diff --git a/src/csg.ts b/src/csg.ts
index da0ee79..c8255c4 100644
--- a/src/csg.ts
+++ b/src/csg.ts
@@ -188,6 +188,33 @@ export function subtractBrush(target: Brush, carver: Brush): Brush[] | null {
   return mergeBrushListPairs(fragments);
 }
 
+/**
+ * Subtract one or more carvers from a target brush.
+ *
+ * Returns the convex fragments making up the difference, an empty array when
+ * the target is completely removed, or null when none of the carvers overlap.
+ */
+export function differenceBrushes(target: Brush, carvers: readonly Brush[]): Brush[] | null {
+  let pieces: Brush[] = [target];
+  let changed = false;
+
+  for (const carver of carvers) {
+    const next: Brush[] = [];
+    for (const piece of pieces) {
+      const fragments = subtractBrush(piece, carver);
+      if (fragments === null) next.push(piece);
+      else {
+        changed = true;
+        next.push(...fragments);
+      }
+    }
+    pieces = next;
+    if (pieces.length === 0) break;
+  }
+
+  return changed ? pieces : null;
+}
+
 /**
  * Create a hollow shell from a brush by insetting each face inward.
  * Each face produces one shell piece: the original brush clipped by an
diff --git a/src/editor-clip-csg.ts b/src/editor-clip-csg.ts
index 35ca298..82cc08b 100644
--- a/src/editor-clip-csg.ts
+++ b/src/editor-clip-csg.ts
@@ -1,12 +1,12 @@
 import { clipBrush, type Brush } from './brush';
 import {
+  differenceBrushes,
   faceFullyCoveredByOpposingFace,
   hollowBrush,
   intersectBrushes,
   mergeBrushes,
   roomBrushes,
   roomThicknessFits,
-  subtractBrush,
 } from './csg';
 import { vec3Cross, vec3Length, vec3Sub, type Vec3 } from './math';
 import { getSelectedBrushItems } from './editor-selection';
@@ -117,19 +117,7 @@ export function csgSubtract(editor: Editor): void {
       for (const brush of entity.brushes) {
         if (carverSet.has(brush)) continue;
 
-        let pieces: Brush[] = [brush];
-        for (const carverBrush of carverSet) {
-          const next: Brush[] = [];
-          for (const piece of pieces) {
-            const fragments = subtractBrush(piece, carverBrush);
-            if (fragments !== null) {
-              next.push(...fragments);
-            } else {
-              next.push(piece);
-            }
-          }
-          pieces = next;
-        }
+        const pieces = differenceBrushes(brush, [...carverSet]) ?? [brush];
         newBrushes.push(...pieces);
         if (pieces.length > 1 || (pieces.length === 1 && pieces[0] !== brush)) {
           totalFragments += pieces.length;
@@ -150,6 +138,42 @@ export function csgSubtract(editor: Editor): void {
   });
 }
 
+/** Replace the first selected brush with its difference from the rest. */
+export function csgDifference(editor: Editor): void {
+  const brushItems = getSelectedBrushItems(editor);
+  if (brushItems.length < 2) {
+    editor.statusMessage = 'CSG Difference: select the target first, then 1+ cutter brushes';
+    return;
+  }
+
+  const target = brushItems[0];
+  const carvers = brushItems.slice(1);
+  const fragments = differenceBrushes(target.brush, carvers.map(item => item.brush));
+  if (fragments === null) {
+    editor.statusMessage = 'CSG Difference: the selected cutters do not intersect the first brush';
+    return;
+  }
+
+  editor.transact('CSG difference', () => {
+    const carverBrushes = new Set(carvers.map(item => item.brush));
+    for (const entity of editor.entities) {
+      const replacements: Brush[] = [];
+      for (const brush of entity.brushes) {
+        if (brush === target.brush) replacements.push(...fragments);
+        else if (!carverBrushes.has(brush)) replacements.push(brush);
+      }
+      entity.brushes = replacements;
+    }
+
+    editor.reconcileHiddenState();
+    editor.selection = fragments.map(brush => ({ type: 'brush', entity: target.entity, brush }));
+    editor.redrawRequested = true;
+    editor.statusMessage = fragments.length > 0
+      ? `CSG Difference: first brush minus ${carvers.length} cutter${carvers.length === 1 ? '' : 's'} produced ${fragments.length} fragment${fragments.length === 1 ? '' : 's'}`
+      : `CSG Difference: ${carvers.length === 1 ? 'cutter removed' : 'cutters removed'} the first brush completely`;
+  });
+}
+
 export function csgHollow(editor: Editor): void {
   const brushItems = getSelectedBrushItems(editor);
   if (brushItems.length === 0) {
diff --git a/src/editor-commands.ts b/src/editor-commands.ts
index 1b288c2..2dc5ef5 100644
--- a/src/editor-commands.ts
+++ b/src/editor-commands.ts
@@ -1,5 +1,5 @@
 import { CommandRegistry, type CommandDefinition, type CommandMenuPlacement } from './commands';
-import { getSelectedPatchItems } from './editor-selection';
+import { getSelectedBrushItems, getSelectedPatchItems } from './editor-selection';
 import type { Editor, Tool } from './editor';
 import type { Vec3 } from './math';
 import { DISPLAY_CATEGORIES, type DisplayCategory, type RendererMode, type TextureFiltering } from './display-policy';
@@ -72,6 +72,8 @@ const menu = (name: string, order: number, group: string, submenu?: string): Com
 });
 
 const hasSelection = ({ editor }: EditorCommandContext) => editor.selection.length > 0;
+const hasSelectedBrushes = ({ editor }: EditorCommandContext) => getSelectedBrushItems(editor).length > 0;
+const hasTwoSelectedBrushes = ({ editor }: EditorCommandContext) => getSelectedBrushItems(editor).length >= 2;
 const hasSelectedFaces = ({ editor }: EditorCommandContext) => editor.selectedFaces.length > 0;
 const hasSelectedPatches = ({ editor }: EditorCommandContext) => getSelectedPatchItems(editor).length > 0;
 
@@ -370,12 +372,13 @@ function createEditorCommands(): CommandDefinition<EditorCommandContext>[] {
     { id: 'tool.clip', label: 'Clip', defaultShortcut: '4', menu: menu('Tools', 30, 'tools'), checked: ({ editor }) => editor.activeTool === 'clip', execute: ctx => ctx.setTool('clip') },
     { id: 'tool.rotate', label: 'Rotate', defaultShortcut: '5', menu: menu('Tools', 40, 'tools'), checked: ({ editor }) => editor.activeTool === 'rotate', execute: ctx => ctx.setTool('rotate') },
     { id: 'brush.create-exact', label: 'Create Exact Primitive…', menu: menu('Tools', 50, 'create'), execute: ({ editor }) => openExactPrimitiveDialog(editor) },
-    { id: 'csg.subtract', label: 'CSG Subtract', defaultShortcut: 'Mod+Shift+S', menu: menu('CSG', 0, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.csgSubtract() },
-    { id: 'csg.hollow', label: 'Make Hollow', defaultShortcut: 'Mod+Shift+H', menu: menu('CSG', 10, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.csgHollow() },
-    { id: 'csg.room', label: 'Make Room', menu: menu('CSG', 20, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.csgRoom() },
-    { id: 'csg.auto-caulk', label: 'Auto Caulk Selected', menu: menu('CSG', 30, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.autoCaulkSelected() },
-    { id: 'csg.merge', label: 'Merge Brushes', defaultShortcut: 'Mod+Shift+M', menu: menu('CSG', 40, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.csgMerge() },
-    { id: 'csg.intersect', label: 'Intersect Brushes', menu: menu('CSG', 50, 'csg'), enabled: hasSelection, execute: ({ editor }) => editor.csgIntersect() },
+    { id: 'csg.subtract', label: 'Carve', description: 'Use the selected brushes to carve intersecting unselected brushes', defaultShortcut: 'Mod+Shift+S', menu: menu('CSG', 0, 'boolean'), enabled: hasSelectedBrushes, execute: ({ editor }) => editor.csgSubtract() },
+    { id: 'csg.difference', label: 'Subtract from First', description: 'Subtract every later-selected brush from the first selected brush', menu: menu('CSG', 10, 'boolean'), enabled: hasTwoSelectedBrushes, execute: ({ editor }) => editor.csgDifference() },
+    { id: 'csg.intersect', label: 'Intersect', description: 'Replace the selected brushes with their common volume', menu: menu('CSG', 20, 'boolean'), enabled: hasTwoSelectedBrushes, execute: ({ editor }) => editor.csgIntersect() },
+    { id: 'csg.merge', label: 'Merge', description: 'Merge the selected brushes into one convex brush', defaultShortcut: 'Mod+Shift+M', menu: menu('CSG', 30, 'boolean'), enabled: hasTwoSelectedBrushes, execute: ({ editor }) => editor.csgMerge() },
+    { id: 'csg.hollow', label: 'Hollow', description: 'Turn each selected brush into a hollow shell', defaultShortcut: 'Mod+Shift+H', menu: menu('CSG', 40, 'shell'), enabled: hasSelectedBrushes, execute: ({ editor }) => editor.csgHollow() },
+    { id: 'csg.room', label: 'Room', description: 'Turn each selected brush into an inward-facing room', menu: menu('CSG', 50, 'shell'), enabled: hasSelectedBrushes, execute: ({ editor }) => editor.csgRoom() },
+    { id: 'csg.auto-caulk', label: 'Auto-Caulk', description: 'Caulk fully covered faces on the selected brushes', menu: menu('CSG', 60, 'materials'), enabled: hasSelectedBrushes, execute: ({ editor }) => editor.autoCaulkSelected() },
     ...[1, 2, 4, 8, 16, 32, 64].map((size, index): CommandDefinition<EditorCommandContext> => ({ id: `grid.set-${size}`, label: `Grid ${size}`, menu: menu('Grid', index * 10, 'sizes'), checked: ({ editor }) => editor.gridSize === size, execute: ctx => ctx.setGrid(size) })),
     { id: 'grid.smaller', label: 'Smaller Grid', defaultShortcut: 'BracketLeft', menu: menu('Grid', 80, 'adjust'), execute: ctx => ctx.decreaseGrid() },
     { id: 'grid.larger', label: 'Larger Grid', defaultShortcut: 'BracketRight', menu: menu('Grid', 90, 'adjust'), execute: ctx => ctx.increaseGrid() },
diff --git a/src/editor.ts b/src/editor.ts
index 0969fa0..e97e9c0 100644
--- a/src/editor.ts
+++ b/src/editor.ts
@@ -250,6 +250,7 @@ import {
 import {
   addClipPoint as addEditorClipPoint,
   cancelClip as cancelEditorClip,
+  csgDifference as differenceEditorBrushes,
   csgHollow as hollowEditorBrushes,
   csgRoom as roomEditorBrushes,
   autoCaulkSelected as autoCaulkEditorBrushes,
@@ -880,6 +881,10 @@ export class Editor {
     subtractEditorBrushes(this);
   }
 
+  csgDifference(): void {
+    differenceEditorBrushes(this);
+  }
+
   csgHollow(): void {
     hollowEditorBrushes(this);
   }
diff --git a/tests/csg-difference.test.ts b/tests/csg-difference.test.ts
new file mode 100644
index 0000000..2809dc4
--- /dev/null
+++ b/tests/csg-difference.test.ts
@@ -0,0 +1,85 @@
+import { describe, expect, test } from 'vitest';
+import { createBoxBrush, validateBrush } from '../src/brush';
+import { differenceBrushes } from '../src/csg';
+import { Editor } from '../src/editor';
+import { createEntity } from '../src/entity';
+
+describe('CSG difference', () => {
+  test('subtracts multiple cutters into valid convex fragments', () => {
+    const target = createBoxBrush([0, 0, 0], [128, 128, 128]);
+    const firstCutter = createBoxBrush([32, -16, 32], [96, 144, 96]);
+    const secondCutter = createBoxBrush([-16, 48, 48], [144, 80, 80]);
+
+    const fragments = differenceBrushes(target, [firstCutter, secondCutter]);
+
+    expect(fragments).not.toBeNull();
+    expect(fragments!.length).toBeGreaterThan(1);
+    expect(fragments!.every(fragment => validateBrush(fragment).valid)).toBe(true);
+  });
+
+  test('replaces only selected inputs, selects the result, and is undoable', () => {
+    const editor = new Editor();
+    const world = createEntity('worldspawn');
+    const target = createBoxBrush([0, 0, 0], [128, 128, 128]);
+    const cutter = createBoxBrush([32, -16, 32], [96, 144, 96]);
+    const untouched = createBoxBrush([0, 0, 0], [128, 128, 128], 'base_wall/untouched');
+    world.brushes.push(target, cutter, untouched);
+    editor.entities = [world];
+    editor.selection = [
+      { type: 'brush', entity: world, brush: target },
+      { type: 'brush', entity: world, brush: cutter },
+    ];
+
+    editor.csgDifference();
+
+    expect(world.brushes).toContain(untouched);
+    expect(world.brushes).not.toContain(target);
+    expect(world.brushes).not.toContain(cutter);
+    expect(editor.selection.length).toBeGreaterThan(1);
+    expect(editor.selection.every(item => item.type === 'brush' && item.brush !== untouched)).toBe(true);
+    expect(editor.history.undoLabel).toBe('CSG difference');
+
+    editor.undo();
+    expect(editor.worldspawn.brushes).toHaveLength(3);
+  });
+
+  test('keeps inputs and history unchanged when cutters do not intersect', () => {
+    const editor = new Editor();
+    const world = createEntity('worldspawn');
+    const target = createBoxBrush([0, 0, 0], [32, 32, 32]);
+    const cutter = createBoxBrush([64, 64, 64], [96, 96, 96]);
+    world.brushes.push(target, cutter);
+    editor.entities = [world];
+    editor.selection = [
+      { type: 'brush', entity: world, brush: target },
+      { type: 'brush', entity: world, brush: cutter },
+    ];
+
+    editor.csgDifference();
+
+    expect(world.brushes).toEqual([target, cutter]);
+    expect(editor.selection).toHaveLength(2);
+    expect(editor.history.canUndo).toBe(false);
+    expect(editor.statusMessage).toContain('do not intersect');
+  });
+
+  test('allows cutters to remove the target completely', () => {
+    const editor = new Editor();
+    const world = createEntity('worldspawn');
+    const target = createBoxBrush([16, 16, 16], [48, 48, 48]);
+    const cutter = createBoxBrush([0, 0, 0], [64, 64, 64]);
+    world.brushes.push(target, cutter);
+    editor.entities = [world];
+    editor.selection = [
+      { type: 'brush', entity: world, brush: target },
+      { type: 'brush', entity: world, brush: cutter },
+    ];
+
+    editor.csgDifference();
+
+    expect(world.brushes).toEqual([]);
+    expect(editor.selection).toEqual([]);
+    expect(editor.history.undoLabel).toBe('CSG difference');
+    expect(editor.statusMessage).toContain('removed the first brush completely');
+  });
+});