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Lets try to get an outline going first. I will try to get a brief one finished by this weekend.

Baloo's Background: Orphaned as a young teenager and raised by his Uncle Moe, Baloo's elementary education was interrupted by the death of his parents. Uncle Moe takes in his orphaned nephew but being a pilot he was always on the go. He didn't have the heart nor the money to send Baloo to reform or military school where Baloo could have finished his education. Uncle Moe simply takes young Baloo with him because there was no other option. Uncle Moe is an old bachelor and a little rough around the edges but he has a good heart.
Baloo grows up around planes . Flying feels natural and free and Baloo was quite talented. On cargo runs and at airports Baloo continues his education on his own. On the night that Baloo is going to tell his uncle he passed his college exams Baloo gets the message that Uncle Moe is dead. Moe disappears in a storm and his plane is never seen again. Baloo turns to the one thing he knows how to do. He becomes a pilot to feed and clothe himself.
Baloo describes himself as a "big picture" kind of guy. He is not very organized. He has hundreds of parking tickets but does not see the tickets as anything that the cops would want to mess with (small potatoes) and therefore dismisses them. So when Mr. Cunningham goes to the police station to check up on Baloo's background he finds that Baloo has a warrant out for his arrest. Mr. Cunningham being the legalistic upstanding citizen that he is looks down his nose at Baloo. He assumes that either Baloo is to poor to pay them or to lazy. Anyone who is poor or lazy has no business with his daughter. Mr. Cunningham doesn't consider Baloo a worthy suitor and is very vocal about it.

Ex Employee: Disgruntled personal assistant that Mr. Cunningham fired shortly before his trip to Cape Suzette. Male or female? Hooks up with with the Air Pirates to hold Rebecca for ransom. Ex-employee wants restitution for being fired. Air Pirates turn on ex-employee and Baloo saves him/her.

Basic Outline
Surprise--Meeting of the Parents, The Cunningham's shock at Baloo, Mr. Cunningham's disapproval of Baloo, Mrs. Cunningham talks to Rebecca about her feeling for Baloo, Meanwhile Mr. Cunningham goes to the police station and uses his influence to dig up records on Baloo, Clerk is not forthcoming but mentions a warrant out for Baloo, Mr. Cunningham's vocal about his dis-like of Baloo, Rebecca tries to ignore him, Baloo over hears their conversation and gets depressed, goes to Louie's to nurse his wounds, criminal snags Rebecca while she is on her way home, Mr. Cunningham and Baloo have to work together to save Rebecca, Baloo is redeemed in Mr. Cunningham's eyes

I love the stuff for Baloo's background I mean its genius the parking tickets and the warrant. I also love the Mr. Cunningham part with the police station, and the criminal snatching rebecca. I had an idea about the warrant part wonder if the tickets were from baloo's younger days and he had already did time. I had a vision I wanted to draw out the other night of baloo but I suck at drawing. I invisioned a young looking baloo with a small looking tatoo that looked like something that would be a jailhouse design but he had it on his left shoulder so no one would ever know that he had done time. I was wondering if maybe you could do a rough sketch or if you think its a good idea. So far I'm writing it where Rebecca's parents come for a surprise visit and the crew along with her parents go on a pinic to Lake Flaccid and Baloo's in swim trunks playing with the kids and that's when her parents notice the tatoo.

What kind of tatoo would I do? I had a dream last night that Baloo was about 19 to 21 and fell in love with a girl (in my dream it was a skunk) who was 18 and preparing to go college. The girl's father tells her that Baloo doesn't have a future. She on the other hand is bright and capable and going to college. The girl's father forces her into telling Baloo good-bye. This memory opens up old wounds for Baloo when he overhears Rebecca's father tell him he is not good enough and goes to Louie's to soak up old wounds of course Louie was there when the rejection happened the first time.

I like the idea about him falling in love because that is how I planned to start the story. For the tatoo I was thinking of something like a naked mermaid or a traditional looking tatoo. If he had done while he was locked up for a jailhouse tatoo it would have to not look like a professional tatoo. Or I was thinking that he could have his former flames name tatooed or it could be a tribute to his uncle moe. I really think it should be a jailhouse of a joker I don't really want it to look violent because I don't think it's in Baloo's nature to fire a gun.

I think that the former love should be in his young years, shortly after his Uncle Moe dies kind of like a double whammy. What should her name be? Let me think about what I should put on there for a few days. I have about 3 projects ahead of that. I have a gamebook, a Rebecca and Baloo picture, and one more for a friend. I amy just do a really quick sketch of i to get it out of the way. I may have less time on my hands as I will probably be looking for a new job.

I like the idea of him falling in love after Uncle Moe dies. I had a dream last night where the former flames name was Mary Firestone. As for the tatoo put whatever is easiest to draw. I'm in no hurry for the sketch because I'm working on this story in my free time because I'm a full time college student.

It came to me today for the perfect Baloo tatoo since he's a pilot how about instead of a joker an eagle on his left shoulder

Okay, here is some of the work that I have finished. A color picture of the girl, I did envision her as a skunk (tell me other wise) and a very quick sketch of a younger Baloo, minus his weight. I have yet to draw a close up of him and the tatoo. I don't know what clothes to put on him.

The girl picture

Very nice pics

I look forward your fanfic, ts_lover2008. I hope you can start writing soon

I like both pictures especially the girl shunk. Thats fine with the younger Baloo do it when you have time. I am hoping to start writing the story very soon.

I tried to draw a picture of what I thought Rebecca's mother would look like. It came out looking more like an older Molly. Does anyone have any suggestions on how to age her? or do you think it just looks to much like Molly and I need to scrap her. I was trying to give her a family resemblance.

I think that's very good And well, sometimes physic jumps one generation, so she may very well look like Molly.

I guess your right. I look more like my great grandparents instead of my parents or grandparents. Heck, I have niece with red hair. Noone on either side, with in memory has red hair.