Anna Osceola | Entertainment News, Photos, and Videos

It looks like Jon Hamm is off the market!

The 51-year-old Top Gun: Maverick and Mad Men star has gotten engaged to longtime girlfriend, Anna Osceola, according to a new report.

Keep reading to find out more…More Here! »

Jennifer Aniston reportedly hosted a holiday party over the weekend and so many major stars were in attendance!

The former Friends actress invited a bunch of her celeb friends to her Bel-Air mansion on Saturday night (December 10), according to Page Six.

A source said that the group of friends called themselves the “old guard of Hollywood.” There was no official policy on phones or social media, but guests “didn’t pull them out” and nothing was posted to Instagram.

The insider said the event was an “old-school, fun party” and that only “non-thirsty” celebs were in attendance.

Click through the slideshow to see which celebs were in attendance…

Jon Hamm is opening up about being in love with his partner Anna Osceola.

In an interview with Jon on Monday (September 19), he chatted with Howard Stern about his relationship with the 34-year-old actress. It is believed they met in 2015 while filming the series finale of Mad Men. Anna had a role in the finale as a secretary.

Click inside to see what he shared…

Jon Hamm is stepping out for the premiere of his new movie!

The 51-year-old actor was supported by longtime girlfriend Anna Osceola at the premiere of his new movie Confess, Fletch on Wednesday evening (September 7) at The West Hollywood EDITION in West Hollywood, Calif.

Also joining Jon at the premiere were his co-stars Lorenza Izzo, Roy Wood Jr, Ayden Mayeri, and Annie Mumolo along with director Greg Mottola.

Click inside to read more…More Here! »

Jennifer Connelly loops her arm with husband Paul Bettany‘s while arriving at the premiere of her new movie, Top Gun: Maverick, on Wednesday (May 4) in San Diego, Calif.

The cute couple were joined by so many of her co-stars including Miles Teller and his wife, Keleigh Sperry, Glen Powell, Jay Ellis, Jon Hamm and his girlfriend, Anna Osceola, and Lewis Pullman.

Monica Barbaro, Danny Ramirez, Lyliana Wray, Bashir Salahuddin, Charles Parnell, Jake Picking, Jean Louisa Kelly, Greg Tarzan Davis, Kara Wang, Raymond Lee, Jack Schumacher, and Manny Jacinto also gathered at the pier for the premiere.

Other celebs at the premiere event included Manny‘s wife Dianne Doan, Jennifer‘s son, Kai Dugan, Rachel McAdams, and Derek Hough and Hayley Erbert.

If you didn’t see, check out how star Tom Cruise arrived for the premiere here!

Top Gun: Maverick hits theaters on May 27.

FYI: Jennifer wore Louis Vuitton. Monica wore Armani.

Click inside to see 75+ pictures of the full Top Gun: Maverick cast at the world premiere…More Here! »

Jon Hamm and his girlfriend Anna Osceola are enjoying some quality time together!

The 51-year-old Emmy-winning actor and the 33-year-old actress were spotted walking arm-in-arm while heading to dinner at Giorgio Baldi restaurant on Friday night (April 8) in Santa Monica, Calif.

Jon is also pictured in the gallery while stopping by an ATM Machine the day before in Los Angeles.

A couple weeks ago, Jon and Anna made their red carpet debut while attending an Oscars party after dating for two years.

Make sure to check out the trailer for Jon‘s upcoming movie Top Gun: Maverick, which hits theaters on May 27. Tom Cruise is back as Maverick in the highly anticipated sequel, which has been delayed for quite a while due to the pandemic.

Click through the gallery for more photos of Jon Hamm and Anna Osceola…

Jon Hamm and Anna Osceola are making their red carpet debut as a couple!

The 51-year-old Emmy-winning actor and the 33-year-old actress stepped out for the 2022 Mercedes-Benz Oscars Party on Sunday (March 27) at the Four Seasons Hotel in Los Angeles.

PHOTOS: Check out the latest pics of Jon Hamm

After spending some time at the Mercedes-Benz Party, the couple made their way over to Vanity Fair’s Oscars Party.

In case you didn’t know, Anna appeared in the final episode of Jon‘s hit series Mad Men back in 2015. They were first linked as a couple at the beginning of the pandemic back in early 2020, but we have photos of them together for the last few years and it seems they’ve kept their relationship under the radar.

If you missed it, this other famous couple made their red carpet debut at an Oscars Party tonight!

FYI: Jon is wearing Tom Ford.

Click through the gallery inside for 10+ pictures of Jon Hamm and Anna Osceola at the Oscars parties…