The Trouble With Tess Pt. 01

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

She never did this when her parents were around. They had far too many expectations for her to allow them to see her like this. But whenever they went away on business, the drinks came freely and often. She could finally allow herself some freedom, even if it was only for a night.

Matt had ruined her last attempt: her brother showing up and trying to make her feel even worse while she was already drowning. Not that he knew. Not that any of them knew. She didn't allow anyone to see her fear, her anxiety, or the crushing weight she felt she had to carry.

Tess sighed and took another swig of her nearly empty drink. That wasn't fair. Not really. He had come to try and make things right. To make her understand why he had left; to make an effort in becoming family again.

"Fuck," Tess said, and she got up from the lounge as she emptied her drink completely.

The same thoughts had been spinning around her head for hours now. Ever since she got home and her hopes of an evening spent with Matt had been ruined, she'd done nothing but drink and lament on their relationship. They weren't solving anything... weren't helping in any way. But she couldn't let them go. She wanted to fix it. Wanted to keep this new fledging friendship they'd been building going. But other thoughts kept gnawing at it. That things still needed to be said between them. That he needed to know his leaving had made things harder for her.

Without him, she had lost a buffer. That her thriving under pressure, the successes she had achieved, had all almost collapsed as their parents' intensity was focused on her and her alone.

Then there were the sports clubs, the competitions, and finding a suitable partner for the future. All of it needed her attention. All of it needed to be perfect. She couldn't handle anything less. Her parents wouldn't accept anything less. And she had done it because she didn't want to be seen as the failure that Matt had been deemed.

But now he was back and he wasn't any of that. He had a good job, he'd gotten fit, he had a whole new confidence to him that was almost magnetic to her. The new Matt was the brother she had needed for years.

Tess smirked and then grimaced to herself. Needed in more ways than one apparently. Her body definitely didn't object to how he looked now or how he acted. The few times he'd taken the lead or commanded her had made her flutter. Their runs, which had started as a simple bonding exercise, had become something more over the course of the week. That first day when she had caught his eyes on her... the longing in them, the desire... it had set her heart aflame. She'd teased him for it. Secretly, ashamedly, hoping he'd do more than look.

When he didn't, she did it more. It was perverse. Pushing him with tighter clothes, putting more swing into her step as she walked, making sure she was always ahead of him. Her own brother and she wanted him to look at her, to desire her. It was wicked and yet it felt so liberating. Matt had stared till she felt she should be burning with the intensity of his gaze. Always, he denied it. Maybe he was the sane one. That he recognized that nothing good could come of this attraction between siblings and that was why he never did anything more.

Pulling another drink from the fridge, Tess cracked it open and didn't think twice before taking a gulp. She wanted the thinking to stop. The pressure to stop. She wanted relief. That was why she had wanted Matt to be here tonight. He would've been the perfect distraction.

The thought of her brother led Tess towards his room. Sipping languidly at her drink, she padded along the hallway on bare feet until she got to the guest room. Reaching his doorway, she leant against the frame and looked around. She'd done this a few times already. Making sure he was still here; that he was still nearby.

Looking around, Tess could see Matt hadn't brought a lot with him. Clothes, some books, and his laptop. Smiling a small, evil grin, Tess couldn't help but think naughty thoughts about that final item. She knew what her brother had been doing, she wasn't a total fool. Hiding in his room until she left so she wouldn't see him straining his pants. As if the shorts he exercised in didn't make it completely obvious. She couldn't help but wonder what he searched for, what dirty little secrets he was hiding.

The alcohol making her bold, Tess entered the room and flopped onto her brother's bed. She couldn't help but inhale when she did. Matt's scent filled her nostrils, and she sighed in pleasure. Rolling onto her back, then piling up some pillows to lean against, Tess made herself comfy and turned the laptop on.

To her utter delight and surprise it went straight to the home screen, no password required. She briefly wondered what kind of IT guy didn't have a password on their computer but she supposed after living by himself for so long maybe he'd just decided it wasn't worth it. Going straight for the internet, Tess quickly checked her brother's history. Another rookie error on his part she thought. He hadn't cleared it at all.

Eagerly, she scrolled through it. Looking for the porn she knew had to be there. Gaming news, book releases, movie times, train schedules, a bunch of IT stuff she didn't care about at all. Then her eyes caught a word she'd guiltily hoped would be there.

Sister.

And the website was one of the most famous porn sites on the web.

Jackpot.

Nervously, Tess opened the link and was rewarded when an athletic blonde popped onto the screen after a few seconds. She grinned. It was confirmation that he had been thinking of her. Scrolling through the video, her excitement dimmed slightly at the rather vanilla scene.

Reopening the history tab she went looking for more. There had to be more. That one video alone couldn't have gotten him through the week, she was certain of that. It didn't take long to find the next video. Or the next one. Or the one after that. Each one a refinement of her brother's tastes.

Blonde. Sister.

Blonde. Sister. Blowjob.

Sister. Anal.

Sister. Bondage.

Blonde. Sister. Submissive. Collar.

She couldn't help but shiver when she read the final search. Yes. This is what she wanted to find. Exactly what she wanted Matt to desire.

Opening the video, Tess stripped off her top while she waited for it to load. Removing her bra as well, she let her breasts fall free before flicking a nipple with a nail. The tingle that sent through her body was a delicious taste of what was to come. Wiggling on the spot, unwilling to take her eyes off the screen as another beautiful blonde appeared, Tess slipped her skirt down and discarded it with a quick toss.

Making herself comfy one again, Tess watched the scene unfold. The blonde was the closest match to herself she'd found in Matt's videos. The long hair, toned and tanned legs, with a chest that was only slightly bigger than her own. She was even dressed as a lawyer or executive of some type. A shapely, form fitting jacket and skirt clinging to her every curve as she argued with a man on the screen.

Reaching out, Tess skipped ahead. She wanted to see the good stuff. The blonde arriving home, stopping at the doorway to remove her clothes before slipping a collar around her own neck, and crawling further into the house.

Tess could feel her own breathing getting quicker now, the heat of arousal building within her. She slipped a hand down her body, gently teasing herself through her underwear.

"Ohh fuck," Tess hissed, rubbing delicate fingers across her pussy as the blonde in the video finally found her partner.

Still crawling through the house, she was approaching a figure sitting in a lounge chair. Dark shadows obscuring their torso and face but leaving the bottom exposed to the light. A hard cock was jutting upright, and Tess licked her lips at the sight.

"Yes, suck it. Go on, you know you want to choke on it," she urged the blonde onwards. Her own masturbation increasing the closer the woman got.

The blonde stayed on her knees, kissing full lips across the shadowy man's legs, then up to his thighs before slowly, agonisingly, making her way to the cock in front of her. The man's hands descended. Gripping fistfuls on blonde hair, he pulled the woman higher and mashed his lips to hers. A leash appeared and with practised ease it was attached to the blonde's collar before heavy hands guided her back to the cock.

"Suck."

The word made Tess quiver and her hand slipped beneath her panties. She was so wet. So turned on. She needed more.

"Yes, brother."

"Ohhh fuck," Tess moaned when the blonde replied. The taboo spoken aloud acting as a potent aphrodisiac.

Tess slipped a finger into her own needy pussy, her other hand squeezing and massaging her tits as she watched the blonde swallow every inch of cock her 'brother' pushed into her mouth.

"Good girl, nice and slow," the man said, and Tess moaned along with the blonde as she imagined Matt saying the same thing to her.

Tess watched, entranced as the other woman worshipped the cock before her with her lips and tongue. Every lick and flick of the tongue, every slow slurp and bob of her head. It had Tess panting as she fingered herself. She wanted that. Wanted Matt's cock in her mouth, telling her what to do, how to behave.

Her mind was buzzing with the alcohol, pleasure and the delicious knowledge that what she was doing was so, so wrong. That she shouldn't want this, shouldn't want her brother to claim her.

It was perfect. So far from the person she was meant to be. What could be more erotic than this?

Tess teased herself to the video, slowly building her climax as the scenes changed. Every position, a new vivid vista in her mind starring herself and Matt.

The pretty blonde bent over the chair, as her lover feasted on her cunt. His hands never leaving her body as he claimed what was his.

On her knees, the leash tight, as she was pulled back onto her 'brothers' fat cock, the slick warmth of her pussy making him growl with every thrust.

Sucking cock again. His hands in her hair and on her tits as she was held down on the shaft until she was gasping for air.

Riding cowgirl as she fed her tits into a hungry, hot mouth.

Bent in half on the bed, cuffs holding her wrists to the frame, her ankles next to her ears as she was driven into the mattress by hard, frantic thrusts.

Then came the climax. Tess timed it perfectly, her own almost at its peak. She had held off long enough; she wanted to cum with the couple on screen.

The man had his sister-slave back on her knees, hard cock in his hand as she teased the tip. His jerking grew faster, Tess's fingers matching the pace as she watched. Pulling his cock free of the blonde's mouth, he groaned as if in agony, and white ropes erupted from his cock to paint heaving breasts and pouting lips.

"Oh fuck, oh fuck, oh fuuuuuuck! Maaaaatt!"

Tess cried out as she focused on her clit for the final stretch. Her orgasm arrived only seconds behind the one on screen as she imagined herself being covered in her brother's cum.

Only then, when she had finally sated her forbidden craving, did Tess notice the figure standing in the doorway.

Matt.

Her brother was finally home.

Matt was staring at her almost naked body.

He had seen her. Heard her call his name as she came. She couldn't help but shiver as the thought sent a pleasurable tingle through her body.

"Matt, I..." she tried to find the words to explain.

"Tess, what the fuck?"

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
24 Comments
PrinceLukePrinceLuke8 months ago

To start off I will say I’m not one whose really into BDSM, Dom/Sub dynamics etc, You know what I like and crave in every story I read.

This is however good writing, I enjoy your writing style and I think that the story itself is very interesting. I love the character development and you already know I’m shipping Matt & Tess.

You deserve 5 stars and that’s what I’ve given you. I look forward to seeing how things unfold and I have high hopes for these siblings. Keep up the great story, characters and suspense.

My only criticism if you want to call it that as it’s not exactly criticism; is some of the sentences/grammar you used was a bit off to me. I’m not sure if this is because it’s an Australian story or just a mess up with the editing, but overall good job, 5 stars and keep it coming!

jibblesjibbles9 months ago

This is excellent writing! Thank you for posting this. I was hoping someone could write as well as darth_aussie.

AnonymousAnonymous9 months ago

This is a great read, can't wait to read the next chapter. There was one slight Discrepancy, the time line of several weeks, of the running and interacting. When parents were only going to be gone a week or two. But what a great story..

chiefhalchiefhal9 months ago

Thank you! I hope there's more to come...

AnonymousAnonymous9 months ago

Nice. I’ve been coming back pretty often to check on the next part! Anxiously awaited. Excited to read what’s next for these two.

-flowerintheattic

Show More
Share this Story

READ MORE OF THIS SERIES

Similar Stories

The Model Sister Kenny's little sister is full of surprises.in Incest/Taboo
The Sleepover Brother interrupts sister's sleepover, lingerie party.in Incest/Taboo
Cold Sister Little sis needs my special heat.in Incest/Taboo
I'm Coming! I'm Coming! My younger sister is always running late.in Incest/Taboo
Oh My God, Bro! A little trick creates a big problem for Tammy's brotherin Incest/Taboo
More Stories