IllustratorsLeak
ds1000
ds1000

patreon


Rent or forfeit 10

On Monday morning. Tommy sat on comfortable black cushioned sofa in a high-rise building in the city trying to warm up after journey over. He was there to meet Monica’s friend Claire, who was going be taking his details, and if all went well, hopefully find him some work with her temp agency.

After another trip to the salon over the weekend, which had been just as unbearable as the last, Tommy now found himself with hair extending to the middle of his back, still amazed at how well the stylist had blended his new blonde extensions into his real hair, and having sewn them in, he knew the heavy locks were going to be with him for some time to come.

Sat with one leg crossed over the other above the knee as the feeling of his tights sliding against each other was still something that felt unnatural to the young man, he wondered how he was going to get through the interview.

Looking down at his long shiny dark legs with an extremely tall platform ankle boot dangling on the end of his foot, he reached down to rub his sore calf muscle. He had woken up that morning terrified of the though of travelling into the city by himself dressed as a girl and as a result, he had allowed Monica to pick out his outfit and help him get ready, but now hours later, he regretted not putting up more of a fight, when she picked out the tall boots and told him they matched the outfit. He had somehow managed to make it to the office without falling but, he was still very shaky on his feet, and due to the cold weather and the height of the heels, he had lost all feeling in his toes.

The rest of the outfit wasn’t much better, as the “fashionable” leather jacket, as Monica had called it, and the silky blouse beneath, were not doing a particularly good job at keeping him warm on the cold December morning. With no car of his own, Tommy was forced to take the bus into the center of the city and it hadn’t been a pleasant experience, starting with waiting for the bus, as he felt everyone was staring at him, standing in the bus shelter shivering and embarrassed.

Things got worse, after a long wait, when the bus finally came as a slightly creepy man, who decided to sit next to him, at the back of the bus, sat so close to him, their legs touched, making Tommy incredible uncomfortable, pushed up against the window with his pantyhosed legs pushed together tightly, squashing the parts between his legs, a normal girl wouldn’t have.

Getting off the bus was a relief, that was until he had walked for an exhausting 15 minutes to the building, he now sat in, hobbling along in his uncomfortable boots, he was already dreading the trip back home.

“Tammy Jenkins” came a voice from in front of him, as Tommy hauled himself to his feet, “Miss jones, will see you now”.

Tommy gulped, pulled his little shorts as far down his thighs as he could and gave the receptionist a little smile, before he tottered along behind the her to meet Monica’s friend Claire in her office.

Back at home

“So, how did it go”, asked Monica excitedly.

Tommy didn’t look as excited, “good”, he replied quietly.

“What that’s it? Just good”, Monica answered slightly annoyed.

“Well, she thinks she can find me some work, but she thinks I’m a girl”, Tommy exclaimed.

Monica chuckled, “that’s great, you can finally pay some rent, and don’t worry, I already told her you were my brother, so she doesn’t think you’re a girl”.

“What? Are you serious? But she kept calling me Miss Jenkins the whole time”, Tommy replied shocked.

“Well, what did you expect looking so cute, blondie”, Monica said still chuckling, Tommy didn’t respond.

As the week ended, Tommy at least had the prospect of some money coming his way in the near future, meaning the forfeits could stop, but having not had any job offers that week, it was time to delve into the hat once more, and with the choices getting low, Sarah and Monica had once again added a few new options.

1) Attach breast forms and start wearing bras and matching panties

2) Pierce ears and start wearing earrings.

What should Tommy choose? Vote in the poll.

Rent or forfeit 10

More Creators