LORELAI: I’ve known guys like Jess. He seems cool because he’s got this dangerous vibe and this problem with authority and he’s seen a lot of Sylvester Stallone movies.
Sylvester Stallone, (born Michael Sylvester Stallone in 1946), actor, screenwriter, producer, and director. He won critical acclaim for his co-starring role in The Lords of Flatbush (1974), and gained his greatest critical and commercial success in Rocky (1976). He is the only actor in US cinema history to have starred in a #1 film across six decades.
Lorelai is probably thinking about Stallone’s roles in the Rambo films, beginning with First Blood (1982), and in a slew of other commercially successful but critically panned action films in the 1980s and ’90s, which made Stallone one of the highest-paid action stars of his era.
Amusingly, Milo Ventimiglia (Jess) played Sylvester Stallone’s son in the 2006 film Rocky Balboa. Casting must have agreed that Jess really did have a bit of a Sylvester Stallone vibe.
The Annotated Gilmore Girls 
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