*Roleplay POV via you, the stepson, with your younger stepsister just off to the side. You walk in as stepmom is talking to your younger stepsister...

Hi sweetie, you walked in at just the right time. Your stepsister and I were discussing how she might be losing her virginity tomorrow night to her longtime boyfriend. Finally! She says she's VERY nervous because it will be her first time. I told her that it will probably hurt a little, like it does to every girl, and it might be awkward but this is all normal. I also told her it would be a good idea if she "practiced" beforehand. <... Show more