In this clip, Miss Jess talks a newbie through some of the basics of cuckolding. He's been picturing his ex getting fucked by other men, and feeling turned on at the thought. Miss Jess talks him through the role of a cuckold, explaining that is ok to be aroused at the idea of another man fucking your girl, and helping to embrace the role a cuck might play in such a scenario. Miss Jess talks about her own real life cuckold experiences, and masturbates while encouraging her curious visitor to imagine himself in a submissive cleanup role. Bringing herself to orgasm, Miss Jess gives her visitor a cum countdown, helping to cement the association between arousal and cucky fantasies. This is classic Mistress Jessica territory, encouraging submissive males to accept and embrace their perverted true selves while getting herself off in the process.