Online sexual solicitation involves receiving sexual solicitations from adults, which can be followed by active online sexual behaviors by the victims. This study examined the moderator role of some characteristics of adolescents (sex, age, and problematic Internet use) that could make them more vulnerable to react by engaging in active sexual behaviors when they are the recipients of sexual solicitations. The final sample was comprised of 1260 adolescents (55.6% girls, 12–17 years) who completed measures in two waves with an interval of one year. The measures included online sexual solicitation, active sexual interaction with an adult, and sexting to friends and/or one's partner in both waves of the study. Sexual solicitations by adults predicted an increase in sexualized interactions with adults and sending sexts to friends and/or one's partner. Moderation tests indicated that, although girls receive more sexual solicitations, they are actively involved to a lesser extent than boys in sexualized interactions with adults and in sending sexts. The youngest adolescents received fewer sexual solicitations, but those who did receive sexual solicitations sent more sexts to friends and/or one's partner. Problematic Internet use, although associated with all online sexual risks, did not moderate the dynamics between risks.