Letters from Carol Ch. 01

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Rick and Maddie rely on each other after wife/mom dies.
5.5k words
4.64
35.9k
83

Part 1 of the 3 part series

Updated 06/09/2023
Created 08/17/2018
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All characters are over 18 and are purely fictional.

***

Carol finished the last letter, licked the envelope, sealed it and laid it on a large stack of similar envelopes. It had not been easy. She'd refused pain meds for some time now so she could complete these letters to her husband and daughter. She handed them to her assistant who promised to see that each one was mailed on time.

"Nurse, can you phone the doctor and tell him I'm ready now?"

Rick Flynn had no illusions about the future. His wife Carol was the love of his life, and she was dying of pancreatic cancer. He was of course devastated. Carol Flynn was a remarkable woman, a self made millionaire with model looks and a personality that could charm anyone in seconds. Carol considered Rick to be the perfect man. Together they'd raised their daughter Madison into a young woman any parent would be proud of. All her life Carol had succeeded in part due to her rabid obsession with planning.

As Rick looked back on the last time they made love he realized that she'd known it would be their last and had planned it to a T. They'd flown to New Orleans, a place near and dear to both of their hearts. They had a balcony suite overlooking Bourbon street. Halfway through the third course of their dinner, she'd informed him that she wanted to be fucked like a whore. When they got up to their room, she excused herself and went to the bathroom to change. When she came out she looked at least 10 years younger. She had pigtails with ringlets, much like their daughter and her friends wore. This was a new one for their marriage, but Rick liked it. She stuck a finger in her mouth and twisted her hips back and forth. "You gonna fuck me Daddy?"

Rick fucked her on the floor, bent over the bed and finally on the balcony of their room to the cheers of the crowd down below. Carol loved New Orleans. No one knew them there. So, she could be anyone she wanted, and today she had a plan.

With her tits swinging in the wind and her cunt exposed to a million vacationers, she could feel him getting ready to cum.

"Fuck me Daddy, I'm your whore. Cum in my pussy."

She said it again and again and then to both of their surprise the crowd began to chant.

"Fuck her Daddy! Fuck her Daddy!"

She looked over her shoulder at him incredulous and smiling. He roared as he blasted the walls of her pussy with his cum. The crowd went crazy. After he'd finished, Carol pulled herself off of his softening cock, dropped to her knees and licked it clean, savoring the mixture of jism and pussy juice on it. She wiped her mouth turned to the crowd and thrust a fist of victory into the air. The crowd went nuts. She hugged Rick as she pushed both of them back into the room. She knew it would be their last night together and it was one for the ages.

Early in life, Carol had decided exactly what she wanted in a family. The perfect man and one child preferably a daughter. She met Rick at the party of a mutual friend. She soon realized that he checked all the boxes. He was smart, rugged, muscular, capable, and kind. That day she told a friend, that she would marry him. Her friend thought she was crazy. Ten months later, they were married, and soon after that Carol gave birth to Madison.

Rick was already a successful corporate attorney with a handsome salary. Soon however, Carol's success brought them to a crossroads. She was bringing in more than enough money to support all three of them, way more. The trade off was that she wasn't home as often as she wanted to be, especially when it came to raising Madison.

They discussed it and agreed the most practical solution was for Rick to quit his job and dedicate himself to raising their daughter. Rick was not intimidated. He, like Carol was very pragmatic. He was proud of Carol's success and so happy to see her fulfilled. It helped that he loved Madison so much. Other men he knew loved their daughters, but Rick didn't know anyone who had such a deep connection with their daughter. Carol knew it too. Sometimes, it was difficult to conceal that she was jealous of their relationship.

She trusted Rick implicitly. He was the best man she'd ever known. They'd been best friends since before they married. He was a fantastic father and an excellent lover. On their fourth date, and in accordance with her plan, she consented to sex with him. She was 29 and for 13 years she'd been faking orgasms. Rick settled in between her thighs with the patience and confidence of a man who knew what he was doing. He proceeded to give her the first real orgasm of her life, with three more for good measure!! They'd been passionate lovers ever since.

None of her friends seemed to have deep physical and emotional connection with their husbands like Carol and Rick had . Carol made sure Rick knew HE was the man no matter who earned the money. Naturally submissive and unashamedly slutty, she drained his cock every chance she could. Rick new how to use it too. In bed, Rick commanded her respect. No matter how much of a hard ass she was in her boardroom, in her bedroom she was a slutty little cock whore begging for "Daddy" to put it in her.

When Madison was about 14, she began to ask her mother about the noises she heard at night. Carol and Rick decided long ago to be very open and honest with Madison about sex. Carol was very frank with Madison and gave her every detail...every detail. Carol taught Madison to never settle for less than she wanted in a mate, especially in bed.

"People told me men like your father didn't exist, but I held out. Your father sends me to the moon at least four nights a week. Make sure you find a strong lover that puts your orgasms first." Madison had already confided in Rick that although she had lost her virginity, it was less than stellar. It was with a boy from school, and lasted all of 3 minutes. She didn't even orgasm.

"Mommy, is Daddy's thingy big?"

Carol grinned and placed her hand on top of Madison's.

"Well the truth Madison, is that your father's penis is magnificent. You'd be lucky to find a man with one like that one. It's large and it hits me in all the right places."

He did have a magnificent cock. Longer than most but not cervix bashing long, and it was thick!

The doctors told them it was time to say goodbye. Madison and Rick stood by Carol's bed and took their turns talking with Carol. Carol was awake but heavily drugged to keep her pain tolerable. They hugged, kissed, and sobbed as a family as much as they could until it was time to go. She handed each of them an envelope and made them promise not to open it until the morning after she went to heaven. Eighteen hours later she was gone.

Desperate for another moment with his wife, he opened the envelope. Seeing Carol's handwriting was all it took to make him begin sobbing again. She'd left a hole in his heart no woman could ever fill.

In her letter she thanked him for being the best husband, lover, and father she could have dreamed of. She begged him to take time to mourn, but not let it last too long. After all there was Madison to consider. She'd need his strength to get through the next few years.

"She's growing up so fast Rick, and she's going to need someone to show her the world and to protect her, and someone to love her."

Rick wiped his eyes and continued to read.

"We wrote our wills together, but what you don't know is that shortly after I was diagnosed I got an unbelievable offer and I sold my company for 150 million dollars. That was ten days before the writing of this letter, likely about two weeks before my passing"

Reading his wife speak so frankly about the inevitability of her death was heart wrenching. He sobbed more but endeavored to finish the letter.

"You never have to work again Rick, and neither does Maddie. Travel with her please. It's sad for all of us that this chapter of our lives is coming to an end, and I don't expect you to be able to think clearly for a while. To make things easier, I've planned out the next 6 months for you both. I know go figure right?"

He immediately imagined the left corner of her mouth turning up as she wrote that, just like it would if she had said it.

"My attorneys have arranged everything. Tomorrow a car will take you to JFK where you and Madison will board a private jet to Paris. Do you remember Paris honey? I'd be so happy if you would please take Madison to see Paris, and Rome!. The food, the wine, the romance! It was Rome where I let you fuck my ass for the first time. You gave me wonderful orgasms in Italy darling. I've never let them leave my mind."

Rick smiled. Even in her goodbye letter she managed to be the type of wife/whore she knew he loved her for being.

After a day in Paris and one in Rome, you and Madison will be taken to the harbor where you will find a brand new 51' Sunseeker Predator. It's the best yacht money can buy and it sails itself. Just pick a location on the touchscreen and the autopilot will take care of the rest. I've take the liberty of plotting your route to Greece and on to Bali, total time should be 6 months. Hopefully by the time your reach Bali, you and Madison will have completed your grieving and have begun preparing for the next stage of your lives together. Keep her close honey. Protect her as you always have. You are my one true love Rick and the only man I can trust to protect Madison during this difficult time. You're a wonderful father. She needs you, and you need her."

She signed the letter as she always did. A dash followed by a single letter 'C' with curly ques at both ends. Elegant to her last breath he thought.

Madison and Rick spend the evening together in the den. Rick let her drink wine even though she was only 19. They watched their mom's favorite movies. They laughed and they cried and the slept right there on the couch until the the sun came through the windows waking them both.

"Did your mom write you a letter too?"

Teary eyed and sniffling, Madison nodded her head.

"You don't have to tell me what she said. That's too personal. Just tell me did she mention a trip she'd planned for us?"

Madison smiled and nodded again. She like her father knew that her mom planned everything.

"Yup, she did. I think it's wonderful. I don't think I'll be ready to go back to college for a while"

She buried her face in his chest and hugged him. He kissed her on the forehead.

"You know baby, you don't ever have to go back ever if you don't want to. Mom took care of everything for both of us."

Madison smiled and said, "I know Daddy. We're like rich or something right? Weren't we already rich?"

"To some extent yes, honey but from this point on Mom wanted us to travel and for me to make sure you got an education you can't get in school."

Madison smiled, "yeah she mentioned that in her letter to me as well."

"Ok well let's get packed shall we? Don't forget you're going to be gone for 6 months to take warm clothes and summer clothes."

"Yes, Daddy I will." she said between sniffles.

Madison went into her room, sad but also happy. She would enjoy the time with her father. They always had the best times together, especially when they traveled. Her mother's letter had made it very clear that she wanted Madison to comfort her father as much as possible.

"He'll put on a show of being strong, but I know him and he'll need all the snuggles and cuddles you can give him. Your his best friend now baby. So if you have trouble thinking how to help him, just ask yourself what I would do and that should help."

When they got on the plane they made themselves at home. The plane was a private one and had been chartered by Carol's attorneys. They took off and in no time Madison's head was in his lap and she was snoring. She was the spitting image of her mother, down to the last detail, including the snoring.

In Paris they were escorted off the plane and into a limousine. On the seat were two envelopes one with each of their names on it. The writing was Carol's there was no mistaking it. They looked at each other and decided to open them at the same time.

"Welcome to Paris Madison! Paris is a wonderful place full of art, culture, food, wine, and gorgeous men, women too! Daddy took me here before you were born. Here are a few things your Daddy likes that you can do to make him feel the most comfortable..."

Madison smiled and hugged the letter to her chest, and stole a glance at her Daddy as he read his letter.

"Rick, I'll never forget the torrid romance we had while in Paris. I can only pray that Madison will one day share Paris with a man as talented as you in bed. Enjoy Paris with our daughter honey, and please do not shy away from a little fun."

The limo pulled up to the hotel.

"Bienvenue, Monsieure and Mademoiselle! Everything has been prepared for you according to Madam Carol's instructions. Your bags will be taken to your suite, but please follow me. We have scheduled a couples massage for you as I'm sure you are fatigued from travel."

Madison held her father's hand as they followed the man through the hotel all the way to the spa.

"Mom always liked a massage after a long trip. You're old enough to know that mom had a little thing for women, but was never brave enough to act on it. So being naked, covered in oil, with a sexy woman rubbing her body was a naughty treat for her."

A gorgeous woman named Babette greeted them each with a kiss on each cheek. She smiled broadly at the sight of Rick. Madison caught Rick admiring Babette's ass as she walked in front of them. She gave him a wink and an elbow.

Madam Carol has arranged a very special session for you both. Please kindly disrobe and lay face down on the table. We will return in a moment to start your massage.

Babette stepped out of the room. Rick and Madison looked at each other, each wondering the same thing. Were they supposed to get naked in front of each other? Before Rick could speak, Madison grabbed the bottom of her blouse and raised it over her head. Rick was looking at his topless daughter and her beautiful perky tits.

"Come on Daddy they're just boobies, half the world has them!"

Then she stripped off her shorts and got on the table and under the sheet. Madison propped herself up on one elbow.

"Well? Go on Daddy, we don't have all day."

Rick was mildly aroused but trying to deny it. Madison had seen him shirtless plenty of times on vacation and swimming, but she'd never seen his cock. He tried to be quick.

"Holy shit!" she thought. Her mom was right. She'd stolen a glance and it really was magnificent.

Babette returned, introduced Madison to her therapist Sophie,and began the session. Soft music was playing as they worked. It was just what the doctor ordered. Babette's elbows found knots he didn't even know he had. He was in his own world. For a few short minutes he couldn't think of any of his troubles She finished his calves. She pulled away the sheets and asked him to turn over onto his back. Rick heard the woman massaging his daughter say the same.

He glanced over and there, completely uncovered was his naked daughter on full display. Perky boobs, small nipples and a smooth shaved pussy. Unlike previous massages, he too was completely exposed. Neither Babette or Sophie had put the sheet back after he and Madison turned over. Rick dismissed it as a cultural difference, and resumed his relaxation.

Babette worked his chest and complemented his physique. He realized his cock was hardening and he didn't know how to stop it. Madison's therapist was working her thighs and getting awfully close to her crotch. His dirty mind couldn't help but imagine the delicate woman working on Madison sneaking a tickle or two while in the neighborhood.

Just as he considered it, he felt Babette's breath on his ear. He felt her oily hand encircle his cock as she whispered, "Madam Carol asked me to tell you that it was her wish that you not resist but instead let yourself go and enjoy the moment."

Rick turned his head to the side to make sure Madison's eyes were closed, only to see that Sophie was whispering in Madison's ear as well. She she had two fingers inside his daughter, and she seemed to be enjoying it.

Eyes closed, Rick imagined the hand was Carol's. She gave the best handjobs. Babette was good too. She knew just what Rick liked. He couldn't help but wonder if Carol had sent instructions that detailed!. He didn't have to wonder much longer. He was nearing climax and he felt a thin finger enter his asshole, something only Carol knew he liked. Whispered in a French accent he heard the words that triggered a thousand orgasms.

"Squirt for me Daddy. Come on Daddeeee make it squirt!"

He bit his tongue as he came. Normally he roared! Babette cleaned his stomach with a warm wet towel. Rick turned to see how Madison was enjoying her treatment. He could tell she was close, half bliss and half agony. She was biting her lip and gripping the sheets tightly. The therapist was working his daughter's quim with expertise. A moment later Madison's eyes shot open and she screamed in ecstasy. The therapist kept going. "Oui mademoiselle Oui. More please mademoiselle, let go."

Rick new it was her first proper orgasm. Carol had done it again. In her own way she'd brought them closer together. Now mother and daughter had been with Rick in some fashion when they came for the first time.

The therapists made eye contact and simultaneously took their hands off of their clients and left the room. Outside, Babette and Sophie were waiting. They handed them each a bottled water and a new envelope from Carol. Babette thanked them for coming and wished them a wonderful time in Paris.

Rick and Madison stared at each other for a long time. Rick began to speak.

"Don't speak Daddy. Mommy's letter told me that at the end of our massage you would try to say something but it would only come out stupid. She told me to stop you before you could do it."

She stood on her tip toes and kissed him on the cheek.

The suite was straight out of a movie, with marble floors and with silver and gold everywhere. There were two bedrooms. Their suitcases had been unpacked and all of their clothes had been pressed and hung on hangers.

Madison found two gift wrapped boxes on the bed. She decided to read her mom's letter before opening the boxes.

"My Darling Madison, if everything went as planned, you had your first orgasm today. Please forgive me for interfering. Sophie has a wonderful talent in this area and I knew she'd take care of you as she did me one fateful afternoon while your father was golfing. He's always teased me about my secret 'lesbo side'.. Once Sophie made me cum, I knew I wanted you to have your first orgasm with her, under the protection of your father, so you wouldn't be scared. Speaking of your father, I'll bet you got a good look at his penis! I told you it was special didn't I? Enjoy Paris at night with your father baby and listen carefully to the signs."

Madison smiled. Her parents never hid their sex life but she was beginning to realize that her Mom was a slut! She wondered what that last part meant. What signs?

She opened the first box. There was a note that simply said "A girl's best friend."

"Holy Shit! My mother bought me a vibrator! WTF?" This woman thought of everything, during a time when she must have been in horrific pain. She missed her mom so much. She started to get teary eyed. Just then, there was a knock at her door.

"Come in!"

"Whatcha think?"

Rick stood in the doorway wearing a tuxedo. He looked so handsome. If he wasn't her father she'd fall for him in a second. She'd always fantasized about being married to an older man.

"Very handsome! I'm going to have to work very hard to keep the women off of you tonight at dinner. I'm very territorial and you're my Daddy, no one else's!"

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