Jamie Lynn Spears is dating a 28 year-old local businessman (update)

In 2008, we heard plenty of stories about how Jamie Lynn Spears’ baby daddy and fiance, Casey Aldridge, was fooling around with other women behind her back. Multiple women spoke to the tabloids with stories about how Aldridge was wooing them while Spears was either pregnant with Aldridge’s baby or had just given birth to their daughter Maddie, now one and a half. Then there were the inevitable stories that Jamie Lynn had kicked Casey out and called off the wedding, followed by a cover story with Casey and Jamie Lynn in OK! titled “I’m No Cheater.” Both of them were just teens at the time, so it wasn’t surprising that Casey was fooling around.

Casey and Jamie Lynn seemed to reunite for a while, although there were stories last summer that they were calling off their engagement and breaking up. The last time they were spotted together was in November at a Broadway show in NY. It looks like Jamie Lynn has put all the drama behind her and has moved on, though. Star Magazine reports that Jamie Lynn, 18, is dating a 28 year-old businessman from nearby Louisiana. She currently lives in Mississippi with Maddie:

A source tells Star exclusively that Jamie Lynn, 18, has moved on to 28-year-old James Watson, a well-to-do Louisiana businessman.

“They first met nearly a year ago, and their friendship turned to romance as they grew closer,” said the source. “They started dating last December. I don’t think James cares at all about who she is; they really seem to like each other.”

James owns a company called Advanced Multimedia Partners. “He installs communication equipment and high-definition TVs for large corporations,” the source tells Star. “James enjoys making money – and he enjoys spending it too. He’s always throwing money around at the bars, buying drinks for everyone.”

But you won’t find Jamie Lynn in James’ company at the local watering holes, says the source. “They try to keep their distance when they’re out in public.” But they’re joined at the hip whenever they go to their buddies’ house parties in Hammond or in her hometown of Kentwood.

[From Star Magazine, print edition, February 15, 2010]

Star goes on to say that Jamie Lynn is thinking about moving to LA to restart her acting career. She starred on Nickelodeon show Zoey 101 before her much-publicized teen pregnancy. Apart from doing the rounds to show off her cute baby, we haven’t heard much from Jamie Lynn. There was news that she was planning a country music career but not much seems to have come of that. I tend to think that she’s happy to live a low key life in Mississippi and isn’t about to re-enter the spotlight. We’ll see, though.

UPDATE BY KAISER: Us Weekly is now confirming that Jamie-Lynn and Casey have broken up. They don’t have a confirmation of it from JLS’s rep or anything, they’re just reporting it as “confirmed”.


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26 Responses to “Jamie Lynn Spears is dating a 28 year-old local businessman (update)”

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  1. Lady Nightshade says:

    Maybe she doesn’t want to re-enter the business, but I bet mama and daddy want another payday…

  2. SolitaryAngel says:

    JL has looked miserable in every photo I’ve seen of her since she got pregnant. The girl has had some hard lessons over the last 2 years for sure! I’ve been wondering if she’d ever go back to HW…

  3. mel says:

    wow JL grew up fast…. she really seems to more grounded than her sister. i wish her well.

  4. Just a Poster says:

    She does seem really grounded. Hopefully she has learned some serious lessons from her sisters actions.

    Lets face it, she grew up a lot faster than normal girls her age. (gotta love the Disney Machine) And hopefully she can keep her head on straight and will be okay.

  5. lucy2 says:

    She has stayed pretty low-key. Staying out of Hollywood would probably be the best thing for her. She should have enough money to support herself and her daughter, and jumping back into that frenzy probably wouldn’t go well.

  6. Essie says:

    Jamie Lynn was never part of the “Disney machine”!!! And I doubt she has the millions that Brit has because Jamie Lynn only had that one show on Nick and that couldn’t have made her rich.

    Anyway, I can’t see a 28 year old “Louisiana businessman” wanting to be with an 18 year old teen mother. Unless, like a lot of people, his business is going down and he has latched on to Jamie Lynn to get some publicity. Otherwise, I don’t see where there would be an attraction.

  7. Annabelle says:

    Props, Essie. Why do webassume she’s grounded, again? All we know is that she’s a teen mom forced into acting by her parents. Webdont know anything about her actual life.

  8. RobN says:

    She made a conscious move to get away from Hollywood and raise her kid quietly. She ought to be left alone to do whatever she wants.

  9. Dolkite says:

    It must suck to be the not-as-good-looking younger sister of a major sex symbol (though I always considered Britney average-looking at best).

    Anyone else want to predict that Noah Cyrus will be taking on this role in about ten years?

  10. Obvious says:

    Is it abd that I like this girl? she made a bad choice but she is making the best of it. so much better than her sister.

    this is what we call a role model-not the best one-but hey this one admits her mistakes and makes the best of them instead of denials and sweeping them under the rug.

  11. Anonandonandon says:


    Britney is not a sex symbol anymore. She’s a thick-necked, stumpy legged troll with jowls, bald spots, a giant forehead and eyes way too far apart. Apparently the Spears women don’t age too well because even Jamie Lynn is beginning to look frumpy. Magazines keep telling us Britney is sexy but when it comes to people actually voting in the “Beautiful People” lists she hasn’t been making the cut lately.

  12. EMV says:

    They are just rednecks, like the Cyrus family. The businessman is probably a redneck too. It’s different when you are a redneck… I grew up around them…thank God I didn’t fall in that trap.

  13. whitney says:

    Love sees no age.. His business is doing better than well. He in no way shape or form would need a penny from her. Besides what kind of respectable southern man would disrespect a single mother that way. Before you start blogging nonsense out your head get your facts straight, because he has never disrespected any female or elder. True southern gentlemen wouldn’t have it any other way.

  14. Lady Nightshade says:

    @Dolkite more like 6 years !!

  15. Chicken Tetrazzini says:

    I’m probably a super b*tch but I know the last thing I would EVER want is to date someone with a kid. I don’t care how much money they have, how hot they are, how much we have in common…the fact that they have a kid would be an immediate deal-breaker. I’ve had friends that have had kids, and I don’t even hang out with them any more, because I don’t want to put up with their kids, and that’s not even like spending serious time with them like it would be if you dated someone with a kid. I just can’t see wanting to take on the burden of another person’s kid, but what do I know?

    I think Jamie-Lynn made her choice and is probably OK with it, I’m sure she loves that kid and all, but I imagine she will find that even though she’s got money, life won’t be all that fun being a single parent. Either way, I’m glad it’s not me!

  16. p3rp3tu4 says:

    Anonandonand wow call it baby! I wondered what type of shades people have been wearing NOT to see this!

  17. Chicken Tetrazzini says:


    I totally agree with you…Britney is a big slob. How can someone so rich always look so filthy and disheveled? I knew she wouldn’t age well, and she hasn’t. Besides, I really think she’s borderline retarded. Sorry if that sounds harsh, but the evidence speaks for itself. She has no clue on how to be a functional adult, and she doesn’t seem to want to learn either. So Daddy Spears will continue to be her legal guardian (how pathetic is it that a 28-year old mother of 2 needs a legal guardian?) which is probably for the best. If he ever loses his conservatorship, I guarantee a return to the crotch flashing, gas station bathroom hanging out, pink wig, sleeping with paparazzi days. She HAS to be retarded, to refuse to learn from her mistakes and straighten up and act like an adult…there’s just no other option! Yeah, I think she’s mentally ill, but I think the fact that she’s about as smart as a block of wood has a lot to do with it too. She’s f-ing repulsive and will never be a sex symbol again, at least not to anyone with all their five senses intact. Gross trash. At least Jamie Lynn seems to be a responsible adult and mother, I give her mad props for that. I wonder what it’s like to be the sister of a mouth-breathing embarassment? Can’t be easy….

  18. QB says:

    I think there was blind item abou a teen star fooling around with one of the executives (or something like that) of her show and then there was rumour that it was Jamie and the baby was his and the teen boy was just a cover up?

  19. clare says:

    At least she’s staying out of the media’s eye for the most part AND in Louisiana.

  20. Ruby Red Lips says:

    @ RobN – totally agree

    @ Chicken T – think thats a little harsh, it would seem that Britney has severe mental health issues – I agree she isn’t the brightest bulb in the box, but the fact she still isn’t deemed well enough to run her own life to me tells of very serious issues.

  21. Adorable says:

    Props to her for staying out of the spotlight and focussing on bringing up her child. Her love life shouldn’t matter to us. It’s her life…let her live it.

  22. skilo says:

    Chicken Tetrazzini
    “I’m probably a super b*tch
    I’ve had friends that have had kids, and I don’t even hang out with them any more, because I don’t want to put up with their kids.”
    Yeah, you made a pretty accurate self assessment there. That shows you probably weren’t much of a friend to start with. As for Britney, well we all have bad times in our lives but most of us don’t have to go through them so publicly.

  23. RobN says:

    It’s not being a super b***h to not want to hang out with people who have kids. It’s about being at a different place in your lives; you end up with different goals and different ideas of what is fun. Sitting around the house because the baby is sleeping is just not that much fun and not that interesting unless it’s your kid. Single and having fun wants to go to a club; parent wants to rent a movie and stay in. Growing apart is perfectly natural. Lots of those friendships re-establish themselves once the single person has their kids and all of a sudden they have everything in common again.

  24. Sunflower says:

    TRAIN WRECK!!!!!!

  25. kimberly says:

    when did a country music career, reality show, or an acting gig become fall back plans for stupid bitches that don’t use a condom/pill combo?

    agree w/ chicken T wouldn’t date a person with a kid. Not for me. it’s a personal choice and others have theirs.

  26. michael says:

    I am not sure why people are so bitter over people who have made it big. We call the fat cats, and emv brought the Cyrus family in the mix. I think Britney has made a good come back. Her new song if you seek amy is great. I respect Jamie for wanting to live a low key life.
    As for as not wanting to date women with kids that is just shallow. Kids usually make the woman more mature.