Who is the first boy Rory sleeps with?

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.

Who does Rory lose 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.

What guys did Rory sleep with?

When Rory slept with Dean, she told her mom. When she started dating Logan, she let Lorelai know that she and Logan were intimate.

Who did Rory have a one-night stand with?

The Wookie — The One-Night Stand

Rory and the man in the Wookie costume hook up towards the end of the Spring episode in May in Gilmore Girls: A Year in the Life.

Who was Rory Gilmore's first boyfriend?

Dean Forester 0/10

Despite being Rory's first boyfriend, this man was a walking red flag. From getting in fights at Rory's school dance, to being stoked on her dressing up as 1950s housewife Donna Reed to cook him meatloaf, to cheating on his wife with Rory — he was toxic, toxic, toxic.

Rory Sleeps With Dean|Gilmore Girls

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).

How many boyfriends Rory had?

Longtime fans of Gilmore Girls will note that historically Rory had three prominent boyfriends during the original run: Jess, Logan, and Dean.

Who got Rory pregnant?

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.

Who did Rory love the most?

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. His "Ace" nickname has also gained him points because it's so cute.

Does Rory 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.

Did Rory ever date Tristan?

Together. Never dated. Kissed once, Tristin had feelings for Rory and she was a little interested later on, but never acted on it.

Did Rory sleep with anyone?

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). Not long afterwards, Lorelai returns home and sees the two hurriedly exit Rory's bedroom.

Who did Rory see kissing?

Episode Info

Richard and Emily invite Lorelai and Rory to their fancy tailgate party at the Harvard-Yale game; Rory is shocked to see Paris and a distinguished professor (Michael York) kissing.

How many times does Rory cheat?

Furthermore, while Rory is something of a serial cheater, she never cheated on Jess either. She did cheat on both Dean and Logan with Jess, which is not great, but it does prove that she was happiest with him and couldn't resist coming back. Most importantly, Jess was always faithful to her.

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.

What mental illness does Lorelai Gilmore have?

Dependent Personality Disorder in Gilmore Girls.

Who was the best boy for Rory?

Logan Huntzberger (Matt Czuchry) may not be the greatest guy in the world, but he's the best match for Rory out of the men she dates.

Who ended up dating Rory?

After finally ending their years-long affair as Logan is marrying his heiress fiancée, Rory discovers that she is pregnant and it's implied that Logan is the father. It is unclear whether Rory will tell Logan about their child or in anyway involve him in their kid's life.

Whose marriage did Rory ruin?

I often see posts and comments about how Rory was the absolute worst for 'breaking up' Dean's marriage, and I won't explain my belief that someone else can't break up your marriage in case you ask them or let them any further, but I honestly wish people could allot more of the blame to Dean and actually hold him ...

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."

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.

What does Rory name her baby?

He also explained how he and Erica settled on the name for their daughter. “We just really liked it,” said the Northern Irishman “I have a cousin of mine, her daughter is named Poppy.

Why does Logan call Rory Ace?

Logan Calls Rory Ace Because She's A Reporter

Logan calls Rory "ace" because she's a reporter at the Yale Daily News and he knows that she wants to pursue this professionally.

Why didn t Rory marry Logan?

Rory made the right choice when she said no to Logan's marriage proposal because she was able to continue on her career path and follow her heart.

Who was Lorelai's best boyfriend?

1 Max Medina

Luke Danes may be Lorelai's soulmate, but that doesn't necessarily make him the best boyfriend she's ever had. That distinction instead belongs to Max Medina, Lorelai's boyfriend and eventual fiance – who also happens to be Rory's English teacher at Chilton.