diff --git a/bash-helper.sh b/bash-helper.sh
index d482f76..d7f01c6 100755
--- a/bash-helper.sh
+++ b/bash-helper.sh
@@ -628,21 +628,116 @@ colorize_syntax() {
   printf "%s" "$colored_syntax"
 }
 
-# Extract all flags from man page or help
+# Extract flags with descriptions from man pages
+# New enhanced version that includes what each flag does
 extract_all_flags() {
   local cmd_name="$1"
-  local flags_list=""
+  local flags_output=""
 
   if type "$cmd_name" 2>/dev/null | grep -q "shell builtin"; then
-    # Shell builtin - use help command
-    flags_list=$(help "$cmd_name" 2>/dev/null | grep -E '^\s*-')
+    # Shell builtin - use help command (basic format)
+    flags_output=$(help "$cmd_name" 2>/dev/null | grep -E '^\s*-')
   elif command -v "$cmd_name" &> /dev/null; then
-    # External command - use man page
-    # Get lines that start with optional whitespace and a dash (flags)
-    flags_list=$(man "$cmd_name" 2>/dev/null | col -b | grep -E '^[[:space:]]*-' | head -200)
+    # External command - extract from man page OPTIONS or DESCRIPTION section with descriptions
+    local man_content=$(man "$cmd_name" 2>/dev/null | col -b)
+
+    # Try OPTIONS section first, then DESCRIPTION (GNU coreutils use DESCRIPTION)
+    # Exclude the section headers themselves to prevent early AWK exit
+    local options_section=$(echo "$man_content" | sed -n '/^OPTIONS/,/^[A-Z][A-Z]/{/^OPTIONS/d; /^[A-Z][A-Z]/d; p;}' | head -300)
+
+    if [ -z "$options_section" ]; then
+      # Try DESCRIPTION section instead
+      options_section=$(echo "$man_content" | sed -n '/^DESCRIPTION/,/^[A-Z][A-Z]/{/^DESCRIPTION/d; /^[A-Z][A-Z]/d; p;}' | head -300)
+    fi
+
+    if [ -n "$options_section" ]; then
+      # Parse flags with their descriptions using portable AWK
+      # Man pages have two formats:
+      #   1. "  --help Output..." (description on same line)
+      #   2. "  -a, --all\n          description..." (description on next line, deeply indented)
+      flags_output=$(echo "$options_section" | awk '
+        BEGIN { flag=""; desc=""; }
+
+        /^[[:space:]]*-/ {
+          # Print previous flag if exists
+          if (flag != "") {
+            gsub(/^[[:space:]]+|[[:space:]]+$/, "", desc)
+            if (desc != "") {
+              printf "%s — %s\n", flag, desc
+            } else {
+              printf "%s\n", flag
+            }
+          }
+
+          # New flag line - extract flag and check for inline description
+          line = $0
+          gsub(/^[[:space:]]+/, "", line)  # Remove leading whitespace
+
+          # Check if there is content after the flag (separated by multiple spaces/tabs)
+          # Flag pattern: starts with -, may have comma and long form
+          # Look for 2+ spaces/tabs separating flag from description
+          if (match(line, /^[^[:space:]]+([[:space:]]+[^[:space:]]+)?[[:space:]][[:space:]]+/)) {
+            # Description on same line
+            flag_end = RSTART + RLENGTH - 1
+            flag = substr(line, 1, flag_end)
+            gsub(/[[:space:]]+$/, "", flag)  # Trim trailing spaces
+            desc = substr(line, flag_end + 1)
+            gsub(/^[[:space:]]+/, "", desc)  # Trim leading spaces from description
+          } else {
+            # No inline description, will be on next line(s)
+            flag = line
+            desc = ""
+          }
+          next
+        }
+
+        /^[[:space:]]+[^-]/ {
+          # Description continuation line (indented, no leading dash)
+          if (flag != "") {
+            line = $0
+            gsub(/^[[:space:]]+|[[:space:]]+$/, "", line)
+            if (desc == "") {
+              desc = line
+            } else {
+              desc = desc " " line
+            }
+          }
+        }
+
+        /^[A-Z][A-Z]/ {
+          # Major section header - end of options
+          if (flag != "") {
+            gsub(/^[[:space:]]+|[[:space:]]+$/, "", desc)
+            if (desc != "") {
+              printf "%s — %s\n", flag, desc
+            } else {
+              printf "%s\n", flag
+            }
+          }
+          exit
+        }
+
+        END {
+          # Print last flag
+          if (flag != "") {
+            gsub(/^[[:space:]]+|[[:space:]]+$/, "", desc)
+            if (desc != "") {
+              printf "%s — %s\n", flag, desc
+            } else {
+              printf "%s\n", flag
+            }
+          }
+        }
+      ' | head -150)
+    fi
+
+    # Fallback: if no OPTIONS section, just get flag lines
+    if [ -z "$flags_output" ]; then
+      flags_output=$(echo "$man_content" | grep -E '^[[:space:]]*-' | head -100)
+    fi
   fi
 
-  echo "$flags_list"
+  echo "$flags_output"
 }
 
 # Interactive flag browser with fuzzy search
@@ -1018,22 +1113,22 @@ if [ "$INTERACTIVE" = true ]; then
       DESC_LEN=${#DESC_PART}
       SYNTAX_LEN=${#SYNTAX_PART}  # Use original length, not colorized
 
-      # Calculate spaces needed for flush right-alignment
-      # Account for: cmd + ": " + desc + spaces + syntax
-      # Reduce safety padding from 8 to 2 for tighter right-alignment
-      VISIBLE_WIDTH=$((CMD_LEN + 2 + DESC_LEN + SYNTAX_LEN))
-      NEEDED_SPACES=$((TERM_WIDTH - VISIBLE_WIDTH - 2))  # Minimal padding for flush right
+      # For tighter right-alignment, calculate remaining space and fill it
+      # Terminal width - command - ": " - description = space for syntax
+      LEFT_SIDE_WIDTH=$((CMD_LEN + 2 + DESC_LEN))
+      REMAINING_WIDTH=$((TERM_WIDTH - LEFT_SIDE_WIDTH))  # Exact flush-right alignment
 
-      # Ensure minimum spacing
-      [ $NEEDED_SPACES -lt 2 ] && NEEDED_SPACES=2
+      # Create padding to push syntax all the way right
+      # Fill space between description and syntax
+      FILL_WIDTH=$((REMAINING_WIDTH - SYNTAX_LEN))
+      [ $FILL_WIDTH -lt 1 ] && FILL_WIDTH=1
 
-      # Create spacing string
-      SPACES=$(printf '%*s' "$NEEDED_SPACES" '')
+      SPACES=$(printf '%*s' "$FILL_WIDTH" '')
 
       # Format with colors:
       # - Bright cyan for command name
       # - White for description
-      # - Colorized syntax (right-aligned with cyan cmd, yellow [OPTIONS], magenta FILE, etc.)
+      # - Colorized syntax (absolutely right-aligned)
       formatted_line="\033[0;36m${CMD_NAME}\033[0m: ${DESC_PART}${SPACES}${COLORIZED_SYNTAX}"
 
       FORMATTED_COMMANDS+=("$formatted_line")