Mile in her shoes - Early Access

Jamie looked nervously out the window having second thoughts about the whole ordeal. Trees zoomed past as Tara drove them down the road. He tugged at his black skirt, trying to make it cover the tops of his white stockings but it was useless, the skirt was barely enough to cover past his ass. It had all started when Jaime had complained to Tara about being too tired from having spent the day with his friends to cook dinner. 

“Well, I am tired from WORKING all day to pay for those groceries” she had said, arms on her hips. 

“You mean you stood in front of a camera for an hour with a new outfit” replied Jaime. Tara worked as a model for a small clothing company and despite being invited on several occasions he’d never attended one of her shoots. He imagined that the crew just snapped pictures for an hour and then spent the rest of the day sitting around the studio, pretending to do something. Tara made decent money, but right now he was moody and spoke without thinking. 

“It is more than what you do! You haven't even found a new job”

His pride wounded, Jaime lashed back, “Your job is so easy even I could do it!”

And with that, Jaime had sealed his fate. Next morning Tara had forced him to sit down at her vanity so she could get to work on getting Jaime “presentable” for his photoshoot. He was forced into a pink top and then held in place as Tara glued a long black wig over his head. Jaime tried to break free but Tara was far too strong, it was humiliating for him as a man to be held down by his girlfriend with just one hand. Next came one of Tara’s old skirts; it was black and stupidly short. Tara also made sure to shave Jaime’s legs. He couldn't do anything but sit still, after all Tara was the one with the razor and was dangerously close to his exposed member. Once he had been left baby smooth, Tara pulled up a pair of sheer white stockings up his legs. The final item was by the far the worse one: A pair of bright pink over knee leather boots with high heels. Jaime could only stare in horror as he saw Tara slide each one over his legs and secure them in place by tightening the straps. 

They pulled over and stopped. Jaime looked around, there weren't any homes in sight, much less a photo studio. Tara got out the car without a word and Jaime followed, struggling to maintain his balance. 

“Here should be good enough, let's get to work”, Tara then pulled out her phone and dragged Jaime along. They then spent the next 3 hours taking picture after picture with Tara instructing Jaime on each pose. 

“Stick out your ass more!” she yelled. Jaime tried to comply but was already exhausted. The sun was making him sweat buckets. His feet burned from the heels. The wind picked and Jamie had to force down the front of his skirt to keep it from flipping, though he still gave the camera quite the flash evident by Tara’s excited squeal. 

“Those are enough, you get five minutes for rest”, she said and then left. Jaime sighed and looked around for a spot to sit down and rest his feet but all he saw were the concrete road and endless miles of grass. He shifted his weight from feet to another, hoping Tara would get bored soon. He heard the rumbling of the car’s engine and glanced up just in time to see Tara’s car driving off as she flipped him off through the window. 

“Tara, wait!!!” He tried to run after her and almost tripped because of the stupid boots. Surely she would come back, she was just trying to scare him, right? Jaime waited, he waited and waited. The sun had begun to set and Jaime was confronted with the undeniable truth; Tara wasn't coming back. To make matters worse Tara had glued the straps of his boots shut so he was stuck with them for the time being. He slowly started his walk back. His feet ached with each step and the small skirt did little to protect form the cold. Eventually he managed to get a trucker to stop and managed to climb inside the cabin in spite of his boots. “Thank you so much sir! Though I have to be honest, I do not have any money…” Jaime was cut short as the trucker simply grinned and removed his belt. He then grabbed a hold of Jaime´s head and pushed had him bent over his crotch. Reluctantly, Jaime closed his eyes and prepared for what would be a rough ride as he parted his painted lips and took in the shaft. Meanwhile, Tara uploaded the last of Jaime’s pictures to the brand new onlyfans account. It was perfect showing off the “girls” full ass it was bound to make decent money. Tara smiled and sat back. If Jaime made his way back, she had already picked out his next outfit.

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Another cap! this one was a comm by a stellar and steemed supporter, the primse is quite simple...but it think it came out fun! I specially love the outfit for our (forced) heroine here, those boots are to die for!