Resetting goals

After an enjoyable, intimate weekend with her husband, Molly was off to work with a chipper start after a flirtatious breakfast with Paul before she ran out the door to start a new week of work.

Shortly after she left, Paul did his stretches & workout in his tight workout clothes & sneakers before taking a shower. Coating his body in their customary oil, before dressing in a basic skirt & top, doing his makeup, and getting to work. Feeling the conditioned air run over the exposed smooth skin of his arms and legs, Paul experienced a pleasurable, euphoric tingle bringing a relaxed smile to his face as he set about addressing some customer requests.

Paul was enjoying the calming effect of the conditioned-air as he typed away when he heard his alarm go off. Putting in his earbuds & touching up his make-up, before fixing up the camera and heading over to his spots to check out his stretching by the marks on the floor while he waited.

“Well, hello, Paulie.” Bill greeted with a pleased tone.

“Hello, Trainer Bill,” Paul responded with a chipper smile.

“Glad to see you doing better today. Have a good weekend?”

Paul was a little surprised to have the question, but it seemed delivered with genuine interest and caring, so he was happy to respond, “thank you, Trainer Bill. We had a very relaxing and exciting weekend at home.”

"Well, glad to see it did you well. You ready to start with some stretches and then get some strutting in?”

“Yes, Trainer Bill,” Paul responded enthusiastically and got up to tackle some deep stretches before tackling the treadmill.

However, the tone was quickly moving away from excited enjoyment as Bill found himself having to repeatedly jump on Paul for missing steps and widening his gait often. “Paulie, you do hear me calling out and correcting you, because I hear you say things, but I’m not seeing results.”

“Yes, Trainer Bill. I’m just having issues focusing I believe,” Paul responded as he tried to not miss his stride and continue the swaying gait.

“Paul, could you stop for a moment?” Bill called out. As Paul stepped off the treadmill, Bill stopped him from kneeling down. “Before you kneel, I wanted to talk to you about something.”

“Yes, Trainer Bill?” Paul stood there nervously before him feeling like he was really failing his partner.

“I know it might be a sensitive topic to you, but I noticed you’re not wearing the Gadget as you weren’t responding to it.”

Last week’s run-away incident ran through Paul’s mind, and he got visibly nervous. “Well, no, Trainer Bill. I thought you didn’t need it,” he replied as he hugged himself trying to calm himself.

“Well, it’s another tool in the kit, but isn’t necessarily needed. However, you were doing with it better and I wouldn’t put you in that situation again, would I?”

“No, Trainer Bill.”

“In a moment, I’m going to need you to go get the Gadget, but I need you to understand something first.” Bill paused for a moment to ensure Paul was listening closely to him, “I’ve worked with devices a lot in the past and I’m confident in using them without going beyond people’s limits. They’re aids in helping to encourage desired activities and discourage unpleasant traits. Furthermore, as I’m the one in control but not the subject, it will not put me in an incapacitated state where I would be out of control. You as much as anyone should know that no device, app, or computer will anything other than what it’s told, and as long as the one operating it remains in control of themself, the Gadget will remain under control. And I promise you, Paulie, regardless of what happens I will remain in control. Understood?”

Paul listened closely and while he was still nervous about the gadget, he was oddly comforted by Trainer Bill’s assurances and almost implicitly trusted him. “Yes, Trainer Bill,” Paul replied nervously.

“Okay, go get your Gadget and install it before returning back here.”

“Yes, Trainer Bill,” Paul responded as he quickly moved over to retrieve the gadget. Sliding up his skirt and moving the gaff to the side, he slid the device next to his tuck as he shifted his clothes back into position. Taking a deep breath, he checked his clothes again before returning back before the camera.

“Okay, you can tell it isn’t doing anything to hurt you; right, Paulie?”

“Yes, Trainer Bill.” <BUZZ> Paul closed his eyes as a brief moan escaped his lips.

“Still just fine.” Bill waited a few beats for Paul to accept it before continuing. “Now, we’re going to use this as a simple tool in our training, right?”

“Yes, Trainer Bill.” <BUZZ>

“And we’re doing this training to help out Molly for her party, right?”

“Yes, Trainer Bill.” <BUZZ>

“We want Molly to be pleased when she sees you and happy about your performance at the party, right?”

“Yes, Trainer Bill.” <BUZZ>

“And to be successful we need you to be passable, right?”

“Yes, Trainer Bill.” <BUZZ>

“Not just passable, but convincing as a girl, right?”

“Yes, Trainer Bill.” <BUZZ> Paul could feel pressure building and stifled a moan.

“We’ve been working on walking, moving, talking, dressing, and making you up to be a convincing girl, right?”

“Yes, Trainer Bill.” <BUZZ>

“But you need to be more than just ‘convincing’, don’t you, Paulie?”

“Yes, Trainer Bill.” <BUZZ>

“It’s not just a costume party, right? It’s a ‘mixed up’ party, right?”

“Yes, Trainer Bill.” <BUZZ>

“You’re not just supposed to be a female version of Robin Hood, right?”

“Yes, Trainer Bill.” <BUZZ> Paul moaned a bit from the buildup but was getting a little nervous by this continued line.

“What type of Robin Hood is it, Paulie?”

Paul stood there nervously shifting on his heels, fiddling with the hem of his skirt.

<zap> “Answer me, Paulie. What type of Robin Hood?”

Paul jumped from the sudden jolt he hadn’t felt in a while and quickly spat out, “hot, girl Robin Hood, Trainer Bill.” <BUZZ> <BUZZ>

“Very good, Paulie. Now, ‘hot girl’ isn’t just the clothes, makeup, or even walk. There’s more to it, right?”

“Yes, Trainer Bill.” <BUZZ>

“It’s about the attitude and perception. The way you interact with others. A statue could be pretty, but to be ‘hot’ requires movement and personality, right?”

“Yes, Trainer Bill.” <BUZZ>

“What are some things beyond clothes, makeup, or movement you can do to be ‘hot’, Paulie?”

“um...” Paul tried to ponder what he was meaning. <zap> “Happy!”

“Don’t think long about it, Paulie. Just respond. A hot girl is ‘happy’. What else?”

“Um, smiling, <buzz> and uh, open. <buzz> Enjoying herself and those around her. <buzz>”

“And how is she enjoying those around her?”

“Talking with them. <buzz> staying near them <buzz>, touching them <BUZZ>, laughing with them, <buzz>, saying nice things to them, <BUZZ>.”

“Those are definitely all good actions. If a girl did that to you at a party, what would you call that?”

“Talking with them, Trainer Bill?” <zap>

“Oh, come on, Paulie. You’re not that dense. If a girl was sitting next to you, touching your arm, laughing at your jokes, and complementing, what would you call that?”

“Um, flirting, Trainer Bill?” <BUZZ BUZZ> Paul let out another involuntary moan and bit his lip.

“Right. A girl that flirts with you is ‘hotter’ than just a basic girl, right?”

“Yes, Trainer Bill.” <BUZZ>

“You want to be good and convincing for Molly, right, Paulie?”

“Yes, Trainer Bill.” <BUZZ>

“So, you’ll want to make sure you’re flirting with her, but you have to stay convincing as a girl, so you have to flirt as a girl, right?”

“Yes, Trainer Bill.” <BUZZ>

“So, a big part of the flirting is being happy, and conversing, and laughing, right, Paulie?”

“Yes, Trainer Bill.” <BUZZ>

“Those are not part of your normal behavior so you should probably practice those too, right?”

“Yes, Trainer Bill.” <BUZZ> Despite himself, Paul was definitely starting to feel better and shifting his hips as he was standing there.

“We talked about this some, but this is another layer to add onto your training. You need to make sure your practicing being happy, conversating, and laughing. It sounds simple, but it's going to take a shift and mental energy to keep it up.”

“Yes, Trainer Bill.” <BUZZ wiggle BUZZ> The new motion from the gadget surprised Paul and kind of tickled more than just a basic vibrate almost like little fingers reaching out to tickle his folded cock and a laugh escaped his lips before he could stop it.

“See it feels good to laugh, doesn’t it, Paulie?”

“Yes, Trainer Bill.” <BUZZ wiggle> Paul let out a bit of a chuckle as he moaned shifting his hips trying to get his member more comfortable.

“And all these traits: pretty, hot, happy, flirtatious, and so many others, are all good things you would expect to see from a girl you would want to see on Halloween, right, Paulie?”

“Yes, Trainer Bill.” <BUZZ>

“So those are going to be our goals for you, Paulie.”

“Yes, Trainer Bill.” <BUZZ>

“You are going to work to be good at passing for a girl, right?”

At that moment, the vocal training loop happened to sync up with their conversation and Paul accidentally slipped out, “I am a good girl.” <BUZZZZZ> “It’s okay....” gasping in self-surprise and catching himself, Paul corrected, “I mean, yes, Trainer Bill.” <BUZZZ>

“That’s good, Paulie. That is what your goal is: be a good girl. It’s a good affirmation to practice saying it. Say it again.”

Paul hesitated just a moment trying not to repeat everything in the vocal loop but got out, “I am a good girl, Trainer Bill.” <BUZZZ> <BUZZZ> <BUZZZ> Paul was quickly losing many cognitive skills and was grasping at what reality he could trying to focus on Trainer Bill.

“Very good, girl. Now we have done good prep we’re going to practice your strut again in a moment.”

“Yes, Trainer Bill.” <BUZZ>

“When we you do, notice the good girl’s hot legs in the mirror. Notice her cute feet place one in front of the other. Focus on her flirty skirt swing side to side. Think about how good it would be to have her delicate arms reach to you. Do good for the girl, Paulie.”

“Yes, Trainer Bill.” <BUZZ>

“Now be a good girl go over to the treadmill and keep your training going.”

“Yes, Trainer Bill.” <BUZZ> Paul involuntarily moaned as he stepped over to the machine and began walking as instructed.

Paul was focusing on the girl’s body in the mirror, enjoying watching her strut along while Trainer Bill kept encouraging him. Paul’s energy kept rising but his head was getting distracted frequently with his lizard brain’s ideas of what he would do with that girl’s legs & body.

In many strides, Bill was able to complement Paul, but a growing number of times Bill was having to remind him about basic hip swings and had to zap him a few times trying to remind him. Paul was beginning to feel like he was screwing it up badly and failing his trainer. Bill was noticing some growing tension in Paul. “Something wrong, Paulie?”

“Trainer Bill, its just,” Paul took a big breath, “I keep forgetting the step occasionally and I just forget the... stride.”

“Step off for a moment, Paulie,” Bill said comforting Paul.

“Yes, Trainer Bill,” Paul replied a little down but trying to force a happy smile.

“I’m noticing you’re not swaying like you should; perhaps we need to upgrade your training aid again.”

Nervously, Paul shifted, realizing he may actually need that thing after all and felt guilty having failed Trainer Bill by not having it. “No, Trainer Bill.”

Bill could see a growing nervousness in Paul, “I bet you could handle the upgrade. Is there another reason, Paulie?”

Paul took a deep breath, “I didn’t.... install... the aid... today, Trainer Bill.” Paul stood there nervously. “I thought I could do this without it.”

“Well, thank you for being honest, but I think it's clear we still need it to get the best out of you we can, right, Paulie?”

“Yes, Trainer Bill.” <BUZZ>

“Ok, we need to ensure that this the newer ones are being installed right. Be a good girl and bring your training aid back to your spot with the accessories you use to install it with.”

Paul wasn’t looking forward to installing it again, but he figured Trainer Bill wanted to inspect that he was still using good quality items. Retrieving the current aid, condoms, and nearing empty jug of oil, Paul returned back to kneel at his spot in front of the vid camera with Trainer Bill placing the jug, aid, and condom between his outstretched knees pleased that he could get so far out those dots still.

“Very good, girl.” <BUZZ> Bill praised when he saw Paul return so quickly. “Now, show me what you do to install it.”

“Yes, Trainer Bill.” <BUZZ> Paul figured he wanted a general illustration, so he opened the wrapper and covered the aid, and then mimed covering the aid with the oil, “and then I would coat it and my entrance before... installing it.”

“That’s a good basic instruction, but I want you to show me what you actually do, Paulie. I need to make sure you’re not hurting yourself when you do this.”

Paul just stared at him perplexed. Bill actually wanted to watch him ‘install’ this big ass thing in his butt?!?

Bill could see the hesitation in his eyes again, “Paulie, as your physical trainer, I need to make sure you’re not doing damage to yourself as part of this endeavor. I need you to show me your form and how you’re actually doing it otherwise you might make this worse for yourself. As your partner in this, I want to see you succeed without it being detrimental to you. So, Paulie, please install your training aid for me.”

Paul tentatively responded, “yes, Trainer Bill.” <BUZZ> Surprised by the gadget reminder he gasped as he slowly set the aid down as he put oil on his fingertips as he folded his body down to put his face down on the floor and reached back behind him. Closing his eyes to try to block out embarrassment & reaching under his skirt, he moved his gaff to one side with one hand and slowly rubbed his oiled fingers over his hole. <BUZZ> Moaning a bit from the vibration, his coated finger slipped in. His eyes shot open in surprise hoping Paul didn’t see that; he didn’t move his hand hoping the stillness would hide the position from view.

<BUZZZ> “Good girl, Paulie. Keep going,” Bill encouraged.

Blushing, Paul pushed a little further, coating deeper inside himself. Slowly pulling his finger out, he got more oil and started coating the covered aid up & down from his prone position. With it fully coated, he held his gaff out of the way and spread his cheek as he slowly attempted to press it in. Being tense from the onlooker and out of practice for a few days, he was having a hard time starting it. Closing his eyes & taking several quick breaths, he continued trying to press in.

Seeing Paul’s difficulty bent over so far like that, Bill suggested, “try raising your backside, Paulie.”

Paul shot his eyes open, surprised by the prompt. He wasn’t really sure how that would help, but moved his empty hand to the floor and started to move his back up.

“No,” Bill interrupted him quickly, “keep your shoulders on the floor but lift your hips”

Paul put his shoulders back on the ground and slowly started shifting his body to lift his hips up.

“Higher, Paulie.”

Paul kept going until he felt his skirt flop over his belt as it seemed like his but was almost sticking straight in the air.

“Good girl,” <BUZZZ> Bill encouraged, “Try again.”

Paul reached back again and pressed forward, feeling the pressure pushing on his rear entrance down his spine and pressing his shoulders into the resistance of the hard floor. With the added resistance and flexible training, he was able to press past his resistance and gasped in surprise.

<BUZZZZ> “Good girl! Keep going!”

Pressing further in, he felt another <BUZZ> as his body seemed to reluctantly accept more of the invader.

“See you got this, Paulie!” Bill encouraged.

Paul looked up at Bill and was empowered by the spirited smile from his training partner, “yes, Trainer Bill.” Pressing further in was starting to feel more resistance.

“Ok, as you feel some push back like that, pull back a bit and then try to go back in further.”

Appreciating the direction, Paul responded, “yes, Trainer Bill,” as he followed the direction pulling out then pushing back in; a <BUZZ> accompanied his inner stroke and a moan escaped his lips.

“Good girl, Paulie. Now out and further in again.”

“Yes, Trainer Bill,” Paul focused on Trainer Bill’s eyes as he could see Bill focus on his progress as he repeated the process again and felt another <BUZZ> on the stroke in.

“Again.”

“Yes, Trainer Bill,” again stroking in further <BUZZ> and panting, locking his eyes on his trainer’s gaze

“Again.”

“Yes, Trainer Bill;” stroke and another <BUZZ> reward.

“Again.”

“Yes, Trainer Bill,” Paul could feel the bulge at his cheeks as he was almost there as repeated the stroke again, encouraged by the energetic smile from his partner.

“Again, Paulie!”

“Yes,” Paul pulled his up stroke, “Trainer,” Paul continued as he pushed into himself, “BILL!” Paul gasped as the based popped in past his sphincter and was met with a resounding <BUZZZZ> <BUZZZZ> <BUZZZZ>

“Good girl, Paulie!!!!” <BUZZZ>

Staring into his partner’s gleeful eyes, Paul could feel himself on the edge of a familiar precipice ready for the next direction, “thank you, Trainer Bill.”

Bill caught himself admiring the toned ass in the air and was glad to see his client working so hard at improvement. “Excellent. Now let’s try that gait again; back on the treadmill.”

Almost disappointed for some reason, Paul barely stifled a whimper, but was glad to see his training partner so excited so he jumped back up. Feeling a little lightheaded and worried the plug was about to pop out, Paul stumbled a bit as he reached back to fix his gaff. Taking a few steps, he could already feel a difference with his aid pressing his hips out. Turning on the machine, he could see a difference in the flirty swing of his skirt in the mirror.

<BUZZZ> “Much better, Paulie!”

“Yes, Trainer Bill,” Paul replied enthusiastically, almost enjoying the internal slip of the aid as he heard the positive energy from his partner.

Floating high through several more minutes of hotter steps, wider strides, and encouraging buzzes, Paul’s brain was largely lost in a euphoric cloud only hearing his partner’s encouragement, vocal training loop, and reflective flirty image, nothing else really crossed his mind. Bathing in the blissful state on the exercise machine lasted until he heard from his partner.

“Alright, Paulie, I think that’s enough for today.”

“Yes, Trainer Bill,” Paul replied as he moved back over to kneel in his spot before his trainer gazing up at his smiling image.

“You’ve done really good today, Paulie.”

“Thank you, Trainer Bill.”

“The gait, walk, comfort, movement, and even attitude is looking really good, Paulie. However, we still need to work on the vocal pitch somehow. There is still a gap to overcome.”

Feeling some of the blissful cloud wafting away, Paul was trying to keep up the happiness but was disappointed to be letting his partner down so much with his voice and meekly agreed, “yes, Trainer Bill.”

“Have you talked to Katie about that, yet?”

“No, Trainer Bill,” Paul said embarrassed about reaching out to her for yet more help but more so for letting Trainer Bill down.

“With her cosplaying experience she might at least know somewhere to direct you if she doesn’t know herself. I need you to reach out to her today and get some kind of direction. We can go over her suggestions during tomorrow’s session.”

Encouraged by his trainer’s interest in his further success and energized by the deadline, Paul enthusiastically, “yes, Trainer Bill, I will.”

“Good girl.” <BUZZ> A pleasant moan escaped Paul’s lips from the gadget’s encouragement. “Well, I think we’ve made good progress today, Paulie. You reach out to Katie, and we’ll talk tomorrow. Goodbye, Paulie.”

Breathlessly encouraged by his trainer but disappointed it was ending already, Paul responded, “Goodbye, Trainer Bill.” As he saw his trainer’s smiling face fade from the screen, he immediately hopped up to get his phone and reached out to Katie.

Paul: Are you busy at the moment?

Katie: About to go on a break. Why?

Paul: Needed some advice if you have a moment.

Katie was shocked to hear that the arrogant ass was actually asking her for advice for once. She was tempted to shove him off, but this is actually something to encourage.

Katie: Give me two minutes and I’ll call you.

Paul: Thank you, Katie!

Katie shook her head and signed out before grabbing a drink to figure out what this revelation was about.

Paul was almost antsy waiting for the call. He shifted in his seat excitedly, but was also feeling a little better as he could feel the aid rubbing up a not unpleasant spot that seemed to make the few minutes whisk by. Almost surprised by the ring and seeing Katie come up on his phone screen, he answered it quickly, “Hello, Katie!”

“Hey, Paul. What’s up?”

“Umm.... it's about the Halloween costume.”

Katie didn’t like where this was starting, “Don’t tell me you’re already backing out, fucker!”

“No, no, no,” Paul quickly jumped in to quit her, “no, far from it!”

“Well, what is it then?”

“Well, I’m wanting to make sure it's as close to real as I can get.”

Katie wasn’t sure where this was going but was waiting for the next shoe to drop.

“I’m sure your makeup skills will do the best with my face that can be done, and the dress will hide the additions you're putting in, but I’m worried about my voice.”

Katie was almost floored that out of everything he was worried about being so deep into character that he felt the voice had to be there too. She sat there mouth open, trying to process this from Paul of all people.

The silence was making Paul nervous. Was she laughing at him or disconnect, or something else entirely, “Katie, you still there?”

“Um, ya, sorry, just trying to think about this. Are you asking me how to sound like a woman? I’m sure that’s not needed”

“Well, I’m sure it's not *needed* but I want to do the best for Molly that I can. I’ve tried looking up some videos and sites on how some people do it to be convincing, but I’ve been trying for a few weeks, and it just doesn’t seem to be clicking with me.”

Katie had a lot to unpack in that statement. She was glad to hear he had committed to helping Molly finally, but surprised he’d been actively working on it so far in advance. However, what totally floored her was that he was humble enough to recognize he wasn’t doing well *and* asking someone else for help.

“Well, I, uh, I’m not really a voice coach. I’m not sure how I can help. Sounding like a woman is just kind natural to me,” she giggled nervously.

“True.” Paul was I was just hoping you might know … um... someone in your... uh... cosplay circles... that …. uh... might have some tips.”

Katie could definitely think of a few people with experience like he was thinking, but she wasn’t sure which ones would be safest to not scare him. Since they were already bugging her about her ‘mystery’ project, she figured the guys making the prosthetics would be best. They’d get a thrill out of it and maybe even be good enough to give her a better discount on the next order. “I don’t have someone immediately, but let me put you in contact with the guys making the forms and pieces for you. They should be able to point you in the right direction.”

Paul was excited enough to bounce in his chair, but the aid reminded him that it may not be the best idea at the moment. “Oh, thank you so much, Katie!” Paul was genuinely thankful, and so happy she wasn’t being her usual cold shoulder to him and thrilled he should be able to make some real progress soon. Exchanging the numbers, they hung up and Paul proceeded to make dinner.

Glad to have some steaks and sides in the fridge, Paul was happy to put together a big, thorough meal holding onto the high from his training he was happily dancing around to music in his head.

Realizing the time, Paul went to disrobe and get into a shirt and shorts. Taking out the gadget, he was still a bit apprehensive around it. And taking out the aid, he really regretted not using the cleanse from the salon. Putting everything away just in time for Molly to get home.

Meeting Molly at the door, Paul quickly pounced on her with a pent-up energy from his activities today. For her part, Molly was thrilled with the reception as she had been fighting her own arousal throughout the day.

Briefly breaking away from him, the pleasant aroma of a good meal, her amorous partner, her own arousal all fed to amplify her twisted hunger. Sliding down his body, she knelt down him pulling his shorts away there in the entry way. Rewarded with his massively stiff rod, she was pleasantly surprised by the cushion of his full sack hitting her chin.

Being already over sensitized and edging for so long, it didn’t take long for Molly’s skilled tongue to bring him over the cliff and erupted into her mouth. Molly for her part gladly took the full load, surprised by the urgency and the quantity was an amount she hadn’t encountered in a while from him. Pulling it out to just the tip, she quickly gulped as much as she could letting only a small drop out.

Leaning against the wall, Paul was drained in multiple ways from his all too talented girl. She slowly slid back up his body and slid up his shirt as she came removing it completely before she kissed him hard.

Molly was still amazed at how glorious and smooth his body looked, tanned and hairless was not what she would normally have wanted but now being able to feel his muscles and body with complete smoothness was just so arousing to her; like she could tell every intimate part of him.

Returning the favor, Paul undid her dress and let it fall to the ground. Standing in the entry way, the couple were only energized by their nude forms with only her heels being the only clothes between him. Wordlessly, he grabbed her by the waist and led her to the bedroom. Tossing her on the bed, Paul quickly spread her legs to get a ‘meal’ of his own diving down between her thighs. They continued on with each other for several hours ending a dinner that was little more than leftovers by the time they actually looked for sustenance before returning to bed for a few more trysts before sleep finally overtook their bodies.