Jake Gyllenhaal turned the Emmy Awards 2025 into a rare date night with girlfriend Jeanne Cadieu. Gyllenhaal, 44, wore a classic black suit while Cadieu, 28, wore a nude-colored dress with a cutout along the bust as they hit the red carpet. She jazzed up her look with a gold clutch purse and gold jewelry and sported a slicked-back hairstyle. The pair were all smiles as they posed happily alongside each other for the big night out. The actor earned his first-ever Emmy nomination this year for Outstanding Lead Actor in a Limited Series or Movie for Presumed Innocent.