How Celebrities from Different Generations Looked at the Same Age in 40+ Striking Photos

What do celebrities look like at 55, 43, or 21? These photos capture stars from different eras at the exact same age, showing how each moment in time shapes their image.

Hollywood stars have long been followed for their looks, style, and presence across generations. Viewing celebrities from different eras at the same age offers a different perspective on how those images are shaped.

Scroll down to see how each one compares.

JLo (2025) & Betty White (1977) - Both 55

Jennifer Lopez is photographed at a 2025 gala, wearing a fitted, sleeveless gown with a smooth, structured silhouette. Her long hair is styled straight, and her makeup is defined, with contouring and neutral tones highlighted under bright event lighting.

At the same age, Betty White appears in a 1977 studio image wearing a patterned dress with a modest neckline and soft fabric. Her hair is styled in short curls, and her lighter makeup creates a natural finish suited for television.

The images show differences in fabric, styling, and makeup techniques used in each period.

Scarlett Johansson (2025) & Jane Fonda (1978) – Both 41

Scarlett Johansson appears at a 2025 premiere wearing a tailored outfit with clean lines and minimal accessories. Her hair falls in loose waves, and her matte makeup keeps the focus on softly defined eyes.

At that age, Jane Fonda, photographed at Cannes in 1978, wears a structured outfit with bold detailing. Her hair is styled with added volume, and her makeup uses stronger contrast to place more emphasis on the eyes.

The images highlight differences in tailoring, hairstyling, and makeup trends.

Anne Hathaway (2025) & Meryl Streep (1992) – Both 43

Anne Hathaway appears at the 2025 Met Gala in a sharply structured outfit with defined lines and a polished finish. Her neatly styled hair and balanced makeup, with subtle highlights, complement the clean, refined look.

In a 1992 portrait, Meryl Streep wears a simpler outfit with softer fabric and minimal detailing. Her slightly layered hair and understated makeup give the image a more relaxed, portrait-style feel.

The comparison shows variation in outfit construction and overall styling approach.

Emma Watson (2025) & Grace Kelly (1964) – Both 35

Emma Watson is photographed at Paris Fashion Week in 2025 wearing a modern outfit with clean lines and muted tones. Her hair is worn down in a natural style, and her light makeup keeps the focus on an even, balanced complexion.

In another era, Grace Kelly appears in a 1964 image wearing a formal dress with structured tailoring and refined detailing. Her hair is styled in a polished updo, and her makeup is more defined, with emphasis on the brows and lips.

The images reflect differences in formality, grooming, and styling detail.

Florence Pugh (2025) & Elizabeth Taylor (1961) – Both 29

Florence Pugh is seen in New York in 2025 wearing a relaxed outfit suited for a public setting. Her hair is styled in a loose, natural way, and her makeup is minimal.

Elizabeth Taylor, photographed at the 1961 Academy Awards, wears a formal gown with detailed embellishments. Her hair is styled in a short, sculpted look, and her makeup is more defined, with emphasis on the eyes and lips.

The images show differences in occasion, clothing detail, and overall presentation.

Cate Blanchett (2025) & Helen Mirren (2001) – Both 56

Cate Blanchett is photographed at the 2025 Golden Globe Awards wearing a gold-toned gown with a structured, embellished neckline. Her sleek bob and polished makeup, with even tones and subtle highlights, align with the refined finish of a red carpet setting.

At that age, Helen Mirren appears in a 2001 studio photo session wearing a dark jacket over a light top. Her short, layered hair and soft makeup give the image a more relaxed, portrait-style feel.

The photos present a contrast in materials, hair styling, and makeup application.

Jenna Ortega (2025) & Marilyn Monroe (1949) – Both 23

Jenna Ortega is seen at the 2025 Vanity Fair Oscar Party wearing an off-the-shoulder gown with a fitted silhouette. Her long hair falls in loose waves, and her defined eye makeup with a matte finish gives a clean and modern edge.

At that age, Marilyn Monroe appears in a 1949 studio portrait wearing a light, flowing top with delicate detailing. Her short, softly curled hair and lighter makeup, with bright lips and gently defined eyes, reflect the softer finish of studio photography.

The photos capture shifts in studio lighting, hair design, and cosmetic techniques across time.

Natalie Portman (2025) & Julie Andrews (1979) – Both 44

Natalie Portman is photographed at the 2025 Governors Awards wearing a sleeveless, embellished dress with a structured bodice and textured skirt. Her hair is styled back neatly, and her refined makeup, with defined eyes and balanced tones, complements the formal setting.

Similarly, Julie Andrews appears at a 1979 tribute event wearing a long-sleeved, sequined dress. Her short hair is styled simply, and her understated makeup, suited for indoor lighting, completes the look.

The photos highlight differences in how garments are constructed and how details are presented.

Reese Witherspoon (2025) & Diane Keaton (1995) – Both 49

Reese Witherspoon is seen on "The Tonight Show Starring Jimmy Fallon" in 2025 wearing a fitted black outfit with button details. Her loose waves and natural makeup suit the studio lighting.

At that age, Diane Keaton appears at the 1995 Muse Awards wearing a dark outfit paired with round eyeglasses. Her straight bob with bangs and minimal makeup align with the more classic, event-focused presentation.

The photos reflect changes in how television appearances and public events are styled.

Angelina Jolie (2025) & Susan Sarandon (1996) – Both 50

Angelina Jolie is photographed at the 2025 Cannes Film Festival wearing a strapless gown with a textured finish. Her long hair is worn down, while her makeup is defined, with emphasis on the eyes.

Similarly, Susan Sarandon appears at a 1996 award event wearing a dark outfit while holding a decorative trophy. Her short hair is styled with volume, and her makeup includes a bold lip color.

The photos show variation in red carpet presentation, including hair, makeup, and wardrobe.

Halle Berry (2025) & Cicely Tyson (1983) – Both 58

Halle Berry is photographed at CinemaCon 2025 wearing a black outfit with a deep neckline and tailored structure. Her hair is styled in loose waves with soft layers, and her makeup is warm-toned with a subtle glow under event lighting.

In contrast, Cicely Tyson appears in a 1983 event photo wearing a light-colored dress with intricate embellishments and a structured neckline. Her short, close-cropped hair and subtle makeup create a soft, natural finish suited to the setting.

The contrast centers on silhouette and texture, with each look reflecting the styling priorities of its time.

Julia Roberts (2025) & Glenn Close (2005) – Both 58

Julia Roberts is seen at a 2025 screening wearing a bright pink dress with a flowing skirt and puffed sleeves. Her hair is styled into loose waves, and her makeup is polished with soft, balanced tones suited to red carpet lighting.

At the same age, Glenn Close appears at a 2005 awards event wearing a structured jacket with a subtle sheen and classic tailoring. Her short hair is neatly styled, and her understated makeup complements the formal setting.

The comparison highlights a shift from bold color statements to a more restrained, tailored presentation.

Millie Bobby Brown (2025) & Judy Garland (1942) – Both 21

Millie Bobby Brown is photographed at a press conference in Madrid wearing a denim-inspired outfit with structured seams and knee-high boots. Her hair is styled up with face-framing pieces, and her makeup is fresh with soft highlights.

At that same point in life, Judy Garland appears in a black-and-white image arriving in New York, holding a small American flag and a doll. Her hair is styled in soft waves, and her makeup is light, suited to the era's photographic style.

The images reflect differences in setting and presentation, from staged press events to candid arrival moments.

Sandra Bullock (2022) & Shirley Maclaine (1992) – Both 57

Sandra Bullock is seen at a London screening wearing a fitted outfit with bold color blocking and a structured silhouette. Her hair is styled in loose waves, and her makeup is defined, with emphasis on the eyes.

At that age, Shirley MacLaine appears at a 1992 premiere wearing a light-colored blazer over a simple top. Her short, layered hairstyle and soft makeup complement the indoor lighting.

The contrast lies in color use and styling approach, from vivid combinations to classic neutrals.

Anya Taylor-Joy (2025) & Brigitte Bardot (1963) – Both 29

Anya Taylor-Joy is photographed at a film festival closing ceremony wearing a black dress with delicate straps and lace detailing. Her hair is styled in a sleek updo, and her makeup is defined with precise lines and neutral tones.

At this point in life, Brigitte Bardot appears on a film set wearing a dark outfit with a wide headband, her hair styled loosely around her shoulders. Her makeup features bold eyeliner and a soft lip, characteristic of the period.

The comparison draws attention to evolving beauty details, particularly around eye makeup and hair styling.

Nicole Kidman (2025) & Sigourney Weaver (2007) – Both 58

Nicole Kidman is seen at Paris Fashion Week wearing a crisp white outfit with a clean, structured silhouette. Her hair is styled in soft layers with bangs, and her makeup is polished with a natural finish.

At that age, Sigourney Weaver appears at a 2007 fashion event wearing a dark outfit with subtle texture. Her short, voluminous hairstyle and minimal makeup suit the indoor setting.

The images emphasize differences in styling, simplicity, and overall presentation.

Margot Robbie (2025) & Sophia Loren (1969) – Both 35

Margot Robbie appears at a 2025 Glastonbury Festival event wearing a fitted, sleeveless outfit suited to a casual stage setting. Her hair is worn long and loose, and her makeup is minimal, with a natural, sunlit finish.

At this stage, Sophia Loren, photographed in 1969, wears a structured satin outfit with a high collar and a decorative brooch at the neckline. Her voluminous updo and more defined makeup place emphasis on the eyes and lips.

The comparison reflects differences in formality, fabric finish, and overall presentation.

Salma Hayek (2025) & Sophia Loren (1993) – Both 59

Salma Hayek attends a 2025 event wearing a strapless black gown with a structured bodice and clean lines. Her hair is styled in a high, sleek ponytail, and her makeup is refined, with soft contouring and neutral tones.

At the same point in life, Sophia Loren, pictured in 1993, wears a patterned outfit with bold textures and layered detailing. Her voluminous hairstyle and statement glasses draw attention to her face, with makeup that emphasizes the eyes.

The images highlight differences in silhouette, accessories, and styling emphasis.

Brad Pitt (2022) & Alain Delon (1994) – Both 59

Brad Pitt appears at a 2022 press conference wearing a relaxed, open-collar shirt layered over a plain tee. His hair is styled casually, and his overall look leans toward a laid-back, contemporary approach.

At this age, Alain Delon, photographed in 1994, wears a dark suit with a white shirt and patterned tie. His neatly styled hair and formal attire reflect a more traditional presentation.

The comparison shows a shift in tailoring, styling formality, and overall presentation.

Jennifer Coolidge (2021) & Lauren Bacall (1983) – Both 59

Jennifer Coolidge appears at the 2021 Gotham Awards wearing a dark outfit with a simple silhouette. Her hair is styled long and loose, and her makeup is soft, with a focus on a natural glow.

At that same age, Lauren Bacall, photographed in 1983, wears an evening outfit with a draped neckline and subtle sheen. Her voluminous hairstyle and more defined makeup complement the formal setting.

The images reflect differences in fabric treatment, hairstyling, and overall styling approach.

Tom Holland (2024) & Tom Selleck (1974) – Both 29

Tom Holland appears at the 2024 Critics' Choice Awards wearing a tailored brown suit paired with a muted shirt and tie. His hair is styled in a neat, modern cut, and his overall look is understated, with minimal styling.

At this point in life, Tom Selleck is shown in a 1974 TV still wearing a light-colored blazer with a wide lapel, paired with a shirt and dark tie. His longer, fuller hairstyle reflects the grooming trends of the period.

The comparison reflects differences in tailoring, proportions, and grooming styles.

Cole Sprouse (2024) & Steve Martin (1977) – Both 33

Cole Sprouse appears at Paris Fashion Week in 2024 wearing a relaxed white button-down shirt with an open collar. His hair is styled with a soft wave, and his look leans toward a casual, contemporary aesthetic.

At that age, Steve Martin, photographed in 1977 holding a Grammy, wears a formal black tuxedo with a bow tie. His neatly styled hair aligns with the formal tone of the event.

The images show a contrast between relaxed modern styling and traditional formalwear.

Across decades, styles change, trends evolve, and presentation shifts — but the moment in life stays the same, offering a clear view of how each era defines it differently.