested” her new boyfriend by treating him to a week long vacation

Jennifer Love Hewitt
Hewitt at the airport on May 22. Credit: FameFlynet

Jennifer Love Hewitt has a long history of dating her coworkers. She also has a long history of getting involved fast, falling hard, and the publicly pressuring her boyfriend into giving her a ring. So I’m reading this latest story about how she just spent a week in Tahiti with a co-star with some skepticism. If it really happened, then she just put aside her business commitments, her friends, and her busy life for a whole week in order to foot the bill on a romantic vacation with a guy she’s probably been dating less than a month. (I mean this is the first I’m hearing of him and she usually tells the press almost immediately after she dates someone.) The Enquirer frames this like she was “testing” her new man to see if the romance was there, and they mention that they’ve been dating since April. Pressure!

Jennifer Love Hewitt wanted to give her “Client List” co-star a romantic “test drive,” so she took him on a secret getaway to the South Pacific.

The actress has stepped up her relationship with 33 year-old Brian Hallisay. In mid-May, she treated him to a week-long tropical retreat at the secluded Yasawa Island Resort & Spa in Fiji.

“Jennifer is nuts about Brian, but she wanted to 100 percent sure so she took him on the vacation,” a close source told The Enquirer.

“She said this was going to be the test. If they could get along for a week with no distractions, then she’d be ready to go public with their romance.”

The love match, first disclosed by The Enquirer in April, soared to new heights during the island retreat – and 33 year-old Jennifer is thrilled, say sources.

[From The National Enquirer, print edition, June 6, 2012.

Hewitt sort-of denied the earlier story that she was dating Hallisay. She tweeted that she was single, which isn’t exactly saying that she’s not dating him. I checked J.Love’s Twitter and she did go silent for a week in the middle of May, tweeting on May 14th: “Need to zen out tweet free for a week… Gonna work on book two! Xo.” Then she tweeted on May 22Hello lovelys!! Im back! Needed a week to just be with a group of friends, write, sleep and rest! Missed ya! Xoxo.” At least she’s not tweeting vacation photos and direct messages to her new guy. She’s sort of playing it close to her chest, so that’s something.

On one hand a week long vacation with a new person is romantic. It shows that you’re fun, spontaneous and ready to be there for your new partner. On the other, what does that say to a guy you just started dating when you drop absolutely everything to spend an entire week with him? Does it give the message he’s more important to you than your friends and whatever you have going on back home?

I don’t have a problem with Hewitt footing the bill, considering that she’s a wealthy woman. I hope this works out for her and that she’s happy and found “the one.” It would just be nice to read a story about her acting elusive for once.

Update: as many of you are pointing out, Hewitt was rumored to be dating another co-star, Collin Egglesfield, late last month. That probably fizzled out before she hooked up with this other guy.

This is Hallisay in 2008. There is a more recent photo of him here. He’s hot! Hewitt likes dark-haired men, doesn’t she?

photo credit: FameFlynet and

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35 Responses to “Jennifer Love Hewitt “tested” her new boyfriend by treating him to a week long vacation”

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  1. Maguita says:

    Is that really the guy??? I thought she was dating that dude from Something Borrowed, Colin Egglesfied also a co-star. You know, the one who looks like a younger Tom Cruise… With less intensity.

    I don’t mind her paying for everything, but she has to just stop pretending that she is looking for something serious, because all her actions point towards all things very casual and almost exclusively physical.

  2. brin says:

    “Jennifer is nuts about Brian”…just shorten that to “Jennifer is nuts”.

  3. CG says:

    Wait, what happened to that Colin Egglesfield (?) guy? Wasn’t she supposed to be hooking up with him?

  4. Tiffany27 says:

    That’s it. I’m starting the website.
    Everyone can go and leave her advice and helpful hints/tips as to how she can not look so desperate/crazy in her relationships. Ladies, she needs us.

  5. tru tru says:

    her antics, tickle the hell out of me, LOL!!

    she is over the top, LOL

    at it again…

  6. Little Darling says:

    She so much better without the lashes although, seriously, that is the ugliest sweats outfit I’ve ever seen!

  7. Amy says:

    She looks so much younger without all the makeup!

  8. Celebitchy says:

    I updated with the stuff about Egglesfield, that’s a different co-star she was rumored to be dating last month. So she moves fast.

    • Maguita says:

      Wow, if all three are still working on the show, things must be a tad (!) uncomfortable.

      But then again, many male Producers and Directors have been in this situation for ages, maybe no one would care.

    • Stellax2 says:

      She moves very fast. I agree with CB, she needs to go on the dl with whomever she’s dating. The whole desperation points to an insecure person.

      What was her longest relationship? I can’t even remember, not that I really care.

  9. Jdao says:

    She has already set them up for failure by paying for the trip. Now he knows she’ll do anything to keep him. She’s already setting up a bad precedent, too. Cause now he’ll never plan anything for them. She’ll have to do it and then she’ll complain that he never does anything for her.

  10. Ramie says:

    ah…Jennifer “Desperation” Hewitt. She’s beautiful & she STILL can’t get a man to stay. 100% batshit crazy!

  11. Viv says:

    She wins Worst Travel Outfit and Weirdest Millionaire Suitcase.

  12. katie says:

    That last photo is totally awful! She is looking old all made up like that. I actually think she looks better in the airport.

  13. ZenB!tch says:

    She’s footing the bill…. how does he feel about that as a permanent arrangement? Just wondering. If’s it’s casual then nothing matters.

    Or to put it another way – when J-Love is concerned I see it as reeking of desperation and her paying the guy with a fancy vacay and then he will dump her for a girl he really likes – whether or not she can foot the bill.

  14. renee says:

    I really like her new show, “The Client List”. She looks great in it. This guy plays her husband on her new show. Colin plays her brother-in-law…so far her husband is only in flashbacks.

  15. Carolyn says:

    Spending a week with Jennifer doesn’t sounds like a holiday to me. He’ll see what she’s like, be “thanks for the fun trip” and be hot-footing it from the airport on the return tout suite.

  16. judyjudy says:

    She bugs.

  17. Hawk says:

    Do you think every man who appears on The Client List has to sign some sort of “you may have to date Jennifer love Hewitt” contract when they are cast?

  18. cowbulls says:

    I’d swim to the south pacific to spend a week with JLH.

  19. RodneyDRat says:

    It’s obvious that you can’t resist a snark, but Jennifer did not “aside her business commitments…” to make this trip.

    The Client List wrapped on May 3, the pickup for season 2 was announced on May 7, and the star/producer/director spen two weeks doing interviews and participating in the A+E up-front on May 12. Then on May 13 she took a well deserved week of vacation in Fiji.

    Please get your facts straight next time!

  20. lolaluvsu2 says:

    ^talk about an advertisement for google alerts.

  21. sup says:

    love; you’re doing it wrong

  22. mixdemdotcom says:

    Jennifer seems to have trust issues, this guy must run!!!

  23. Jo 'Mama' Besser says:

    I hope this dude likes poolside shootings.

  24. Anthony says:

    I had the misfortune of being friends with Jennifer for about 8 months or so. She can be very sweet and generous at times but she has some serious issues. The woman is terrified of being alone. Trust me this wouldn’t be the first time she started seeing a guy off the radar. Her REAL personal life is completely different from what’s presented in articles on the internet. All and all she’s a nice person but VERY egotistical. What guy wouldn’t want to go on a week long romantic getaway with Jennifer Love Hewitt? Any guy that knows what she’s like off camera.

    • Maguita says:

      You know, I was about to be all sweet and say thank you for the insider info, but this is CeleBITCHY! So spill the juicy details Anthony!!! We wanna know, what do you mean a man would not go away with her if he knows what she’s like off camera? Don’t her co-stars know what she’s like behind the scenes?

      Spill young man! I want to know the juiciest stuff you’ve got.

      IF you please?

    • Mike says:

      Anthony: How bad could it have been!

  25. Erinn says:

    Nooooo I loved him on Privileged. Don’t let her touch you!