Harry Styles, 19, is probably dating single mom Kimberly Stewart, 33

In case you can’t really understand what you’re looking at, this is a photo of Harry Styles, 19, leaving Dan Tana’s in West Hollywood on Thursday. And that’s Kimberly Stewart, 33, behind him. Harry went out with Kimberly AND her family Thursday night. Rod Stewart was there, plus his wife and plus Ruby Stewart, Kimberly’s younger sister. There isn’t much gossip about Kimberly ever since she gave birth to Benicio del Toro’s baby in 2011, so it’s interesting that the first celebrity guy she’s seen with, post-Benicio, is a 19-year-old boy bander. Is that weird?

Anyway, there was some confusion as to whether Harry was really “with” Kimberly, or maybe he was with Ruby, or maybe he just digs Rod Stewart. Well, E! News has the inside info – apparently, Kimbo and Harry are a thing now because he LOVES older ladies.

Harry Styles has a new flame—and he’s already met her family! The 19-year-old One Direction heartthrob recently started dating 33-year-old Kimberly Stewart, a source exclusively confirms to E! News, noting that both are “very happy.”

“They were introduced by a mutual friend who set them up,” the insider says. ‘Kim is very strong willed, she goes for what she wants and Harry appreciates that. It is a very new thing and we’ll see where it goes.”

Moreover, “she is exactly his type,” the source adds.

And Kim apparently had no qualms about introducing her new fellow to the fam: She and Harry dined last night at Dan Tana’s in West Hollywood with her dad and stepmom, Rod Stewart and Penny Lancaster; her brother, Sean, and his on-again flame, Adrienne Maloof.

“Kim and Harry sat next to one another” and he was “very cuddly with her,” an eyewitness tells E! News. “He had his arm around her.” The lad was also seen talking to Kim’s pop-icon father for a while as well.

Sitting this family gathering out, meanwhile, was Kim’s 1 1/2-year-old daughter, Delilah, whose dad is Benicio del Toro.

A rep for One Direction had no comment; a rep Stewart has not yet responded to a request for comment.

[From E! News]

Before Harry got with Taylor Swift last year, he was already cutting a wide swath in the 30-something and 40-something B-list talent in England, so it’s not like this would be his first foray into dating a woman more than a decade older. And she’s a single mom too. Eh. I mean… sure. I’m not going to get invested enough to get judgy or really analyze this. This is going to be a fling, whether Kimberly knows it or not.

Photos courtesy of WENN and Pacific Coast News.

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69 Responses to “Harry Styles, 19, is probably dating single mom Kimberly Stewart, 33”

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  1. T.Fanty says:

    Nothing to say on this other than to observe that the baby is the side-eye queen of the universe.

  2. brin says:

    From Benicio to Harry…that’s a range!

  3. lori says:

    I suddenly find him more attractive. I’m 38 by the way.

  4. Hubbahun says:

    No. No he isn’t. They really have to make his ‘relationships’ more believable.

  5. MrsBPitt says:

    Since 33 year old men have been dating 19 year olds forever, I say more power to her…and maybe, SHE only wants a fling! Not all women date a guy just to get a ring! And lastly, Thank God that baby does not look like her daddy…he creeps me out!

    • Itsjustblanche. says:

      Agree to all of this.

    • Annie says:

      Yeah… Except those 33 year old men wanted to start a family, and that’s how things worked back then. Girls married young, men who offered stability and safety were generally older. It was not skeevy at all. They were not trying to recapture their youth and embarass themselves with a teen crowd because omg I’m young at heart, I’m not 33, I’m not 33!!!1

      This isn’t even going anywhere, what’s the point. He’s a teen. She has a kid at home.

      • Jane says:

        I find it creepy either way. But wasn’t Zoe Kravitz barely 20 when she was dating Fassbender, who was in his 30s? I don’t think he was with her because he wanted children. And isn’t Cooper dating some chick who is 20 and he is pushing 40? Not trying to just bust their chops, but it happens without any need to re-produce for both sexes.

      • Hakura says:

        @Annie – “This isn’t even going anywhere, what’s the point. He’s a teen. She has a kid at home.

        Why does every relationship have to ‘go somewhere‘? Maybe neither of them intend for it to be anything but fun? Being a Mom doesn’t mean you forfeit the ability to have that, & so long as she doesn’t neglect or mistreat her ‘kid at home‘, I don’t understand why that’s even relevant.

    • MsAubra says:

      Damn straight! I mean of BCoop can have his infantile gf handjob him beneath the table at the White House Correspondent’s Dinner, then who are we to judge some innocent time spent between these two? lol

      • I Choose Me says:

        Wait, what? This actually happened? Re: Bradley I mean. Do you have a link to this pic?

  6. aims says:

    I might be showing my age here, but why would you want to date a teenager? He maybe super mature, but no thank you. Don’t want to be someone’s mommy, that’s a little creepy.

    • Joanna says:

      yeah I don’t get that either. why would I want to play with a little boy? I’m 37, I think the youngest I would date/sleep with would be mid 20s. 19 and 33 is gross, no matter which way the age difference goes.

    • jiko says:

      You assume that kim is mature herself. Harry may be the adult here for all you know. I just cant hate here. I wish them many hours of liberated sex and a peaceful parting of ways in the morning……even moms need a taboo but legal bang occassionally.

    • Annie says:

      I think people in their 20’s and 30’s who date teens are generally very immature and can’t handle actual adults. They just don’t want to grow up or can’t. Not only are they intellectually and emotionally equals to teens, adults intimidate the shit out of them.

      Kim was previously engaged to Talan from Laguna Beach, remember? Lmao. She was in her mid twenties and he was just a teen. Yeah, that worked out great.

      • Carey On says:

        Meh. I save my outrage for underage pairings. Looking at you Brad Pitt!

      • Sarah says:

        I am usually one who is confused about what a woman will find interesting about a much younger man. But I met someone last week who is young enough to be my offspring (he’s in his ’20’s) and for the 1st time I can say I would “hit it”. He was funny, charming and we watched all the same geeky TV shows. So maybe I am changing my tune on this. But 19 still seems too young. And I’m with the vote that says he’s gay and looking for a beard.

    • Amanda says:

      Everyone likes judging everything, but people are different, some 30/40 yo are immature, some 20 yo may not be. I may also be the only one from what I can see, but I feel much more comfortable with older people then with people my age.

      • Hakura says:

        @Amanda – You’re not the only one. I always had a very ‘mature’ vocabulary & calm demeanor (sometimes mistaken for being ‘shy’ simply because I wasn’t climbing the walls like everyone else my age). I had trouble talking to them, or got frustrated by their logic (or lack thereof). So I was very comfortable talking to adults/people significantly older than myself. (who always commented on my advanced vocabulary).

        Middle & Highschool sucked mostly because of emotional maturity not fitting well with normal teens, feeling like ‘God, are you really that stupid? or ‘Can you *please* just spell the f*cking word properly? It takes me 10 f*cking minutes to translate this crap.

        …Yeah, I had little patience xD

    • OhDear says:

      Yeah, I get that he’s technically an adult and this is Hollywood, but def. agree with you. I feel about the same way about this pairing as I did with the Taylor Swift-Connor Kennedy one.

  7. valleymiss says:

    I’ve really gotta hand it to Kimberly’s pr people. She’s never really been relevant or interesting, and suddenly this faked relationship with a One Directioner? It would be like if Courtney Stodden divorced her hubby and landed George Clooney. Like, whaaaat? She needs to double their pay, because this is an impressive fake relationship. Good thing Harry’s British, so he doesn’t realize how inconsequential she is as an American celebrity. Lol

    • Hakura says:

      Isn’t it terrible that I could actually see that happening? I mean, she’s still very young, & George is only getting older, so… She does fit his ‘type’ xD

  8. Annie says:

    Lmao. That entire Paris, Lindsay, Misha, Kimberly crew never really got it together, did it? Kim Kardashian is not doing all that bad when you compare her with her old crew, if you really think about it.

    I don’t know, man… You can say “more power to her” but I don’t see how making idiotic decisions give power to anyone. In my experience from the screw ups I’ve met in real life it’s the ususally the complete opposite.

    Seriously, you’re a woman in her thirties. THIRTIES. With a freaking baby at home. Time to retire the party girl persona and start giving a shit for someone else rather than just yourself. Find a real man. I seriously doubt this kid has anything real to give as a boyfriend or as a lover, to anyone over the age of 21. What are you doing? You can not get those years back. It’s OVAH.

    • Friday says:

      Whether this is fake or not it makes KS relevant for a few weeks or so. Having a baby by a famous actor didn’t work so she’s trying other options. KS is a fameho and will always be.

      • Annie says:

        I think she is the biggest failure of that entire crew. Paris at least got a few TV shows, a successful handbag and perfume line. Nicole went into fashion and raised a family. Lindsay, well at least she works sometimes and gets paid for attending events or promoting stuff. Same with Mischa. Kim K started a freaking empire, as annoying as she is.

        And this woman gets knocked up from a one night stand, has been engaged to teens before while being MUCH older (remember Talan from Laguna Beach? Lmao) and now this?? And some people here think she’s fine with her choices??

        She has a kid now. Like it or not, she needs to be more careful with her choices. This is so sad.

      • Hakura says:

        @Annie – As to KS being the biggest failure of the group, I’m afraid I have to disagree.

        All things aside, KS is now a mother raising a young child (doing well at it, for all we know). Lindsay is a drug-snorting-booze drinking-prostitute-thief-super bitch that only gets ‘work’ offers because of the notoriety of her God-awful behavior. Seriously, she should be paying rent in the courthouse.

        Think what you will, but I still say KS wins in this case.

    • Dee says:

      The only things I remember Kimberly for are being a party girl in a whorish crew, living off daddy, and calling Jennifer Aniston homely looking. Pot, meet kettle. I’ve never been a fan.

      • Shaz says:

        Yeah, if she hadn’t mean-girled Aniston, I wouldn’t have said anything, but she is unfortunate looking

      • OhDear says:

        Wait, SHE called Aniston bad-looking? Guuuurrrllll…

        /shallow

      • Sarah says:

        Yes, at 33, she seems to have accomplished a whole lot of nothing. And I think Rod is so tired of paying for everything. Sad for a bunch of reasons.

      • May says:

        Living of Daddy (with no intention of having a career yet still calls herself a model and actress LOL), sleeps around Hollwood (note the daughter she had from a 1 night stand). Dee, nothing has changed there.

  9. Lizzie says:

    This may be BS, doesn’t Rod Stewart have a 25 year old called Ruby? Maybe that’s who he’s seeing?

    • Badirene says:

      I think he also had a daughter with Rachel Hunter who is 18 or maybe 19 now, off to wiki ( man am I bored today ha!)

      • fabgrrl says:

        Yeah, Rod Stewart has like, 10 kids. Mostly girls, I think. Probably has one of every age 2 through 40.

  10. the original bellaluna says:

    I was unhappy when my oldest had a single mother as a girlfriend, and they were both seniors in high school. (It didn’t work out.)

    I wonder how his parents feel?

    • Annie says:

      My cousin is 20 and he’s dating a girl his age with a 3 year old kid already. Needless to say, my aunt is very worried because she’s afraid he’ll knock her up too, and she seems to be looking for a husband more than anything. My cousin is still too young, this relationship got too serious too fast, and he’s still in college, and my aunt, who is going blind btw, is doing all she can to pay for it. She has two jobs while he has none. She wants him to be someone but I see him seriously messing up. He parties a lot, no job and gets into fights regularly. Bad fights. Add to this his girlfriend and we’re all seriously counting down the days to shotgun wedding. They also have a very volatile relationship, so yeah, awesome.

      It’s really sad to see people actively making bad decisions, when their parents did MIRACLES to give them what they have.

      Harry’s parents at least know the kid is making bank. That must give them certain comfort.

      • Sade says:

        @Annie

        Guuuurrl! You may be too invested going by length and frequency of your posts (and also quite sexist)

  11. Dun says:

    Meh. Men her age date 19 year old girls all the time and no one says a thing.

  12. Cam S says:

    It’s not very often we see a receding hairline on such a young a woman (with a large forehead to boot). This is an acceptable case to be made for bangs.

    • tripmom says:

      Yeah, in that third pic where she’s on the phone she could easily pass for 45. She has a hard look about her.

  13. Emily says:

    Suuuuuuuuuuuuuuure he is…

  14. BreeinSEA says:

    That guy just doesnt do it for me… fame ho or not, dont do this in front of your daughter. I wonder what Benicio thinks about having this boy bander parade around his daughter?

  15. HotPockets says:

    That is so random. I think Styles is cute, but in a little boy kind of way. I don’t know how a grown woman is attracted to him, but I also don’t understand how grown men are attracted to very young women, see every actor in Hollywood.

  16. Relli says:

    Lol, get it girl!

    Serisously I cant hate at 26 I thought something was wrong with me becuase all i was attracting were 18 & 19 year olds. But I do find this news random and odd as when we found out she was having Benicio’s baby. She may have never been as popular as Paris or well coordinated on a motorcycle but at least she keeps her life interesting! Don’t ever chang Kimbo!

    • Susie Q says:

      parisite hilton is probably pissed over this news…she has a young man too but he is a no talent nobody and there are many, many rumours that she is paying him to be seen with her.

  17. kristiner says:

    She like ’em 19. She dated that reality TV guy back when she was like 25 and he was 19. She was even engaged to him.

  18. j.eyre says:

    See, it’s stunts like this that keep this little whippersnapper on the $h@me**** l!st.

  19. moon says:

    Does he have mum issues?

  20. Jennifer12 says:

    Weird how Rod’s son dates a woman decades older and his daughter dates a man a decade and a half younger.

    • Jane says:

      Well, isn’t Rod’s current wife alot younger than he is, just barely older than his daughter? Maybe it is in their genes.

  21. JFerber says:

    To put things in perspective, O.J. Simpson started dating Nicole Brown when he was 32 (and married) and she was 18. No one had a word to say about the age difference there. It has ALWAYS been acceptable for older men to be with much younger women because of the power difference between men and women. It sure does freak people out when it goes the other way.

    • Hakura says:

      Apologies, this is going to end up long xD

      This is what has frustrated me in this whole thread. Okay. Switch the genders. Kim is a 33yr old man with a very young daughter to take care of. Harry is a 19yr old girl singing in a ‘girl group’.

      Almost no one would have a damned thing to say about it. They’d just shrug it off as ‘Oh, that’s how men are.’ *No one* would mention his having ‘a kid at home’, either. Men are never associated with responsibility for children the way women are.

      Men get to have recreational flings/relationships with much younger women left & right without any scrutiny. But God forbid a woman do the same thing, oh no, she has a young child at home, she should be ashamed! Or ‘He must have mommy issues’ like there’s no way he could just see her as a beautiful woman he’s attracted to.

      Being a mother doesn’t mean you can’t still have a dating life, & doesn’t mean you have to be looking for a life partner. I wish people would just lay off.

  22. TheRealTea says:

    Girl has mayjah random taste! Cisco Adler, Benicio & … Harry Styles?!?!?!?!?! Really? I predict she’ll will bore of him quick like.

  23. May says:

    C’mon people this story is FAKE it’s obvious Kimberly is looking for her 2 mins of fame she can’t get it into her thick head that men only want her for one thing no one is interested in dating her.

    @Hakura – how does KS win? She’s nothing more than a wastrel LMFAO At least LiLo is a WORKING mess and isn’t stupid enough to have a kid with her 1 night stand.

  24. JFerber says:

    Hakura, I agree with everything you said. I think the lack of scrutiny for men in these situations IS tantamount to their freedom. And such close, judgmental scrutiny for women is a form of control over women and limits their freedom. If women still go ahead with their choices, there is a higher price to pay for them.

  25. Suzy says:

    Harry’s gay…kthanxbai 🙂

  26. hermione says:

    Oh dear, do people actually think this is legit?
    In my view this is a very OBVIOUS publicity stunt – Rod Stewart had a new album coming out (just last week) and One Direction are announcing theirs this next week.
    Not to mention Harry is likely gay, in a relationship with his bandmate, and not good at the bearding thing – the Haylor PR relationship was called off a month before it was supposed to have ended.
    So they are just giving him short ‘flings’ with thirtysomething women again – keeps the moms of all those 12 year old girls interested too.
    Not very difficult to make sense of once you open your eyes. Or, as Harry quoted Tupac himself “Real Eyes Realize Real Lies”. Simple as.