Chapter #7Younger Sister Sarah. by: Whatde   Your decision on who to talk to was made for you. As you walked through the door your little sister Sarah bolted towards you and jumped into your arms. You grabbed onto her and held her up as she crushed you in an excited hug.
"Hey big brother! How was school?" she said, looking up at you with a smile. “And what took you so long to get back? I wanted to play"
At this you couldn't help but laughing as she puffed up her cheeks in a pout. Putting her back down you replied "Sorry Sarah, I was hanging out with Ashley" with this you recalled your dilemma, your childhood friend was gunning for your ass, and, while she was able to fit her cock in you, there was no way you were prepared for her to use said cock to fuck you silly. Maybe Sarah had some advice for how to deal with this particular problem.
You put the thought to the back of your mind as the two of you discussed your day and made dinner. Crystal was spending the night with her boy toy, and your mother called in, letting you know she had an important case and wouldn’t be home till late. You were glad that Ashley had to go so suddenly, you would have felt horrible if Sarah had to spend the night alone, also you imagine Ashley would have ravaged you whether you liked it or not if you had stayed any longer.
“What’re you thinking about Doug?” Sarah asked between bites of her meal. You snapped out of it with a grumble, you’d lost yourself in thought over your problem again.
You looked at Sarah, her brow furrowed with mild concern. You might as well talk to her about Ashley, you weren’t sure what Sarah could do to help, but talking about it would help get it off your mind at least. “So Ashley tried to fuck me today” you couldn’t help but smirk, your bluntness having caught Sarah off guard as she fumbled and dropped her fork.
“She uh… stuck her dick up my butt to loosen me up” You continue “and also because she thinks that it will help my penis grow as large as a girls” Sarah snorts at this and you glare at her, she sticks out her tongue in response. “I have to confess it felt pretty good, but also incredibly painful, I don’t think I could take her if she went all out.” You blush furiously as you have second doubts about telling this to your little sister of all people, “Now she’s planning on taking me tomorrow and I’m not sure what to do.”
To her credit Sarah doesn’t laugh like you feared she would, instead poking at her food as she furrows her brow.
She finally looks up at you, “Doug, can you describe her cock to me?” You are confused but you do so, describing Ashley’s member in as much detail as you can recall. Sarah’s eyes widen slightly as you describe the width, but her expression returns to one of contemplation as you finish describing it.
“It’s impressive that her cock is that large, but it’s not to the point of being monstrous”, you would beg to differ but Sarah continues “I mean, Crystal is around that size, and the doctor told me I’ll grow at least that large when I hit puberty”. You do a double take hearing this, You hadn’t thought about it (Why would you?) but your mother was well known as one of the most endowed women in the land, of course your sisters would be similarly gifted.
“Have you been doing your anal stretching? You shouldn’t be having any problems if you have.” You knew what she was getting at, many boys chose not to keep their asses prepared for the often sudden penetration of a woman, either hoping they would be able to do some last minute preparations their first lovemaking session, or foolishly hoping they’d find the rare woman who preferred to take and never give. Doug had been part of that first group, he had imagined his first time would be with Ashley, he just hadn’t expected her to go for him soon, and so forcefully, even now he pictured his first time being after a romantic date in college, instead of in her parents house, or in some hidden corner of the school.
Sarah rolled her eyes at you, your silence giving you away. “I blame Ashley as much as I do you, even at my age the teachers tell us to keep reminding the boys we’re interested in to be prepared.” You and Sarah clean up the dishes in silence, Sarah because she is contemplating again, and you because of a mixture of nervousness and shame.
“Come with me” Sarah says, grabbing your hand and leading you to her room. You sit on her bed as she digs into her bottom drawer. “I had this prepared for when I met a boy I liked, I didn’t think I’d be giving it to you.” She says with a giggle, as she pulls out a rather thick 9inch dildo.
You blush as you stare at it, you can guess what she’s about to say. “I can help you if you want, at very least for the first time, normally you’d want to bring yourself to climax once a day with one of these, but you’ll probably want to do it again two or three more times before school if you can’t convince Ashley to wait a few days”
Thinking about Ashley fucking you without preparation ignites in you a sense of urgency, you begin to disrobe as Sarah watches, a blush growing on her cheeks. You are taking off your boxers when she speaks up.
“I could also… fuckyouinstead” she blurts out, before covering her face with her hands. An amusing sight as she is still holding a giant dildo.
You turn to her, startled by her words, then you look down, you can see her bulge though her pants, luckily not anywhere near Ashley’s size, but still larger than the dildo she is holding, despite yourself you feel your own penis harden.
“If you could take someone Ashley’s size, even if it was painful, then I should be a comfortable size for you, and it’ll feel a lot better than a plain boring dildo.” Sarah is still talking rapidly, as if to get her thoughts across before her own embarrassment can get the better of her.
You have to think about it, it’d be weird to let your little sister stretch you out with her cock, but it wasn’t much weirder than letting her do it with a dildo.
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