This is a continuation of Quickie: Anna Web. All characters over the age of 18.
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Anna woke with a pleasant ache between her legs. The slight pain was a delightful reminder of the fucking Mr. Jacobs, her sexy neighbor, had given her the day before. She stretched in her bed, wiggling her chest so that her large breasts swayed sexily before she reached down and tenderly touched her no longer virgin pussy. Yesterday had been an awesome day, how would this new one turn out?
The high school senior got out of bed quickly, eager to find more opportunities to explore her newfound sexual freedom. She thought about all of the teachers and students she would see throughout the day and the thought of mercilessly teasing them made her giddy with anticipation. And then there was her blind date tonight. She was going to double date with her cousin, Sandra, who had set her up with Kevin Henderson. Sandra assured her the guy was a hunk that made her weak in her knees. Anna had been looking forward to it once the date had been set, but after the events of yesterday, she was practically creaming at the thought of it.
Anna picked out a bra, trying to decide what to wear for the day. She picked through her drawer, passing over the plainer brassieres, instead selecting the one she had purchased on her own. Her mother would never have purchased the lacy black number Anna now lifted up. It barely contained her large rosy capped breasts, leaving a lush valley of cleavage that the young woman loved to show off.
Flipping her blond hair, Anna's green eyes sparkled as she fastened the bra around her slender waist, then spinning it around so that she could slip her arms under the straps. She lifted each heavy breast and slipped them into the cups and pulled it up until she was satisfied. For a moment she admired herself in the mirror, imagining Kevin's face if he got the chance to see her like this.
She picked out a light pink sweater that buttoned up the front, fastening all the buttons. Her swollen breasts pulled the cotton tight across her chest, the round globes a mouth watering sight. Next she stepped into a white skirt that fell just above her knees. Lastly Anna slipped on a pair of white plain panties. They may not have been fancy, but she liked the way they made her pussy look. Her vaginal lips, thick and plump, could be seen pressing tightly against the fabric and she couldn't help but give herself a feel before she dropped her skirt and headed out.
Anna found the world to be a different place today. Yesterday she was just a sexually frustrated virgin, trying to find her way, today she felt like she was a conquering hero. She saw people differently today than she ever had before. As she made her way to school she smiled at a man in a car, wondering how big his equipment was. The woman walking the other way on the sidewalk, did she like to have her pussy licked? To the housewife dropping her kids off, did she like to suck cock?
All of these thoughts gave Anna a pleasant tingle between her legs and by the time she made it to her first class she was filled with a warm glow. Perhaps that is why during her english class she flashed the teacher a couple of times, spreading her legs innocently until she knew that her handsome instructor had caught sight of her swollen pussy. Mr. Thompkins coughed loudly as her knees spread apart and she could feel a trickle of wetness slip past her lips as he pushed his glasses higher up on his nose as he took a good hard look.
When the class was over Anna skipped out quickly, not wanting to complicate the matter with her teacher. It was a little gift, that was all. No need to make a big deal out of it. In the crowded hall she felt a hand on her ass, but Anna didn't squeal, thought it made her jump a little. The joy of some unknown classmate groping her a little in the hall was an exciting confirmation of her new view of the world. Everyone was interested in sex, not just her!
By the time school ended Anna was ready to race home and hit her bed for some alone time. Perhaps Mark would be home early like he had been the day before. As she turned the last corner on to her street she saw that Mr. Jacobs car was nowhere in sight though. With only a little disappointment, Anna headed to her bedroom and dropped her backpack inside the door.
Stretching out onto her bed face down, Anna loved the way her breasts were crushed beneath her weight. Her shoulder length hair spread out like a fan as she pulled her knees up so that she was prostrate on the bed. Spreading her legs, she remembered the way she had looked as Mark had been behind her fucking her wondrously. Twisting her body, Anna found that she could see herself in her dresser mirror.
Her legs were wide apart and she could see her panties peeking out from under her skirt, a small wet spot visible even from this distance. Anna was a little surprised it wasn't larger, as much as she had been worked up all day long. Pulling the gusset of her underwear to the side, she could see her glistening lips and couldn't help but slide a finger between them. Anna was getting hotter and though she desperately wanted to cum, she also knew it would feel so much better if she saved her hunger for later. With a shiver, she let her panties slide back into place, but as a treat to herself, she sucked her sticky finger clean.
Later, after bidding her parents goodbye, Anna headed to her cousin's house to wait for their dates to pick them up. She sat on her cousin's bed while Sandra tried on outfits. Anna watched as the other girl scampered around her bedroom in her bra and panties holding up one outfit after another and asking her opinion.
Sandra had scarlet hair that hung about her shoulders and bounced when she talked. Her freckled face was smooth and her small mouth made her seem much younger, though she was actually six months older than Anna. Shorter than Anna by more than a head, she was a petite girl with lithe legs and a perky ass, due to her years playing soccer. Her bra held her creamy breasts in a cradle, allowing them to jiggle enticingly when she walked.
"What do you think of this one?" Sandra asked, holding up a plain white blouse and a cream colored skirt.
"That's great if we are going to church," Anna said. "You don't want him to think you're too good a girl, right?"
"Oh trust me, Chet knows what kind of girl I am. I just hope I don't make Kevin too jealous, making him wish he was with me and not you."
Anna feigned hurt until they burst out laughing. "Besides, Kevin isn't going to be looking at you at all." She lifted her breasts from underneath and shook them. "I'll have him mesmerized all night."
Sandra stepped closer and then undid the top three buttons on Anna's sweater, the creamy flesh of her tits spilling into view. "Now he won't be able to keep his eyes off you. Neither will Chet for that matter. Hell, I can barely look away even now."
Anna smiled proudly, she knew her cousin envied her large tits. Heck, every girl in school had looked at them longingly, wishing they were hers. Some girls didn't like Anna because of her build. "Jealousy," her mother had said. "Trust me, some girls will be total bitches to you just because you have those. They will worry that you will steal their boyfriends."
"You want to touch them?" Anna asked her cousin. Sandra looked up, surprise and worry on her face. "It's okay, I know you want to. Besides, I'd love for you to give them a feel." Anna took the other's hands and placed them on her round globes. "Oh that feels wonderful," she sighed.
"My god, they are amazing. You are so lucky Anna. I wish I had boobs like you." Anna barely heard her, she had become lost in the way Sandra's small hands caressed her through the soft material of her sweater. Her nipples were beginning to ache and they quickly popped out and made points in the cotton. Sandra noticed and she pinched them lightly, making Anna sigh and whimper.
"They look even bigger with your tiny hands on them," Anna said as she opened her eyes and watched her cousin grope her. "Can I touch yours?"
"Oh please," Sandra said eagerly. "I feel like I'm about to burst."
Anna reached up and took hold of Sandra's tits over her bra. Smaller than Anna's for certain, they were still large and looked bigger because of the girl's small frame. Anna touched them the way she liked to touch her own and quickly she had Sandra squirming nicely. Seeing the catch between the cups, Anna undid the bra and let it open up so that she could get at her skin directly.
Sandra had cone shaped breasts topped by large, puffy nipples. The pink capped breasts were swollen now, as she became aroused. Anna thumbed the tips until the skin began to crinkle up. Her mouth watered at the thought of sucking on them and she gave in to the desire, covering the end of one with her open mouth. She tasted her cousin's skin, the feel of the hard nipple on her tongue causing her own body to respond with wetness.
"Is that making you damp?" Anna asked after removing her mouth.
"Yes! How come we never did this before?"
"I don't know, but it won't be the last," Anna assured her.
The girls touched each other for a while longer, but agreed not to go further, because they had dates. They wanted to be hungry for the boys, they could always have each other later. Chet and Kevin showed up at the door and stared in awe at the girls.
Sandra had chosen a light sweater dress that fit her body closely. Every curve of her breast, hip and ass was on full display. Anna felt a little self conscious as her own outfit seemed so plain in comparison, but Kevin was impressed. From the moment the door opened his eyes were feasting on Anna's cleavage and then her pretty face.
"I'm Kevin," he said with a rasp, trying to control his voice. His wavy brown hair set off his blue eyes and Anna found his warm smile inviting. He was taller than her and made her feel beautiful by the way he looked at her. He wore a buttoned shirt that was left untucked and a loose pair of khaki's with a pair of loafers. Anna thought he looked like one of the department store catalog models. She could feel herself warming up with the thought of making out with him.
"I'm glad you are," Anna said with a bright smile, slipping her small hand into his as they left the house. Kevin had a grin plastered on his face as he looked to his friend Chet, who had a hard time keeping his eyes on anything other than Anna.