I'm going to do one based on a thread I commented on made by @VVD0D95 about a second wife for Charles II. I don't think it's been made into a timeline, and either way, it won't be the same so let's go.
Charles II (b.1630 r.1660 d.1685) m. a) Catherine of Braganza (1638-1663) b) Anne Sophie of Denmark (1647-1717)
Elizabeth II (b. 1720 r.1742 d. 1777) m. a) Charles Frederick, Duke of Cumberland (b. 1722 m. 1741 d. 1784)
Henry X (b.1800 r. 1840 d.1887) m. a) Alexandra of Prussia (b.1803 m. 1825 d. 1842) b) Helena of Greece (b. 1815 m. 1845 d.1886)
Henry XI (b.1828 r.1887 d. 1903) m. Magdalena of Saxony (b.1830 m. 1853 d.1879)
Charles, Prince of Wales (1857- 1893) m. Cecilia of Sweden (b. 1859 m. 1879 d. 1920)
Charles IV (b. 1881 r. 1903 d. 1955) m. Gisela of Austria (b. 1882 m. 1902 d. 1939)
Charles V (b.1905 r.1955 d.1972) m. Lady Lydia Percy (b. 1909 m. 1932 d. 1995)
Charles II (b.1630 r.1660 d.1685) m. a) Catherine of Braganza (1638-1663) b) Anne Sophie of Denmark (1647-1717)
1b) Henrietta Charlotte, the Princess Royal (1665-1667)
2b) Charles Frederick, Prince of Wales (1668- 1735)
3b) James Christian, Duke of Gloucester (1670- 1734) m. Duchess Charlotte of Brunswick-Luneberg
4b) Sophia Henrietta, The Princess Royal (1673- 1750) m. Frederick IV of Denmark
5b) Anne Amalia (1675- 1719) m. Alexandre Louis, Duke of Valois
6b) Mary Dorothea (1680- 1690)
Charles III Frederick (b.1668 r.1685 d.1735) m. a) Isabel Luisa, Princess of Beira (b. 1669 m. 1692 d. 1700) b) Sophia Louise of Mecklenburg Schwerin (b. 1685 m. 1705 d. 17132b) Charles Frederick, Prince of Wales (1668- 1735)
3b) James Christian, Duke of Gloucester (1670- 1734) m. Duchess Charlotte of Brunswick-Luneberg
4b) Sophia Henrietta, The Princess Royal (1673- 1750) m. Frederick IV of Denmark
5b) Anne Amalia (1675- 1719) m. Alexandre Louis, Duke of Valois
6b) Mary Dorothea (1680- 1690)
1a) Charles, Prince of Wales (1695-1696)
2a) Henry, Prince of Wales (1697- 1742)
3a) James, Duke of Cumberland (1700- 1744) m. Sophia Louise of Prussia
4b) Frederick, Duke of Cambridge (1706- 1709)
5b) Sophia (1708-1712)
6b) William, Duke of Bedford (1713- 1777) m. Caroline of Hanover
Henry IX (b. 1697 r.1735 d.1742) m. a) Amalia of Orange (b. 1699 m. 1719 d. 1723)2a) Henry, Prince of Wales (1697- 1742)
3a) James, Duke of Cumberland (1700- 1744) m. Sophia Louise of Prussia
4b) Frederick, Duke of Cambridge (1706- 1709)
5b) Sophia (1708-1712)
6b) William, Duke of Bedford (1713- 1777) m. Caroline of Hanover
1a) Elizabeth, the Princess Royal (1720- 1777)
2a) Amalia (1723)
2a) Amalia (1723)
Elizabeth II (b. 1720 r.1742 d. 1777) m. a) Charles Frederick, Duke of Cumberland (b. 1722 m. 1741 d. 1784)
1a) Henry, Prince of Wales (1743- 1773)
2a) Charles, Duke of Richmond (1745- 1812) m. Sophia Louisa of Sweden
3a) James, Duke of Grafton (1748- 1796) m. Augusta of Saxony
4a) William, Duke of Beaufort (1750- 1781) m. Louisa Maria of Hesse-Darmstadt
5a) Edward, Duke of St.Albans (1750- 1753)
6a) Frederick, Duke of Albany (1752- 1773)
7a) Arthur, Duke of Cambridge (1755- 1787) m. Charlotte of Baden
8a) George, Duke of Rutland (1757- 1822) m. Catherine of Wurttemberg
9a) Amalia, The Princess Royal (1760- 1771)
Henry, Prince of Wales (b. 1743 d.1773) m. Natalia Petrovna (b. 1745 m. 1763 d. 1770)2a) Charles, Duke of Richmond (1745- 1812) m. Sophia Louisa of Sweden
3a) James, Duke of Grafton (1748- 1796) m. Augusta of Saxony
4a) William, Duke of Beaufort (1750- 1781) m. Louisa Maria of Hesse-Darmstadt
5a) Edward, Duke of St.Albans (1750- 1753)
6a) Frederick, Duke of Albany (1752- 1773)
7a) Arthur, Duke of Cambridge (1755- 1787) m. Charlotte of Baden
8a) George, Duke of Rutland (1757- 1822) m. Catherine of Wurttemberg
9a) Amalia, The Princess Royal (1760- 1771)
1a) Elizabeth Anne (1770 - 1840)
Elizabeth III (b. 1770 r. 1777 d. 1840) m. a)Prince John of Denmark, Duke of Marlborough (b. 1768 m. 1790 d.1831)
1a) Elizabeth, Princess Royal (1792- 1795)
2a) Natalia, Princess Royal (1794-1821) m. William II of the Netherlands
3a) Sophia (1797- 1876) m. Tsar Alexander II of Russia
4a) Anne (1799- 1840) m. Albert, Duke of Saxe-Meinegin
5a) Henry, the Prince of Wales (1800- 1887)
6a) John, Duke of Albany (1802- 1810)
7a) Louise (1804- 1879) m. King George V of Hanover
8a) Charles, Duke of Sussex (1807- 1894) m. Princess Catherine Elizabeth of Rutland
9a) Mary (1809- 1810)
2a) Natalia, Princess Royal (1794-1821) m. William II of the Netherlands
3a) Sophia (1797- 1876) m. Tsar Alexander II of Russia
4a) Anne (1799- 1840) m. Albert, Duke of Saxe-Meinegin
5a) Henry, the Prince of Wales (1800- 1887)
6a) John, Duke of Albany (1802- 1810)
7a) Louise (1804- 1879) m. King George V of Hanover
8a) Charles, Duke of Sussex (1807- 1894) m. Princess Catherine Elizabeth of Rutland
9a) Mary (1809- 1810)
Henry X (b.1800 r. 1840 d.1887) m. a) Alexandra of Prussia (b.1803 m. 1825 d. 1842) b) Helena of Greece (b. 1815 m. 1845 d.1886)
1a) Henry, Prince of Wales (1828- 1903)
2a) Elizabeth, Princess Royal (1831- 1878) m. King Magnus of Norway
3a) John, Duke of Albany (1833- 1879) m. Josephine of Baden
4a) Charlotte (1837- 1888) m. Grand Duke Louis III of Hesse
5b) Anna (1846- 1913) m. Frederick, Duke of Saxe-Altenburg
6b) Alexander, Duke of Edinburgh (1848 - 1902) m. Emma of Waldeck-Pyrmont
7b) Charles, Duke of Clarence (1851- 1922) m. Grand Duchess Vera Ivanovna
8b) Natalie (1855- 1941) m. Philip, Duke of Saxe-Weimar-Eisenach
2a) Elizabeth, Princess Royal (1831- 1878) m. King Magnus of Norway
3a) John, Duke of Albany (1833- 1879) m. Josephine of Baden
4a) Charlotte (1837- 1888) m. Grand Duke Louis III of Hesse
5b) Anna (1846- 1913) m. Frederick, Duke of Saxe-Altenburg
6b) Alexander, Duke of Edinburgh (1848 - 1902) m. Emma of Waldeck-Pyrmont
7b) Charles, Duke of Clarence (1851- 1922) m. Grand Duchess Vera Ivanovna
8b) Natalie (1855- 1941) m. Philip, Duke of Saxe-Weimar-Eisenach
Henry XI (b.1828 r.1887 d. 1903) m. Magdalena of Saxony (b.1830 m. 1853 d.1879)
1a) Alexandra, Princess Royal (1854- 1914) m. King Constantine II of Greece
2a) Charles, Prince of Wales (1857- 1893)
3a) Margaret (1859- 1885) m. George, Grand Duke of Mecklenburg Strelitz
4a) Madeleine (1862- 1903) m. Peter, Duke of Anhalt
5a) Henry, Duke of Kendal (1863- 1889) m. Christina of Schleswig Holstein
6a) Augustus, Duke of Avondale (1865- 1927) m. Viktoria of Romania
7a) John Frederick, Duke of Kent (1868- 1912) m. Stephanie of Saxe Coburg Saafield
8a) Elizabeth (1870 - 1959) m. David, Duke of Somerset
2a) Charles, Prince of Wales (1857- 1893)
3a) Margaret (1859- 1885) m. George, Grand Duke of Mecklenburg Strelitz
4a) Madeleine (1862- 1903) m. Peter, Duke of Anhalt
5a) Henry, Duke of Kendal (1863- 1889) m. Christina of Schleswig Holstein
6a) Augustus, Duke of Avondale (1865- 1927) m. Viktoria of Romania
7a) John Frederick, Duke of Kent (1868- 1912) m. Stephanie of Saxe Coburg Saafield
8a) Elizabeth (1870 - 1959) m. David, Duke of Somerset
Charles, Prince of Wales (1857- 1893) m. Cecilia of Sweden (b. 1859 m. 1879 d. 1920)
1a) Charles of Wales (1881- 1955)
2a) Henry of Wales, Duke of Cleveland (1883 - 1953) m. Princess Victoria of Avondale
3a) Cecily of Wales (1886- 1908) m. King William II of Prussia
4a) James of Wales, Duke of Southampton (1888 - 1945) m. Lady Rachel Howard
5a) Madeleine of Wales (1891- 1921) m. Augustus, Duke of Kent
6a) Charlotte of Wales (1893 -1960) Born Posthumously m. King Ferdinand II of Romania
2a) Henry of Wales, Duke of Cleveland (1883 - 1953) m. Princess Victoria of Avondale
3a) Cecily of Wales (1886- 1908) m. King William II of Prussia
4a) James of Wales, Duke of Southampton (1888 - 1945) m. Lady Rachel Howard
5a) Madeleine of Wales (1891- 1921) m. Augustus, Duke of Kent
6a) Charlotte of Wales (1893 -1960) Born Posthumously m. King Ferdinand II of Romania
Charles IV (b. 1881 r. 1903 d. 1955) m. Gisela of Austria (b. 1882 m. 1902 d. 1939)
1a) Charles, Prince of Wales (1905- 1972)
2a) Leopold, Duke of Lennox (1907- 1959) m. Lady Elizabeth Stuart (daughter of the Duke of Grafton)
3a) Richard, Duke of Atholl (1910- 1935)
2a) Leopold, Duke of Lennox (1907- 1959) m. Lady Elizabeth Stuart (daughter of the Duke of Grafton)
3a) Richard, Duke of Atholl (1910- 1935)
Charles V (b.1905 r.1955 d.1972) m. Lady Lydia Percy (b. 1909 m. 1932 d. 1995)
1a) Giselle, Princess Royal (1934- 1999) m. Thomas, Duke of Norfolk
2a) William, Prince of Wales (1936- 2013)
3a) Arthur, Duke of Portland (1937- 1961)
4a) Catherine (1940- 1981) m. Malcolm, Duke of Fife
5a) Edmund, Duke of Dorset (1942- 2020) m. Lady Rebecca Hamilton
6a) Maximilian, Duke of Connaught (1945- 2015) m. Felicity of Orleans
William III (b. 1936 r. 1972 d. 2013) m. Lady Jacqueline Stewart-Spencer (b. 1942 m. 1966 d. 2039) descendant of Duke of Gloucester2a) William, Prince of Wales (1936- 2013)
3a) Arthur, Duke of Portland (1937- 1961)
4a) Catherine (1940- 1981) m. Malcolm, Duke of Fife
5a) Edmund, Duke of Dorset (1942- 2020) m. Lady Rebecca Hamilton
6a) Maximilian, Duke of Connaught (1945- 2015) m. Felicity of Orleans
1a) Anne Sophie, The Princess Royal (1967- ) m. Ryan Patterson
2a) Charles, Prince of Wales (1969-)
3a) James, Duke of Portland (1972-) m. Feliciana Agosti
4a) Amelia (1975-) m. Drew Seabrook
Charles VI (b. 1969 r. 2013 ) m. Brigid Brannon (b. 1972 m. 2007)2a) Charles, Prince of Wales (1969-)
3a) James, Duke of Portland (1972-) m. Feliciana Agosti
4a) Amelia (1975-) m. Drew Seabrook
1a) The Princess Elizabeth (b. 2009 -)
2a) Prince David (b. 2011-)
2a) Prince David (b. 2011-)
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