"Gilmore Girls" The Party's Over (TV Episode 2004) - IMDb.
Because of everything Rory and Jess went through, if the baby was Jess', it makes sense that we would have seen something alluding to him and Rory sleeping together. Since this did not happen, we can conclude that Jess is most likely not the father of Rory's baby.
Season 4: Rory Loses Her Virginity To Dean
They both, however, have difficulties in their personal lives and are eventually drawn back to one another.
The two went into a bedroom to talk, but when things got a little too steamy, Rory pushed Jess off of her. This resulted in Jess getting aggressive and putting Rory in a tizzy. She left the bedroom crying. When Dean saw Rory so upset, he knew it was because of Jess and a brawl started.
Dean dumps her very loudly and publicly at the town dance marathon, and Rory and Jess can officially be together. Jess and Rory start dating in the season 3 episode "Let The Games Begin."
“If it was Paul, she would've had a baby in the fall ... If it was the Wookiee, she would've been about to burst.” As for fans who hoped that Rory's first love Jess (Milo Ventimiglia) somehow impregnated her, Campbell quickly shoots down that idea.
until now. Thanks to costume supervisor Valerie Campbell, we know it's none other than Logan Huntzberger. The costumer supervisor for A Year in the Life (who also worked as a key set costumer on Gilmore Girls) finally answered the question that's been on fans' minds for years.
Dean Forester
He is Rory's first kiss, first boyfriend, and later on, first sexual experience. Rory and Dean have a sweet relationship at the beginning— cue their adorable first kiss at Doose's Market —but it all comes to a crashing halt when Dean breaks up with Rory because she doesn't verbalize that she loves him.
Rory is initially drawn to Jess because of his intelligence. She is attracted to his intellect and personality, finding him interesting and admirable even; he barely tries at school yet is far more knowledgeable than every other student.
The two broke up when Jess ran away for a new beginning with his dad in California — completely ignoring Rory's feelings. After not seeing each other for years, Jess showed up at the Gilmores where he asked Rory out to dinner to talk about his new book.
Rory is 32 now, twice the age Lorelai was when she got pregnant with Rory. Had this pregnancy put a stamp on the end of the original series, when Rory was in her very early 20s, it would not have felt as fitting as it does now.
Seven years after Netflix dropped Gilmore Girls: A Year in the Life, we finally have an answer to who Rory's baby daddy is, at least, according to the costume supervisor: It's Logan.
According to Sammons, Logan is Rory's best boyfriend — and it's not just because he calls her Ace. “Logan and Rory both show signs of high self-esteem, which helps them feel secure in themselves and their relationship,” she says.
From a boyfriend to a one-night stand to an illicit affair, A Year in the Life presents a few men who could be possible candidates, but all signs point to Logan being the father of Rory's baby.
Not: Rory Lost Her Virginity To Dean When He Was Married
While it made sense that Rory would feel safe losing her virginity to Dean, this scene happened when Dean was married to Lindsay. This is definitely an example of Gilmore Girls being negative about sex.
Rory and Jess exchange a kiss, but Rory tells Jess that she is still in love with Logan and only kissed him because she found out Logan had been with someone else while they were broken up. Jess is hurt at being used, but says that she can tell Logan something happened.
The first time he says I love you to Rory is in season 4 episode 13. At this point Rory is very much over Jess, other than the anger she has towards him, since he has been avoiding her the whole episode per the whole town's request.
Dean revealed that since his disappearance, he'd married a woman named Jenny and moved to Scranton, Pennsylvania. They had three sons and were expecting a girl.
Rory cheated on almost every single one of her boyfriends, except Jess. However, she did cheat on Logan with Jess — unbeknownst to him. During a fight with Logan, Rory went to Jess in Season 6, Episode 18 and kissed him.
Jess grew out of being an irresponsible, misunderstood teenager and into someone capable of loving Rory healthily and helpfully. Jess consistently proved himself to be the perfect boyfriend when he and Rory were not together because of the effect she had on him.
Rory Gilmore's decision to sleep with her married ex-boyfriend is one of them. Rory and Dean Forrester's clandestine hookups are largely blamed for Dean's divorce from Lindsay Lister less than a year after their wedding.
Rory doesn't end up with Jess, Logan, or Dean, who is married with three kids and a baby on the way. She ends up with a baby. Needless to say, it made for a polarizing ending that fans have been picking up for a while.
After it becomes obvious that Luke is very much not into the idea, they decide to nix the baby idea. Lorelai is down about it, but, as she says, such is life.
Longtime fans of Gilmore Girls will note that historically Rory had three prominent boyfriends during the original run: Jess, Logan, and Dean. But the game of “Best Rory boyfriend” is not a three-man race, so much as it is two men and a very tall baby.
They dated for a period of time but ultimately ended things. Although Jess wanted to get back together, Rory resisted, knowing it wasn't what she wanted anymore.