Stories of Davis Hall 3: Fingered

3.

(...the day before)

“So, Brook, I understand you and Will have been around the bush a few times?” Sierra said playfully.

“Yeah you could say that”

“Oh! I can’t believe my little Will is already growing up! OH! He’s so cute! You’re a lucky girl!”

“Yeah, and surprisingly, Will’s really good at it, I mean, I have no one else to base it off of, but he always makes me cum when we do it”

“How big is he?”

“About this big”, Brook said, holding up her hands about six inches apart, “He’s pretty big in my opinion”

“Damn! You’re right! Oh! If he wasn’t my designated little brother, I would be all over him!”

“Wow, thanks!” Brook laughed.

“How long does he last? I mean, he’s what? Fourteen? Hell, I couldn’t even last to long when I was fourteen!”

“He lasts about six to ten minutes, not to bad”, Brook replied.

“Yeah, not to bad, I guess”

“I mean, I love having sex, and so does he, I just like to make him work a little for it, you know?”

“Alrighty then, Brook! I’ll tell you something fun to try”

“What?”

“I love Will, so I want him to get he most out of sex, so next time you guys do anything, or whenever you feel like trying something new, take two fingers, and shove it up his butt”

“What?”

“Boy’s have their prostate there, if you rub it, it apparently makes them cum really strong”

“Hmm”, Brook thought to herself, “I’ll have to try that on Will”

“Now most boys don’t like being penetrated like that, but just tell him it’ll feel good”

Brook laughed, “Will do, Sierra. And don’t worry, I’ll try it next time I want to try something new”

“I would just warn him first, you never know how they’ll react with ass play!”

***

Saturday at the Reed house began in a relaxed and very casual manner. Waking up at around eight, Brook got up, showered, got dressed, and made breakfast for the sleeping Maria and Will.

During breakfast that morning, Maria said that she was leaving at two to spend the day with Kevin, and that if Brook and Will wanted to go out that night, she was willing to give them both money.

Smiling, Brook consented to Maria’s request, and in a few hours, both she and Will were home-alone, Maria’s money in hand.

“Hey, Brook?” Will said, turning around the corner of the TV-room to see Brook sprawled out on the couch, watching TV and texting someone on her phone.

“Yes?”

“My mom’s gone can we uh...do it?”

“Will, I’m tired”

“But it’s two-thirty in the afternoon! Come one, we don’t even have to go all the way, how about just a blow-job, or-”

“Will you know I don’t like to suck your dick, and besides, I’m just not in the mood”

“Please?”

“We had sex last night, just go upstairs and jack-off, or something”

“Please, Brook?” Will asked, sitting next to her on the couch and wrapping an arm around her.

Brook felt affectionate, but not horny. She smiled and kissed Will on the cheek.

“If you can get me excited about doing it, then I’ll do it. But for right now, I’m not in the mood”

“Well what put’s you in the mood?” Will asked, cuddling up next to Brook.

Brook smiled, “Give me a show, take out your dick and stroke it for me”

“Like the good old days, right?”

“Yep”, Brook replied happily, “Now get naked”

Driven by his raging teenage hormones, Will quickly dropped his shorts and pulled off his t-shirt, quickly jacking-off as he looked at Brook, waiting for her next order, as he stood in front of Brook on the couch.

“Let’s see...”, she thought to herself. She was now very horny, in fact, just seeing how easily she could control Will made her feel on top of the world, “Why don’t you lay down on the carpet”

“Alright”, he said, spreading his legs apart to give her a full view of his genitals as he continued to masturbate.

Brook smiled and got on the floor in front of him, “Now, Will I’m going to try something, and I don’t know how you’ll respond to it, so get ready”

“What is it-OH!” Will yelped, as Brook quickly pushed two fingers into his ass, pushing roughly past his tight sphincter, and into his rectum, “Brook! What the hell!”

“Just relax, Will, soon it’ll feel good”

“Brook!” Will yelled again, pushing away from Brook.

“What? Listen, it’ll be fine, just wait-”

“Brook, I hate having things shoved up my ass!”

“Come on, if you want me to fuck you, you might as well try it”

Will sighed, and scooted back to Brook,spreading his legs apart, and reaching down to stroke his cock.

“Please be careful, Brook”

“I won’t hurt you”, she replied, taking the same two fingers and pushing them back into Will’s ass, once again pushing up against his tight sphincter.

Will winced, and bit his bottom lip, “Ouch!”

Brook looked up at Will and smiled, then slowly pushed her fingers into his ass, his tight hole squeezing on her fingers.

Will closed one eye, and he felt his face redden, “Brook!”

“Wait a minute”, she interrupted, pushing forward until she felt a bump, “Got it!” she said proudly, swiveling her fingers around on the bump.

“Ah...OH!” Will moaned, still stroking his dick as he looked down, “I-I don’t know why, but it-it feels good...”

Brook laughed, “Good, and now that you’ve got me in the mood, what do you say we take this upstairs?”

Will smiled, and stood up, letting Brook first pull her fingers from his ass, as he followed her up the stairs and into the her bedroom.

The sex was usual, and began with Will laying on top of Brook, kissing her neck and breasts, working his way down to her stomach. From here, he worked his way back up, necking her, as he grabbed the base of his dick and maneuvered it into her twat.

Once inside, she pushed forward slightly to make sure he was in, and immediately, Will would began to thrust forward, humping her repeatedly and steadily.

Meanwhile, Brook and Will would kiss passionately. Will would hold himself up with both hands, as he kissed Brook, who used one hand to reach around Will’s head to grasp the back of his wavy dark-brown hair, and use the other to rub and finger her clit.

Will would take a break form kissing every now and then to kiss her tits, whose nipples stood erect from excitement. He would lick them, and suck on them, making Brook moan with lust from each sloppy lick and suck.

“Oh, Will! OH...I’m getting close...oh!” She moaned, ...


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