Joshua Jackson has been in New York this summer, filming Happy Hours with Katie Holmes. Holmes wrote the screenplay, she’s directing it and she cast her best-looking ex as her love interest. Kudos to her, honestly – I would also do the most to spend the summer with Joshua Jackson. For the past month, we’ve been inundated with paparazzi photos of Joshua and Katie filming in NYC. Then something different happened this week – Joshua was seen walking around with Simone Ashley. It looked very much like a summer date, although they were not holding hands.
Joshua Jackson and ‘Bridgerton’ actress Simone Ashley spotted on cozy NYC stroll
— Page Six (@pagesix.com) August 11, 2025 at 10:52 PM
People Mag and other sites bought the photos and ran the story as “Joshua and Simone were hanging out.” No one is saying “dating” yet, but People noted: “This is the first time Jackson and Ashley have ever been seen hanging out one-on-one publicly.” Joshua has been single, I think, since his romance with Lupita Nyong’o fizzled out. Simone broke up with Tino Klein in February, and she spoke about the split this spring. It sounded like she was enjoying her single-girl era. Sure, we ALL love our single-girl era until Joshua Jackson comes around. Joshua is 47, and Simone is 30. [Insert age gap discourse.] Honestly though, I would enjoy this. I always root for the Indian girls to date hotties though.
Photos courtesy of Avalon Red, Cover Images.
- Simone Ashley attends the F1 Grand Prix Of Monaco on May 25, 2025 in Monte-Carlo, Monaco.,Image: 1003325929, License: Rights-managed, Restrictions: , Model Release: no, Credit line: Olivier Huitel/Avalon
- Simone Ashley seen at the European Premiere of F1 The Movie on Monday 23 June 2025 at Cineworld Leicester Square, London. . Picture,Image: 1014166200, License: Rights-managed, Restrictions: World Rights – Julie Edwards/Avalon.Red, Model Release: no, Credit line: Julie Edwards/Avalon
- Simone Ashley attending the F1: The Movie European Premiere at the Cineworld in Leicester Square, London, United Kingdom,Image: 1014462353, License: Rights-managed, Restrictions: , Model Release: no, Credit line: Cat Morley/Avalon
- Celebrities attend the Fashion Awards 2024, presented by the British Fashion Council, at the Royal Albert Hall in London Featuring: Simone Ashley Where: London, United Kingdom When: 02 Dec 2024 Credit: Cover Images
- 78th Cannes Film Festival – ‘Mastermind’ Premiere Celebrities attend 78th Cannes Film Festival ‘Mastermind’ premiere Featuring: Simone Ashley Where: Cannes, France When: 23 May 2025 Credit: IPA/INSTARimages **UK, USA AND AUSTRALIA RIGHTS ONLY**
- Katie Holmes and Joshua Jackson filming ’Happy Hour’ in the city ** VIDEO AVAILABLE PLEASE CONTACT photodesk@instarimages.com TO RECEIVE** Featuring: Katie Holmes, Joshua Jackson Where: New York City, New York, United States When: 25 Jul 2025 Credit: Elder Ordonez/INSTARimages
- Katie Holmes and Joshua Jackson filming ’Happy Hour’ in the city ** VIDEO AVAILABLE PLEASE CONTACT photodesk@instarimages.com TO RECEIVE** Featuring: Katie Holmes, Joshua Jackson Where: New York City, New York, United States When: 25 Jul 2025 Credit: Elder Ordonez/INSTARimages
- Katie Holmes and Joshua Jackson filming ’Happy Hour’ in the city ** VIDEO AVAILABLE PLEASE CONTACT photodesk@instarimages.com TO RECEIVE** Featuring: Katie Holmes, Joshua Jackson Where: New York City, New York, United States When: 25 Jul 2025 Credit: Elder Ordonez/INSTARimages
- Katie Holmes, Joshua Jackson, Constance Wu filming on the ’Happy Hour’ set in New York City Featuring: Joshua Jackson, Constance Wu Where: New York, New York, United States When: 05 Aug 2025 Credit: Janet Mayer/INSTARimages.com
Except they weren’t alone, there was another person with them that had hey cropped out of the photos. He was also seen in NYC with Eric Dane’s ex-girlfriend. So maybe he’s with her too according to the rags. Simone looks gorgeous per usual and Joshua’s hair is just 🤌🏾
I am 100 percent on board with this. Get it, girl!
Isn’t he a big ole cheater pants?
he is definitely not a prize.
17 year age gap…. He could be her father. Run run run.
I mean, technically he could, but… this is not that kind of age difference.
Its a pretty big age difference, not a crime but not something you want in your life forever. If I were Simone I’d enjoy the summer fling then give him the turkey dump.
(That’s a Canadian tradition where you dump your high school boyfriend/summer fling on Thanksgiving weekend because you are GROWING UP and MOVING ON. Also, Thanksgiving is the second Monday in October.)
That man is in his FB era. I would leave it alone myself.
He certainly has a type.
Moisturized 😉