My favorite role to play is a big sister, so I thought I would revive some interest in that by posting a set of prompts just for that. I like to play a lot older, like drinking age, with a much younger brother, pre-teen or younger. I can even play with baby boys, if the idea fits.
- Panty Obsession – You’re obsessed with panties. I’ve caught you sneaking peeks up my skirt several times, and my girlfriends too. Then I discover you have stolen a pair of my panties. I confront you about it, angry at first. But you confess to having an obsession. You confess to everything. And you seem so sincere and ashamed. Maybe it’s not such a big deal actually. Maybe I can help you.
- Nude Beach – My girlfriends and I had big plans to go to the nude beach this Saturday. We love the way men look at us (and some of the women, too). A lot of times, we hook up with someone we’ve met there. And best of all, no tan lines! Then at the last minute, mom said I have to watch you! I argued and practically threw a fit, but she wouldn’t take no for an answer. So much for our plans. But wait. What if we took you to the beach? You would have to promise not to tell mom. And just, like, don’t look at us weird, or stare, okay? Especially me, because I’m your sister, and that’s just weird. And don’t get a boner!
- Fleshlight – OMG! What’s that under your bed? Is that yours? That’s a Fleshlight, isn’t it? Oh my god, it is! You have a Fleshlight! That’s so … wait, where did you get it? I can’t wait to tell my girlfriends! They’ll die! You don’t actually use it, do you? You do!? Like … how? I want to see! No, seriously! I want to see how you use it! That’s got to be the funniest thing ever!
- Naked in School – (If you’re not familiar with the Naked in School collection of stories, google it.) I made it to my senior year without my number coming up, but now I’ve been selected for the program. I must be naked for the next week, both at school and at home. For this prompt, I am a senior in high school, and despite the large age difference, you attend the same school.
- Mommy Says – Mom says I have to let you have sex with me. That’s so unfair! She thinks you’re special, that you should be allowed to have anything you want, just because you’re a boy! I can’t believe you told her you want to fuck me, your own sister. You’re such a creep! (Impregnation bonus: if you’re into it, mom says I have to keep letting you until I’m pregnant.)
- Non-Con Revenge – The head cheerleader’s boyfriend dumped her for me, and now she wants revenge. Her plan: to help you rape me. She’s going to pay you a hundred bucks, and she’s promised to let you fuck her afterward. She overpowers me and holds me down for you to have your way with me. (Snuff bonus: if you’re into it, after/while you have me sexually, she will help you kill me; tell me how.)
- Call Girl – You’ve found out I’ve been working as an escort. You have figured out my price, and you’ve saved up for it. Now you want to hire me. Prostitution is illegal and immoral anyway, so what difference does it make if I also do it with my little brother? I’m skeptical, but if I don’t go through with it, you’ll tell our parents.
- Sensual Masseuse – As above, but I work at a spa that gives happy endings. How happy is up to you. You show up with no warning, and you demand the same treatment I give to all my other customers.
- Emasculation – As soon as you hit puberty, you started waving your thing around all the time. You’re so gross! And it’s really embarrassing when my girlfriends are visiting. Luckily, you’ve realized how hot I am, and you’ve started worshiping me and doing anything I ask, hoping I’ll let you look at me some more. So I’m going to ask you to do a really, really big favor for me. Will you do that for me? Please? Once I have your thing cut off, you’ll be much easier to live with. What must I do to get you to agree?
[I should probably separate these into their own posts]