Here's part one of my new fic. I stole the idea for this from the episode where Grace thinks the reason she has no interest in dating is because she's having too much fun with Will. I just turned the tables a bit and hopefully you guys will enjoy. Please let me know what you think, I thrive on input.

"Aw Jackie, don't be sad," Karen said as she put an arm around Jack's shoulder, "after all you and Enrique only knew each other for two weeks."

"Karen, two weeks is the longest I've ever been in love with someone."

"Here poodle, drink yourself a little happy!" Karen said as she poured two glasses of wine.

Several hours and three bottles of wine later Jack and Karen are sitting on the floor of Jack's living room.

"You know Karen, I date shallow men. I know it's hard to believe but it's true. Enrique couldn't get past the fact that I don't have a job and that I have no money of my own. Hello, that's why I was dating him, so he could support me! I'm not asking for much, just a man who can provide for me and support me in the lifestyle in which I'm entitled to."

"Aw honey, you'll find Mr. Right, I mean sure you've gone through just about every gay man in the tri-state area, but you're bound to meet him sooner or later."

"What about you Kare, how did you know Stan was the one man you were destined to spend the rest of your life with?"

"Well Jackie when you say it like that it sounds awfully depressing. I suppose I knew from the beginning, I mean I had never dated a man with such a big bank account before. When he showed me his stock portfolio I knew he was the one for me."

"See Karen, that's what I want. It's so romantic and natural; you're very lucky Karen."

"I know honey, but some day it will happen for you."

"And what if it doesn't Karen? What if I end up like Will? Angry, overweight and alone, I can't bear the thought of it."

"Jack you're not alone, you'll always have me. I know I'm no Enrique and I know my enormous boobs do absolutely nothing for you, but no matter what we'll always have each other."

"Ugh, it's worse than I imagined Karen, it's like we're Will and Grace. No, I won't stand for it; I will not become Will Truman. Karen, I don't mean to hurt your feelings but you need to leave. Thank you for trying to make me feel better, but right now I think it would be best if I were alone."

"What? You're kicking me out because you think we're turning into Will and Grace? Why you little bitch, I have half a mind to cancel all those gold cards I gave you!"

"Now Karen you're overreacting, let's just spend some time apart and see what happens. I think it would do us both some good if we didn't rely on each other so much."

"Alright Jack, I'll leave, but you're making a big mistake sister!"

Karen storms out of Jack's apartment and headed for the elevator. She quickly turned around and made her way to Will and Grace's apartment.

"Karen, what are you doing here?" Grace asked as she opened the door and let Karen into the apartment.

"That little boy bitch across the hall just threw me out of his life! Yeah, he said we were turning into you and Will and that we needed to spend some time apart. Can you believe that? Karen asked while wiping the tears from her eyes.

"Karen, what happened?" Grace asked as she handed Karen a box of tissues and motioned for her to sit down on the couch.

"We were talking about his love life and how he can never seem to date the right men and all of a sudden he's throwing me out. He said we rely on each other too much. After all I've done for him; he's just going to toss me out like last weeks garbage. We'll I'll show him. That backstabbing fairy has no idea what it's like to be on your own. Just wait till I get home and cancel his credit cards, his gym membership, and let's not forget the season tickets I got him to the day spa he's so fond of. May his pores enlarge and his skin wrinkle!

"Ok Karen, try and calm down. I'm sure it's just a misunderstanding. He's probably just upset about the breakup and needed someone to take his anger out on. I'll call Will and have him go talk to Jack when he gets home and see what's going on. In the meantime why don't you and I go out and get some dinner, ok?"

Grace called Will and filled him in on what had happened with Karen and Jack and Will promised to pay Jack a visit once he got home.

"So Jack," Will said as he entered Jack's apartment, "Do you want to tell me what happened between you and Karen?"

"What? How do you know about that?"

"She was upset Jack, she told Grace what happened and from what Grace told me, you really hurt her, I think she even cried. Hmm who knew Karen cried? Anyway, what's going on?"

"Well, I didn't mean to upset her and I certainly didn't mean to make her cry. This isn't about Karen, it's about me. I don't know, maybe I'm having a midlife crisis or something, but I think it's best if I stayed away from Karen for a little while. She's no good for me. We have too much fun. I swear sometimes I'd rather hang out with her than hook up with some hottie down at the boy bar. That's not normal Will."

"Ok well, what is it about Karen that you like so much? I mean, if you figured out what it is about her that makes you so happy it might help you find a man with the same qualities."

"So you're saying I should try to find a male version of Karen? Well hell if I'm going to do that I may as well just hook up with Karen! Wait a minute, that's it, that's what's wrong with me."

"What? What's wrong with you?" Will asked perplexed.

"I'm in love with Karen. It makes perfect sense. We're exactly alike, we adore each other, and she supports me in a way that no man could ever support me. I'm totally in love with her."

"Jack don't be ridiculous, you're not in love with Karen. You're the queerest queer I know, are you trying to tell me you're in love with a woman?"

"Well I don't know Will, but I'm in love with Karen."

"Ok Jack, let's do a little experiment here. Could you see yourself spending the rest of your life with Karen?"

"Yes, I'm in love with her."

"Ok, could you see yourself spending the rest of your life mixing alcohol and drugs for her?"

"Yes, I'm in love with her."

"Ok, could you see yourself making love to her?"

"Eww Will come on, she's a girl!" Wait a minute, if I don't want to have sex with her I guess I can't be in love with her. Ugh I'm so confused."

"Jack what you have is a hag. You're a lucky man my friend. You've got the best of both worlds. You're no more in love with Karen than I am with Grace, but you do love her and that's a beautiful thing."

"So I was right, we are turning into you and Grace."

"Jack why is that such a bad thing? Karen's done a lot for you and she deserves better than to have you kick her out of your life so you can work on your love life. If you ask me I think you're being a bit selfish."

"You're right Will, I should go find her."

TBC