GELDINGS Gelding Year Finish th Clodion 1937 10 Vagrant (1876), Apollo (1882), Macbeth II th Fairy Hill 1937 11 (1888), Old Rosebud (1914), Exterminator (1918), th Merry Maker 1937 12 Paul Jones (1920), Clyde Van Dusen (1929), Funny th No Sir 1937 13 Cide (2003) and Mine That Bird (2009) are the only th Bernard F. 1937 18 geldings to win the Kentucky Derby. th Holl Image 1936 6 A total of 115 geldings have run in the Blackbirder 1935 5th Kentucky Derby since 1908 (records prior to 1908 McCarthy 1935 9th are incomplete) and nine were post-time favorites Commonwealth 1935 10 th (1876 winner Vagrant also was the favorite). Our Fancy 1932 7th The following is a list of geldings that started Hoops 1932 9th in the Kentucky Derby from 1908 to present. Adobe Post 1932 11 th th Crystal Prince 1932 12 th Gelding Year Finish Cee Tee 1932 15 th th Prince d’Amour 1931 12 Whitmore 2016 19 rd th Ned O. 1930 3 War Story 2015 16 st Vyjack 2013 18 th Clyde Van Dusen 1929 1 Homeboykris 2010 16 th Voltear 1929 6th th Mine That Bird 2009 1st Lord Braedalbane 1929 17 th th Chip 1929 19 Imawildandcrazyguy 2007 4 th th Martie Flynn 1928 10 Dominican 2007 11 th th Wild Aster 1924 18 Sweetnorthernsaint* 2006 7 th st Enchantment (e)* 1923 6 Funny Cide 2003 1 Prince K. 1923 9th Buddy Gil 2003 6th Cherry Pie 1923 20 th Perfect Drift 2002 3rd Pravus 1923 21 st Easy Grades 2002 13 th Surf Rider 1922 7th th Balto Star 2001 14 st th Paul Jones 1920 1 General Challenge (e)* 1999 11 nd th Billy Kelly 1919 2 Hanuman Highway-IRE 1998 7 th th Be Frank 1919 6 Celtic Warrior 1997 10 th nd Sailor (e)* 1919 7 Cavonnier 1996 2 th th St. Bernard 1919 8 Alyrob 1996 8 th th Frogtown 1919 11 Zarb’s Magic 1996 13 st Prairie Bayou* 1993 2nd Exterminator 1918 1 Truth of it All 1993 10 th Sharpshooter 1915 3rd Best Pal 1991 2nd Goldcrest Boy 1915 12 th Clever Trevor 1989 13 th Old Rosebud* 1914 1st th Wind Splitter 1989 11 Hodge 1914 2nd th Kingpost 1988 14 Old Ben 1914 5th th Bachelor Beau 1986 14 th Leochares 1913 8 th Raja’s Shark 1984 14 Governor Gray* 1911 2nd th My Mac 1983 14 th Mud Sill 1911 4 th Real Dare 1982 19 Match Me 1909 10 th th Television Studio 1981 5 rd Dunvegan 1908 3 th Beau Rit 1981 13 th Bill Herron 1908 7 th Rockhill Native* 1980 5 th Execution’s Reason 1980 11 Due to incomplete records, only those geldings who th Rushing Man 1975 14 won the Derby before 1908 are listed. th Sharp Gary 1974 13 Forego 1973 4th Macbeth II 1888 1st Big Brown Bear 1972 9th Rancho Lejos 1970 16 th Apollo 1882 1st Rae Jet 1969 8th Vagrant* 1876 1st Reason to Hail 1967 4th th Second Encounter 1967 10 * Favorite th Roman Brother 1964 4 (e) Part of Entry th On My Honor 1963 4 th Good Fight 1962 8 Special note: 2016 Kentucky Derby fifth-place th Sharp Count 1962 8 finisher Suddenbreakingnews was listed as a gelding rd Bass Clef 1961 3 throughout his career at the time of the race, but a th Loyal Son 1961 9 late May ultrasound revealed that he had two th Ronnie’s Ace 1961 13 undescended testicles in his abdomen. Subsequently, th Dearborn 1961 14 Suddenbreakingnews was officially listed as a th Easy Spur 1959 13 “ridgling” for his next start in the Belmont Stakes. th Benedicto 1958 9 Straight Face 1953 6th th Smoke Screen 1952 10 Ruhe 1951 3rd th Hall of Fame 1951 9 th Snuzzle 1951 16 Pellicle 1946 8th th Alworth 1946 13 Kendor 1946 17 th th Alexis 1945 10 Jacobs 1945 15 th rd Stir Up* 1944 3 th Shut Up 1944 4 th Gay Bit 1944 6 th Gold Shower 1943 8 th Sweep Swinger 1942 10 Staretor 1941 2nd rd Dit 1940 3 th Sirocco 1940 5 Co-Sport 1938 7th .