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WARNING: Although the stories contained in this site are fiction, this site contains mature themes that deal with Transgender, Crossdressing, and Transvestite subject matter.  If you are not 18+ year old, and of legal age in your state, you must  EXIT!

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By James J. Craft

 Illustrations by Mignon

Chapter One

Max wasn’t taking school as seriously as he should. Like most freshmen, he had spent most of his first year partying and drinking and partying some more with his new friends and dorm-mates. Almost everyone single one of them had flunked out before the end of the first year. Max knew why. He had blown so much of his student loan that by the time his sophomore year came around things were looking financially bleak. Even with his having worked all summer (at one job or another) it was looking more and more like he would not be able to afford to pay the rent of his dorm room, at least the half that had been his.

 

Max’s roommate suggested that he consider finding a cheaper place in the city…or as he had put it “stick it to the oppressive authoritative school administration that strives to forever enslave us to the banks of the world by charging outrageous rent on a room built by the taxpayers”. Regardless of the rhetoric, Max understood his point. He could likely find a cheaper place to live off campus.

 

By the second week of September however, Max’s search for affordable housing seemed to be taking a back seat to his old ways. Though he knew he shouldn’t be, he was once again spending his money rather irresponsibly. Max had had to find himself a new crew to ‘hang’ with, and as almost all of the guys he had hung with had either dropped out or smartened up, he had taken it upon himself to be something of a ‘mentor’ to a new crop of Freshman slackers. And that could only mean one thing…boys night out.

And plenty of them. There were guys nights out at the pub, boys nights out at the club, boys night out at the frat-house keg parties…even a boys night out at the strippers (that one really cost him). And on top of that there was this girl. Not just any girl, but (in his opinion) the prettiest girl in his finance class. A pretty girl name Jessica. He tried in vain on several occasions to make small talk with her. Asking her stupid questions about class…about the weather…even sports (which he knew pitifully little about). His classmates, even his posse of first year students…told him to forget her, that she was bad news…out of his league, etc., etc.

And if not for that one Monday morning in mid-September, he likely would have forgotten all about her and moved on to better ‘kill’. But that wasn’t how it happened at all. That cool autumn morning as they were filing out of the finance lecture Max heard a voice from behind him, “Are you going to the Omni-Beta-Gamma-Yamma-Nano party on Friday?”

It was Jessica. He’d recognize that voice anywhere. He sputtered once or twice before regaining his composure and turning around…cool as cool can be…to respond to her query.

 

“I dunno…maybe”

Is that the best you could do?? He silently scolded himself for such a lame line.

“Ah, come on. You should go…it’ll be fun.”

She handed him an admittance ticket and winked before turning and walking off.

The party at the OBGYN sorority would be packed with girls, it was a veritable bachelor buffet…but Max was only interested in one of them...Jessica. He watched her walking slowly away from him in her snug fitting Capri pants and heeled sandals and smiled. She was totally hot – and she didn’t even know it. He looked forward to seeing her on Friday.

 

 

The rest of the week flew by, and Max soon found himself at the front door of the OBGYN sorority house on the far side of the campus. After handing his ticket to the campus security guard he started scanning the room to find Jessica. But it wasn’t an easy task at all. The house was packed. He would catch the occasional glimpse of her here and there, but by the time he made his way through the crowd to where he thought she was – she was gone. The entire night was beginning to look like a waste of time.

He grabbed a beer and flopped down on one of the sorority’s house’s sofas next to another guy who looked equally frustrated.

“Girl Trouble?” the stranger asked.

“Yeah,” Max replied before pausing to sip his beer, “Among other things,”

“Oh?” The other guy chuckled as he took a swig from his own brown bottle, “Like what?”

Max had already finished about four beers before the one in his hand, which caused the filter that screens out what is appropriate to tell someone you’ve just met at a keg party, to become temporarily disabled. So after taking a short pause to gulp down several more mouthfuls from his bottle, he began to unload his life story…the abbreviated version…on the stranger…who listened carefully and intently.

“So you need a place to stay?” The stranger summarized Max’s story.

 

Max looked at him strangely, wondering how much exactly he told the young man.

“Uh, yeah”

The stranger put a business card in Max’s hand with a smile, “Give me a call tomorrow and we’ll talk. My roommate just left so…” he paused to shrug his shoulders, “I’m kind of looking for a new one.”

Max couldn’t believe his good fortune.

“Yeah….” He smiled as he put the card into his pocket, “Okay…I will.”

He took another drink, looking down at his bottle, then was about to ask the other guy more about his life, but when he looked over, discovered that he was already gone.

Max shrugged his shoulders and emptied the last few ounces of suds into his mouth.

Things were certainly looking up.

 

The next day he called the number on the card. Apparently the stranger’s name was Eric, and he was a ‘freelance’ photographer. He must get all the chicks, Max thought as the phone rang.

 

“Hello?”

“Hi is this Eric?”

“It is.”

“This is Max. Uh, Max from the party last night.”

“Oh hello Max. How are you feeling this morning?”

Max chuckled, “A little hung over actually.”

“I guess so. You chugged that beer pretty quickly as far as I could tell.”

“Yeah…uh…I guess.” Max struggled to remember the details of their conversation, the five beers that he had consumed afterwards was preventing much of that from happening.

“Anyhow, you had said that I could call you about…that you um…you needed a roommate?”

“I did, yes.”

“So…do you still need one? A roommate?”

“I do, yes.”

“Cool.”

“It is, yes”

“So um, can I come down at see the place?”

“You can, yes”

Max was feeling that the conversation was a little weird, but continued none-the-less.

“Can I come today?” He asked.

“You can, yes”

“Is it the address on your card?”

“It is, yes”

“Well okay…how about an hour so…” Max inquired, “Would that be okay?”

“It would be, yes”

Max thanked Eric for meeting with him then hung up the phone, thinking all-the-while…what a strange dude.

Later that day when Max came downtown to see what the accommodations would look like, he avoided striking up too much conversation with his potential roommate. He didn’t need to be friends with the guy, they were just going to share a common living space.

And what a space it was. The loft-style apartment that Eric lived in was huge. It contained two bedrooms, a kitchen/common room and a very large studio for Eric’s photography business.

Max also learned that Eric wasn’t quite as creepy in real-life as he had been earlier on the phone. Especially when Eric told him what his rent would be. At that rate, Max figured that no matter how weird Eric was…it was an offer that was too good to pass up. So he accepted Eric’s offer and moved in the following day.

The days and weeks continued to pass, and although he was paying less then half of his previous rent, Max’s financial situation had not drastically improved. Sure, he would now have enough money to last the remainder of the school year (hopefully) but it wouldn’t leave him with much in the way of ‘fun money’. How was he ever going to get the attention of Jessica, if all he could afford to do is stay in his room and watch TV (Eric’s TV) and surf the net (Eric’s internet). Max was bemoaning that very fact to his roommate as the two of them shared a couple of beers (Eric’s beer) one day. He was complaining to Eric how he had been invited by a hot girl he liked from his class to attend a really upscale club…she had even gotten him onto the VIP list…but he really needed a nice new outfit to wear. He couldn’t, after all, be seen at the club in his everyday school clothes.

Eric agreed that Max was indeed in a bad situation, “So is Jessica pretty hot?”

Max nodded as he took another swig of his beer. Did I tell him her name? He wondered to himself, Must have. “Yeah…real hot. Hottest girl in the class…easily.”

Eric took a gulp of his beer and nodded, “So you really want to impress her then.”

“Yeah, but I’m seriously broke”

“Well,” Eric began as he took another swig, “I might be able to help you.”

Max’s eyes lit up, “You could? Seriously? You’d loan me the money? That’d be awesome! I’d pay you back right away I…”

Eric interrupted Max’s monologue, “Hold one there. I said I might be able to help you, not loan you money.”

“Oh.” Max’s smile dissolved.

“You see…I have this client looking for some pictures, but I don’t have a model, and…”

 

Continued in the site....!!!

 

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