Chuck’s Chicago Assignment V – An evening at the Taylor’s

“So what do you think?” Briana asked her younger brother “Are you happy about the marriage proposal?” Cary looked at her sister, and thought for a moment before answering “You know it means a complete new life for all of us.” he started “I mean, we will have our ‘Dad'” he said making quotation marks in the air. “We never really knew our real Dad, and from what Mom tells us we probably will never see him again, so I have to wrap my head around that first. And then there is this new thing, I mean I fucked my mother last night. That could get weird. I mean I love fucking you, but we are like, supposed to mess around, but this thing with fucking my own Mom and liking it. I mean that is just a little freaky on the surface.”

Briana listened intently. Her head cocked toward her brother in acknowledgement of his concerns. “Maybe you’re reading to much into this or maybe you’re over complicating things. I mean it’s just sex, I mean she fucked you, I fucked Chuck, Mom ate my pussy, it’s not like they asked us to drink blood and become vampires, or join a cult or anything. You and I have been sexually involved for over four years, since I was twelve. We are still involved, that hasn’t changed, and the fact that Mom and our soon to be ‘Dad'” Briana made the same gesture “have decided to become a more intimate part of our lives may be a really good thing.” She turned the car onto the street where the Taylor’s home was. “What I am happy about is that our Mom is happier than I have ever seen her, she smiles all the time, she sings, she fucking sings in the kitchen. When was the last time you heard Mom sing? She fucking sings.” Briana said to make her point. “Brud, let’s not fuck this up for her. She is my life and I love her so much and to see her happy like this is making my heart almost burst.” Cary saw a tear trickle down his sister’s cheek. “I know Babe.” He said. “It makes me feel the same way. I just hope it’s for real.”

Briana brushed away the tear, “Oh this guy is for real, all right. He is 23 carat bawt gold real. This is the nicest guy Mom ever met, so we, you and me, need to do everything we can to make this happen,” “Okay Sis,” Cary responded as he leaned over and kissed her on her cheek. ” Now let’s pull our selves together, on the other side of that door is much fucking fun.” she said and they both laughed at her Indian chief impersonation.



As they entered the foyer, they took off their clothes and folded them into the cubbies that lined the foyer wall. Briana noticed that several of the cubbies already contained clothing from people who were already there. Since her first visits as a curious seventh grader the Taylors had become noted for their sex parties and for allowing access to their home for orgies and other forms of sexual perversion. They had just about every thing one could want. Couples having clandestine affairs met there away from prying eyes and traceable hotel receipts. It was kind of a win-win for everybody. The Taylors received benefits, like the lease-free car in the driveway supplied by the dealer who met his secretary there every Wednesday, and the landscaping courtesy of the woman who owned and operated the business and met her Mexican lawn boy there. The Taylors had found ways to make their perversions pay dividends.



As Briana, now naked, went into the front parlor, she ran into a school friend Whitney. Whitney was the class chubby. She was a pretty girl with long blond hair who was always overweight from their elementary school days. She wasn’t grossly overweight, but today’s standards of sleek and slender made her the butt of many jokes. Briana knew that she seldom went to school social functions and never dated boys, so she told her about the Taylor’s home. Since she had told her, Whitney had found self confidence and esteem. At the Taylor’s there was always someone there she could find to have sex with her. She had not found a steady guy yet, but she was getting the sex she craved and now carried herself with more self assurance. “Hi, Sweetie” Briana said as she hugged her friend. Whitney was a year younger than Briana. “Who’s here tonight?” she asked. Briana was startled by the concerned look on Whit’s face. “Bri, I have my Mom with me.” Whit offered. “She has been so stressed lately and I know she hasn’t had sex for years, so I just came out and told her about this place.” “What did she say.?” Briana asked. “How did you even get up the nerve to tell her? I still haven’t told my Mom about this place.” Whitney was obviously agitated and nervous. “She is in there waiting for something to happen. Bri, she is so horny, if somebody doesn’t come ask her to fuck soon she is going to be devastated, I am so worried.” Briana looked at her younger brother. “Hey, Brud, wanna be a hero?” she said. Cary shrugged. “I’ll suck your cock a hundred times.” Whitney pleaded. “I’ll even let you fuck me in the ass, whatever you ask for, pleeeease.” she was desperately looking at Cary. Cary leaned forward and kissed the chubby girl on her succulent lips. “I’ll do it, but not out of pity, I want to make this the best night of her life.” Briana beamed with pride. “Isn’t he the best baby brother in the world?” she said to her friend. “Oh Cary, I love you so much.” Whitney said her new best friend. Cary walked through the door and saw the woman who looked like the future Whitney. The woman and the girl could have easily been mistaken for the other. Their stature, frame and hair color was almost identical. Their bodies were like mirror images. Whitney was thick in the middle and so was her Mom. Both women had large full breasts, and if there was a difference it was there. The mother’s breasts hung lower and were slightly heavier than the daughter’s. Cary walked through the door and said “Hi, are you waiting for someone?” “My daughter should be back soon.” she said. “Oh, who’s your daughter?” Cary played his role. “I’m Charlotte Cummings, Whitney Cummings’ Mom.” she said, “Do you know her?” Cary extended his hand politely offering to shake hers. “Yeah, I sure do, very pretty girl.” he said. “Oh, you know she doesn’t have a boyfriend?” the woman added. “That’s good to hear.” Cary said He noticed that Charlotte’s eyes had not left his erect and throbbing boner. “My you sure have a nice penis.” she said somewhat embarrassed by her statement. “Thanks, would you like to touch it?” Cary asked.