Katie Holmes & Emilio Vitolo had a date in NY, they went ‘joyriding in his Pontiac’

Katie Holmes and boyfriend Emilio Vitolo walk hand-in-hand as they go for a joyride in his red Pontiac

I dubbed Katie Holmes and Emilio Vitolo “the New Afflarmas” because of the swiftness they went from “casually hanging out and doing very exclusive pap strolls” to “super-serious and spreading their love to as many paparazzi as possible.” It took about three weeks to get to this point. These photos are of Katie and Emilio out and about in New York yesterday. From the photo agency, Backgrid:

Katie Holmes and boyfriend Emilio Vitolo Jr. are seen walking hand-in-hand after taking a ride in his red Pontiac from Katie’s Soho apartment all the way to Downtown’s Wall Street area. Emilio arrived at Katie’s apt to pick her up, but first Katie invited her Chef boyfriend to her apt where the couple spent half hour inside before going for a joyride in his red Pontiac. The Chef was a gentleman as Katie patiently waited for him to open the car door for her. The new couple were all smiles as they spent the day touring New York City.

“A joyride in his red Pontiac…” I…I can’t believe she’s 41 years old! Joyrides in Pontiacs lost their luster for me personally when I was, like, 17? I mean, first flush of love after a while, for sure, and she seems very happy that she’s with a guy who wants to be in public with her.

Also, I don’t understand her outfit at all, but I actually kind of dig that about Katie – she’s never really followed trends, she’s tried to be a trendsetter. She’s really going on dates with her man wearing knit (possibly cashmere) joggers, white tennis shoes and a blazer from the ‘80s. Also: Andrew Cuomo is going to yell at Emilio personally if Emilio continues to fuss with his mask.

Katie Holmes and boyfriend Emilio Vitolo walk hand-in-hand as they go for a joyride in his red Pontiac

Katie Holmes and boyfriend Emilio Vitolo walk hand-in-hand as they go for a joyride in his red Pontiac

Photos courtesy of Backgrid.

Related stories

You can follow any responses to this entry through the RSS 2.0 feed.

45 Responses to “Katie Holmes & Emilio Vitolo had a date in NY, they went ‘joyriding in his Pontiac’”

Comments are Closed

We close comments on older posts to fight comment spam.

  1. Jess says:

    This is a bizarre turn in the Katie Holmes story. Why escape the clutches of a psycho, spend 5 years in a secret relationship, and then suddenly tool around town playing tonsil hockey in a pandemic with a two-timing boy toy? Whazzup?

    • Merricat says:

      Mid-life crisis?

    • Ana Maria says:

      maybe her contract, or clause in a contract that prohibited her from being public with her love life after the divorce, just expired?

      • Lady2Lazy says:

        @ Ana Maria, you are correct! Katie was not allowed in her divorce to be publicly seen with a love interest for 5 years!! What kind of narcissistic a$$hole and POS would impose that in a divorce decree….Oh that’s right! Mr. Narcissist Himself, Cruise! Unbelievable
        Yet, why would she put herself into a relationship where this douchebag would dump his fiancée that he was living with OVER text?

      • Elena says:

        @Lady- Sounds like Aniston, Theroux and Heidi.

    • Jamie says:

      Lol!!! I feel like she’s always made…interesting relationship choices.

    • Golly Gee says:

      She was stifled by both Cruise and Fox. Now the pandemic is creating a stifling environment. I think she just hit her limit and is feeling an overwhelming need to break free of her self-imposed restraints. As for the joy riding, it fits in with the sense I get that she feels like a smitten teenager. Again, I think the stifling relationships she had in her past I have contributed to her feeling so smitten now.

  2. Merricat says:

    I always thought a joyride meant you had stolen the car!

  3. Amy Bee says:

    Whatever. This just shows why she and Jamie broke up. He wanted to keep their relationship behind the scenes and she wanted to be out in the open.

    • Lady2Lazy says:

      @ Amy Bee, but why would Jaime be seen with other women, except Katie but not her? I don’t understand that perspective?

      • Lily says:

        Because he never wants to be defined by who he dates, so being seen with someone once is fine, if it’s just a hookup or not serious. He keeps people he loves more hidden.

      • Amy Bee says:

        Some celebrities prefer their private life to be private which sometimes includes not showing up on the red carpet together and never talking about their personal relationships.

  4. Case says:

    How immature. I feel like Suri might be more sensible than her mom is acting right now.

    I really like Katie’s blazer/sweatpants look, though. It’s genuinely a cute, comfy looking outfit.

    • SomeChick says:

      Not gonna lie, I totally want those cashmere joggers! And the cashmere twinset from before, all in a nice soft grey. Mmmmmm, yes.

  5. SamC says:

    For now, why not, I hope Katie is having a fun fling. Suri is a teenager and is probably doing her own thing with friends/activities, though she’s also probably wicked embarrassed to see her Mom making out all over the city!

    If I could afford cashmere sweats I’d own a pair in every color!

    • Emily says:

      I actually wonder if she’s throwing caution to the wind and just not giving an eff at being seen with this guy because she and Suri are probably going a bit insane being constantly together during the pandemic? Suri is a hormonal preteen now going through puberty so I can imagine there might be a lot of “I hate you Mom leave me alone!” going on behind the scenes. Suri has no relationship with Tom that we know of so it’s not like Katie can send her off to her dad when she needs a break. She has been a single parent since her divorce and at least before she and Suri could go out and about, Suri could spend time with her friends, or whatever it is preteens do nowadays. Now that Jamie Foxx is no longer in the picture, I could see Katie being desperate to hang out with another adult/person that is not her preteen daughter and so when this guy came along, she jumped at the chance to have an excuse to go hang out with someone else.

  6. Caitlin says:

    I personally love this outfit. It’s casual but still put together. And I have to say, she does look happy.

  7. Iris says:

    I love that photo! And I think this is who Katie actually is? She was the same with Tom in the beginning. She didn’t mind when Tom was really affectionate and demonstrative on public, she enjoyed it.

  8. Jamie says:

    I like the color of her outfit, but it seems to send a bit of a mixed message for in person hangouts. Like working-in-office on the top, working-from-home on the bottom. I definitely want those joggers though, they’re cute!

    I think she’s just enjoying the newness of the relationship and the shine will wear off. Tbh, Emilio seems way more into the attention than he is into her.

  9. Savannah says:

    They both seem like high voltage people. Katie always falls hard and fast. This could get messy!

  10. Dani says:

    I like her outfit, but her taste in men is horrendous.

  11. Sarah says:

    Mmm cashmere joggers…

    I’m going to stop there as this all gives me a bad feeling. He’s on the make and she’s a sucker by the look of things.

  12. Redgrl says:

    Joyride in NYC? Depending on the time of day that could be crawling at 5 km/h in between gridlocked red lights while cyclists and pedestrians pass you! 😉 Am going to really miss girls’ trip to NYC this fall though…. I suspect he’s pulling his mask down to be sure he is identifiable!

  13. Lily says:

    Her joggers are from mango and are only 53 dollars might get myself a pair, they look comfy and chic

  14. JennyJenny says:

    I have a dog named Emilio…..
    Now Katie has one too!!

  15. LeonsMomma says:

    LOL, I was 16 many many years ago (1980s) and dated a guy with a Pontiac Firebird — so cheesy!!! And of course, Emilio’s is in red. (My subsequent boyfriend with the vintage Mustang was much better.)

    Not sure why you say this is an ’80s blazer — not enough shoulder pads. Love the cashmere joggers.

    Good luck Katie, he looks like he is enjoying the attention a bit too much.

    • schmootc says:

      I dated a guy in the early 90s who had a red Pontiac Fiero. It was Velveeta all the way. His gifts were also cheesy. He actually had a pillow made for me with his face on it. Sh*t you not. Though he was very nice, I got bored and dumped him midday through my sophomore year of college.

    • LaurenMichelle says:

      Katie looks stage 10 dickmatized. She’s diggin’ Emilio’s Pontiac & the cassette player too. This is so damn hilarious. Let Katie have some fun.

  16. NΞΞNΔ ZΞΞ says:

    She puts together some of the least inspired outfits. And they’re always the wrong proportions. This would’ve looked more chic without the socks IMO…

  17. Bishg says:

    Maybe it’s because I’ve been on a Dawson’s Creek re-watch spree, but I can’t help but noticing how the way Katie seems absolutely enamored with Emilio reminds me of her over-the-top, sometimes embarrassingly cheesy acting thorough her romantic scenes with Joshua Jackson. I’m referring specifically to those episodes in season 6 when Joey and Pacey finally hook up again after one year and a half of basically ignoring each other and being blissfully tolerant of each others’ sexual partners (after having lived the best love story of all time- all the feels). Whereas Josh’s acting was subdued and compelling, Katie seemed to be living her self-fantasy of being the ineffable manic pixie dream girl, with her head constantly tilted, her hair manically fixed behind her hear and her toothy smiles. It’s such a shame because I loved KH’s early seasons acting, when she played a confident, mature albeit sometimes overly analytical teenager; of course the writing of seasons 5-6 is to be blamed for the tediousness of Joey’s character, but I digress now: Katie Holmes is Season 6 Joey all over again.

    • Lily says:

      Well Katie and josh used to date and the rumour on all the old message boards were that although Katie was in a serious relationship with Chris Klein that if Josh were to come crawling back she would have jumped at the chance. Maybe that affected her acting. I personally disagree with you though. I think there scenes in season 6 are great, especially in castaways and the food fight scene in the last episode.

      • Bishg says:

        Oh, I love those scenes as well, if only because they provide a tardive insight as to how they dealt with the break up and they paved the way for the final reconnection. My comment was mainly referred to Katie’s acting which was, in my opinion, inferior to Joshua’s. Re: their real-life relationship, I don’t blame her, Joshua was and still is dreamy and I’d have jumped at that chance too. ;) )

  18. Mumbles says:

    No reason to walk around Wall Street unless it’s a pap stroll setup. My understanding is so many people work from home, the place is a ghost town. Both of these two are so thirsty.

  19. Jaded says:

    I feel so sorry for his suddenly dumped fiance, she must be going through hell right now. Meanwhile they’re pap-walking around NY looking all loved up. Talk about rubbing the poor woman’s face in it….

    • Golly Gee says:

      True, but in time she will look back on this and thank the Fates for her narrow escape from him and what could have been a more painful future, with lots more baggage.

  20. Caroline says:

    I truly hope that Katie is just having a Hot Girl Summer moment. She deserves a breath of fresh air and happiness after everything she’s been through. Fingers crossed she’s found someone new by Christmas.

  21. Marigold says:

    I like what she is wearing. It is pandemic chic. And I get going on a joyride. It’s another simple pandemic Joy.

    But I am so glad I’m not famous. Why would anyone want that constant scrutinization?

  22. Morele says:

    Shades of TomKat 😂😂😂

  23. el Annoy says:

    What are joggers? Did you all invent a new piece of clothing while I was asleep during lockdown?!?

    Also, a Pontiac? Is it some kind of vintage model (it does look very shiny) or just the car he happened to buy before they stopped production in The Great Recession?

    This is all really confusing.