Noting a demand for modern sex education, Drake and Wicked Pictures launched "Jessica Drake’s Guide to Wicked Sex", a series of erotic educational films. The first DVD in the line, "Jessica Drake’s Guide to Wicked Sex: Fellatio", was honored with the 2012 award for Best Educational Release by AVN Media. In 2014 Drake added a video to the series that addressed a segment that she said was under represented, plus size. In collaboration with plus-size performer Kelly Shibari, they released "Jessica Drake’s Guide to Wicked Sex: Plus Size". ""Guide to Wicked Sex"" was also a weekly segment on Jessica's popular Playboy Radio show, "IN BED with jessica drake."