This is only a fantasy, as with most stories here. There is chastity and denial, and a small bit of cuckoldry. I appreciate constructive comments and ratings...at the very least, please leave a rating so I have some guidance in future stories. If you do not enjoy the subject matter, save your time.
Life is all about gaining experiences. Money is only valuable in the freedom it gives you to enjoy experiences.
My name is Morgan Wilson Miles III.
A few years ago, I sat across from my then fiancé, Samantha and my best friend David in a small apartment.
Sam was the almost stereotypical small town girl dreams are made of. She was incredibly smart, witty and beautiful. Her body was magnificent...neither me or any other man could be in the same room without staring. We had dated for about two years before I proposed.
David was often mistaken for my brother. We had the same build...6 foot tall and very fit. I am blonde, he is a red head, but otherwise we're very much alike. I had met him while working on a ranch and we had become fast friends. We were damn near inseparable now.
"I have to tell you both something. And I hope you're still talking to me when I'm done." I was really nervous.
Samantha looked at me puzzled. David reflected more of a "sure thing, bud" countenance.
"Let me tell you some background. There is a man named Jedediah. Jed is from a very wealthy family. When he was growing up, and as a young man, his doting parents saw that he wanted for nothing. He did not have to work. As a result he was a pretty wild young man...partying, etc."
Samantha looked at me as if to say where is this going? Get to the point.
"As a result, he led a rough life...money cannot buy happiness apparently. He drank too much and shot through three marriages to other trust fund kids or gold-diggers.
He learned what was important only after years of messing up his life.
So when HIS son graduated college, Jed took him aside, told him how much he loved him, then kicked him out of the house, cutting him off financially."
"Holy shit, that's harsh." David was paying attention now.
"He wanted his son to experience life before he had access to all that money. So he might make better decisions. He told his son that after five years surviving on his own, he would take over the companies the family owns, so Jed could retire."
My fiancé and my best friend looked back blankly.
"Honey, that's part of why my dad was so impressed with you...and so excited when I introduced you to him last week..."
A light bulb lit up for Samantha. The wrong bulb, but progress nonetheless. The previous week I had taken her to meet my father, a man in denim working in the garden outside of a large mansion. Covered in dirt and sweat, he had listened intently to Samantha as she described her background and her love for me.
"Oh, wow. So your dad saw the mistakes his boss made, and he is proud of you for working so hard!"
Oh, damn I was screwed. She was going to hate me so much. I pictured all of the silly "Taming of the Shrew" knock-offs she'd had me watch on Lifetime.
"Umm...no."
David was not as smart as Samantha. Neither was I for that matter. But he knew me better. "Ohhh fuck."
Sam looked at him curiously.
"Please don't hate me, Sam. I love you...more than you can know...my dad does all of the gardening because it is cathartic for him after all the shit he's been through."
I could see the connection had been made, but she couldn't accept it yet.
"Next week is the end of the five years. My dad isn't a gardener, honey."
Blank stares.
"My name isn't Morgan Wilson. My name is Morgan Wilson Miles. I'm sorry..."
David looked as if he might faint. "Fuck! As in Jedediah fucking Miles?? The fucking billionaire??"
Samantha stared at me.
"No more ramen noodles or mac and cheese, honey. Unless we want them..."
It seemed like forever before she reacted. I waited for her to slap me out of my chair. I know this sounds stupid...why would a woman be angry about being filthy rich? Well, my Samantha was very serious about honesty, and talked endlessly about the simple, small town life she had planned for us.
But I had picked well. Or she had. Or we had. No I hate you moment. She walked over and sat in my lap, wrapping me in her arms. "You will NEVER regret loving me, Morgan Miles."
Fast forward another five years. Samantha has been my wife for five years, David and I are still inseparable. My dad, sadly, has passed. But he was at peace when he did so, knowing I was doing well.
I had "hired" David as my personal advisor. I did not really need one, but it allowed me to give him a very generous salary while staying within corporate tax requirements. David could well afford a large home of his own, with staff...but chose to live with Sam and I. It was just easier, because we traveled the world together, gaining those experiences I talked about. We had scaled Mount Everest, sailed the South Seas, and dozens of other adventures. Sometimes Samantha went with us, often she stayed home or went on adventures of her own with her best friend Jasmine.
I had gained a lot from my father's lessons. I was at peace. We only get one shot at this life. I stayed on top of my businesses, but also relied on more competent managers. I spent my time DOING. I made certain we provided to charities, we all volunteered personally, but enjoyed ourselves.
I love my wife, and spare absolutely no expense to make her happy. She is definitely spoiled, but still retains her personable character.
Learning from my father's mistakes, I had long decided that I would do anything to make her happy. But if I lost her...life would go on. I would be at peace regardless. I studied stoicism a great deal to guide my life.
And this attitude led to our story.
I was relaxing at home when I overheard Samantha talking to Jasmine on the phone. They told each other everything. It seemed innocent at first, then it turned to sex. Evidently one of her friends had experienced a large cock and it was...amazing. Samantha expressed that I had always taken care of her...but she had thought six inches was BIG. Her friend laughed. I could tell Sam was intrigued.
It was difficult. But not because of jealousy. Because I doted on her. She commented on a commercial for the latest thing? It was hers the next morning.
I thought about how to handle this.
The next weekend, I suggested we all go swimming in the pool. Once there, I suggested skinny-dipping.
I had told you David and I were so identical in physique we were mistaken for brothers. There was one difference.
I have an average manhood. With average stamina. I never failed to make Sam orgasm.
But. From communal showers and from being around when he took a lover, I knew. My "brother" David...was hung like a horse. And when he fucked some girl he'd picked up, he was very considerate and a gentleman. And from the sounds emanating from his room at the ranch, very...effective.
It took some coercion before David would shed his trunks to get into the pool. But when I succeeded in cajoling him into nudity it had the expected effect.
Samantha stared. She couldn't help it. An unbelievably thick slab of meat hung between David's thighs almost halfway to his knees. I was a "grower not a shower." David was the opposite. Aside from being flaccid, the monster women saw between his legs would be what they got. She kept stealing glances. I could tell she wanted it.
And what my baby wanted, I would make sure she got. Life is about experiences. She needed to experience a large cock, consequences be damned.
Samantha's birthday was the next week. So I went to work on David. He went from skeptical, to adamantly opposed, to complicit after I conveyed my philosophy to him. I was not worried about him fathering "my" child. He and I had both gotten vasectomies when we were single. We didn't want any surprises, and figured we could reverse them when WE were ready to be dads.
So it was that when myself, David, the household staff and Samantha's family gathered on her birthday, the plan between me and my best friend was in place.
After the family had left, all that remained were half a dozen items wrapped in large red bows, the brand new Range Rover wrapped in a huge red bow in the driveway...and my friend David wearing a red bow tie.
After she had opened her other presents, Samantha drove us to her favorite steak house and we had dinner.
As we were eating birthday cake for dessert, Samantha was thanking us for her gifts.
I smiled, "Well. You still have one more to unwrap when we get home."
She grinned, "Another one?? What is it?"
I glanced over at David and his red bow tie. He was blushing furiously. I waited for Sam to make the connection between the "red bow" he wore, the bows on her other gifts, and what she witnessed at the pool.
"I overheard you talking to Jasmine last week...what my baby wants, she gets..."
Now her face went red as she got it. "I can't do that!"
But she was smiling. Her protest was not expressing disgust or anger. It was the protest of a woman being offered a very fattening dessert and saying she shouldn't do that. But it did not keep her from wanting it.
"Of course you can." I took her hands in mine. "I love you. You know how I feel about experiences. You should be able to experience this...and I cannot give this experience to you. Fortunately the person we trust most in the world...can."
"Oh my god." She had always been relaxed around David. He was just David. She did not even realize it, but she suddenly sat up straight, which had the effect of pushing her bountiful freckled cleavage upwards for display. Like a girl on the prowl. I knew I had her now.
Nothing else was said until I was driving us home. Sam had said she was too "discombobulated" to drive.
She turned to me and stammered, "Will....will you...uhh...be there?"
I had thought about this. I had actually had more time to think about all of it than she had.
"Well...my thoughts were that you both would probably be more comfortable if I was not there the first time. You might be more nervous...or feel like you have to perform. This is for YOU. Not me. But that is ENTIRELY up to you, ma'am."
She considered for a moment. Then suddenly, "The FIRST TIME??"
I laughed. "That is entirely up to you also, of course. Maybe that's a conversation for tomorrow after you, umm, have more information, so to speak."
When we got home I fixed all of us a drink to try and loosen things up a bit. After we finished them, Samantha looked at us, "So...I guess we're doing this?"
We both nodded, David hesitantly.
I asked, "So what did you decide about your question in the car?"
She hesitated, "I think you're right. I'm sorry...if you were wanting to watch...or participate."
"That is an intriguing idea. But no, this is about you. I'll stay down here and watch a movie. The upstairs is ya'll's."
"Should we use our bedroom? Or David's?"
"Wherever you are most comfortable...seriously."
"It won't bother you if someone else fucks your wife in our marital bed?"
My sudden erection answered better for me than I could.
She leaned over and kissed me. "I love you so much."
She seemed to intuit now that humiliation was a turn on for me. I hadn't even know it myself until now. She stood and held out her hand for David.
