MovieChat Forums > Gilmore Girls (2000) Discussion > Rory should have lost her virginity to ....

Rory should have lost her virginity to ...


That Rory lost her virginity with Dean are among the worst that happened on the show. Honesty - she should have slept with Jess .
I dislike Logan, but it would have been better if it had happened with him instead of Dean. Or why not wait for her wedding night?
What do you think?

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I hated her and Dean's reunion in season 4-5, it was so unnatural and by that point I don't imagine anyone was particularly invested in their relationship.

I made me lose the last bit of respect I had for Dean, and it made me even more annoyed with Rory than I already was.

Apparently she is so irresistible to the opposite sex guys like Jess will go on a year long mission to try and steal her away from her current boyfriend and married men like Dean will disregard that she once dumped them for someone else and cheat on their wife with her.

Realistically and in a more interesting spin for the show, she should have slept with Jess - they had the chemistry and the sexual tension. Her and Dean doing anything else than holding hands made me uneasy..

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But if she had slept with Jess it would have made his leaving without telling her all the more painful.

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She shouldn't have slept with a married man. But it was entirely realistic and would have been good for the story and made Rory more interesting if the writers weren't still obsessed with presenting Rory as perfect. Beyond avoiding people who are currently in relationships, I'm not gonna tell anyone who they should have sex with.

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These aren't real people though, we are discussing how the show was written...

No doubt we wouldn't be talking about someone's actual sex life like this.

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Yes, but even in fiction I don't think a character's virginity is something to be coveted or focused much on. What Rory did was wrong. But saying she should have had sex with Jess I think is a misguided perspective, because she simply wasn't ready to have sex with anyone at that time.

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I do think the whole Dean story arc was awful, but I don´t get why she still should be a virgin. She wasn´t raised that way. But then again, with a mother like Lorelai as role model, and Rory is often very thoughtless, and was still in love with Dean.

Jess was awful to her as a boyfriend, so I´d vote for Logan or another man, but we can´t change history.

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Or why not wait for her wedding night?


Why yes?

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If she waited for her wedding night, she would still be a virgin at 32. Given that Rory isn't even a bit religious, I don't see what her motivation would have been for waiting for marriage to have sex.

I would have preferred if her first sexual experience had been with Logan when she was 20. I know that's late for most people, but she didn't start dating until she was 16, so for her that would be realistic. Logan was her first adult relationship with a guy, so he should have been her first. I'm glad she didn't have sex with Jess abd I wish she didn't have sex with married Dean.

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I know that's late for most people


Not for ones like Rory. Shy people are often lucky to get any sexual experience at all, even the good-looking one.

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That's why I said it would be late for "most people" but realistic for Rory. But staying a virgin until marriage would have been completely unrealistic for Rory, she was not at all religious or bound to "traditional" values, we see that very clearly when Emily had the minister over for dinner to have the abstinence talk with her. And she was considerably less introverted during her later college years.

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And she was considerably less introverted during her later college years.


You can't become less introverted any more than you can become less left-handed - it is how your brain and nervous system are wired permanently. You can, however, attain better social skills and become more outgoing on the surface.

As for having sex with Jess at the party or in the car - seriously?? Too seedy and uncomfortable for a first time, and no chance to relax properly which is a must for a girl if PIV's involved. Yes, I know that teenagers have lots of awkward sex in such locations all the time, but you should really make proper effort for the first time. And there are contraceptive needs which are best taken care of beforehand.

I have no issues with the choice of guy, and her own bed and the quiet atmosphere of being at home alone felt right for Rory. It's the marriage part that makes it awful...

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We're talking about a fictional character who was written differently, and written by different writers later on. Rory definitely became less introverted in seasons 5-7. A shy little book worm wouldn't have suggested to her rich boyfriend that they take and joyride someone's yacht. She also wouldn't have become a leader of a gang doing community service. Rory became more outspoken with her parents and grandparents; became Yale editor; organized and ran DAR functions; attended parties of large groups of people with Logan; aggressively pursued employment with the Eagle Gazette; and I'm sure there are many other examples of Rory coming out of her shell. I don't think we can deny that Rory's character was written differently in the later seasons than in the first four. We can either say her character evolved as it might for a young woman in her circumstances in real life, or say it was unlikely she would have changed that much in real life--but the changes are real. Also, one's personality is fluid. I've taken the Myers Briggs test at different times in life, and it's come out with different results. I think the last time I was almost even between extrovert and introvert, whereas years ago I was a definite introvert. That's why personality tests older than ten years are considered to not accurate.

But Jess left soon after that fight. Rory would've been devastated and I don't think her first time should be in a car or in some guy's bedroom at a party. Rory would've hated sex like Lane if she slept with Jess.

Perfect, I agree completely with you. I'm glad Rory didn't have sex with Jess, she wasn't ready for that level of intimacy (it was still difficult for her to even say "I love you") and Jess was very unreliable and would have broken her heart even more when he left. I think the only fans who wanted Rory to have sex with Jess are the diehard Jess fans, and they're not taking into consideration who Rory was written to be the first four seasons.

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Also, one's personality is fluid. I've taken the Myers Briggs test at different times in life, and it's come out with different results. I think the last time I was almost even between extrovert and introvert, whereas years ago I was a definite introvert.


You may be an ambivert - it's uncommon and truly the best of both worlds. Myers Briggs doesn't have a category for it, however, and that could explain the oscillating results.

Sounds like the new team of writers might've mistaken Rory for a shy extrovert instead of an introvert.




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Rory was shy but she wasn't that shy. She was still highly social, wanted to date, had obvious sexual attractions, was very attractive herself and became these things even more so as the series wore on and she didn't seem the least bit religious. No way she would have waited until her 30's to have sex. And no way would it have fit what this show is.

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Rory was shy but she wasn't that shy. She was still highly social, wanted to date, had obvious sexual attractions, was very attractive herself and became these things even more so


It's not as if shy people don't have a personality, social needs, a sex drive and all look like hideous beasts. It's just that there's a higher price to be paid for satisfying those needs in terms of mental and physical anxiety, so they're likely to be more cautious and hesitant. Agree that marriage has zero to do with this.

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I just think it's so stupid that Rory didn't sleep with Jess when she had the chance . I think Rory should have gone for it at the party, when it was heating up. Or they could have gone out to his car.
But as Rory still said no to it , I think she might as well could have continue running on this Christian style and wait until the wedding night . Remember - God can judge you for your actions even if you are not Christian.

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But Jess left soon after that fight. Rory would've been devastated and I don't think her first time should be in a car or in some guy's bedroom at a party. Rory would've hated sex like Lane if she slept with Jess.

"When life gives you lemons"
Jessica D: sleep with their fathers and have secret lemon children 

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Rory didn´t want to have her first time in someoneelses bedroom, at a party with dozens of people and god-knows who walking in. She also felt that something wasn´t right with Jess even before the party. So i understand why she didn´t do it then and there with Jess.

There is a difference between "I don´t want to have my first time in a crappy environment, with the boyfriend I am having trouble with" and "I want to safe my virginity till marriage" - That has nothing to do with being an introvert.

Still, it would have been unrealistic to wait until your wedding night, just with the argument that she is shy.

I know a couple of shy, more introverted people who still slept with someone way before the wedding night. The just usually don´t go actively out looking for adventures, like extroverts more often do.

Remember - God can judge you for your actions even if you are not Christian.


Rory never cared for religion and showed no interest, so why would she wait? Your little quote is may influence an agnostic, but Rory was more like an atheist.

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I doubt God would judge Rory for pre-marital sex. He would be more likely to judge her for being self-centered, too prideful to receive criticism, unwilling to accept the full responsibility for her mistakes, and of course, sleeping with a married man and breaking up his marriage.

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I would've preferred Marty, as a one night stand.

Maybe in a scenario where Dean refuses to cheat on his wife, she goes back to Yale or the general vicinity and runs into Marty. One thing leads to another, and she loses her virginity on a whim. I don't think it would or should have led to she and Marty dating, and they would end up in an awkward place where he is in love with her and she is not. The rest would progress more or less like it did in canon with Rory falling for Logan eventually. This situation also would've helped make the Lucy drama in s7 make more sense, that Marty wouldn't want his girlfriend to find out about his one night stand/weird one-sided romance with Rory.

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Some of these posts are mirroring the things this show made fun of (I'm thinking particularly of the reverend in "21 Is The Lonely Number").

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I thought the Dean reunion and sleeping with him was a fantastic plot point, tbh. It showed a different side to Rory and Lorelai. Very deep stuff imo. Sherman-Paladino knew what she was doing. You dare doubt the almighty?

CDEGFEDCC. (Shhh!)

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