Chapter One: The Inheritance

A/N: To the dozens of you who read the last story, welcome back! This story will be taking a deeper dive into Kit's character along with a ton of character development for Pamela Prowler. I'll also be introducing a new character who'll help change and develop Kit as he goes through this end-life crisis. Enjoy!

BTW: For those new here, despite this being the second episode of TaleSpin Today, it's the third story with these characters as this all started with a Zootopia/TaleSpin crossover story. Kit is near a hundred (retconned a little from the first story where he's 95 because I realized the math didn't add up). Kit went to the fountain of youth over ten years ago, looking to slow down, halt or reverse his aging. Cal Katie'smother, Abigail, and the Kahns were there, but that story you can read in the crossover as it's unimportant to this story. Kit got to drink from the fountain, but over the centuries it had gotten distilled. Leading to him not getting younger, but his age halting permanently in his mid-80's.

This meant that while his body would no longer deteriorate over time, he still had the same physical health issues of a man in his mid-80s. His bones had shrunk over time, so when he was once as tall as Balloo, he is now as short as he was when he was 12.

Then, something odd happened. During a recent adventure, Kit had a heart attack and died. Temporarily. During that time, he saw both his foster family (Baloo, Rebecca, Molly, etc) and his biological mother. When he returned back from the dead, he felt a renewed energy, and he was slowly getting taller. He even started having odd growth spurts where his body would grow back to his young self and almost immediately shrink back down. The fountain was working again but in odd spurts. It became a problem when his citizenship started coming into question. He now looked younger than on his ID and was refused a renewal on his pilot's license.

During this time, he met Pamela Prowler. A gold-digging schemer who pretended to be his nurse for a short time. Kit knew what she was up to and made her finally admit it. Since he was lonely in his old age and never gave himself time for romance. He struck a deal with Pamela to marry her and let her be in his will in exchange for sex and companionship. It has worked out well for them. A little too well as Kit is now starting to have actual feelings for her. Feelings she can't reciprocate. Or is afraid to.

PS: I don't think I mentioned Pamela's divorcee's name in the previous story, but if I did and it doesn't match up, I apologize. I skimmed through my old story and couldn't find it anywhere. Just her mentioning being divorced from one husband.

At the "Wed and Bet" Chapel and Casino

Kit and Pamela were getting married at a cheap, casino chapel. The only other ones in attendance were Calhoun, Donna, and Katie. Mary refused to attend.

The celebrant was directing them in the affairs. "Okay, let's keep this short and sweet I got a line going. We are here to witness the marriage of Kit Cunningham and… Pamela Prowler?! Long time, no see! What's it been? Three months?"

Pamela was embarrassed. "Oh. You remembered me."

"Heck ya! What's this one? Like, the tenth? Hey. You still got your card for me to punch? I think you've earned enough for a free drink at the bar."

"Can we just continue this?!"

"Sure thing, Toots. Okay. You two have written yer own vowels, correct?"

"Vows. And Yes."

"Good. Let's get this show on the road. I ain't got all day."

Pamela held Kit's paws. "Kit, dear. Even though our marriage is more of a contract and not out of love, I promise to be at your side at all times, unless you're taking a dump. I also promise to give you sexual services whenever you ask for them. In exchange for spoiling me rotten and putting me in your will, I'll give you more hummers than an auto dealership."

Kit looked into Pamela's eyes. "Pamela, I promise to add you to my will, so you can have a share of my millions in exchange for servicing me with the agreed fetishes I had listed earlier. I know I cannot love you, but I promise not to treat you like crap and pretend we're in an actual relationship around others."

The celebrant started to cry. "This is the most honest relationship I've ever seen!"

Calhoun looked over Kit's fetish list. "'BDSM?' That must be short for the buddy system. Kit! I didn't know you were into jet skis?!"

Kit was confused. "What do you mean?"

"It says right here. 'Watersports'."

Kit snagged the list back from Calhoun. "Gimme that!"

The celebrant continued. "Okay, we're almost done here. Do you, Pamela, take Kit to be your husband until he finally croaks, or you secretly off him?"

"I do."

"Do you, Kit, take Pamela here to be your wife? I sure as hell wouldn't."

"I know what I'm getting into. I ahh….AHH! ACHOO!"

Short, wrinkly Kit suddenly turned into his larger, younger self again. This happened previously during his adventure to the tree of knowledge. Everyone looked at him. His suit was torn apart from the growth.

The celebrant couldn't believe it. "Woah! They normally tear the suit during the honeymoon!"

Kit then shrank back to normal. "Dammit! That hurts every bone in my body! I've got to get something done about that!"

"Oh…kaaay. So again, do you, the Incredible Hulk take the golddigger for your wife?"

"I do."

"Then by the power given to me by taking that online course a few years ago, I now pronounce you bear and wife. You may kiss the bride. If I were you, I'd check for poison lipstick."

Pamela was upset. "Oh, come on!"

"Thanks for coming. Here's twenty chips for blackjack and yer buffet coupons."

Calhoun snagged the coupons. "I'll take those! C'mon Katie. You're not allowed in the main casino, so we'll go fill our bellies!"

Donna hugged the newlyweds. "I yam sorry Mary could not attend."

"I understand," said Kit. "She said she was too busy, but she hates this arrangement. She has to learn that I'm near a hundred! This is the only happiness I can find. Even if it isn't true love, at least it's the next best thing, right?!"

Donna did not answer. "I yam… Going to catch up with my husband before ze buffet runs out of food. I'll see you. Cal! Don't take the whole steam tray zis time!"

Pamela's ears drooped. "She hates me."

Kit rubbed her paw. "No! She doesn't hate you! I think my family is just… unhappy with this arrangement, but really, only Mary hates you."

"I really do like your honesty, Kit."

"C'mon. Let's see if we can hit it big at blackjack so we can really celebrate our honeymoon."

"Now, you're talking my language!"

Late in the Evening…

The rest of the family went home, but Kit and Pamela spent one night at the casino's hotel for their honeymoon. They lay together in bed after a passionate night of lovemaking. The two of them, still taking deep breaths. "That was amazing," said Kit.

"It sure was. I can't believe you went three rounds. You have the prostate of a teenager! I'm surprised you didn't have a heart attack."

"Me too. I… Wait. Were you trying to make me have a heart attack?!"

"Errr….nooo?"

"Hrrrmmm…"

"Honest! I wouldn't want an investigation of you dying so shortly after putting me in the will, you know?"

"I guess so. I love how honest you are."

"I just wished that big version of you came out to play."

"Well, something big came out to play."

"You know what I mean. That younger, bigger version of you is very sexy. How come you can't control the change?"

"I dunno. It only comes out with great exertion."

"Almost 2 hours of sex wasn't exertion enough?!"

"I don't know what to tell you! I don't have power over it. That's why I'm checking in with my doctor again tomorrow morning. Then the next day, we're hitting the fountain of youth. Maybe the answers to my problems should be there."

Pamela's phone then went off. "Hmm… Must be a text or E-Mail." She then checked her phone and what she saw delighted her." Wonderful news! My ex died last week and left me something in the will!"

"I thought all of your exes died?"

"Not Roger. He divorced me, remember?. They want to see me tomorrow afternoon. They say it's urgent. I thought he wasn't going to leave me a penny! Oh, this is great news! What a night! First, we got married, then we did good on the blackjack, then the great sex, and now this!"

"Yeah. Pam… I know we have an agreement and this is just business for you, but… I really do enjoy your company. I think I might actually lo-"

"Stop!" said Pamela sternly.

"I don't care if you say it back, I just…"

"No! This isn't love, Kit. It's an arrangement. It's better for both of us this way. No attachments. No hurt feelings. Just sex and money."

"I can't help how.."

Pamela stood up and walked off in a huff. "I'm going to use the bathroom."

"Oh… Okay."

Pamela went to use the restroom. Leaving Kit to wallow in his own misery. He sang to himself. "And then I had to blow it all, by saying something stupid like I love yoooou."

The Next Morning at Kit's doctor's office…

The doctor was astounded. "Three inches from your last visit just three days ago. Astounding! What is happening to you?"

Kit was getting frustrated. "I told you doc! It must have something to do with the fountain of youth. My old bones are growing back. This is affecting my private life! I can't get my pilot's license renewed because I don't look like myself in my ID photo anymore!"

"There is no fountain of youth."

"SIGH! You need proof then. Pamela. Did you bring the pepper?"

Pamela dug through her purse. "Yes. Here it is!" She then sprayed pepper spray near Kit's face.

Kit's eyes burned and he grew again in rage. "AAAAHH! I meant pepper shaker! Like salt and pepper!"

The doctor couldn't believe his eyes. "My word!"

Kit's body shrank back to normal as he ran over near the sink to flush his eyes. "Do you believe me now, doc?!"

"Well, I surely can't call you a liar."

"Thanks. I'm heading back to the fountain tomorrow. I came here because I need you to do me a favor."

"What is it?"

"Take my blood and record my DNA. If things work out, that big guy might be permanent and I want proof of who I am."

"That's a wise decision. At least I finally have an idea of what's going on with you."

"You always did. You just didn't believe me."

"You're right, and I'm sorry."

Pamela interrupted. "Let's not doddle on dear, Pammy wants her money!"

Kit just sighed. "Nice to know where your priorities lie after burning my eyes."

Later that day…

Kit and Pamela were taking a taxi to her ex-husband's estate. "Ooooh! I'm so excited!" exclaimed Pamela. "I thought for sure Roger would be giving all his money to Eugene."

"Who's Eugene?" Kit asked.

"Roger's son. He had him late in life with his previous wife before me. I was the boy's stepmother for a year. Thank God he had nannies to look after him. I'm not too fond of children."

"I see how you keep your distance from Katie. Look, I'm sorry about what I said last night."

"Don't bring it up. I'm just… not comfortable around, well… feelings. I got scared because I like the open relationship we have. Even if my other husbands loved me, I only pretended to love them back, and sometimes, I felt guilty about that."

"When was the last time you were in love with someone?"

"I don't think I've been."

"...Ever?"

"Can't you say the same?"

"True. You're the closest thing I've had to a relationship. At least you have the love of your family." Pamella didn't respond and just looked out the window. "...Pam?"

"... When I was growing up, my mother and father both worked. I had a nanny looking after me through most of my childhood. We were rich and they made sure to show at least a minimal amount of love for me by showering me with expensive gifts on my birthday and holidays. Otherwise, I barely got any attention at all. Then the divorce came. I was one of the lucky children who didn't feel the pang of guilt come from their divorce because everyone saw it coming from a mile away. I went to live with my mother who would spoil me with expensive gifts and my father would try and top them when he had his visits. As soon as I turned 18, she kicked me to the curb and took most of my belongings that she and father had given me."

"I'm so sorry to hear that. So you get a feeling of joy from buying expensive things because it's the only way you felt loved. Maybe that's why you are the way you are." Kit put his paw on Pamela's. "Pam, if you give my family a chance, maybe you'll feel the love you've been missing all of your…"

Pamela pulled her paw away when the taxi stopped and she quickly got out. "We're here."

Moments later…

Kit and Pamela were sitting in the living room of her ex-husband's estate. An attorney was there along with the 7-year-old leopard cub, Eugene Spots, and his nanny. Despite the dry tears that had recently run down his face, the cub showed no emotion as he was fixated on a cellphone game he was playing.

The attorney started. "Okay. We are here to read the will of Roger Spots. While I have read the will myself, we are here with the only two recipients of the will. Pamela Prowler and Eugene Spots. Let us continue as I read the will."

The attorney read the will out loud. "I, Roger Spots, being of sound mind, and body. Do hereby bequeath to my ex-wife… My son, Eugene."

Pamela stopped the attorney. "Wait. What am I getting? You skipped that part and went to Eugene."

The attorney corrected. "I didn't skip anything. Roger is giving you full custody of his son, Eugene."

Kit and Pamela were in shock. Eugene never took his eyes off of his game.

Pamela was furious. "I'm not going to take this brat!"

Kit got upset with her. "Pamela! He just lost his dad!"

"It's not my fault he had a child at such an old age! I was already his stepmother for a year, and that was enough for me, thank you!"

The attorney tried to explain things to Pamela. "It was his desire for you to care for his son. You are the closest thing he has to kin right now."

"I don't care! I'm not Kin!"

Kit could see that while Eugene was keeping up a facade, tears were running down his eyes again. "Dammit, Pam, if you don't take him, I will!"

"Oh, great! Someone else to cut part of my share of your will!"

"Can you stop thinking of yourself for once?! I know what it's like to be an orphan and I would never wish that on another child! I knew so little about my open past that I had to give myself my own last name! That child is going through the hardest time in his life and needs guidance and love. If you don't want custody, then I'll take him in myself!"

The attorney interrupted the argument. "I have more of the will to read that involves you, Pamela. Can you at least wait until I'm finished?"

Pamela sat back in her chair. "Well… Alright."

The attorney continued reading. "I loved you dearly and saw the good in you that you refused to see in yourself. I divorced you because while I loved you, you didn't seem to love yourself and I could no longer endure watching you suffer inside while putting on an act for me. I give you Eugene in hopes that he will help give you the love you need."

Pamela leaned in and whispered to Kit. "The only thing that child is showing love to is his phone."

Kit silenced her. "Hush!"

The attorney continued. "And to you, Eugene, I leave to you my vast fortune."

Pamela's eyes and ears suddenly shot straight up.

"This includes the value of my mansion and two yachts which will be sold at auction and added to my account of 40 million dollars, which will be available to you when you turn the responsible age of eighteen. You shall want for nothing, my son."

Pamela quickly changed her tune. "You know what, dear? You're right. The poor child needs guidance and love, and I believe we have the means to give that to him. Don't you think so?"

Kit chuckled at her. "Wipe the drool off your mouth and I'll agree."

As Pamela went to sign papers, Kit stood in front of the cub who never took his eyes off of his game. "Look. I want you to know right off the bat that I will never try to replace your father. I know I can never do that in your heart. I'm here for you. Not your money. I have a net value of 100 million dollars myself, but truth be told, I'm worth a lot less than that. Just don't tell Aunt Pam."

Eugene finally spoke. "I hate her. She's mean."

"She has a hard time accepting love because she got none from her parents. They spoiled her with gifts but no love. Your dad was right on the money. Seems like a wise man." There were paper handkerchiefs on the table. Kit pulled some out and dabbed the tears off Eugene's face. "I love her though. Even though she doesn't want me to say it. I suspect she thinks she doesn't deserve love, but I think she does. Everyone does. Especially you during this time. I think together, we can break through that wall of hers and show her the love she needs."

"I could care less about her."

"... I… I guess I can understand why. Eugene? Whatever you need, I'm here for you. You are going to live a good life. I promise. We Cunninghams are full of adventure. Oh! And I have a niece about your age. I'm sure you two will make good friends. Do you like engines? She loves plane engines."

"I like games and tech stuff."

"Well… engines are kind of like tech. Grease and oil tech, but still."

"Whatever. Stop talking like you care."

"I do care!"

Eugene started up a new game and stopped talking. Kit could no longer get through. "Eugene?... Gene?.. Son?"

"DON'T CALL ME THAT!"

"Sorry! Sorry. Way too soon, I know."

Pamela finished signing the papers and asked to use the restroom. "Sorry, it's just I've been having some stomach problems as of late."

The wolf nanny directed her. "I understand. It's down the hall and to the left."

The nanny then came over and hugged Eugene. She wept. "This is goodbye for now."

"Do you have to go?" Eugene wept.

"Yes. SNIFF! B-But you now have a new mother and father to look after you."

Kit sat down and talked to the wolf. "Look, we don't want to cut you off from his life. It's obvious he loves you and we can use all the help we can get. Can we keep in contact?"

"I'd love to! The name's Farah Fang. I've been watching over Eugene for some time now. Let me give you my contact info."

"Thanks. Despite my age, I'm actually new at this parenting thing and we can use all the help we can get. Sorry about Pamela."

"Oh, I know she can be a bit selfish at times, but she's okay."

"I'm being preemptive."

"Ah."

Pamela then approached them. "Talking about me? Nothing good, I hope. Ha-Ha!"

"There's good?" Kit joked.

"Well, as much as I'd love to stay at this beautiful place, I'm afraid we must depart soon. We've been sleeping in Kit's office and outdoors for the past few days, but today, we're heading to our own private island! I'm so excited!"

Eugene looked at Kit. "You live on an island?"

Kit smiled at the cub. "Pirate Island! It's where our ex-pirate friends live too. It's got even an amusement park with a roller coaster under construction and everything!"

Pamela looked concerned. "Wait. Pirate Island?"

"Yes! It even has a volcano!"

"WHAT?!"

"Relax. It's inactive. Trust me. You'll love the place. We'll take the Sea Duck over there."

"Every day there's something about you that makes me regret hooking up with you."

Eugene then had a question. "Mr. Cunningham? Is the Sea Duck a boat?"

Kit looked over at Eugene. "No. It's a pontoon plane."

"I-I've never flown before."

"Don't you worry about a thing! The Cunninghams have been piloting the Sea Duck for over 80 years without incident!"

Pamela tapped his shoulder. "We went over a waterfall just two days ago."

"Yeah, but no injuries, right? And our engine is kept in constant tip-top shape by Katie."

"I don't know about Eugene, but telling someone that your plane is over 80 years old and the engine is kept up by a six-year-old girl doesn't fill with too much confidence."

"She's almost seven now. SNIFF! SNIFF! What's that horrible smell?!"

"It's coming from down the hall!" Farah exclaimed.

Pamela was embarrassed. "Sorry! I said my stomach was a bit upset."