Page "Elaine Benes" Paragraph 25

* Elaine and Jerry had dated for a while before the show began.

They began dating in 1986 ( as revealed in " The Truth "; per " The Betrayal ", this would have been shortly after Jerry moved into his apartment and shortly after Elaine herself first moved to New York, suggesting Jerry was her first New York boyfriend ), then dated for three years up until 1990, indicating they began dating in mid-1986 and broke up in mid-1990 ( however this theory on their period of time together before the show started is made a little strange when in the episode " The Deal " Elaine states the two only had sex 37 times together, and in the same episode Jerry states he thought it was 25 times.

To assume the two only had sex 37 times ( at most, as stated by them ) in a 3 year span, although possible, seems incredibly far-fetched, not to mention their promiscuity on the rest of the show ; although it is certainly possible that the two had an on-again-off-again relationship ).

However, in two later episodes they consider making their relationship intimate again.

In season 2's " The Deal ", they create a set of rules whereby they can sleep together but remain only friends.

However, their theory is ruined when Elaine is furious over Jerry giving her $ 182 as a birthday gift.

In season 5's " The Mango ", Jerry is shocked to discover that Elaine had faked her orgasms while they were together.

Elaine isn't too concerned, but a bitter Jerry is unable to let it go and unsuccessfully demands another chance.

Ultimately, as they are about to bitterly part ways, she finally agrees to give him another chance " to save the friendship ".

Though the friendship goes back to normal, the attempt fails as Jerry is unable to perform.