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Chapter 4: Opening up, and Getting More

This chapter is long overdue…

Lilly knocked on the front door of the Oken house, this time of day Oliver’s parents were still at work and he was home alone, she had already gone by Rico’s and he (Oliver) wasn’t there so he was either here or at Miley’s, she hoped the former.

A few seconds passed before the door opened, Oliver looked like he was getting ready to hit the beach as he was only wearing swimming trunks. “Lilly? You look terrible what happened?” He asked.

“Can I come in?” The blond asked meekly. After a five minute explanation Oliver didn’t exactly act surprised, and Lilly noticed. “Did you know about this?”

“No, well not exactly” Oliver said, getting a quizzical look from Lilly that begged an explanation. “You see Lilly, she doesn’t just do it out of the blue, she learned it from somebody.”

“Who?” Lilly queried not really wanting to know. Oliver only looked at her with an evil smirk. She widened her eyes. “YOU?!” She yelled.

“Yep, it’s nice to see I’ve taught her well.”

“Taught her well?! She’s been RAPING ME!” Lilly shouted, jumping from her seat on the sofa.

“Well duh, it has to be forced on you otherwise you’d never learn to like it” Oliver said, getting up.

“Learn to like it?” The 16 year-old asked quietly.

“Oh yes…” Oliver began, moving toward her. “Come on… You’re really gonna try to tell me that there wasn’t a part of you that begged for it? Why else did you just go when she called?”

Lilly backed into a wall, Oliver had her cornered. He got close and reached under her shirt, feeling her tits; she offered no resistance other than a weak plea to stop.

“Kinda hot in here… I think you should take that shirt off…” The black haired boy said pulling his friend’s shirt off and her bra along with it.

“Oliver… Please… Stop” Lilly begged.

“Oh would you give it up already, you know you want it.” His words etched deeper into Lilly than she ordinarily would’ve allowed, but with the damage her mental barriers had taken from Miley they bored in, she only needed one more push…

Which she got when Oliver pulled her shorts off her, leaving her in her sneakers and socks and panties. “Hm, white briefs eh? I was expecting something a little more… creative” He said, then he looked Lilly in the eye. “Naked, now.”

Reluctantly, Lilly slipped out of her sneakers and removed her socks, followed by her panties. Oliver relived himself of his swimsuit and moved Lilly’s head down to his rock hard, six and a half inch member, a pretty big size for a boy his age. She knew what to do, she took it in her mouth as deep as she could, licking and slurping on it like a whore. “Daaaaaamn girl, you done this before?” Oliver mocked; the blond only continued her work on the boy. “Stop” he ordered.

Lilly withdrew and looked up at him, confused. “Why?” She asked.

Oliver slapped her across the face. “It’s why ‘Master’ you got that?” He said. Lilly nodded.

“Good, we’re just moving over to the sofa” Oliver explained. The boy took a seat and made himself comfortable; Lilly came over to him and knelt between his legs, taking his cock in her mouth again. “That’s a good girl, you see? You’ve learned your place, and you like it, don’t you?”

Lilly let Oliver’s cock pop out of her mouth, she looked up at him and said; “Yes Master” and then returned to her duties.

It was then that Miley burst into the Oken house. “Hey Oliver have you seen my… Well, well, what do we have here?” She asked, seeing her two best friend’s naked and one of them with a cock in her mouth.

“Lilly’s just… Learned her place” Oliver said to Miley, a big smirk on his face.

“Is that so…” Miley said. I don’ suppose you still got that strap-on laying around do you?”

“Oh yeah, you kidding? I’d never get rid of that” Oliver replied.

“I think we should introduce her to anal” Miley suggested.

“Introduce her? You haven’t given her any training?”

“Nope, but I don’t see why we can’t start now” the brunette said.

Oliver got up from the sofa and approached the only person who was still dressed in the room and leaving Lilly to stay where she was. “I don’t know Miley, that thing is pretty big.”

“So we’ll just tie her down, no big.”

Oliver shrugged and went to his room. He returned shortly after with a collar and leash. “Alright, all fours Lilly, we’re going downstairs.” Once they were in the basement of the Oken house Miley relieved herself of her clothes and Oliver got some rope. “We’ll use that same chair I taught you on.”

The chair in question was nothing out of the ordinary, a black, smooth leather chair that stood on legs, not wheels. It was a heavy chair though, which was good considering what they were about to use it for. The two positioned Lilly so that she was on her knees, leaning over the chair. Oliver wrapped her arms around the backrest of the chair and tied them tightly while Miley tied her thighs to the front legs of the chair.

This left Lilly’s stomach and chest lying against the cold leather seat of the chair, and it made her nipples hard, that was when she saw the strap-on that Miley was planning on using.

The dong was very large, easily ten inches long and a good three inches wide, the thing was larger than Lilly’s forearms. As Miley put it on as she watched, Oliver inserted a bottle tip of lube into her ass and squeezed, the cold liquid washed over her rectum but Lilly was far more worried about the strap-on. Even so, as Miley finished putting it on and got behind her, the blond didn’t make a peep of resistance.

“Look at that Oliver; she’s not even going to ask us not to. I mean look at her little hole, look how tight her ass is and she’s just gonna let us shove this big fucking thing into it, such a good girl.”

“Well what are you waiting for?” The boy asked.

Miley didn’t answer, but she did put the head of the dong against Lilly’s hole. She held it there for a good ten seconds before she slowly pushed it in. Lilly moaned loudly at first but the moans turned into screams of agony as the dong was pushed further in, stretching her ass to its limit. After a bit over nine inches were inside Lilly, Miley felt stiff resistance, the reason being that the end of the dong had entered the blond’s intestine and had no more room to go further. “Reached her limit” Miley announced.

Lilly was trying to limit her movements, her face and neck were a dark red, a sign that she was under extreme stress. She was also sweating like crazy already. She took slow, deep breaths as she tried to relax, although she was having trouble doing that.

Miley then slowly began to pull out, pulling six inches of the dildo out of Lilly before pushing it back in again. Her movements were slow, she wanted to torture the blond but did not want to hurt her, she was too much fun.

This went on for several minutes, with each motion Miley became a bit more bold, steadily she sped up to a brisk pace, she wasn’t pounding into the other girl and she didn’t plan to but she had some good power behind her thrusts.

By this time Lilly was not only used to it, her body wanted more of it. Her pussy was dripping wet and she silently wished Miley would relocate the dong to it, or at least be able to touch herself. But she couldn’t move, her arms and legs were bound tightly and on top of that this was partially against her will, adding to the kink level.

“Alright Miley, that’s enough” Oliver said. Miley nodded and withdrew the dildo from Lilly. Oliver walked over and stuck two of his fingers into the bound girl’s pussy, soaking them with her juices. He took them out and licked them clean. “Hm, nice, try her Miley, she tastes good.”

Miley did the same thing. “Damn, she does taste good” the brunette said as she removed the strap-on. “You know she wants it.”

“Oh yeah, well, she’s not getting it, not yet.” Oliver got behind Miley, both of them standing. Lilly was watching them, her eyes begging for release. “You want this don’t you?” Oliver said as he reached in front of Miley and began to rub her clit, getting a moan out of the brunette. Lilly nodded. The boy continued to rub his friend into submission. “Well, you can’t have it… not until you prove yourself…” He continued to rub Miley, who fell to her knees, he followed, not letting his hand leave her nether regions. “You’ve got a presentation to do in class tomorrow Lilly…” Miley fell to her hands and Oliver gave her the final push she needed to reach her orgasm with a shriek. “Time for you to return the favor” Oliver said to Miley. She got the hint and turned around, taking his cock in her mouth. “Before class you’re going to meet us in the old part of the building…” He began as Miley did her work on him. “You’re going to wear a miniskirt and sleeveless shirt and you’re going to do as I say, once you do, you’ll be rewarded with your orgasm.” Which Oliver reached upon saying the word, cumming into Miley’s mouth. “In the meantime, you’re not going to be allowed to touch yourself and we’re gonna make sure that you don’t, Miley.” The brunette nodded while licking her face clean, she disappeared into a side room and returned with a chastity belt. “Put it on her.”

Miley did so, two small dongs went into her two holes and it locked with a padlock on the front. “Tomorrow we’ll take it off and tell you what you’ve gotta do to get what you want” Miley said.

With that the two untied the blond and dressed themselves, Miley running home for a moment to grab Lilly a set of clothes to wear home.

I’ve got one more chapter in mind.