Hey guys! So, I have had this idea for a while, and I wanted to write it since it's still fresh in my brain. I don't know if any of you have watched or heard of Bosom Buddies (Tom Hanks's show...only 2 seasons), but it's hilarious, and his name was Kip. He also lived in New York. I got this great idea that he could somehow have ended up being Chandler's roommate. It's sort of a crossover with Bosom Buddies I guess. Anyway, picture a very young Tom Hanks as Kip, and we're all set! Happy reading! My apologies if this has been done already!

Chandler Bing had no idea the dire consequences of inviting Kip Wilson into his apartment to stay while he recovered from his break up with Sonny. He had met the man in the bar downstairs, and he was actually in tears and worrying about where he was going to go because his roommate and friend, Henry, was off and getting married, and Kip couldn't afford to stay where he currently was. Chandler had been intrigued by the whole dressing up as women thing to get cheap rent (and had laughed when Kip said it fell flat after a year and they eventually had to move out), and he sympathized when Kip explained how it all fell short with Sonny. Chandler needed someone to help him pay rent, so he offered his apartment. Kip had been ever so grateful, and Chandler had felt good. Until now.

It was 1990, and Monica was making eyes at Kip from across the bar. For some reason, this irked Chandler to no end.

"Can I get you another beer, Kip?" Monica asked.

"Sure," he grinned at her. He winked at Chandler, who mimed vomiting once Kip had turned away. Kip was a little older than they were at 28, and Chandler felt that Monica should go for a man closer to her age, not someone older. She was only 21 for crying out loud!

"Thanks, doll," Kip said, touching her hand after. Chandler closed his eyes. When Kip had gone to the restroom half an hour later, Monica went over to Chandler at his bar stool.

"I think I like Kip," she blurted out.

"No, really?" Chandler asked, sarcastic.

"Chandler! He's super cute, and I think he's into me too."

"You think?"

"Stop it," she laughed, swatting at him. Chandler downed more beer in response.

"He's a writer," she went on. "I love writers. He's sensitive. He's kind and caring. He loves his parents. What more could I ask for?"

"Someone who didn't used to pretend to be a woman to get cheap rent?" Chandler asked.

"You're only sore cos you didn't think of it first," Monica scoffed. "And it was originally Henry's idea, not Kip's."

"Cos that makes it better," Chandler said, rolling his eyes.

"Look, can you just let him know I'm interested? It would mean a lot to me," Monica said, biting her lip. Chandler sighed.

"Fine," he agreed. She hopped a little and raced back to her chair where Phoebe was waiting before Kip returned. Ross entered then before Chandler could say anything.

"Hey," he said, plopping down beside Chandler. "What's up?"

"Aren't you too married to spend time with us?" Chandler asked. Ross had recently been married to Carol, and he was successfully rubbing it into their faces.

"Nah. Carol's out with friends anyway," Ross replied. "Thought I'd come hang out with you guys."

"A pity, nothing better to do hang out then," Chandler said.

"What's with you?" Ross asked.

"Yea, man. You're a little sour," Kip chimed in.

"Bad day at work," Chandler lied.

"Ah, yes. The processing of numbers is the hardest career I've heard," Kip teased.

"Shut up," Chandler muttered.

"Hey, Ross," Kip started. "What would you say if I asked you permission to date your sister?"

The beer that had been in Chandler's mouth was now spewed all over the place. Both Ross and Kip stared at him.

"There was a bug," Chandler said, gesturing. He wiped at his mouth. Kip had some nerve!
"Um, I...I dunno," Ross admitted. "It's kinda weird."

"Good weird?" Kip asked. Ross hemmed and hawed for a moment.

"I like that you asked before doing it," Ross said. "I also like you. I don't see anything wrong with it. Just don't break her heart or I'll have to kill you."

"Ha, okay," Kip snorted. He clapped Ross's shoulder as he hopped off his stool. "I'll be back."

"Wait, here? Now?!" Ross asked, appalled. Chandler snickered. The awkwardness was amazing, and Chandler thrived off of other people's awkwardness.

"Hey, Mon," Kip said, going over to her and leaning against her table. Phoebe was off dancing with some guy she'd just met, so Monica was alone for the moment.

"Yea?" she said, shivering. He was so close to her.

"I was wondering if you wanted to go out with me sometime," Kip said. Monica felt her heart race. Thank God for Chandler! He actually pulled through for her, or so she thought.

"I...I would like that," she smiled. He smiled back and touched her cheek.

"That's great. How does tomorrow night sound?"

"It sounds perfect," Monica gushed.

"Awesome. I'll pick you up at six," Kip said, still smiling. He went back over to Ross and Chandler, giving her a wave over his shoulder.

"Just like that?" Ross asked.

"Just like that," Kip answered.

...

"Dude, I don't know how I feel about this," Ross said, pacing Chandler's apartment. It was the next day, and Kip was out getting flowers for Monica. Chandler was sitting on the stool watching Ross freak out.

"He's a guy dating your sister," Chandler said. "What's wrong with that."

"It's a guy dating my sister!" Ross shouted. "She's my little sister! I'm supposed to protect her."

"Ross, it's Kip. Crossdressing Kip. Remember? She'll probably dump him within the week," Chandler snorted. He hoped so at least. Things could get really awkward around here if they dated longer than a week.

"Right, right, and that's why it's weird," Ross said. "That right there!"

"Chill, dude," Chandler said. "He's straight. I have the moan memories to prove it."

"The...what?" Ross asked.

"Nevermind. Just relax and let the kids have fun," Chandler said.

"That's another thing. He's seven years older than her," Ross ranted.

"He's wise."

"He's experienced," Ross corrected.

"Just let it go. I'm sure Monica has had some experience too," Chandler said. He immediately regretted the words when he saw Ross go paler than a sheet of paper.

"Y-y-you had to say that," he choked.

"Ross, buddy, hang in there," Chandler urged. Kip returned then, and Ross turned to face him.

"You're really going through with this?" Ross asked.

"Um, yea. That was the plan," Kip replied. "You okay, buddy?"

"Just...fine," Ross answered, sitting down on the stool beside Chandler with such force even Chandler moved a little.

"Great! I'll be back by 11. Or maybe later," Kip winked. Both Ross and Chandler felt sick as Kip went out the door and over to Monica's. This whole thing was gonna be a disaster.

...

"I had a really great time," Monica said. They were standing at her door, and Kip was hovering. She knew what that meant. Monica had kissed a guy before. Sort of. When he leaned in and touched his lips to hers, she felt a feeling she'd never experienced before. Maybe it was love.

"Wow," she said after.

"I know," Kip agreed.

"Will I see you again?"

"I live right here," Kip laughed, pointing at his door.

"I know. I'm just overwhelmed," Monica laughed nervously. He kissed her again.

"I will see you again, and again and again," Kip promised. "You better go inside, though. I don't want to give you the wrong impression of me."

"Okay," Monica laughed again. He touched her face before she went inside.

"Someone's in loooove," Phoebe commented from the couch. She was grinning, though. Monica grinned back. Perhaps she was.

...

"So, how was it?" Chandler asked. He didn't really want to know. It just seemed like something to say after your roommate went on a date.

"It was amazing. She's amazing. Oh my God! I think I'm in love," Kip said, swooning.

"I see," Chandler said.

"I'm gonna go to bed and relive that entire evening," Kip said, doing just that. Chandler was left alone in the middle of the apartment wondering just what was going to happen next.

I only have one request: Don't make predictions or guess what I'm going to do with the story. It ruins the story if your guess turns out to be my original idea and then I will feel I can't write the story anymore cos it looks like I took your idea even tho it was already mine. Sorry if that's confusing. Thanks!