Anal width training

"Fill my ass." Michelle spoke up without hesitation. "I don't know how far we can go today, but I want you to plug me with the biggest toy I can take."

This wasn't a hard decision for Michelle. In fact, it was something she had been thinking about and hoping for since she made plans to come to the Vanilla Alternative. She only came upon it about six months ago, but had since gone on a bit of a bender of watching and jerking off to lesbian porn where they'd stuff large dildos, wine bottles, and fists into their asses. 'Who knows,' She thought to herself, 'Maybe I'll get lucky with some rosebud action tonight as well.'

Kelly helped her onto the table, laying her on her stomach. She put Michelle's legs in the lower arms of the table, and gently separated them, getting an amazing view of her spread ass and pussy.

"Well then," Kelly perked up, "Let's see just how far that is."

She pulled a monitor, connected by a small arm to the table, out in front of Michelle's face and pressed a button turning it on. "And I bet you're gonna want to see everything."

Michelle felt a swell of arousal as her ass appeared on spring. Even through her relaxed body she felt and saw her virgin hole pucker at the thought.

She then watched Kelly move to the wall in front of her, opposite of the red curtain facing her rear. Kelly pulled back a black curtain showing a beautifully lit display of toys of all sizes and shapes. Michelle recognized several Bad Dragon toys, including a rather intriguing egg plug. Another feeling of warmth coursed through her as she imagined having that stuffed in her. However, Kelly was currently positioned on a different side, near some significantly smaller starters. Almost like Kelly could sense the disappointment behind her she spoke up.

"Don't worry, girl. We all have to start somewhere." She walked back to her post at Michelle's ass, "but if you're particularly lucky, we may still fulfill some wishes tonight."

Michelle heard the smack of rubber as Kelly slapped on a pair of black latex gloves, running nearly to her elbow. A few moments later those shiny black hands, now lubed up well, made their way to her anxiously awaiting hole. Her body may be extremely relaxed, but she still felt a rush as that first finger slipped inside of her. After a short amount of work the finger retracted once more and Michelle saw a small machine appear.

"Let's get you cleaned out." Michelle heard, as Kelly fed to small tubes into her now lubed ass. Then with a press of a button a white creamy substance began pumping into her ass, and moments later a brownish liquid is pumped out of the other tube. After only a minute or so both tubes were the same creamy white liquid and the pumps were shut off. Kelly removed the tubes, and almost instinctually Michelle's ass squirt out some of what remained. The viscous liquid shooting out in a small sticky rope before slapping inside her thigh and slowly dripping down.

"Aside from cleaning you out, the fluid works to lube you inside, and relax your sphincter muscles." She spoke informatively.

The first dildo reached her hole shortly after. A small, conical beginner plug, but still enough to get Michelle anxious as she watched through the monitor. Kelly slowly began working it in and out, Michelle's relaxation allowing it to push in smoothly. It very quickly popped all the way in, and she heard Kelly perk up again.

"Ooh. Someone's hungry."

She didn't even wait long before gently removing it. She looked down at the toys before her and decided to skip one, going a little bigger. Kelly kissed the perky ass hole with the tip and once again began pushing in. Michelle heard a chuckle from behind her and a "That's more like it." The enjoyment that Kelly seemed to be getting helped turn her on a little more and she felt her virgin pussy getting a little wet. Kelly worked skillfully pushing the plug in, holding for a moment and then gently pumping back and forth at each slight bit of stretch, carefully moving it bit by bit further.

"Mmmnn!" Michelle let out a little moan as she watched and felt her sphincter finally reach the apex and suck it in to the base. It was a pity the lube had taken away some of the feeling as it relaxed her, because she really wanted to feel the full brunt of the stretching.

"Are you sure you haven't done this before?" Kelly spoke as she slowly pumped the plug in and out for about a minute before finally removing it once there was no longer resistance. "Your ass definitely feels like we could take it far tonight."

She looked back down at the toys again, and went for the large triple ripple plug at the end of her little line. "Yeah, you're ready for this." She whispered to the ass hole in front of her. "You're just asking me to stuff you until you can't take any more."

Michelle watched as Kelly's left hand gripped her ass cheek, slightly spreading her hole and causing it to spit out some of the milky cum-like lube within her again. Kelly grabbed the creamy liquid with the tip of the plug, smearing it around as she circled her ass for only a few seconds before slowly pushing it in. It went over the first bump of the plug with ease, and began sucking at the second. With a smile, Kelly pushed it in further, slowly working it every bit. Michelle watched intently, the heat of arousal continually growing as her hole reached the peak of the second, wider bump, and quickly sucked it in to start the third.

Kelly finally ran into a little more resistance as she began working on the final and largest bulb of the plug. "I was wondering when you'd get tight. Guess we're finally ready to really stretch this little ass of yours."

She put pressure against the plug, and Michelle felt a bit of stretch as she held it there. There was a small bit of release before she pushed it a little further again. Progress seemed slow, but with each new application of pressure it slipped further and further inside. This final ripple wasn't shaped as round as the other, and was almost straight down from the widest point to the base. So when she finally took it all, Kelly pushed it all the way down and held it, as the Michelle's body's natural reaction was to almost immediately try pushing it back out. After about two minutes of pushing against Michelle's **** muscle movements Kelly felt the sphincter finally start to relax around the dildo and conform to the girth. As soon as it did, she slowly began working the thick shafted base of the plug in and out.

"Oooooh!" Michelle moaned again. relaxation medicines or not, she could feel the stretching push further down within her, and her already heated up vagina couldn't help but tense along with everything else. Giving her a small, but appreciated orgasm.

Kelly once again hilted the plug, and pulled out something to strap it in place as she got up.

"We'll let that soak a little longer while I go get ready for round two." She said, before moving back to the wall of toys in front of Michelle.