by Amy Morrel
I'd love to just drive it into her ass, but that would hurt me. So, a little dip in her pussy to slime myself up some.
He drove his cock into her pussy, burying it deep inside of her.
“Britney, I want you to get your pussy as wet as you can to lube me for your ass.”
She responded with enough lube that Jacob could feel it pouring over his cock inside of her. He pulled out and watched her juices drip down her leg. Then he positioned himself at her ass and pushed.
He'd thought her pussy was tight, her ass was tighter. It took several attempts just to get the head of his cock insider of her. He grabbed her ass cheeks and pulled them apart. That allowed him to get halfway into her ass. From there, he pushed. He kept pushing over and over, making a fraction of an inch progress at a time. When he made it three quarters of the way in, he drew back out and thrust into her again, harder this time. His progress was quicker that way so he did it again, and again. When he finally buried himself to the hilt inside of her, he paused to catch his breath.
He listened as Britney moaned and blubbered. He'd had enough of that so he thought he'd test what Lisa had told him about her obeying him.
“Britney, stop whining,” he said. “You're enjoying getting ravished, you're getting everything you asked for and enjoying it. Shouldn't you be cumming instead?”
She paused to remove Lisa's cock from her mouth.
“The original Britney didn't cum at all, so I didn't think it was allowed,” she said.
“Well, if you can cum from me fucking your ass, you have my permission to do so.”
Britney immediately shuddered and Jacob felt her splashing his legs with her cum. He drew his cock back and thrust it into her again. He set a fast, hard pace and took her ass as hard as he could manage. She came from it, at least two more times. When he decided he was done he pulled out of her without cumming.
“Lisa, come here,” he said.
“Why?”
“I want you to fuck her ass. While you do that, I'm going to fuck yours. You'll control it all, driving forward into her, then pushing backwards onto me.”
Lisa gulped and closed her eyes for a second.
“Okay,” she said.
“So come back here and shove your cock in her ass. She should be loosened up enough that it'll be easy for you. She's going to suck mine clean, then I'll use her pussy to lubricate myself again and take you from behind.”
Lisa and Jacob changed positions. Britney calmly cleaned Jacob's cock with her tongue while Lisa penetrated her. He heard Lisa panting as soon as she was in and thought he didn't have long if he wanted it the way he described it, so he hurried back into position.
From behind Lisa he could only get his cock a couple of inches into Britney. With that portion lubed, he used his fingers to scoop up more of her juices and rub it on the rest of his cock.
“Lisa, pull almost all the way out of her and hold still for a second,” he said.
He slid his cock into Lisa's ass. It was looser than Britney's but still deliciously tight. After he was halfway in he told her to start in on Britney again. Then he held still while she got a rhythm going.
Once she'd settled into her rhythm he started edging his cock forward just a little at a time so she drove him deeper into her ass each time she pushed back. Within a couple of minutes, he was all the way in when she was all the way back.
“Pick up the pace,” he whispered in her ear.
She obliged him, but it wasn't long until she tensed up and drove deep into Britney. When Jacob realized she was going to stay there this time, he drove himself deep into her as well. He could feel her cumming in Britney's ass, filling it to overflowing. It was almost enough to send him over the edge, but not quite.
He reached around the front of Lisa and grabbed her tits. He crushed them in his hands for a moment and then moved to her nipples. Those he pinched and squeezed, stretching them out and letting them snap back. Lisa was limp from her orgasm, trapped between him and Britney so he started to pound her ass as hard as he could. She started to have a second orgasm, although it felt different to him than the last one. This one caused her ass to contract on his cock, crushing it in a velvety grip.
It was enough. He came inside of her, filling her ass with his cum.
As soon as he was done cumming, he lowered himself to the floor, taking Lisa with him. With her sprawled across his lap, he played with her breasts as she recovered. Britney was a little heap on the floor, sobbing again. Kelly came over to talk to her and she stopped crying, but stayed where she was.
He stood when he was able. Then walked over to Kelly.
“How are we doing?”
“She believes she's a girl now and that she dreamed being Keith. I don't know if that will hold, but it's what she believes for now.”
“Good, then lets change her body. Can she stand?”
Kelly nodded, closed her eyes, and Britney stood up.
“Bring her over here,” Jacob said.
Britney walked over in front of them and stopped. Kelly opened her eyes again and looked at Jacob.
“Here's what I want done to her,” he said. “She needs to be a couple inches shorter to start. Enlarge her rib cage some so her chest is larger. Decrease the size of her breasts a little. Her hips need to be larger without adding much fat. Her eyes should be larger, both the eye sockets, and the eyes themselves. And finally her lips should be plumper. I'll show you a picture of what I'm talking about for the eyes, it's a style in comics called anime. Although we won't want the eyes quite as large as they draw them in the comics.”
“That will look slightly odd, won't it?” Kelly asked.
“I'll probably have you fine tune the changes after I see them, but the look I'm trying to achieve is to make her look like a sexpot while looking young.”
“I don't understand why,” Kelly said.
“We don't want her hanging around the apartment all the time, do we? This way she can go out, earn money whoring herself to men, and possibly get us some more contacts like the ones you originally wanted. No reason to go with just the mob, is there?”
“Oh, so you want Keith to make a living having sex as a woman?”
“Can you think of any better way to reinforce him being a woman instead of a man than giving him a very female body and then having him sell it for men's pleasure?”
“You have a sick mind Jacob. I like that about you,” Kelly said.
Jacob crawled into bed, exhausted. Before he fell asleep he realized that he really needed to use the restroom. As he walked down the hall, he heard Greta and Kelly talking.
“Why did you prompt me to ask you that question earlier?” Greta said.
“Jacob was listening to us and I wanted him to hear my answer. He keeps holding himself back from doing what he thinks of and by telling him I increased his perversity, even though I didn't, it allowed him to act on what he thought without holding back,” Kelly said.
Oh, that little bitch. Although this means I can't blame anyone else for the things I did and enjoyed, Jacob thought.
* * *
Chapter 9 – Mob Mentality
Jacob woke in the morning. When he walked out into the living room, his jaw dropped. Britney's changes had taken place.
Damn, she looks … obscene. She looks like she's both underage and ripe at the same time. With those hips and tits there's no doubt she's a woman but her eyes and overall size try to tell you she's still in her early-teens.
“You nailed that change exactly the way I was thinking Kelly,” he said.
“I did pull the image from your mind. I altered it only slightly since I knew what affect you desired,” she said. “I also put her in front of a mirror all night long so she'd have visual reinforcement of being a female. I think the Keith part of her is down to a strangled inner voice by now.”
“Well, however you did it, she looks great. She should have no shortage of potential customers.”
“I sent Greta and Lisa out to pick u
p some clothes for Britney. They said they could probably gauge her size correctly. We looked at the outfits on some of that anime you were talking about and they're going to try to put together something close to it.”
“That's great. I think we need to change her name though. Britney was that other body and neither the name nor the body belong to her,” Jacob said, pointing at the reshaped girl.
“Do you have a preference for a new name?”
“Something short and sweet. Preferably something with sexual overtones. How about we call her Candy?”
“Candy it is then,” Kelly said. “I'll make sure she knows her name and responds to it.”
Kelly walked over to Candy and started talking to her. She locked her gaze on Candy's and went silent for a moment. Then she continued speaking.
Jacob wandered into the kitchen and grabbed some breakfast. By the time he was done, Greta and Lisa had returned. Jacob watched as Candy dressed, when she was done he was shaking his head.
Poor guys out there, anyone she decides to proposition is going to have one hell of a time turning her down. Now to start convincing her to earn her keep on her back.
“So, Candy. What are you going to do now?” he asked.
She looked blankly at him.
“Well, you can't stay here all the time. You should come back here at night, but the rest of the time you need to have something to do. Preferably something to earn your keep.”
“What should I do? Part of me remembers working with wood, but that seems like a dream. What can I do to earn my keep?”
“Well, what are you good at? What are you good for?”
Keith's prejudices were still strong, even in the mind that had decided it was female.
“I'm good for making guys happy, making them cum. Just look at me.”
“Then that's what you should do. If you don't know how, I'm sure we can figure it out.”
“Okay, I'll think about it for a while.”
Candy spent time talking to Greta, Lisa, and Kelly. When she finally came back over to Jacob, she had a very specific question.
“How do I ask guys about that without getting in trouble with the police?”
“You need to use a question that gets your meaning across without being too blatant. In the movies you always hear 'Looking for a good time?' or something like that. Then give them a minute or two before you tell them your price.”
“What should my price be?”
“Candy, you need to work this all out yourself. Don't undersell yourself but don't ask for too much either. If they don't complain about how much you charge, try raising the price for the next guy. I've never hired someone for sex, so I just don't know where you should start.”
“Alright,” Candy said.
By the end of the day Candy had left the apartment to attempt to ply her new trade. She returned in the early morning hours. Jacob was still awake since Greta and Lisa had been vying for his attention all night. He was exhausted from switching between the two of them while the other watched.
Candy spilled a handful of bills onto the table.
“Is that enough to earn my keep?” she said.
“How much is there?”
“I don't know, I didn't count it.”
Jacob sat down and piled the bills by denomination.
“Five hundred and fifty dollars? How much were you charging?”
“Not enough until after dark. I didn't get anyone complaining about the price until almost ten o'clock. They changed their mind after they'd had me though and paid in full.”
* * *
That set the pattern for the next week. As far as Jacob was concerned, there was no way a whole week could have passed, but when Kelly was due to pick up the suitcase of cash, he went with her.
“I think he'll feel better handing it over to a man. That's just the impression I got while working with his mistress,” Kelly said.
They arrived at Ashley's house and she greeted them at the door.
“I've missed you,” she said, pouting at Jacob.
“Well, you can come home with us tonight if you want. I think we'll be getting a bigger place soon after we get the cash.”
“I'll go pack,” Ashley said, and darted up the stairs.
Kelly led the way to a home office, paneled in dark woods. The desk was a heavy, massive thing and the couch was done in black leather.
Standard gentlemen club furnishings, Jacob thought. Or at least this is what I think that would look like.
A man sat at the desk, his face was pinched and he wore glasses. Jacob was pretty sure it was Ashley's father. A second man sat on the couch, a girl in his lap. The second man had a build that suggested he enjoyed throwing cars around on his day off.
“Mr. Malone?” Kelly said, “This is my principal. I thought you'd prefer to deal with him instead of me.”
Mr. Malone looked up at Jacob from the couch. He pushed the girl off his lap and stood.
“So, you're the guy who figured this thing out?” he asked.
Jacob swallowed and nodded.
“I had a little help from Kelly here. I couldn't have done it without her. She was the first that managed to Change,” Jacob said.
Mr. Malone moved towards Jacob like a juggernaut.
Shit, I swear I can feel the floor shaking under his feet, Jacob thought.
“Molly here tells me it didn't hurt at all and I got to try her out last night,” Mr. Malone leered. “I just wanted to thank you and tell you that I'm sure we'll be steering more business your way.”
He turned to the man at the desk.
“Adam, pay the man. I may never spend a pile of cash on something better than this.”
Mr. Malone stuck out his hand, it looked like a side of beef to Jacob, but he only hesitated a moment before moving his own hand to clasp it.
It feels like I stuck my hand in a catcher's mitt. Except this mitt could crush my fingers without even thinking about it.
Mr. Malone gave Jacob a firm handshake, transferred a small, hard object to Jacob's palm, and then withdrew his hand. Jacob caught himself before looking to see what had been placed in his palm. He was trying, very hard, to do nothing that would offend this mountain of a man.
“C'mon Molly, we're headed back home.”
The girl on the couch slithered to her feet in a move Jacob would have found incredibly intriguing if circumstances were different. She attached herself to Mr. Malone's arm and they left the room.
Jacob heaved a sigh of relief and glanced in his hand. It held a small, silver key. He turned to Adam.
“There's the matter of my fee,” Adam said.
Jacob turned to Kelly, who shook her head.
“There was no mention of a fee beforehand. I'd hate to think I needed to call Mr. Malone back here to clear up any discrepancy,” Jacob said.
Adam's face pinched even tighter.
“Perhaps you're correct. Here it is.”
He placed a briefcase on the top of his desk. Then gave Jacob an evil smile.
“Although I don't have the key to open it. Perhaps you'll need to go talk to Mr. Malone yourself.”
Jacob held up his hand, the key held between his thumb and forefinger.
“You mean this key? No, I don't have to go talk to him.”
Kelly slid the briefcase from the desk and turned to leave. Jacob backed to the door and followed her through. They hurried down the stairs towards the front door. Ashley stood there, a single suitcase on the floor beside her.
“Daddy, I'm leaving now. Bye,” she called.
The three of them left the house and quickly got into Jacob's car.
“Damn it, I'm soaked with sweat,” Jacob said. “I thought I was going to have a heart attack. Did you see the size of that guy?”
“I think you did quite well,” Kelly offered. “We did get what we came for, didn't we?”
“I don't know, lets get a few blocks away before we check though, okay?”
Jacob started the car and drove to t
he first convenience store he saw.
“Alright, here's the key. Open it up and let's make sure we didn't get ripped off,” he said.
He handed the key to Kelly who unlocked the briefcase and opened it. The three of them simply stared for a moment. Bands of hundred dollar bills filled the briefcase.
“Should we count them?” Ashley asked. “There ought to be ten thousand of those suckers.”
“Count the bundles real quick. There ought to be a hundred of those,” Jacob said. “We can go through them all after we get home.”
A quick count showed that it was all there, assuming the bands of bills each held a hundred hundreds.
“I hope they aren't counterfeit,” Jacob said. “I suppose we'll find out the first time we try to spend one.”
“They better not be,” Kelly said. “I told him I wanted real money. Plus, look at them, half of them are well circulated.”
“We'll find out.”
* * *
The table was scattered with bundled stacks of hundred dollar bills. Jacob had taken the time to count each bundle and now he knew for sure that he was staring at a million bucks, or the counterfeit equivalent of it. He still wasn't sure that the mob wouldn't screw them like that.
“There's no need to worry,” Kelly said.
“Are you reading my mind again?”
“Kind of difficult not to when you're thinking about something that hard.”
“So tell me then, why is there no need to worry?”
“Because Mr. Malone showed up in the middle of the week while I was training his mistress how to change. He was irritatingly insistent about a few things and I ended up Changing him as well. I know I can trust him because of that.”
Jacob winced.
“You're messing around with mob enforcer's minds now?”
“No, I messed around with the mob's chief enforcer. We'll see no trouble from them on the physical front and, if need be, Mr. Malone can escort other mob leaders to me as their 'protection' and we'll Change them as well.”
Jacob sighed.
I know she can do what she says, but I still thing it's a bad idea.
“I want to go on record as still thinking dealing with the mob is a bad plan,” he said.
