Jessica Lowndes, 27, announced her engagement to 58-year-old Jon Lovitz

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This is easily the weirdest story I’ve written about today. Jessica Lowndes is 27 years old. She’s famous for the 90210 reboot, and she’s famous for being a pretty and somewhat fashionable young woman in Hollywood. Like, a lot of the sites that run bikini photos every day love Lowndes. I’ve never had an opinion on her, really. I think she’s pretty and sexy but not noteworthy. Well, it seems that Jessica has been quietly dating a famous man for a while. And that famous man is… 58-year-old Jon Lovitz. Does this feel like a Funny or Die skit to anyone else? It feels like this is part of a new season of Punk’d or something.

Despite their 30-year age difference and the utter strangeness of this pairing, Lowndes and Lovitz insist that they are really together. Not only that, they’re now insisting that they’re engaged. She even posted a photo of her diamond engagement ring:

So… yeah. It’s not an issue of “getting hacked” or whatever – Jessica was really posting all of this to her social media, and Lovitz was too. They are confirming that they are together and likely engaged. While they’re both adults – and at 27, she’s old enough to know what she’s doing – it does feel… weird. Odd. Strange. Hm. Oh, and this video is the worst. This just shows that she’s a terrible actress.

When bae films you waking up in the morning… 😂❤️😍 #TooOldToUseHashtags #MrBig

A video posted by Jessica Lowndes (@jessicalowndes) on

Photos courtesy of Jessica & Jon’s social media, WENN.

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144 Responses to “Jessica Lowndes, 27, announced her engagement to 58-year-old Jon Lovitz”

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  1. Locke Lamora says:

    Never heard of her, barely know who he is. Is he really famous?

    It is a bit yucky, but she’s old enough, so good luck to them, I guess. Calling a 58-year old bae is weird.

    • lisa2 says:

      He was or is a very talented comedian. SNL..he use to be the Pathological Liar.. “Yeah that’s the ticket”.. and the animated show The Critic

      very funny man. I never knew what happened to him. He has done some small film roles. I would imagine if she was after status and such she could have gotten with someone more relevant today.

    • Peanutbuttr says:

      Jon Lovitz was on SNL and had a pretty funny cartoon, the Critic. He also was in A League Of Their Own (he was the scout).

      • Tough Cookie says:

        I remember in A League of Their Own he uttered a classic line about going home to give his wife a pickle tickle.

      • hogtowngooner says:

        He was so funny in that.

        “You see, how it works is, the train moves. Not the station.”

      • Pandy says:

        I’ve seen him lately in Hot in Cleveland. But that’s about it. Totally random pairing! II think she’s beautiful, but yeah, it’s sex work loll.

    • AlmondJoy says:

      He’s been around forever.. In tons of movies and tv shows (most notably, SNL) but I haven’t the slightest idea about her and I barely remember her from 90210… On my way to google.

      Edit: Sorry to be redundant, didn’t see Lisa’s and Peanut’s comments before I responded!

      • KB says:

        Yeah, the last name sounded vaguely familiar to me, but I don’t actually recognize her.

    • Cupcake says:

      Ugh, just cause “she’s old enough” does not make it OK. It’s gross and reeks of Daddy issues. In fact, they really look like father-daughter. Like when he was a successful younger comedian he met a gorgeous actress and Jessica is their daughter. It’s too early for this…

      • HH says:

        Agreed. Yes, she’s old enough, but this sort of pairing happens all too often. Also, this is why movies have 25 year olds playing the supporting actress wife to their 50+ actor husbands.

      • Truthful says:

        @Cupcake: Co-sign! I hate the “she’s old enough”… you can be old enough and absolutely too young to someone your dad’s age!

        @HH: exactly!

    • Wiffie says:

      She was THE WORST in 90210. I hated her character and she’s an absolutely terrible actress. That “sleeping” clip proves that. Ugh she was just embarrassing on that show.

      Which makes me wonder how he can fall for her money grubbing ways? How can she be THAT convincing? Unless he turns a blind eye for the lovin’. Ew.

      This is weird.

    • J.Mo says:

      Newsradio and the not a hit but cute Christmas holiday movie Trapped in Paradise

    • India Rose says:

      He is a notoriously angry, cruel man. There are many stories about what an absolute aggressive asshole he is to other comedians and actors. He got a bad rep when he started his own comedy club. I don’t know if it’s Napoleon Syndrome or what. But I would never want to be in the same room with him. Google his podcast diatribe against the president to see what kind of temper this guy has.

      She intimated on social media that she had a “secret” boyfriend. Her very first post had the hastag Haters Gonna Hate. If you’re already on the defensive and not joyfully announcing your engagement, something is wrong. With your attitude, the situation or both.

      • Magnoliarose says:

        You are so right about his reputation. There is a reason he didn’t go further in his career and a large part of it is his personality. He’s always been in the sleazy side too.

      • kai says:

        I just looked at her instagram. She also immediately made a reference to ‘sugar daddies’ and posed in a Bentley (?). Priorities…

    • Ally says:

      I often use the “Acting!” line to mock post-Actor’s Studio-style onscreen emoting.

    • Diana says:

      Apparently it’s all PR to promote her music career(???) and new video.

  2. kri says:

    When bae is acting the olde towne foole. #iwokeupwiththisblowout

  3. D says:

    That’s…um..odd. I always confuse her with Megan fox.

  4. missmerry says:

    dang ! those red carpet pics do not do her justice, she looks rough in those, but so different in the other pictures.

    • Ellie says:

      Yeah I was just thinking “wow, that’s a hard 27.” The fake lips and tan aren’t helping though.

  5. Mrs. Darcy says:

    Whaat. wow. I mean… I don’t even know. I grew up with him on SNL, but she’s not even old enough to remember that! The ring is lovely, mazel tov you crazy kids?

    • Christin says:

      His SNL gig ended in 1990, when she was a toddler.

      And I think this will be his first marriage. Crazy kids!

  6. snakecharmer says:

    Love JL! good for her its awesome to be with a super funny partner.

  7. Tash says:

    They are two consenting adults. But still…I mean, Jon Lovitz?!?!

    • Michelle says:

      I know, right? I remember Jon Lovitz being on SNL and he was pretty funny, but I am 47 years old and I wouldn’t marry him. To each, his own.

    • Carol says:

      I know right? This is the most bizarre pairing. But it makes sense that he wound up with a Hollywood starlet. He always whined that he couldn’t get any women to date him but he always chased the young pretty girls. And then he would whine that the pretty girls only wanted pretty boys and not him. I sort of can’t believe this pairing is for real. Its too weird

  8. Merritt says:

    She is an adult, so she can marry who she wants. But I just don’t get it at all.

  9. missmerry says:

    also, i feel like this couple are similar to the couple in this meme:

    https://d.justpo.st/media/images/2013/08/398ec330a759a7016bd7533117bfbdde.jpg

    lol

  10. Darkladi says:

    What the actual f*ck. I mean congrats? 😮
    Also bullsh*t on “bae woke you up filming” with full make up & combed hair.

  11. Hudson Girl says:

    I think she is beautiful- I’m jealous of her coloring. He’s hilarious on the old Saturday Night Live shows. I can NOT wrap my brain around this pairing.
    Oddest post in a very, very long time.

  12. Jenns says:

    That exactly how I look in the morning…

    LOL.

  13. Tiffany27 says:

    Random………but good for them. I guess?

  14. Dana m says:

    This must be an early April fools day joke.
    This pairing is SO bizarre!

    • Norman Bates's Mother says:

      I thought the same thing. Sorry for being so superficial, but if the 58-year old in question was someone like Viggo Mortensen or Gary Oldman, it wouldn’t seem nearly as bizarre. It would still be icky, as 31 years is way too much of an age difference, but understandable in a way – they are both very attractive older men and don’t look nearly as old as Lovitz. Or if he was as loaded as Weinstein or Briatore, we’d at least know she went after financial stability. But this relationship seems so unlikely. She’s either truly in love or a very bad gold-digger (or pulling a Joaquin Phoenix). I’m 27 myself and I consider Jon Lovitz to be a very funny man, someone I’d maybe like to have as an uncle, but to imagine him in sexual situations? Never.

  15. Hadleyb says:

    I feel like she’s wasting her hot on a old guy and he should be ashamed. He had his fun and now she will probably ( if they last) end up taking care of him in his old age as he gets sick.

    Sad.

    • vanessa says:

      For real ! i don’t even like to judge people relationship but eww is the only thing that come to my mind right now. The pictures of them in the car, it’s look like she is with her grandpa

    • Esther says:

      as if this will last decades

  16. Greenieweenie says:

    Have fun making end-of-life-care decisions about your spouse before you even hit 40.

    • ladysussex says:

      Maybe he has a heart condition or a chronic disease and she’s counting on him kicking the bucket soon? Terrible thing to say, I know. I understand being attracted to someone’s personality, but I just can’t imaging even 45 yr. old ME dating a man that old, fat, and saggy for goodness sake. Imagine the young, strong, fit, and virile men she turns down to be with this shlub. Lovitz was only very moderately successful even in his heyday. He had only a fraction of the career his contemporaries on SNL had.

  17. SloaneY says:

    “She’s losing her mind. And I’m reaping all the benefits.” *slides slowly behind curtain*

  18. smcollins says:

    Sure…why not?

    • annaloo. says:

      Yeah, it worked, right? She’s made it into Celebitchy, whereas yesterday I had no idea who she was.
      But tomorrow I’ll still have no idea who she is, pretty sure of that.

  19. Tiffany says:

    She was in A Deadly Adoption with Will Farrell and Kirsten Wiig. It was standard Lifetime awesomeness.

  20. Mia4s says:

    I’m smelling publicity stunt (I guess it worked because this is the first I’ve ever heard of her).

    Otherwise? Well he’s got money, but not crazy money. That mess with the closure of his comedy club also shows questionable cash flow. So if it’s not for money or a stunt…true love?! 😳

  21. Lucky says:

    I have a lot of affection for her because she was in an episode of Masters of Horror in which she was beautiful and etheral and acted so well.
    So yeah I really hope she found love,he’s a funny guy and they’ll hopefully laugh and laugh throughout their lives.

  22. Esther says:

    when you are trying to land a famous guy and Jon Lovitz is all you could do.

  23. HeyThere! says:

    Odd. He’s not even an old hot guy. LOL He must be spoiling her like mad and really funny. Looks aren’t everything but for me I have to have an initial attraction. Normally by the time you are 50 and the looks fade, it doesn’t matter because you both faded and are in love. Lol. I’m sure she’s having fun being treated like a princess 24/7!

    • ladysussex says:

      He wasn’t even attractive when he was young!

    • INeedANap says:

      Looks aren’t everything? I am sure if she looked like him he still would have fallen for her just the same. /sarcasm

    • paolanqar says:

      Yes, he’s not even a hot old man! I mean… Kevin Costner, Richard Gere, Brad Pitt, even Robert Redford would all have seemed believable.

    • Merritt says:

      I’m a little surprised that he has enough money to spoil anyone. I feel like I haven’t seen him in anything in years, but Wikipedia tells me he has been working.

    • Miss Melissa says:

      My thing is, he’s not really likable in any way.

      I mean if you’re selling the love match story, you sort of have to believe the parties involved are lovable. And as pointed out above, he isn’t a nice guy.

      And that is why it’s creepy as fu%^ to me.

  24. qtpi says:

    I don’t know how these people can function normally in these relationships. They are so clearly with each other for obvious reasons. Money and connections/ youth and beauty.

  25. paolanqar says:

    Ewww.
    Every time I see a 20 something year old woman with a man 30 years older all it think of is ‘daddy issues’. MAybe if he was a hot older man then I would understand.. but this results in a resounding WTF.
    I’m sorry to sound cynical but no, they look wrong together.

  26. wow says:

    That is a beautiful ring! Congrats to them.

  27. Kate says:

    WHAT. THE. SHIT.

  28. Me says:

    This is a very obscure pairing, but if they are happy, then good for them.

  29. Jayna says:

    There are no words. This isn’t Liam Neeson back when he was 58. Okay. I could get that, sexy voice, six-foot five, handsome, sure of himself in a sexy but classy way. In other words, all man.. This is older, dumpy, very annoying, plain Jon Lovitz. Someone young and beautiful in their 20s I just don’t get with him.

    • Tough Cookie says:

      he must have one heck of a “personality” 😉

    • Christin says:

      At first, I thought this has to be a re-boot of his Liar character.

      I’m imagining the video would be accompanied by: “This hot young gal just ended up here. Yeah, that’s the ticket.”

      Yet SHE posted it!

  30. Nikki says:

    We are so open minded today, but I’ve gotta say ick, ick, ick. Google SNL’s “Meet Your Second Wife!” Skit, cuz this is it, although it’s his first wife? Anyway, he looks way older than my husband, and I’m 60. She’s going to be taking care of an old man, and how can they be soul mates when they have completely different backgrounds? What will his friends have to do or act to include her in their gang? Ugh. My dad went for a 35 year old when he was in his 80’s, and said, “But she makes me feel so young!” And this is the power for an older man: he can try to deny his aging and mortality. (Olympia Dukakis was right in Moonstruck!). Obviously it only works for so long before they have to see their reality. Ugh!

  31. Tig says:

    Good grief-Jon Lovitz??? I can understand wanting to hang out, bec he is funny. But sex??? Uh, no.

  32. Dragonlady sakura says:

    What the what?!

  33. word says:

    You’ve got to be kidding me.

  34. islandwalker says:

    Oh Jon… I thought you were smarter than this.

  35. Brea says:

    He can’t even be that wealthy…

    Is this maybe a April Fool’s joke?

  36. Lucy says:

    You should see the guy she used to date. It’ll only make this even more ‘WTF?’.

  37. grabbyhands says:

    Please tell me this is an extreme viral campaign for a new movie about sugardaddies. Please. Because Ewwww.

    Thank you for sparing us all the picture of his liver spotted hand clutching her thigh that she posted earlier. Gross. Really gross. I hope her monthly allowance is worth it.

  38. Faber says:

    The #MrBig hashtag says a lot….

    I wonder if this out of nowhere engagement is related to Garry Shandling’s sudden passing. Garry and Jon might have been friends and Jon’s been on Larry Sanders playing himself as being infatuated with Hank’s assistant Darlene (sending her flowers and jewellery) who was Garry’s then girlfriend. The actress playing Darlene was also dating Garry in real life back then. I can see Jon popping the question to Jessica and Jessica accepting because maybe they have a good time together.

    • Kitten says:

      It can’t be big enough when it comes to this guy though.
      I’m reminded of that SATC episode where Samantha bangs an older dude and says “all cats look the same in the dark”.
      Keep those light OFF honey!

  39. perplexed says:

    Wait, what?

    “While they’re both adults – and at 27, she’s old enough to know what she’s doing – it does feel… weird. ”

    Well, yeah, of course…look at him. When she was on 90210, I saw pics of her previous boyfriends on JustJared — weren’t all of them young and hot? This is not her usual type.

  40. cannibell says:

    Team Weird, probably because I’m younger than Lovitz, and my youngest daughter is a year older than Lowndes. (Note: I was not a teenage mother.)

  41. QQ says:

    Me reading this *The Deepest Baroo Face /nick Young Meme Question Face that exists in the Universe * Whet?

  42. lskfjsld says:

    I am really hoping this is some kind of joke. This is taking it to another level. He isn’t rich enough and my god if you have to go for an older man at least go for someone who looks like hot like norman reedus or brad pitt. Heck even Alec Baldwin is a whole lot better. I can’t believe norman reedus and this guy are both in their fifties. Man this one really bothers me it’s just too much. Surely she could do a whole lot better. Not to mention such a large age difference is not okay. When she turns 58 she will realize how different she was and wonder how a older man could be with such a younger woman

  43. Rainbow says:

    Eewww. I am 30 and I would never date a man 20 or 30 years older than me. (Brad Pitt and some others are the exception 😜)
    She also posted this on her Instagram “old cows like to eat young grass”… Is she calling him an old cow now? How flattering!

    • Christin says:

      I noticed he appeared to be tweet-bickering with a couple of people.

      Doubt either of them have had this much media attention, ever.

    • Magnoliarose says:

      I think it’s even grosser when you apply the sexual overtones to it. I’m sure they both thought it was funny.

  44. lovelym7 says:

    He is hilarious in High School High. 90’s comedy spoofing Dangerous Minds and Mekhi Phifer is in it <3 That's all I have to say about this, lol.

  45. Liberty says:

    This smells like a marvelous social ad campaign for a tv show or movie, playing on all the winter-spring sugar daddy pairings we see in the press. I am waiting for the reveal.

  46. Isa says:

    I find this really strange simply because I find him so icky. Not because he’s old, or wrinkly, or saggy, but there’s just something about him that I find icky. I can barely watch him on tv.

    If she was looking for money she could have landed an athlete.

    Her ring is gorgeous. I would love to have it. And I’m jealous of her hands..working in healthcare has done a number on mine with the obsessive hand washing.

  47. Isa says:

    She looks a lot better in her Instagram photos. She has beautiful skin and pretty colored eyes. Her workout videos makes me want to do whatever it is she’s doing.

  48. tacos and tv says:

    So strange. And, no, I don’t think she woke up like that… unless it was nap after a photo shoot.

  49. Chloeee says:

    This is too weird.

  50. me says:

    The word “bae” should be outlawed. Maybe she can call him “Grandbae”. I didn’t even know these two were dating let alone engaged. Yikes !

  51. Chloeee says:

    I’m really trying to mull it over. She’s only been posting about him for under a week. And then said she was keeping a secret and to follow her on snapchat. Something is not right

    • Tate says:

      I snooped over on her Instagram and saw that she has only been posting about him for a short time. I wonder what is really going on

  52. Magnoliarose says:

    Either this is some elongated drug fueled joke while on a bender or this is just two pathetic sad sacks looking for some attention.

  53. soy mexicana says:

    I find the ageism & body shaming by a lot of commenters even grosser than they find John Lovitz.

    • Cirque28 says:

      +1

    • Truthful says:

      Ageism: judging somebody solely regarding his/her age…

      judging someone for pursuing someone his daughter age is not ageist at all… it’s reality check!

      We are judging him for being an old fool… sensibly different for being judged because one is old.

      No ageism here , just the smack of reality

  54. Dee says:

    I love Jon Lovitz, but if this chick isnt a gold digger and/or got the role because of him, she’s got some serious daddy issues.

  55. stacey says:

    showmance. this relationship is as fake as her boobs and lips

  56. Cc says:

    Eeeeeek.

  57. Camille says:

    I don’t know if anyone else has said it (I haven’t read all of the comments yet), but I’m calling this a PR stunt. I bet they have a TV show coming out and this is all for the press. It appears too fake to be true.

  58. ash says:

    so she just liked to a vevo and called it early april fools. so it’s fake right?

  59. cari says:

    ewww……………………………………………………………

  60. Egla says:

    Hmmm My father 67 is 185 cm tall, green eyes, light brown hair (well some whites here and there), smart, ex professor but no money thank God, or else SHE would end up being my new mommy.
    I really really hope it’s a stunt. No body shaming here just age shaming and i own it. It’s too much too much

    • Brittney B. says:

      … did anyone else find this comment disturbing?

      Not sure what your father’s desirability has to do with it, but at least you were right that it’s a stunt.

  61. Lee says:

    Apparently it was a prank. Check just jared.

  62. Nan says:

    According to People it’s a joke – just read over there that she referred it to April Fools. Jon Lovitz couldn’t even get a girl like her when he was young – lol.

  63. Pickle says:

    She posted a quote on her Instagram: “Old cows like to eat young grass.”

    And captioned it: “And I love me some old cows…”

    Mm-hmm.

  64. islandwalker says:

    It was a publicity stunt.

  65. dread pirate cuervo says:

    Didn’t he date Janice Dickinson at one point? & she gushed about the sex? Or am I making that up?

  66. maggie says:

    Sorry but I’d have to be blind and numb before I’d jump into bed with him. I don’t care how funny or rich he is.

  67. Lurker says:

    This is all a stunt for a music video. Just saw it on Twitter.

  68. thorsmistress says:

    It’s a promo for her music video where she plays the Hollywood star and Lovitz plays the love interest. The video is on Vevo.

  69. Amanda says:

    Age differences never surprise me in Hollywood. Especially when the woman is younger.

  70. LAK says:

    This was a really good punk’d.