Author's Note : All characters are over the age of 18.
Wendy is sitting in the living room of her mansion right now. The college girl is from a very wealthy family, one that has no problem sending her to medical school at all, without having to take out a single loan. And not just any medical school either, but Harvard University. Even after being there for some time now, the 21 years old blonde is still a bit surprised with herself at how she's somehow done outstandingly well in high school and got the grades that she needed to gain admissions, despite her spending a lot of time getting her holes stuffed full of cocks and cum from all the hot boys.
Being so rich means that Wendy has always had everything she wanted. Her parents have spoiled her rotten. Wendy also has the perfect body from working out, being a star basketball player on the Harvard team. Her bubble butt, which is a plump combination of fat and muscles, has turned countless boys' heads ever since she was an 18 years old high school. By the time that Wendy got herself into medical school, more men than she can count have already fucked her pussy and heart shaped ass, and dumped their semen inside both of the holes already. She knows the exact number since she got laid by a new guy ever night after turning 18. Wendy is really that good at getting laid. No guy could resist her seductiveness.
There is only boy that she really likes though. Her brother Tom has a cute friend named Dean. The two of them are in the living room right now. Dean is the only boy Wendy has ever crushed on. The 18 years old boy is so sweet to her, unlike all the other guys who just call her a slut. She approaches them and clears her throat, making the boys shift their gazes away from the TV. "What do you want, slut?" Tom asks his sister. Dean winces at this and Tom wheels on him. "You know as well as I do how much of a whore she is. Why the hell do you keep defending her? She is my sister and I'm okay with you saying what you think of her."
"Tom, it's her body, her choice," Dean says to his best friend. "She can have sex with whoever she wants. It doesn't make her a slut." Tom huffs and folds his arms as his older sister smirks at him. She then looks directly at Dean, making him blush. The older girl just adores how he turns red from how she is looking at him. "I meant it, Wendy. I don't think you're a slut. I don't think any girl is a slut either. You just have fun without hurting anybody. No harm done so nothing wrong." Wendy wants to jump his bones so badly right now, but she can't do it just yet. Not, she has to do something else first before that.
"Thank you, cutie pie," she says to him, making him blush and her little brother frown. Tom is very protective of Dean. He doesn't want her to fuck his friend since he is afraid she might infect him with an STD. "Tom, why don't you get out of here? Me and your friend have to talk about something." Her brother is about to protest but she shoots him a harsh glare, effectively shutting him up and making him leave the room, just like she expected. She sits down next to Dean and then leans in close to him. Her movement makes him blush madly as she smiles.
"So," he begins in a nervous tone. She looks at him, waiting for him to go on. "What did you want to talk to me about Wendy?" He is genuinely curious and it is reflected in his tone of voice. The boy is intimidated by his best friend's older sister, since she is older than him by a few years and very hot. Wendy is more than just hot. She is gorgeous. She is the sexiest, most beautiful girl he ever met. He chastises himself for being so shallow, mentally rebuking himself as he sits there, next to her on the couch. "It must be important if you wanted Tom gone when we talk about it. If it is something I can help you with then I will."
"I wanted to tell you that I have a big crush on you, Dean," the sexy college girl tells her little brother's best friend. She grins at him as he turns redder in shyness. "You are so cute and nice to me, and I like you so, so much. There is just one tiny problem." Wendy looks at him. "I've been addicted to getting my pussy and ass gang banged for so long I can't just quit now, but I don't want to cheat on you either, so here is what we are going to do." She takes a deep breath before continuing "We are not going to start dating today. I will get gang banged one more time before quitting. After that we can start dating. That way I won't be cheating on you."
Wendy then grabs her phone, calling twenty friends of benefits and asking them to come over to her place. "I will be having the gang bang now," she tells her brother's friend, who is still sitting there in shock. "They will be over here soon. They are going to plow my back out and fill me with their hot cum. I'll let them fill my pussy and jizz all over my face. Once this is over you and I can start dating. I'm not going to cheat on you, Dean. I'm going to let the guys fuck me and use me as a cumdumpster before you become my boyfriend. You can go home now. I will call you later when they've all fucked my brains out the way I want them to."
Dean leaves the house in shock and heads back to his own place. Back at her place, Wendy waits until all the 20 guys arrive. She quickly ushers them into the house like a good host. Once they are all in her bedroom, she strips and makes them take their own clothes off too. "This orgy is going to be my final one," she tells them as she reveals her large, soft boobs. She cups her breasts and rolls her stiff nipples as they stare at her in lust. Licking one of her own tits at a time, she rubs her clit through the soaked thong, saying "I'll let you guys fuck me and use me as a cumdump for the last time After that I'll settle down in a real, monogamous relationship."
After that she starts kissing each of the 20 cocks, one by one, from the first to the last. "Ed and Tyler, you two can do me first," she tells the guys. They step forward and the three lie on their sides on the bed, with Tyler's dick pressing up against her asshole while Ed's cock is an inch away from her pussy. The two penetrate her at the same time and she cries out in pleasure, delighted by the sensation. Her asshole is so tight, even after being stretched open by so many guys over the years. Tyler could not hold back very long before shooting his jizz inside her buttocks, filling up Wendy's bowels with his cum.
"Good job, Tyler," Wendy remarks as she feels him withdraw his spent dick from her thick ass. Jerome is about to take Tyler's place when Wendy tells him "No, I want you in my cunt with Ed right now. I've always wanted to feel two cocks in my cunt at the same time." Ed is surprised by this and so is Jerome but her pussy is a legend and they are willing to do anything to get to cum in it, including fucking the same hole at the same time. Heck, some of the guys in this room have already done this sort of thing with Wendy before. It is still just the first time for Ed and Jerome though.
Jerome slides his dick into her pussy from behind after she climbs up on top of Ed, and the two dicks share the same orifice together. She cries out loudly in both pain and pleasure. It always hurts a little when she has two guys poking one of her holes together but the pain is always quickly replaced by an intense level of pleasure, one that she loves so much and can never have enough of. It makes her cavern feel much richer now that their are two shafts buried inside and soon the friction proves too great for the guys. Ed and Jerome grunts as they pour their warm seed in Wendy's searing snatch, emptying their balls in her.
At this point she now has three batches of cum inside her, with two of them in her pussy and one in her ass. Their cum is leaking out of her orifices and she is smiling at them, beckoning Sam and Tim to the bed. The guys eagerly go to her. "Spitroast me like a pig," she tells them with a saucy grin on her face. "I want one of you to impale my cunt and the other to shove your cock down my throat. Do it now." Sam moves behind her and then slides his dick into her pussy while Tim slides his dick into her throat. She easily deep throats him as his friend drills her hairy snatch from behind.
Tim face fucks her violently, his balls swinging into her little chin with every thrust. Wendy gags on his cock as the other boy pounds her horny vagina in perfect rhythm. Soon, her bobbing gets Tim off and he spurts in her mouth. It is very delicious and she gulps all his cum down her throat. He takes his now deflated cock out of her mouth and Ian replaces him at the head of the bed. His cock is bigger than Tim and she enjoys sucking it a little more. Ian high fives Sam who is still fucking her pussy very violently, grabbing a fistful of the girl's large asscheeks and smacking them as hard as he can.
"You are such a whore, aren't you?" Ian asks before cumming in her mouth. At the same time, Sam cums in her pussy. Wendy tells Sam to lie down and then rides him reverse cowgirl style, with his prick in her ass. She tells Henry to stick his dick in her twat and so now being double penetrated again. Her cunt and ass are getting stuffed the way that she likes and she smiles brightly as the two guys work together to bring her off. It is the perfect way to say goodbye to her slut life. She slams her ass up and down to let both of them make long strokes in and out of her holes.
"Baby, I've always been a whore," she replies. "There's nothing new about me doing this." Wendy is in heaven right now, being sandwiched between many cocks. "Shane, come over here and give me your cock to suck on while these two fuck me." Shane obliges and gets on the bed with them, spearing her wet mouth with his pole. He fucks Wendy's mouth while the other guys fuck her other orifices. Together they pleasure her and give her the dicking that she deserves as a send off. Once this is over she would be starting monogamy for the first time in her entire life.