Tiffany's Cuckold Read online

  Praise for Derrin Hart’s

  Our Dark Secret: A Modern Cuckold Memoir

  5 Stars: “What impressed me the most about this book? It was unflinching in its honesty about sexual incompatibilities/frustration, how cuckolding can help, but also the new dilemmas it can pose. Most of all, it was personal, not like the fantasies you read sometimes on the message boards but the real twists and turns in the road. To me, that made the sex scenes in the book more erotic and gave the book an electricity you often don't get from this type of fiction.”

  —Alex Hathaway, author of From Housewife to Cuckoldress

  5 Stars: “The most notable aspect of this memoir is not the numerous sex scenes but the way Darrin Hart exposes his inner thoughts, fears, and failings throughout the book .... This book is not your typical trashy romance novel or mere collection of erotica. It reads as a very authentic book of non-fiction that explores genuine human emotions, touching on the balance between societal and religious correctness versus sexual satisfaction and exploration, and how far both husband and wife should go to please the other. These are challenges all couples can relate to.... If you enjoy interracial "cuckold" stories then I'm sure you will absolutely love this erotic book. If that’s not your cup of tea then I still think you will find a lot to enjoy about this book, as I did. It is a rare look inside a world few will ever experience and even fewer will ever talk about with half the candor of Derrin Hart ....”

  —Steve from VA

  5 Stars: “This book was very arousing and I couldn’t put it down.... This is a true story and extremely interesting. The psychological effect is profound as well as maddening. Having a hot wife would be soooo exciting!! Thank you Derrin Hart for a wonderful book. I will reread it often.”

  —Just Me Paul

  5 Stars: “Hot, hot, hot!! This book felt so real. Consider me biased, but this true story pulls no punches. This is an erotic work, not just a memoir.... The book is sexy, x-rated, and very hot to read. The details of their encounters leave nothing to the imagination. If you enjoy such a subject matter, there is nothing quite like this book anywhere on the market.”

  —Micca

  5 Stars: “A Swinging Delight! .... There are tons of great encounters yet the best part is the husband’s inner voice on how he is dealing with seeing his wife with other men and how he is becoming the cuck or lesser male in her life. I give it 5 stars and highly recommend it for its realness.”

  —Flexecutive

  Tiffany’s Cuckold

  Derrin Hart

  Published by Fanny Press

  PO Box 70515

  Seattle, WA 98127

  For more information, visit www.fannypress.com

  www.cuckoldtales.fannypress.com.

  All rights reserved. No part of this book may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopying, recording, or any information storage and retrieval system, without permission in writing from the publisher.

  This is a work of fiction. The names, characters, and incidents are products of the author’s imagination and are used fictitiously. Any resemblance to actual events or people, living or dead, is entirely coincidental.

  Cover design by Sabrina Sun

  Copyright © 2011 by Derrin Hart

  ISBN: 978-1-60381-500-0 (Paper)

  ISBN: 978-1-60381-501-7 (eBook)

  Part 1: Prelude

  Chapter One

  Some girls kept their age a secret. Not Tiffany. She was thirty-four years old.

  She was a sandy-haired blonde, a Jennifer Aniston lookalike—not super-model material, but lovely. Even with her hair tied back, Tiffany looked fantastic. She hit the gym regularly and packed a little body any twenty-year-old would be proud of.

  The wedding had been a smashing success. Her husband James—or Jimmy, as everyone called him—came from a wealthy family, and his parents had taken on the cost of the whole shebang, sparing no expense.

  Tiffany taught pre-school and was loved by all her students. James, following in the footsteps of his dad, was a lawyer. He was a tall lad, thin yet surprisingly athletic. His charming yet caring way had convinced Tiffany to be his beloved. They had played the game of life correctly, and everything had fallen into place.

  Today would be their first day as husband and wife. Everyone expected that there would soon be children on the way, that James would excel at law and that Tiffany’s teaching career would flourish.

  The wedding had been just about perfect. Tiffany wore a gorgeous white gown adorned with a necklace of pink rhinestones.

  Man, was she a doll!

  * * * *

  In every marriage there are issues. Tiffany had a few. She loved to play on Facebook, My Space, Twitter, and anywhere else where she could talk about her life. She wanted to be important. She was a “me” girl. She wore the latest trendy clothes, calculated her fat grams, and looked slim and put together. James did his best to fulfill all her wants and needs. He, too, stayed in shape. He catered to her other whims and made her feel like a princess.

  James’ position at the law firm seemed solid. The money poured in, and Tiffany could take the summers off, get and do the things she wanted.

  There was one secret Tiffany and Jimmy kept to themselves—one that concerned their bedroom activities. You see, Tiffany’s Jimmy was small in the penile department—very small—a fact that frustrated his bride. The newness of love, marriage and getting all she ever dreamed of only lasted so long. The couple had settled in. They had just moved into a wonderful house that suited them both perfectly.

  Tonight was the first in their new home.

  Tiffany turned to her husband in bed.

  “Jimmy, I wish we could do better … our love-making, I mean.” She frowned, and even the little lines between her brows were adorable. “We just can’t seem to get on the same page.”

  The husband shook his head, squeezed the hands of his pretty wife, and gazed earnestly into her eyes. He tried to comfort her. “Sweetheart, I’m sorry. I don’t know what to say. I’ll do anything it takes to make you happy.”

  James Marsh had no idea he was about to become a cuckold.

  Chapter Two

  “I love you, Jimmy,” whispered Tiffany.

  James packed his briefcase, smiled, and grabbed a blueberry muffin as he headed out the door.

  Summertime was Tiffany’s favorite. She had time off, lots of sunshine and good weather, plus fresh fruit. Tiffany loved newly picked strawberries. Today she would sip hazelnut coffee, head out to take the sun in her new yellow-and-rose-colored bikini, and read a romance novel. This was a good day. They had just one neighbor, a real estate agent named Reid Jones. Reid was never home, so Tiffany could frolic and pretty much do as she pleased. Jimmy said they’d get a pool soon, but not this year. Tiffany pranced about in her two-piece, which showed off her trim body to perfection. Sliding smoothly into her lawn chair, she eased into the late morning sunshine. A pair of giant white sunglasses kept her green eyes shaded as drifted off to sleep.

  Reid happened to drive up next door. He had left an important phone number on his counter and rushed out of his silver Camry to grab it.

  Reid wore a typical business suit, and his forty-something body still fit it well. His three basketball games a week had kept Father Time away. The broker rushed into his home, running his hand through his dark, semi-feathered hair. He was late already.

  Then he happened to glance out his window and see Tiffany. He grinned and licked his lips. She certainly was a looker for a married woman. He laughed again, keeping his eyes fixed on her.

  Man, she had the cutest little body, he thought. Lucky guy, that James fellow. He rushed out his front door. On his way back to the insurance office, Reid could not help but ponder how it would be to have Tiffany as a lover. Any normal, sane guy would love to taste that. When he arrived at his destination, the meeting had already begun.

  * * * *

  The Marsh & Associates law firm had been around for nearly twenty years. James Marsh was the newest addition. The tall, lanky yet attractive attorney wore glasses when working and always had a studious air. His brown hair, never overly perfect, was pushed to the left. Today his load was light, yet he felt the pressure of a newbie. He would do his best.

  Maximilian, a firm partner, approached his desk. “What a weekend,” he sighed, patting James on the shoulder.

  James looked at him and, smiling, brushed off Max’s neck. “You have lipstick on your neck.” Max laughed yet rubbed at his neck as he walked away.

  Before James could say more, his father entered the office. John Marsh was a big-shot managing partner. He expected the guys to work hard and win every case. He was proud to have one of three sons working for the firm. As a father John was good to James. At home he’d always been a kitten. James’ mom, Janice Marsh, had ruled their household. But it was different at the office; Here, John was an alpha male. People respected him, at least at work.

  In the hallway at lunchtime, James overheard Max talking with another lawyer. “She is such a tiger on these escapades. I mean, she is on fire for weeks after.”

  Taking a drink from the water fountain, James had to wonder what the hell Max was raving about. He decided to call Tiffany and say hello before heading back to the office. He turned to leave, and the last words he could make out from Max were, “Swinger parties are not what they used to be. These people are wealthy and sexy and man do they throw a killer party.”

  James hustled back inside. Face flushed, he sat down and th
ought, “Swinging party?”

  He called his wife to check in. She told him she was enjoying the sun and making a sandwich wrap. Soon, she’d be heading to the gym. A little envious, but satisfied with Tiffany’s update, James went back to work. The client, who arrived ten minutes later, found him more than prepared.

  * * * *

  John watched his son through the glass doors and nodded. James had no idea how much the law office was struggling. The bad economy had put a huge damper on the business.

  * * * *

  That evening Tiffany and James went to see a film. There was a retro theater nearby that catered to Yuppies and was currently showing a love story called Ondine. It was a sweet Irish fable, and both of them had a good time. Later, the newly married couple joined each other in bed. They kissed, and Tiffany slipped out of her tank top and panties and straddled her Jimmy. In no time his t-shirt was removed, his boxers next. The slim blonde, now aflame, rolled to his side and took his penis in her warm mouth.

  James was semi-erect, yet small. James, sadly, had a thin, almost headless cock. Tiffany sucked him vigorously, and when he was hard enough jumped back on top, sliding his member inside of her now moist canal in movement. She bounced happily. He came too quickly. The couple, now both on edge, tried to console each other.

  “I was too excited, honey,” James said, not for the first time. “It will get better.”

  Tiffany wanted more, much more. “Lick me then,” she insisted. “Make me cum.” Jimmy dove in, eager to make up for his premature ejaculation. He wanted his wife to be happy.

  * * * *

  As months passed nothing really changed in the bedroom. School had begun again. Tiffany’s work kept her busy, and she was much more tired in the evenings. Sex had become less and less a priority. James worked hard and held his own at the office. He made it a point to listen to Max’s swinger tales whenever possible. Max liked to talk, and every so often James would eavesdrop in the hallways of the firm. He had to wonder. Maybe, just maybe, he and his darling Tiffany could try something as extreme as swinging. He thought about it long and hard.

  * * * *

  To amuse herself, Tiffany played online. Once her school grading and lesson plans were complete; she browsed Facebook. Her college friends would chat up a storm with her. They all needed attention, and this place let them feel popular even though they were in their mid-thirties. If James worked on a weekend, Tiffany made sure to go shopping. It was like a drug to her. She liked to exercise, eat well, chat on Facebook, and shop.

  It was on one of those shopping trips that Tiffany ran into their next-door neighbor, Reid. The mall had been quiet for a change and, while she was looking over a selection of new shows, Tiffany and Reid came face to face. She acted surprised, smiled, and said, “Well, hi, stranger, what are you doing in the women’s shoe section?”

  The sturdy Reid smiled back, “I was actually across the way looking at gym shorts. I saw this very pretty blonde and just had to say hello.”

  Tiffany blushed and said, “We haven’t seen you in quite a while now. I thought you might have moved.”

  Reid shook his head, “Nope, the company had me on one long training clinic. We were in Costa Rica for three weeks.”

  Tiffany was jealous; she had always wanted to travel more. The two exchanged a few more pleasantries. Tiffany invited Reid to come by sometime to have dinner with her and James. Reid said he was up for that and would drop by when he got the chance.

  “Well I’m out of here. I have a date tonight, first one since … you know.”

  Tiffany knew of Reid’s loss. Word had spread that his wife had died in a car crash on the first day of summer two years earlier. She was surprised he had waited so long to date. “I hope it’s a smashing success, Reid. You deserve a shot at love again.”

  Reid himself now blushed. “Well, thank you, young lady. I appreciate that.”

  The two parted ways and Tiffany, fondling the latest style in stilettos, came to the conclusion that she had to have them. They might feel a little uncomfortable, but they would look fantastic. She made her purchase and exited the store, wandering over to Victoria’s Secret. It took her no time to locate a sexy lime green bra and panties. She would wear the ensemble tonight for a special evening with her Jimmy.

  That evening James and his wife enjoyed fine wine, shrimp scampi, and a wonderful salad Tiffany had prepared. They sat and shared good conversation. Then came the phone call. James answered. John Marsh was on the other end. “Son, I have something I need to talk to you about.”

  James said, “Okay, dad, what is it?”

  The father hesitated, stuttering slightly. “Perhaps we should do this in person? Meet me at the office in twenty minutes.”

  James was stunned as he hung up the phone. Hoping not to spoil his wife’s dinner, he casually rose and said, “I need to run to the office for a few minutes, honey. Be right back.”

  Tiffany had big plans once the meal was complete. The fridge held whip cream and her favorite, fresh strawberries. Under her skirt and blouse was the new lingerie set she had purchased earlier. Hiding her disappointment, she touched his shoulder and asked, “Is everything okay?”

  James reassured her that all would be fine, that he’d be back before she knew it.

  * * * *

  The office was dim. A single light illuminated the main room as John and his son spoke.

  The elder Marsh began, “James, it is with great sorrow that I must relate some bad news. The company is on the brink of bankruptcy; we are hurting, son. We’re also being sued by a major client; it’s the Farmstead case.”

  James was in shock. How could he be so clueless? “Dad, how can this be?”

  John walked about, lost in thought, before facing his son. “I thought we’d come out of it, that the economy would turn … but now this! James, we can’t afford to keep you on.”

  James got defensive. “But Dad, I just started … Tiffany and I have major payments, a mortgage, and too many big bills. What will we do?”

  The men stared at each other in silence. John finally said, “James, hopefully this is only a temporary situation. I can sugar-coat it all you want. It doesn’t change the fact that you, as the new guy, had to be laid off.”

  James didn’t want to go home. He kept seeing the happy face of Tiffany. She was always happy. How could he share this news with her? What would they do? He could get another job for some other firm, but with whom? Would he become his father’s competitor? He stopped at a coffee shop, where he stayed for several hours.

  As he opened the door, he expected to see his wife sitting there, waiting for answers. She was nowhere in sight. The kitchen table was cleaned up. He made his way upstairs to find Tiffany reading on their bed. He did not want to share anything tonight. He felt bad enough. She, her brow creased with concern, said, “Jimmy is everything okay? Why did the meeting take so long?”

  He lied. “Everything’s fine. A big mess on a major case and there were too many loose ends to tie up. Sorry it took so long, babe.”

  Tiffany snuggled up to her husband, kissed his neck, and rubbed his chest. He was hardly in the mood for anything, let alone trying to please his horny wife. He couldn’t handle failure twice in one day. Tiffany slid her delicate hand along his body, inside his boxers, until she reached his cock. She stroked him just the way he liked it, coddled his balls. None of her usual moves could make him hard. She wanted to fuck. She whispered in his ear, “Honey, I want to make love to you.” She slithered off the bed to parade her sexy new bra and panties for her man.

  Watching her, James marveled at the beauty of his wife. For a woman in her mid-thirties, Tiffany was a looker. If not for her average height, she could have been a model, he thought. She was firm and downright lovely.