Caleb Woke Up Ch 01
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Caleb Woke Up Ch. 02a free porn video
OK, I am trying something weird here that is probably going to confuse some folks. I wanted to twist the original story so I decided to do an alternate version on chapter 2. This is basically the same plot with a little more sex thrown in.
Just to recap, Caleb is a naive boy raised in a sheltered, religious home. Somehow this clueless innocent found a magic necklace, but he hasn’t figured out the powers of the necklace yet because he isn’t that bright, and it’s been a pretty busy day.
This version involves oral from sister to younger brother. They are both over 18.
*** Driving Miss Anna ***
He loved his older sister. Everybody did. She was sweet, and was good at everything she attempted. She got excellent grades, had been captain of the high school dance squad, and was a featured soloist in the high school choir. She got what she wanted through determination and sweat.
He guessed that his sister was cute, as much as any guy can judge his sister. She made the most of what she had. She usually wore contacts, but Caleb preferred her when she occasionally wore her thick black framed glasses. She didn’t wear much make-up and a naturally smooth complexion.
He had once heard his mom talking to one of her friends about all of the growth hormones in the milk these days, and how it impacted young girls breasts. She must have been talking about Anna. Her breasts were much larger than her mom’s, and she tried to hide them which was near impossible. She wanted to look good, but she didn’t want to look like a floozy so his sister tried to hide her large boobs the best that she could, but it was very difficult to do. At a minimum, she didn’t show cleavage.
If she had any flaws, maybe it was that she tended to be a little judgmental and had no patience for sleazy girls. She was a ‘good girl’, and was quick to dismiss girls for too much make up or rumors of being too easy. She had a bit of a reputation of being a ‘goody two shoes’, or a stuck up bitch, depending on who you talked to.
Now she was in her first year at the local college, and was thinking that she might like something in the life sciences. She wasn’t ruling out nursing or even being a doctor. It would be a stretch for their family’s income, but she had a decent scholarship.
And although Caleb admired her a lot, he was a little tired of living in her shadow. He thought that now he was a senior in high school, and his sister was attending the local college, that maybe he would find some area to stand out. But that wasn’t the case because he was absolutely average in practically every way.
***
So as Caleb was driving his sister to church choir practice, she asked him if he had found anything interesting in his storage unit.
Ah, if she only knew. Caleb was thinking back to his earlier experience with the buxom pixie, Mel.
Without taking his eyes off the road, he pulled the necklace out of his pocket and held it up for her to see.
‘I don’t know if it is worth anything, but it does look pretty cool, don’t you think?’ Caleb asked.
When Caleb took the pendant out of his pocket and held it up, she was mesmerized. She felt a wave of sexual desire wash over her. She was blushing.
This is not right. I shouldn’t feel this way around my brother. She tried to shake it off, but it wasn’t working.
‘Caleb, it’s too bad you don’t have a girlfriend, because she would absolutely love this.’
Caleb chuckled, ‘Yep. A girlfriend would be good.’
As she delicately took the chain from Caleb’s hand, a fantasy roulette wheel of images flashed through her mind. It landed on an image of her being a teasing temptress, a seductress.
She put the necklace on over her head, and her face went slack and her mouth opened a bit. A small shiver went through her body.
She felt really good.
‘Well Sis, do you think it could be worth anything?’
‘Caleb, I think this is a very special necklace. I don’t think you should try to sell it,’ she said rather flatly.
He didn’t notice her affectation, but her words surprised him. He was out five hundred bucks, and he was hoping to make a little of the money back. Maybe his sister wanted the necklace for herself?
‘Would she try to keep it?’ he thought. He felt a little nervous about it. I mean, she has never really given me a chance to doubt her, but she really seems smitten with it.
‘Anna, can I have the necklace back, please?’
‘Yes Caleb,’ she handed it back to him.
As she handed it back, she came out of her trance to encounter some subconscious messages.
‘PLEASE HIM’
‘My brother is so cute and adorable. I really should be a nicer sister for him.’
‘TEASE HIM’
‘I sometimes wish I could be a bad girl. It would be nice to let loose once in a while.
‘I know he likes looking at me. Brothers shouldn’t look at their sisters that way. Maybe I could put on a bit of a show, just for him and teach him a lesson or two.’
On a whim, Caleb hung the necklace on the rear view mirror.
‘So Anna, do you think I should get a girlfriend?’
‘Sure Bro. It’s about time. I know several girlfriends that would be good for you. Can I set you up on some dates?’
Her response sent Caleb for a loop. They loved each other as siblings, and there was surprisingly little bickering. But she never really went out of her way for him, especially for things like this.
He looked over at her in surprise. He noticed that her face was red and she was glistening. Was she sweating?
‘Are you feeling all right, Sis? You look a little warm.’
I do feel warm. Maybe I can cool off and warm him up at the same time?
‘Now that you mention it, I am feeling a little HOT. I should’ve worn a shorter skirt,’ she replied with emphasis on the ‘hot.’ She tried to make it sound sexy, but it came out a little awkward. She was overacting. This was all pretty new to her, but like everything else she did, she was determined to get it right.
‘You don’t mind if I get a little more comfortable, do you, Caleb?’
Caleb noticed out of the corner of his eye that his sister’s legs were starting to rub themselves together. She reached down and grabbed the hem of her skirt and slowly lifted it above her knee up to mid thigh.
Caleb let out a guilty groan of desire. She heard it, and was quite pleased with herself.
Caleb felt guilt. Be a good brother, he thought. He pulled his eyeballs back into his sockets, and returned them to the road.
‘So where is Brad tonight, Anna?’
‘He’s up at his Grandma’s with the family. They won’t be back until late Sunday night, not that I am looking forward to seeing him.’
‘Why, what happened?’ Caleb asked. He thought it was odd that she was being open with him. They never talked about this stuff.
‘Well, last time we went out, Brad was all hands as usual, and I cut him off after he felt me up a bit.’
Caleb did a double take.
‘What? Did you say he ‘felt you up’?’
‘Yes, he did. He felt my boobs under the shirt, over the bra. I wasn’t sure I would be able to stop if we went much further. I get so randy sometimes. Do you ever get randy little brother?’ she asked, smiling. She placed a hand on his leg, and gave it an affectionate little squeeze.
This was making Caleb blush. He felt extremely uncomfortable, but at the same time this was exhilarating. He closed one eye, like he was in pain, and groaned some more.
She was looking at him with a Cheshire grin. She knew this was embarrassing for him, and she was relishing it. But she wasn’t done.
‘Brad got upset and yelled at me. Isn’t he just the meanest?’
‘Yeah, the meanest,’ Caleb parroted.
‘Brad’s really mad now. He had a choice to stay home this weekend by himself and we could have spent more time together, but he chose to go out of spite. He said he
had the biggest case of blue balls in the tri-state area. Do you ever get blue balls, Caleb?’
As she said this, she moved the hand on his leg up closer to his crotch, as if to emphasize ‘blue balls’.
He didn’t know what she was up to, and he didn’t know what blue balls were. He didn’t want to sound dumb so he deflected the question. ‘Anna, you should drop that jerk and find someone nicer who appreciates you more.’
‘I know Caleb, but it’s hard.’
She gave his leg a squeeze as she said hard.
‘I wish I could find someone as nice as you Caleb. You are so understanding.’
‘Sorry to disappoint you Anna, but I think there is only one loser like me.’
Anna had unbuttoned the top two buttons of her shirt with her right hand.
‘Caleb, you aren’t a loser. I think that you are just the sweetest guy I ever met.’
Caleb blushed. ‘Uh, thanks Sis.’ He had always had crush on his sister. He wanted to marry her when he was 4. A part of him still wanted that.
Under his breath he said ‘Anna thinks I am nice. It is too bad that nice doesn’t get the girls.’
He heard Anna attempt a sultry response, ‘You’d be surprised what nice can get you, Caleb.’
His eyebrows shot up. He was shocked that she heard him, but also at the tone and the sentiment of her response.
‘Is she flirting? I need to get my ears checked,’ he thought. He shook his head in disbelief.
All of his sister’s attention was making Caleb’s blood pressure rise, and so did the zipper of his pants as his manhood ballooned.
She let go of his leg, and continued to flap her shirt.
‘Do you have a bottle of water in here? I am still hot.’
‘Yeah, there should be a couple of bottles behind the seat.’
Anna unbuckled herself, turned around, and leaned over back behind the bench seat around the jump seat area, giving Caleb an opportunity to look at her fine teen-aged ass and legs. Her skirt was still bunched up around her thighs. She spread her legs to make sure the skirt didn’t drop down, and it caused it to inch up just a smidgen.
‘Don’t see any cops, OK?’ she quipped.
‘Sure, Anna,’ he smiled. It was their little joke when she unfastened her seat belt in the car.
Hoping that he was looking, she sort of exaggerated her wiggle while she reached for the bottle, even though the bottle was easily within reach. When she came back up, another button had come undone on her shirt.
I feel so naughty! she thought.
Anna resumed flapping the top of her shirt back and forth in a flirty way on the pretense that she was trying to cool off.
Caleb was focused on driving, and still didn’t notice. He was missing out on a great show.
Just then they made it to church and pulled in the lower level church parking lot, and parked. There probably wouldn’t be any cars here for another half hour.
‘Caleb, do you think it would be OK if we sat out here for a couple minutes? For some reason I don’t feel like going in yet.’
Caleb looked over at her, and was shocked to see her flapping the top of her mostly unbuttoned shirt under the guise of fanning some air onto her hot chest.
‘Uh sure sis. If you are still hot, maybe you should drink some more water?’
Be a good brother. Be a good brother, he kept reminding himself as he tried in vain to avert his eyes.
Anna noticed that she was having the desired effect on his brother as the front of his pants was stretched to capacity.
This is so much fun! Look what I can do! she thought.
‘Good idea, little brother. I really need to cool off. I am just so hot.’
She formed in her mind a routine that she wanted to perform.
She pulled her shirt open from both sides exposing most of her bra encased breasts and left it that way. She took the cap off the water bottle, tipped her head up towards the ceiling, and poured some water in from an inch above her lips. Her mouth that was formed in the shape of an ‘O’.
Caleb was thinking, What the heck?
She raised the bottle further up, and some of the water splashed and spilled down the side of her face.
Caleb watched the spill in awe as it formed a small rivulet down her chin, splashing onto her shelf, sliding into her cleavage, and soaking into her bra.
His brain melted. His thoughts roughly translated to, homina, homina, homina…
‘Oooh, that feels good, but now I am all wet. Caleb dear, could you get me a napkin or something?’
Caleb snapped out of his reverie and looked around, but couldn’t immediately find anything absorbent.
‘Maybe in the glove compartment?’ she suggested.
Caleb wasn’t sure why she wasn’t getting it herself, but he leaned over her lap and reached between her legs to open the glove compartment. He tried to avoid touching her legs which were spread open wide. He noticed that the skirt had inched further up her thighs so her panties were almost exposed.
She moved a leg so it brushed against his arm, and playfully nudged it to make it more difficult for him to grab the napkins.
What has gotten into her?
He grabbed the napkins out and threw them on her sister’s lap.
‘Caleb, you do it.’
‘What?’
‘Caleb. be a good brother and pat my bosom dry. Won’t you, now? Please?’ she purred. She was loving this. She felt so powerful.
What his sister was saying didn’t make any sense to Caleb. It was definitely wrong. But his brain was on sexual overload, and he really, really wanted to believe he had an excuse to ‘pat her dry.’
His heart was racing as he picked up a napkin from her lap, and gingerly started patting the wet spots leading down her neck. He followed the wet trail to her bra covered breast. The water had funneled down her cleavage, and Caleb cautiously kept dabbing down deeper into the crevice. He was continuously glancing up at her and waiting for her to stop him.
He was having trouble breathing. This was way too exciting. His heart was going to pound a hole in his chest, but he wasn’t complaining.
She looked at him and smiled with a smoldering look, reached out and grasped his hand.
‘Mmmm, you have a gentle touch. Sometimes I wish you weren’t my brother.’
She started to pull his hand into her breast.
Caleb gasped in surprise and pulled back his arm as if her touch had burnt him. He felt flushed. It was too much. His world began to spin. His eyes rolled back in his head, and Caleb passed out.
Anna was thrilled out how her experiment worked out, but wondered if maybe she had gone a little too far. She could tell he was still breathing, but she felt guilty at how mercilessly she had teased him. She noticed how his pants were still bulging, and she wondered if she was dreaming about her.
He certainly can’t go into church looking like that. She was so turned on by the effects of the necklace, and her own display of seductive powers, she wanted more.
She reached over and carefully started unzipping his pants. Let’s just get him out of there. He looks so uncomfortable all squished in there like that. She unsnapped his pants and saw the mushroom sticking out above the waistband of his white underpants. She slowly pulled his underwear down to reveal more and more of his cock, until she latched them under his balls.
Well, his balls don’t look blue, but he does look like he is in pain.
This was the first penis she had seen, and it was having quite an effect on her. She was starting to glisten from a light perspiration. Her breathing became shallow. Her breasts were rising and falling. She was so curious about his male parts, she couldn’t keep her hands to herself.
She reached out and traced the side of his penis with his finger. So warm and soft and smooth. The little ridges of his veins fascinated her. She got to his balls and poked and prodded his nut sack with her finger. She traced up the other s
ide of his penis, and it lurched a bit when she touched the mushroom.
She looked at his face? Was he waking up? No not yet.
She looked back at his rod. The tip was glistening. Does he need to pee? He didn’t think so. She remembered some stuff from health class. She touched the tip to wet her finger and held it up to her nose. What an interesting smell. She knew that some sluts swallowed this stuff. She touched her finger to her tongue, curious to see what it might taste like. It’s not so bad.
Since I was responsible, maybe there is something I can do to help release his pent up frustration.
The only problem was that she didn’t really know what to do next. She wrapped her delicate hand around the base of his shaft, and slowly and delicately pulled up. She had seen some crude hand gestures in high school, and tried to apply the technique of jerking a penis a little more delicately.
Up and down. Up and down. It’s so interesting how the skin is so loose around it, but there is a hard, spongy rod underneath it. I guess the tip is the most sensitive part. With her other hand she traced around the tip, and pushed the precum around the head. It was starting to leak out.
Can you imagine? Some naughty girls put these things in their mouths. Ooo. That would be soo wicked. She licked her lips with desire, and started licking the precum off of the tip while continuing to stroke him.
I wonder if I can get him to ejaculate without waking him up? What if we woke up while I was doing this? I wonder what he would think about his sweet innocent sister then.
She continued to stroke and kiss his cock. Mmmm. Maybe just the tip. Then she allowed her lips to surround the tip and swirled her tongue around. She continued to stroke his penis, her cool delicate fingers sliding up and down with the skin. She started stroking faster and faster, and started to suck the juices out of the end of his prick. Why did she crave this so?
I am not stopping until this baby blows, even if it takes all night. But she didn’t have to wait that long. After a couple of more strokes, she felt his penis enlarge, and it erupted in her mouth. She decided she would drink it, but before she got a chance, she was overwhelmed with the flooding of the orgasmic wave that drove her over the edge and caused her to spasm.
Oh my, what is happening to me. This feels soo good. Her mouth opened as she let out a moan, and jets of sperm shot into her mouth, and slid back down over her lips onto her hand and the base of his cock.
After she was done convulsing, she made good on her intention, and hoovered his strange flavored gelatin, licking him clean.
She looked up at him. How did he that not wake up? She got a bit worried. She pulled his underwear up over his flaccid penis, and did up his pants. She put herself back together.
I hope he is OK, she worried.
***
Caleb woke up a few minutes later to his sister splashing some water on his face. His eyes fluttered open, and he started to look around as he tried to remember where he was and what had happened.
‘Are you all right? You really scared me?’
‘Anna, what happened?’
His sister responded innocently, ‘Well we pulled into the parking lot, and you just passed out? Do you think spending the afternoon in the storage unit breathing in moldy dust could have affected you? Were there any chemicals there?’
Caleb bolted up in his seat and looked around where he was. It all came back to him what had happened with his sister. He was still in the car, but Anna was all buttoned up and her skirt was pulled down.
Was it all a dream? he thought.
Her shirt looked a little wet between her breasts.
Maybe she spilled a little water when she was trying to revive him? he wondered.
But it was a little too vivid for a dream. Caleb was confused.
‘Caleb, you shouldn’t drive anywhere yet. Why don’t you come in and hang out with us at choir practice until the dinner starts?’
‘OK, sure, but I want to sit out here for a few minutes and collect myself, OK Sis?’
‘Fine, but Caleb, you really scared me. You are my only brother. No more fainting, OK?’
Cayleigh
- 18.07.2022
- 28
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