My Best Life in Jewelry
ICONIC ENGAGEMENT RINGS: FROM ROYAL GEMS TO TOI ET MOI
Published: Oct 15, 2025
Lately, the spotlight is on Taylor Swift — and not just for the engagement rumors, but that ring. Sleek, stunning, and sparking a new wave of interest in celebrity engagement jewelry. But as breathtaking as it is, it’s just the latest in a long line of jaw-dropping, history-making rings.
Let’s take a glittering walk through some of the most iconic engagement rings of all time — from Old Hollywood glamour to modern-day masterpieces — and see how trends (and carats) have evolved.
Elizabeth Taylor's 33.19-Carat Legacy
When it comes to iconic rings, few compare to Elizabeth Taylor’s legendary engagement ring from Richard Burton: a 33.19-carat flawless Asscher-cut diamond. At the time, it was valued at $350,000 (today, it would be worth tens of millions). The ring wasn’t just enormous — it was nearly perfect, symbolizing the larger-than-life love affair between the two stars.
Princess Diana’s Regal Sapphire
Timeless and instantly recognizable, Princess Diana's engagement ring was a bold departure from the typical diamond solitaire. A 12-carat oval Ceylon sapphire set in 18-karat white gold, surrounded by 14 solitaire diamonds, this ring was originally worth £28,000 (about $37,500). It now famously lives on with Kate Middleton, the Princess of Wales, proving that elegance never goes out of style.
Jennifer Lopez’s Rare Green Diamond
Fast-forward to modern Hollywood: Jennifer Lopez’s second engagement ring from Ben Affleck took everyone's breath away. Featuring a rare 10–15 carat green diamond (one of the rarest hues in the world), it’s estimated to be worth between $1 million and $5 million. A bold statement of individuality and love rekindled.
Megan Fox’s Toi et Moi Ring
In 2022, Machine Gun Kelly proposed to Megan Fox with a “Toi et Moi” ring — French for “You and Me.” It featured two stones: an emerald (her birthstone) and a diamond (his), set on a magnetic band designed to symbolically join their souls. Romantic, edgy, and personal — it perfectly represents a trend toward meaning over tradition.
The New Engagement Ring Era: Color, Custom, and Storytelling
Today’s engagement rings are less about following a formula and more about telling a story. Colored stones, vintage cuts, personal symbolism — these are the new hallmarks of a modern proposal. Whether it’s a regal sapphire, a rare green diamond, or a uniquely paired toi et moi ring, the trend is clear:
Rings aren't just jewelry — they're love stories you can wear.
Let’s take a glittering walk through some of the most iconic engagement rings of all time — from Old Hollywood glamour to modern-day masterpieces — and see how trends (and carats) have evolved.
Elizabeth Taylor's 33.19-Carat Legacy
When it comes to iconic rings, few compare to Elizabeth Taylor’s legendary engagement ring from Richard Burton: a 33.19-carat flawless Asscher-cut diamond. At the time, it was valued at $350,000 (today, it would be worth tens of millions). The ring wasn’t just enormous — it was nearly perfect, symbolizing the larger-than-life love affair between the two stars.
Princess Diana’s Regal Sapphire
Timeless and instantly recognizable, Princess Diana's engagement ring was a bold departure from the typical diamond solitaire. A 12-carat oval Ceylon sapphire set in 18-karat white gold, surrounded by 14 solitaire diamonds, this ring was originally worth £28,000 (about $37,500). It now famously lives on with Kate Middleton, the Princess of Wales, proving that elegance never goes out of style.
Jennifer Lopez’s Rare Green Diamond
Fast-forward to modern Hollywood: Jennifer Lopez’s second engagement ring from Ben Affleck took everyone's breath away. Featuring a rare 10–15 carat green diamond (one of the rarest hues in the world), it’s estimated to be worth between $1 million and $5 million. A bold statement of individuality and love rekindled.
Megan Fox’s Toi et Moi Ring
In 2022, Machine Gun Kelly proposed to Megan Fox with a “Toi et Moi” ring — French for “You and Me.” It featured two stones: an emerald (her birthstone) and a diamond (his), set on a magnetic band designed to symbolically join their souls. Romantic, edgy, and personal — it perfectly represents a trend toward meaning over tradition.
The New Engagement Ring Era: Color, Custom, and Storytelling
Today’s engagement rings are less about following a formula and more about telling a story. Colored stones, vintage cuts, personal symbolism — these are the new hallmarks of a modern proposal. Whether it’s a regal sapphire, a rare green diamond, or a uniquely paired toi et moi ring, the trend is clear:
Rings aren't just jewelry — they're love stories you can wear.