by Stewart Lochrie

The Diceman at Cheltenham: Roll of the Dice and a Pint of Madness

The Diceman does.......Cheltenham Races
The Diceman at Cheltenham: Roll of the Dice and a Pint of Madness

It’s 11am, and I’m already clutching a pint of Guinness, surrounded by tweed jackets, fascinators, and an unmistakable air of excitement. The Cheltenham Races are one of the most prestigious events in the racing calendar, but for me, The Diceman, it’s just another day of letting the dice control my fate.

What better way to take on the horses than by leaving it all to chance? Forget studying form, odds, and favourites—I’ve got six sides to each decision. And as always, whatever the dice says, goes. So, pint in hand, I’m ready to dive headfirst into the madness of Cheltenham.

First Roll: What to Bet On?

With the first race kicking off soon, I pull out the trusty die and give it a roll. 1 through 3, I’m backing the favourite; 4 through 6, it’s the underdog. The die tumbles… and lands on a 5. Right then, looks like I’m rooting for Thunderbolt Lad, a long-shot at 25-1. Sensible? Nah. But let’s be real—sensible doesn’t belong at Cheltenham.

I throw a cheeky £50 on Thunderbolt Lad and head for the bar for another pint. It’s going to be a long day.

The People of Cheltenham: A Study in Extremes

The dice aren’t just for betting, though. They decide who I chat to, who I drink with, and, inevitably, who I avoid. I roll again: 1-2, I’m off to the VIP section; 3-4, mingling with the locals in the beer tent; 5-6, I join the rowdiest crowd I can find. It’s a 6. Perfect.

As I walk through the heaving crowd, I spot my target—a group of lads, already half-cut, dressed like they’ve raided their grandad’s wardrobe. It’s barely noon and they’re five pints deep. “Oi, Diceman!” one of them shouts, clearly recognising me from Loaded’s pages. “What’s the dice say for the next race?”

I roll right there on the spot. It’s a 3. “Back Silver Streak,” I tell him. They cheer, clearly happy to have the dice in charge. If it wins, I’ll be a hero. If it doesn’t… well, at least we’ll still have the booze.

The Horses: A Wild Ride

Back at the grandstand, Thunderbolt Lad takes the field, and for a brief, glorious moment, it looks like my luck’s in. He starts strong, edging into third by the halfway mark, and I can almost taste the winnings. Then, as if the gods are toying with me, he stumbles and finishes dead last. The lads I tipped earlier? Their horse comes in second. Close, but no cigar.

"That's the beauty of the dice," I tell myself, downing my pint to numb the pain. Whether you’re winning or losing, the thrill’s in the unpredictability.

By the Numbers: Drinks, Pints, and Chaos

By race four, I’m well into the groove—or more accurately, well into the drink. The dice, as usual, have led me astray. I’ve rolled to decide my next drink and ended up with a whisky chaser, then a cocktail that no self-respecting racegoer would touch. I’m half-expecting to be banned from the VIP section, but luckily, I rolled a 2 earlier, so it’s off-limits for now.

The last bet of the day is looming, and the dice are still calling the shots. I’ve barely any cash left (cheers, Thunderbolt Lad), but I’m throwing the last of it on Whispering Jack—another long-shot. What’s the worst that can happen? Oh right, I lose again. But hey, that’s racing. And this is Cheltenham. It’s not about how much you win, it’s about the ride you take along the way.

Final Roll: To Win or Lose, It’s All in the Game

As the sun sets over the course and the last race finishes, I check the results. Whispering Jack didn’t even make it into the top three. The dice have spoken—today wasn’t my lucky day. But that’s the game, isn’t it? When you let fate decide, you’ve got to be ready for anything. Win, lose, or roll again.

And you know what? With a pint in hand and the festival in full swing, I’d do it all over again. Because at Cheltenham, the dice may not always roll in your favour, but the craic is always a sure thing.

Until next time, let’s roll.

— The Diceman

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Stewart Lochrie

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Stewart is a writer for Loaded Magazine with a deep-rooted passion for nostalgia and a zest for living life to the fullest. Blending sharp insights on today’s culture with a love for the iconic moments of the past. Through his articles, he captures the spirit of heritage and authenticity, connecting readers to the essence of Loaded—where yesterday's legends meet tomorrow's trailblazers.