Chapter 26

Shocked, she looked at Asher walk into her living room. She let out a deep sigh and walked after him. Arguing with him would only make it worse.

But as she arrived in her living room, once again, she was stunned. By now, she didn't think it was possible to be surprised by Asher, but he kept surmounting her expectations.

On the table next to the sofa, four leather handcuffs along with a spreader bar were set out.

Asher chuckled, seeing Rose's eyes glued to the bondage equipment on the table.

"I've always been interested in trying things out. Now that I have the perfect partner, let's have fun, okay."

*Gulp*

Rose's nervousness peaked again as Asher grabbed the handcuffs and put them around her wrists and ankles. 

"Get on your knees on the sofa."

"P-please master, c-can't we do it without restrains?" Rose asked.

"Haah, always with the questions. Didn't I tell you not to ask so much?"

"T-tha."

"Open your mouth," Asher said with a commanding voice.

Rose gulped, but slowly, her lips departed from each other as she opened her mouth.

Asher then got a ball gag out of his bag before Rose realized it, something was forced in her mouth.

"Hmmmm," A big round ball was forced into her open mouth, now keeping it gagged. She was unable to speak or close her mouth.

"Finally, some quiet; now get on the couch on your knees, or do you wish me to question me again?"

While gagged, Rose shook her head and got onto the sofa.

Asher appeared behind her and fixed her feet in the length of the spreader bar before he fixed it to her ankle restraints.

Rose could only be silent as the gag removed her ability to speak while her ankles were tied up. She knew, though, by the evil smile on his face after he finished, she wasn't done yet.

"Now lie down frontwards, and stick your arms underneath."

Reluctantly, Rose did as Asher asked and went into the awkward position. Her arms went fully underneath her body, stretching her back while her ass was pushed into the air.

It was clear Asher now had full access to her crotch while she wasn't able to move. He had complete control now.

Asher enjoyed tying her up. It gave him even more sense of control over his teacher. Seeing her squirm on the couch, tied up in the embarrassing and uncomfortable position, made him wallow joyfully.

Her fantastic ass was raised in the air, which naturally let him do anything he wanted. Caressing her perky cheeks for a bit, he said: "We're going to develop your anal hole now. Just enjoy the training session and cum as much as you want."

"Mhmmhhm," Rose groaned, but it wasn't perceived by Asher, who got some lubricant and began putting it around her anus before a finger entered the special hole.

"Hmmm," Rose's lower body squirmed around, but Asher was easily able to continue fingering her tight asshole.

"Relax, it needs to be nice and wet otherwise it'll only hurt you later."

Rose had no say in the matter as she felt her anal cavity explored by a finger.

After a bit, Asher deemed it enough and quickly washed his hands. Then he returned and took a case out of his bag of goods.

He set it down in front of where Rose's face was on the couch and opened it with a big smile on his face.

Rose looked stunned at the things in the case right in front of her eyes.

In this case, three sets of anal beads and three anal plugs were laid out, all increasing in girth and length.

Naturally, she didn't have to think long of what would happen with these toys and looked up at Asher to beg with her eyes.

"Mhmmhm, mhmmh," no words came out as she begged.

Asher just chuckled, seeing the helpless woman.

At school, she was the person who oozed confidence and took pride in her work. Students and teachers alike respected her for her skills as well as her determination to help everyone succeed.

But here, none of that was present as she lay tied up, begging with teary eyes not to be anally messed with.

Of course, that wouldn't happen. He patted her head, ruffling through her blonde hair, and went towards her other side, taking the case of toys with him.

First, he picked the smallest anal beads and put some lubricant on them as well.

Then using his free hand, he opened her asshole and slid the first bead in.

"Hmmm," Rose stretched her back even more, feeling the cold bead enter her.

But she wasn't allowed to rest as bead after bead entered her asshole, going deeper inside. She could feel each individual bead flow deeper inside her rectum. It felt strange, yet due to her horniness from the sex from earlier, it felt slightly good as well.

Asher was satisfied as he held only the tiny ring. He played around with it for a bit when he finally started pulling them out. Slowly one-by-one. Seeing her asshole expand every time a bead came out made it fun to play.

Then, as they were halfway out, he inserted them back in. Like this, Rose felt her asshole be used like a toy for Asher.

After 5 minutes of teasing her with the anal beads, Asher said: "Let's continue with the next one."

Rose let out a deep breath, as even the small beads caused her plenty of weird feelings. Then suddenly, in one fell sweep, all the beads left her asshole.

"Kiiiiieeee," She screamed through her gag. Instead of doing it gently like before, Asher had pulled them out in one go. It gave a whole different sensation, and Rose even came slightly from the suddenness.

"All right, let's take the plug next."

As if it didn't matter that he had just yanked the toy out, Asher took the smallest butt plug and started inserting it into her asshole.

Rose didn't have time to recover as a toy bigger in girth was pushed into her rectum.

"G-ggiuhh," she moaned as the thing stretched her asshole going in.

Asher had fun playing with the defenseless woman. He continued to insert and take it back out. It was a small butt plug, but from the shivers in Rose, while the muffle moans continued to come from the front, he knew she was getting used to it.

While Asher was having fun, Rose tried her hardest to fight against the waves of pleasure. If she fell as deep as having fun from her butt being played with, she didn't know what to do anymore.

The fact that Asher didn't stop and kept going made it harder and harder. The weirdness started dissipating, and the pleasure increased.

"All right, I think moving one size up is time."

Rose remembered the sizes of the toys and braced herself.

Then her eyes went into the back of her head as she felt anal beads, much bigger than before, enter the deepest parts of her rectum.

From then on, she was barely able to think as Asher kept freely scraping her asshole.

Anal beads, followed by another buttplug, she wasn't left alone. The one thing she didn't want to happen already did. She came from purely anal toys.

But after that, it went even further, and her mind went completely blank. The biggest size anal beads felt like they reached her stomach. Going deep in and back out again. They made her cum hard once again.

Lastly, the biggest butt plug of the three was forced deep inside, spreading her asshole to the max. Anal pleasure had long since awakened in her, and she could do nothing but moan into the gag, her face forced on the couch, staining it with saliva.

It truly was torture, as no matter how many times she came, Asher didn't relent. He was truly dead-set on breaking her with anal play.

"Hmmmmmhhmm," the biggest orgasm of the evening appeared as her entire body spasmed. The whole thing was forced inside her, and from the amazing pressure, she came hard.

"All right, I think this is enough for today," Asher said more than an hour after he started his assault on Rose's asshole.

He undid the restraints on her ankles and wrists, tied to the spreader bar, but Rose barely moved.

Smiling, he went to her front and looked at her incredible face. Tears leaked out of her tired eyes.

As he lifted her head to take off the ball gag, he noticed insane amounts of saliva both around her mouth and on the couch.

"Wow, you did enjoy yourself, huh? Guess I was right, and anal is your thing."

Rose didn't have the energy to respond as she was just glad her restraints were undone.

Asher had her look at him. Her defeated eyes looked incredible to him, but he knew in her mind she hadn't given in yet.

"Let's continue in the bedroom."

"W-we're n-not done?" Rose said, getting sucked back to planet Earth from Asher's words.

"Hih, of course not; we still have a long way to go; now get up and follow me."

As Rose tried to move her body, she suddenly felt the intense pressure in her asshole back up again. At first, she thought that because of the never-ending playing, it just had become quite sensitive.

But as one hand went behind her back to feel, she felt something hard, and she immediately looked in shock at Asher.

He noticed and softly said in her ears, "That stays in. I'll consider taking it out if you do a good job serving me in the bedroom. Otherwise, get ready to sleep with it."

Seeing the look on his face, Rose realized what a monster he was, but as she gritted her teeth, she could do nothing but follow him into the bedroom. That was the state she was in.