Green’s Dictionary of Slang

1. an escape from prison.

c.1906

‘Sleepy Burke’ Prison Gates Ajar 9: I [...] jumped the fence and made a ‘home run’.

2. (US, also homer) sexual intercourse; both heterosexual and homosexual (cf. first base n. (1); second base under second adj.; third base under third adj.).

1963		B. Blechman War of Camp Omongo 58: I hear she’s been knocked for a homer just about every year since Omongo was erected.
1974		J. Lahr Hot to Trot 16: Home run (with protection) [...] Home run bareback.
1993–2003		Nick Urban Dict. 🌐 home run to go all the way with. Last night I scored a home run with Lisa.
1996		L. Pettiway Honey, Honey, Miss Thang 93: I just automatically come. Yeah, just the way he’s hitting. Simple as that. Home runs.
2002		C. Fothergill-Brown ‘WWE Confidential Report’ 30 Jun. 🌐 You see you stand now before The Rock, looking at The Rock, gawking at The Rock, wanting to go one on one with The Great One. [Going ‘1 on 1’ with the Great One = Home Run.] And now in front of all The Rock’s fans you want to serve The Rock a great big piece of that ‘poontang pie?’.