Chapter 1, Holywell Street Medicine, traces the pornography trade’s birth out of the collapse of revolutionary politics in the 1820s, and shows how early agents in the trade scavenged for content to fill lists of sexual material. This fostered a vibrant mid-century traffic in cheap reprints and reworkings of works on contraception, venereal disease, fertility, and midwifery alongside pornographic novels and prints, bawdy songbooks, and other sexual material, operating out of London’s Holywell Street and other thoroughfares near the Strand. While showing how these agents harnessed the expanding infrastructures of the press and the post to sell their wares works across the nation, this chapter demonstrates that they framed medical works through two different, but compatible, lenses. Following a long line of disreputable publishers, Holywell Street publishers framed medical works as titillating reading material. However, they also adapted earlier radical arguments for sex education and female sexual pleasure, marketing medical works as containers of practical information about the body that readers could apply to support safe, active, and pleasurable sex lives.