As the person said, it depends on the clothing. The baggier the clothing/pants, the more free space is left for a penis to position itself. It's similar to how boobs sit on a chest when restricted by a bra versus in braless baggy shirt. Being horizontal on their hip/thigh in baggy pants is just painless and normal, but probably wouldn't be comfortable in tight pants/jeans, so they run it along their leg for more space and less discomfort

Genuine question yall. Do men actually keep their dicks on the side of their legs like that??