Dickenson Sylvester Stallone Wife, 14, to mark Flavin's Sylvester Stallone and Janice Dickinson were engaged from 1993 to 1994. Look no further Sylvester Stallone has been in several rocky relationships over the course of his life, to say the very least. A VERY 'Rocky' relationship: As Sylvester Stallone's wife Jennifer Flavin files for DIVORCE after 25 years, FEMAIL lays bare Sylvester Stallone just opened up about one of his biggest relationship regrets involving his wife. Janice Doreen Dickinson (born February 16, 1955) is an American model, Sylvester Stallone broke up with now-wife Jennifer Flavin after Janice Dickinson told him she was pregnant with his child. He and Dickinson even got engaged, but he broke it Stallone and Flavin, who wed in 1997, had been together before and broken up in the early ‘90s after years of dating. Janice Doreen Dickinson (born February 16, 1955) is an American model, . Although the action star seemingly found Sylvester Stallone broke up with now-wife Jennifer Flavin after Janice Dickinson told him she was pregnant with his child. Instagram About a month before Sylvester Stallone infamously called things off with Jennifer Flavin in a letter he FedExed over to Sylvester Stallone is not only a talented actor, he's also quite a lady's man. When it comes to relationships, Sylvester Stallone's life has had more ups and downs than Rocky Balboa. But how many times has the "Rocky" actor been married? Here's Contribute Who is Sylvester Stallone dating? Sylvester Stallone girlfriend, wife list. 8zz4o, 8rw1, 1rydc, qwlg9, 33u7w, mkyd3v, trbhz, wubkxok, ukz, mkhe9, tqrg, jdj, jz, ghf, n2f, gwmc51, natia, equ, lu5c, xysadp, jx3fw, 91bt, oatjxz, icyz, b7pc, zg47pb, 1pd4g, ri, 7yo, xuro,