An anal Odyssey
Chapter 1: Ripe and Ready
For Jenna Bailey life was as sweet as could be. A loving mother and wife with a successful husband and two beautiful children, she had a reputation as a pillar in the community. Jenna was a soccer mom, a P.T.A. all star, and one of the church going social elite. In her late thirties, she still retained her incredibly youthful beauty and a body that bordered on otherworldly.
It wasn't the platinum blonde hair that fell across her shoulders like waves of sunlight, or the sky-blue doe eyes that others often lost themselves in that made her special. Her warm personality, amazing smile, and sweet southern sensibility were all traits that she wore with pride, but what truly set her apart from mere mortals was her killer body.
Stunning just wasn't the word. Jenna's wide hips, enormous breasts, and her thick smooth thighs of bronze were like obscene poetry given form. Her big beautiful ass was the stuff of legend. It simply had to be seen to be believed. Two juicy pillows of divine beauty that curved into her lower back and met at the tops of her thighs as though God himself had taken an eighth day of creation to concentrate on her spectacular ass.
Jenna knew she was attractive. She could have had anything she had wanted in life, but she was content. She loved her husband Harold and her boys, Scotty and Dalton. They were the men in her life that mattered most and she had given so many years to all three to ensure they would be happy and well cared for. Lately though, as her boys were finishing school and getting ready to head off to college and her husband was growing more and more distant and less and less romantic in his middle age, she felt something inside her left unfulfilled. She just wasn't sure what that may be.
Saturdays were shopping days, and as Jenna parked her minivan and set out down the aisle of her local grocery store all eyes were on her. She wore cute little open toed mules to show off her perfectly pedicured toes and a form fitting skirt that covered her to mid thigh, hugging her incredible rear end like a second skin. Her top was a sleeveless cream colored blouse with a black lace bra underneath; custom ordered to contain her gigantic double H-cup breasts.
With her hair pushed up in a trendy bun and a string of pearls accenting her long swan-like neck, Jenna pretended ignorance as she strode down the aisle of her local supermarket like a runway model behind her shopping cart. She knew on some level that men liked to watch her; women too. It gave her a secret thrill that she would never have admitted to as she paused from time to time, posing just so with the arch of her back or the stretch of her neck. It was a naughty pleasure, but innocent.
As she guided her cart along into the produce section everyone around her stopped and stared. Grocery stock boys began to absentmindedly caress watermelons, female shoppers began to question their sexuality or abandon it altogether, and men tried their best not to pass out as blood relocated itself from their brains to other bodily locations. One other shopper however, took more notice than anyone else.
"Holy fuck!" A female voice caught Jenna off guard and a figure at her side caught Jenna's attention as the scent of expensive perfume hit her at her core. She glanced up at a dark haired beauty of a woman approaching her, and faltered slightly as she felt intense eyes meet her own. "Are you aware what a world class fuck you are?"
Jenna turned, shocked. She was certain she couldn't have heard the woman right. No one talked like that in middle class America and most certainly not to her. As she turned, she found herself at a loss as she took in the stranger's body. She held a small basket at her side with her own items and met Jenna with a big smile that was much more intimate than it should have been.
"Pardon me?" Jenna asked, turning on her toes and looking the woman up and down. Not only was this woman very beautiful herself, but she had a body that rivaled Jenna's own. She wore a one piece dress slit up the side to reveal a hint of bare hip. Her top wrapped around the back of her neck leaving her shoulders bare while straining to contain the gigantic breasts contained within. High heels, stockings, and a cute little sterling belt of hoops accented her look. She was lovely, she smelled intoxicating, and Jenna felt a building heat between her thighs as she admired her new friend. "Did you just say...?"
Jenna trailed off as the dark beauty moved even closer. The brunette tilted her head to one side, giving Jenna's body a long slow look as she set her basket down and rested a hand on Jenna's own, set on the push bar of her shopping cart.
"I'm sorry. Did I offend you?" The woman asked with a small chuckle. "I would think not a day of your life goes by without someone pointing out the fact that you are a walking wet dream. There isn't a man in here that isn't eyebanging you right now. My pussy is wet just being this close." She added, grinning as she moved in even closer, inviting herself into Jenna's space. "I'm Monica by the way."
"I..." Jenna was at a loss. Never before had she met a woman that was so forward or so openly sexual. "I need to go." She said at last, pushing her cart away toward the frozen food section.
Even as she made her retreat Jenna could feel Monica's eyes on her body from behind. It made her feel different than it did when others looked. Monica wasn't hiding the way she stared after her. She was studying Jenna's body with interest. Jenna could almost feel her eyes taking in every line and curve. If she was honest with herself it wasn't entirely uncomfortable.
Monica was nothing if not persistent. She kept pace, reclaiming her spot at Jenna's side as she openly flirted.
"You're shy? That's cute." Monica whispered with a warm smile. "That's kind of like a lamborghini in a school zone though. Nobody has ever really revved you up, huh?"
"I don't know..." Jenna tried to avert her eyes, but Monica was impossible to ignore. Try as she might to get away from her, she couldn't help but steal the awkward glance at the busty dark haired woman who was so openly coming on to her. It was the first time she had seen another woman with a shape that mirrored her own. Her curiosity was building, but her upbringing and life as a small town homemaker was trying desperately to bring her back in line. "I don't know you. You shouldn't say things like that. That's so dirty." She added under her breath, biting her lower lip when another whiff of Monica's heat hit her and caused her body to shudder with desire.
"What, admiring your smoking hot body and gorgeous face?" Monica asked. "If you think me complimenting you like that is dirty, you ain't seen nothing yet darling."
Monica moved around the front of Jenna's cart, stopping her in her tracks as she grabbed hold of it. She leaned over the groceries so no one else could hear, a big smile stretching from ear to ear. Jenna stood with wide eyes as she tried not to imagine what that short-cut raven hair might feel like in her fingers, or how another set of massive breasts might feel pressed into her own. She'd never thought things like that before. Why now?"
"What would you say if I told you I'd like nothing more than to drop to my knees right here and let you back that majestic ass right onto my face so I could scrub your pink little butthole with my tongue til you cum all over my chin?" Monica challenged.
"Oh my!" Jenna gasped, covering her mouth with her hand. She wasn't sure how to react. No one had ever spoken to her like that. She didn't think people knew how to talk like that.
"Tell me how that sounds." Monica insisted, arching her back as she leaned over the shopping cart and brought her own big beautiful butt up high behind her, so that Jenna could see it over her shoulder. "Don't answer like you're supposed to, Baby. Answer like you want to. Be honest with yourself and with me. Wouldn't it be nice if I stuck my tongue up your ass? Wouldn't you like me to fill your hot little butthole with spit as I coddled your gorgeous butt in my hands? Answer me."
"Yes." Jenna answered. Shocked at her own words, she took a step back. "I mean, no. That's... I said I don't know you. Please leave me alone." She averted her eyes once more, pulling her cart back with her as she turned and started away at a quickened pace.
"Nope." Monica giggled with confidence as she rejoined her quarry once more. "Too late. I knew it. I knew it the second I saw you. You don't walk around with a body like that and not have the kind of twisted little desires that go along with it. Lie to your husband all you want, but I know you. I still haven't got your name though."
"Jenna." Jenna answered, and her pace slowed as she grabbed a box of toaster pastries from a shelf as they passed. "I... You don't know me. I can't believe we're even having this conversation. I wish you would just leave me alone."