Chapter Text
Sarah Dubois hummed to herself as she waited in the living room. She was all alone in her big house. Tom was off to work and Jazmine was at school with Huey. So of course, she took this time to let her favorite boy toy know that a package had just come to their home. She had no doubts that he'd be more than willing to skip school to come over and play. Sarah made sure to leave the back door open for him.
And like clockwork, she heard knocking from the back door, and standing in the backyard was the self-proclaimed G himself. The two of them have had this little arrangement for quite a while.
"Yo, bitch! Open up!" Riley called out, completely ruining any semblance of secrecy that she was attempting. Sarah made her way to the backdoor, unlocking it and letting the young man inside.
"You know the reason you go in from behind is so people don't know you're coming, right?" Sarah asked before locking the backdoor back up and drawing the curtains.
Riley scoffed, "Like anyone here gives a shit about what I do." The young man fell back on the couch, watching Sarah shut all the blinds. "So, is he here?"
The older woman turned back to Riley with a knowing grin, "Right there in that box." She answered, pointing to the long package sitting on the other end of the couch.
Excitedly, Riley turned to the package, crawling across the couch before picking it up. It had to be at least a foot and a half long, making Riley's heart race while he ripped through the box. He tossed away the paper stuffed inside the box, as well as the invoice paper before reaching down to grab his prize.
In the young man's hands was a large, long, dark brown dildo that Riley had been waiting to come in. His eyes widened and blood began rushing to his groin at the sight of it. It was 18 inches long and 2 inches thick, his name was Dray. The longer Riley stared, the more his mouth watered, eager to feel it inside him. He was so absorbed by the toy that he hadn't realized that Sarah had left the room and head upstairs.
"Shiiiiit~" Riley remarked, pressing the toy to himself, the base against his crotch and the tip resting just under his chest. "Fuck, I could feel this in the back of my throat from my ass~" He hummed, finding himself starting to grind against the large cock.
His mind was already starting to rush at the idea of feeling the toy inside him, low groans and grunts left the young man's mouth as he laid back on the couch, feverishly humping the toy. The tip would bump against his chin, affirming its size once more to Riley.
"Don't pop just yet, we haven't even got to the fun yet." Sarah spoke up, prompting Riley out of his thoughts. When he looked up at her, he saw her donned with the empty toy harness yet to filled, the rest of her completely naked.
Begrudgingly, Riley let go of the large toy, handing it off to Sarah while he stood up. "A'ight, let's go to your room. But skip the mushy shit. I wanna feel that thing NOW." Riley demanded, starting to make his way up the stairs ahead of her.
Sarah pursed her lips in a pout, not appreciating how Riley was acting. "Hey, you got a lot of nerve telling me what to do, kid." She spat back, following behind him. "Don't forget, I'm the one that got this thing for you to get your ass destroyed with." She had a bit of difficulty walking with the toy, it proved much heftier than she thought.
Riley opened the door to her room, taking his clothes off as soon as he stepped inside. "Yeah, yeah, but don't forget that I'm letting you plow me too. Cuz ya husband too much a bitch to take it himself." He smirked back at the older woman, dropping his pants and underwear to show off his surprisingly shapely rear.
As soon as he was naked, he hopped on the bed on his hands and knees, sticking his butt out. "Now come on 'n give it to me already! Been wanting this since last week!" He spanked himself to emphasize his point.
Sarah grit her teeth in frustration, a low groan leaving her. "You settle down there, young man!" She scolded, giving his buttocks a smack too before making his way to the night stand. "I'm not gonna have you leaving here with your asshole inside out."
The young man pursed his lips, watching as Sarah pulled out the large bottle of lube. He wanted to object, call her too paranoid. But bitching about it won't get Dray inside him any quicker. He just wished it wasn't so damn cold.
Sitting behind Riley, Sarah poured a very generous amount of lube on her fingers. Once she felt she had enough, she turned to Riley and spread the young man's buttocks. She wasted no time and eagerly rubbed the large glob of lube against his twitching anus, even slipping a couple fingers inside.
"AHH! BITCH!!" Riley swore, his eyes slammed shut at the feeling of the cool liquid being pressed against his pucker, as well as her fingers sliding inside him. He'd been on the receiving end so many times, he was nice and loose for her. He could easily take her whole hand at this point.
No matter how many times she heard his shrill, strained cries of pleasure, Sarah always found herself loving every second of it. At this point, she had three fingers inside Riley, spreading and circling them in his hole to make sure he was nice and ready for the large toy between her legs. She could see the young man's cock throbbing and dripping on the bed, an indicator of his arousal.
After about another minute, she finally pulled her fingers out of him. Next, she applied an even more generous blob of lube to the gargantuan toy she was toting, making sure to stroke every inch of it to make sure it was evenly and properly lubed.
Riley remained on the bed, panting hotly while bracing himself for Dray. He looked back to see Mrs. Dubois staring down at the toy, a blissful smile on her face while she rubbed it.
As she stared down at the big, dark cock hanging on from her, Sarah couldn't help but feel a tingle of pleasure herself. As if this dick was really hers.
"Yo! Sarah! Quit lookin' stupid and get to plowin' my ass already!" Riley demanded, which seemed enough to snap the older woman out of her trance.
"Oh, you asked for it, you little punk!~" Snarled Sarah with a smirk, finally lining up the tip of the toy with Riley's ass. She had to lean forward slightly so she could grab his cheeks and keep them spread for her.
Riley grit his teeth, muffling a pleasured grunt while he braced himself for what's to come. He's taken plenty of toys and straps from Sarah for a while, so he was confident that he could handle this. But then again, this would be the biggest toy he'd have thus far.
Sarah then began pushing inside Riley, watching as it slowly started to disappear inside him. The whole time, she could hear Riley grunt and groan against the pillow beneath him, doing his best to muffle his pleasured noises. She couldn't help but find it adorable how much he tried to look so hard for her.
"C-Come on! Deeper, bitch!" Riley yelled, lifting his head up briefly from the pillow. His entire body was trembling already from the 9 inches already in his ass. Sweat ran down his lithe, toned body, his chest rising and falling while he gripped the sheets beneath him as tight as he can.
Sarah delivered a sharp smack to the other's bottom, prompting him to cry out in surprise. "That's 'Mrs. Dubois' to you. You better start calling me that if you want any more of this inside you." She said sternly, not moving an inch deeper.
Riley shot a glare back at the older woman, gasping softly while he looked into her eyes. "...Mrs. Dubois." He yielded with a huff, going back to looking down at the bed.
"That's better~" She chuckled before suddenly shoving even more inside her. This time, she heard Riley straight up screaming in ecstasy. No doubt this toy was hitting him straight in the gut at that point. And she only had a few more inches left.
"FUCK! FUCK! FUUUUUCK!~" Riley pounded his fist on the bed over and over, shoving his face against the pillow as much as he can. His cock continued to twitch and drip onto the sheets beneath him, all while he eagerly took the toy in his ass.
Sarah would be concerned at how the young man was acting, but she knew that if he wanted to stop, he would just need to scream out their little safe word: Tom. A strange choice, but one they felt was appropriate.
Thus, Sarah continued pushing more and more inside Riley until finally, she got the whole toy in. "That's it, you little bitch! You take that fat dick!" She snarled, her hands now gripping his hips tightly, nails digging into his skin.
Riley could feel his cock twitching faster and faster from how the thick toy stretched him out. His mind was completely blank, unable to think about anything else but the large cock in his ass. He could feel it start to pull out of him, only for it to slam back inside him, prompting another wail of bliss from him.
The older woman pounded inside Riley's ass with reckless abandon, pulling out about 5 inches before slamming back inside him. Occasionally, she would pull out a bit more, just so she could hear how high she could make Riley scream. The inside of the strap on rubbed against her sex in such a way that it sent waves of pleasure across her body.
She happily continued plowing into Riley's eager ass, keeping a firm grip on him while she arched against the interior of the strap on. Grunts left her gritted teeth, having the time of her life while Riley was getting filled with the enormous toy. All she could think about was how Riley would sound when he finally climaxed.
Riley knew he wouldn't be able to last long. This was the mother of all toys that was hitting deep in his gut, and he was loving every second of it. He felt like he would go brain dead from how good it felt. His eyes rolled back and his mouth hung open while he continued screaming in pleasure.
His cock twitched faster and faster with each deep, hollowing thrust given to him. His prostate was getting absolutely crushed by the size and weight of the toy against it, bringing Riley closer and closer to orgasm.
Sarah could also feel herself nearing climax, both from how the inside of the harness rubbed against her, as well as the sight of Riley's struggling yet willing body in front of her. He was close, she could tell, and that was more than enough to drive her to start thrusting faster and deeper into his ass.
"Yeah, you better cum for me, bitch!" She cried out, giving his ass a harsh smack. "Do it! Squirt for your daddy!! Lemme hear ya!!"
Normally, Riley would be furious if someone even tried to say this stuff to him. But in this moment, with Mrs. Dubois, it just felt right to hear those words shoot out of her. And they were just the thing to help him hit that high he was waiting for this whole time.
"AAAAAAAAHHHHHHHH!!!~" Riley Freeman's shrill scream filled the room, his ass tightening around the toy and his body clenching tightly around the bed. Orgasm was crashing through him like a wave, ropes of spunk shooting from the tip of his member and all over the sheets beneath him. He couldn't hear, he couldn't see, he could barely even think, all that he could process was how damn good it felt to have this massive piece of silicone inside of him.
Sarah slammed down as deep as she could into the young man's eager ass, the noises Riley made when he cums were some of the best things to hit her ears. Even more so when she was cumming too. Her sex tingled against the inside of the harness, soaking it with her slick. Clenching her teeth as tight as she could, Sarah continued to snarl with bliss, proud of herself for what she was doing to the young man. It was a miracle that her legs hadn't given up on her.
Eventually, the two would come down from their respective orgasms, gasping and panting in exhaustion. Riley laid limp on the bed, his cock flaccid and left dripping on the sheets. Sarah was almost leaning on top of Riley, but managed to keep herself standing behind him in front of the bed. Her own slick was trailing down the harness and on her legs.
After a few more seconds of needing to collect herself, Sarah started to stand back up straight, beginning to slowly pull the toy out of Riley's ass.
At least she would, if she didn't feel a pair of legs suddenly wrap around her waist.
"I know you ain't thinkin' 'bout pullin' out." Riley spoke up, his head suddenly shooting up to look back at Sarah. He had a smirk on his face while his legs tightened around her waist.
A sigh left Sarah, "You've got too much energy, ya know?" She massaged her temple, though she secretly was eager for another round with him.
"Aww, you feeling tired, old lady?" Riley teased, starting to turn himself around so he was facing her. He could feel the toy scrap against his insides as he laid on his back. He was confident that would set her off enough.
As soon as she heard those words, Sarah shot her hands down on Riley's hips, gripping them as tight as she did before. Her nails dug into his skin, which made Riley shiver in bliss.
"And too cocky for your own good too. Let's hope I can fix that up~" She smirked as she began to pull out of Riley only to slam back into him. The receiving young man had a blissful look on his face as he laid back on the bed. This was definitely worth skipping school over.