People: Katie Holmes’ boyfriend Emilio was still with his fiancee in mid-August

Katie Holmes out running errands on Saturday afternoon

I have no idea how long Katie Holmes has been doing *something* with Emilio Vitolo, but the public part of their romance was only revealed less than two weeks ago. That was when we saw Katie out on a flirty date with Emilio, drinking wine and laughing and looking quite happy. Within the next few days, there were other dates and other photos, this time of Katie sitting in Emilio’s lap, with lots of kissing and affection. I think most of us were like “nice, good for her.” But then last week, the Daily Mail had an exclusive: Emilio had a live-in fiancee whom he dumped just as the photos with Katie Holmes were being published. It was a mess! And now it’s even worse: People Magazine has picked up the story!

Katie Holmes new rumored beau was engaged just weeks before the two were first seen together. Holmes, 41, was first spotted enjoying a date with N.Y.C.-based chef and restaurant owner Emilio Vitolo, 33, early this month, with two more sightings coming quickly after. The two were most recently spotted kissing on the street in New York City, with both bringing their face masks down momentarily to share a sweet kiss. The happy duo was also seen laughing and smiling together during the sighting.

Their outings come just weeks after Vitolo was seemingly engaged to designer Rachel Emmons. A source tells PEOPLE the two were still together days before Holmes was first seen out with the chef.

“In mid-August, Emilio and Rachel were still engaged and living together,” the source says. “He broke off the engagement abruptly the second Katie showed some interest. Rachel is shocked. They were planning a wedding and their future together. It’s like she never knew Emilio. They haven’t had any contact since he broke up with her.”

Emmons also posted loved-up pictures on her Instagram before the sighting. The designer most recently posted with the chef on July 27, showing off a gorgeous sunset behind the couple as they sat in a boat. The day before, Emmons once again posted with Vitolo, this time in a restaurant with the chef leaning in close to her and smiling widely for the picture. Vitolo left a comment full of red hearts on the July 26 post. According to Emmons’ Instagram, the pair seem to have gotten engaged in February 2019, with the designer showing off her ring in a sweet selfie of the two smiling.

“The most celebratory, generous, honest, genuine person I’ve ever met. You always have my back and make every day a new adventure. You walk into a room and people gravitate to you. I couldn’t feel more lucky to spend the rest of my life with you,” Emmons wrote alongside the selfie.

Wedding planning was on just two months later when Emmons posted a shot of wedding gowns at a Monique Lhuillier Bride store. In July that year, Emmons posted a shot of her wearing a jean jacket with the words “Mrs. Vitolo” on the back. It’s unclear when the couple called off their engagement, as Vitolo was first seen with Holmes on Sept. 1.

[From People]

You know the sh-t has hit the fan when People Magazine picks up a story introduced by the Daily Mail. And why not? While People Mag is on Katie Holmes’ side simply because she’s the biggest name in this love catastrophe, they’re not taking any bold stand by simply reporting the weirdness around the timeline. Plus: jilted, photogenic fiancees sell magazines too! Anyway, I have no idea what Katie knew then or what she knows now. I think we’ve seen before that she can sometimes get dickmatized and I hope this is a quick wakeup call that Emilio seems like a massive douche.

PS… I looked at Rachel’s Instagram and it appears as if she’s already scrubbed every post about Emilio and their engagement. Hm!

Katie Holmes takes Suri out for some ice cream

Photos courtesy of Backgrid.

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37 Responses to “People: Katie Holmes’ boyfriend Emilio was still with his fiancee in mid-August”

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  1. Danielle says:

    Just here to say: Rachel is WAYYYYYYY hotter than wonky-eyed Katie Holmes. I love KH, but unless it’s a professional photo shoot, her face is wonky from most angles.

    • Cat says:

      I don’t think its really fair to compare a 24 year olds looks with a 41 year olds. They have a lot of similarities. And Katie is hot as hell when she makes the effort.

    • Jaded says:

      Katie suffered from Bell’s Palsy which accounts for her slightly lopsided smile. Other than that she has a gorgeous face and isn’t at all “wonky from most angles.

    • Eenie Googles says:

      The ex is pretty in, like, a basic, Instagram filter way. At best.

    • Geeena says:

      This seems like a pointless comparison

  2. ce says:

    This reminds me SO MUCH of how Justin Theroux was with Heidi Bivens for 14 years, they lived together, la-de-da, and suddenly moved out to get with Jennifer Aniston! It always read like he wanted to ‘upgrade’ which is so gross… anyway, if that history taught us anything, this probably won’t end well

    • tempest prognosticator says:

      Justin & Emilio are cads. Jennifer didn’t seem to mind until Justin treated her the way he treated Heidi. Katie seems pretty ok with Emilio’s hurtful behavior as long as it’s not directed at her. Give it time, Katie. He’ll be just as insensitive to you one day.

    • BnLurkN4eva says:

      Depending on Katie’s response in the coming weeks and months, it could be more like Julia Roberts and Danny what’shisname. Yeah, he was married and they went after each other anyway and it worked out, I guess we’ll see how this turns out.

    • Jenn says:

      You know, I used to loathe Jen and Justin so much for how he treated his girlfriend (who apparently learned her long-term live-in boyfriend was dating Aniston right along with the rest of us). But I’ve come to appreciate that, if someone is running out the door the instant they meet someone new, it’s likely they’d been waiting for someone to “come save them” for quite a while. The old relationship may have even been toxic or abusive in some way — we really don’t know. So I try to reserve judgment, even (especially!) when it looks really bad. :/

      • LidiaJara says:

        That is a generous read Jenn. I agree that we don’t really know and it’s good to reserve judgement. I kind of think though that if a guy dumps a not-famous woman for a Jen or Katie level A list (ish?) star, it might just be that he really wants to date someone at that level.

    • bananapanda says:

      Plus Daniel Craig kicked his live in girlfriend to the curb when he got together with Rachel Weiss (love her, don’t get his appeal at all)

  3. Cat says:

    This messiness is so out of character for Katie it’s weird. How are her PR people going to spin this one? Anyway you spin it it if she doesn’t dump him it will look bad on her part. Even if they say she didn’t know, if she continues to date him she’s absolving his behaviour. Katie if you are gonna date a cheater why not keep dating the A-List rich actor Jamie Foxx.

    • Angela says:

      She is ALWAYD messy that whole jamie foxx relationship was messy and she let him publicly have a baby with another woman while they were dating ..yeah no she doesn’t seem to understand to have a real relationship

      • Cat says:

        Jamies youngest daughter is 11. Katie holmes was married to Tom cruise when his youngest child was born. You need to brush up on your gossip.

    • Jules says:

      I think she’s actually quite messy… during the infamous couch-hopping extravaganza of Cruise, she was just as giddy and into him, over the top preening for pap shots with him. He got more attention because he’s Tom Cruise, but she was loving the attention and the PDA.

  4. Sara says:

    Suri, pull your mask up!
    Also, this is why I don’t trust people who are extra extra about their significant others on social media.

  5. Sarah says:

    Oh Katie no. This is not good for you in any way.

    • BnLurkN4eva says:

      She’s at an age, where she’ll probably do what she wants and can afford the privilege of not caring what anyone thinks about it all. It’s all going to depend on whether she’s actually into this guy big time.

  6. Ainsley7 says:

    To be fair, those who post a lot of sappy stuff on social media, often don’t have the great relationship they are pretending to have. It’s not always the case, but it seems to be true more often than not. Like, they post about how in love they are after a fight, but don’t mention the fight the led them to that. I’m not saying that he’s not potentially awful. I’m just saying that Rachel’s social media posts aren’t a great guide to the health of their relationship.

    • Geeena says:

      Performative posting correlates to a weak relationship in my experiences. Like you need an audience and evidence to reassure yourself that your misgivings are unfounded and the relationship is very real.

  7. lucy2 says:

    If there was overlap and this dude was lying to Katie, she needs to ditch him because he’ll do the same thing to her.

  8. theothercleo says:

    I’m sorry,”toyboy”? Is the Dailymail serious? He’s only eight years younger than her and is in his mid-thirties! If Katie were a man she coud be dating a 24 years old and they would not even mention the age gap.

  9. Lena says:

    IF there was overlap @Lucy2? It seems pretty obvious that there was and Katie needs to wake up and not be surprised if he ever sees someone on the side with her. And daily mail is continuing that insulting boy toy crap on someone who is what -8 years her junior? I would say they are completely age appropriate, that’s not the problem with this match up at all.

  10. Izzy says:

    Well, Rachel may be hurting now but she dodged a bullet.

  11. BL says:

    Oh Katie no…Girl why? This has disaster written all over it.

  12. Cat says:

    There are new photos of them today in the daily mail going to his apartment and then 5 hours later he drives her home. So I guess we know how she’s handling this, she’s doubling down. She did the same with Tom Cruise. Her family was very vocal about how she should not get swept up in the Tom Cruise of it all and she doubled down then too. It’s the Sagittarius in her. She’s stubborn. This is either going to blow up spectacularly or it’s going to go the same way it went with Tom. Super fast. I wonder if she wants another child? She’s 41 so it’s not impossible that she does and her biological clock is ticking.

  13. Liz version 700 says:

    The only smart one here is Rachel. Yes Queen scrub that douche straight off your Instagram and out of your life. Kate, call Rachel for lessons. This will not end well.

  14. Notnow says:

    I used to like Katie Homes a lot, until now. Thought she was living her life, raising her daughter and basically just doing her thing. If there is not more to the story then I’ve lost all respect for her. Total d*ck moves from both of them. Breaking up with a fiancée via text (him) and going after a man who she knew was engaged.

  15. candy says:

    No one really knows what went down here. But what I do know is that this guy gives off some seriously sketchy vibes.

  16. GirlMonday says:

    He definitely has a type

  17. PineNut says:

    YAWN.

  18. Bobbie says:

    It’s sad that all it took was a famous woman to show him a shred of interest and he was done with the fiancee. He’s shallow. Guy Ritchie was reportedly with someone when he met Madonna. He told the girlfriend, “Yeah, but it’s Madonna.”