I really liked 'Jenny and Chuck's Redemption Arc'. This fanfiction takes the idea of Jenny and Chuck growing from their past mistakes. It has a lot of emotional depth and shows how they could have developed in different circumstances.
Chuck is also a great character in fanfiction. His complex personality, with his charm and ruthlessness, makes him a fascinating subject. Writers can delve into his past and how it shapes his actions towards Jenny.
A third common theme is secrecy. Given the nature of the Upper East Side society in 'Gossip Girl', many fanfictions have Chuck and Jenny keeping their relationship a secret at first. This adds an element of mystery and drama, as they have to hide their feelings and interactions from the ever - watchful eyes of the gossip - mongers in their world.
One great 'Jenny and Nate' 'Gossip Girl' fanfiction is 'The Unlikely Alliance'. It has a really interesting plot where they team up for a school project and end up uncovering secrets about the Upper East Side that the original show didn't explore. Another good one is 'Jenny's Redemption Arc with Nate'. This story focuses on Jenny's journey to redemption and how Nate plays a part in it, showing a different side of their relationship.
One interesting plotline could be Jenny trying to outwit Chuck in the fashion business. Since Jenny is interested in fashion and Chuck is a shrewd businessman, their interactions in this area can create a lot of drama.
There's a concept of an alternate universe where Jenny and Chuck are the ones running the Upper East Side instead of Blair and Chuck in some ways. This flips the script and shows a very different side of their characters.
I'd recommend 'Chuck and Serena: A New Start'. It's easy to follow and gives a good introduction to their relationship. It has a simple plot that's great for someone new to the fanfiction world.
There's also 'Chuck and Jenny: A New Chapter'. In this fanfiction, it's set a few years after the events of the show. Jenny returns to the Upper East Side, and she and Chuck cross paths again. Their old feelings resurface, but they have to deal with all the drama and gossip that comes with it. It's really interesting as it delves deeper into their characters' growth over time.
One great Serena and Chuck fanfiction is 'The Unspoken Rules'. It delves deep into their complex relationship, exploring how their individual personalities and past experiences shape their interactions. It has some really well - written dialogue that stays true to their characters from the show.
Serena also works well. Her free - spirited nature contrasts with Chuck and Nate's more calculated personalities. In a fanfiction, she could be the one who encourages them to step out of their comfort zones and do something adventurous, like starting a charity event together.
I'm not sure about the single 'best - known' author as there are many talented ones. But some of the more popular ones are those who have been writing for a long time and have a large following. You can often find them on fanfiction platforms where they get a lot of reviews and favorites.