If you have not read part one then I recommend doing so first, as this is a follow on. Please keep the comments coming, I do take on board constructive opinions.
*****
Jill made her way home, the cum Jarrod had dumped in her, cooling and hardening on her thighs.
At home she sat in a hot soapy bath, she looked down at her body, the nipples tender and sore, her breasts marked by the hickeys she had been branded with. She opened her legs and put an ankle over each side of the bath, the water would cleanse her body, but what would cleanse her mind?
Remarkably she slept like a log that night.
That evening, she prepared herself for what she expected to be a night from hell, but hopefully it would be the last. Jill knew that the approach she had used so successfully the day before, namely using her novelty value to persuade punters to use her, would have gone. During the day she had bought clothes more in keeping with her challenge.
She wore her new high heel shoes and the short mini skirt she had acquired, which stopped just above her stocking tops. She had to hide this with a long coat in order to get out of the house and into the car. Jill also wore new underwear, more in keeping with her appearance. Gone was the feminine sexiness of silky knickers and camisole, she now wore a black thong, no bra and a white semi transparent blouse.
She thought she looked a horrible, cheap, mess and such an obvious prostitute, it was shameful. She could only bring herself to look in the mirror once before she left. She drove to her chosen place, still frequented by prostitutes, but which was in a different area than the one she had used the day before.
For two and a half hours Jill turned cheap £50 tricks. She had brought condoms today and insisted on punters wearing them.
She was nearing her target with each trick she performed.
A young guy approached her.
"Hey darling how about me and you doing a bit of business?" he said.
"What did you have in mind?" asked Jill.
"Well I want a straight forward fuck, but I don't want it out here in the cold. I have a room in that guest house over there. I've been here on a course and I have been staying there this week. Let's go in there."
Jill saw no problem in what he wanted, and went with him. Inside the room he explained what he really wanted.
"I want a straight fuck like I said, but I want you to really act the part. I want you to act the total whore for me." he explained.
Jill had found what she was doing obviously repulsive and sickening. However she had somehow retained a measure of aloofness and retained some shred of dignity with her approach up to now. Now this guy wanted her to give him that as well.
She needed his custom, she needed his money. So after 'Ben' had told her exactly what he wanted from her, they made the deal.
Ben sat on the bed against the headboard and watched Jill. She was made to start taking off her blouse and she was made to take if off as sexily as she could. Undoing buttons whilst never taking her eyes from his, she pouted her lips at him. Jill felt totally stupid acting like this and would have been embarrassed pouting like a stupid bitch in normal circumstances.
These were not normal circumstances.
Jill opened the blouse, baring her still pert breasts to this young man, the nipples already hard and tender, with rubbing against the material of her blouse.
In short, Jill did a striptease for him.
Now, naked apart from stockings, suspenders and high heels, she watched him come for her. She cupped her breasts in her hands and pushed them up towards him, offering them to him. He greedily took a nipple into his mouth and sucked quite forcefully on it.
"Oh yeah, suck my tits real hard baby" she said as instructed.
"I need you to make those nipples rock hard babe." she continued whilst inwardly grimacing as her already sore and tender nipples were abused.
Jill continued to act the horny bitch, begging him to let her suck his cock (although he only had an average sized penis, in her dialogue it was 'his massive hard cock') She used her mouth to roll a condom over his hard dick and laid back to accept him inside her.
However many men entered her, however many men had her, it never seemed to get any easier for Jill. Each time a man used her it was like being taken by a stranger for the first time all over again. Here she was, allowing this unknown man to have her. If that wasn't bad enough, the way she was forced to act made it all the more repulsive.
As her fucked her it became obvious to her that he was inexperienced.
"Maybe this is why he wants to belittle me, so as to cover his shortcomings" she thought.
At his insistence, Jill continued the act she was finding extremely distasteful.
"Oh yes baby fuck me hard with your big cock." she shouted and then used THE offensive word for the first time in her life.
"Yeah fuck that worthless cunt, fuck that cunt baby, it needs you."
Shamed, she continued.
"Oh that worthless cunt is yours baby, it belongs to you and no one else, it's your property babe, I'm your property, use me as your bitch." Jill didn't know whether to laugh or cry.
The young man let out a small cry and pushed into her. He grunted four or five times, once for each time he shot a jet of cum into her.
Jill lay back with her eyes closed as he pulled out of her. Had she been looking she would have seen him pull off his heavily laden condom and approach her. She knew nothing of what was happening until she felt the hot sticky liquid being pushed out of the condom onto her face.
Her initial reaction was to jump up and as she was about to launch into the dirty little bastard, she realised she had not been paid yet.
What could she do? She did the only thing she could do, she played the game to the end, and accepted it. Jill rubbed the cum over her face, she pretended to try to lick it from the corners of her mouth, but in truth she made sure none of the disgusting little bastards cum went anywhere near her mouth.
Ben told Jill that the room was paid for until the morning, he was setting off back home tonight. and told her to just leave the key in reception when she left. He paid her and left.
Jill went into the bathroom, she grabbed the sides of the basin and her shoulders slumped. After a moment she raised her head and looked in the mirror, she looked dreadful, a strangers semen all over her face. She washed her face and reapplied makeup
"No matter what I am made to endure, I will never give in" she said aloud.
Back out on the streets, night was moving on quickly, Jill could already sense the streets starting to empty. There were far less people milling around now, she would have to get a move on before it was too late.
A young black guy walked down the road towards her. He stopped and looked Jill up and down appraising her.
"What can I do for you sugar?" asked Jill.
"Nothing" he replied.
"What I want, I can get from a younger doll than you that's for sure." he sneered. The guy started to walk away, Jill thought quickly, the dwindling number on the street meant she could not afford to lose a single potential customer. If she did, she would either miss her deadline, or be out on the streets again tomorrow, or even the day after that as well.
It was unthinkable.
Never in a million years would she have believed these words would ever come from her lips. In desperation she said,
"Wait!"
"How much will you pay for my ass?"
"It's virgin" she lied.
That got his attention. He walked back to her trying to act all cool and street wise (In fact he had always wanted a woman's ass, but the girls he ran with wouldn't entertain it.) He looked her up and down again and said.
"Lady you've got some business."
Jill thought quickly, she could take him back to the room for this, because the scenario where a black guy took her ass in a seedy alley didn't exactly appeal to her. The fact that she wanted this over quickly and she didn't want a long drawn out sex session with this guy, made her lead him into the alley, all the time looking round for a suitable place to commit the awful act. After a while they decided Jill should lean forward onto the front of her car. It was just the right height, and in no time at all, with no preliminaries, Jill was face down on her car. With her arms stretched out flat on the metal, breasts squashed flat and her stocking clad legs spread apart, he lifted her skirt up around her waist, her pussy was open to the world.
He wasn't here for that. He stood at the side of the car for a moment because he wanted to look her in the face again before he defiled her.
Jill in her naivety had not even considered assessing how big this guy was before she recklessly plunged into this situation. He unzipped and pulled out a thick meaty cock. Jill swallowed nervously. He was big, she had no concern for length, in her ass it didn't really matter, but he was quite large around the girth. Alan had taken her there on a couple of occasions over the years, but his thin cock didn't really cause her too much pain. This boy would be different. She would earn her money tonight