Anything for a Dollar 2

Story by Wolfie1807 on SoFurry

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#2 of Anything for a Dollar

Second chapter of my first erotic story. Emma pushes the hypnosis further.


Ryan had been dreading going home all day. He couldn't lie to himself, he had enjoyed it but... it was confusing. He couldn't explain why he had done it. He couldn't explain what was so alluring about dollar bills that would cause him to do those things. By the end of the night he would have done anything Emma asked of him.

As he got off the bus and started walking he was planning what he would say when Emma offered him another dollar. "No, not interested. I don't want a dollar. What would i do with american money?"

Ryan paused outside his house and ran through it again in his head a few times before he opened the door and stepped in. He intended to just rush through to his room but he froze with his hand on the handle of the porch door. There was a note pinned to it. Ryan's eyes were immediately drawn to the word 'Dollar'

"Hi Ryan. If you want to earn a dollar then change into the clothes in the bag before you come in."

Ryan picked up the bag from behind the front door and opened it. Inside was one of Emma's old school uniforms. Ryan quickly dropped his backpack to the floor and was ready to pull off his jumper when he suddenly realised the front door was wide open. The front porch was tiny and even after throwing his backpack outside there wasn't enough room to close the front door without opening the inner door.

Ryan whined as he tried to force the front door past him. All he did was hurt his ribs with the pressure. "Emma?" He called. "Emma are you there?!" His voice wavered a bit.

There was no response and Ryan just couldn't bring himself to change with the door open to the rest of the street. Hesitantly he opened the door and shuffled inside. Emma was waiting in the living room. She quickly hid her grin before Ryan could see it. All he saw was the disappointed look she gave him.

"I- I'm sorry. I couldn't... the front door wouldn't close."

"I'm disappointed in you." An idea suddenly hit Emma and she couldn't help but grin. The look scared Ryan. "You have two left."

"Two what?"

"Chances." Emma replied in what Ryan could only describe as a menacing voice. "After that no more dollars."

"What no! I didn't know, that's not fair!" Ryan stopped himself before he sounded even more like a bratty child. "You didn't explain this. This shouldn't count."

This was going just like Emma planned. "How about a compromise then, a forfeit? And you get the chance back."

"What is it?"

"For a week... You only wear what I tell you to and dress when i tell you to."

Ryan hesitated, changing clothes was what got him in this position in the first place.

"I won't make you change or wear something illegal or inappropriate in public. You can have today to decide. The forfeit or the chance. From tomorrow if you refuse you lose an additional chance. Agreed."

Ryan nodded.

"Good. Then strip."

"So... I'm not going to get paid for wearing anything for a week." Ryan said quietly more to himself than Emma. He started removing his clothes, revealing his small frame to Emma. He managed to resist the temptation to cover himself up this time remembering that Emma told him not to last night.

"Good boy." Emma pulled a crumpled dollar out of her pocket. "Don't move unless i direct you to. You may nod once to show you understand."

Ryan nodded slowly. Emma smiled and placed the dollar on Ryan's muzzle. She then proceeded to stroke Ryan's neck, moving down his shoulder and to his chest. "Your fur is still soft like a puppy's."

Ryan whined. His cock was starting to harden. Emma noticed.

Emma's hand quickly moved down to Ryan's cock, she wanted to drag it out but couldn't help herself. She started stroking him, enjoying watching him struggle not to move. It didn't take long for him to fully emerge from his sheath.

Emma let go and Ryan very nearly opened his mouth to complain.

"Good puppy. I'm going to make a cup of tea. While I'm gone move over to the settee. Don't let the dollar fall off, don't touch it." Emma turned away from Ryan then paused. "In fact don't move your arms. Wouldn't want you playing with yourself." With that she left him alone. ryan couldn't see it but after she'd put the tea and sugar in the cup and turned the kettle on she moved so she could see Ryan slowly moving across the room.

It wasn't difficult to move without disturbing the dollar too much but the raging erection was distracting. Ryan managed it before the kettle clicked off. Smiling, Emma decided to give him a small reward. She went back into the kitchen and dug around in the back of one of the cupboards. She took out a pink baby bottle and filled it with apple juice before finishing her brew.

Ryan's eyes widened when he saw the baby bottle. Emma decided to allow that. She grabbed the remote and started flicking through channels with one hand while she idly played with Ryan's cock with the other. "I like this side of you. So desperate to please." Emma could feel his knot forming. After a few more strokes and a squeeze to the knot she stopped. "You can move freely but no touching. Sit down on the floor." When he sat down Emma handed him the bottle. "Drink."

Ryan whimpered as he put the bottle to his lips and started sucking. Emma flicked the TV back on and found one of the ever showing Friends episodes. By the break Ryan had finished his drink and had just settled against the settee watching tele. Emma finished her tea and grabbing ryan's bottle went back into the kitchen. She quickly returned with a refilled bottle and a pink dummy on a ribbon. She hung the dummy around Ryan's neck before handing him the bottle.

"You'll wear that all the time at home and when we're alone you'll use it at all times when your mouth is empty."

Ryan nodded again.

"Use your words puppy."

"I understand."

"Good boy."

Ryan put the bottle back to his mouth and started watching Friends again. By the end of the episode Ryan needed to pee. Emma had been waiting and as soon as he moved she said "Where are you going?"

"The bathroom." Ryan mumbled around the dummy.

"Wait." Emma jumped up and grabbed the bag of clothes from where Ryan had dropped it earlier.

She pulled out a pair of pink panties and held them out for Ryan to step into. Ryan started to protest but remembered the earlier agreement and was loath to lose a chance. He stepped into the panties and Emma pulled them up into place, grinning at his quickly growing erection.

"Puppy like dressing as a girl?" Ryan just blushed and refused to meet her eyes. "Wait here." Emma said as she headed for the stairs.

"Can I go to the toilet now?"

"Sure." Emma called back. "But you'll be stuck in wet panties if you do."

"What?!" Ryan cried, the dummy falling against his chest.

"I'm not giving you permission to take them off or pull them down. So if you go you piss in the panties."

Ryan wanted to scream about how unfair that was but again the chance on the line made him hold his tongue. Instead he put the dummy back in and started suckling.

When Emma came back down and saw his sulking face she almost gave in and moved to the next step but she wasn't sure if the risk of a single chance would be enough or if the hypnosis itself would be broken. She already knew he'd tried on her clothes a couple of years ago so she didn't expect putting him in girl's clothes again to push him too far. Restricting his bathroom privileges was just a fortunate coincidence.

Upstairs she had debated what to do next. In the end she had texted her friend and laid out some clothes for Ryan to wear later.

"You should finish putting that on. We're going to have a guest for tea."

"But-"

"Don't worry. She doesn't know who you really are. I told her I'm watching the neighbour's kid for the night. I also said my annoying brother was staying at a friend's."

"But what if she realises I'm a guy?" Ryan whined hoping that his sister would see sense. "How would you explain that?"

"Easy. 'My brother has a crossdressing fetish but he's not brave enough to go out in public. He begged me to help him.'" Emma grinned and grabbed Ryan's rock hard dick. "I think that's at least half true." she stroked him a couple of times before stepping back. "Now, rules! Do as you are told and we'll settle up at the end of the night." Emma briefly flashed a wad of dollar bills to underline her point. "Every time you disobey me I'll automatically deduct a dollar from the night's total. Now get dressed."

Emma turned back to the kitchen. "By the way that applies now. And just an FYI, you can go into negative figures tonight."

Ryan bent down and picked up the shirt. "Can I go to the bathroom after i dress please?"

Ryan was starting to feel desperate. He was famous for needing to visit the bathroom often.

"No. And don't mention it again. I'll tell you when you can go." Ryan was quickly dressed, including the school tie, blazer, white socks and shiny black shoes. Unsure what to do he meekly walked over to the kitchen. Emma was pouring two cups of tea, there was a glass of milk already on the counter.

"Well don't you look cute. So what should we call you tonight?"

"Umm... Rachel?"

"Good." Emma held out the milk. "Drink up. I know you hate warm milk."

He did but he didn't want to drink anything else right then. Fearful of losing another dollar he took the glass and drank it down quickly. A mistake, he immediately thought. Doubly so when Emma took the glass and refilled it. This time Ryan just sipped it.

Emma took a few cookies from the biscuit tin and put them on a plate. "Go wait in the living room. Answer the door."

Ryan took the plate and went back into the living room. Friends was still on the tele so Ryan carried on watching that and ate his snacks. The fact that he was dressed in a girl's school uniform never left his mind completely and his arousal never fully went away. He checked the kitchen several times and once got up to peek through the door. Emma was leant against the counter texting. Quietly Ryan went back to the settee and reached under his skirt to rub his bulge.

A minute later he had to stop. It was making the urge to pee a dozen times worse and a wet spot was starting to appear where he leaked pre. He reached for his phone to distract him but it wasn't in his pocket since his pants were across the room. He shot up to move his clothes just as the doorbell rang. Ryan froze for a second to decide what to do. He just quickly grabbed his clothes and dropped them out of sight behind the armchair in the corner and went to open the door.

It was only after he pulled open the door it occurred to him that he was still hard and he hoped it wasn't obvious.

His heart jumped into his throat when he saw the bunny on the other side of the door. Jenny, an old friend of Emma's and one that Ryan saw regularly at parties and things a few years ago. Ryan had always found her cute and fantasised about her several times. She's going the recognise me! How could Emma do this?!

"Hello. You must be the neighbour. What's your name?"

Relief flooded Ryan but it was mixed with disappointment. How could she not know me?

"R-Ra-" Ryan froze again. He still had the dummy in his mouth. It was too late to worry about it now so Ryan just stammered on. At least it'll help disguise my voice. "Rachel."

"I'm Jenny. Are you going to let me in Rachel?"

Ryan just walked back into the living room and dropped onto the settee as Emma came in with the two cups of tea. "Hi Jenny. This is the girl I'm babysitting tonight. She has some anxiety problems. Rachel, drink your milk before it gets too warm."

"Yes Emma." Ryan mumbled and picked up the milk.

Ryan wasn't really paying attention to his sister and Jenny, only talking when something was directed at him. When he finished the milk Emma told him to help himself to more so a minute later he got up and filled his glass again. In the safety of the kitchen he reached under the skirt to quickly squeeze his still hard cock. The urge to pee was suddenly very urgent. Thinking about it only made it worse. Ryan was almost dancing when Emma came into the kitchen with two empty cups.

"Remember, you can always just wet your panties."

"Noooo." Ryan whined, sounding very puppyish.

"How about an alternative?"

Ryan nodded eagerly. Emma grinned wickedly thinking of the possibilities.

"You could go outside. Like a dog. It's dark and the walls are pretty tall so you don't have to worry about being seen. Much. But your clothes will stay dry. Or, you can wet yourself in front of Jenny, then get changed into the clothes I've laid out in your room." Emma waited, grinning for his response.

Ryan's entire bearing suddenly changed. Gone was the desire and submissiveness and back was the stubborn and proud wolf she knew. "Fuck this. I don't know how you talked me into this but I'm done."

Ryan spun around intending to just march upstairs, piss and get changed. But as soon as he was facing the door there was a flash and Ryan flinched. The shock pushed him over the edge and he felt his bladder release and hot urine soak his panties and run down his legs.

"No, you're not done yet." Jenny said from the door. There was another flash as Jenny photographed the wet wolf. "Not unless you want these pictures all over the internet."