Before you read: The following story intentionally does not follow the exact rules of physics and anatomy or sometimes psychology. It is based on fantasies and does not try to be 100% realistic, instead trying to exaggerate and emphasize situations. This can be seen in things like sizes for which I usually give a 'slut factor' of 20% or something like that, or even in the inexistence of diseases or pregnancy from intercourse hence the futility of condoms unless they are used for more ludic purposes. So when you see something that 'just can't happen' try to imagine how that situation would feel like instead of imagining how it could be in reality. Categories will spread across the chapters with emphasis on anal but touching themes of non-consent/reluctant, BDSM, Toys and masturbation and it will be (I hope) almost a novella. Enjoy.
CHAPTER 1 - The cute, the loose and the tight
Gina was a cute homeless 18-year-old girl. She had been in and out of foster homes and orphanages her whole life and the system had finally forgotten about her existence. She didn't care for family life and had never wanted to depend on anyone so she was happy enough with her last flight.
However, now she had to face the hard facts of life. She had been on the streets for several months now and begging for quarters just didn't cut it for Gina. Her path had been cut out for her... with the perkiest B cup tits you'll ever see, a long, a bit uncared for, but still beautiful blonde hair, full lips and two big haze eyes, a tight milky white cute ass that just went round and round, there was some pretty easy ways for her to make money.
Two more weeks of empty stomach was all it took for her 5 foot 5 body's talents to be out for the bidding. Although she hadn't had any experience with sex other than masturbation and the occasional 'educational' movie in TV, she was a quick learn as some of the other girls on the street showed her the tricks of the trade. Her first john still got the scare of his life as she didn't know she would bleed in her maiden coitus and didn't warn him.
It was a month now, she was working the streets and she was at her usual place. She was talking to Tammy, one of the working girls that had helped her get on her feet (more accurately, get on her back). Tammy had painted red hair and was half a foot taller than Gina. She had huge breasts she said to Gina were implants she got as she was getting too fat and was starting to loose clients. Gina saw her like the big sister she never had although they had met only two weeks ago.
"How is it going Gina? Are you too sore? Most girls can't walk straight for a week when they start." Tammy asked concerned of her new friend.
"Well, not really. After the first one, that was kind of freaky, I have actually been enjoying myself." Gina replied.
"Are you sure? How many tricks this week, girl?" Tammy inquired.
"I don't know... about thirty I guess." Gina said.
"Damn girl. You sure have a big demand. You are handling four guys a night? Aren't you sore, I mean how many big guys did you got?" Gina's friend asked getting surprised.
"I'm fine, most guys only want to cum in my mouth anyway. Most of them are small, the others were just normal I guess, at least I did two of them last night and only they hurt a bit." Gina reassured her friend.
"Normal you say? What do you mean, show me how big they were?" Tammy was curious.
"About this big!" Gina showed her the size with a finger from each hand.
"Fuck girl! You're kidding me? You sure?" Tammy's eyes were bogging out.
"Why would I kid? What's wrong? Is this that small?" She asked from her young innocence.
"Girl, that is almost ten inches. I've been doing this for 5 years now and when I get one of those I cant do anything for two days. Are you ok girl?" Tammy asked a bit concerned this young girl was not hurting herself from her inexperience.
"Nah, I even came as the last guy started fucking harder from behind me and his balls kept hitting the flesh higher in my pussy." She said smiling.
"Dear god girl!" Tammy was amazed at this girl she thought was still an apprentice in the business." The way you can take men, you should be doing porn, you always have to fuck big ones like that but at least is a bit cleaner and it can pay top dollar if you have the right body and are willing to do some of the sick stuff they do." Tammy added.
"It pays more? Maybe I should try it. How can I do a porn movie?" Now it was Gina's turn to be curious.
"Calm down girl, it's not as easy as it sounds. First you got to have the right stuff, your tits could be bigger but you're a cutie so you might pass, then you have to get into an audition. You will probably have to fuck a few guys to show them you can do it. The casters will probably want to get a sample of you too. In fact, you will probably have to fuck allot of guys for free before you get a chance in a movie. Some girls I know have been fucking the whole crew of a porn house for free for years now in the hope they get a part. At least in a part they could actually allow to do." Tammy explained.
Gina was looking down sad like she wouldn't have a chance. Tammy looked at her and decided to help.
"There is one producer I heard of that might get you in faster though. He is a bastard and will most likely want to fuck your brains out for a while before he gets you in, but if you please him the right way you have a good chance. I hear they do a bit rougher stuff but from what you tell me I think you might handle it." Tammy said.
"Great. Can I go speak to him soon?" Gina asked with a bright in her eyes.
"Well, here is a card they distribute by the streets to look for talent, it has their address." Tammy said handing Gina the card.
The next day, Gina went up to the address on the card, she saw a very small nametag next to a bell button. It was written 'Phallus entertainment'. It was a kind of warehouse, which made Gina a bit unease, but she pressed the button.
"Who is it?" A voice came out from an intercom.
"Hi! I'm Gina, I came to get an audition." Gina replied.
"I hope you do know what we do here Miss." The voice inquired.
"Yes. I want to do... well... porn. Can I get in please?" Gina pleaded.
"Ok." The voice said and with a buzz the lock on the door opened.
Gina walked into the building that was indeed a small warehouse. It was filled with props for the movies the company produced. There were costumes, lingerie, dildos and other objects Gina had no idea what they were scattered around the place.
"Ah. Miss Gina please come in, I'm Leibman, lets move to over there so we can speak." The man said.
Leibman was the owner of Phallus entertainment, he used to be a porn actor himself but after a while he decided to start a company of his own so he could have a bit of fun. He had already gotten a bit overweight and with a beard he wore nowadays he looked just like the stereotype of a pervert old man. In fact phallus entertainment specialized in more alternative porn, the films were more towards a kind of soft fetish. Lots of dildos, erotic role-playing costumes and even a bit of bdsm. The actors were mainly female as the scenes required mostly rough lesbian play, anyway actors with big enough cocks were very hard to find so big dildos were the more common working tool. Willing girls like Gina were on the other hand always in high demand as others didn't last long in the hard receiving end of Leibman's scenes and quit from time to time.
Gina had dressed to kill so she could get the audition. She bought a white silky blouse that closed with only a couple of buttons in the front, she thought about wearing a push up bra but she thought her big nipples could impress more when they poked out from under the shirt. She wore a pink mini skirt that hugged her ass tightly and showed off all of her thighs and if she walk the right way even a bit of her tiny white thong panties. Her legs wore her fishnet stockings she usually used on the streets and were shaped up by a pair of pink glossy stilettos.
Her long straight natural blonde hair did the rest. This cutie was nothing to pass up even for Leibman.
"What do I have to do?" Gina asked standing up in a more cleared up part of the warehouse.
Leibman decided not to go easy on this girl even if she looked so innocent. She would have to put up with allot of shit if she wanted to work for him so he didn't even tried to make her comfortable first.
"Ok. Let's see what you got. Take off your shirt!" Leibman demanded.
Gina was half pleased she was getting a chance and half afraid of this sudden order but it was nothing she hadn't get used to in the past month. She sighed and unbuttoned the silky shirt, then when she was squirming to undress it she bended up her chest showing off her tits. They were small although very firm but her nipples were quite a sight. They were as big as fingertips and stood straight out from two medium light pink aureoles. Gina looked great with them, even when she was not the least bit aroused they made her look like she was in heat.
"Hmmm, I see..." Leibman though those B cup tits would never make it but he was not letting this perky little tease go before he had his fun.
"Now the rest, lets see what you got under there." He pointed at her skirt.
Gina pulled her skirt down slowly as the elastic fabric hugged her legs tight and pulled on her stockings pulling them down. When she was off her tiny skirt, she was starting to peal out the stockings too but Leibman stopped her.