For as long as they've known each other, Karen was the one Grace went to with her relationship troubles. When Leo Markus came along, Karen instantly hated him. But as time went on, and she helped Grace through all of the things Leo put her through, she started to realize her reasons for hating him went deeper than she thought. And she started to realize her own feelings for Grace.

It's Valentine's Day, and Karen wants to finally ask Grace out on a date.

"Somewhere in heaven." Will said to the stranger next to him. "Somewhere in heaven there's a designer, a socialite and an actor reeking havoc on the afterlife."

Jack and Karen stumble into a life they never expected.

Once upon a time, Grace and Karen accidentally created a holiday tradition in Grace's hour of need. Fourteen years later, after they let that tradition fall to the wayside, Grace decides to dust it off and give Karen a reason to smile.

Grace finally realizes why it feels so good to hear Karen call her "Honey."

This thing (whatever it is) between Will and Jack is so new that they're hiding it from Grace and Karen. Both men, however, are aware they need to discuss their future.

What happens when a mysterious man meets Karen at a bar? What hapens when they realize that man is also Jack's son?

Drabbles containing moments between Karen and her stepkids throughout the series (both old and new!). Chapters in no particular order. Prompts welcome!

Jack tries to help Karen deal with the loss of her husband.

Continuations and variations of the many Jack and Karen moments throughout the series. Rated T for now

Jack's incident with a stripper at a party leaves him lost and confused. Karen tries to help him out.

Part 2 of the Friend's Shouldn't Kiss Like We Do series. Karen is pregnant and Jack is the father. Rated T (for now)

Reality sets in as Karen has to deal with the fact her and Jack can never be together in the way she longs for.

It's Jack's turn to take care of Karen when she needs him most.

Inspired by the season 8 episode, "Forbidden Fruit". The first part of this story follows Karen as a new mother and the second part follows Karen's relationship with her daughter as she grows up and begins to discover herself and who she wants to be. In progress and still actively updating!

Karen witnesses the breakup between Grace and Nathan and does what she can to make Grace feel better. Just a little fluffy :)

ESCORT AU Grace has a wedding to attend and no one to go with, but Will is too busy to go with her. However, he has a friend who owes him a favour, an escort he knows as K. Grace is desperate, and accepts, but what will happen when she finds out K is not exactly what she imagined? Grace/Karen

Will and Grace unexpectedly switch lives in a Freaky Friday style body-swap. Because why not? [WIP]

Jack's been in love with his best friend for thirty years but gave up hope a long time ago that Will would ever love him back

Will adjusts back into his life with living with Grace, but still misses, as Karen put it, his swarthy man in uniform.

A look into the past after the reveal of the forbidden room... then, jumping ahead to the present where Karen receives some unexpected but very welcome visitors...

Grace has gotten a wedding invitation but doesn't want to go alone as the sad single woman, so she invites Karen to come with her. Karen is in the middle of her divorce with Stan and is dreading to go with Grace and spend multiple days with her because of her feelings towards her boss. / the characters looks/ages are from season 4(ish)

This is the story behind the scene in Season 4 Ep 12 'Jingle Balls' where Karen asks Grace why they don't have an office Christmas party, and Grace responds "Because last years was a disaster. You got drunk, told me you loved me, and kissed me in the service elevator." Grace/Karen

Episode tags for every episode of Will and Grace, mostly focusing on Karen, and her relationships with the other characters. Mostly follows canon, but will diverge in places.