Dating

Jennifer Aniston's become one of the most recognizable people in Hollywood ... and she's dated some familiar faces, too!

The "Friends" star's been linked to several guys over the course of her career -- and she even married two of them!

We're going to check out who the actress has been involved with over the past few decades ... and see how she feels about her past boyfriends and husbands.

One of Aniston's earliest roles was as Jeannie Bueller on the short-lived TV series "Ferris Bueller," and she briefly dated her costar -- and on-screen brother -- Charlie Schlatter, although their romance proved to be short-lived.

She then moved on with actor Daniel McDonald, and they remained together from 1990 until 1995, when they went their separate ways.

The actress remained fond of the performer -- he passed away in 2007 -- after the end of their relationship, and she later told the New York Times that he was her "first love" and that McDonald "would have been the one."

Following a brief fling with Counting Crows frontman Adam Duritz, Aniston began seeing Tate Donovan, who later starred as one of her love interests on "Friends."

The pair remained together for two years -- although they only began costarring after their real-life breakup ... which was later echoed on screen when their characters went their split up.

Aniston subsequently started one of the most high-profile relationships in Hollywood history when she began dating Brad Pitt in 1998 -- although they had met through their managers four years earlier.

The pair got engaged in 1999, and they went on to tie the knot in a lavish wedding ceremony that took place in Malibu the following year, which included a performance by Melissa Etheridge and a fireworks show.

Aniston appeared to hint she was ready to start a family with Pitt in a 2005 interview with The Guardian, when she stated she was "looking forward to slowing down."

However, the pair separated after rumors began to swirl about the actor getting close to his "Mr. & Mrs. Smith" costar Angelina Jolie -- whom he later famously wed and divorced -- and Jen and Brad formally ended their marriage in March 2005.

The performers have remained on good terms ever since their split -- Pitt even attended his ex-wife's 50th birthday party in 2019, according to People.

Aniston picked herself up and moved on following her divorce from Pitt, and she was linked to Vince Vaughn after they costarred in the 2006 film "The Break-Up."

The pair actually began their romance in 2005, although it was short-lived -- they broke up by December the following year.

Aniston subsequently started dating John Mayer, to whom she was first linked in 2008, and they maintained an on-again-off-again relationship for a year.

After the two broke up for the final time in 2009, the musician told Rolling Stone he had "never really gotten over" the split, and described the period as "one of the worst times of my life."

Aniston's second husband was Justin Theroux, whom she met when she visited the set of the action-comedy flick "Tropic Thunder" in 2007.

The pair connected while costarring in the 2012 film "Wanderlust," and they subsequently embarked on a whirlwind romance that saw them getting engaged that same year.

The performers tied the knot in an intimate wedding ceremony at their home in Bel Air, California, in August of 2015.

Aniston and Theroux remained together for a total of three years before they decided to end their relationship in 2018 ... although they have remained on friendly terms ever since their split.

Bad Bunny’s out here low-key airing out his dating icks -- and it looks like it's a subtle dig at his ex-girlfriend Kendall Jenner.

The Puerto Rican rapper dropped an IG photo dump Monday, and fans zeroed-in on one low-key-spicy snap -- a hat that reads, "Stop dating people who don’t get your music."

He's not naming names ... but LBR, that hat feels like a jab at Kendall not exactly vibing with him on the deeper stuff -- like his music -- which is the heartbeat of BB's whole world.

Janet Jackson and Maxwell might have a little "Sumthin' Sumthin'" going on ... 'cause they turned heads when they arrived hand-in-hand at the 1,500th performance of "Cabaret At The Kit Kat Club" Monday evening in London!

Check out the photos -- they're beaming as they arrive at the famed Playhouse Theatre to view the show ... and they're certainly not trying to hide their PDA.

Just look at Janet ... she's grinning ear to ear and fully confident as she steps out with Maxwell in a white wide-legged pantsuit and slicked back hair. The "Ascension (Don't Ever Wonder)" singer compliments her beautifully in a pinstriped suit and looks happy to be by her side.

Ryan Lochte's girlfriend appears to be clapping back at the swimmer's ex, Kayla Rae Reid ... saying at no point did "betrayal" play a role in their new coupling.

The Team USA great went Instagram official with Molly Gillihan over the holiday weekend ... with Lochte -- who confirmed his divorce from the Playboy model last month -- sharing a pic of them cozied up on some boat docks.

Just days ago, Reid posted a motivational message about how "betrayal" can lead to "breakthrough" on her own profile ... which naturally led to speculation about what caused her split from Lochte after seven years of marriage.

Rachel Zegler has found her Prince Charming -- the "Snow White" star was packing on the PDA with Nathan Louis-Fernand, and he’s no stranger to the spotlight ... or a well-timed shirt drop!

Catch the clip -- Rachel melted into the British actor/dancer's arms at the London BST Hyde Park Festival Sunday, giving him the ultimate puppy dog eyes ... basically begging for that kiss. And yep, he delivered.

Rachel seemed to know other folks in the crowd, but her eyes (and arms) stayed locked on her man -- who, LBR, was giving full smooth operator vibes, probably coming in handy during his "Magic Mike Live" days of grinding onstage for a living.😉

But RN, Nathan’s been backing Rachel up in the West End adaptation of "Evita" -- literally -- as a dancer in the London shows, so we’re guessing that’s where the sparks started flying!

Ally Lewber is officially back in the dating game, 'cause she has a new man in her life -- months after her split from James Kennedy ... TMZ has learned.

Sources familiar with the situation tell TMZ ... the former "Vanderpump Rules" star is dating a new guy following her January split from James. Our sources tell us Ally and her new boo have been dating for about four months, and the relationship has recently gotten more serious.

We're told the guy is based in New York, and the two were introduced through mutual friends. While Ally's kept the romance out of the public eye, our sources say the couple has already been traveling together -- and the new mystery man has made multiple trips to Los Angeles to visit her.

Sydney Sweeney may have been spotted rubbing shoulders with single A-listers like Orlando Bloom and Tom Brady during Jeff Bezos and Lauren Sanchez's wedding weekend ... but TMZ has learned she's not dating anyone.

Sources with direct knowledge tell TMZ … the actress is very much single despite the swirling speculation after she was seen spending time on a stroll through the streets of Venice, Italy with both Bloom and Brady.

Our sources say she's not interested in dating anyone after calling off her engagement to fiancé Jonathan Davino. We broke the story ... the former couple separated in January.

"The Golden Bachelor" Gerry Turner is weighing in on Mel Owens' turn as the star of the show -- saying it’s fair game to call out the new guy for wanting to ditch women over a certain age.

Gerry makes it clear to TMZ that Mel’s own 45-to-60 age-limit window -- and his intention to immediately axe anyone older -- is a bad look ... and he's urging the 66-year-old to be more open-minded about age and all the possibilities that can come out of it.

The TV star reflects on his own 'Golden Bachelor' days -- saying producers told him to stay receptive when he asked for women 65 and up. They promised gems on both ends of the age spectrum ... and turns out, they were right.

Taylor Swift and Travis Kelce gave the Big Apple a reason to stop and stare -- stepping out lookin' like the couple of the summer.

The pop star and her NFL boyfriend stepped out Saturday night for a swanky dinner in New York City. Taylor was pure pink perfection in a mini dress with gold buttons, pairing it with beige heels.

Meanwhile, Travis kept it low-key and luxe -- rocking a fresh white top, trousers, white socks, and black loafers.

The duo hit up a trendy downtown dinner spot, walking in like they owned the place ... of course, with a handful of security in tow.

Orlando Bloom is playing it cool at the Jeff Bezos and Lauren Sanchez wedding ... he's single after splitting from Katy Perry, but we've learned he's not trying to hook up with other wedding guests.

Our sources tell us Orlando is being very guarded in the way he's dealing with women in Venice ... even though he's around some very sexy, single and eligible celebs.

Orlando's in the midst of party central at The Gritti Hotel in Venice ... but he's mostly been bro'ing out with Tom Brady, Leonardo DiCaprio and Scooter Braun.

Tom Brady and Orlando Bloom are making it easy for all the single ladies in Venice ... with the two bachelors cruising around town in the same water taxi ahead of Jeff Bezos and Lauren Sanchez's wedding!!

The NFL G.O.A.T. and British actor kept it casual as they hopped in a boat together on Friday ... with TB12 rocking a white shirt, black shorts, green hat and some Nike sneakers -- and Bloom electing to bare his arms with a black tank and shirt and white shorts.

The hunky stags were accompanied by friends -- including Scooter Braun and Alex Spiro -- for the ride through the canals ... although it's unclear where exactly they were headed.

Selena Gomez just spilled -- and nope, she was not keeping it chill. Her childhood crush? None other than Ice Cube. Yeah, you read that right ... Ice. Cube.

The singer dropped the bomb on Complex’s GOAT Talk with Karol G -- and forget the usual boyband phase ... young Sel was crushin’ hard on the rapper.

Selena admitted it was kinda weird -- she was only 5, but somehow her childhood logic had her thinking Ice Cube would, in her words, "protect her."

Just when you thought "Love Island USA" couldn’t get messier -- boom! The girls get whisked away to Casa Amor, while the boys play tonsil hockey with a fresh batch of bombshells!!!

Yup, you heard right -- 5 new hotties snuck into the villa and got to kiss every guy while they were blindfolded. The twist? The boys had no clue who they were making out with … until they took off everything.

As you can guess, the boys were shook -- and that’s when host Ariana Madix dropped the bomb ... the girls are off at Casa Amor, and everyone’s officially single. Time to test new connections … and loyalties.

Joe Burrow and Olivia Ponton are apparently done keeping their romance under wraps -- the Cincinnati Bengals superstar and the model were spotted out and about in NYC together over the weekend.

TMZ Sports is told the lowkey lovebirds were attached at the hip all Friday night ... hitting several different celeb spots before ending their tour outside an apartment complex around 3 AM.

Burrow was in town for the Fanatics Fest ... and was sporting a 'fit that would make Bill Belichick proud -- a short-sleeved oversized hoodie and baggy jeans to match.

India Love has been running the internet for a long time and according to her calculations, streamers are creeping on rapper's cool points!!!

The "Westbrooks" reality TV star tells TMZ Hip Hop her recent time spent at Kai Cenat's 'Streamer University' was well worth it ... she's been exposed to an entirely new audience of adoring fans -- and colleagues. 😉

India's amassed millions of followers across several platforms -- Tumblr, IG, OnlyFans -- but she says Twitch is her new baby and she's excited on what the future will bring.

Taylor Swift and Travis Kelce are back on everyone's radar, enjoying a cozy dinner together at a Florida bistro Wednesday -- and it was all caught on camera!

The couple popped up at Buccan restaurant in Palm Beach last evening as they gradually resurface in the public eye after keeping a low profile for the past few months. Photos and a video posted to Instagram tell the story about their sweet date night.

In one snapshot, Taylor and Travis are seated side by side at a table sharing a menu. At another point, Travis is photographed laughing his butt off about something.