Gotta start with a little stretch

Michelle watched the screen in front of her as Kelly brought a lined and glistening black finger up to her eagerly awaiting hole. Her hands were small and her fingers slender, and they began working in and out of Michelle's ass hole. Easily slipping past the muscles of her rectum.

The tea had relaxed Michelle's body to where she could only barely feel the fingers, but from all those late night fantasies she'd had as a man, it was almost like she could feel it anyway. Her imagination was strong and what slight feeling there was, was exaggerated within it. Michelle could see a glistening trail from above as her pussy became wet with the thought and slowly began to leak.

"Excited are we?" Kelly smirked. "Well, we'll see where this goes, and perhaps give you some other attentions as needed."

Michelle had admittedly gone a little further on her home computer than just fantasize about anal exploration, and so Kelly's slow pace was no surprise to her; as she knew what could happen if you rushed into a virgin ass hole.

Over the next several minutes Kelly deftly moved her fingers in and around Michelle's relaxed hole, slowly beginning to stretch it and ensure the muscles properly relaxed enough to help with insertion. One finger, then two fingers. Three, and then a fourth. It took about twenty minutes and Michelle grew increasingly more horny as she watched the progress.

When Kelly was comfortably and smoothly pumping her four fingers in and out up to the palm she finally slid them out, leaving the smallest of gapes.

The hands returned to her ass with a cone of shiny black rubber and slowly began working it in and out of her hole until the muscles of her sphincter finally grabbed hold and sucked it home. She noticed the numbers 1.75" molded into the base.

No sooner was it in than Kelly slowly began to pull it back out. Michelle wished she could feel the stretch as she watched the skin of her ass pull at plug. After a few slow seconds it slid completely back out, and Kelly once again returned it to the hole. Michelle's pussy was dripping in heat and liquid down onto the plug as Kelly continued to work it in and out until her relaxed muscles allowed it with ease.

When it was finally pulled out for good it was soon replaced by a larger one.

"I thought we were going for depth." Michelle managed to moan out between slightly heavier breathing. As Kelly began work with the second plug.

"Don't worry, we are." She responded, "but we still need give you a little stretch to make sure the toys will easily go in. This is a very beginner stretch anyway. Just the basics."

The second plug was eventually pushed up to the base. 2" clearly visible on it. And when Kelly finally finished with it Michelle grew hot once again at the site of her slightly bored out ass.

The third plug was different, though. This one was conical, like the others, but rubber at the top seemed chopped off, and then Michelle noticed it was hollow all the way through.

Kelly slowly worked this one into her ass, slightly larger than the previous, and when it finally hit the base Michelle could really feel a slight difference in material. This one felt much stiffer, which she could also see was necessary as she glared at her now gaping ass hole. The base of the plug was labeled 2.2" - 1.75". That Michelle deciphered was the diameter of the plug, and the hollow hole through it. Her stomach grew warm with desire, and she could feel as her insides began to breath in and out the open air they are now exposed to. The lighting also allowed her to see the pink of her insides deep within.

Then she saw the long slender dildo Kelly began moving up to her exposed and hungry ass.