Demi Moore, 52, has had a 28 year-old boyfriend for a year: too young?

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In January of this year (which will soon be over, damn!) photos came out of Demi Moore frolicking on the beach in Mexico with a new boyfriend, a young rocker named Sean Friday. Demi is thought to have met Sean through her daughter, Rumer, who is just a couple of years younger than he is. Now E! News has the exclusive that Demi was recently spotted out with the guy, which seems to mean they’ve been dating for almost a year. You can see the photos on E!. Demi and Sean went on a Starbucks run in the rain and they’re both wearing black skinny jeans and holding beverages. Here’s part of E!’s report on this sighting:

It looks like Demi Moore and boyfriend Sean Friday are still going strong after nearly one year together!
The 52-year-old actress and her 28-year-old rocker, who went public with their relationship during a New Year’s vacation almost one year ago, stepped out together Sunday to go on a coffee run…

After grabbing several drinks inside Starbucks, the lovebirds exited and were spotted laughing together despite the bad weather. Moore and Friday hopped back into their car and headed home following the quick errand.

Moore and Friday have kept their romance very low profile since hooking up almost a year ago. They are rarely spotted out together.

[From E! Online]

E! reports in that same story that Demi and Sean were seen out on a date in May. I’m wondering, though, if they’ve been together all this time or if they only see each other occasionally and that’s why we rarely spot them. If Demi and Sean were going strong all this time I do think she would be more open about it, just going by her past pap-friendly behavior. Maybe she learned not to be an open book with the press.

Also, this guy is right around her oldest daughter’s age, but at least he’s in his later 20s and not early 20s. I don’t think there should be a double standard for May-December romances where the woman is older. I think that any relationship with a large age difference when one party is a teenager or in their very early 20s should be scrutinized.

Exclusive... Demi Moore Leaving A Medical Building

Exclusive... Demi Moore Leaving A Medical Building

2014 LACMA Art + Film Gala

These are photos of Demi at events in October and November and in paparazzi photos from November. Credit: WENN.com and FameFlynet

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79 Responses to “Demi Moore, 52, has had a 28 year-old boyfriend for a year: too young?”

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  1. Misprounced Name Dropper says:

    Yes. He should be dating a 62 year old.

    • Lori says:

      Demi should try double dating with Anthony Kedis. Maybe then the 2 of them would see what gross pervs they’ve turned into.

      • embee says:

        I was thinking about her and Anthony Kedis switching. His gf with Dems bf wouldn’t look so illegal. Those jeans are awful. The whole outfit looks like a homeless person would wear

      • Jules says:

        Maybe they can team up with Robin Thicke and his 19 YO GF.

      • Artemis says:

        Uh, this man is almost 30 years old while AK’s gf was basically fresh out of highschool when they started dating. AK also has a pattern.

        Big difference with Demi who never goes for jailbait and she has had horrible relationships with men closer to her age too. Not sure if AK ever had a meaningful relationship with somebody close to his age. Heck, he bailed on the mother of his child while Demi, despite all of her problems took care of hers and had an amicable divorce with her cheating husband. I’d say she’s more of a Clooney in these past years post-Kutcher.

      • Tammy says:

        When did Ashton bail on Mila Kunis? They are still very much together, raising a child.

      • Dweep says:

        @tammy Artemis says that about AK not Ashton.

  2. NewWester says:

    They are both adults and make each other happy, good for them. Life is too short to be unhappy

  3. Tracy says:

    I don’t care about the boyfriend but she needs to throw those jeans away.

    • Greek Chic says:

      She has a nice body but these jeans are terrible.

      • Frida_K says:

        I think her veneers are terrible. The veneers and the jeans add ten years each to her visage.

        I feel sorry for her though. It seems like she’s trapped in the 90s and can’t quite seem to grasp that those years are long gone. Plus, what works for Bruce Willis doesn’t work quite as easily for a woman.

        Ah, well. It’s her life, not mine.

      • Kitten says:

        It looks like she threw on a pair of his jeans right?
        I’m pretty sure that’s what’s happened as those jeans are at least 4 sizes too big.

        I’ve done it before when I slept over a dude’s house and didn’t feel like wearing a party dress to run to the coffee shop up the street.

    • PoliteTia says:

      Not only the jeans, but Demi needs to ditch that 1980’s hair. I know she can afford a stylist. Demi seems to think that the faces she made, back when she was in her 20’s still work today. She is just sad.
      It must be hurtful to live out a break-up from the man her daughter confided a crush and then Demi married. Sean better not hurt Demi. She and Bruce are still very close.

  4. someonestolemyname says:

    Will this one go to marriage? I wonder?

    Demi, Demi, Demi…….

  5. Catherine says:

    “Too young?” imo yes. A good guide is half your age + 7.

    • Jana says:

      She should stick with the analogy if she could have given birth to them, they’re too young.

      • Pandy says:

        Yeah, Jana. I have to agree with you.

      • Kosmos says:

        Oh…that’s a good one ! Judging my her tee shirt and jeans, she’s apparently trying to dress a bit more youthfully to better match the age of the young man she’s dating. She’s probably only okay as long as she’s dating someone, but once that goes away, will we see another alcoholic/drug breakdown? About those jeans, a little too silly looking for her.

  6. lucy2 says:

    Hasn’t she had several 20 something boyfriends? To me that’s not someone who fell for a guy who happened to be younger, that’s someone intent on having young boyfriends.

  7. Belle Epoch says:

    Poor Rumer. She can’t bring guys home or her mother will hook up with them.

    I have a son about that age, and while I love his friends, I feel like their mother. Hooking up with them would be a horrifying breech of trust. Plus I grew up in a different world and don’t care about the same things they do. You would think being a divorced middle aged woman with 3 older daughters would make Demi mentally more mature than 28.

    My son has a HUGE cougar problem. Every time he goes out he is practically assaulted by older women. He thinks they are beyond pathetic and is embarrassed for them.

    • alisister says:

      I could not agree more. I’m 52 and I swear that men in their 20s look like children to me. I cannot imagine dating a guy that young.

    • Esmom says:

      Lol. And you hit the nail on the head with “You would think being a divorced middle aged woman with 3 older daughters would make Demi mentally more mature than 28.”

      You’d think but it seems clear she most definitely is not. I have often thought she’s stunted emotionally at around 19, maybe even younger.

    • Sugar1 says:

      I am a few months older than Demi my son is 30 no way would i ever make eyes at one of his friends-like you said his friends most I have known for decades are like my sons.

      And the cougar thing….whenever my son & I go out for a meal together I kinda go overboard with the “son what are you ordering” I want the server to know thats my son not my boyfriend!

  8. happymama says:

    Nope. Get it, Demi. Whatever works for you.

  9. Decorative Item says:

    If she wants to date younger, and they want to date her I don’t much care. Although, in her case, one wonders if she is just dating younger men to keep that death grip on her youth.

  10. RhoSue says:

    Those jeans look like guy jeans. Some guy must have left them at her house.

    • Godwina says:

      It’s the 80s all over again. I wore men’s jeans all through high school–it was the thing.

  11. rose says:

    She must know they’re not going to last i mean sooner or later he’ll want a family and leave her like Ashton did

  12. Kiddo says:

    I don’t think it’s wrong. But given the context of Demi’s history and past behavior, I don’t envision her seeing this relationship through the eyes of an older woman with wisdom. I think she is Peter Pan-ing around her chronological age with these younger guys and that never ends well for anyone.

    • Ag says:

      yeah, i think you make a good point. she appears to see herself as their chronological equal somehow, and tries to ignore her actual age for some reason.

      but, like with older men and younger women, i give this match-up a thumbs-down.

    • Calcifer says:

      @Kiddo Completely agree +1000

    • Kitten says:

      I’m going to defend her here: She’s twice-divorced and presumably doesn’t want more kids—maybe she’s just having some temporary fun with someone, knowing that it won’t get serious, thus she won’t get hurt.
      She might not even be that invested and maybe she likes it that way.

      *shrugs*

      • Kiddo says:

        If we weren’t talking about Demi specifically, I would agree with you. But this is the same person who partied with her kids, did a bunch of stupid drugs, went to the hospital, purportedly embarrassed her own kids, and so on and on. No problem with age difference, if that person is at least cognitive and self aware enough of their own motivations, which I’m not sure is the case here. Of course I don’t know her, but no one else here does either. I’m just basing it on her past behavior. Regardless of gender, you can’t stop the clock by dating young. As long as you know that, intrinsically, it’s all good.

      • FingerBinger says:

        @Kitten Demi has been divorced three times.

      • Kitten says:

        Three times? Who was the first one?

        Maybe you’re right, Kiddo. Still, I’d rather see her dating young dudes than getting married a fourth (?) time.

      • FingerBinger says:

        Freddy Moore. He is or was a singer and songwriter.

      • Nina says:

        I would have been judgey in the past but here’s the thing. When u get to be demis age, and u have ur own money and look attractive, ur options are limited if u want to date someone ur age or slightly older. THESE guys ur age do not want to date u if they have they are well off and attractive. In general they see looking to date younger. So then ur left either with guys ur age who don’t have money or those much older – think 60/70- and that’s the dilemma. With that choice, I just might go for the hot piece of youth too.

      • perplexed says:

        Interesting point! I never thought of it that way, but makes sense….

    • bns says:

      Agreed.

  13. Rhiley says:

    Same old song with Demi. She hooks up, hangs out, breaks up, and jumps off with a someone younger than the one before. Her life seems kind of lonely and boring.

  14. SamiHami says:

    Just like older men dating much younger women, Demi looks like a fool. She is clearly screaming, “Look at me! I’m still young and hot! I’m relevant!” to the world.

    I’ve never understood the desperation to stay young. Of course we all want to look and feel our best at any age, but getting older is unavoidable. I just turned 50 and I am totally cool with that. I don’t try to dress like I’m 25 and I don’t hang out with kids half my age that don’t have the same cultural memories as I do, and I’m not in the same place in life as they are. Not that I don’t have a few friends that are younger, but I’m not trying to BE them.

    • Marie-France says:

      +1

    • betty says:

      Don’t knock it if you haven’t tried it. Some women think young and some think old and men can tell the difference. Some younger men prefer older woman and men likewise. If you both are single and consenting adults what is the problem. . While others are talking you are enjoying life. Kutcher married her so he must have loved her. The problem is he wanted kids of his own and Demi could not deliver. Kutcher dated younger women before Demi but never married any. Age is a number and some women have hangups about age and others don’t.

  15. Cruxcurio says:

    Solange is 28 and just married a man of 51. Is she too young?

    A case of ‘Logans Run’ for women?..

    • Artemis says:

      Most people don’t know he’s 51 though. Dude looks late 30s at worst! Plus it’s obvious they’re in love and suit each other.

      • Leah says:

        what has what he looks like got to do with it? demi doesnt look like you average 50 year old either. Cant believe i am defending her… but i can’t with the double standard.

      • perplexed says:

        I didn’t know he was 51. But now that I know he’s 51 I would most likely judge him the same way everybody else is judging Demi. Or alternatively I might stop my judgments on both couples to avoid a double standard. But I wouldn’t view the relationships as somehow different because the genders are different.

  16. smee says:

    Regression occurs where a person returns to a child state to escape the present.

    She’s totally going thru this. The cringe-worthy band t-shirt and the ripped & baggy jeans. I thought she’d look back the LAST time she was making a fool out of herself, wearing clothes that are too young for her and getting effed-up in public………but she hasn’t. I guess her and Anthony K from RHCP have the same issues – clawing on, trying to look “young” – it’s pitiful.

  17. embee says:

    If those are her real teeth, that’s just the way she was born. If those are veneers like the rest of Hollywood, she needs something done. She kind of looks like her mouth is overflowing with teeth. No one’s perfect, but can be fixed if fake. I’d couldn’t imagine my mom dating guys my age (36) like Demi is dating daughters friends. With her especially, everyone on the planet knows about it

  18. Jana says:

    Great, and when this guy decides he wants to settle down and have kids, she’ll be dumped again. Why not date someone closer to your own age and place in life and enjoy your 50’s, rather than trying so damn hard to look 30 and act like you’re still relevant.

  19. Estella says:

    Off topic but how does she stay so thin and get her hair to look a natural color and decent volume at 52? I think Demi looks great even in the 90s gear. If yoga is the answer, I gotta get into that STAT.

  20. Kitten says:

    That’s how I feel. It’s different if it’s a teenager, but this guy is an adult.

    I just don’t see why people care, unless it’s people doing a lot of projecting.

  21. Leah says:

    Well solange just married a 51 one year old man, solange is 28. Hardly anyone commented on the age gap in that post, people mostly gushed about it and were positive about the marriage. People should be consistent.
    By the way i don’t think this is like Kiedes from chill peppers his gf is only 21, and that is just too much of an age gap. The girl was 18 when they started dating, still a minor

    What Demi is doing is like Johnny depp, amber heard is 28 and depp is 51. If Depp can do it why not Demi?

  22. Ugh, I just watched G.I. Jane yesterday….what happened?

  23. Jaded says:

    She and Madonna….you know it speaks to a complete inability to deal with getting older, almost a desperation to seem relevant in a youth oriented world, when you consistently date men who could be your children. Aging gracefully is actually wonderful – I’m 62, have stopped colouring my hair, won’t even consider botox or injectables or “cosmetic procedures” (what weasel words…). I don’t dress like a 21 year old, I don’t hang out with a young crowd unless it’s the kids of my friends who all think we’re cool, and I would never go out with a man that much younger than me. I’d find it embarrassing actually.

  24. Mollie says:

    I don’t care who she dates, but it makes me sad that she’ll be crying again when this one moves on.
    It would be nice to see her with somebody that might not break her heart eventually, but if she’s tough enough to handle that over and over again, then she might as well date ’em young.

  25. lunchcoma says:

    I think it’s telling of her emotional development, since there are other signals that Demi is very immature, but I don’t think it’s wrong in the way that some other age gap relationships are. She’s not dating teenagers with limited life experience. A 28-year-old generally knows enough to know what they’re getting into in a relationship.

  26. Deana says:

    My son will be 27 next month. I wouldn’t be OK with this. I feel bad for her girls.

  27. anne_000 says:

    When I see the older woman/younger man May-December romances, I try to figure out what I would think of it if it were the other way around. So I usually don’t mind the reverse.

    But in this case, no matter if the man or woman were the older one, I think what Demi is doing is hurting herself because she connects the age of her lovers to a destructive lifestyle and mindset. Imo, she depends on her lovers’ youthfulness to give herself the illusion that she’s that young too and therefore can’t seem to make more mature and rational decisions that would be better for her health and psyche.

  28. xxx says:

    He is an adult capable of making his own choices. The double standard between men vs. women dating people younger than them is really very sexist. If they are both happy who cares, it is no one’s business.

    • Maya says:

      Personally I’m not a fan of big age gaps in relationships period. I’m in my early 30’s and when men in their 50’s hit on me I find it very creepy. Just like I would never hit on a 20 year old. Doesn’t mean these relationships don’t work out, but I don’t see the appeal either way.

  29. Dawn says:

    I just can’t with her anymore. It is all a lie. I have more respect for women who age normally and gracefully and don’t need to feel better by dating a guy her daughter should be dating.

  30. Embee says:

    Stop ragging on the baggy jeans. I want to wear denim without getting reflux.

    MAKE THE BAGGY JEANS HAPPEN!!!

  31. GingerCrunch says:

    HAHAHAHA! Fear of death, anyone?

  32. siri says:

    She can date whomever she wants, and the man is an adult- only it won’t last, and I hope she knows that. Somehow she seems to think it keeps her young. But I don’t think we need much younger partners for that. It’s in our minds, and in this regard, I wonder about her practicing yoga for such a long time….I thought it would have taught her to be relaxed about her biological age by now…yet somehow, she doesn’t really seem to be.

  33. OTHER RENEE says:

    I’m 50+ and only once dated a younger man. But I was in my 20s and he was only 4 years younger and I still wasn’t comfortable with it.

    If I dated a younger man now, I wouldn’t feel younger. It would make me feel OLD.

    Both my past and present husbands are 4 years older than I am and I found it to be the perfect age difference for me.

  34. jferber says:

    Everything 18 and over is fair game. I’m serious.

  35. Kelsey says:

    Too young for me 😂😂

  36. jwoolman says:

    Maybe it’s not actually such a double standard but rather a concern about some biological asymmetry. Some have mentioned that he may dump her if he decides he wants kids. Men in their 20s (and some women as well) may think they don’t care if they have kids, but some years later feel differently. With a woman past child-bearing age- that option is closed from the very beginning and adoption would be difficult (although rich people do have more options about private adoptions). An equally older man with a wife in his twenties can still try to have kids if they decide to do so. That may have been what happened with Ashton, although maybe the crazy became too much for him…

    • siri says:

      I see it the same way. It’s not only about the age gap itself (and therefore usually a very different life experience, and state of mind), but also about possible procreation later on. Men can postpone that for very long, but eventually might want kids. But at the same time, I think they both know that, at least I hope SHE does.

  37. roxy750 says:

    She looks beautiful. She needs a man her age tho. She’s just fooling herself.