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DropDownDirection is controlled via two different mechanisms. One is DefaultDropDownDirection offered on ToolStrip, the other is an argument to the Show() method on ToolStripDropDownMenu.

TooStrip.DropDownDirection

This controls the default direction that sub dropdowns will be shown, not the dropdown itself.

TooStripDropDownDirection

This enum has members only designed for use in certain situations

These four should be used with Show(). These are positioned absolutely and may overlap existing dropdowns.

AboveLeft AboveRight, BelowLeft, BelowRight

These three are for use with Menus and will automatically positioned to not layer over previous menuse.

Default use with either, default, respects RightToLeft
Left use with ToolStripDropDownMenu/ContextMenuStrip, forces left rather than respecting RightToLeft
Right use with ToolStripDropDownMenu/ContextMenuStrip, forces right rather than respecting RightToLeft

Painting

When should I use Paint/OnPaint and when should I override the ToolStripRenderer?

Do I need to worry about double buffering?

Parenting

Partial Trust

Usage