DILF: These Nine Gay Men Prove That Aging is Sexy

Troy A. Riddle, 47 (Administrative Assistant)

Follow Troy on Instagram: @troyalex1

Overalls: Hermès, Necklace: David Yurman.

Photography: Jack Pierson

Styling: Grant Woolhead

Garrett Swann, 47 (Actor, Model, Entrepreneur)

Follow Garrett on Instagram: @thegarrettswann

Jacket: Coach 1941, T-shirt: Tommy Hilfiger, Jeans: Levi’s

Photography: Jack Pierson

Styling: Grant Woolhead

Nick Wooster, 56 (Fashion Influencer)

Follow Nick on Instagram: @nickwooster

Suit: Prada, T-shirt: Calvin Klein, Watch: Cartier

Photography: Jack Pierson

Styling: Grant Woolhead

Eric Rutherford, 49 (Model, Fashion Correspondent)

Follow Eric on Instagram: @mr.rutherford

Jacket & Pants: Bottega Veneta, T-shirt: Calvin Klein, Glasses: Moscot

Photography: Jack Pierson

Styling: Grant Woolhead

Roddy Bottum, 53 (Musician)

Follow Roddy on Instagram: @roddybottum

Polo & Track Jacket: Tommy Hilfiger, Glasses: Moscot

Photography: Jack Pierson

Styling: Grant Woolhead

James Turk, 50 (Entrepreneur)

Follow James on Instagram: @jamesdturk

All Clothing: Ermenegildo Zegna Couture

Photography: Jack Pierson

Styling: Grant Woolhead

Kevin Rice, 42 (Model, Surfer)

Shirt & Shorts: Kenzo

Photography: Jack Pierson

Styling: Grant Woolhead

Rainer Andreesen, 53 (Artist, Model)

Follow Rainer on Instagram: @rainerarts

Jacket & Pants: Louis Vuitton, T-shirt: Tommy Hilfiger, Glasses: Moscot, Watch: Cartier

Photography: Jack Pierson

Styling: Grant Woolhead

Brett Andrew Miles, 43 (Real Estate Broker)

Follow Brett on Instagram: @brettm10

T-shirt: Ermenegildo Zegna, Underwear: Calvin Klein, Jeans: Levi’s, Watch: Cartier

Photography: Jack Pierson

Styling: Grant Woolhead