There are a few good answers that might interest you:

I liked /u/sunagainstgold's response to How were people not constantly impregnated during the middle ages and renaissance with all that unprotected sex? especially but there's also:

/u/sunagainstgold and /u/kookingpot answered NSFW. How did prostitutes in brothels non get pregnant during medieval times?

/u/armer_heinrich answered In early times, where brothels and prostitutes were a part of everyday life, how did the prostitutes avoid getting pregnant?

/u/kosmic_osmo and /u/Georgy_K_Zhukov answered I'm a twentysomething flapper in 1920s New York City, and I'm interested in hooking up with a man for casual sex. How difficult is it to find a willing partner, and how do I go about it? What are my options for contraception, how difficult are they to obtain and how effective are they generally?