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Chapter 5 by RetrospectiveInsomnia RetrospectiveInsomnia

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Chapter 5

Getting into position was the easy part. There was the soft outline of a footprint set on either side of the machine, and Salwa carefully placed her feet against the lines that marked where to stand. Having to take off all her clothes after that though was where things started to get a little more complicated. Biting down on her lips, she slowly started to undress. First her jacket and then her blouse with her fingers trembling over the buttons, and then standing there at last with her top fully exposed, she reached over to slide down her pants.

The soft touch of the air brushed up against her skin as the officer waved for her to continue, and it was hard not to shiver against the shame. Possibly, this was the first time she had been **** to strip in front of a man.

“All the way,” he said, “Remember that we need you to be completely naked before we can start.”

He was trying to be helpful, though the words served as little comfort as she slowly unclasped her bra. The fabric fell away to reveal the shallow curve of her breasts – she had always been smaller than all the other girls at just a B-cup – and it was with a heavy sense of embarrassment that she realized her nipples were already stiff. Standing up from her chest, they pointed straight out from the center of her areola like two miniature cherries, and the next step after that wasn’t much better as she reached over to drag her panties down her legs.

It was with a welcoming sense of relief that she realized she hadn’t picked the ones with lace. Inch by painful inch they moved over her thighs, and as the last of the fabric cleared her feet, it was all she could do to keep herself from covering herself up with her hands. At least the outer lips of her vulva were still sealed so that there wasn’t much to see besides the smooth curve of her labia between her legs. One of the requirements of her punishment was for her to shave. It didn’t seem to matter much in the next moment, however, as the officer guided her over to the edge of the padded bench.

Salwa blushed again. The surface was set at just the right height for her to bend over, and she eyed the innocent appearance of the restraints. The way it was set up, it was obvious what he wanted her to do next.

“Hold out your arms for me please,” he said.

Salwa did as she was told. Trembling, she reached out to place her wrists on either side, and the soft click of the cuffs almost felt like a blow to the chest. Nobody had ever seen her like this before, not even her parents when she was younger, and even if they had tried to punish her a couple of times before it wasn’t as if they had ever made her undress. Stripped fully naked like this, it was almost as if every last bit of her most intimate places were fully exposed for the entire world to see.

All of a sudden, she felt her eyes start to well up. She blinked back the stubborn tears. She was still wearing her hijab, and that had to count for something at least. The situation wasn’t improved much though as the officer reached over to pull a pair of gloves onto his hands.

“Alright, Ms. Farouk,” he said, “Your profile here says that you’ve opted for us to apply a small amount of lubrication before we begin, so I’ll go ahead and prepare you for that. A fair warning, it might feel a little cold at first so please try and bear with it the best you can.”

There was the sound of a jar being opened, and she froze as he reached between her legs. The feeling was way too close to be comfortable, and she felt her heart sped up a little more as his fingers found the outer edges of her vulva where the skin met her thigh. Surely he wasn’t going to touch her there, was he? Wasn’t her vagina supposed to be left alone, or was it just another part of the inspection process? Salwa didn’t know. Her head felt light.

Thankfully for today though, the officer stopped after only a couple more strokes of his fingers before he finally moved over to spread apart her rear.

“Ah!” she said.

Whatever sense of embarrassment she felt was quickly brushed aside by the cold touch of the lubrication as it landed between her cheeks. She blushed even harder as the fingers drifted over to circle over the tightness of her ring. Strange, foreign, and uncomfortable couldn’t even begin to describe it. The slickness of the gel eased their passage a little, but it didn’t make the feeling any less awful as they slowly slid past the intimacy of a place where nature never intended for something to go in.

“Can you…,” she said, “Can you go a little bit slower please?”

Unlike before, however, this time there was no response to her question. Instead, the pressure simply increased as the officer pushed his finger another inch forward into her rear, and by the time she realized what was going on his knuckles were already pressed all the way up between her legs. Groaning, she tried not to move about too much. Just from the size alone she already felt full, and she would be naïve if she thought that they were anywhere close to being done.

A quiet moment passed as the officer allowed her to get used to the feeling before he finally started to move. Slowly he drew his finger back out until only the very tip was left touching her anus. Before she could take another breath, however, he pushed his hand forward to repeat the process all over again from the start. In and out, in and out, like the relentless passage of an eternity, and by the time she felt a second one joining in as well her voice was already starting to quiver. Too bad then, that it immediately felt like way too much for her poor and abused hole.

“Wait, stop!” she cried, “Please, I can’t. It hurts too much!”

To her relief the movement started to slow, if only just barely.

“Are you sure?” said Officer Hughes, “We barely even started yet. Is there something that’s bothering you out of the ordinary?”

“No… I mean yes!” said Salwa, “It’s just that every time you move your hand like that it just makes me feel so…”

She hesitated, and the officer waited patiently for her to continue with the end of his fingers still buried between her cheeks. There was another moment of silence as she bit down, and the discussion from earlier rose up inside her head. Did she really want to call a stop right now when they had barely even made it past the first part of the punishment? A stop meant a break for her to catch her breath, but if she couldn’t come up with a good excuse for it then there was a chance that the entire thing might end up reverting back to a J40. A judicial penetration of her vagina, and just from the thought of that alone her head was already starting to spin.

“It makes me feel… I don’t know,” she finally said. Her voice barely came out as a whisper as she tried to think. Dimly, she realized she was stalling for time, “Can’t you go a little bit slower? And not so deep?”

“I’m already moving at the slowest speed indicated by the manual,” said Officer Hughes dryly, “Any less, and I’m afraid that I won’t be able to meet the minimum requirement.”

“Requirement?” said Salwa.

“For your preliminary warmup,” he explained, “Since your sentence was originally downgraded from a J40, you’re required to undergo a ten-minute period of anal fingering before the actual punishment can begin. The addition of lube is just an extra bonus that you’ve chosen to select for. Otherwise if it weren’t for that, we would be proceeding dry as per the standard assessment.”

That was… the word ‘dry’ rang in her ears, and Salwa swallowed hard against the rising tempo of her heartbeat. Why did nobody bother to mention this to her before? Not even Molly had brought it up when she had met with the woman in her office, though maybe she had just somehow missed it between everything else they had talked about that day. Possibly, she would have remembered something that important. She didn’t think she would ever miss something like that. There wasn’t much she could do for now though but accept things for the way they were though as the fingers returned to brush over the center of her anus again.

Biting down on her lips, she tried to close her legs. The restraints were doing an excellent job at preventing her from escaping. Looks like she would have **** then but to continue on with the punishment in her rear.

“I…,” she said, “Can I at least know how long I have left?”

Her voice shook as the officer glanced over at her. For a moment, there might have been a brief glimpse of compassion. Then it was gone again as a sense of professionalism settled over his face.

"Nine minutes and thirty-seven seconds," he said matter-of-factly, “Also, the timer is only supposed to start once you’ve opened up enough to accept an entire two fingers, but since this is your first time here I’ll try my best to look over the fact. Now would you like to continue, or do you want us to start all over from the beginning?”

He paused to readjust his grip, and Salwa felt her stomach drop out from underneath her as he pulled her cheeks apart even more with his hands. Had it only been less than thirty seconds so far? And she still had nine more minutes left! Each time he brushed over the edges of her ring it felt like her body was being violated, and he hadn’t even managed to get the second one in. One was bad enough, two would split her apart. And unless she wanted to end up losing her virginity today from him switching over to her vagina, there was nothing she could do but put up with it until the end.

A moment passed, and then another as she allowed her body to slump over in the restraints. Her thighs opened up a little more, helped by the spreader bar placed between her legs, and the officer took that as a sign to resume. He reached over with his hand, and another blush rose up as his fingers moved inward between her cheeks. Bit by bit they started to push past her anus again, and she grit her teeth as the first one slid back in.

The shame that followed was just as bad as the first time she experienced it. Like that, the fullness continued as she pulled uselessly against the restraints. Above her head the clock ticked on, and slowly she found herself counting down inside her head. Just a little over nine more minutes left now, she told herself miserably, before they would finally be done with the first part of her punishment.

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