This choice: Sam Decides his best course of action is to crossdress to work tomorrow • Go Back...Chapter #2Sam Decides his best course of action is to cro... by: Spooky   after several more hours of worrying, Sam only comes up with one option, to wear women's clothes to work tomorrow, he wonders if there are any pantsuits, he could get buy wearing one of those.
After unpacking all the clothes boxes and sorting them he finds nothing that he could wear that would pass as a man's suit, his only option is to masquerade as a woman, and sign himself in, and try to get the starting money he was promised, then get out without getting noticed.
Sam had crossdressed twice before once in high school for halloween, he went as a naughty nurse with his friends all as other sexy girl costume. The other time was in private with his girlfriend.
Sam put together an outfit, that would work, it was a skirt suit, the blouse was a bit low cut and the skirt was a bit short. He also found a pair of black pumps, which if anything was going well, it was that they fit perfectly by some luck.
Sam gathered what he'd need it was getting late and he had a lot to do before he got up in the morning.
Sam headed to the shower, and shaved all of his body hair off, making sure his legs were clean. he worked on his nails making sure they were clean and trimmed. he used lady's soap and shampoo, couldn't hurt to get a feminine scent on him.
He practiced doing makeup, finding tips online, and after a few tries thought himself quite good enough.
he painted his nails red, and after letting it dry, tried on some bras and panties finding some that fit, he found that not only was this Woman a DD, which sucked because he would have to make his fake breasts that size, and if he wore three pairs of panties not only did it hide any unsightly bulges but it also made it look like he had hips.
Feeling accomplished, but nervous about what tomorrow would bring, he set up his clothes for tomorrow, and headed to bed.
Before he knew it, his alarm was going off, he groggily got out of bed, then he remembered the plans for today, he started to get ready, showering again, using lady's soap and shampoo, then drying off and putting on three pairs of panties, tucking his penis between his legs, then a pair of nude Nylons, then the skirt. checking a mirror, he thought he looked quite like a woman from the waist down, on to the white blouse to go under his suit jacket.
He found a way to make convincing cleavage online using tape and pushing his skin together, then came the bra, stuffed with pantyhose to give him full D-cups and his own skin to fake cleavage. But when he tried to get the blouse on, he found that it was too small and he couldn't button it.
He frantically looked through the clothes he'd found, but found no larger blouse, the only thing he came by was a corset in one of the boxes...
With time running out, he still had planned to get a light haircut to make his hair more feminine before work, he grabbed the corset and put it on, once again looking online for how to get it on and ways to get it tight.
After a few minutes of struggling and heavy breathing he had managed to lace it tight enough to able to button the blouse, but it was still tight. Finally he put on the jacket and got to his makeup, making sure to make it heavy enough to make him look feminine, but light enough not to look like he was trying to hard.
Finally feeling ready, he had a solid hour and a half before he was supposed to be at work, he put on the pumps taking a few practice strides and then heading to the bus station, he'd call a cab, but didn't have the money to spare.
Finally outdoors, Sam was nervous, he thought he looked quite convincing but it wasn't the same as being out in public like this.
He got to the bus, and stood with another woman and a few men, the woman smiled at him, he smiled back, feeling the lipstick on his lips. He glanced over at one of the men, he was staring at His cleavage and not even hiding it. it was disgusting, and was embarrassing, but did make him feel like his disguise was holding up.
A few minutes later the bus arrived, and a bit after that it was in town at his stop, he had found the address of the nearest hair cut to his work.
He told the lady there that he wanted his hair cut in a pixie cut, it was a short feminine style that he was sure he could style, or pass off as a bad guys hair cut.
When she was done, Sam was happy with it, with this haircut there was no way that anybody would think he was a guy
With only 20 minutes until he needed to be at work, he was right on time for a quick rundown of all the new employees jobs and responsibilities, at the end, everyone was to get a starter check, he could get his without being too conspicuous, then come to work tomorrow in mens clothes, and nobody would be the wiser, a few of teh guys might wonder where the cute chick had gone, but that wasn't his problem
he decided to walk rather than wait for the bus, it was only 3 blocks.
A few minutes later he was at the entrance to his new building, Only a little bit longer than he'd be free of this constricting corset and painful heels. He opened the door.   indicates the next chapter needs to be written. |
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