A popular one is 'Chuck's Redemption through the OC'. In this fanfiction, the OC is a kind - hearted social worker. She enters Chuck's life and helps him on his journey of self - discovery and redemption. It shows a different side of Chuck and how he can change with the right influence.
There's also 'Chuck and the Mysterious OC'. This one delves into a more mysterious side. The OC has a secret past that slowly unfolds as her relationship with Chuck progresses. The story is full of suspense and the chemistry between them is really well - written.
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.
One great Blair and Chuck fanfiction is 'The Redemption of Chuck Bass'. It delves deep into Chuck's journey to become a better man for Blair. Another is 'Blair's New Beginning with Chuck' which shows their relationship after overcoming many obstacles. There's also 'Chuck and Blair's Paris Adventure' that takes them on a romantic escapade in Paris.
In the fanfiction 'Chuck's True Love', the OC named Lily is very well - written. She's a confident businesswoman who matches Chuck's wits. Their interactions are sharp and engaging.
There's also 'A Newcomer in the City'. This fanfiction has an OC who comes from a different background and has a whole new set of values compared to the regular Gossip Girl cast. It makes for some really engaging drama as she clashes with the old social order.
A really popular one is 'Chuck and Serena: The Redemption Arc'. In this, they both have to face their past mistakes and grow together. There's also 'Chuck and Serena: A Different Path' which shows how their relationship could have developed if they had made different choices in the show. And 'Chuck and Serena: The Unbreakable Bond' that focuses on the strong connection between them that endures through all hardships.
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.
One great fanfiction could be 'Chuck and Blair's New Beginning'. In it, they face the challenges of pregnancy with their usual charm and tenacity. It shows how they grow together and prepare for parenthood, all while dealing with the Upper East Side drama.
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 popular 'Gossip Girl Chuck Blair' fanfiction is 'Chuck and Blair: The Reunion'. It picks up years after the show ended and shows how their relationship has evolved over time.
A really cool storyline could be Chuck and Nate going on a road trip together in the fanfiction. They leave the Upper East Side behind and encounter all sorts of new people and situations. It gives them a chance to grow as characters outside of their usual environment and reevaluate their friendship. They might face challenges like getting lost, running out of money, or having car troubles, but through it all, they support each other.