A leash assembly includes lead line that is extendable out of and retractable into housing attached to a pliable handle or is affixed to a pliable handle. In embodiments where the leash is retractable and extendable from the housing, a pliable handle may be directly attached to the housing. The pliable handle can be comprised of gel or other pliable material so that a force from a user can deform a shape of the handle to reduce fatigue associated with holding onto the handle while walking a pet or otherwise having the leash attached to a pet animal.