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Alan Sugar is happy as ever after 54 years of marriage

The Lady to his Lord. - by Alex Lilly
  • 19 May 2022

He may be tough as nails on Celebrity Apprentice and though he may not be the gooey romantic sort, Lord Alan Sugar's relationship with his wife Ann Simons is pretty sweet.

WATCH BELOW: Lord Alan Sugar stars in Celebrity Apprentice Australia

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Alan was just an 18-year-old Londoner when he met his now-wife Ann, who was a 16-year-old hairdresser. In fact, at one stage she was the breadwinner of the couple.

"We grew up together, we prospered together," Alan said on Piers Morgan’s Life Stories.

However Ann admits that her husband isn't one to make a grand gesture of love. 

"Alan's definitely not the romantic type. Definitely not," she said on BBC documentary The Real Alan Sugar.

"He wasn't the normal run of boys of that age, he was always a bit different," she added, explaining that manners weren't something in his wheelhouse.

"He was very straight-talking, I wasn't used to that type of thing but that's what I liked about him. Don't know why but I did!"

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Alan and Ann married in 1968.

Instagram

However Ann's parents weren't great fans of the future billionaire and thought she could do better.

"In her parents' mind I wasn't 'catch of the month'. It's the old thing of they'd rather have an accountant, a lawyer or a doctor," Alan said.

On 28th April 1968, two years after meeting, Alan and Ann tied the knot at London's Great Portland Synagogue but the proposal wasn't exactly the stuff of rom-coms.

"It was more along the lines of, 'I suppose we should get married then?'" the billionaire shared.

"There was certainly no going down on one knee, with a rose, in a restaurant. In fact we were going over the Stratford flyover in the minivan at the time."

The couple then welcomed their children Simon, born in 1969, Daniel, born in 1971, and Louise, born in 1974 and are now grandparents of seven.

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"He was very straight-talking, I wasn't used to that type of thing but that's what I liked about him."

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Even when he started raking in the cash, Alan always put aside holidays, evenings and weekends for his family but never discussed business with Ann.

"I guess that I knew that she would not have anything to offer me other than to stop worrying and that was about it."

However Lady Sugar can read her husband like a book.

"The minute he walks through the door, I've only got to look at his face and I know whether he's had a bad day or a good day. When he's had a bad day I've never pestered him or asked him any questions. I knew that when he was ready to talk he would talk but I never knew anything about the actual running of the business or anything like that."

To celebrate their 40th wedding anniversary, Alan and Ann threw a lavish party at their home and the billionaire boss paid tribute to his leading lady.

"Ann always says that the day she met me she knew she had met Mr Right. What she didn't know was my first name was 'Always'," he joked at the event.

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"Ann always says that the day she met me she knew she had met Mr Right. What she didn't know my first name was 'Always'."

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However, even couples who have been together as long as Alan and Ann have their arguments.

A big one arose when the Celebrity Apprentice boss signed his wife's birthday card: "Best wishes, Alan Sugar."

"That will stick with me forever," he admitted after recalling the incident. "That's why I keep her away from newspapers and television cameras so she can't tell the story anymore!"

Ann laughed that she "went mad" when she saw the card and was "absolutely furious" with her husband.

"I got roses, he felt sick when he realised what had happened, he felt terrible."

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The couple celebrated their 50th wedding anniversary surrounded by their grandchildren.

Instagram/Twitter

Over 50 years on from saying 'I do' Alan and Ann are now Lord and Lady Sugar but the level of wealth they have now is something Ann never expected.

"I just thought that we'd be an ordinary, everyday family, didn't dream it would happen, what has happened," she said on The Real Alan Sugar.

As for Alan, he says Ann is "absolutely" the only woman he's ever loved.

"I couldn't ask for a better wife than her. I'm still wondering what it is she saw in me... she must've seen that spark of genius in there that I have."

Want your own fairytale love story? Sign up for eHarmony today!

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Alex Lilly
Alex Lilly
Alex is a senior writer and editor who's crazy about all things reality TV and royals. When she’s not writing about the latest MAFS and Bachelor drama, you’ll find her trying to decide what to watch on Netflix.

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