Toy time!

Tiffany walked around the house a few times to get better in the heels, before she dared going outside with Crystal.

"Come on Babe!" Crystal cried, when Tiffany finally stepped outside. "The stores we need to hit are not going to be open all day."

Just like walking in the heels, Tiffany took it slow pulling out of her driveway, as she had never driven in heels either. Soon her 2004 Silver Jetta was up to normal speeds and she was cruising to that side of town that she had made a point of avoiding for years. Before she hit the really dicey parts, she was given a reprieve when Crystal told her to turn into a parking lot.

"There's where we're going first." Crystal stated, pointing to Naughty Times. "We need to pick up a few things to really get you started on your path!"

"What kind of things?" Tiffany asked.

"You'll see." Crystal said, being purposefully vague.

Tiffany quickly turned the car off and had to do a slight jog to catch up to Crystal, which she managed without falling flat on her face. The windows of the store were completely blacked out and Tiffany felt uneasy as she approached the door. Her unease quickly vanished as Crystal opened the door.

The store was very well lit and incredibly clean, offering just enough privacy for people not to be worried about who was watching them. The pair were immediately greeted by the man behind the check-out counter. He was a slightly overweight, balding, middle-aged man, which was pretty much what Tiffany had expected any employee here to look like.

"Good afternoon ladies, anything I can help you with?" He said, while clearly eyeing up both Crystal and Tiffany.

"Hi there!" Crystal responded. "Could you direct us to the butt-plugs?"

Tiffany felt her whole face suddenly blush at the brashness of Crystal. The employee was clearly surprised too, as his eyes bugged, his words caught in his throat, and he was **** to point to a spot in the store as he began coughing. Crystal's heels clicked lightly and Tiffany's fell with a hollow sound as they walked across the tiled floor over to the Anal Toys section. While eyeing all the products on the wall, Tiffany felt her clit stirring and she was thankful that Crystal had pulled the thong so tight to keep it contained. Nevertheless, Tiffany felt her lust rising and her ragged breath caught the attention of Crystal.

"Are these getting you hot?" Crystal asked, while examining a beginner's anal kit.

Tiffany could only nod as she continued to eye some of the larger butt-plugs, inflatable butt-plugs, vibrating butt-plugs, p-spot stimulators, anal beads, and dildos in all colors and sizes.

"Of course you are. You are made for this shit!" Crystal laughed. "Anything in particular catching your eye?"

Tiffany couldn't stop her hand as it reached forward and grabbed an inflatable butt-plug and a 10-inch black dildo.

"Wow, you are ambitious!" Crystal remarked, as she checked out the specs on both toys. "I'll get these for you, but we need something a little smaller to let you build up to his beast!"

Pulling a small, wireless vibrating butt-plug off the shelf, Crystal added it to the collection in her arms. Continuing to walk around the store, Crystal tossed some micro-skirts, stockings, and thongs to Tiffany, who held on to them until they dropped it all on the counter. Once again the employee behind the counter failed to contain his shock and his jaw dropped when he surveyed what they had brought up.

"Will this be all?" He asked.

"No, can you give us two bottles of the Gun Oil Gel?" Crystal asked, tapping on the glass to indicate which bottle of lube she wanted.

The employee grabbed the two requested bottles and began ringing up everything. As the total rose higher and higher, he continued to eye up both of them.

"Say would either of you ladies like to earn a couple of extra bucks every now and then?" He asked, before letting them know the total amount.

"That depends on how we would be earning it." Crystal answered.

"Well it just so happens that I run my own studio out of the back of the store and you could both make some easy money by appearing in some of the videos." He answered, much to the shock of Tiffany.

"I think we'd consider it." Crystal responded.

"Glad to hear it!" The employee exclaimed. "I'll tell you what, I'll throw in a copy of my most recent video to let you know what we do."

He smiled at them both and dropped in a copy of DVD titled Naughty Times Gloryhole Sluts 3. As promised, Crystal paid for all the merchandise and they left the store with Tiffany's merchandise in a couple of bags. Back in the car Tiffany was ordered to pull her thong off and hike her skirt up. Crystal popped a battery into the vibrating butt-plug, lubed it up, and slowly worked it into Tiffany's virgin asshole. Once she was sure it nestled in properly, Crystal gave the vibration function a quick test. An amazing sensation shot through Tiffany's asshole, clit, and whole body and she couldn't help but moan out loudly at the feeling.

"I think that'll work well!" Crystal stated, turning the vibration back off and wiping her hands clean on the thong Tiffany had taken off. "Here...slip this one on."

Crystal held up a red thong, that was barely more than a piece of string and, once again, helped Tiffany pull the thong tight, this time to keep her clit in place and hold the butt-plug in tight as well.

"Ready to do some more shopping?" Crystal asked.

"Y-yes." Tiffany answered.

"Good, we're off to the mall now. As much as I love you stealing your Mom's clothing, we need to get you your own things."

For the next hour and a half, Tiffany and Crystal walked around the mall into lingerie stores, department stores, shoe stores, and make-up stores. All the time Crystal was rewarding Tiffany for appropriate Sissy behavior by turning the vibration of the butt-plug on and off at the right times. When they finally got back into Tiffany's car, her clit was so hard that it was painful and she had leaked all over the front of her panties.

"Looks like you're really sensitive!" Crystal remarked. "But you've made a bit of a mess, why don't you lick that up?"

Without a moments hesitation, Tiffany took her thong off and licked all of her juices right out of it. The taste, while bitter, was everything Tiffany could've asked for at that moment and she, again, couldn't hold back from moaning as she swallowed it down. Crystal watched with great desire as Tiffany licked it all up and smiled brightly at her, when she looked for approval. With the warm tingling of her juices in the back of her throat, the pair drove home.