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Lindsey Vonn ditches her bra for a fiery red pantsuit, Maggie Sajak is a powerhouse and the coach attacks the referee!

The first Monday in May? Don’t mind if I do! New moon, boys and girls. A big month, too. This is the month, for me at least, when the year begins to rise.

I hate winter. I’m not a big spring boy. I love summer, especially because it’s the last bridge to fall, which is easily the best time of the year. Not even close.

For me, summer starts this month. I know it’s unfair, but summer runs from Memorial Day weekend to Labor Day Monday. It’s summer time. Memorial Day to Labor Day. The little calendar in the upper right corner of my computer tells me that we are exactly three weeks away from Memorial Day, which means we are 19 days away from the start of Memorial Day weekend.

And that means, folks, we’re 19 days away from summer. Let’s roll.

Welcome to the big Monday – the one where Lindsey Vonn still has a fastball despite walking with not one, but two clubs. It doesn’t matter. That’s why he’s a Hall of Famer.

Lindsey Vonn is seen walking in Midtown New York City on April 30, 2026. (Photos by TheStewartofNY/GC)

What else? I have a lot of #content from the big weekend, somehow I’m in a really good mood today after my brother’s wedding, and is this Fenway Park proposal the hardest thing you’ll face today? It’s possible! We will see.

Grab any Star Wars themed drink your local bar is offering to celebrate May the Fourth, and set yourself up for a Monday ‘Cap!

The 2026 wedding weekend is in the books

So, we’re going to go ahead and jump right into the wedding weekend before we check in with Lindsey and start this week.

  • I shot 85 in the Friday night dinner game. Filed me as complete garbage. Our team finished second and I found my $20 that I secretly stole from our kitchen cabinet. The First Lady didn’t know the difference. I was sweating.
  • I had to give a speech on Friday night at the rehearsal dinner after my brother called me out of the cowshed as my other brother (his best man) was moved to the big show on Saturday. I wrote down a few things on my phone that I wanted to say, but about 30 seconds after I got the microphone I turned my phone off and dialed it for free. I’ve never been someone who just reads a script. That’s boring.
  • I had about five whiskeys before the talk and didn’t eat any of the appetizers that came with them. It’s a risky business, but, from what I’ve been told, I’ve made it work.
  • Coming out after a rehearsal dinner is always the kiss of death on a wedding weekend. It has bitten me for two years in a row now.
  • Waking up to both my children jumping on me on a Saturday morning made me fight for my life.
The newly wedded bride and groom embrace each other

A Pew analysis of University of Michigan data from 2023 found that high school students have shown less interest in marriage and having children compared to three decades ago. (Getty Images)

  • (That’s not my problem. That’s a stock photo I put in here because we now have to have three photos in all our stories. So, there you go. Love this.)
  • The biggest stress on the actual wedding day was that both of those children would walk down the aisle without causing an incident. I have never sweated so much in my life. They both nailed it. You really live hard for your children.
  • David Allan Coe played in the lobby. So is the bond, “Courtesy of the Red, White & Blue,” by Toby Keith. Both songs received, by far, the biggest response of the night.
  • The bar ran out of Michelob Ultras 90 minutes into the lobby. The bartender told me they sold 450 bottles an hour, which I found very interesting.
  • Pro tip: For your next wedding, set up gambling lines throughout the day. Over/under everything. The length of the first kiss. Lectures. How long will it take to get to the event. You name it. We were still counting the seconds when they entered and kissed for the first time. I had more than 2.5 seconds. They moved it by a kilometer. Stop rushing!

It’s definitely a weekend of #content!

Have a great weekend. As for marriages, there are no real disasters. I’ve been part of the doozies. This one was seamless from start to finish.

And hey! We even had a few students attend. This class cleans up well. Good night everyone.

OK, let’s get to the best #content from the big weekend, and let a recovering Lindsey Vonn lead the way:

Fenway, battle/coach battle & Maggie wishes everyone a Happy Fourth of May!

Another great weekend. A great way to end April. The best way to start is in May. A few thoughts…

  1. My uncle was on a Moya flight home on Sunday morning. Apparently, that didn’t happen. Instead, he had to rebook Southwest for $1,400. Thank you, Elizabeth Warren!
  2. Look at the elite company Spirit now joins, though … Blockbuster, Circuit City, Kmart. We had it right, and we just pissed it all off.
  3. Another 19 Sundays sounds incredibly doable.

KESHA WENT SKINNY DIPLOMAS MOTHER NATURE, KRISTIN CAVALLARI HER KIND MODELS AND SHAMELESS SERVICES

  1. Abolishing McDonald’s automatic soda stations by 2032 seems like news that won’t matter in 2032. McDonald’s has no idea what this world will look like in six years. Nothing. The elimination of the soda fountain will probably be small potatoes in that world.
  2. That being said, Diet Coke from McDonald’s is, easily, the best drink in the fast food industry. There is something about it. It’s special.

OK, let’s fast-forward this Monday class to a big Monday night. First? Let’s head to the diamond and check out today’s youth!

Good grace. I’ve never been a part of a game involving a coach/dad throwing hands with the referee, but we’ve come close a few times.

Imagine, just for a moment, getting that flare in an 11U baseball game. Again, it’s 8-0 in the third inning. Meanwhile, you’re winding down the clock and praying for mercy so you can make it to the Beef ‘O’ Brady down the street before the bar closes.

And hey! Beef ‘O’ Brady’s! One of those former centers up in the closed heaven. Are Beefs still a thing? We used to have it in my town years ago, but it’s been a while. It’s sad.

The next one? Let’s go up to Fenway and tie the knot!

Good Lord.

He looks upset. He looks humble. They force a kiss at the end, but that’s only visible on camera. They were just trying to save face at the time. It should have been a very uncomfortable time at Fenway Park this season, and that means something that the team (in) has undoubtedly given worst team in baseball.

A Boston Red Sox fan wearing a paper bag over his head at Progressive Field in Cleveland

A Boston Red Sox fan wears a paper bag over his head during a game against the Cleveland Indians at Progressive Field in Cleveland, Ohio, on April 7, 2011. (John Grieshop/MLB via Getty Images)

Which brings me to my next point … why are you planning a proposal at Fenway right now? Didn’t this guy follow the team this season? They are a disgrace. They smell.

They already are he fired half the teamand they have been in the bottom of the American League for a month now. Players fight. The coaches don’t even know half of them by name. The group hit STINKS.

FOX NEWS SPORTS NEWSLETTER: BILL BELICHICK’S STUNNING NORTH CAROLINA DEBUT, ALABAMA QUIT FOOTBALL

And planning a marriage proposal?! That’s up to you. You dug your own grave in that one.

OK, that’s it for today. The best (almost) start to summer. Let’s finish strong with Maggie Sajak as the hottest Jedi in the world, and have a great week.

See you on Wednesday.

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OutKick Nightcaps is a daily column scheduled to run Monday through Friday at 4 p.m. (well, we’re not robots).

Ever live a bet on a first kiss? Email me at Zach.Dean@OutKick.com.

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