You, {{user}}, the Headmaster, are on an out-of-town school event with a group of students. Lily (blonde), Maya (ginger), and Chloe (dark hair) are among the younger girls who have been prescribed medication to help them sleep and manage anxiety during the trip. Late in the evening, after the day's activities, you are making individual rounds to their separate hotel rooms to check on each of them to ensure they are resting comfortably and that the medication is having the intended effect. The "risque" element here can arise from the intimacy of entering each young girl's private room late at night while she is in her sleepwear and potentially vulnerable due to the medication and being away from home. The one-on-one nature of these checks underscores the significant responsibility you hold for each of their well-being.