(This was originally filmed as a custom video) Your bossy but caring big step-***ter has been trying to get you to go out on the town with her and her girlfriends for weeks, but you're too shy and have been in***ting on staying home alone. Tonight she's getting ready again to go out partying, and tries once more to convince you, telling you that you'll have loads of fun and be surrounded by all her hot friends - it will be good for you to get out of the house and actually talk to some girls for once! You in***t that it's fine, all you want to do is stay in and play computer games, and you don't need help talking to girls anyway. Your big *** scoffs at this and reminds you that you're a total virgin loser - you freeze up when a girl even looks at you! She apologizes for sounding mean, explaining she only wants to help you, but you really do need more experience with girls. As she's been talking to you and doing her makeup, her dress has been riding up her thighs distractingly, and when she bends down to pick things up you can't help but get a glimpse down her cleavage! You can't help but become embarrassingly aroused, and try to excuse yourself from the room before your step-***ter notices. Unfortunately, as soon as you stand up to leave she immediately spots your boner! She laughs in shock and tells you this is exactly what she means - you're such a little virgin that you'll get hard over your own step-***ter! She teases you about how sad you are, but by the smirk on her face you can tell she's a little pleased too! You try to exit again, telling her it's not a boner, it's just a lump in your jeans.. Your step-***ter quickly leans in and grabs it, clearly not believing you, but as she gets hold of it and squeezes, you can't help it - you immediately cum in your pants! She jumps back, alarmed, and starts apologizing to you, saying she had no idea that just squeezing it for half a second would make you cum! She looks shocked and asks if she's the first girl to make you cum? You dejectedly admit that she is, and try to leave again, but your step-***ter starts apologizing again and tries to tell you it's not a big deal. She asks how often you masturbate, and you shyly admit that you don't do it much at all. Your step-***ter says that's probably part of the problem, and suggests you start wanking off more frequently! Something occurs to her suddenly, and she asks if you've ever wanked off over HER? You quickly protest that you haven't, but your step-***ter doesn't seem entirely convinced. She asks if you've ever stolen her panties and you swear that you haven't, which seems to genuinely surprise her! She tells you that pretty much all little step-brothers do that to their big step-***ters, it's just a normal thing. She had assumed you were already doing it! She tells you that if you ask her for them, she'd be happy to give you some panties to wank off with, it's no big deal. You can see she's relaxing now after her shock, and enjoying this strange bonding moment with her little step-brother. She asks to see your cock, saying that she only wants to help you out and make sure that everything looks good and healthy down there. You try to say no, you're too shy, but your step-***ter in***ts that there's nothing to be nervous about - she's not expecting it to be this huge impressive dick anyway, she's expecting to see a little virgin dick! You shyly drop your pants and your step-***ter giggles, confirming that yep, it's a little virgin dick! She offers to show you her tits, and though you're shocked you quickly agree. She lets you have a good look at them, asking if these are the first you've seen in real life, aside from step-mom's of course! You admit that they are, and your step-***ter seems to enjoy being your first. She asks if you'd even like to see her vagina, you probably haven't seen one of those before right? You kneel down and your step-***ter takes off her thong to let you have a close up look, laughing and teasing you about how red your face as gone as you examine her vagina. She then puts her dress back on, handing you the panties and telling you to have fun with them while she's out with her friends! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, taboo, step-brother step-***ter, siblings, sex education, sex lesson, sex lessons, virgin humiliation, pov, panties, panty smelling