In Wine N Dine Her #5, Chase Lock once again pushes the boundaries of traditional portraiture with bold, abstracted forms that echo Picasso’s fascination with the female figure. The woman’s exaggerated features, from the vibrant yellow hair to the fragmented face, suggest a tension between glamour and identity. The bold use of impasto and swirling strokes mirrors the chaotic dance of societal expectations around femininity. Much like the previous pieces in this series, this painting reflects Lock’s deep respect for women, inspired by his personal upbringing, while also critiquing the complexities of gender roles.