Amy tries to become a hooker to find Rosa, but gets humiliated and gangbanged by other hookers instead!

Four days later…

Amy Santiago bit her lip in nervousness. Rosa had been missing for 4 days. There was only one way to rescue her. Amy had dressed up as a whore, to try to get inside the gang's inner circle. At the moment she was going through the skimpy outfits that 99 squad used on its missions. She found one that included a black lace bra, a tight red leather jacket, stiletto heels, and a skirt so short it barely covered her ass. She decided to try it on. Her thirty-six C cup breasts filled the bra nicely. She was a little concerned about the mini-skirt, however. She thought it was too short but quickly dismissed the idea, thinking it was best for the job. She looked at her body in the mirror, admiring her curves. She was ready.

Amy rode off in the back of the squad van, preoccupied with the task at hand. She didn't even notice the other squad members gawking at her body. She was right, the skirt was too short. The skirt didn't even cover her ass, revealing everything. Amy kept crossing her legs, trying to hide any view of her shaven pussy. She didn't know why she decided against wearing a thong, but now she thought it would have been a good idea. Amy was a nervous wreck because not only was this her first secret assignment, but she was unarmed and up against the most notorious drug dealer in the 99 District.. The cold draft gave her goose bumps all over her body, her nipples sticking out from her bra. She felt very uncomfortable.

Suddenly, the van stopped. The sergeant came to the back of the van. "Okay Amy, now you're on your own. We can't risk a wire." Amy gulped. The things she had to do for Rosa. She nodded, and the van drove away.

Amy walked down the street crowded with hookers and pimps. Every prostitute stood on six inch stilettos and mini-skirts that showed the bottom of their asses. Some wore fishnet garters to accentuate their slender long legs and sheer tube tops that hugged their big tits. Others didn't even bother wearing a top; they just wore a small fur coat that barely covered their tits. But Amy's outfit outdid them all. Her lacey bra was see-through and her mini-skirt was shorter than theirs. All the hookers stared at her, watching her stumble on her stilettos. She never really perfected walking on heels. The other hookers were confused as to who was the new, surprisingly hot, slut in town. The leader of the hookers, Jan, was about to show this new slut her place.

Jan came to her. "New?"

"Y…y…yes.", Amy said. She noticed Jan's hand coming towards her, but too late.

Jan grabbed her skirt, and pulled it up. Amy instinctively tried to bring her hands to cover her panty-less cunt, but Jan's lackeys rushed and grabbed her hands from behind. Amy struggled, desperate as her shaven pussy was exposed to the leader of the hookers.

Jan cupped Amy's pussy lips in her hand, stroking them, smiling.

"Pretty tight, huh? Are you really even a hooker?"

"I…I…I only joined l…l…last week." Amy stammered. She couldn't let Jan discover she was a cop. That would jeopardise the whole mission.

"Hey hookers, we have a new one here." Jan cooed. Amy gulped as she saw a horde of them surrounding her. "What do you think, hookers? Think we can have some fun with this one?"

Amy was confused by her feelings. On the one hand, she was frightened, and on the other, she was aroused. The arousal was winning and she just stood there letting the hookers put their hands wherever they wanted. Almost magically and without her knowledge, the group was causing Amy to be moved along towards a back alley. Her nipples were being pinched and pulled. Her butt cheeks were being squeezed and poked. Before she realized what was actually happening, she felt a hot finger slide into her soaked pussy and heard a voice from behind her say, "I think we have a horny one, hookers!" The next thing Amy knew, her top was off, her hands were cuffed behind her back and several hands were digging into her crotch. She felt rough-skinned fingers forcing their way into her pussy and ass. With her top pulled over her face she couldn't see clearly what was going on around her, but she heard the door of a large truck sliding open and then felt several hands pushing upwards on her buttocks. "Step up, bitch! Get in there!"

The hookers stayed together, and came via a truck. Jan drove it, since no self respecting driver would drive a bunch of hookers daily.

The hands guided and forced her to climb into the back of the truck. Inches inside the door opening she stubbed her toes and fell forward onto a firm mattress. During the fall, her bikini bottom ripped and was pulled off. She laid face down, hands still cuffed behind her back, naked except for the top that was pulled over her face. She heard several voices, each one calling her whore, slut, bitch and other assorted names. The one voice she could identify, Jan, who'd first confronted her, calmly said, "Open up the toy box, hookers. We're going to see how much fun this hottie can stand." Laughter followed.

By now Amy's arousal had turned to fear, but was about to change back to arousal as she felt an average sized dildo being pushed into her slick pussy. "Oh, yeah, look at the slut! She likes it! Get another one."

Amy thought the first dildo would be replaced, but instead felt a second one being pushed in beside it. She was so wet it went in easily. All the hookers cheered and applauded. "Fuck her in her ass! Fuck her in her ass!" One of the dildos slid out of her pussy and then was forced into Amy's ass. It hurt some even though it was well lubricated with her juice.

Just the simple act of pushing it all the way in without any other play back there shocked Amy back to reality. She tried to scream but with her face held down against the mattress, her voice was muffled. She heard cheering, laughing and a variety of suggestions about what should be done next. "Stretch her out" seemed to be the winning suggestion. Another, bigger dildo was pushed in beside the first one in her pussy. Amy moaned as the three dildos were being pushed and pulled, fucking her holes. Every now and then a hand would slap against her butt or reach under her and squeeze a nipple. After several minutes passed, she felt the bigger dildo in her pussy slide out, and then the one in her ass slid out, and then the big one from her pussy was being forced into her already sore asshole. "Step on it if you have to!" shouted the familiar voice. Amy's screams, still muffled by the mattress, became louder. "I think she wants some more! Listen to her begging! Well, let's give her some more!"

As the big dildo slowly probed deeper and deeper into Amy's ass, she felt the lone dildo in her pussy sliding out. For a brief moment, only the big one was inside her. As Amy tried to catch her breath, she felt something cold and hard being pressed against the opening of her pussy. "Batter up, hookers!" shouted the tall blonde as she pushed an aluminum baseball bat into Amy's abused pussy. Miraculously, Amy was able to take it in as the big dildo in her ass was being pulled back. However, once several inches of the bat were inserted, the hookers started an in-and-out fucking motion with both the bat and the dildo. If Amy hadn't been so wrapped up in the thoughts of her fantasies coming to life, she might not have been so well lubricated and not able to take the punishment.

She had no idea how long it was that she was being used by the hookers. All she knew for sure was that it was finally taking its toll on her abused holes. Her screams had long since changed to moans and whimpers. Maybe it was that, or maybe the hookers were simply getting tired of abusing Amy, but soon the fucking ended. With the bat and the dildo still inserted, Jan commanded, "Roll her over. My pussy needs licking."

Awkwardly, Amy felt herself being rolled over onto her back. The bat and dildo didn't help at all, and before she was fully on her back, the dildo in her ass popped out. She saw Jan standing over her. "Be good to me, slut, and I'll pull that bat out of you," she said as she slowly lowered herself onto Amy's face. Amy did as she was told even though she nearly choked due to the heavy scent. In a few minutes, Jan orgasmed, slapped Amy's face and pulled the bat out about an inch. "Lick the rest and you'll get it all the way out." After licking four more hookers to orgasms, the bat was finally out. Her face coated with the strangers' pussy juices, Amy sighed in relief, wondering if her pussy would ever be the same.

As she lay on the mattress, dazed and confused, she felt Jan untie her, and push her out of the truck. She fell flat on her tits, and painfully got up. She wiped off the pussy juices from her face, and limped back to her original location, hoping that the senior member of the gang, Brock, was yet to come, her pussy, and ass blazing with pain, and face burning from the humiliation she just endured. But poor Santiago didn't know that this wasn't close to the degradations she was about to endure.