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HTML

              
                <nav class="flyout-nav">
    <ul>
        <li>
            <a href="#"><span class="label">File</span></a>
            <ul>
                <li>
                    <a href="#">
                        <span class="label">New Tab</span>
                        <span class="shortcut">⌘T</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">New Window</span>
                        <span class="shortcut">⌘N</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">New Incognito Window</span>
                        <span class="shortcut">⇧⌘N</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Re-open Closed Tab</span>
                        <span class="shortcut">⇧⌘T</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Open File...</span>
                        <span class="shortcut">⌘O</span>
                    </a>
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                <li>
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                        <span class="label">Open Location...</span>
                        <span class="shortcut">⌘L</span>
                    </a>
                </li>
                <li class="separator"></li>
                <li>
                    <a href="#">
                        <span class="label">Close Window</span>
                        <span class="shortcut">⇧⌘W</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Close Tab</span>
                        <span class="shortcut">⌘W</span>
                    </a>
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                    <a href="#">
                        <span class="label">Save Page As...</span>
                        <span class="shortcut">⌘S</span>
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                <li class="separator"></li>
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                    <a href="#">
                        <span class="label">Share</span>
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                                <span class="label">🗓 Calender</span>
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                <span class="label">Edit</span>
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                        <span class="label">Undo</span>
                        <span class="shortcut">⌘Z</span>
                    </a>
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                <li>
                    <a href="#">
                        <span class="label">Redo</span>
                        <span class="shortcut">⇧⌘Z</span>
                    </a>
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                <li class="separator"></li>
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                    <a href="#">
                        <span class="label">Cut</span>
                        <span class="shortcut">⌘X</span>
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                        <span class="label">Copy</span>
                        <span class="shortcut">⌘C</span>
                    </a>
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                        <span class="shortcut">⌘V</span>
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                        <span class="label">Select All</span>
                        <span class="shortcut">⌘A</span>
                    </a>
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                        <span class="label">Find</span>
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                                <span class="label">Search the Web...</span>
                                <span class="shortcut">⌥⌘F</span>
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                                <span class="label">Find</span>
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                                <span class="shortcut">⌘G</span>
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                                <span class="label">Find Previous</span>
                                <span class="shortcut">⇧⌘G</span>
                            </a>
                        </li>
                        <li>
                            <a href="#">
                                <span class="label">Use Selection For Find</span>
                                <span class="shortcut">⌘E</span>
                            </a>
                        </li>
                        <li class="disabled">
                            <a href="#">
                                <span class="label">Jump to Selection</span>
                                <span class="shortcut">⌘J</span>
                            </a>
                        </li>
                    </ul>
                </li>
                <li class="has-children">
                    <a href="#">
                        <span class="label">Spelling and Grammar</span>
                    </a>
                    <ul>
                        <li>
                            <a href="#">
                                <span class="label">Show Spelling and Grammar</span>
                            </a>
                        </li>
                        <li>
                            <a href="#">
                                <span class="label">Check Document Now</span>
                            </a>
                        </li>
                        <li>
                            <a href="#">
                                <span class="label">Check Spelling While Typing</span>
                            </a>
                        </li>
                        <li class="disabled">
                            <a href="#">
                                <span class="label">Check Grammar While Typing</span>
                            </a>
                        </li>
                    </ul>
                </li>
                <li class="has-children">
                    <a href="#">
                        <span class="label">Speech</span>
                    </a>
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                        <li>
                            <a href="#">
                                <span class="label">Start Speaking</span>
                            </a>
                        </li>
                        <li class="disabled">
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                                <span class="label">Stop Speaking</span>
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                <span class="label">View</span>
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                <li>
                    <a href="#">
                        <input type="checkbox" id="alwaysShowBookmarksBar" checked="true" />
                        <label class="label" for="alwaysShowBookmarksBar">Always Show Bookmarks Bar</label>
                        <span class="shortcut">⇧⌘B</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <input type="checkbox" id="alwaysShowToolbar" />
                        <label class="label" for="alwaysShowToolbar">Always Show Toolbar in Fullscreen</label>
                        <span class="shortcut">⇧⌘F</span>
                    </a>
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                <li class="separator"></li>
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                        <span class="shortcut">⌘.</span>
                    </a>
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                        <span class="label">Reload This Page</span>
                        <span class="shortcut">⌘R</span>
                    </a>
                </li>
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                <li>
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                        <span class="label">Exit Fullscreen</span>
                        <span class="shortcut">^⌘F</span>
                    </a>
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                <li class="separator"></li>
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                    <a href="#">
                        <span class="label">Zoom In</span>
                        <span class="shortcut">⌘+</span>
                    </a>
                </li>
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                    <a href="#">
                        <span class="label">Zoom Out</span>
                        <span class="shortcut">⌘-</span>
                    </a>
                </li>
                <li class="separator"></li>
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                        <span class="label">Cast...</span>
                    </a>
                </li>
                <li class="separator"></li>
                <li class="has-children">
                    <a href="#">
                        <span class="label">Developer</span>
                    </a>
                    <ul>
                        <li>
                            <a href="#">
                                <span class="label">View Source</span>
                                <span class="shortcut">⌥⌘U</span>
                            </a>
                        </li>
                        <li>
                            <a href="#">
                                <span class="label">Developer Tools</span>
                                <span class="shortcut">⌥⌘I</span>
                            </a>
                        </li>
                    </ul>
                </li>
            </ul>
        </li>
        <li>
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                <span class="label">History</span>
            </a>
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                        <span class="shortcut">⌘[</span>
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                </li>
                <li class="disabled">
                    <a href="#">
                        <span class="label">Forward</span>
                        <span class="shortcut">⌘]</span>
                    </a>
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                <li class="separator"></li>
                <li>
                    <a href="#">
                        <span class="label">Show Full History...</span>
                        <span class="shortcut">⌘Y</span>
                    </a>
                </li>
            </ul>
        </li>
        <li>
            <a href="#">
                <span class="label">Bookmarks</span>
            </a>
            <ul>
                <li>
                    <a href="#">
                        <span class="label">Bookmark Manager</span>
                        <span class="shortcut">⌥⌘B</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Bookmark This Page</span>
                        <span class="shortcut">⌘D</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Bookmark All Pages...</span>
                        <span class="shortcut">⇧⌘D</span>
                    </a>
                </li>
            </ul>
        </li>
        <li>
            <a href="#">
                <span class="label">Window</span>
            </a>
            <ul>
                <li>
                    <a href="#">
                        <span class="label">Minimize</span>
                        <span class="shortcut">⌘M</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Zoom</span>
                    </a>
                </li>
                <li class="separator"></li>
                <li>
                    <a href="#">
                        <span class="label">Downloads</span>
                        <span class="shortcut">⇧⌘J</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Extensions</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Task Manager</span>
                    </a>
                </li>
            </ul>
        </li>
        <li>
            <a href="#">
                <span class="label">Help</span>
            </a>
            <ul>
                <li>
                    <a href="#">
                        <span class="label">Search</span>
                    </a>
                </li>
                <li>
                    <a href="#">
                        <span class="label">Report an Issue...</span>
                    </a>
                </li>
            </ul>
        </li>
    </ul>
</nav>

              
            
!

CSS

              
                /** variables **/
$page-bg: #607d8b;
$base-font-size: 16px; // becomes 1rem
$menu-silver: #eee;
$menu-border: #dedede;
$menu-focused: #1e88e5;
$menu-separator: #ccc;
$menu-text-color: #333;
$menu-shortcut-color: #999;
$menu-focused-text-color: #fff;
$menu-text-color-disabled: #999;
$menu-border-width: 1px;
$menu-shadow: 2px 2px 3px -3px $menu-text-color;
$menu-content-padding: 0.5rem 1rem 0.5rem 1.75rem;
$menu-border-radius: 0.5rem;
$menu-top-padding: 0.25rem;

/** styles **/
/* commons */
html {
    font-size: $base-font-size;
}

body {
    margin: 0;
    padding: 0;
    font-family: sans-serif;
    font-size: $base-font-size;
    background-color: $page-bg;
}

/* nav-bar styling */
.flyout-nav {
    ul {
        margin: 0;
        padding: 0;
        position: absolute;
        display: none;
        list-style-type: none;
        white-space: nowrap;
        background: $menu-silver;
        border: $menu-border-width solid $menu-border;
        box-shadow: $menu-shadow;
    }

    li {
        position: relative;
        display: block;

        // separator item
        &.separator {
            margin-bottom: $menu-top-padding;
            border-bottom: $menu-border-width solid $menu-separator;
            padding-bottom: $menu-top-padding;
        }

        // the menu items - text, shortcut info and hover effect (blue bg)
        a {
            text-decoration: none;
            color: $menu-text-color;
            position: relative;
            display: table;
            width: 100%;

            .label,
            .shortcut {
                display: table-cell;
                padding: $menu-content-padding;
            }

            .shortcut {
                text-align: right;
                color: $menu-shortcut-color;
            }

            label {
                cursor: pointer;
            }

            // for menu items that are toggles
            input[type='checkbox'] {
                display: none;
            }

            input[type='checkbox']:checked + .label {
                &:before {
                    content: '✔️';
                    position: absolute;
                    top: 0;
                    left: 0.25rem;
                    padding: 0.25rem;
                }
            }

            &:hover {
                background: $menu-focused;
                .label,
                .shortcut {
                    color: $menu-focused-text-color;
                }
            }
        }

        // show a submenu available indicator icon...
        // note: this can be written in a easier way without having to rely
        // on .has-children added to markup when the :has() selector
        // implementation is available in the browser)
        &.has-children > a {
            margin-right: 2.5rem;
            &:after {
                content: '▶';
                text-align: right;
                position: absolute;
                right: 0;
                padding: $menu-content-padding;
            }
        }

        // don't let disabled options be hover-able/clickable and color them different
        &.disabled {
            .label,
            .shortcut {
                color: $menu-text-color-disabled;
            }
            pointer-events: none;
        }

        // show the next level drop-down on the right at the same height
        &:hover {
            & > ul {
                display: block;
                top: -$menu-border-width; // handle the offset caused by border
                left: 100%;
            }
        }
    }

    // overrides for first-level behaviour (bar)
    & > ul {
        display: flex;
        flex-flow: row nowrap;
        justify-content: flex-start;
        align-items: stretch;
        width: 100%;
        border-bottom: $menu-border-width solid $menu-border;
        box-shadow: $menu-shadow;
        padding: 0;

        // override the bar to not have too much skewed left spacing
        // (required for later ones to fit in checkboxes)
        & > li > a > .label {
            padding-left: 1rem;
        }

        // first-level drop-down should appear below at the same left position
        & > li:hover > ul {
            top: 100%;
            left: -$menu-border-width; // handle the offset caused by border
        }
    }
}

              
            
!

JS

              
                
              
            
!
999px

Console