Don’t ask someone to simply “look thoughtful” or “look serious” — that often produces an exaggerated, unnatural expression. Instead, try to create the expression indirectly.

Engage the subject in real conversation about something meaningful to them. Ask questions they actually need to think about, and show genuine interest in their work, interests, or experiences. Thoughtful expressions often appear naturally in the brief moments while they consider an answer.

Also give the session time. Many people look stiff at the start because they’re anxious about being photographed. Shoot through that early awkwardness rather than expecting the first frames to be the best.

Pose and camera angle can help too. A straight-on portrait can feel more confrontational; a slight turn of the face with the subject looking a bit off-camera often reads as more reflective, while still keeping both eyes visible.

For self-portraits, the same principle applies: don’t “perform” seriousness. Put yourself in a real train of thought and shoot during that moment.