diff --git a/packages/dom-css/README.md b/packages/dom-css/README.md
index 7bc00b966..c1f274364 100644
--- a/packages/dom-css/README.md
+++ b/packages/dom-css/README.md
@@ -8,11 +8,12 @@ Current scope:
 
 - DOM-shaped `DesignDocument` / `DesignElement` types
 - Browser-backed runtime adapter for native HTML parsing, serialization, and computed-style extraction
-- Headless runtime adapter with `parse5` HTML parsing and CSSOM-backed style computation for basic selectors, cascade order, inheritance, and common shorthands
+- Headless runtime adapter with `parse5` HTML parsing and CSSOM-backed style computation for basic selectors, nested CSSOM rules, cascade order, inheritance, common shorthands, and simple custom-property/calc values
 - Initial SceneGraph ⇄ DesignDOM conversion helpers for simple HTML/CSS-shaped layouts
+- Tailwind-generated CSS ingestion through CSSOM for utility-class card fixtures
 
 Planned scope:
 
-- SceneGraph ⇄ DesignDOM conversion
-- CSSOM and cascade support in headless contexts
-- Tailwind-generated CSS ingestion
+- Broader SceneGraph ⇄ DesignDOM conversion
+- Browser runtime parity fixtures
+- First-class Tailwind compiler helpers
diff --git a/packages/dom-css/src/css-values.ts b/packages/dom-css/src/css-values.ts
index 50d51a96a..fe52d1352 100644
--- a/packages/dom-css/src/css-values.ts
+++ b/packages/dom-css/src/css-values.ts
@@ -11,7 +11,8 @@ export function parseCSSNumber(value: string | undefined): number | null {
   const trimmed = value.trim()
   if (trimmed.length === 0 || trimmed === 'auto') return null
   const parsed = Number.parseFloat(trimmed)
-  return Number.isFinite(parsed) ? parsed : null
+  if (!Number.isFinite(parsed)) return null
+  return trimmed.endsWith('rem') ? parsed * 16 : parsed
 }
 
 export function parseCSSColor(value: string | undefined): Color | null {
diff --git a/packages/dom-css/src/cssom.d.ts b/packages/dom-css/src/cssom.d.ts
index a2d311b6f..5c8ea80ae 100644
--- a/packages/dom-css/src/cssom.d.ts
+++ b/packages/dom-css/src/cssom.d.ts
@@ -10,6 +10,10 @@ declare module '@acemir/cssom' {
     style: CSSStyleDeclarationLike
   }
 
+  export interface CSSGroupingRuleLike {
+    cssRules: unknown[]
+  }
+
   export interface CSSStyleSheetLike {
     cssRules: unknown[]
   }
diff --git a/packages/dom-css/src/headless-css.ts b/packages/dom-css/src/headless-css.ts
index 1bb37b302..c0910db6f 100644
--- a/packages/dom-css/src/headless-css.ts
+++ b/packages/dom-css/src/headless-css.ts
@@ -1,4 +1,9 @@
-import { parse, type CSSStyleDeclarationLike, type CSSStyleRuleLike } from '@acemir/cssom'
+import {
+  parse,
+  type CSSGroupingRuleLike,
+  type CSSStyleDeclarationLike,
+  type CSSStyleRuleLike
+} from '@acemir/cssom'
 
 import type { DesignDocument, DesignElement, DesignNode, DesignStyleDeclaration } from './types'
 
@@ -9,6 +14,11 @@ interface HeadlessCSSRule {
   style: DesignStyleDeclaration
 }
 
+interface ParsedHeadlessCSS {
+  rules: HeadlessCSSRule[]
+  customProperties: DesignStyleDeclaration
+}
+
 interface AncestorContext {
   element: DesignElement
   parent: AncestorContext | null
@@ -22,10 +32,13 @@ const INHERITED_PROPERTIES = new Set([
   'line-height'
 ])
 
-function styleToRecord(style: CSSStyleDeclarationLike): DesignStyleDeclaration {
+function styleToRecord(
+  style: CSSStyleDeclarationLike,
+  customProperties: DesignStyleDeclaration = {}
+): DesignStyleDeclaration {
   const result: DesignStyleDeclaration = {}
   for (const property of Array.from({ length: style.length }, (_, index) => style[index])) {
-    const value = style.getPropertyValue(property)
+    const value = resolveCSSValue(style.getPropertyValue(property), customProperties)
     if (property && value) result[property] = value
   }
   return expandStyleShorthands(result)
@@ -41,11 +54,27 @@ function isStyleRule(rule: unknown): rule is CSSStyleRuleLike {
   )
 }
 
-function parseRules(cssText: string): HeadlessCSSRule[] {
+function isGroupingRule(rule: unknown): rule is CSSGroupingRuleLike {
+  return (
+    typeof rule === 'object' && rule !== null && 'cssRules' in rule && Array.isArray(rule.cssRules)
+  )
+}
+
+function collectStyleRules(rules: unknown[]): CSSStyleRuleLike[] {
+  return rules.flatMap((rule) => {
+    if (isStyleRule(rule)) return [rule]
+    if (isGroupingRule(rule)) return collectStyleRules(rule.cssRules)
+    return []
+  })
+}
+
+function parseRules(cssText: string): ParsedHeadlessCSS {
   let order = 0
   const sheet = parse(cssText)
-  return sheet.cssRules.filter(isStyleRule).flatMap((rule) => {
-    const style = styleToRecord(rule.style)
+  const styleRules = collectStyleRules(sheet.cssRules)
+  const customProperties = collectCustomProperties(styleRules)
+  const rules = styleRules.flatMap((rule) => {
+    const style = styleToRecord(rule.style, customProperties)
     return rule.selectorText
       .split(',')
       .map((selector) => selector.trim())
@@ -57,6 +86,34 @@ function parseRules(cssText: string): HeadlessCSSRule[] {
         style
       }))
   })
+  return { rules, customProperties }
+}
+
+function collectCustomProperties(rules: CSSStyleRuleLike[]): DesignStyleDeclaration {
+  const customProperties: DesignStyleDeclaration = {}
+  for (const rule of rules) {
+    if (!rule.selectorText.split(',').some((selector) => selector.trim() === ':root')) continue
+    Object.assign(customProperties, styleToRecord(rule.style))
+  }
+  return customProperties
+}
+
+function resolveCSSValue(value: string, customProperties: DesignStyleDeclaration): string {
+  const withVariables = value.replaceAll(/var\((--[\w-]+)(?:,[^)]+)?\)/g, (_, name: string) => {
+    return customProperties[name] ?? ''
+  })
+  return resolveSimpleCalc(withVariables)
+}
+
+function resolveSimpleCalc(value: string): string {
+  const calc = value.match(/^calc\(([-\d.]+)(rem|px)?\s*\*\s*([-\d.]+)\)$/)
+  if (!calc?.[1] || !calc[3]) return value
+
+  const base = Number.parseFloat(calc[1])
+  const multiplier = Number.parseFloat(calc[3])
+  const unit = calc[2] ?? 'px'
+  if (!Number.isFinite(base) || !Number.isFinite(multiplier)) return value
+  return `${unit === 'rem' ? base * multiplier * 16 : base * multiplier}px`
 }
 
 function expandStyleShorthands(style: DesignStyleDeclaration): DesignStyleDeclaration {
@@ -240,7 +297,7 @@ export function computeHeadlessStyles(document: DesignDocument, cssText = ''): D
   const stylesheetText = [document.stylesheets?.map((sheet) => sheet.cssText).join('\n'), cssText]
     .filter((text): text is string => !!text)
     .join('\n')
-  const rules = parseRules(stylesheetText)
+  const { rules } = parseRules(stylesheetText)
 
   return {
     ...document,
diff --git a/tests/engine/dom-css/conversion.test.ts b/tests/engine/dom-css/conversion.test.ts
index 5a05ec6d9..3ab8b4fe4 100644
--- a/tests/engine/dom-css/conversion.test.ts
+++ b/tests/engine/dom-css/conversion.test.ts
@@ -1,4 +1,7 @@
 import { describe, expect, it } from 'bun:test'
+import { readFile } from 'node:fs/promises'
+
+import { compile } from 'tailwindcss'
 
 import { colorToCSS } from '@open-pencil/core/color'
 import {
@@ -20,6 +23,8 @@ const cardHTML = `
   </article>
 `
 
+const tailwindRoot = new URL('../../../node_modules/tailwindcss/', import.meta.url)
+
 const cardCSS = `
   .card {
     display: flex;
@@ -45,6 +50,19 @@ const cardCSS = `
   }
 `
 
+async function compileTailwindClasses(classes: string[]) {
+  const compiler = await compile('@import "tailwindcss";', {
+    async loadStylesheet(id, base) {
+      const file = id === 'tailwindcss' ? 'index.css' : id.replace('tailwindcss/', '')
+      return {
+        base: base || tailwindRoot.pathname,
+        content: await readFile(new URL(file, tailwindRoot), 'utf8')
+      }
+    }
+  })
+  return compiler.build(classes)
+}
+
 const cardDocument: DesignDocument = {
   type: 'document',
   children: [
@@ -136,6 +154,38 @@ describe('@open-pencil/dom-css conversion', () => {
     expect(html).toContain('box-shadow')
   })
 
+  it('projects a Tailwind card through generated CSS into a scene graph', async () => {
+    const runtime = createHeadlessCSSRuntime()
+    const classes = [
+      'flex',
+      'flex-col',
+      'gap-3',
+      'w-80',
+      'h-44',
+      'p-6',
+      'rounded-xl',
+      'bg-white',
+      'text-slate-900'
+    ]
+    const document = await runtime.computeStyles(
+      runtime.parseHTML(`<article class="${classes.join(' ')}"><h1>OpenPencil</h1></article>`),
+      await compileTailwindClasses(classes)
+    )
+    const graph = designDocumentToSceneGraph(document)
+    const page = graph.getPages()[0]
+    const card = page ? graph.getChildren(page.id)[0] : undefined
+
+    expect(card?.type).toBe('FRAME')
+    if (card?.type !== 'FRAME') return
+    expect(card.width).toBe(320)
+    expect(card.height).toBe(176)
+    expect(card.layoutMode).toBe('VERTICAL')
+    expect(card.itemSpacing).toBe(12)
+    expect(card.paddingTop).toBe(24)
+    expect(card.cornerRadius).toBe(12)
+    expect(card.fills[0]?.type).toBe('SOLID')
+  })
+
   it('projects a scene graph back into DesignDOM', () => {
     const graph = designDocumentToSceneGraph(cardDocument)
     const document = sceneGraphToDesignDocument(graph)