Super Cool Grandma, Chapter 2

by Jen L. Lee © 2013

Hello to all of my naughty readers – this is the newest installment of Sherry's new life in Ottawa with her extended family. I hope you'll enjoy them and keep reading. Lix from Jen!

Sherry ran down the stairs, into the kitchen and grabbed a cup of coffee and a Pop Tart. Before leaving, she kissed her grandfather, step-Gran Inga, and her mother goodbye. "I think that pretty blur was my granddaughter," he laughed, hugging his wife and kissing his daughter.

"Yes, but it's hard to tell these days," Olivia grinned.

Inga cocked her lovely blonde head to one side. "What do you mean by that, darling?"

"I mean, that is not the daughter I am used to, Mom," Olivia said. Even though Inga was only a few years older than herself, they had been close since the day Inga married her father. She had often referred to her as "Mom" as a term of endearment. "She smiles almost all the time now and, is it my imagination, or did she suddenly turn into a girl?"

Inga laughed. "I've always thought of my little princess as a girl, but yes, she is dressing better. I told her I thought some of her clothes were a bit too scruffy for such a lovely young woman and she didn't even argue. I took her shopping to a lovely store I know well and the clerks were very helpful. When Sherry made her choices, she took their opinions, and mine, into consideration and chose some lovely things. Then, we took her to get her hair styled and they gave her some makeup tips," Inga smiled. "She seems to have taken everything to heart."

"She sure did," Jim smiled at the two women's appraisal of Sherry's beauty. "She's a little honey, she won't have any troubles finding herself a boyfriend. She'll have the pick of the litter."

His daughter frowned. "I don't want her dating Daddy, Mom knows that."

Jim looked at his wife and daughter. "For heaven's sakes Olivia, why not?"

"Simply put Daddy, because she gets excellent grades and I want to keep it that way," Olivia told her father. "Boys would only be a distraction and for a while, that girl was boy-crazy. She was on the fast track to go to U of T and I want her to have choices. I don't mind her having friends, but since we moved here, she's dropped all the arguing about my letting her date," Olivia told him.

Inga knew why and that was fine with her.

Olivia smiled to herself, knowing Inga and Sherry thought they were keeping some sexy, big secret. She had known since the outset. She knew what happened after their shopping trip – what was still happening, although they were being marvelously discreet. Olivia had no issues with that whatsoever. She couldn't fault her baby for doing something she herself had done. On top of that, a young girl could not ask for a better role model than Inga. She was graceful, gentile, loving, educated, sexy, classy and a joy to be around. Just being with Inga again had brought some of Olivia's own happiness back into the light. She still missed Celeste – very much – but her days were a little brighter now and she liked her new job.

She watched her "mom" flitting about the kitchen, her dressing gown barely covering her tall, fabulous body. At times, Olivia pondered whether or not to let Inga know that she was aware of her relationship with Sherry. She and Inga were kindred spirits, in some ways, still soul mates. They would be forever connected. Then, she saw Inga's face and knew that it was not their time right now. They would come back together, but this was the time for Inga to bond with lovely Sherry. This would be their time, a time for Inga to help Sherry discover her path as a woman. Sherry was already starting to come back into the sunshine ....

Sherry shivered and was glad that "Gran" – Inga – had insisted on buying her a winter coat when they went shopping. "Ottawa winters are cold young lady, you'll need one," she insisted. Sherry didn't argue with Inga, not once, not ever. Inga was never wrong. Now that Sherry was wearing skirts almost all of the time, she needed something to keep the cold from her legs. Besides, her new coat looked so cool with her new, black boots with the outrageous heels. All of the girls noticed them and some whispered, but only one girl was bold enough to come over and say something.

"I'm Madden," the girl had introduced herself with a sunny smile. "I know we don't know each other, but those boots are hot!" Sherry appraised the sweet-faced blonde and decided to make Madden her first, official new friend.

"NOW we know each other," she smiled and startled everyone by giving the girl a little peck on the cheek. "Hi Madden, I'm Sherry and yeah, I love them too. My Gran bought them for me."

Madden smiled but she didn't seem to object to Sherry's gesture. "You must have the coolest Gran in the world," she smiled as the other girls just stared at them.

"She's actually my step-Gran, but she is the coolest," Sherry smiled and thought to herself "And the hottest too!"

"You're new here, I've only seen you around in the past few weeks," Madden said as Sherry got her books together. "We have English together."

Sherry had noticed Madden, but wanted to get the "lay of the land" before introducing herself. "Yeah, we've moved in with Mom's family to get a new start. We haven't been here quite a month yet."

"Oh yeah, that's cool," Madden smiled as they walked down the hall. "Where'd you move from?"

"Toronto," Sherry answered and noticed the two of them were attracting stares. Of course, she was in a short skirt and Madden's jeans were tight enough to cut off her circulation.

"Oh really? Cool, we moved here from Oakville about 3 years ago," Madden told her. Sherry thought she might finally have found someone she could talk to, it was a start. "I love Toronto, lots of cool clubs there, I go when I visit my cousin."

"You go clubbing? Don't they check you for ID?"

Madden giggled. "Sometimes, but I have a fake one I use. Besides, when I put on a tight blouse and a short skirt and heels, they don't look at my face and usually don't bother with ID," she grinned.

Sherry stopped walking, this girl was fun. "Yeah, I can believe it," she said, going on a bit of a fishing expedition. "By the way, you didn't seem too freaked when I kissed you back there."

"Nah, it's cool, I've kissed other girls before," Madden giggled again. "When I go to clubs, my cousin and I kiss sometimes. It's a great way to get free drinks, you know? But I'd kiss Vicki anyway – she's a tall brunette and really hot," Madden said as they started to walk to class again. "Hey, let's have lunch and we can talk some more," she said before they parted company.

Sherry was almost humming as she went to home room. Meeting Madden would almost make the class bearable. The subject was Geography, which she hated. Instead of paying attention on the work, she focused on cute, blonde Madden and her sunny smile. She was lucky that her teacher didn't call on her that day, because she kept on thinking about Madden and what the adorable blonde would look like naked. She got a very good vibe from her new friend and was sure if she played her cards right, she'd find out. She knew Madden liked girls, she just wanted to be sure that she really liked girls.

Lunch with Madden was fun, but she didn't find out a lot. She was able to gather a few snippets of data from her new friend. "What's the scene like with the boys around here?" She asked as the found a table.

Madden snorted derisively. "Don't really care," she said as they sat. "If I were going to date a guy, it wouldn't be any of the dweebs here. Too young and immature, I'd date a university student or maybe older. Older guys interest me," Madden smiled. "Not that I've dated any, right? I have lots of friends though, I get out, I party," she said and sipped her chocolate milk. Sherry decided not to ask too much about that, figuring she'd find out what Madden meant by that in due time. She was already fairly sure that she knew.

She was all smiles when she went home that night, waving hello to her mom and grandfather and giving Inga a kiss. When everyone wanted to know what was making her so chipper that evening, she said "I made a new friend" and smiled over at Inga. She knew Inga would catch her meaning and she did.

That night, the young lady had coffee with Inga, as had become their custom. No one thought anything of it and it gave them a chance to talk freely – or not talk at all. Sherry babbled on about her new friend and it was clear to "Gran" that her "little princess" was extremely smitten. "Your first girl crush, how adorable," Inga said as she gave Sherry a huge hug.

"Well, not quite my first," Sherry smiled, giving Inga the kind of kiss that both of them had become used to.

"Oh yes, it is," Inga laughed, while still savoring the kiss. "I don't count, I haven't been a girl for some time. Darling, it is extremely important that you proceed with caution here. You can't do anything that might give us away or expose us. You also have to play it safe with this Madden girl, she might just be one of those naturally friendly young ladies."

"But, I ..."

"Oh sweetheart, I agree with you," Inga laughed. "I think she was flirting with you, I most certainly do. I just mean that it's better to be safe than sorry. You don't want your reputation at school to be `that weird chick'," she smiled and hugged Sherry close. Their lips met and Sherry sighed as their kiss intensified and their bodies mingled. How lucky she was to have a mentor as sexy and as wise about things like this such as Inga.

The very next day at school, Sherry kept a careful eye out for Madden. As it turned out, she didn't have to look very hard. Madden sought her out, but Sherry could have spotted her new friend a mile off.

The yummy little blonde was wearing a very clingy gold blouse, a tight leather mini and expensive suede boots that came up to mid-thigh. Sherry knew that none of the things Madden was wearing came cheap and were far more mature than Madden's young years. She would likely cause a bit of a sensation, yet she still looked fabulous. Sherry all at once saw that Madden was the kind of girl who didn't mind causing a bit of a ruckus or being talked about. Her smile went a mile long when she saw Sherry and she went to greet her with another kiss. This time, there were no doubts as to the young blonde's intentions.<

/p>

"I would love to fuck you after class today and I hope you like the outfit, because I wore it just for you," Madden whispered in Sherry's ear before flicking her tongue into Sherry's ear. No one saw the girl do this, but Sherry felt it and she was almost shaking with excitement. Now at last, she had Madden's number – and the girl had hers.

"Soon, I promise," Sherry grinned and squeezed Madden's hand to let her know that she was interested. "So, when you told me that you had kissed girls before and that the guys here ...?"

"Yeah, I was on a fishing expedition yesterday," Madison giggled as the two girls walked together. "Today, I am using sexier bait. I got a vibe from you and I noticed the way you looked at me during lunch – you like girls, so do I – so, we can swing. I know some really hot girls and even older women who like girls and are smart and discreet about it," Madden told her. "Even in my own family, my mom has a girlfriend. I'm not even sure if my father knows about it, but she does," Madden giggled.

"So, how do you know about it?" Sherry asked.

"The girlfriend told me herself – in bed," Madden giggled. "Hey, meet me for lunch again and I'll tell you the rest of the story, 'kay?"

Sherry nodded, although she would have been happy to ditch class and hear all about it now. How was she supposed to concentrate on work when she had images of her new friend and another sexy girl flitting around in her head? She kept putting different girls in Madden's arms, black girls, blondes, brunettes, Asians – even Inga. She vowed that if she could set it up, she would bring Madden home to party with her and with Inga. Her gorgeous Inga was very liberal-minded when it came to girl-sex.

Lunch couldn't come soon enough and Sherry asked Madden to ditch their afternoon classes. She couldn't take her eyes off Madden in the sexy clothes and boots. "My family owns a number of shoe stores," Madden told her friend as they walked away from school and to a nearby café. "I have more shoes than I know what to do with, if some of mine fit you, you can have them."

More and more, Sherry was captivated by the lovely blonde, her first girl-crush. "You are so hot! " She breathed as they ordered their coffees. Madden seemed to be eying the barista, not that Sherry blamed her – she was a tall brunette with nice tits. As they walked towards their table, she said to Madden "I can't wait to hear about this girl you slept with."

"You just met her," Madden smiled demurely, sipping her coffee.

"What? The barista?" Sherry gasped and Madden nodded. "You slept with her? Oh God, you bitch, she was fucking gorgeous!"

"She used to be my babysitter," Madden grinned. "She told me that when I hit 13 and started getting some curves, she thought I was hot. Meanwhile, I find out whenever my mom would drive her home, they'd make it together. My mom was hot for her pussy from the time that Elizabeth – that's her name, Elizabeth – was 15. Liz says my mom is an absolute shark when it comes to eating pussy, she has a long tongue and knows how to use it. Sometimes, her descriptions were so vivid, I could imagine my mommy doing it to me and I'd be soaking wet," Madden sighed.

Sherry had just found out a new facet of her girlfriend's personality. "It doesn't freak you out, the thought of having sex with your own mommy?"

"GOD, no," Madden sighed. "Oh, that's right, you've never seen my mom, you're new around here. My mom used to model for fashion catalogs, she's tall and gorgeous and only in her 30's. She's a fucking hot bitch, believe me. I'm not as hot or tall yet, but I do okay," Madden giggled.

"I'm not complaining," Sherry said as she put her hand on top of her friend's. Both girls' eyes met and they knew they would be tearing up the sheets in a while.

"Liz would eat you alive baby and I'd love to see it," Madden told her. "She knows just what a girl likes, she has all sorts of toys, too. I think we've fucked about 100 times since that first time and she's introduced me to other girls – women too – who love the young stuff. There are a few girls at school we can hang with who like girls, but we have to be discreet. Do you want to hang with me?" Madden said, playfully licking her lips. "Do you have any experience at girl-fucking?"

Sherry nodded. "Yes, I want to hang with you – I want us to eat each other and rub pussies and I have a few toys of my own. Seeing as you're being so honest with me ..." Sherry dropped her voice "... I will confess some things to you, but you can never, ever forget to be careful with what I am about to tell you." Madden nodded quickly because she was a little girl who loved keeping naughty secrets. "I've had sex with only one girl – woman, actually – before meeting you. But she has taught me a lot and she's a hot bitch – she's my mom's stepmom, her name is Inga, she's in her mid-40's and is a really gorgeous Swede," Sherry told Madden. She could see that her friend was visibly excited.

"Oh God, I'm dripping wet," the little blonde teen gasped. "I'd love to meet her, I've heard Swedes are really hot in bed."

"It's all true," Sherry told the girl. "She has the softest hands and mouth, but she takes her time. A week or so ago, I finally gave in and let her fuck me. She got out this strap-on and slid it into me. Fuck Madden, I thought I'd never stop cumming. Meanwhile, she's behind me and I can see her gorgeous face smiling and her blue eyes – all the while, this big rubber cock is inside me and she's calling me her little princess-slut and my pussy feels packed with cock. I know everyone would think it's perverted, but not me – I came 4 times and we stayed up all night fucking. I barely made it back to bed before the sun came up. Good thing it wasn't a school night or I wouldn't have been much good the next day," Sherry grinned. The two of them got up and ordered more coffee. Madden introduced Sherry to Liz as a "new girlfriend". From the way that Elizabeth smiled and leaned closer as she poured their coffees, it was certain that Madden had just clued Liz in. Sherry was thrilled because soon, she would have the chance at 2 new lovers and maybe, even a little fuck party. She would love to see Madden ride Inga's toy while she herself made it with Liz. Boys were starting to become a distant obsession, her libido ran more and more towards gorgeous girls and the one she was skipping school with in particular.

"Liz has lots of cool friends," Madden told Sherry. "She studies dance and she likes to go clubbing, she can really move. It's like foreplay on the dance floor when Liz dances, she even thinks she might enter an amateur strip night sometime. I bet we could convince her to take us and maybe we could find some hot strippers to party with," Madden grinned, putting her hand on Sherry's knee.

"Oh God, you're making me so horny," Sherry grinned. "Only a month ago, I'd never been with a girl and now, it's all that I can think about. I had girlfriends back home and some were bi, but until I made it with Inga, I never thought of having a girlfriend of my own," she sighed.

"Well now, you have one," Madden told Sherry. Seeing that Liz was the only person that could see them, she let herself give Sherry the kind of kiss she had wanted to give her all morning. It was all at once steamy and sweet and both girls felt their nipples harden. "I would drop to the floor and eat your pussy, but I wouldn't want to get us arrested," Madden giggled. Her sweet face belied a truly depraved little girl.

"I'm going to see if you can come over to dinner sometime soon," Sherry breathed as the image of the sexy blonde loving her pussy came into her head. "Maybe on a Friday night and you can stay over, in my room. Once everyone has crashed for the night, we can sneak downstairs and hook up with Inga. I'd love to watch you two blonde sluts go at it and maybe I could ride her face or yours while you fuck," Sherry grinned happily. "God, aren't we two depraved little sluts?"

"We sure are," Madden breathed happily. "Isn't it great that we two evil bitches found each other?"