Who does Rory lose her virginity to?

Rory losing her virginity to Dean at the end of Season 4 seemed like a pretty positive experience—except that, y'know, he was married at the time. But Rory's so oblivious to her own wrongdoing that she doesn't actually seem all that upset by the whole thing, so this probably qualifies as the best of the three.

Does Rory ever sleep with Jess?

The tragic history of Jess and Rory is not necessarily that they never consummated their relationship, but that that their relationship was never as serious as it would have needed to be to last.

Who does Rory sleep with first?

Rory and Dean almost share a kiss when he's working at the Dragonfly Inn, but they are interrupted before it happens. However, on the night of its grand opening, Dean finds Rory collecting CDs at her house, and they end up sleeping together (Rory's first time).

Does Rory lose her virginity with Jess?

While I was growing up, I never really noticed this problematic trend. Considering that I was 10 years old, it made sense that Rory's first kiss with Jess made my heart melt, but Rory losing her virginity to Dean was extremely awkward, especially considering that my mom was sitting on the couch next to me.

Does Rory get pregnant by Jess?

Jess — Not the Father of Rory's Baby

Although Rory and Jess (Milo Ventimiglia) seem close in these episodes of Gilmore Girls: A Year in the Life and have nurtured an endearing rapport, throughout the original series and the new miniseries, the two have never been sexually involved.

Rory Sleeps With Dean|Gilmore Girls

Who is Rory pregnant with?

Valerie Campbell, who worked on 2016's Gilmore Girls: A Year in the Life, has declared in a series of TikTok videos that Logan Huntzberger (Matt Czuchry) is the father of Rory's (Alexis Bledel) baby, ruling out the forgettable Paul (Jack Carpenter) and the Wookiee that Rory had a one-night stand with in the series.

What episode dies Rory lose her virginity?

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.

Does Rory ever cheat on Jess?

Furthermore, while Rory is something of a serial cheater, she never cheated on Jess either.

Why did Rory reject Jess?

After the wedding, Jess visits Rory at Yale and asks her to run away with him. She declines because she says she no longer wants to be with him by saying "No' repetitively.

Who did Rory really love?

1. Logan Huntzberger

They had not one, but two meet cutes. Logan started off as a complete jerk, but his relationship with Rory makes you love him even more. He was always a great friend (and boyfriend) to her no matter the circumstance.

Who is Rory's baby daddy?

OK, let's bite. "The only obvious choice is — you guessed it — Logan," Campbell said. "If it was Paul, she would've had the baby in the 'Fall,' if it was the Wookiee, she would've been about to burst." That's right: The only possible dad to Rory's child is Logan Huntzberger (Matt Czuchry).

Who does Rory cheat with?

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.

Does Rory end up marrying Jess?

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.

Was Jess a bad boyfriend to Rory?

They were a cute couple who had the best chemistry, compared to Rory's other relationships throughout the series. However, Jess was still the “bad boy,” and occasionally he was not the best influence on Rory. I still argue that he never had malicious intentions to put Rory in harm's way.

Did Rory have a crush on Jess?

Jess And Rory Officially Start Dating (And Rory And Jess Break Up) Fans love Rory and Dean's Gilmore Girls episodes but once season 3 rolls around, Rory can't hide her romantic feelings for Jess. Dean dumps her very loudly and publicly at the town dance marathon, and Rory and Jess can officially be together.

Who is Rory's best boyfriend?

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.

Does Rory drop out of Yale?

In Season 5, Episode 8, Rory Gilmore makes the decision to not return to Yale for what would have been the fall semester of her junior year of college. Honestly, the first time I saw Gilmore Girls, I thought Rory was an entitled brat during Season 5 (which lowkey, I still think she is).

Did Rory lose her virginity to Logan?

Rory losing her virginity to Dean at the end of Season 4 seemed like a pretty positive experience—except that, y'know, he was married at the time.

Does Rory ever sleep with anyone?

Not: Rory Lost Her Virginity To Dean When He Was Married

It was too bad that Rory couldn't have had a more positive first time, as this was something that she cared a lot about. There was so much focus on when Rory would have sex since her mom wanted her to wait, and when she did finally do it, it was a bad situation.

Does Rory ever get cheated on?

Dean Cheated On Lindsay With Rory

When Dean and Rory began seeing each other while he was married to Lindsay, fans couldn't help but feel awful for his young bride. Rory gave Dean her virginity, and she made it seem like this was acceptable because she had Dean first.

Who does Dean end up with?

Beginning in Season 4, Dean appears less often on Gilmore Girls. However, he does have one more key plot line, as he eventually marries Lindsay.

Why was Gilmore cancelled?

Lauren explained that the possibility of returning fell through because "we were trying to find a way we [she and Bledel] could have a slightly easier schedule, and there was really no way to do that and still have it be Gilmore Girls."

Is Lorelai pregnant in season 5?

Healthy food is pretty much out of the question ... except, that is, when Lorelai's pregnant. In a Season 5 episode called “Blame Booze and Melville," Lorelai worries she might be pregnant with Luke's baby after she suddenly starts craving apples: something she only ate when she was pregnant with Rory.

What season does Rory find out she's pregnant?

Norman Mailer, I'm Pregnant! is the 6th episode of Season 5 of Gilmore Girls.