Desperate Times 3

Desperate Times 3

by Rachael DMM

Caroline listened at her son’s bedroom door. He was in there alone, as far as she knew. What was she doing? She shook her head, knowing how silly she was being. She moved to knock but then heard something. A heavy breath? A moan? No, it was her imagination. She pressed her ear to the door despite her better instincts telling her to just walk away.

More moans…definitely moans. This sent a tingle up her back. She was too ashamed of herself to acknowledge that feeling, but not ashamed enough to stop listening. There was a faint tapping sound…or maybe more of a slapping noise. He was jerking off. Fapping?

Caroline was sure of it. Her nipples would have stiffened just then if they weren’t already erect. Her hand slipped down and massaged her pussy through her slacks. It felt good, but not good enough. If her daughter wasn’t home, she would already have her pants down and her fingers somewhere they shouldn’t be.

How humiliating would it be if Kylee came out of her room just then and caught her mother pressed against her brother’s bedroom door touching herself? Even that wasn’t enough to get her to stop. Her boy was on the other side of that door…most likely naked…at the very least he had his dick out. And he was masturbating it. He must look so cute. Lost in a fantasy, his handsome face all dreamy and needful. What was he thinking about?

The slut he’d met online? Probably. Or was he thinking of someone closer? Someone right here in his own house. Someone with a nice pair of fully developed tits, and a mature, hairy cunt. It was too much to believe he might be jerking off to his own mother, but she couldn’t resist pretending she was the object of his adolescent desire.

She’d frequently left her used panties out where he could easily get at them. Not that she was into something as kinky as that, but just in case he was. Maybe he was curious what a real woman smelled like. Maybe he had a panty fetish and jerked off to her stuff. Maybe he already knew how ripe and horny his mother’s pussy was.

Caroline checked Kylee’s door, then slid her hand down inside her pants. She was risking getting busted in the worst way, but she was too horny to care. She was the mom, after all, how much trouble could she really get into?

She heard Tyler saying something, and she listened harder. “Oh, fuck…yes…suck it…suck my cock…I’m going to cum…all over your tits…take it…yes, just like that, you whore…take it all!”

Her sweet boy had such a dirty mouth. Where had he learned such filth? It was too much for her to stand. She hurried to her own room, closed the door, and quickly pulled down her pants. She went at herself standing where she was. “You dirty boy…you dirty, filthy little masturbating fuck boy. God damn…cum all over Mommy’s tits! Yes!”

She would have been mortified if anyone had been listening at her door, but she was sure she was safe as the orgasm washed over her. It felt better than any she’d given herself in months. She didn’t want to admit why that was and just accepted it for the gift that it was. She dropped to her knees and continued diddling herself. In short order, she was cumming again.

She tried to catch her breath, bent over on all fours. What was she doing? What was she thinking? How had hearing her own son jacking off gotten her so damned excited? She tried to pretend it didn’t happen like that, but it was a truth she couldn’t deny.

I was the damned lockdown, she told herself. Cooped up all this time with her kids. Tyler was the only male she had any access to. The only person with a cock that she’d talked to in months. And even before she had the excuse of the pandemic, the guys weren’t exactly beating a path to her door. She hated being the perfect cliche of the desperately horny MILF, but that’s what she had become.

She sighed, gave her wet lips one more loving touch, then put herself back together. She stopped at the mirror and made sure her hair was in place, then went to Kylee’s room. Caroline knew it was a long shot, but Kylee was upset about not being able to see Owen, and maybe she needed someone to talk to.

She was about to knock when she heard Kylee saying something. No way, she thought and pressed an ear to the door…again. “Fuck me! That’s it put it in my pussy! Fuck my tight little cunt with your big, hard cock!”

Caroline was even more shocked to hear her baby girl talking like that. She wanted to storm in and scold her, but when she realized her hand was down the front of her pants again, that option was suddenly off the table. Without making a conscious decision, she slipped a couple of fingers into her still-wet pussy, and continued to listen.

~ ~ ~

Tyler came out of his room. Instead of heading straight for the kitchen, he stopped and looked toward Kylee’s closed door. What was she doing in there? Reading a book? Messing with her hair? Playing with her pussy? He tried not to think about it. He’d jerked off enough for one day, he didn’t need to get himself all worked up again. He knocked on her door.

“Hold on,” came Kylee’s panicked voice. “I’m getting dressed!”

Why was she not dressed, he wondered. But he knew. After what happened earlier, she had spent the day masturbating just like him. As much as he wanted to avoid it, he was hard again. He could feel the soreness without even touching himself.

“Hurry up, dinner’s ready!” Tyler yelled through the door.

“I’ll be there in a minute.”

Tyler headed down the hallway, then realized he couldn’t show up in the kitchen with a boner in his shorts. His mom would freak out. It would be a good prank though, he thought. He stopped in the bathroom to brush his teeth, comb his hair, and take a piss. Anything to distract him from thoughts of his sister’s hot little tits.

Eventually, his erection waned and it was safe to walk around the house without causing a scandal. When he got to the kitchen, Kylee was already there, and his cock threatened to flare up again. How long was he going to react like this to his own sister? How was he supposed to live this way?

His mom was in her workout stuff - a loose t-shirt and tight yoga pants. Her hair was pulled back in a ponytail, which was sexy, even for a mom. And her feet were bare. No big deal, but that was somehow sexy too. He was going crazy. What would happen if he just pulled his dick out and jacked off all over his sister’s face right there in front of his mother?

He struggled to put that thought aside until later and quickly took a seat before anyone noticed he was sporting wood again. Was Kylee having the same problem? What nasty thoughts were going through her head? Was her clit as hard as his dick? Was she wet down there?

Mom turned and put a couple plates of spaghetti in front of them, and he couldn’t help but notice she wasn’t wearing a bra. He could tell because her nipples were poking up under her shirt. He’d never seen her like that before. It never really registered with him that his mom even had tits, but there they were. Kylee had noticed too.

“Looks good, Mom,” Tyler said, now eyeing her ass as she stood at the sink rinsing something out. Kylee’s eyes went wide - she knew what he was doing. “You look good, too. Those workouts are paying off.”

Caroline turned and fixed her son with a concerned look. Was he teasing her? She never got compliments from him - especially not on her body. He smiled back at her, and it all seemed very genuine. His sister was too involved in her spaghetti and wasn’t paying attention to them.

“Thanks, sweetheart. I was thinking that it might be time that I graduate to lifting weights. Maybe you can give me some lessons?”

“Um…yeah, sure - any time,” he answered sounding like a nervous schoolboy asking a girl out on a date. Caroline dismissed it. Everything was weird lately, no point in dwelling on it.

There was an awkwardness that permeated the rest of the evening, but no one acknowledged it. Everyone retired to their own bedroom earlier that unusual, each of them eager to pleasure themself to fantasies of someone else in their own family. The arousal and shame were almost palpable throughout their house that dark night.

~ ~ ~

You were totally flirting with Mom last night!” Kylee whisper-yelled at Tyler the next morning in his room.

“Was not,” Tyler insisted. “You’re just being crazy.”

“You look so good, Mommy. Can I suck your tits while I jack off, Mommy?” she said mockingly, badly imitating his voice and grabbing her crotch for effect.

“Oh, I get it…you’re just jealous.”

“Of what?” She rolled her eyes, even as she realized he might be right. “Are you going to do her? Do you want to fuck your own mother or something?”

Tyler didn’t answer right away as he should have. “Yeah, I guess I do. I’d fuck her if she wanted it. Mom is pretty hot for an old lady.”

‘She’s not an old lady,” Kylee shot back, not even knowing why.

“Okay then, She’s hot for an older lady. Better?”

Kylee crossed her arms and didn’t want to talk about it anymore. Mostly because she was afraid that she might let something slip and admit that she wanted to do stuff with Mom, too. Sexual stuff. Very inappropriate stuff.

“What about me?” she was close to whining and didn’t want to do that. She knew how annoying that could be.

He looked at his little sister, somewhat confused. “Yeah…you’re pretty hot for an older lady, too.”

“Stop it!” she yelled, trying not to laugh, and punched him on the arm. “I meant, would you fuck me if I wanted it?”

That was unexpected…sort of. “Do you want it?”

“No,” she responded automatically and instantly regretted it. She let him jerk off on her tits, why was admitting that she wanted more from him so difficult? “It’s just…now that I’ve had sex, and know what it’s like, I’m going crazy without it. I never thought it would be like this.”

“How do you think I feel? I’ve been dying to have sex all my life! But girls make it practically impossible. Especially the virgins. Stuck up bitches.”

“Well, I’m not a virgin anymore,” she stated defiantly, not exactly sure why she was making that so clear to him.

“So, are you saying you think we should fuck?”

“Don’t be gross,” she said, but only because that’s how she was expected to respond. Everyone knew you weren’t supposed to fuck your own brother, because…because… just because that’s all. No matter how cute he is, or how hot his body is, or how sexy his big cock is. But why was she so afraid that he’d give it to Mom before her? It didn’t make any sense, but she suddenly understood that she was in the midst of a fierce competition, and she was determined to win.

Tyler shrugged, picked up one of his stupid car magazines, and began flipping through it. She knew this meant he was done talking to her. Would he be done if she stripped naked and spread her legs right in front of him? Probably not, but she didn’t have the courage to find out.

“Can I borrow your hoodie? The dark gray one?”

“No, get lost,” he growled, not looking up from his dumb magazine. The big brother she knew was back, and she didn’t like it. “What for?”

“I’m just cold, that’s all.”

“Then put on one of yours, freak-o.” Kylee didn’t say anything back. The silence prompted him to glance over at her. She was looking away from him, but the expression on her face was painful to see. Why was he even being mean to her? She could be annoying sometimes…or all the time…but what they did before was good…really good. He didn’t want her to regret it. “It’s over there on the chair, under everything.”

Kylee perked up and quickly went to the chair before he could change his mind. She dug under some of his discarded laundry and found the object of her desire…Tyler’sold, blue hoodie. There was a crusty sock stuck to it, but she didn’t care. She peeled it away, not exactly sure how it got that way and left before he could ask any more questions.

When she got back to her room and closed the door, she pressed the hoodie to her face, inhaling deeply. It smelled like him. Stinky, but in a way that she now appreciated more than ever. That was his smell. A mix of Axe body spray and sweat. It made her feel a little drunk - not that she knew what that really felt like.

Kylee took off all her clothes, jumped into bed, and rubbed her naked body all over with his dirty hoodie. How was this such a turn-on? Why did she want to fuck her brother’s clothes badly? Or, was it him she wanted to fuck? But, Owen…

She tried to put that thought aside. He was nice, and he was her boyfriend, but he didn’t know what he was doing. He could never finger her the way that Tyler had. He would never be brave enough to jerk off for her like Tyler did. And his dick wasn’t nearly as nice as her brother’s. Shit, she really did want to fuck Tyler.

That realization made her a little sick but also excited her like nothing else ever had. Imagine if that could really happen. Imagine if she could make it happen. She made up her mind. There was nothing else to do during this stupid lockdown anyway. Might as well give it a shot.

She put the hoodie on and zipped it up about halfway. You couldn’t see her tits, but you could tell she was naked underneath. Kylee checked the hallway. It was clear - Mom was in the living room watching TV, She tip-toed to Tyler’s bedroom, opened the door without knocking, and slipped in.

He had his shirt off, and a boner in his shorts. Was he about to jerk off? She hoped so.

“What do you want now?” he grumbled, then turned and gawked at her. His eyes went wide when he saw her in his blue hoodie and nothing else. How was it possible that she had become so sexy in just the past couple of days? Was it just because she wasn’t a virgin anymore? “Wow…”

“You like?” She struck a pose and was ridiculously happy when he just looked her up and down and nodded. “You’ve seen my tits,” she said matter-of-factly. “And you’ve seen my little pussy. But you haven’t seen my ass. Interested?”

Another silent nod. She couldn’t tell if he was even breathing.

Kylee turned, bent forward a little, and tugged the hoodie up enough to expose the bottom half of her ass. When Tyler moaned at that, she pulled it up the rest of the way so he could see all of it. She didn’t quite understand why guys liked butts so much, but she did know it was fun to use hers to tease him.

He grabbed his hard-on through his shorts and took a step toward her. The look in his eye was scary. If he decided to take her, there would be nothing she could do to stop him. Would she scream and hope that Mom heard? Or just let him have his way? She didn’t really have to think about it.

“Why are you doing this?” he asked, but not in a mean way. It was more in a kind of helpless, what-are-you-trying-to-do-to-me way.

“Well…,” she gave it a few more seconds, then covered her ass and turned around. “I’m pretty sure I suck at blowjobs.”

“You’re supposed to suck…”

“Not like that!” He was going to ruin her big move with stupid jokes. “I mean I’ve never tried it before, and I don’t know what I’m doing. Handjobs are one thing, but I was always a little freaked out by the idea of putting a guy’s thing in my mouth.”

“Yeah, me too.” Another stupid joke. Was he even taking this seriously?

“So…I was wondering…if maybe…I could…try practicing with you.”

“You want to suck my dick?” In her fantasy, it was a bit more romantic than that, but basically, that’s what she was asking for. She suddenly felt stupid and just knew he was going to laugh at her and kick her out of his room. She hadn’t planned on being rejected!

“No, forget I ever said anything, I was just kidding,” she backpedaled Even though she had the hoodie on, she felt more naked and exposed than ever. She promised herself she wasn’t going to cry - not in front of him.

That’s when he dropped his shorts and stepped out of them. He was totally naked, his cock was hard, and pointing right at her. She wanted to flee, but the view was too good. She couldn’t look away - not even if she wanted to.

“If you want it, come and get it,” he said. The invitation was irresistible. It was degrading and humiliating, but she went down to her knees. He just smiled and stepped up to her, his cock hovering just in front of her face…only inches from her lips. She was expecting him to shove it in her mouth, but he didn’t. He was waiting for her to come to him.

And so she did.

~ ~ ~