Victor Cruz, Italo Zucchelli and Justin Theroux at the Calvin Klein show in Milan. (McMullan)

Shindigger is simply mad about all things Italian: the food, the language, the people, the clothes, the midday naps! And so we had no choice but to jet off to Milano to take in Men’s Fashion Week, one structured cashmere blazer at a time. Shindigger was front and center at shows including Ermenegildo Zegna, Dolce & Gabbana, Burberry Prorsum, Versace and Salvatore Ferragamo. Being “Gli americani,” we were sure not to miss Calvin Klein Collection’s runway show and after-party, with appearances by English pop songstress Ellie Goulding and a rare live deejay set by Hercules and Love Affair. The brand had flown in Victor Cruz and Justin Theroux to add to the abnormally attractive chaos in Calvin Klein’s opaque, modern showroom at Viale Umbria, 37. 

The line itself was wearable and innovative, with painstaking craftsmanship that wasn’t too flashy. We were especially struck by the techno outerwear in black cashmere and herringbone heather wool.

Italo Zucchelli, Calvin Klein Collection’s creative director of menswear, said that this season’s fabrications were particularly challenging to execute. “Complicated in a good way,” he said in his delicate Ligurian accent.

Shindigger headed over to perennial front-row Calvin Klein fixture and Giants wide receiver Victor Cruz, in from New York for the show and a lavish weekend of shopping with his girlfriend. “It’s fun!” said the handsome player known to American football fans for celebrating touchdowns with a little salsa dancing. “We ate our faces off. We went shopping. I went shopping at the Calvin Klein boutique. My girlfriend went to Giuseppe Zanotti, YSL ...”

Mr. Cruz lit up when asked about Milano nightlife, explaining that he was staying at Hotel Principe di Savoia, Fashion Week’s party headquarters. “The Principe is always another world all to itself. It’s always fun being there,” he confessed. “I just wanna have a good time and leave Milano with a bang.”

Mr. Cruz undoubtedly deserved one, considering that the Giants did not finish the regular season with any sparks whatsoever. “I’d prefer to still be playing right now,” he told us. And suddenly our football star was shuffled away before Shindigger was able to ask him if he ever dared salsa without a helmet. Oh well—on to the party!

AND A PARTY IT WAS! After enjoying healthy pours of amarone at an earlier Roberto Cavalli penthouse party, Shindigger was driven in a Ford Fiesta to Pier Lombardo, 14. It was as if we had been transported to industrial Williamsburg: brick, rust, wooden beams and all. We beelined it straight to the bar, where poor yet dashing bar twinks (uniformed in Calvin Klein One) were kept at a grueling pace.

“It’s my first time for the men’s shows,” enthused Norwegian model and Calvin Klein “it” girl Hanneli Mustaparta, who had also been flown in from New York to attend the festivities. She was raving about Mr. Zucchelli’s intricate designs and color palette when Ellie Goulding took stage. “I’m excited to see her,” Ms. Mustaparta yelled over the dance tunes.

“Who’s gonna get me a drink?” blurted Ms. Goulding into the mic after a sultry rendition of Elton John’s “Your Song.” About four songs later, she ended with her hit “Lights,” which really got the energy up.

Afterward, we were in hot pursuit of Mr. Theroux when we bumped into the blond songstress of the evening. “You look amazing in that Calvin Klein dress,” Shindigger screeched over the blaring beats. “It feels sexy and I like what it does to my boobs,” she yelled back.

This festa was rowdy compared with our habitual Park Avenue fetes. Bodies swayed, the band was stupendous and attendees furiously continued to pillage the bar.

A few rounds later, Shindigger was still chewing the fat with old Italian friends and New York editors.

“It’s a great party! I’m happy to be here,” exclaimed our old friend Mr. Cruz, who proved to us he could hit the dance floor sans uniform. We asked him how he had passed the rest of his day after the runway show. “We just took the day to relax, hang out, get a massage; we ordered room service and then got dressed and came here.”

Not bad for a whirlwind VIP weekend, we thought, while he added that he was a big “sneaker advocate,” which Shindigger certainly could figure out ourselves, noting his pairing of a slim-tailored suit with Nike Air Jordans, which, to our surprise, worked charmingly. Eyeing a refill of our toxic champagne/vodka potion, we asked Mr. Cruz his cure for the inevitable Fashion Week hangover.

“Fluid. I drink tons of water, tons of juice ... anything I can get my hands on. I gotta stay on top.”

With that, Shindigger finally had to let our favorite Milano date salsa away from us.

When the Cruz-less Calvin Klein blowout finally ran dry several hours later, we migrated with the in-crowd to Plastic for more mayhem, awakening a few hours later to find ourselves rushing to the much-too-early Armani show. È la dolce vita!

Rihanna, one album cycle and several hairstyles ago. (Getty Images)

Tonight at 10p.m., CBS airs the Grammy Awards Nomination Concert, a splashy special co-hosted by Taylor Swift (whose album Red, despite having come out in 2012, won't be recognized this year due to the eligibility calendar). So who will be nominated? We have a few minimally educated guesses:

Album of the Year

• Babel, Mumford and Sons
• El Camino, The Black Keys
• Kisses on the Bottom, Paul McCartney
• Take Care, Drake
• Talk That Talk, Rihanna

Mumford and Sons and the Black Keys, in varying ways, tie the Grammys into historically popular and nostalgic genres, while the kids are served by nods to Drake and Rihanna. Rihanna, whose album Loud also took what's become the pure-pop spot occupied previously by Katy Perry, seems like the safest way to honor the EDM vogue (and, yes, we know she's released an album since Talk That Talk). Drake is a young, sensitive rapper getting a nomination that could also go to young, sensitive R&B singer Frank Ocean for his risky Channel Orange, but it seems likely Mr. Ocean will get his due in the New Artist category. And, finally, you may have forgotten or never known perennial nominee Paul McCartney released an album called (ew) Kisses on the Bottom, but his Olympics performance and the fact that it's an album of standards (Grammy's favorite thing!) mean he could end up at the ceremony.

Record of the Year

• "Diamonds," Rihanna
• "I Will Wait," Mumford and Sons
• "Somebody That I Used to Know," Gotye feat. Kimbra
• "We Are Never Ever Getting Back Together," Taylor Swift
• "We Are Young," fun. feat. Janelle Monaé

Taylor Swift and Rihanna both scored #1 Hot 100 hits within the eligibility, and both sound pretty vanguard-y (Ms. Swift's record is as palatable for a non-country audience as anything she's ever recorded). Meanwhile, Gotye and fun. both came out of nowhere with comparable Billboard hits--inescapable through the summer months and yet seemingly more accessible to the fuddy-duddy Grammy voter than the airy (and perfectly so) "Call Me Maybe." And Mumford and Sons, given their commercial success and appeal to a traditional aesthetic that sounds nothing like EDM, will likely be the Adele of this year's Grammys once nods to Calvin Harris et al. are dispensed with. For Song of the Year, a category honoring songwriters, sub out "Diamonds" for Adele's "Set Fire to the Rain."

Best New Artist

• fun.
• Gotye
• Ellie Goulding
• Frank Ocean
• One Direction

Much as we hope the year's most forcefully debated singer, dead-eyed semiotic student Lana Del Rey, could snag a nod, this race is between fun. and Frank Ocean, with Gotye inducted for his inescapability, Ellie Goulding for her persistence (she was a "new artist" several years ago but only now getting her due), and One Direction because Justin Bieber and the Backstreet Boys were once nominated in this category, too.