As Graduation Day loomed John and I were focused on our studies, albeit to different degrees. I was immersed in mock tests and spent most of my days in the Law Library. John still gamed incessantly, relying on my diligent studying to get him over the finish line, academically speaking. In the evenings John would switch his Virtual Reality headgear from online games to pornography, and as he sat at his desk immersed in three-dimensional titillating movies, I knelt between his legs and pampered his cock.
Blowjobs became his new obsession, and under the additional stimulation of porn John was able to enjoy three or four orgasms over the course of an evening. I did at least get spared this indignity on the weekend, as Lela was always there to worship John's cock.
Once a month during Lela's menstrual cycle, I was called into action. John would dress me up in some demeaning, overtly sexualized outfit and butt-fuck me in front of my future wife. He typically used his down time between cum-shots to reassert his leverage over me, by rehashing versions of the five million dollar question. By keeping my potential earnings loss fresh in my mind John was able to continue his subjugation of me, and by association, Lela.
As John's birthday approached, I was full of trepidation. Over the years that fucking asshole had made a habit of thoroughly demeaning Lela and I on his big day. We both knew that this year would be no different, and I was dreading the thought of which scenario he would dream up.
As it turned out, on his birthday John made me watch as Lela rode the Sybian machine for his amusement. It was an incredibly erotic sight watching this expensive sex-toy bring my future wife slowly to the boil. From the second that Lela lowered herself onto the oscillating phallus, I was erect. John cracked open a beer and watched on impassively as he controlled the Sybian machine using the app on his iPhone. Lela was putty in his hands as he skillfully varied the intensity of the sex-toy, her nipples hardening almost immediately under the stimulation. John brought Lela tantalizingly close to orgasm several times as he sipped his beer. His total control of her body was impressive to watch, and as her stomach tightened for the umpteenth time, signaling her close proximity to orgasm, Lela finally broke down and asked John for release.
Of course, because John is a complete and utter asshole, he made Lela beg before he magnanimously granted her request with a subtle nod of his head. Lela experienced a phenomenal orgasm, throwing her head back in sheer ecstasy as John toyed with the remote control on his iPhone. Lela's stomach was taut as she climaxed, her abs visible under the physical stress of her orgasm. She cried out John's name right as she climaxed, which was a kick in the nuts to me. Then, seconds later, immediately after her release Lela slumped forward, breathing heavily as she struggled to compose herself.
"Again, slut," John commanded as he fired up the oscillating phallus.
John ran Lela ragged that day, and as I unwittingly witnessed the sight, sounds, and aroma of my future wife enjoying multiple orgasms, I have to admit that I was fully erect the entire time. Lela was sweating profusely, and her breathing was rapid and ragged as she coated the saddle with her vaginal secretions.
Finally, in much the same way that she had begged him for her first release, Lela pleaded with John to end the session as she was a blubbering mess. John raised his iPhone in a theatrical manner and silenced the Sybian with one touch on the screen. Lela slumped forward unable to hold herself in an upright position, and as she tried to compose herself, John extricated his erect cock from his pants, stood over her in a commanding manner and started to jerk off.
Lela was still struggling to arrest her breathing and would have clearly liked a few moments to recuperate. However, as John began to stroke his erection she seemed to anticipate his every need, and looked up at him with a huge smile on her face, thereby signaling her complete availability to him.
"Happy Birthday, baby," Lela cooed seductively. "How are you going to enjoy your first orgasm?"
"What are my options, slut?" John countered aggressively, as he increased the cadence of his strokes.
"As always, baby," Lela said as she looked up smiling at him. "Whatever you desire. Would you like me to suck you off while Mark watches on in abject jealousy? Would you prefer to blow your load on my face? Or perhaps butt-fuck me while Mark licks your asshole?"
I knew that Lela was just using her words to get John off, but the memories of my future wife offering herself to my nemesis in such graphic terms haunted me for years. Predictably, her continued taunting of me had John on the road to release, and I saw the signs of his impending orgasm several moments before it occurred.
Lela remained impaled on the Sybian machine as she offered herself up to my roommate in a multitude of demeaning scenarios. Finally, as he approached his climax, John turned his attention to me.
"Years from now, when you are married to this dirty CumSlut you will be unable to get these visuals out of your mind," he said confidently as he made eye contact with me. "Until that time, I am going to enjoy your lovely Lela in every conceivable manner."
"You tell him John," Lela added joyfully. "I am yours to use as you see fit. Come for me baby. I am ready for your first load."
I wanted to look away as John's orgasm rapidly approached, but truth be told it still excited me to watch Lela get used by another man, particularly my roommate. I knew I would regret it later, but I watched transfixed as John maneuvered himself into his desired position. A few moments later John erupted, blowing his load across Lela's inner-thighs and stomach, whereupon it dribbled between her legs and mixed with her secretions.
After he ejaculated John told me to fetch him another beer and Lela took a shower. As Lela dolled herself up for round two, John consumed three beers in rapid succession and decided that it would be fun for him to watch me ride the Sybian.
"Be a shame to waste the fact that it is already well-lubricated," he taunted, as we both looked at the attachment that was slick with the combination of my girlfriend's vaginal secretions and John's ejaculate.
It was humiliating to strip in front of this asshole, particularly as I was completely erect and leaking a copious amount of pre-cum. Despite the fact that John butt-fucked me regularly, the Sybian was still a painful ordeal for me to endure, and by the time I had lowered myself completely onto the oscillating phallus, I was in a considerable amount of discomfort. It felt like the Sybian was tearing me a new asshole as John watched on in amusement, but his level of empathy seemed inversely proportional to his level of intoxication.
"Lela, get your ass out here," John yelled as he cracked open another beer. "You need to witness this. The pussy is getting reamed by the Sybian."
I really didn't want Lela to see me in this humiliating predicament, and as I focused on my impending embarrassment, two things occurred. Firstly, as I diverted my attention from the Sybian machine my anal passage relaxed, and the physical discomfort diminished considerably. The experience still wasn't pleasurable, but I was no longer in pain. Secondly, as my anus became accustomed to the persistent violation, some of the tension in my lower body dissipated and I felt myself getting impaled even deeper as I relaxed. Moments later I began to feel the tip of the oscillating phallus gently graze my prostate gland, which I can't deny felt fantastic.
A few moments later Lela emerged from the bathroom in a beautiful white lingerie ensemble that was clearly intended as wedding night intimates. She was also wearing a bridal veil, long white satin gloves, and her lips were frosted in a pure white lipgloss. Angelic didn't even begin to describe the way that she looked, and I felt the familiar pang of jealously as she walked seductively towards John telegraphing her complete availability to him.
John looked briefly at the floor, and Lela seemed to instinctively understand his needs. She leaned forward in a very alluring manner and gathered up his empty beer cans. After depositing them in the trash can, she sashayed back over to him, lowered herself to her knees in front of him, and waited passively for his instructions.