Who Is Donald Draper Based On In Mad Men?

The wedding had been postponed ninety-nine times. I called the wedding planner and told them to change the bride's name to Ivy Sterling, Charles Hart's childhood sweetheart. "Donna, are you sure?" the planner asked cautiously. "This time, the Don didn't postpone again." I heard the surprise in his voice. My answer was calm. "Yes. Change it to Ivy Sterling." From the very beginning, Charles gave only one instruction for the wedding: "Adjust the decorations according to Ivy's taste." He explained that Ivy had good taste, that she would only serve as a reference for our wedding. But every choice, the flowers, the favors, the entrance music, was made by Ivy. Even my wedding dress. She had said lightly, "A mermaid silhouette suits her better." So I decided to give the entire wedding, steeped in her presence, to them. And I walked away from this farce completely. From now on, let him keep his old dreams. I will go and enjoy my own boundless sky.

I’ve got a killer hourglass figure and siren eyes. In Hollywood, I’m the ultimate sex symbol. But after five years in this town, not a single producer would dare lay a finger on me. Because the man in my bed is Don Vincenzo, the most ruthless mafia boss in New York. Seven years together. Every time we finished, he’d hold me close, kiss me, and carry me to the bathroom to clean me up. I naively thought I’d be the only woman by his side. That I'd even be his Donna. Until the night of my 28th birthday. After the family dinner, I heard him sneer to his underboss: "Chloe is fun to play with, but for my Donna, I have other options." In that instant, I ripped out my cheap, pathetic heart. I became exactly what he wanted: a perfect mistress who only cared about his money. But Vincenzo didn't seem to like that. His dark, dangerous eyes locked onto mine. "Besides this Manhattan penthouse, is there really nothing else you want from me?" I wrapped my arms around his neck, letting out a fake gasp of surprise. "You mean I can pick out a Ferrari, too?"

I was reborn, back to the day before my wedding. The first thing I did? I swapped husbands with my sister. Last time around, I married Julian, a mild-mannered tech mogul. He couldn't handle my fiery temper, and I couldn't stand how soft he was. Our marriage crashed and burned in a year. My sister, sweet and timid, was in an arranged marriage with Robin Kane, the Don of New York's biggest crime family. She couldn't handle the brutal, chaotic life. Tormented by Robin's so-called childhood sweetheart, Isabella, she fell into a deep depression and died. So when I came back, I made a decision. I’d be the one to marry the Don. But I never expected that after the wedding, the cold, stoic Don would become a different man. Every night, he’d be on top of me, kissing me like he was obsessed, whispering, "Good girl. I'll make you feel good. Just one more time, baby?"

The Rossi family has a rule. If you want to be the next Donna, you have to prove yourself. Make three hundred million dollars, clean money, in a single year. All on your own, no family help. I spent ten years trying to do it for Vincent. I built ten companies from the ground up. But every single time, just as I was about to cross that finish line, something would go wrong. Everything would just… collapse. This year, I finally did it. I ran to his study, audit in hand, my heart hammering against my ribs. I thought I’d finally won. Instead, I learned my entire life was a lie. He handed my entire empire to Ava—my father's bastard. All because she supposedly saved his life once, and he wanted to make her the real Donna. I gave up. On him. On my family's dream of rising with his. Then I picked up the phone and called the Outfit in Chicago. "Your marriage proposal," I said. "I accept."

The Mad Donna He Never Really Married For three years, I was Donna of the rising Valenti family. One day, Enzo was holding a meeting at a private cigar club. I worried about his stomach issues, so I went to bring him his usual antacids. Standing outside the private room, I heard his men laughing. “Don Enzo, are you really going to keep Clara hidden away at the Silver Lake villa forever?” “That mad Moretti heiress in the main house is still parading around as Donna of the Valenti family.” Enzo rubbed the bridge of his nose and scoffed. “If she hadn’t taken a bullet to the head for me and gone insane, and if I hadn’t desperately needed her family’s capital, I never would have married a woman with no blood ties to the life.” “But Clara is my legal wife. The family trust, the marriage certificate at City Hall, it’s all in her name.” “Stella’s just a plaything I keep at the main house. Once Clara gives birth to an heir, I’ll bring her home for good.” My knuckles turned white as I squeezed the small box of medicine, the cardboard crumpling in my hand. He had exchanged blood oaths and rings with me in the church, yet it was Clara who had signed the papers at City Hall. He played me for a fool, all to keep Clara’s reputation clean. Clutching the box, I turned and melted back into the shadows. He had no idea my sanity had returned three days ago. He would never guess I had already sent an encrypted message to my brother, who runs a business empire from our home in Solaria, far across the sea. I was done with this goddamn Valenti title.

At my engagement party to Matthew, the Don of the Gambino family, he said he had business to handle. Two hours later, he still wasn't back. I went to look for him. Around the corner of the hallway, his men were whispering in Sicilian dialect. "Poor thing. The future Donna has no idea Don's been screwing Ruth." "The Don's out of his mind. Can't even keep it together on his engagement night." Ruth Martin. His childhood friend. His business partner. I stood there, frozen. Then I walked back to the ballroom. A while later, Matthew pushed through the door. One button missing from his shirt. Sweat on his forehead. Someone clapped his shoulder, asked in Sicilian. "Ha! So? How was it with Ruth? Fucking intense, right? You're a madman." Matthew laughed and answered. "Of course. Couldn't get enough." What Matthew didn't know—I used to be Sicilian. I understood every word. What he also didn't know—I was about to tell him I was carrying his child. I took a sip of my juice. Didn't call him out. Instead, I pulled out my phone and opened the confirmation from the lab in Paris. Hit Confirm. Seven days from now, I'd be on a flight to Paris. Gone from his world for good.