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Lollapalooza, held in Chicago’s Grant Park, is more than just a concert, it is a musical, cultural, and community experience. This
year attendees from all over congregated to enjoy the music, food, art, and people watching this annual summer event provides.
Our Stylesight team was on hand to witness and document the landmark festival’s abundance of trendsetting style.
Young men stayed cool in the Lollapalooza heat with the help of some seriously short shorts. These guys took a sporty
approach to the rising hemlines that are permeating menswear and streetwear, donning drawstring nylon active shorts. In these
sporty getups guys were ready for anything from the court to the mosh pit.
Easier to wear than jewelry for most young men, but with a similar accessorizing effect, the bold belt buckle is making a major
comeback on the streets. Lollapalooza concertgoers made sure to tuck in their shirts in a way that optimally showcased these
centerpiece-like buckles, which included everything from vintage Nintendo controllers to Mayan engraved plates.
Lollapalooza guys paid sartorial tribute to cultural greats in the form of graphic tees featuring the visages of everyone from
Richard Pryor to Woody Allen. A refreshing and interesting take on the graphic tee, these monochromatic images will no doubt
continue to show their face in the seasons to come.
A festival favorite this summer, the fanny pack was a key accessory at this year’s Lollapalooza. Integrated into the nylon shorts
and retro headbands look, these 1980s era waist packs made a playful nod to the past. This unisex bag is a current must have
in the youth market.
A preferred shoe amongst Chicago’s concertgoers, Vans slip-ons were all over Grant Park. Seen in solids as well as Vans’
signature checkered print, these streetwear classics are available in virtually every color. A welcome alternative to the other key
canvas shoe, the Chuck Taylor, Vans slip-ons will surely trend into fall and beyond.
Blending in perfectly with the vegetation of Chicago’s massive Grant Park, young men favored shades of green at Lollapalooza.
From graphic tees to socks, guys sported a midtone bright hue of green that generally ranged from kelly to mint. Keep this
earthy hue in mind for the young men’s market.
The cross-forehead headband is an accessory that has picked up momentum this summer with both genders. From simple knit
and terry cloth bands to folded bandanas, guys topped off their festival looks with this simple yet fashionable piece. The
headband is a style elevating addition to any young man’s wardrobe.
Guys at Lollapalooza were right on trend, sporting this season’s ubiquitous v-neck tee. From basic hues to bold prints, this
simple cut has mass appeal. Pairing well with slim jeans and shorts, the v-neck tee is a wardrobe staple in this market.
Socks are an item of apparel that tend to go unnoticed, but at this year’s Lollapalooza young men made this article a focal point
of their festival ensembles. From mid-calf to knee high, patterns and bright colors commanded attention while other guys took a
more subtle approach with classic white varieties.
From the Metropolitan Museum’s recent superhero exhibit to the blockbuster success of the film Dark Knight, it seems the world
over is fixated on cartoons and comics. A perfect fit for the young men’s market, variations of cartoon graphics appeared all over
at Lollapalooza. Don’t give up on this playful graphic trend just yet.
The small triangle scarf, a favorite on the streets this season, was omnipresent at Grant Park. Young men were seen wearing
them tied in the back as well as the front for a more western-wear inspired look. With lots of layering potential, neckerchiefs are
a must have for stylish young men.
Shorts were a wardrobe necessity in the blazing Midwestern heat, and young men went beyond the typical cargo and denim
short options. Guys showed up in bold multicolored board shorts as well as vintage looking drawstring swim trunks emblazoned
with 1980s surf graphics. These beachy bottoms are a fresh way to utilize print.

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LollapaloozaMens

  • 1.
  • 2. Lollapalooza, held in Chicago’s Grant Park, is more than just a concert, it is a musical, cultural, and community experience. This year attendees from all over congregated to enjoy the music, food, art, and people watching this annual summer event provides. Our Stylesight team was on hand to witness and document the landmark festival’s abundance of trendsetting style.
  • 3. Young men stayed cool in the Lollapalooza heat with the help of some seriously short shorts. These guys took a sporty approach to the rising hemlines that are permeating menswear and streetwear, donning drawstring nylon active shorts. In these sporty getups guys were ready for anything from the court to the mosh pit.
  • 4. Easier to wear than jewelry for most young men, but with a similar accessorizing effect, the bold belt buckle is making a major comeback on the streets. Lollapalooza concertgoers made sure to tuck in their shirts in a way that optimally showcased these centerpiece-like buckles, which included everything from vintage Nintendo controllers to Mayan engraved plates.
  • 5. Lollapalooza guys paid sartorial tribute to cultural greats in the form of graphic tees featuring the visages of everyone from Richard Pryor to Woody Allen. A refreshing and interesting take on the graphic tee, these monochromatic images will no doubt continue to show their face in the seasons to come.
  • 6. A festival favorite this summer, the fanny pack was a key accessory at this year’s Lollapalooza. Integrated into the nylon shorts and retro headbands look, these 1980s era waist packs made a playful nod to the past. This unisex bag is a current must have in the youth market.
  • 7. A preferred shoe amongst Chicago’s concertgoers, Vans slip-ons were all over Grant Park. Seen in solids as well as Vans’ signature checkered print, these streetwear classics are available in virtually every color. A welcome alternative to the other key canvas shoe, the Chuck Taylor, Vans slip-ons will surely trend into fall and beyond.
  • 8. Blending in perfectly with the vegetation of Chicago’s massive Grant Park, young men favored shades of green at Lollapalooza. From graphic tees to socks, guys sported a midtone bright hue of green that generally ranged from kelly to mint. Keep this earthy hue in mind for the young men’s market.
  • 9. The cross-forehead headband is an accessory that has picked up momentum this summer with both genders. From simple knit and terry cloth bands to folded bandanas, guys topped off their festival looks with this simple yet fashionable piece. The headband is a style elevating addition to any young man’s wardrobe.
  • 10. Guys at Lollapalooza were right on trend, sporting this season’s ubiquitous v-neck tee. From basic hues to bold prints, this simple cut has mass appeal. Pairing well with slim jeans and shorts, the v-neck tee is a wardrobe staple in this market.
  • 11. Socks are an item of apparel that tend to go unnoticed, but at this year’s Lollapalooza young men made this article a focal point of their festival ensembles. From mid-calf to knee high, patterns and bright colors commanded attention while other guys took a more subtle approach with classic white varieties.
  • 12. From the Metropolitan Museum’s recent superhero exhibit to the blockbuster success of the film Dark Knight, it seems the world over is fixated on cartoons and comics. A perfect fit for the young men’s market, variations of cartoon graphics appeared all over at Lollapalooza. Don’t give up on this playful graphic trend just yet.
  • 13. The small triangle scarf, a favorite on the streets this season, was omnipresent at Grant Park. Young men were seen wearing them tied in the back as well as the front for a more western-wear inspired look. With lots of layering potential, neckerchiefs are a must have for stylish young men.
  • 14. Shorts were a wardrobe necessity in the blazing Midwestern heat, and young men went beyond the typical cargo and denim short options. Guys showed up in bold multicolored board shorts as well as vintage looking drawstring swim trunks emblazoned with 1980s surf graphics. These beachy bottoms are a fresh way to utilize print.