Masturbation

Author's Note: All characters in this story are 18 or older.

***

It was midnight when Jen heard the door to her room open. She shoved her face into her pillow with a loud groan. "Not right now Dan!" She shouted into her pillow. "It's late and we have a test tomorrow! I for one want to graduate senior year." Her brother Dan ignored her and walked to the edge of her bed where he sat down and rested his hand softly on her back through the thick comforter.

"Come on sis, you know I need to masturbate before bed, it's the only way I can go to sleep and I have the same test that I need to wake up for."

"Can't you just go use mom?" Jen said, still talking into her pillow. She refused to come out of her soft and warm blanket cocoon unless there was no other choice.

Dan shrugged and said "Dad is fucking her right now and they don't like to share at night. Something something "respecting privacy and the privilege of marriage" and other such bullshit. C'mon sis, I will be quick just need to rub one out before bed."

Jen groaned one last time into her pillow before she finally flipped over and looked up at her brother. They were twins and the 6 months since they turned 18 taught her one very important lesson. When it came to fucking her brother was never, ever, quick.

"Dan if you could be quick I would just have raised my ass and let you have your way. But you and I both know you won't be satisfied until you fuck all of my holes at least once. Quick for you means we are done by 1am at the earliest and we both have to be up at 6:30! That's not enough sleep!"

"Look I know it's late but I was up studying! And you know I wont sleep well if I can't cum."

"Studying? Or playing video games. Cause I am pretty sure I heard Jeff on discord bragging about getting to claim Sarah over the weekends when I went to the bathroom an hour ago. I seriously doubt you guys were studying" She raised her arms from the covers and gave him air quotes for the word studying which caused the blankets fell away from her oversized d-cup tits that defied gravity with the power of youth.

They were her proudest feature and on her small and skinny 5'6 frame they seemed twice the size they actually were. Of course that immediately drew her brothers attention and Jen knew with a tinge of regret there was no way she was getting out of sex now. Not that there was much of a chance of it before.

Staring straight at her tits now that they were exposed Dan mumbled sheepishly "I was just taking a break!" Dan looked back up at her eye's and said "Look if I could just jerk it myself I would but you know the law. Masturbation needs a partner and you are the only cocksleeve available in the house right now."

Jen sighed and threw off her covers revealing the rest of her athletic and firm body. She was one of the star runners on the track team (mainly because it was the only free time she got without a cock inside of her as most of the track boys were not fast enough to catch her) and it showed in her toned legs and tight shapely ass. Her long blond hair cascaded over her shoulders as she leaned over towards him. Her sapphire blue eyes stared into his and her soft fingers wrapped around his already hardening cock.

"Next time just don't be so late to come and use me ok? You know how much I need sleep and it would mean a lot to me if you could be a bit more considerate in the future."

After saying her piece she wrapped her lips around the tip of his thick 9 inch cock and began to suck and lick him, starting her blowjob slow. She could still taste her mom on him from when they were having dinner.

Dan groaned in pleasure when she went down on him but seemed mortified when he said "You got it sis, I will try to go to bed earlier myself. I promise."

She doubted he would fulfill the promise but she had more pressing concerns. Mainly trying to deepthroat her brothers cock. He had one of the biggest cocks in school, especially in the girth department at almost 3 inches wide, and was pretty popular with the other girls as a result. That meant she didn't get to practice on him as much as she would like despite living with him. He was the only guy she knew that she still had trouble deepthroating.

"Fucking hell Jen. It's only been 6 months since we turned 18 and already you give the best fucking head in our class" Jen would have smiled if she could but her mouth was stretched wide has she fed inch after inch of him into her gullet.

She decided tonight was the night she would fit his entire cock in her mouth. She took pride in her abilities as a fucktoy and regularly practiced the cunt and ass exercises they taught in school to keep them tight as she could despite the large number of cocks she took every day. Her throat ln the other hand got practice all on it's own as most of the boys in school loved to fuck her mouth. She was one of the few who could already deepthroat regularly in their grade.

Dan took a handful of her hair in his fist and gathered it at the back of her head as he got ready to help her get him past that final hurdle. She felt her pussy begin to heat up in anticipation of the hard throatfuck she knew was about to receive.

"Ok sis, tonight's the night." he said and then he began to push, firmly but slowly. He tried to force her face into his crotch as she struggled not to gag around the monster filing her mouth. He hit the wall at around the 5 inch mark just as they always did but he didn't let up. He kept pushing despite her struggling and gagging. Seeing as she couldn't breathe with his monster filling her mouth and he wasn't bothering to pull her back she started to pass out but then finally he pulled her off of him.

"Wait I wanna try something" He proceeded to pick her up and flip her around until she was lying on her back with her head resting on the edge of the bed and then he stood over her his balls brushing against her forehead as he lined up his cock with her mouth again.

"Wait" she said "I don't know if this is such a go- Gack" Dan cut her off by ramming his cock into her mouth. He held up her head with his hand and said "This is what mom recommended when I asked her the other night how you could learn to take the whole thing. Apparently this is how grandpa trained her throat when she turned 18. She told me just to fuck your throat as hard as i could until i stretch you out enough that you can take it on your own."

Jen felt fear mixed with anticipation well up inside her as he began to slowly rock his hips back and forth. His cock never left her mouth but he moved his length in and out of her throat going a little deeper each time until he finally hit the wall where she couldn't seem to swallow him anymore.

Then he pushed. Hard.

Jen began to thrash under him as she felt her throat begin to bruise. She was worried he might tear something with his monster so she tried to get him to stop pushing and let her breath but he ignored her attempts. He just started thrusting hard and fast. Her thrashing and gagging got wilder as she felt herself start to black out but then she felt it. Something seemed to pop and suddenly his balls were resting on her face as the final few inches finally made their way inside of her.

"I finally did it!" was the last thought she had before she passed out.

She woke up to her body rocking back and forth as her brother plowed into her soaked pussy. He had not bothered to wait for her to come to and she found herself no longer on the edge of the bed but in the center of it with her head propped on a pillow and her legs spread wide. Her brother was firmly planted deep inside her.

"Finally woke up eh?" her brother said as he continued to thrust in and out of her. Fucking her at a relaxed pace. Jen ignored her brother and rubbed her now very sore throat with a sense of pride.

She did not bother to respond. Instead she just nestled back into the soft bed and pillows to enjoy the sensations running through her pussy. Her brother felt amazing inside of her as always. She was feeling sensitive from the excitement of having finally deepthroated her brother and she could feel the orgasm begin to build inside of her.

Now that she was awake Dan decided it was time for a proper fuck so he lifted her legs up by the knee up and over her hips to let him lean forward, resting his weight on her hips rather than his knees. He used the new angle to pick up the pace and began to fuck her hard and fast.

"Oh fuck Dan. YESSS Fuck my pussy. Fuck me Dan. Fuck me hard." Jen started moaning and shouting. Her dirty talk coming out in a constant stream despite her voice being raspy from the abuse her throat had just received. She urged her brother to fuck her harder and he did his best to comply as he began to ram into her as hard and fast as he could.

She knew from experience that this meant neither he nor her would last long but that was sort of the point. She didn't want to wait. She wanted to cum. After a few minutes of prolonged hard and fast fucking she felt the dam burst and the air froze in her lungs as she lost control of her body. The orgasm that ripped her was big, And her body played in place as her brother held her down.

Soon she felt his weight settle onto her completely as he stopped thrusting and heard him let out his own soft groan. She could feel his cock twitch inside of her as his hot cum poured into her hot cunt. She loved the feeling of warm jizz pouring into her cunt and felt like she was already about to cum again. Sooner than she would have liked it stopped and Dan collapsed onto her hugging her tightly.

"Air." she yelled after a second. "I need air. Get off me you lug" She tried to shove him off of her chest but he was too heavy for her. After a second or two he let her push him off to the side as he slipped out of her and laid down next to her trying to catch his breath.

Jen looked down and noted he still wasn't soft. That was the problem with her brother, it took him way too long to be satisfied. Three orgasms at least but if he was really horny he could go six times or more in a row without going soft.

They both took a moment to catch their breath and relax but before long Jen crawled down to his cock and took him back in her mouth. She didn't take it slow this time and just pushed, testing her newfound abilities. She felt the resistance at the same point but this time she just kept pushing and managed to slide him all the way down her now very sore throat.

She pulled off of him before she ran out of breath this time and raised her fist into the air. "Fuck yes! I can do it finally!"

Dan laughed and reached down to pat her head and said "good job sis. I wasn't sure if you'd ever get there!"

She gave him a smug grin and said "psshhh as if there was any doubt".

Dan gave her an evil grin of his own as he said "Well now let's find out if you can take me all the way up your ass without screaming bloody murder this time."

She frowned and looked back down at the 9 inch monster in question. "Do we have too... you could just fuck my throat all night now that I can take it right? Or Maybe my tits?" she cupped her breasts together and tried to hide the hope in her voice as she knew that would just egg her brother on.

"You know what dad said. You have to take it up the ass at least once every time I masturbate till you get used to it. When we go to college there are going to be guys even bigger than me and they are not going to be as nice about ravaging your asshole when they want to jerk off."

"We could just take a break just for tonight right? I mean we don't have to tell dad and it would help me get to sleep better if you choked me out with your cock again..." She knew he loved choking girls on his fat cock and had gotten it down to a science, letting them pass out but never long enough to cause any damage, but unfortunately for her it seemed like he was set on fucking her ass tonight.

"No dice Jenny. I'm going to fuck that tight ass of yours". He leaned over and whispered into her ear "and i'm going to fuck it hard" then he leaned back and motioned to his cock. "You might want to try and get that as sloppy as you can sis. It's going into your ass real soon."

She knew he wouldn't give her long to get ready and she shoved him back into her throat as fast as she could not bother to hold back her gag reflex his time, you always get more spit when you gagged on a cock.

After about thirty seconds of her gagging on his cock as fast as she could he pulled her head up and then dragged her to the center of the bed so he could get behind her. She could feel him lining up but he took his time as his hands caressed her ass.

"God damn sister. You have the finest ass in school you know that? Sally wu has the tightest ass but that's just because she is the tiniest girl in school. You though? Your ass is fucking perfect." he punctuated his sentence with a loud smack as his hand came down hard on her ass.

Jen moaned and reached her hand down between her legs to rub her pussy. He continued to spank her for another minute of so until it felt like her ass was on fire and she started to cum again, she loved getting spanked. So much so that her dad used it as a reward rather than a punishment.

As a small orgasm rippled through her body she felt the invader finally make its way to her clenching asshole. Her brother was not gentle as he shoved himself into her tight ass. He was well lubricated but she was mid orgasm and all of her muscles were clenching including her asshole which meant that it hurt even more than normal as he forced his way deep into her bowels.

She screamed in a mixture of pain and pleasure as the intense pain of having a cock forced up her ass joined the feeling of orgasm that washed through her mind. She collapsed forward into the pillow and felt tears forming in her eyes. Her brother held up by her hips as he started to ream her. He wasn't bothering to take it slow or let her get used to the invading member. He was just using her tightest hole as the living fleshlight that it was.

He gripped her hips tightly as he forced his way in and out of her asshole hard and fast. She heard herself scream and moan incoherently. Her ass was her weak spot in more ways than one. She always loved the sensation of pain mixing with pleasure and even though it hurt she wouldn't have wanted it any other way. A fact that her brother knew pretty well at this point. Bien twins meant that they learned each others bodies pretty well.

Her hand never left his sensitive clit as she screamed down into her pillow and orgasm after orgasm ripped through her body. Dan never slowed down but he still took forever to cum as this was the third orgasm of the night and he was known for his stamina. Jen lost track of time and all she could think about or feel was the huge cock pounding away at her bruised and used asshole.

Finally she felt him begin to pick up the pace and begin to jerk erratically, a sure sign he was about to cum, and she shouted at him her ravaged raspy voice, her throat hoarse from a combination of the screaming she had been doing while he fucked her ass and the hard throat fuck from earlier.

"DO IT DAN. CUM FOR ME. CUM IN MY TIGHT ASS" and then mercifully he did. She felt him seize up behind her and his cock stopped its rapid movement and his last load of the night painted the inside of her ass. He held her tight against him as his cock pulsed and load after load of hot cum painted her insides. He panted and moaned as his orgasm came to an end and he finally began to go soft.

He pulled out of her and flopped down next to her arms wrapped around her holding her by her massive tits. They both took a minute to catch their breath from the intense fuck but eventually he nuzzled into her neck and kissed her gently..

"Good fuck sis. Thanks for that I really needed it. He got up and pulled the covers over her sweaty and shaking form and tucked her in.

"Good night and sleep well" he said as he gave her one last kiss goodbye this time on the mouth. She didn't want that to stop but she knew if she kept him there he might get hard again and then she would never get to sleep so she just let him go and he finally left the room.

Jen felt the wet spot spread down around where they had just fucked and shifter over to the other side of the bed as she snuggled into her blankets and pillow. It didn't take her long to fall asleep.

When she woke up in the morning she was feeling refreshed. And fucked. She opened her eyes and saw a familiar form in between her legs.

"Good Morning dad"