Categories: Other Sex Stories

Up Grannys Skirt

Up Granny’s Skirt

Cassandra couldn’t believe her eyes. Her grandmother had always been a traditional, conservative woman—so this risque request was totally unexpected.

It all started with a phone call Cassandra received from her grandmother one day. She had called to invite Cassandra to dinner, and on the phone, she had casually asked her if she would like to come over the following afternoon to help her pick out some sexy lingerie for her upcoming vacation.

Cassandra had laughed, not believing her ears. She had asked her grandmother to repeat herself, and sure enough, the message was the same. Her grandmother wanted her to help her pick out sexy lingerie for her next vacation.

Surprisingly, Cassandra had agreed to help her. She figured it was the least she could do for the woman who had raised her, and so the following day, Cassandra found herself at her grandmother’s house, trying to help her pick out sexy lingerie.

At first, Cassandra was incredibly uncomfortable. She had never seen her grandmother in anything other than modest, conservative clothing. But as they shopped, Cassandra realized that her grandmother was actually quite adventurous, and she had a great eye for lingerie. In fact, her grandmother seemed to have a sixth sense for what made a woman look and feel sexy.

After a couple of hours of shopping, Cassandra’s grandmother had picked out a few pieces of lingerie. Cassandra couldn’t believe her eyes as she watched her grandmother try on the items. She had never seen her grandmother in anything so revealing, and she found herself feeling a little hot and bothered by the sight.

As the two of them were getting ready to leave the store, Cassandra’s grandmother leaned in close and whispered, “You know, sweetheart, we don’t have to stop here. In fact, I know a little place where we can go and find even more interesting items. So what do you say, are you game?”

Cassandra was intrigued, and it didn’t take her long to agree to go along with her grandmother’s plan. She had no idea what kind of place her grandmother would take her to, but she found herself feeling a little excited and a little nervous at the same time.

Her grandmother drove them to a small shop tucked away in a secluded corner of the city. At the shop, they found the most amazing collection of lingerie and adult toys. Cassandra couldn’t believe her eyes. Even though the shop was small, it was full of items that she had never seen before—items specifically designed to bring pleasure to adults.

Cassandra’s grandmother smiled as she looked around the shop. She urged Cassandra to browse a little and pick out something she liked, and after a few minutes of searching, Cassandra finally settled on a pair of red thigh-high stockings, complete with a matching garter belt.

Once Cassandra had made her selection, the two of them headed to the checkout counter. Cassandra’s grandmother quickly paid for their items before grabbing Cassandra’s hand and leading her out of the shop. Cassandra was about to ask her grandmother what the plan was when suddenly, her grandmother surprised her by guiding them towards the back of the shop.

Once they were out of sight from the shopkeeper, Cassandra’s grandmother revealed her plan. She was going to take Cassandra up to her bedroom, so they could have a little fun together. She told Cassandra to put the lingerie on, while she found a few other items that they could play with.

Cassandra obeyed, eagerly changing into the lingerie. Once she was done, she eagerly awaited her grandmother’s return. When her grandmother finally returned, she was carrying a box filled with various adult toys. Cassandra’s eyes widened as she took in the sight.

“Now, my little one,” her grandmother said, her eyes twinkling with excitement. “Let’s make tonight one to remember.”

The two of them proceeded to explore all of the different toys, setting each one up in turn. Cassandra quickly found herself lost in a haze of pleasure as her grandmother expertly teased and tantalized her body.

They took turns using the different toys, with Cassandra’s grandmother providing gentle guidance and encouragements. Soon, Cassandra was moaning and panting with pleasure.

Finally, after much teasing and titillation, Cassandra found herself lying on her back, legs spread wide, as her grandmother knelt between her legs. Her grandmother’s lips and tongue immediately went to work, teasing and tormenting Cassandra’s sensitive nub until she was clawing at the sheets, lost in a sea of pleasure.

It wasn’t long before Cassandra was begging her grandmother to take her, and her grandmother gladly obliged. She positioned herself at Cassandra’s entrance and then pushed her way inside. Cassandra felt her walls stretch as her grandmother filled her up, and soon, the two of them were rocking in harmony, bodies slapping against each other as they each lost themselves in the moment.

After several minutes of passionate love making, Cassandra found herself trembling with pleasure as she rode out the waves of pleasure from her orgasm. She collapsed into her grandmother’s arms, feeling content and satisfied.

Her grandmother kissed her on the forehead before whispering, “Now that was one wild ride, wasn’t it? And it all started with a trip up granny’s skirt!”

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generala

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