Celebrity Story Site
Stories & Art => Celebrity Stories => Actors & Actresses => Topic started by: Cptnstrwrs on December 27, 2025, 11:30:25 PM
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Los Angeles, California
An undisclosed motel at the edge of town
It had been a few weeks since Derek had hooked up with his milf neighbor, Ariana Richards, at the neighborhood block party and he couldn't stop thinking about her. So when he got a text from Ariana to meet him at a motel at the edge of town while he was in LA visiting his parents Derek couldn't have responded back quicker. She had texted him the room number, telling him to hurry over because she had a surprise for him. He wasn't sure his parents had believed the excuse he had given them when he left suddenly, but it wasn't everyday in his twenty six years of life that he'd gotten an invitation like this. If there's one thing he's learned, it's that you don't keep a horny milf waiting.
Derek parks his car, hurrying to the room. He knocks on the door a few times, waiting eagerly for a response. "It's open. Come on in," Ariana's muffled voice from inside the room replies. He opens the door slowly, walking into the small room. There are two beds, a TV, and a couple of small dressers in the room. A closed door at the other end of the room no doubt leads to the bathroom. He wonders why it's closed since Ariana is laying on one of the beds, wearing only a long white robe. "Hi, Baby! So nice to see you again!" Ariana says, hurrying from the bed to hug Derek. "Sit down. Relax. You're a little early. We weren't experiencing you for at least another 15 or 20 minutes," Ariana says. "We?" Derek asks, confused.
As if answering his question, the bathroom door opens slowly, someone walking out. It takes Derek a few seconds due to the dim light in the room but he quickly realizes that this other woman is actress Kat Dennings. Even in the white robe she's wearing, Derek can still make out Kat's curves, especially her huge tits. His earlier confusion quickly changes to arousal as he realizes he's about to fuck not one, but two milf actresses right here tonight. "Kat, this is Derek," Ariana says, introducing the younger man. "Hi. I'm Kat. Nice to meet you! I've heard so much about you!" Kat exclaims, hugging Derek hard enough that he feels her enormous tits getting crushed between their bodies. "All good things I hope! I'ma huge fan of yours!" Derek laughs. "Well, if you're half as good as Ariana says you are, then I'll be a huge fan of yours too!" Kat says, grinning back at him.
"I'm sure Derek will be even better! He just needs the right...motivation," Ariana says, standing up. Both women open their robes, letting them fall to the floor as they approach the young man. Derek looks back and forth between them several dozen times, taking in the sight of their beautiful naked bodies. While it was true that he hadn't been able to stop thinking about Ariana these last few weeks, the sight of Kat and her huge tits wasn't exactly something he wanted to ignore either. He's still in a daze as the women begin undressing him, Ariana pulling his shirt up and off as Kat goes to work on his belt and pants. They leave him in his boxers, Kat rubbing her hands over the growing bulge inside. "Oh my god! It's already sooo big!" Kat purrs, looking up at Derek, her eyes full of lust. "Wait til you see it!" Ariana replies, grabbing the waistband of Derek's boxers and pulls them down the young man's legs. Kat's eyes go wide at the sight of Derek's semi hard cock and Derek realizes that he's the one in charge tonight. He already knows that Ariana is willing and ready to do whatever he tells her to do, and the look on Kat's face tells him that she's mesmerized by his cock. "Both of you! On your knees now!" Derek growls, pointing to the floor in front of him.
Ariana and Kat hurry over, kneeling in front of Derek, a look of hunger in both women's eyes. Just as he's about to ask them who's going first Kat grabs his cock, lifting it, as both women begin running their tongues along the length of his shaft. Just as he's about to tell them to take turns, the women switch things up, Kat sucking on his cock as Ariana alternates between licking and sucking on his balls. Derek had always dreamed of getting sucked off by two older women at once, and now that it was actually happening, it felt more incredible than anything he could have imagined. He's so lost in his thoughts that at first he doesn't realize the women have changed positions until he looks down to see Ariana staring up at him, Derek balls deep in her mouth.
By this point Derek is fully hard and ready to put his now fully erect cock to good use destroying the two sex starved milfs beneath him. "I want you to sit at the head of the bed! And spread those legs wide!" Derek snaps at Kat. "And YOU! I want you on all fours! You're going to eat Kat's pussy while I fuck you from behind! I'm going to remind you why you love fucking younger guys!" Derek growls at Ariana as the women get into position. Ariana shakes her ass at Derek as she lowers her head between Kat's thighs. He smacks Ariana's hard several times before kneeling behind her, cock in his hand. He rubs the head up and down her pussy lips, smirking as Ariana moans in pleasure. "Ha! I can tell you remember the last time we fucked!" Derek laughs. "Oh yeah! Please don't make me wait any longer! Fuck me Derek!" Ariana whines, wiggling her ass at him again. "Well, since you asked so nicely!" Derek laughs, grinning over her at Kat as he pushes his cock into Ariana's pussy.
He fills her completely in seconds, grabbing Ariana's hips tightly as he immediately begins fucking her as hard and fast as he can. Normally he'd start slow and gradually speed up, but after their last encounter all he could think of was getting another night with her. "Oh fuck yeah! It feels even better than last time Baby!" Ariana shrieks as she's fucked doggystyle. "I'm glad you're enjoying yourself but I'm pretty sure I told you to eat your friend's pussy!" Derek growls, speeding up his thrusts. "Ugghhh! Agghhh! Sorry! I forgot!" Ariana moans, lowering her head between Kat's thighs. "How's she doing Kat?" Derek laughs, smacking Ariana on the ass.
"Ugghhh! She's eating my pussy better than most guys I've been with!" Kat moans, putting her hands behind Ariana's head and pulling her closer. The sight turns Derek on even more, the young man speeding up as he fucks Ariana from behind, eager to finish with her so he can move on to Kat. Just as Ariana's body starts to tense up around his cock, Kat lets out a loud wail. Her thighs clamp hard on either side of Ariana's head as the busty brunette cums hard, her body trembling. Kat's finally stopped cumming as Ariana cries out. "Fuck Derek! I'm cumming!" Ariana moans. As her pussy spasms wildly around Derek's cock, he can tell that Ariana is cumming harder than Kat just did. The fact that they've both cum already takes a little of the pressure off of him. Even though Ariana is still cumming hard, Derek continues to pound her from behind, only stopping as his cock begins to tremble. "Get on your knees for me!" Derek growls at Ariana, pulling out of her.
Ariana does as she's told, kneeling on the floor as Derek approaches her. "Please! Give it to me!" Ariana whimpers softly as she closes her eyes. "Ughh! If that's what you want! Here it comes!" Derek grunts as he shoots his load all over Ariana's face. Kat watches the whole exchange, passion in her eyes as she rubs her clit on the bed. The last few drops of his load htting Ariana between the eyes, Derek turns and looks at Kat. "Hey! Stop it! I'm coming back for some one on one time with you. I don't want you to cum again too quickly!" Derek says, climbing back onto the bed. He stops suddenly, confusing Kat. "Actually, your friend is a mess! Help her clean up first!" Derek laughs as Kat gets off the bed. He watches as Kat walks over to Ariana, kneeling down in front of her. She begins to lick the cum off of Ariana's face slowly, purposely doing everything she can to hold Derek's attention. "Mmm! That's right! Get every last drop of that cum!" Ariana purrs as Kat continues to lick her clean. Kat gathers it all into one large mass of cum, swallowing it all with one big gulp. "That was so fucking hot! Get back up here! I'm going to give you a fucking you won't soon forget!" Derek growls, patting on the mattress next to him.
Kat hurries back to the bed, giggling. She gets on all fours, crawling seductively towards Derek. As she reaches him Kat's eyes go immediately to his cock, still rock hard and standing straight up. "You want this cock? Then lie down and open those legs for me!" Derek growls. Kat obeys, dropping onto her back next to him, spreading her legs as wide as she can. She watches intently as he positions himself above her, pressing the head of his cock against her pussy lips, Kat gasping softly. Derek stares into her eyes, Kat nodding her approval. That's all Derek needs, slowly pushing himself inside the busty brunette. "Ugghhh! Fuck! It's so big! It's stretching me out!" Kat groans as Derek continues to enter her, inch by agonizing inch. "Told you!" Ariana giggles, watching from a few feet away.
Once Derek can tell he's inside Kat as far as he get he begins thrusting in and out of her pussy, pinning her to the bed as he fucks her. "Ugghhh! Just like that! It feels so good! Fuck me Derek! Agghhhh!" Kat moans as the young man speeds up his thrusts, the bed shaking beneath them. He looks up, catching Ariana's eye, waving her over. "Your friend is making a lot of noise! Deal with it!" Derek says, giving Ariana a sly grin. Ariana grins back, realizing what he's telling her to do. Ariana climbs onto the bed, kneeling down above Kat's head, facing Derek. He nods at her and Ariana lowers her hips towards Kat's face. The brunette understands, Kat licking at Ariana's clit and pussy the moment the blonde's hips touch her face. "Ugghhh! Why am I not surprised Kat's so good at eating pussy?" Ariana moans, grinding her hips against Kat's face. The three of them stay like that for what feels like forever to Derek, the young man pumping Kat's pussy while the busty brunette eats out Ariana, the bed shaking violently beneath the three of them.
The all too familiar tingling in his cock pulls Derek out of his haze. "Fuck! I'm going to cum! I'm so close!" Derek growls. "Ugghhh! I'm so close too! Think you can fill Kat's pussy with your big warm load before she makes me cum all over her face?" Ariana purrs seductively. Derek speeds up determined to beat Ariana to the punch. Unfortunately for him, the blonde milf gets there just seconds before him. "Ugghhhhh! Oh fuck! I'm cumming!" Ariana wails, her thighs clamping down tightly on either side of Kat's head. Her cries of pleasure push Derek to the limit, the young man's cock exploding, filling Kat's pussy with his cum in seconds.
As Derek shoots the last few shots of cum into Kat, Ariana collapses onto the bed next to them, panting hard. "That...was fucking...amazing!" Ariana gasps, struggling to regain her strength. "Fuck! I can feel all that cum inside me! I've never had a load this big before!" Kat groans. "I told you he was good!" Ariana giggles. "Thanks. But I think we need to get Kat cleaned up before she leaks cum all over the bed!" Derek laughs. He points to the bathroom, Ariana and Kat looking at the direction he's pointing. Both women get up, Kat slipping a hand between her legs to catch any cum that might drip out of her pussy, and they walk into the bathroom, Derek following a few steps behind.
As they enter the bathroom, Ariana goes to the shower, pulling back the curtain and turning on the water. Once it's warm enough Derek and Ariana let Kat get in first, waiting for her to wash the cum from between her legs. Ariana gets in first, moving to one side so Derek can stand between her and Kat. He leans in, making out with Kat while Ariana strokes his cock. Switching women after a few minutes, Derek crams his tongue down Ariana's throat as Kat jerks him off with both hands. Knowing that their make out session will make him cum sooner than he wants, Derek quickly comes up with an idea to buy him some time. "Why don't you two make out for awhile? I think it's so hot to watch two hot girls make out with each other," Derek says, grinning at them. "And what will you be doing while we're making out?" Kat asks, smirking at him. "Oh. I'm sure I'll find something to keep myself busy!" Derek replies, smirking back at the busty brunette.
Without any further encouragement, Kat and Ariana embrace, their hands groping and caressing each other's bodies as they kiss. Derek reaches down with both hands, slipping one hand between Kat's thighs as he does the same to Ariana with his other hand. He rubs their clit as hard and fast as he can, both women's breathing increasing in both volume and intensity. Derek goes faster and faster, determined to get them both off one last time before he cums one final time. Neither woman lasts long, Kat tensing up just a few seconds before Ariana does the same. "Please!" Kat moans softly, her big dark eyes staring deep into Derek's eyes. He slips a finger into both women's pussies, and that's all it takes to push them over the edge. "Ugghhhh! Agghhhh! Ugghhhh!" Ariana and Kat groan loudly, writhing and thrashing wildly as they cum in front off the young man.
Derek feels himself now fully hard again, but stops a moment, thinking about how he wants to end this amazing night. The young man decides not to shoot his load on either of their faces, still not believing that Kat licked his entire load off of Ariana's face earlier in the evening. Under any other circumstance, he would love to have Kat swallow his load, but she already did that with the load from Ariana's face. Cumming inside them was out, Derek having creampied Kat earlier as well. Then the perfect idea comes to him. He wanted to have Ariana swallow his load, but THIS idea was much better and he'd never forgive himself if he didn't take full advantage of the situation. "Get on your knees!" Derek growls at Kat, cock in his hand. She understands kneeling down and pushing her enormous tits together with her hands. Derek jerks himself furiously as Ariana fondles and caresses his balls. "Fuck! That feels so fucking good baby!" Derek says to Ariana. "I bet it does! No quit stalling and cum all over Kat's big sexy titties!" Ariana giggles.
Time slows down as he cums, long white strings of cum blast against Kat's massive breasts like runaway freight trains. Both Kat and Ariana are mesmerized as Derek shoots shot after shot of his load all over Kat's chest. "Oh yeah baby! Give me all of it! Cover my tits with your huge load!" Kat purrs. By the time he finishes cumming, Derek is utterly exhausted. He climbs out of the shower, grabbing a towel. Drying himself off, he walks back to the bedroom, laying down on his back in the center of the bed. The women follow closely behind, Ariana on his left and Kat on his right. As the three of them fall asleep, Derek hopes that this evening really happened, and that it wasn't just a very good dream...
The end