In the late 90s, her seductive dark hair was cut fairly short, giving her a thoughtful & brooding look.

By the early 2000s, she’d let her hair grow out, making her appear more feminine and playful.
Happy 38th, Chandra.
The faces are big and friendly, cartoony and innocent. The overall effect is cute, emphasized by the models’ “speak no evil, hear no evil” poses.
This is just as cutesy and cartoony as the previous photo, but I can’t help thinking there’s a visual pun here, one I can’t quite put my finger on, that keeps it from being categorized as “innocent.”
Then we move on to Jessica White’s painted-on suit from 2009.
A Pompeii-inspired pair of eyes glares a few feet south of Jessica’s. The effect is getting unsettling.
13 years later, and I’m still scratching my head over this one. I’m all for Jesus, but as Courtney Love said in “The People vs. Larry Flynt,” “Nobody on this planet wants their religion and their porn mixed together.”
Those huge doe eyes, the thin facial structure. Even when she makes eye contact and smiles, she seems a little timid.
She’s from Slovakia, and those peasant genes may make her a little soulful.
She looks like she’s venturing out for the first time in the week since her boyfriend broke up with her.
Paulina captured my imagination more than most models. Something seemed dark and mysterious about her, and I recall reading an interview with her in which the writer was amazed that she ordered a cheeseburger or something. "Modeling sucks anyway," Paulina was quoted as saying. The fact that she could make her living by allowing people to stare at her body, and simultaneously be so dismissive about it, made her seem dangerous.
There was one magnificent 2-page spread of her in a black-and-tan one-piece with an open midriff and crossover straps... Man, I wonder if I'll ever find that shot again...
I recently happened upon this image of the cover from that year's making-of video.
Not only is it clearly a flipped photo, but they've also redesigned Kathy's bikini bottom. Was there something untoward about the red plaid section?
They refer to this shot as coming from 1987, but it’s from 1985. My first swimsuit issue, seared in my memory.
They list this as from 1975, but it's actually from 1981. It was good enough for SI to recreate it with Marisa Miller almost a quarter century later.
From Complex’s description:
Still a sexy photo. Babette is an artist with her own gallery now.
Not what I’d call a bikini, but certainly a good choice for One-Piece Wednesday.
Yum. One of the giants on whose shoulders stand Irina, Marisa, Brooklyn, etc!
Another pioneer. This may have been the skimpiest bikini on the cover to date (1981).
Eight years later, and she’s still adjusting those strings.
Tyra’s intro to the all-bikini 1997 issue is the highest-rated SI bikini shot on the list. (I call for an asterisk, as #1 is Farrah Fawcett in a red one piece.)
With pics of California girl Rebecca Romijn in red, white, and blue bikinis?
With a celebration of the two models who share a birthday with the country?
Or with an acknowledgment of the East Asian origin of fireworks?
Perhaps, one day, we will.