Taking the next steps

Paul eyes slowly broke open seeing a very unfamiliar view of their TV powered off and sunlight streaming in. It took him several minutes to realize the bed was extremely uncomfortable because he was actually awaking on the couch with just throw pillows under his head and basic blanket over him.

Shifting around to try to get in a position to sit up he could feel the crumbs and salt rubbing against his skin in all sorts of unfamiliar crevasses. Sitting up, he felt a few bags and boxes from the carnage of last night falling to the ground around him.

The ache of his muscles reminded him he is definitely not as long as he once was and spending too much time on the couch is not where he should be at this stage. Trying to do some basic stretches he could feel joints pop and creek into position, but still didn’t dull much of the pain.

As he slowly stood up and began to roll up the blanket, the full disaster left over from last night lay before him. Noticing the time, Paul was worried that Molly was going to be late for work. Carefully stepping around the land minds of snack bags walking on the balls of his feet and shifting deftly around the chips & discards. He couldn’t remember the last time they had binged such junk and left such a wake of trash.

“Molly, hun, you need to get up,” Paul shouted out as he tried to get through the obstacle course to their bedroom.

Hearing no response, he called out again as he stepped into the bedroom, “Molly?” However, he quickly noted that her side of the bed was emptied but recently slept in. Taking a quick look through the bedroom, he could tell she was not in their ensuite. Grabbing his phone from the charger, he found a rambling text from Molly:

“Morning, wonderful Sir! Thank you so much for last night; not sure what possessed me but you were stupendous!!! Not sure why devoured the chips & snacks, but you were not interested in getting up when I woke up in the middle of the night, so I hope you slept well under the blanket. I missed the company but you seemed exhausted. Didn’t want to disturb you this morning on way to work so let you sleep in. Maybe we can recover this weekend. Luv u!”

Paul was glad she was able to get off to work fine, but as the panic dissipated that she would be late, his body’s discomfort quickly overtook him. The aches, pains, grimy, and just general out of sorts just made him feel gross; a hot shower was definitely first course of action.

The steam, pressure, soap, and luffa seemed to help remove the physical remnants of the flakes and crap from last night. The heat seemed to push through into his core to relax and break up his tight muscles only to an extent; a lot of extra stretching workout was going to be needed to work out these kinks.

Stepping out of the shower, he patted himself dry and grabbed the remaining berry body oil Molly left last night and covered his limbs as she had suggested. His arms and shoulders were beginning to feel better but bending over to reach his ankles was proving difficult with his tight back. Propping his foot up on the seat he was able to at least run the length from his achilles all the way up to his gluts before shifting over to the other leg.

Rubbing over his body seemed to really help at least relieve some of the stress if not fully relax his muscles. Something therapeutic really seemed to wash over him and was feeling a lot better about this morning.

Obviously, now that he was cleaned, he really needed to stretch out some of these tight muscles before it affected his flexibility. Getting over to his training outfits, he was reminded that he only started the laundry for his gear and almost all of it was still wet in the wash. He chuckled a bit remembering how Molly’s arrival distracted him for some strange reason.

Resigning himself to using the remaining top and bottom set, he grabbed the matching pink thong as he put the neon pink top & shorts on. His compelling need to match overrode any aversion to the soft hue, so he grabbed the pink socks to wear with the training sneakers. The lace tops seemed pop loudly out of the top of the shoes, but they at least seemed to go with the rest of his outfit.

Paul spent a lot of time slowly going through the routines feel his joints pull and his muscles pop & release bit by bit. He really didn’t want to disappoint Bill, but he was sure he wasn’t going to get immediately back to where he was yesterday, but Paul was determined to be as methodical as possible to ensure he was as close as he could be for his training partner.

Feeling he did as much as he possibly could without causing more harm than good and waste any more of his morning, Paul headed to go clean up the carnage from the night before. Walking past a mirror he glanced over and realized he had reverted to a classic gait even with the sneakers on.

Remembering Bill’s warning that he needed to be better at falling into the gait and with these heels Paul figured he should do it right if he’s going to be doing it anyway. Grabbing a prophylactic and his training aid, he went to grab some more body oil and knelt on the tile to install the aid.

Feeling a comforting calm return to him, he proceeded to go clean up after their previous evening. After filling up a trash bag and putting the dusty blanket through the wash & setting his gear to dry, he grabbed the vacuum cleaner to pick up the plethora of crumbs.

Bending over to plug in the machine, he pointed his toe to release the handle and a visualization of his predicament ran through his brain. In his relaxed and focused brain, it triggered a little giggle fit as he thought what it must look like to have this tall, tan bald guy strutting around a vacuum in his pink workout gear propped up on 4-inch sneakers.

Leaning into the appearance, Paul figured he’d have fun with it and mince around like a maid caricature; wiggling each step, holding out the power cord in a bent arm, leaning over to use the hose to get in all little crevice. Giggling to himself as he finished up on the work, proud to see there was no further indication of devouring last night, he put the vacuum & remaining items away before setting down to get some work done.

Paul kept finding his mind would sometimes wonder off on weird tangents and space out for several wasted minutes before he was able to get back to focus on his pending tasks. He was able to get through at least a few patches before it approached time for his training session. Resigning himself that it was probably all he could tackle today, he saved his work and grabbed the gadget & grabbed remaining items for his training.

After putting on the vest, he was reminded at the newest addition and went to his new kilt collection. Looking at the myriad of various tartans, he realizes there is only one that actually matches his top. Sighing, he grabs the kilt labelled Kyle Pink and removes his shorts before wrapping the kilt around his waist.

Walking over to the treadmill, he giggles a bit at the parade of pink he saw in the mirror below his neck; swaying it a bit back and forth for effect he was glad he couldn’t see his face in the view. He was even happier it was only in the privacy of his home.

Turning around he tried to focus on his sway and feel the side-to-side motion as he moved to get into position as he waited for his training partner to show up. Stretching out his knees as far as he could, he was proud to see it was still outside the dots though not as far as he liked. Hopefully, Bill would appreciate the work he did this morning.

“Hello, Paulie! Glad to see you made it,” Bill announced. He was surprised to see all the pink in Paul’s look. Bill had to hold back making a quip about Paul’s choice, but was glad to see him getting comfortable with it. The bloom of his pink kilt spread out around him added a look of almost femineity, so Bill was not about to dissuade him if he’s getting more comfortable along this path.

“Hi, Trainer Bill! Always happy to be here for you.”

“Well, let’s get to training and some walking & see if you still happy to see me.”

Standing up with a bit of giggle, Paul responded, “yes, Trainer Bill! Push me, hard!”

Bill was a little surprised to still the sneakers as he got notice the boots and items should have been there earlier and then was almost shocked at what sounded close to a flirt from Paul.

Shaking his head, he figured he’d talk to Paul about the boots & stuff after the stretching, but was focusing on ensuring Paul was getting the nuances of the forms rather than just pushing flexibility.

For his part, Paul was a little surprised at the different locations and speed Bill was after on some of the positions, but he tried to remain focused throughout.

As Paul made it through the rotation, Bill called him over to talk to him before heading for the treadmill.

Paul knew he wasn’t as graceful as Bill wanted, but he knew it was still growing. He didn’t think it was so horrible that Bill was going to need to admonish him. Paul wanted to make sure he fixed whatever it was that was upsetting Bill so he focused on him and listened intently.

“Paulie, I noticed your still wearing your sneakers today.”

“Yes, Trainer Bill. Thank you very much for them; they have worked really well & were a great fix for the treadmill,” Paul responded enthusiastically.

“Yes, but do you have the new boots?”

“Oh, no, Trainer Bill. I still haven’t gotten any, yet.” Paul responded nervously trying to figure out if there was something he was supposed to do for them.

“Well, the system says they were delivered today and they took a picture that looks a lot like the outside of your home, so you should have gotten a package.”

“No, Trainer Bill, I haven’t gotten anything today.”

“Well, have you looked outside lately? It looks like it was a few hours ago.”

“Um, no, I haven’t looked today, Trainer Bill.” Paul was feeling like he was disappointing Bill at this point.

“Don’t you think you should go check? Hopefully they haven’t sprouted legs.”

Paul realized he had a way to remedy this and please Bill hopefully. “Yes, Trainer Bill,” he responded as he turned to go check the front door, trying to ensure he put plenty of sway in his kilt to try to please Bill.

Reaching his front door, Paul looked out through the peep hole but didn’t see any boxes on the patio and wasn’t sure where it was. He spent a few minutes there staring when he suddenly felt a <zap>

Paul knew Bill must be getting impatient with him, but he just didn’t see any package. He didn’t want to return empty handed so he slowly opened the door wondering if there was something just below the view but still nothing around. <ZAP ZAP> indicated Bill was really loosing patience.

Paul was nearly panicking that he was going to really disappoint Bill to come back empty handed after all this time. Glancing around, he couldn’t see anyone around and heard no traffic so he took a tentative step outside to try to locate the packages. Still seeing nothing he took a couple steps to see if there was something around the side.

Hearing the door close behind him caused a bit of jump realizing he was now fully outside in the pink getup, but he was determined to find what Bill had gotten for him. He was about to give up and took a step in when he felt another <ZAP ZAP ZAP> and was so frustrated he was going to disappoint him he stomped his foot in frustration trying to hold back a scream.

When Paul took one more step & looked around the corner and saw a large package placed around the corner. Paul was almost giddy with excitement as he rushed over to get and bent over to pick it up, when he suddenly realized he was now in open sunlight as he felt the rays landing on his exposed cheeks as the kilt raised up to reveal his thong threaded ass.

Gripping the box, he stood up quickly and rushed to get back into the safety of his house. Stuttering his steps just a bit as he felt another <ZAP ZAP ZAP> he knew Bill had lost all patience and his only hope was to return with the reward without further incident.

Slowing down just long enough to open the door, Paul was afraid to look behind and see who might have actually seen this crazy display and rushed to get back on their Skype sessions.

“I’m sorry, Trainer Bill, they placed it around the corner.”

“Glad you found it,” Bill responded. He was a little surprised he ventured out in that getup without changing, but figured he wouldn’t point it out as it might discourage him too much.

Paul was sure Bill must have been really upset to not sound more pleased that he found the package, “may open it, Trainer Bill?”

“Yes, please, Paulie.”

That seemed to make Bill happier so Paul eagerly grabbed a pen and quickly ripped open the box. Inside he found a large shoe box and a smaller non-descript plan box.

“Ahh, good. That should be the boots and some more aids.”

Opening the large box, Paul found some black boots with a large. Looking at the toe and sole, one might call them combat boots, but no soldier would ever be caught in a heel that high.

“You’ve been getting comfortable in those wedge sneakers, but I understand the costume Molly picked out has a few more inches on its heels so we need start getting you closer to that.”

Paul picked one up and turned it around trying to figure out if it really will be much harder.

“It's not significantly higher, but should still work on the treadmill,” Bill was worried Paul was going to balk at this much changes but adopting the pink outfit should make this a minor change. “Go ahead and try them on for me, Paulie.”

Paul detected some frustration or **** from Bill, so he tried to push that away with some eagerness. “Oh, absolutely, Trainer Bill,” grabbing both boots and plopped on the ground with a light yelp as the aid pushed home a little more. Removing the almost cheerleader-like wedge shoes off, Paul quickly pulled the boots up over the lace socks leaving just a small tuft dangling out the top.

Standing up quickly, Paul could tell a change of perspective, though it wasn’t fully unusual. Strutting to the treadmill focusing on the sway of his kilt, he stepped on it to use it like a mini-catwalk. Taking a few steps while it’s stopped turning and kicking up his foot, “so, what do you think, Trainer Bill?”

“Seems like they work well.”

“Great!” Paul responded chipperly, and turns to start the treadmill before feeling a <ZAAAP>.

“STOP!” Bill commands.

Whimpering Paul responds, “I’m sorry, Trainer Bill, what did I do?” Paul pleaded, trying to figure out how to make things right.

“You forgot the other box with the other aids, Paulie.”

“yes, Trainer Bill,” Paul quick scampered over to the package and took out the plane box. Opening it up, he dumped the contents onto the table in front of the camera’s view and let out an audible gasp.

A bundle of seven separate anal plugs of gradually larger size bounced on the table. "I’ve noticed that you’ve been getting used to the existing aid, as to be expected.”

Shifting his hips a bit, Paul was sure he could plainly feel the aid still in him. “Yea, you can feel it when you think or focus on it, but I could tell by the way you been walking you’ve been getting used to it,” Bill commented.

Paul shook his head and went to open his mouth, but Bill interrupted him, “Paul, before you go denying it, remember this only works when we’re honest and truthful with each other. There is no shame admitting your body’s natural ability to adept. It’s a powerful strength and we can utilize that to improve your skills. Now I’ll ask you directly, have you been getting used to the training aid and forgetting it's there even when you’re wearing it?”

“yes, Trainer Bill,” Paul timidly responded as his face flushed looking at the ever grown plugs before him.

“I know they look imposing, but this is a standard set I use with my trainees, but they have different goals and a longer time frame than you do. I do not expect you to be able to make it the end,” Bill assured finishing with a chuckle.

Paul was a little surprised that he thought he couldn’t do as much as his trainee girls normally did but feared what any of them would feel like.

“We’ll start off with a small one and then as your body adepts, we’ll step it up to the next until you’re able to get that natural sway without having to worry about it.”

Shifting nervously staring at the sizes, Paul responded, “yes, Trainer Bill.”

“Let’s go ahead and test it out. Grab a small training aid, put the rest away, and install the new aid.”

Paul just stood there looking at them like it they were about to bite him.

<ZAAP> Paul jumped back to reality from the fearful thread running through his head. “Paul? Let’s go”

“yes, Trainer Bill,” Paul responded quickly, scooped them up, and dumped them in the trunk he was storing the other training tools in.

Grabbing the small one on top, he grabbed a prophylactic, and proceeded back to the camera, “uh, Trainer Bill, I need to put some lubricant on this.”

“Go get the lube and hurry back.”

“yes, Trainer Bill,” Paul responds and quickly shuffles out on his new boots to grab a small bottle of the body oil. Rushing into the bathroom, he removed his old training aid and spritzed the cleaner on it.

Feeling he was taking too long to still be called in a “hurry”, Paul quickly sashayed back to the training area where his new aid and training partner were waiting for him.

Bill saw Paul come scampering in, “sorry, Trainer Bill; got the lube!” Paul said enthusiastically holding up the small bottle. “uhm, give me just a moment, Trainer Bill,” Paul cautiously says holding up the training aid before turning to kneel off camera.

Bill just sat there and shook his head at Paul, being scattered mentally once again, but waited for him to finish. After a few moments, Bill could hear him grunting. “you okay, Paulie?”

Bent all the way down to the ground with the side of his face on the ground and reaching behind him under his kilt, sliding his thong out of the way, he was trying to maneuver the lubed, condom-covered aid into his well lubed rear entrance. Looking up at the screen, he could just make out Bill looking for him but was thankfully not within viewing angle of the camera. “yes, Trainer Bill, just *ugh* trying to get the aid installed.”

“Try and relax. Take a few breaths and try to push it back on it to help let it in.”

Taking a few breaths, watching the concerned look on Bills face, “thank you, Trainer Bill” and kept trying not quite making it.

Bill was futility trying to change his view to see if he could get a better view of his trainee feeling uncomfortably nervous that he couldn’t determine his safety. He absent mindlessly began fidgeting with his phone trying to calm his nerves while he staired a the Skype window. Hearing moans coming from the other side, Bill tried to reassure him, “just relax, Paulie, I know you can do this.” He was sure the size difference wasn’t that much between the old plug and the new set. “I have faith in you.”

For his part, Paul was making progress but part of it was the twitching that his body was invuluntarily doing from the insessient rhythmic <buzz buzz buzz buzz...> coming from the gadget. Looking up at the screen trying to pled to stop he was captured by the geniune fear and almost panic look on his training partner’s face. He was so thankful that Bill was so caring for him and trying to help the only way he could remotely.

Paul was able to pant out, “thank..... thank you... Trainer Bill,” as he continued to slowly inch the new plug in bit by bit with each buzz. Feeling a euphoric rush begin building from the pressure inside him, suddenly the broadest section passed by his sphincter causing the shaft to rush past into his hole. A gasp escapes out of his through from the supply.

Bill held still trying to figure out if Paul was still there or if he needed to get a medic there pronto. Reaching for his desk phone, he heard a soft “did it, Trainer Bill!”

A bald grinning head slowly came in from the bottom of the screen as Paul slowly shuffled forward on his knees as he put his thong back into position. Moving forward far enough to try to assuage Bill of any fears and letting him see he was fine. Paul collapsed back into a Balasana pose while he starred up at Bill with a large grin so thankful Bill has been there to help him.

Bill was a little surprised to see Paul’s kilt still flipped up, but he could clearly see the base pushing up against Paul’s thong & cheeks, “very good, Paulie. It should get easier before too long,” Bill tried to assure and calm Paul before continuing, “and as you adapt to it, we can move up to the next size to continue to improve your gait.”

Paul’s eyes bugged out thinking how much bigger these things got.

“Now, get up on the treadmill and let's see the difference in action.”

“yes, trainer Bill,” Paul retorted as he slowly moved to stand up. Feeling an **** head rush, Paul delebritely to cautious steps to the treadmill.

“Now keeping that sway, Paulie, watch how the sk—kilt sways from side to side. Watch your foot placements making sure they’re directly in front of each other.”

Paul tried to follow his actions as the treadmill began its infinite track.

“Good now. Make sure you’re crossing your foot falls far enough so you keep your hips perpendicular to the aid. Keep the sway to minimize the discomfort.”

Paul could feel the horizontal pressure reduce as he began swinging his hips out further to keep his ass swinging a little wider. He could feel the kilt flow.

As he watched Paul’s foot falls, he was worried that the black boots would blend too much to the treadmill, but luckily the pink lace of his socks provided a good flag and actually bounced well with each step.

Paul was focused heavily on his movements & staring at the pattern of his gait trying to remember what Molly looked like, he barely heard Bill call out, “those socks work well with those boots; I’ll order more for you.”

“thank you, Trainer Bill,” automatically replied as he continued to try to focus on his hip swing, kilt sway, foot falls, and smooth repetition.

Bill let him continue for several more minutes critiquing occasionally but pleasantly surprised at the continued swing from Paul.

“Alright, that’s at least indicating we’re on the right path. Let’s close out.”

“yessir, Training Bill,” Paul dutifully replied as he stopped the treadmill and continued to focus on his movements as he stepped over to his spot. Slowly bending his knees, Paul gingerly knelt all the floor as he felt the aid press into him, but carefully spread his knees to ensure he was outside his spots.

“Lots of good progress, Paulie. I’m pleased you’re making it the improvements and moving forward. Also, the black kilt yesterday was definitely harder to follow remotely; keep it for your needs, but stick with the colored tartans for the training sessions. They’re much easier to follow.”

Beaming at the thought of Bill being pleased, “thank you, Trainer Bill.”

“Keep up with your stretches and do some vocal exercises as that is still a gap for sure, but have a good weekend.”

“Bye, Paulie.”

“good bye, Trainer Bill. Have a great weekend!”

Getting up cautiously to avoid irritating the aid further, Paul was surprised how easy it was to walk. Granted it was very obvious it was there, but when walking appropriately the pain was minimized. However, there was no time like the present to remove it, so he immediately went to remove.

On his way to the bathroom, a bright orange strap peeking out from the bed skirt caught his attention. Realizing he needed to get yesterday’s discarded set in the wash, he began to squat to grab it, but was reminded of the aid, so bent at the waist to pick it up. Although the strap of his underwear pressed the aid in, it wasn’t nearly as bad. Grabbing the orange set, he walked back to the wash to put it through.

Walking to remove & clean the aid again, he glances at the couch remember the snack binge last night and feels a bit of hunger creep up & distract Paul to the kitchen. Opening the fridge to look for a snack, he is confronted with the roast he meant to cook for tonight. Noticing the time, he realizes he must get it setup and going now if it is to be ready before bed.

Cutting up the potatoes and vegetables, he tosses it all together in the oven. Looking down he saw juice stains on his pretty pick outfit and stomped his foot in frustration.

Walking over to the wash, he took off his top and skirt, he put them in with the orange to restart. Taking out the gadget, he put it back to charge. Gently sitting down, he removed his new boots and pulled off his socks & returned them with the thong.

Naked, he swayed through their home, unable to stop himself with the aid reminding him. Finally removing the aid to thoroughly clean it and his old one, he was surprised at the size difference but was more feeling a filth of his hands he couldn’t seem to cleanse.

Putting the aids away and with time to spare, he jumped in the shower to try to erase the filth. Getting out, he oiled himself and got dressed just in time to greet Molly with a placid smile.

“Hey, dear, how was work?”

“Uggghh....” Molly groans as she staggers in, “I’m just so tired. I am still achy from last night.”

“Well, dinner is just finishing up; how about I feed you, and then massage out some kinks?”

“Smells divine, but I’d rather you massage the kinks IN, Sir,” she said wrapping her arms around him.

Kissing her back, “Eat first, then massage, then maybe feed you desert in bed.”

“MMmmm! Let’s eat!”

When a small bit to eat completed, Paul took her to the bedroom and stripped her down, massaging the berry oil into her muscles.

Molly rolled over in blissful contentment after he rubbed away her pain and left her in exquisite tingles. Reaching to rub the front of his shorts, she languishly smiled, “can i have my desert now, Sir?”

Grabbing his waistband, Paul let his shorts fall to the floor exposing his rigid cock, “you may, slut.”

Gasping and breathing in his scent, she moaned as she reached up to rub the shaft before her. Looking up at him with a grin, she pulled over the oil, “with a cherry on top?”

Chuckling at her cute enthusiasm, “yes, you greed cum slut.”

With a happy giggle, she doused his throbbing member in oil, and begin devouring it with gusto. Paul was still amazed at how much joy and pleasure she got out of this and could not help but stare in wonder at her skill and determination.

After working with enthusiasm, she is rewarded with a near overwhelming load of creaminess from his engorged sack. Smacking her lips as she cleaned up the overflow, “mmmmmm, thank you, Master Chef! Delicious as always!”

Laying back contentedly she writhed happily on the bed before rolling to her side and began drifting off.

Disrobing himself, Paul climbed in bed to spoon her. Feeling soft heat behind her, she rubbed her body into his as they fell into blissful sleep together.