Sly Stallone and Jennifer attended the premiere of ‘The In-Laws,’ staring Michael Douglas and Albert Brooks, on Monday, May 19, 2003, in Los Angeles.
– Craig Zablo
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Sly Stallone and Jennifer attended the premiere of ‘The In-Laws,’ staring Michael Douglas and Albert Brooks, on Monday, May 19, 2003, in Los Angeles.
– Craig Zablo
Sly Stallone and his wife Jennifer Flavin joined Justin Timberlake, Elizabeth Taylor, Tony Bennett and other celebs at co-benefit hosted by Elton John (for his AIDS foundation) and Sharon Osbourne (for her colon cancer charity) at the Osbourne’s home in Beverly Hills, California on March 19th.
Sly and Jennifer Flavin were in attendance at the To Protect and Serve benefit for the Los Angeles Police Protective League’s Eagle & Badge Foundation on November 8, 2002 in Beverly Hills, California.
SZoner, “Joe Tanto Hummer” sent in a bunch of pictures that he had taken, over the years, of his visits to Stallone movie premieres, Planet Hollywood openings, and the like. Unfortunately most of the pictures were taken without a flash at night or had glare or something that prevented them from being used. We did want to share these EXCLUSIVE pics from Joe.

This is a cool candid that Tanto picked up of Sly and one of his paintings.

Here’s a shot of Sly and Jen at a 1995 Planet Hollywood opening.

Tanto wanted to be sure that we all got to see this building-sized poster for Tango and Cash!
Thanks to Joe for sharing! – Craig Zablo [September 28, 2002]

Sylvester Stallone fan, Kenneth, sent us the picture [to the left] of Sylvester, Jennifer, Sophia, Sistine, and baby Scarlet.
Kenneth said that the picture first appeared on Jennifer’s site. [And if you are a fan of Jennifer, you should also check out the very cool, Jennifer Flavin Gallery. Be sure to tell Justin that we sent you!]
Congrats to the Stallone family. We wish you all continued health and success!
Thanks again to Kenneth!
– Craig Zablo [July 6, 2002]
The May 28, 2002 issue of Star contains two Slyitems:
1. The pic to the left appears in a piece called “Stars Go Psychedelic… and it’s all for a good cause” which covers the Race to Erase Mutiple Sclerosis Benefit.
2. Janet Charlton‘s Star People column contains the following:
Makin’ Ends Meat
Sylvester Stallone hasn’t been making a lot of movies lately, but he’s found an easy way to make a fast buck. The Rocky star, who once appeared in a soft-porn flick called The Italian Stallion, just pocketed a cool $1.5 million for a day’s work. What could be worth such a handsome sum? Ham actor Sly is shilling for Italian meat manufacturer Citterio.
– Craig Zablo [May 31, 2002]
Sly Stallone’s wife, Jennifer Flavin, gave birth to their third daughter at 1:39 p.m. Saturday in Los Angeles their publicist Paul Bloch announced on Tuesday, May 28, 2002. She weighed 7 pounds, 8 ounces, and was 22 inches long. They named her Scarlet Rose.
The Stallones have two other daughters, 5-year-old Sophia and 3-year-old Sistine.

Our POW this week is a nice shot of Sly and Jen at the premiere of “Original Sin.”
– Craig Zablo (April 28, 2002)
On March 26th Sly attended the sixth annual “An Unforgettable Evening” benefit for breast cancer in Beverly Hills, California. Elton John was the guest of honor. John Mellencamp provided the night’s musical entertainment, while comedian Dennis Miller hosted.
Also in attendance were Rita Wilson, Tom Hanks, Kate Capshaw, Steven Spielberg, Natalie Cole, and Fran Drescher, among others.
The April 1, 2002 (no fooling) issue of US Weekly contains two Sly tidbits:
In the “Loose Talk” section Sly is quoted as saying: “Anyone who says they’re not disappointed is putting you on.” in reference to losing at the Oscars.
In a sidebar section about famous breakups the following appears:
Jennifer Flavin The Dump: In May 1994, after five years of dating, Sylvester Stallone dropped Revlon model Flavin with a six-page letter delivered via Federal Express. Today: The couple reunited in the summer of 1995 and married two years later. They have two young daughters, and Flavin is pregnant again.

Jennifer Flavin, right, wife of actor Sylvester Stallone, left, makes a point as she discusses heart disease during taping of CNN’s ”Larry King Live,” Thursday, Feb. 7, 2002, in Los Angeles. The program is scheduled to be telecast on CNN, Sunday, Feb 10, 2002. Flavin and Stallone’s daughter had open-heart surgery. (AP Photo/CNN, Rose M. Prouser) – Craig Zablo (02/07/02)