Charlize Theron and Feminine Stars on Relationship Youthful Companions

Charlize Theron shocked followers in June 2025 by revealing that she not too long ago had a fling with a a lot youthful man — and located it “actually f***ing superb.”

The Bombshell actress is much from the one feminine star to talk frankly about age-gap relationships or flings. Cher has proudly acknowledged relationship youthful males (together with Tom Cruise, Bon Jovi guitarist Richie Sambora and Val Kilmer) all through her life, whereas Kristin Cavallari insisted she “100% didn’t give a s***” about anybody criticizing her romance with a 24-year-old in 2024.

“[My now ex-boyfriend Mark Estes] is in a spot the place he’s prepared for a relationship and so right here we f***ing are. This man makes me actually completely satisfied proper now,” the previous The Hills star advised podcast listeners.

Maintain scrolling for Theron and extra feminine stars opening up about relationship youthful companions:

Charlize Theron

The Academy Award winner disclosed to Alex Cooper on the “Name Her Daddy” podcast in June 2025 that she’d not too long ago had a one-night stand with a 26-year-old.

“I’ve most likely had three one-night stands in my total life,” Theron, then 49, confessed. “However I did only recently f*** a 26-year-old and it was actually f***ing superb. And I’ve by no means performed that. I used to be like, ‘Oh, that is nice. O.Okay.’”

Theron joked that at any time when she does have a one-night stand, she all the time thinks, “I ought to have performed this in my 20s.”

Holland Taylor

American Horror Story actress Sarah Paulson is 32 years youthful than her longtime associate. Taylor advised Radio Andy in 2024 that she is aware of the numerous age distinction, although their partnership has clearly stood the take a look at of time. (Paulson and Taylor received collectively in 2015.)

“We do have an exquisite resonance,” Taylor advised host Andy Cohen. “We’re very involved in the identical sorts of issues, and but, we share large variations. We now have a giant generational distinction between us, which worries me for her sake, however what can I do?”

Taylor recognized some methods her and Paulson’s age hole typically works to their benefit.

“Loads of the issues that she’s going via, which are very emotionally vital to her proper now, I went via 40 years in the past, 30 years in the past,” she stated. “She brings [these things] up in my reminiscence, and I believe, ‘Oh, after all that is arduous!’ Or, ‘In fact, that’s nice! In fact, that’s vital to her!’”

Sonja Morgan

The Actual Housewives of New York Metropolis viewers will most likely keep in mind that Morgan dated actual property developer Benjamin Benallou when she was 49 and he was 23. Morgan advised Enstarz in 2013 that she was relationship Benallou as a result of he was “good [and] very elegant, worldly.”

“I don’t care [about being called a cougar],” she insisted on the time. “For those who’re a wise man and you’ll hold my consideration [for] breakfast, lunch and dinner, that works for me.”

The couple later cut up, with Morgan promising in 2016 that she was performed with youthful males.

“I’m all the time relationship, however I’m not relationship the younger guys [anymore],” Morgan advised Life & Fashion in 2016. “I’m relationship critical guys who I believe I might need a future with.”

Luann de Lesseps

Morgan’s RHONY costar revealed in 2024 that she was involved in youthful males as she entered her 60s. Following high-profile divorces from first husband Alexandre de Lesseps and second husband Tom D’Agostino, she confirmed on Tamron Corridor that her splendid man was “age acceptable” with a longtime “profession.”

As for what she thought of “age acceptable,” The Countess clarified: “Age acceptable for me is … properly I’ll inform you one thing: so, proper now, all of the 40-year-olds, the 30-40-year-olds, are up into my stuff, if I can say that. The 50-year-olds are like, ‘Oh rattling, I’m 50. I would like a 20-year-old.’ The 60-year-olds are a bit of challenged, you realize what I imply, down in that division. And the 70-year-olds simply wish to have a superb time all day lengthy.”

“So it’s actually from the 40’s…you realize, late 30s, 40s, for me, is my candy spot,” she added. “However hear, a younger 50-year-old … however the issue with 50-year-olds is that they often need youthful ladies as a result of they’ve that ‘midlife disaster.’”

Carole Radziwill

One iconic RHONY storyline concerned Radziwill getting concerned with superstar chef Adam Kenworthy, who beforehand dated Luann’s niece Nicole Nadeau. On the time Carole began seeing Adam, she was 52 and he was 29.

Whereas The Countess could also be supportive of age-gap romances nowadays, she vehemently disapproved of Carole relationship Adam, accusing her castmate of relationship somebody “Sonja younger” (as in, seeing somebody 25 years youthful, simply as Morgan did with Benallou.)

Radziwill by no means paid de Luann’s criticism a lot consideration and memorably quipped on air: “Lu lecturing me on relationship youthful males is just like the Saudi authorities lecturing the world on feminism.”

Radziwill and Kenworthy cut up in 2017, although she solely advised Us Weekly in February 2025 that she nonetheless felt relationship is “higher in your 50s” – particularly in the event you hook up with youthful guys.

“I don’t wish to say to solely date youthful guys, however there’s one thing that [is different],” she joked.

Kristin Cavallari

The previous Laguna Seashore star is rarely afraid to clap again and she or he did simply that when some criticised her for relationship 24-year-old Mark Estes when she was 37.

“Once they’re all up in arms that I’m relationship a 24 12 months outdated. Andddd?” she wrote through TikTok in March 2024, earlier than sarcastically lip syncing to the audio: “So what are you going to do about it? Are you going to arrest me? Are you going to present me a ticket?”

She subsequently admitted on her “Let’s Be Trustworthy with Kristin Cavallari” podcast in March 2024 that she wasn’t “looking for” a youthful man.

“For those who guys take heed to the podcast, you realize, I believed 30-year-olds have been too younger for me,” she identified. “I perceive what it appears wish to the surface world, I actually do. I get that.”

Cavallari swore that Estes was “not a typical 24-year-old,” earlier than insisting she didn’t “give a f***” about what anybody else considered her new relationship.

“My total profession has prepped me for this second as a result of when this information got here out, it’s the primary time in my total life I 100% haven’t given a s*** what anyone thinks,” she stated.

She added, “He’s in a spot the place he’s prepared for a relationship and so right here we f***ing are. This man makes me actually completely satisfied proper now. We’re simply attempting to have a bit of enjoyable. Effectively, I imply, no it’s — it’s greater than that. I don’t wanna downplay it, as a result of I actually do like this man and I really suppose what we now have could be very critical.”

The pair went their separate methods in September 2024 after seven months of relationship.

Cher

The “Consider” singer confirmed in 2022 that she was relationship music govt Alexander “A.E.” Edwards, who’s 40 years her junior. The pair’s completely trendy romance apparently started once they exchanged flirty textual content messages. Cher clarified on The Jennifer Hudson Present in Might 2024 that there was a logical motive why she was drawn to youthful males.

“The explanation I received with younger males is as a result of males my age or older — properly, now they’re all lifeless — however earlier than, they have been all the time terrified to method me,” she stated. “And youthful males — they have been raised by ladies like me.”

Cher has had a number of different high-profile relationships with youthful males, together with reportedly relationship Tom Cruise and the late Val Kilmer within the Nineteen Eighties. Cher’s ex-boyfriend Rob Camilletti, then a bagel store worker, was notoriously dubbed “The Bagel Boy” by the press within the late ‘80s due to their 18-year age distinction.

After Cher and Camilletti cut up in 1989, the Rock and Roll Corridor of Fame inductee insisted they have been “nonetheless finest associates” and hit again on the media for obsessing over her ex-boyfriend’s age.

“They have been so imply with Robert – you realize, ‘the bagel boy,’” she complained to Parade in 2010. “He’s completely worthwhile.”

Sam Taylor-Johnson

The Fifty Shades of Gray director was 42 when she auditioned 18-year-old Aaron to play John Lennon in her film Nowhere Boy. The pair received collectively whereas filming the film and introduced their engagement on the Nowhere Boy premiere in October 2009. They wed in June 2012 and are actually mother and father to 2 daughters: Wylda, born in 2010, and Romy, born in 2012.

Sam assured The Guardian in 2024 that her and Aaron’s 23-year-old age distinction “by no means does” impression their marriage.

“It comes up on the surface perspective of people that don’t know us, as a result of I assume individuals will all the time [judge], ” the filmmaker stated. “We’re a little bit of an anomaly, however it’s that factor: after 14 years you simply suppose, absolutely by now it doesn’t actually matter?”

Jada Pinkett Smith

Singer August Alsina revealed in a 2020 interview that he met Jada, then 43, via his pal — and Pinkett Smith’s son — Jaden Smith when he was 22 and had a short-lived romance along with her. The musician claimed that he’d even acquired her husband, Will Smith’s blessing to this point the long run Oscar winner’s spouse.

The Smiths provided their facet of the story on Purple Desk Discuss in July 2020, the place Pinkett Smith stated she received concerned with August throughout a interval the place she was “principally damaged up” with Will. (Will and Jada later reconciled.)

“It began with him simply needing some assist, me wanting to assist his well being, his psychological state,” she stated in a dialogue with Will. “The outpouring for him from our household was initially about his well being. We discovered all these completely different assets to assist pull him via and, from there, [Will] and I have been going via a really tough time.”

She added, “I used to be in a variety of ache, and I used to be very damaged. Within the strategy of that relationship, I positively realized which you can’t discover happiness exterior your self. I simply wished to really feel good, it had been so lengthy since I felt good … and it was actually a pleasure to only assist heal someone.”

Through the Smiths’ very frank dialogue, Pinkett Smith denied that Will ever gave his blessing for her to this point August.

“The one individual that can provide permission in that circumstance is myself,” she identified. “However what August was most likely attempting to speak as a result of I might see how he might see it as permission as a result of we have been separated amicably, and I believe he wished to make it clear he’s not a home-wrecker as a result of he’s not.”

Kris Jenner

Just a few months after asserting her separation (and eventual divorce) from Caitlyn Jenner in October 2013, Kris began seeing Justin Bieber’s then-tour supervisor, Corey Gamble. The couple – who’ve a 25-year age hole – met at designer Riccardo Tisci‘s birthday celebrations in Ibiza in August 2024 and have been collectively ever since.

On a Might 2024 episode of The Kardashians, Jenner remembered initially questioning why a a lot youthful man can be involved in her.

“I used to say to Corey on a regular basis once I first began relationship him, like, ‘Why do you wish to date someone who’s older than you?’” she advised viewers. “I didn’t get the age hole, after which he taught me that age is only a quantity. It’s a f***ing large quantity, however it’s a quantity!”

Jenner admitted that she couldn’t rationalize her and Gamble’s “chemistry” even after a decade collectively, however she’d realized to easily embrace it.

“Pay attention, I can’t clarify somebody’s chemistry or why individuals fall in love however it’s been an incredible nearly 10 years, and we now have a good time,” she famous.

Jennifer Lopez

The “Jenny From The Block” singer had an on-off relationship along with her former backup dancer Casper Good (who was 18 years youthful) between 2011 and 2016. She was later linked to rapper Drake, with whom she had a 17-year age hole.

Showing on The Ellen DeGeneres Present in 2017, J.Lo appeared exasperated when she was requested why “individuals make a giant deal” about her relationship youthful guys.

“O.Okay., to begin with, cease,” Lopez playfully advised host Ellen DeGeneres. “It’s not like you need to be youthful, it’s not about that. I simply meet individuals, and if I’m going out with them, I’m going out with them, and if I like them, I like them, and if I don‘t, I don’t. It’s simply in regards to the particular person. It’s about who they’re. It has nothing to do with age.”

Lopez advised that any fixation on the ages of her boyfriends might be perceived as sexist.

“In the event that they’re older, they’re older. In the event that they’re youthful, they’re youthful,” she insisted. “It doesn’t matter. It’s whether or not or not I’m interested in them or not, interested in their spirit, their soul, no matter their power is.”

Demi Moore

The Substance actress tied the knot with Ashton Kutcher in 2005 when she was 42 and he was 27. They have been married for eight years previous to their highly-publicized cut up in 2013.

Moore later wrote in her 2019 memoir, Inside Out, that she underestimated how vital her and Kutcher’s 15-year age hole would develop into to their marriage.

“I used to be a 40-year-old who had a giant life and Ashton’s grownup life was simply starting,” she recalled. “I didn’t see all that as a result of I used to be within it. I simply felt like a 15-year-old woman hoping that someone favored me.”

Moore later defined to Diane Sawyer that her relationship with Kutcher felt like an escape from being “answerable for a lot of [her] life.” (She was beforehand married to musician Freddy Moore from 1981 to 1985 and actor Bruce Willis from 1987 to 2000.)

“Unexpectedly, this window opened up the place I used to be protected, I had cash, [Ashton] cherished my youngsters,” she stated.

When Sawyer requested why individuals have been nonetheless “shocked” and “unnerved” by her 15-year age distinction with Kutcher, Moore replied, “It’s so foolish!”