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Meryl Streep | Vera Wang | Source: Getty Images
Meryl Streep | Vera Wang | Source: Getty Images

15 Surprising Celebrity Pairs Who Are the Same Age but Look Completely Different

Milla Sigaba
Oct 24, 2025
06:31 A.M.

Some of these stars are the same age right now. Others are depicted at the same age decades apart — but all demonstrate that age affects individuals differently depending on the era, styling, and celebrity.

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Aging may be inevitable, but how it shows up — and shows off — depends on more than just the number. Whether it's a pair who are 61 today or two icons shown at the same age decades apart, the contrast can be striking.

Some look remarkably timeless, others channel the mood of their moment, and a few manage to redefine what their age even looks like. This collection of surprising celebrity pairings highlights the transformative power of time, styling, and culture when combined.

From rock stars like Lenny Kravitz and royals such as Princess Diana, to red carpet fixtures like Brad Pitt and reality phenoms from the Jenner family, these duos share one thing — the same age, whether now or then. The rest? Couldn't be more different.

Lenny Kravitz and Jack Nicholson at 61

Kravitz, now 61, brought a smoldering sense of style to the 2025 MTV Video Music Awards, stepping onto the red carpet in a sharp brown suit worn without a shirt, layered gold chains, oversized sunglasses, and his signature locs flowing past his shoulders. His look was bold, modern, and effortlessly cool — a testament to how rock star edge can evolve with age without losing its bite.

Kravitz, now 61, brought a smoldering sense of style to the 2025 MTV Video Music Awards, stepping onto the red carpet in a sharp brown suit worn without a shirt, layered gold chains, oversized sunglasses, and his signature locs flowing past his shoulders. His look was bold, modern, and effortlessly cool — a testament to how rock star edge can evolve with age without losing its bite.

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Nicholson, who was 61 in 1997, projected a completely different energy as he grinned mischievously in a scene from "As Good as It Gets." With his slicked-back hair, patterned shirt, and unmistakable smirk, he embodied a more classic, grounded kind of charisma — less polished, more unpredictable, and entirely his own.

Nicholson, who was 61 in 1997, projected a completely different energy as he grinned mischievously in a scene from "As Good as It Gets." With his slicked-back hair, patterned shirt, and unmistakable smirk, he embodied a more classic, grounded kind of charisma — less polished, more unpredictable, and entirely his own.

Vera Wang and Meryl Streep at 76

Wang, now 76, turned heads at the Jared Jewelers "A Diamond Is Born" premiere in New York, showcasing her famously youthful style in a sculptural black mini dress that revealed a sliver of toned midriff. With her sleek, pin-straight hair, sculpted cheekbones, and futuristic sunglasses, she radiated a high-fashion edge that defied every expectation of age.

Wang, now 76, turned heads at the Jared Jewelers "A Diamond Is Born" premiere in New York, showcasing her famously youthful style in a sculptural black mini dress that revealed a sliver of toned midriff. With her sleek, pin-straight hair, sculpted cheekbones, and futuristic sunglasses, she radiated a high-fashion edge that defied every expectation of age.

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Streep, who is also 76, appeared at The Albies in London with a strikingly different sense of grace. Wearing a sheer, beaded gown with emerald embellishments and her hair swept back into a soft bun, she exuded timeless elegance. Her understated poise and warm smile reflected a classic approach to aging that felt both regal and refreshingly unforced.

Streep, who is also 76, appeared at The Albies in London with a strikingly different sense of grace. Wearing a sheer, beaded gown with emerald embellishments and her hair swept back into a soft bun, she exuded timeless elegance. Her understated poise and warm smile reflected a classic approach to aging that felt both regal and refreshingly unforced.

Richard Gere and Lionel Richie at 76

Gere, now 76, stepped out in Barcelona for the 10th anniversary of Open Arms looking every bit the silver screen icon. With his salt-and-pepper hair swept back, tailored navy blazer, and easygoing charm, he struck a balance between polished and relaxed — aging gracefully with the quiet confidence of someone who's never had to try too hard.

Gere, now 76, stepped out in Barcelona for the 10th anniversary of Open Arms looking every bit the silver screen icon. With his salt-and-pepper hair swept back, tailored navy blazer, and easygoing charm, he struck a balance between polished and relaxed — aging gracefully with the quiet confidence of someone who's never had to try too hard.

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Richie, also 76, brought an entirely different kind of energy while arriving at ABC Studio in New York. Dressed in a sleek black jacket and a bold silver chain, he looked like a man still fully in his showman era. With his signature mustache and a touch of flair, Richie proved that charisma doesn't fade — it just finds new ways to shine.

Richie, also 76, brought an entirely different kind of energy while arriving at ABC Studio in New York. Dressed in a sleek black jacket and a bold silver chain, he looked like a man still fully in his showman era. With his signature mustache and a touch of flair, Richie proved that charisma doesn't fade — it just finds new ways to shine.

Thomas Brodie-Sangster and Sean Connery at 34

Brodie-Sangster, 34, appeared at a London photocall for "Wolf Hall: The Mirror and the Light" with his signature slender frame, tousled hair, and boyish features still firmly intact. Dressed in an all-black ensemble with a modern cut, he carried himself with a quiet intensity that leaned more cerebral than rugged — a presence that felt both refined and reserved.

Brodie-Sangster, 34, appeared at a London photocall for "Wolf Hall: The Mirror and the Light" with his signature slender frame, tousled hair, and boyish features still firmly intact. Dressed in an all-black ensemble with a modern cut, he carried himself with a quiet intensity that leaned more cerebral than rugged — a presence that felt both refined and reserved.

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Connery, who was 34 in 1964, presented a striking contrast with his broad shoulders, chiseled jawline, and unmistakable confidence. In the early years of his Bond era, he embodied masculine swagger with ease — a suave, physical charisma that dominated the screen and defined an entire generation of leading men.

Connery, who was 34 in 1964, presented a striking contrast with his broad shoulders, chiseled jawline, and unmistakable confidence. In the early years of his Bond era, he embodied masculine swagger with ease — a suave, physical charisma that dominated the screen and defined an entire generation of leading men.

Sarah Jessica Parker and Elizabeth Hurley at 60

Parker, now 60, attended the 2025 Victoria's Secret Fashion Show with her signature mix of confidence and individuality. With long, sun-kissed hair parted down the middle, a subtle tan, and soft pink makeup, she embraced a natural, lived-in beauty. Her sleek black ensemble and relaxed poise reflected a woman comfortable in her skin — and her style.

Parker, now 60, attended the 2025 Victoria's Secret Fashion Show with her signature mix of confidence and individuality. With long, sun-kissed hair parted down the middle, a subtle tan, and soft pink makeup, she embraced a natural, lived-in beauty. Her sleek black ensemble and relaxed poise reflected a woman comfortable in her skin — and her style.

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Hurley, also 60, arrived at the National Television Awards in London in full glam. With her voluminous waves, shimmering silver gown, and plunging neckline, she leaned unapologetically into high-octane glamour. Her red carpet look channeled the same bold, bombshell energy that made her a '90s icon — still turning heads decades later.

Hurley, also 60, arrived at the National Television Awards in London in full glam. With her voluminous waves, shimmering silver gown, and plunging neckline, she leaned unapologetically into high-octane glamour. Her red carpet look channeled the same bold, bombshell energy that made her a '90s icon — still turning heads decades later.

Nicola Coughlan and Cynthia Erivo at 38

Coughlan, 38, lit up the 2025 BAFTA Television Awards in London with her porcelain skin, romantic makeup, and an off-the-shoulder gown adorned with dramatic sculptural florals. With soft blush tones and a sleek blonde ponytail, she channeled a fairy-tale elegance that felt delicate, dreamy, and unapologetically feminine.

Coughlan, 38, lit up the 2025 BAFTA Television Awards in London with her porcelain skin, romantic makeup, and an off-the-shoulder gown adorned with dramatic sculptural florals. With soft blush tones and a sleek blonde ponytail, she channeled a fairy-tale elegance that felt delicate, dreamy, and unapologetically feminine.

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Erivo, also 38, made a commanding impression at the Givenchy show during Paris Fashion Week in a structured black coatdress with exaggerated shoulders. Her shaved head, bold eyeliner, and gleaming septum ring created a look that was striking and sculptural — projecting strength, intention, and high-fashion edge in every detail.

Erivo, also 38, made a commanding impression at the Givenchy show during Paris Fashion Week in a structured black coatdress with exaggerated shoulders. Her shaved head, bold eyeliner, and gleaming septum ring created a look that was striking and sculptural — projecting strength, intention, and high-fashion edge in every detail.

Alain Delon and Brad Pitt at 61

Delon, who was 61 in 2000, still carried the mystique that made him an icon of European cinema. In a relaxed moment, he wore tinted glasses and an open-collar shirt, his tousled silver hair and quiet confidence lending him the look of a man who had nothing to prove. The image captured an aging legend, unfussy and effortlessly charismatic.

Delon, who was 61 in 2000, still carried the mystique that made him an icon of European cinema. In a relaxed moment, he wore tinted glasses and an open-collar shirt, his tousled silver hair and quiet confidence lending him the look of a man who had nothing to prove. The image captured an aging legend, unfussy and effortlessly charismatic.

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That same year, Delon brought gravity and polish to the 25th César Awards in Paris, cutting a striking figure in a black tuxedo and bow tie. His posture, direct gaze, and steely expression reflected a man deeply rooted in tradition — commanding the room not with flash, but with sheer presence. He aged not by softening, but by sharpening.

That same year, Delon brought gravity and polish to the 25th César Awards in Paris, cutting a striking figure in a black tuxedo and bow tie. His posture, direct gaze, and steely expression reflected a man deeply rooted in tradition — commanding the room not with flash, but with sheer presence. He aged not by softening, but by sharpening.

Pitt, now 61, showcased a different kind of star power at the New York premiere of "F1: The Movie." With a clean buzz cut, subtle scruff, and a midnight navy suit worn over an unbuttoned white shirt, he exuded low-key charm. His relaxed grin and minimalist styling struck a balance between polished and approachable — mature without ever feeling old.

Pitt, now 61, showcased a different kind of star power at the New York premiere of "F1: The Movie." With a clean buzz cut, subtle scruff, and a midnight navy suit worn over an unbuttoned white shirt, he exuded low-key charm. His relaxed grin and minimalist styling struck a balance between polished and approachable — mature without ever feeling old.

Just a week later in London, Pitt pivoted with a fashion-forward twist, pairing a deep green suit with a silk scarf tucked neatly beneath an open collar and oversized amber shades. It was confident, cinematic, and unmistakably modern — the kind of style evolution that felt less like reinvention and more like effortless acceleration.

Just a week later in London, Pitt pivoted with a fashion-forward twist, pairing a deep green suit with a silk scarf tucked neatly beneath an open collar and oversized amber shades. It was confident, cinematic, and unmistakably modern — the kind of style evolution that felt less like reinvention and more like effortless acceleration.

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Princess Diana and Taylor Swift at 35

The English princess, who was 35 in 1996, attended a humanitarian awards ceremony in New York with an elegance that felt both modern and timeless. Her short, feathered hair, radiant smile, and classic black evening gown with subtle sequins captured a regal poise that blended glamour with unmistakable warmth. She carried herself like royalty — not just in title, but in presence.

The English princess, who was 35 in 1996, attended a humanitarian awards ceremony in New York with an elegance that felt both modern and timeless. Her short, feathered hair, radiant smile, and classic black evening gown with subtle sequins captured a regal poise that blended glamour with unmistakable warmth. She carried herself like royalty — not just in title, but in presence.

Swift, now 35, stunned at the 2025 Grammy Awards in Los Angeles with a look that was pure pop star polish. Wearing a shimmering red gown with dramatic draping and bold red lips to match, she embodied confidence with a cinematic edge. From her sculpted waves to her statement earrings, every detail was designed to dazzle — and it did.

Swift, now 35, stunned at the 2025 Grammy Awards in Los Angeles with a look that was pure pop star polish. Wearing a shimmering red gown with dramatic draping and bold red lips to match, she embodied confidence with a cinematic edge. From her sculpted waves to her statement earrings, every detail was designed to dazzle — and it did.

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Jared Leto and Martin Freeman at 53

Leto, now 53, arrived at the Hollywood premiere of "Tron: Ares" looking like he stepped out of a futuristic dream. With glowing skin, tousled chestnut hair, and a flowing white shirt unbuttoned to the sternum, he blended rock star mystique with sci-fi cool. His ageless face and intense stare gave him an almost surreal presence — more otherworldly than earthbound.

Leto, now 53, arrived at the Hollywood premiere of "Tron: Ares" looking like he stepped out of a futuristic dream. With glowing skin, tousled chestnut hair, and a flowing white shirt unbuttoned to the sternum, he blended rock star mystique with sci-fi cool. His ageless face and intense stare gave him an almost surreal presence — more otherworldly than earthbound.

Freeman, who was 53 in early 2024, attended the gala opening of "Plaza Suite" in London with quiet sophistication. Sporting a charcoal suit, pale blue shirt, and black knit tie, he exuded a sense of maturity rooted in realism — the kind of grounded charm that never tries too hard to be noticed.

Freeman, who was 53 in early 2024, attended the gala opening of "Plaza Suite" in London with quiet sophistication. Sporting a charcoal suit, pale blue shirt, and black knit tie, he exuded a sense of maturity rooted in realism — the kind of grounded charm that never tries too hard to be noticed.

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Dennis Quaid and John Travolta at 71

Quaid, now 71, appeared at the "Twin Towers: Legacy" screening in New York with a laid-back charm that has become his signature. His short, tousled hair, blue eyes, and sun-kissed complexion gave him the look of a man who's aged on his own terms — easygoing, approachable, and still unmistakably leading man material.

Quaid, now 71, appeared at the "Twin Towers: Legacy" screening in New York with a laid-back charm that has become his signature. His short, tousled hair, blue eyes, and sun-kissed complexion gave him the look of a man who's aged on his own terms — easygoing, approachable, and still unmistakably leading man material.

Travolta, also 71, attended the Academy Museum Gala in Los Angeles with a strikingly different presence. Dressed in a black turtleneck and matching velvet blazer, his shaved head and full beard gave him a bold, sculpted look. With a piercing gaze and polished styling, he leaned into a sleeker, more stylized version of age — one that demanded attention.

Travolta, also 71, attended the Academy Museum Gala in Los Angeles with a strikingly different presence. Dressed in a black turtleneck and matching velvet blazer, his shaved head and full beard gave him a bold, sculpted look. With a piercing gaze and polished styling, he leaned into a sleeker, more stylized version of age — one that demanded attention.

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Jamie Lee Curtis and Selena Gomez at 33

Curtis, who was 33 in 1992, carried a bold, confident edge that defined early-'90s style. With sculpted cheekbones, short swept-back hair, and a leopard-print blouse, she radiated power and charisma. Her look was unapologetically sharp — a reflection of a woman who knew exactly who she was and wasn't afraid to show it.

Curtis, who was 33 in 1992, carried a bold, confident edge that defined early-'90s style. With sculpted cheekbones, short swept-back hair, and a leopard-print blouse, she radiated power and charisma. Her look was unapologetically sharp — a reflection of a woman who knew exactly who she was and wasn't afraid to show it.

Gomez, now 33, arrived at the 2025 Academy Museum Gala in Los Angeles with classic Hollywood elegance. Wearing a black velvet gown embellished with cascading crystals and dramatic drop earrings, she looked poised and polished. Her sleek updo and deep berry lipstick added a timeless finish to a look that felt both glamorous and contemporary.

Gomez, now 33, arrived at the 2025 Academy Museum Gala in Los Angeles with classic Hollywood elegance. Wearing a black velvet gown embellished with cascading crystals and dramatic drop earrings, she looked poised and polished. Her sleek updo and deep berry lipstick added a timeless finish to a look that felt both glamorous and contemporary.

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Kylie Jenner and Maisie Williams at 27

Jenner, who was 27 in early 2024, turned heads at the Jean Paul Gaultier show in Paris with an ethereal, barely-there gown and softly tousled waves. Her sculpted makeup, glossy lips, and confident pose leaned fully into modern bombshell territory — polished, curated, and designed to dominate the fashion conversation.

Jenner, who was 27 in early 2024, turned heads at the Jean Paul Gaultier show in Paris with an ethereal, barely-there gown and softly tousled waves. Her sculpted makeup, glossy lips, and confident pose leaned fully into modern bombshell territory — polished, curated, and designed to dominate the fashion conversation.

Williams, also 27 in 2024, attended a gala in London with a look that was understated, playful, and refreshingly natural. Wearing a cozy cream cardigan and slicked-back hair, she gave off an effortlessly cool vibe — trading red carpet drama for authenticity and comfort without sacrificing personality.

Williams, also 27 in 2024, attended a gala in London with a look that was understated, playful, and refreshingly natural. Wearing a cozy cream cardigan and slicked-back hair, she gave off an effortlessly cool vibe — trading red carpet drama for authenticity and comfort without sacrificing personality.

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Bhad Bhabie and JoJo Siwa at 22

Bhad Bhabie, now 22, lit up the room at Magic City in Atlanta with fiery red hair, dramatic lashes, and a plunging rhinestone halter top that showed off her heavily inked skin. With bold brows, glossy lips, and a confident pose, she radiated unfiltered energy — owning the spotlight with a look that was brash, bold, and unmistakably hers.

Bhad Bhabie, now 22, lit up the room at Magic City in Atlanta with fiery red hair, dramatic lashes, and a plunging rhinestone halter top that showed off her heavily inked skin. With bold brows, glossy lips, and a confident pose, she radiated unfiltered energy — owning the spotlight with a look that was brash, bold, and unmistakably hers.

Siwa, also 22, stepped onto the red carpet at the Dancers Against Cancer gala with a completely different kind of glam. Wearing a black satin dress adorned with pearls and a structured bow, she smiled brightly under slick braids and sparkling hoop earrings. Her look was polished, playful, and rooted in performance-ready poise — still high-energy, but with a softer edge.

Siwa, also 22, stepped onto the red carpet at the Dancers Against Cancer gala with a completely different kind of glam. Wearing a black satin dress adorned with pearls and a structured bow, she smiled brightly under slick braids and sparkling hoop earrings. Her look was polished, playful, and rooted in performance-ready poise — still high-energy, but with a softer edge.

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Kris Jenner and Whoopi Goldberg at 69

Jenner, now 69, took the stage at the Shark Beauty "Mission to Glam" event in Beverly Hills looking sharply styled in a fitted black leather blazer and coordinating skirt. With her platinum bob, glowing skin, and polished gold jewelry, she embodied executive chic — poised, glossy, and every bit the mogul she’s long branded herself to be.

Jenner, now 69, took the stage at the Shark Beauty "Mission to Glam" event in Beverly Hills looking sharply styled in a fitted black leather blazer and coordinating skirt. With her platinum bob, glowing skin, and polished gold jewelry, she embodied executive chic — poised, glossy, and every bit the mogul she’s long branded herself to be.

Goldberg, also 69, appeared at the Tribeca Festival in New York with her signature ease and authenticity. Dressed in a floral-print cardigan over a crisp white shirt, and framed by long locs and round glasses, she embraced comfort without sacrificing individuality — leaning into a look that felt lived-in, grounded, and unmistakably her own.

Goldberg, also 69, appeared at the Tribeca Festival in New York with her signature ease and authenticity. Dressed in a floral-print cardigan over a crisp white shirt, and framed by long locs and round glasses, she embraced comfort without sacrificing individuality — leaning into a look that felt lived-in, grounded, and unmistakably her own.

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Helen Mirren and Gladys Knight at 80

Mirren, now 80, brought effortless sophistication to the London premiere of "The Thursday Murder Club" in a structured white jacket over a floral-accented blue dress. Her windswept silver bob, statement earrings, and rosy lip gave her a fresh, confident glow — classic, unfussy, and wholly in command of her presence.

Mirren, now 80, brought effortless sophistication to the London premiere of "The Thursday Murder Club" in a structured white jacket over a floral-accented blue dress. Her windswept silver bob, statement earrings, and rosy lip gave her a fresh, confident glow — classic, unfussy, and wholly in command of her presence.

Knight, also 80, arrived at the Recording Academy's Special Merit Awards in Los Angeles with radiant energy and megawatt charm. Wearing a burnt orange blazer with a floral collar and oversized gold hoops, she lit up the purple carpet with a bold smile and polished style — proving that stage presence doesn't dim with age, it deepens.

Knight, also 80, arrived at the Recording Academy's Special Merit Awards in Los Angeles with radiant energy and megawatt charm. Wearing a burnt orange blazer with a floral collar and oversized gold hoops, she lit up the purple carpet with a bold smile and polished style — proving that stage presence doesn't dim with age, it deepens.

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