Emily Makes the Switch

This chapter originally written by CrossC, minor edits by Samus1001

Anthony Linder took a sip of his soda and stretched as he sat at his desk in his room. He clicked across the computer screen, completing one more turn of Civilization V. He glanced at the time in the corner and smirked. He'd been playing non-stop for almost six hours taking the Romans from one small village to a double continent spanning industrial empire. He loved Saturdays. He'd gotten his homework done before he'd even left school on Friday and now he had nothing to worry about for the rest of the weekend.

He hadn't even gotten dressed yet

He decided he'd had enough of the game for now and he was seriously considering taking a nap or maybe jerking off. With that thought, his mind naturally turned to Emily Page, his favorite classmate whose body he liked to admire from afar. She was cute with a tight body but big boobs. He clicked out of his game and brought up her page. The other reason she was his favorite was that she was a regular Youtuber.

He almost spit out his soda.

At first he thought some random cam-girl popup had taken over his screen.

It had the naked crotches and legs of two guys laid out on the floor with two nude women sucking their cocks. Heads and hefty boobs bobbing. The dude on the right had a fucking huge cock.

Then suddenly Anthony realized the girl sucking that monster dick was none other than Emily! Finally! She'd finally fucking switched over! He'd been waiting for this moment forever and holy shit, she'd just dived into the deep end. All he had expected was for her to get bored and pull one of those natural D-cups out not go straight to blowjob city!

Anthony felt such a powerful surge of excitement and arousal, he reached right into the hole of his boxers and extracted his rapidly hardening member. He stroked it as he leaned in staring at his computer screen intently.

He watched Emily's tongue slide around the fat cock-head as the much older but still pretty MILF-type brunette stroked the other dick with her hand as she stared at the bigger one in Emily's mouth with a happy smile.

Emily popped off the cock to grin at Anthony through the screen, "So guys is this what you wanted to see? I hope I'm keeping all of my viewers happy! For the ladies, we've got some real meat!" she slapped the thick prick into the palm of her hand a few times and then she let it go to rear back and cup her own boobs, rolling them around in her hands, "And my big ta-tas for the guys! I really hope you all are as excited for my big debut as I am! Damn, I bet some of you are real excited to see my cute little pussy get all kinds of stretched by this fat cock, huh?"

Anthony mentally nodded frantically, his heart beating crazily as he realized how fucking incredible his lazy Saturday had just become.

Everyone knew that stretched girls were sluts. That was what was so hot about it. Even the most frigid ice queen became a sex loving whore once they got caved by a big dick. It was so hot thinking that Emily fucking Page was going to be strutting around school with a soaking wet always ready pussy. Anthony couldn't help but feel a genuine well spring of gratitude for this guy. It was hard not to respect a dude with a righteous tool like that. Anthony wished he had a dick like that. It was easy to imagine himself in this fella's shoes. Especially with the POV angle of the camera, even if he was endowed a lot more like the guy on the left rather than the right.

The older woman said something to Emily that Anthony didn't catch. Emily smiled and nodded, taking both members into her hands as she angled them towards each other, "Can you guys believe that this one is the father's" She waved the smaller dick. "And this one is his son!" She pressed their tips together and lightly beat the monster shaft against the other's cockhead. So close the size difference between the pussy-stretcher and the normal penis was stark. It was easily more than twice as thick and that made it look fucking huge. "I think that's so hot. " continued Emily, "Caleb's got the daddy dick here!"

"That's so stupid." said a third female voice from off camera, apparently the one holding it.

"Shut up, Hazel!" hissed Emily before she grinned and took both cocks into her mouth, tongue sliding all over them.

"Be nice." admonished the older woman as she sat back and cupped her boobs, mugging for the camera, "It's Emily's show. Mmmm... I hope the viewers out there like this old lady's body. I'm all self-conscious around this young eighteen year old's tight body." She didn't seem all that self-conscious based on that saucy smile as she tweaked her nipples, thought Anthony as he pulled at his cock.

The women giggled and smiled when their heads weren't bobbing on the dicks in their mouths. Anthony watched intently as the view shifted back and forth, annoyed when the focus was on the smaller softer dick. How was this guy not hard as a rock? The woman had to stop and stroke his still bendy member often, the unappreciative slug shrinking between pulls while the massive dong in Emily's hand was straining darkly with blood. Anthony figured the geezer had forgotten his Viagra or something. His own youthful spear was as erect as a statue. He'd kill to replace that poor performer in that sexy big titted Milf's mouth.

Anthony lost track of time as he masturbated, staring at the alluring scene of attractive women servicing cocks. He was turned on by the sight of Emily Page doing porn right before his eyes as well as the sight of that big cock in her mouth and the knowledge that it was an almost **** scene with the mother and father performing right there.

"Don't mind me, hun." Anthony's mother didn't bother to knock, just letting herself in with an empty laundry basket. "I'm just picking up after you."

He turned in his chair, letting go of his dick but doing nothing to cover it up as it stuck out angrily from his crotch, "Come'on mom, I'm trying to masturbate here."

"I can see that." She said mildly as she puttered about his room, picking up his discarded clothes. "What are you watching?"

Anthony's answer was distracted as he resumed pulling on his dick, on the screen Emily was sitting on the stud's thighs as she held her pussy lips open so they could see how tight she was, "uh... yea, just a youtuber. She's going to get her pussy stretched by this fucking huge cock."

"Anthony! Don't cuss like that! How many times- oh wow! That is huge. Oh my..." He smirked as she came up to him and leaned in to watch. Absently he cupped her butt and gently rubbed it with his free hand before he realized how awkward it was. What with him in the middle of jacking off. He removed his hand, trying to make it look casual but his mom didn't even react so engrossed was she.

On the screen, Emily was laying on the carpet with her legs spread wide with the guy lining up his cock with her pussy. You could see the lower halves of his parents kneeling nearby, the dad finally managing a full hard-on unaided while the mother played with herself.

Anthony's mom took a deep breath, "Whew! I think I'm going to have to take a little break and join you, honey."

"Do you have to?" He said without much interest as his mom slipped her hand into the front of her sweatpants. He pumped his hand and leaned in as the guy started slowly driving his cock into Emily.

Whoever held the camera got closer until their joining filled the screen and it was easy to see the details. Emily's swollen folds splitting apart as the slick pillar of white flesh slid in. The thick purplish veins on the shaft. The way her clit seemed expand as it was pulled out of its little hood to scrape directly against the invading member.

Emily's hand shot into view as if to ward the encroaching monster and the guy stopped with only the base of his fat dick outside as Emily spoke, her voice taut with wonder, "Oh my god! You're so deep! Is everyone seeing this? Ohmygod. He's so big. It's so so tight. I'm so wet and.. It feels good. Real good. My pussy is like....throbbing Like I already feel like I want to cum. It's true. It's all true! What they say about getting stretched!"

Anthony heard a distinctive schlick-schlick-schlick coming from beside him. He realized he could actually smell his mom's arousal.

"Damn mom, you want to sit down?"

He slid out of his chair and she took it with a sigh, pushing her sweat-pants down, revealing her hand shoved into her panties clearly just finger-banging her hole, "Ah! Thank you. Oh my this brings me back." Briefly she tore her gaze from the screen to look at Anthony's crotch as it was on eye-level as he stood beside her, "You're not using any lube? Anthony, you've got to use lube. You're going to rub yourself raw."

He rolled his eyes, "I know how to jerk off, mom."

On the screen, Emily was declaring how much she loved it as he extracted himself almost to his tip, his erection seemingly growing out of her cute, little snatch before charging right back in.

His mom was sort of panting, "God, this is hot, honey. I remember getting stretched. Back in college. It was so good! And what a relief it was- like the safety was taken off my vagina and the orgasms- oh the orgasms are so so much better afterwards!"

That was enough to catch Anthony's attention. He looked at his mom with wide eyes, "You're stretched?"

She laughed at his expression, "Yes, of course. Don't act so surprised! At my age, if you haven't encountered a big penis you should probably just pay for it!"

Anthony just shook his head and turned back the screen, not sure how to go about processing this newfound knowledge about his mother, especially given how he tended to think about stretched girls.

So mother and son went back to their mutual masturbation as the girl on screen was roughly fucked from behind to a rather intense looking climax. She thrashed and buckled underneath him, pressing back helplessly as his hips collided with her rump again and again. The camerawoman actually came around to focus right on her face, her eyes rolled up, her jaw unclenched, and her tongue lulled out.

Anthony came then, embarrassingly having to catch his ejaculation with the side of his robe as he realized he'd forgotten to get a towel or tissues.

His mother went right on, bringing herself to like six orgasms as he lay back on his bed nearby, thoroughly spent.