The screen flashes, before the VHS player chugs along, showing somewhat grainy footage of Oscar's old office back at headquarters - a room she recalls vividly from her time as Oscar's pupil. The POV is from behind Oscar's desk, the camera catching some of his hand and stomach in frame. Looking at the date, Vanessa sees that this was recorded about five years before her parent's deaths. The door opens, and Vanessa's heart leaps as she sees her mother entering the office, into middle age by this point, but still incredibly beautiful, buxom body trapped under an elegant business suit. "Aah, Mrs Fitzgerald, what a pleasure! Please, how may I help you this evening?" Oscar says jovially.
"Oscar... You know what you can do for me." Vanessa sees her mother blush, as she speaks. "But this time is the last time." Oscar chuckles deeply. "Baby, it's been the 'last time' every time we've done this for the last decade. By this point, your pussy is more used to my cock than it ever was your husband's." Vanessa watches in shock, as her mother, the fierce, independent tigress who could make a man want to cry with just a piercing look, looks at the floor like a nervous schoolgirl. "Just... Let's just get it on with, can we?" Her hands go to her blouse.
"Uh, uh, uh..." Oscar clicks his tongue in mock disapproval, stopping her mother in her tracks. "Remember what we agreed last time? If you couldn't help yourself and came crawling back to me, you'd be doing some literal crawling. Get on your knees, crawl under my desk, and beg - or you can get out of my office and see if your husband can satisfy you." Vanessa watches her mother gulp, before sinking to her knees, submissively crawling beneath the desk, and between the scumbag's legs. "Please..." She groans. "Please, fuck me... My husband's could never satisfy me like you can... I'll do what you want, just please fuck me." The matriarch's attitude hasn't let up - she still looks up at the camera with scorn, but it doesn't look like she's angry so much with Oscar, as with herself. Almost as she wasn't being blackmailed by him, and was fighting a losing war against her own need.
Vanessa looks on in horror as her mother gags on Oscar's titanic manhood, her normally serene face running mascara and covered in spit as she deep throats the giant length. "Hey, Ozzie!" Vanessa hears her father's voice, the camera pointing upwards to show him entering the room. "I was wondering how we were doing for that lastest acquisit- what's with the camera?" He raises an eyebrow. "Oh, this?" Oscar says cheerily to Vanessa's father, as the man's wife chokes on his cock just out of sight. "I'm just recording some of these figures - the memory ain't what it used to be." He chuckles, and his old friend chuckles with him. "I know that feeling. Okay, keep me updated on that acquisition. Oh, and could you tell my wife to come find me, if you see her? I've been looking for her all over the place. Women, am I right?" He rolls his eyes. "Will do, bud." Oscar says with a smile in his voice, not a mite of shame in his entire body.
Seemingly satisfied with the milf's performance, Oscar has her stand after her husband leaves the room, bending her over the table. There's no more foreplay - none's needed - the camera captures the way her pussy drips with need. Setting up the camera to capture the lewd scene, Oscar begins to fuck her, and Vanessa's uncomfortably reminded of her own sex tape. The milf starts off haughty, showing her reluctance even as her body begs for more, but eventually the resistance stops, and all that's left is a needy whore who responds to Oscar's abuse with extreme enthusiasm. "Oh, yes..." She moans. "...Maaaasssterr...."
(Hope this didn't drag too long)