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Chapter 33 by dbhbe dbhbe

Oh dear... How is Tiffany about to take it?

Harder then poor Jessica.

Jessica's first few minutes in the room had consisted of her just standing around, failing to resist rubbing her thighs together, as her faltering will tried to hang on. But no matter how she tried to distract herself the arousal just would not go away... knowing the only option for some relief was... to touch herself, she had finally started to give in. She had found herself a secluded spot and, trying to ignore the fact that she was in school, started pressing her hand down.

“Jess, you alright?” Jessica heard from behind her as Cassie peeked her head into the storage room, thankfully she was obscured by the unused equipment behind her.

Just great, Jess thought to herself, pulling her hand away from its position between her thighs as she turned herself to peek around the equipment.

“What do you want, Cass?” Her halfhearted attempt at sounding causal failing to keep a tense note out of her voice.

“You seem a bit 'distracted', want me to tell the girls to finish early?”

Jessica was usually a stickler for practice. She would occasionally bend if they had a major party lined up, or on the next school day after the football team had a significant win, but generally insisted on regular practice each time. While she had some resentment over Cassie and what happened earlier, it did not change the fact that 'normal' Cassie would generally only suggest it if her behavior was worrying her or the other girls.

Unbeknownst to Jessica, it was actually fairly common for her to disappear for short bouts of time during practice or during lunch in this altered reality. While not public knowledge, her friends 'knew' about her needs and were often willing to humor the girl's excuses.

I wish you were like that.

Jessica could not stop herself from letting out a moan as the new feelings from that wish caused out a pulse of pleasure to tingle her sensitive bits, but she quickly coughed, trying to cover it up.

“Y-Yeah, just let them know I'm not feeling well,” Jessica replied to Cassie. Well at least she could finish up in the showers once they left, instead of trying to find relief in a storage closest with no spare clothes or wipes. She got up, not trusting herself to wait a few minutes later in that position, and begun to pace around, trying to count out enough time for everyone to get out.

I wish Tiffany's holes were always clean, free of waste, and ready for a pounding.

The flare of arousal once again hit her core hard, and her hand slid between her legs as she leaned back against the back of a weight machine. Her reservations disappeared as her fingers took position beneath her skirt, giving a few tentative rubs before desperation caused her to quicken her pace, a pair of fingers sliding into her needy tunnel.


Chris wasted no time in getting his pants and briefs down. Sure, a bit of him was disturbed by the situation and confused about Tiffany hanging out with the school creep, who was only wearing stained pajamas at school, but he could not resist the booty being offered to him. He tossed the toy he removed to the side as he brought his cock forward, sliding against the lips of the hanging girl. Her exposed anus twitched in the air, a little red but still enticing looking. He pulled his cock back, one of his hands spreading the copious amounts of arousal that Tiffany had leaked on to it, before stepping back to reposition himself at her backdoor.

“Give it to her hard, Chris!” The perv said from his side, Alex leaning alongside them to watch, a too-wide grin upon the strange girl's face as she focused hard on where Chris and Tiffany began to meet.

Trying to ignore the creep, he slid his the first inch of his length inside her carefully, amazed at how smooth his entry was and yet how tight her ass was. It felt like she had already been lubed up and the way her muscles gripped his cock felt divine. Seeing her beautiful toned ass and the way his cock had parted them only seemed to increase the sensations he got from it, the erotic display calling for him as nothing had before.

“Come on, you got about four more inches to go! Tiffany tell him to ram it in already!” The creep's tone was filled with faux exasperation and amusement as watched.

“R-ram it in!” Tiffany started in, shifting her weight to rock a little backward against him for emphasis.

That was all Chris needed to hear. His cock began to push forward into the eager cheerleader, her surprisingly silky walls throbbing against his cock before he finally reached as deep as he could and bottomed in the hanging girl. The strange and pleasurable sensations her ass pushing him surprisingly quickly toward his limit already. He had to hold himself, letting out a gasp as her ass seemed like it wanted to literally grip his cock, he didn't want to come too early.

“You can do better than that! Get poundin'!” The creep let out a shout before her hand suddenly flew out and hit him with a smack on the ass. Chris let out another gasp at the unexpected sensation, his focus floundering, as the first stream of cum sunk into Tiffany's ass.

“Ah!” Tiffany let out as she felt the warm sensation within hear. Chris closed his eyes as his cock released another spurt.

“Wait. Did you really just come from that?” The Creep let out a tone of disapproval, “I thought most guys would last longer than that... I mean we just started!”

“I-I'm sorry but it felt good!” Chris let out defensively, the criticism hitting his pride hard, “Her ass... any guy would come quickly.”

The creep gave him a frown as he let out a sigh he closed his eyes. He cupped Tiffany's ass with one hand as he began to slide out, the cheerleader breathing a bit more rapid. His over-stimulated cock torturing him with pleasure from her gripping walls, before he suddenly released it from her hole. His cock smelled of only her arousal and his cum from her surprisingly clean hole. He could hear the sound of her restraints moving as she shifted her position to look up towards him.

“Come on, Chris... Finish me off!” She let out, his eyes opening to see her looking needily at him, the look upon her face halting his cock at half-mast.

“Yeah, Chris, finish her off!” He looked over at the creep and was amazed at what he saw. Alex had pulled her grey bottoms down and was teasing her very wet lips with a finger. His cock was no longer stopped but reversing course and going back to full mass. He started to take a step towards her and away from Tiffany but then she interrupted him.

“No no Chris, this is not for you,” she said as she slipped a finger between her lips, “Maybe some other day, but for now you need to finish poor Tiffany off.”

He looked back at the bound cheerleader, her face etched with need as she looked toward him, her arousal dripping to the floor along. He pulled back towards her, his cock seeming ready to go again, silently lining up while taking quick glances at the exposed and masturbating creep watching him. A small part of him was angry about letting himself be led by such a display, but met with resignation that he could never resist even milder displays, at least not when Sam wasn't around.

“Oh and Chris?” the creep started as his tip slid against Tiffany's labia, “So you don't tap out so soon again. I wish..."

Not nice to leave a girl hanging, Chris! What does Alex have planned? And will poor Jessica find relief?

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