BOOTSY: So, apparently they shoot a gland from a pig’s head in Ivana Trump’s rear end twice a month to keep her looking young.
LORELAI: Wow, hope she’s not kosher.
BOOTSY: I don’t know, doesn’t say here.
Ivana Trump (born Ivana Zelníčková in 1949) is a Czech-born American businesswoman and former model who was the first wife of Donald Trump, now the US president. They were married in 1977 and divorced in 1992, and he was her second husband. She has married twice more.
After her divorce from Trump, Ivana began selling her own line of clothing, jewellery, and beauty products through home shopping channels, wrote several novels and a self-help book on surviving divorce, had her own advice column, and bought up interests in Croatian media.
The story about pig’s gland being injected into her butt every two weeks seems to be fictional, but in line with the ideas of what silly, vain, and very wealthy socialites might get up to. Ivana Trump is not Jewish, and therefore not kosher.
The reference to the much-married Ivana may be a hint to Lorelai that marriage does not always last.
This is our introduction to a new character, the news vendor Bootsy (Brian Tarantina). We never learn Bootsy’s real name, or why he was given the nickname Bootsy. The name might remind you of singer William “Bootsy” Collins from Bootsy’s Rubber Band; in his case, his mother nicknamed him Bootsy because “he looked like a Bootsy”.
The Annotated Gilmore Girls 