Season 5: Rory And Dean Get Back Together Rory and Dean officially get back together in season 5 of Gilmore Girls after Lorelai's shock that Rory would sleep with someone who was married.
Dean quickly leaves, and Rory and Lorelai get into a heated argument over Rory sleeping with a married man. The situation causes tension between Rory and her mother. Rory tries to talk about the situation with Dean the next day at Miss Patty's, but they have sex once again.
Dean is Rory's first boyfriend, and she later loses her virginity to him despite him being married at the time.
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.
Sex Positive: Rory Told Her Mom About Her Sex Life
When Rory slept with Dean, she told her mom. When she started dating Logan, she let Lorelai know that she and Logan were intimate.
He's also her first kiss and the man... In fact, Rory cheated on almost everyone she ever dated, form her very first relationship to the relationship fans were introduced to in the Netflix revival of the series. Rory cheated on... Across the seven seasons Rory has three serious boyfriends - Dean, Jess and Logan.
Season 4: Rory Loses Her Virginity To Dean
Rory has sex for the first time with Dean in the season 4 episode "Raincoats and Recipes." This definitely changes their relationship as after being exes for a while, they're now in a strange place where they realize they still share an attraction and real feelings.
But Valerie Campbell, a former costume supervisor on the show, has finally put all theories to rest and revealed the father of Rory's baby and it shouldn't come as any surprise to us. The father of Rory Gilmore's unplanned baby is… *drumroll*...Logan!
The paternity of Rory Gilmore's baby may be a mystery for many Gilmore Girls fans, but a show insider says the true identity is "very, very obvious." Valerie Campbell, who was the costume supervisor on Netflix's 2016's revival Gilmore Girls: A Year in the Life, says the father could only be Logan (Matt Czuchry).
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.
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.
Rory and Dean Forrester's clandestine hookups are largely blamed for Dean's divorce from Lindsay Lister less than a year after their wedding. While we get how Rory gets some blame for the whole situation, we don't think she was to blame for their divorce, not even a little bit.
Not to mention, she also cheated on Dean by kissing Jess, and got upset with Jess when he started dating someone else. What did you expect him to do, Rory? Adding on to all of that, Rory is unjustly rude to Jess' new girlfriend out of jealousy.
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.
Jess and Rory had more in common intellectually than she did with Dean. It was good for Rory to date someone who was on her level as they were able to have more interesting and intelligent conversations.
Yeah, things just got complicated. 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.
Norman Mailer, I'm Pregnant! is the 6th episode of Season 5 of Gilmore Girls.
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.
“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.
In a series of TikTok videos, Valerie Campbell — the costume supervisor on 2016's Gilmore Girls: A Year in the Life — unequivocally maintained that Rory's baby daddy is Logan.
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.
Across the seven seasons Rory has three serious boyfriends – Dean, Jess and Logan. They all have their strengths and a lot of weaknesses. However they're not the only men Rory is interested in. Throughout the series Rory goes on a number of dates and experiences multiple flirtations with a number of different guys.
No one in the show ever grappled with suicidal thoughts and actions. Rory had anxiety over tests and the future but never an anxiety disorder. Paris at times exhibited symptoms of obsessive compulsive disorder (OCD) and anxiety disorder, but those came and went and were assumed to be quirks.
Rory and Logan began dating in season 5 and broke up in season 7. They met in the courtyard at Yale her sophomore year and said goodbye at her graduation when she denied his marriage proposal. When the show returned 9+ years later, Rory and Logan are having an affair.
Lorelai did cheat on Luke because she said marry me now or never she didn't say the relationship was over. And Lorelai said several times Luke didn't want to marry her and Luke never said that he never wanted to marry her once in that entire series.