"Strip!" He ordered, desperation in his voice. "Please be gentle with me, it's my first time." " Of course I will be gentle with you honey. I want to make this as memorable as possible for both of us. I don't ever want to see you with any other guy after tonight. You belong to me. You will be all mine! Tonight, I will own your entire body and soul. You will worship me as your king. It's going to be a very long night. Prepare for Multiple Orgasms tonight. " Her body shivered and her nipples hardened at the possessiveness in his words. Warning: Very Hot Sexual Content. Must be 18+ to read. You've been Warned!
Chapter 1 Taking Her Anal Virginity
Cursing under her breath, struggling with the lock until she managed to get the key to turn and the door to open, Ashley let herself inside her boyfriend Josh's apartment. She knew that he wasn't home yet, but she wasn't there for him. It was Nick, Josh's roommate, that Ashley needed to talk to.
Giving the stupid lock one last withering glance, Ashley closed the door and turned around. It seemed like the apartment was empty, which it shouldn't be. She was about to call out for Nick when she heard a deep moan coming from down the hallway. Another unmistakable sound followed, that of flesh slapping rhythmically against naked flesh.
"Of course..." Ashley sighed, rolling her eyes in resignation and running her slender fingers through her honey blonde hair, messing up her pixie cut. "I should have known they'd be at it, as usual."
While the sounds of unrestrained humping got louder, Ashley walked into the living room and sat down on the couch. Crossing her arms under her perky tits, she slumped back and grumbled: "I guess I'll just have to wait until Nick is done fucking Mia in the ass..."
In the last few months, after she got together with Josh, Ashley had come to know her boyfriend's roommate pretty well. From the moment she first saw him, Nick had struck her as very weird, but in a good way. Bookish, tall and lanky, with his mop of unruly brown hair and his thick nerdy glasses, Nick was the very opposite of her athletic, trendy, perfectly groomed Josh. Still, Nick had grown on her, without much trying on his part either. That was what struck Ashley the most about him: Nick was a total loner, so quiet and unassuming, still he left a strong, lingering impression.
Beside being very smart, Nick was gifted with a disarming sense of humor that never failed to make Ashley smile. He was doing a PhD in Philosophy of all things, which baffled an Econ major like Ashley no end. Still, Nick was surprisingly down-to-earth, eerily perceptive and refreshingly open-minded in ways that, she had to admit, Josh could never be. Nick's intriguing vibe was further amplified by the fact that he had a steady fuck buddy, his buxom raven-haired friend Mia. Ashley was struck dumb when Nick told her in passing that the main event of his encounters with Mia was anal sex.
Nick and Mia had met during their freshman year, when they 'sort of dated' for a while, as they put it, before Mia started to explore her lesbian dispositions. That didn't prevent them from staying good friends though, bound by ties of true affection as they were. Besides, although Mia was into girls, as she herself told Ashley, she was unable to give up the one thing she absolutely loved about sex with guys: assfucking. Mia's passion for sodomy and Nick's willingness to fulfill her anal needs led to their agreement, which lasted for years and was still working as intended, to their mutual satisfaction. And yet, despite the matter-of-fact way in which Nick and Mia described it to her, Ashley soon realized that their ongoing relationship was far from being just about sex.
Ashley had learned all of this on the very first day she met Nick, when he introduced Mia as his 'incomparable buttfuck buddy, among other things' as if it was the most natural thing in the world. A sultry, snickering Mia immediately confirmed what Ashley had assumed was a joke on Nick's part, leaving the blonde mind-blown. In time, Ashley's initial shock faded and she accepted the situation as a particularly weird side of Nick's general weirdness. She also became good friends with Mia.
The voluptuous brunette's flirtatious attitude embarrassed Ashley at first, but she couldn't deny that it was flattering to be the object of Mia's attentions and frequent compliments. In truth, beside the undeniable thrill she felt coursing through her slim body whenever Mia's pale blue gaze lingered on her, Ashley genuinely liked Mia. She admired the brunette's confidence, actually envying the carefree way in which Mia expressed her sexuality and enjoyed it without hypocrisy nor guilt. As far as Ashley was concerned, the only relatively bad thing about Nick's buttfuck buddy was the fact that Josh drooled over her large tits and bouncy ass all the time, but that was Josh's fault entirely.
As she sat on the couch, her ears echoing with Mia's and Nick's lustful groans, Ashley couldn't help but grin. It was ironic that she should have come to talk to Nick about something that his assfucking sessions with Mia had inspired in the first place.
According to Mia, there was nothing like the unique feel of a big hard cock thrusting into her anus, stretching and filling her asshole with its meaty thickness and finally pumping her rectum full of cum, all of which, Mia insisted, no dildo in the world could ever replace. Ashley listened to Mia and Nick discussing the joys of anal sex countless times, as did Josh, who had been pestering Ashley about letting him fuck her in the ass pretty much non-stop for months. Not a day went by without Josh sulking about the fact that a scrawny nerd like Nick was sodomizing a knockout like Mia on a regular basis without even having to be her boyfriend, therefore getting plenty of ass and none of the hassles of an actual legit relationship.
Ashley's sculpted, delicate features were marred by a scowl as she tried to dismiss from her mind the endless arguments that unfailingly originated from Josh's every blunt request for anal sex. "If only he wasn't such a moron about it..." Ashley sighed.
The sad thing was that Ashley had become very interested in anal sex too, but she resented the fact that Josh considered it some sort of duty she had to perform in exchange for his putting up with her as her boyfriend. That was so unfair, Ashley thought, feeling insecure and nervous. In her darkest moments, she had even found herself wondering if Josh might be right after all, if she was indeed such a bitch that she had to somehow compensate him by letting him have her ass. That was pretty much how Josh put it anyway.
"No," Ashley whispered to herself, shaking her head firmly. "I'm not a bitch. Nick doesn't think so, and he's way smarter than me and Josh put together. And Mia agrees too."
A thin, resigned smile appeared on Ashley's lips and she relaxed, letting out a long sigh. One way or another, the solution to her fights with Josh would come the next day, when she would offer him her virgin asshole as a birthday present. It was a way to bury the hatchet once and for all, Ashley knew, but it was also something that, in all honesty, she desperately wanted to try. She simply couldn't keep denying herself anal sex just because Josh was asking for it in the worst possible way.
While the lascivious sounds echoing from the hall got even louder, Ashley's mind went back to the last week, which she had spent training her tiny forbidden hole with a buttplug to get herself ready for her anal deflowering. Recalling the many surprisingly intense orgasms she had brought herself to by flicking her clit while carefully sliding the tapered plastic toy into her clingy anus, Ashley found herself rubbing her legs together under her light skirt, a warm wave of arousal radiating from her groin. Her pointy bra-less tits were heaving in time with her labored breath and her nipples were hard and sticking out painfully against her tight cotton top as she relived the details of how wonderfully she had cum each time she touched her clit while the buttplug stretched out her tight, sensitive asshole.
Chapter 1 Taking Her Anal Virginity
02/09/2022
Chapter 2 C2
02/09/2022
Chapter 3 C3
02/09/2022
Chapter 4 C4
02/09/2022
Chapter 5 C5
02/09/2022
Chapter 6 C6
02/09/2022
Chapter 7 C7
02/09/2022
Chapter 8 C8
02/09/2022
Chapter 9 C9
02/09/2022
Chapter 10 C10
02/09/2022
Chapter 11 C11
02/09/2022
Chapter 12 C12
21/09/2022
Chapter 13 C13
22/09/2022
Chapter 14 C14
23/09/2022
Chapter 15 C15
25/09/2022
Chapter 16 C16
26/09/2022
Chapter 17 C17
27/09/2022
Chapter 18 C18
27/09/2022
Chapter 19 C19
28/09/2022
Chapter 20 C20
29/09/2022
Chapter 21 C21
02/10/2022
Chapter 22 C22
04/10/2022
Chapter 23 C23
04/10/2022
Chapter 24 C24
05/10/2022
Chapter 25 C25
07/10/2022
Chapter 26 C26
07/10/2022
Chapter 27 C27
08/10/2022
Chapter 28 C28
09/10/2022
Chapter 29 C29
10/10/2022
Chapter 30 C30
11/10/2022
Chapter 31 C31
12/10/2022
Chapter 32 C32
14/10/2022
Chapter 33 C33
27/10/2022
Chapter 34 C34
28/10/2022
Chapter 35 C35
28/10/2022
Chapter 36 C36
28/10/2022
Chapter 37 C37
29/10/2022
Chapter 38 C38
30/10/2022
Chapter 39 C39
30/10/2022
Chapter 40 C40
31/10/2022
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