With trembling fingers, he began to pack his large suitcase. First, he started with some of the silkiest and sexiest lingerie in his extensive collection. At least a half dozen silk and lace bikini panties along with tiny silky thongs were placed inside first along with their matching bras.
Garter belts made of satin and silk came next. A half a dozen pairs of black nylons that were either seamed or patterned shared a spot along with crotchless pantyhose. Four long silky full slips each boasting delicate embroidery on their hemlines followed. He wanted to pack them all as he was not sure of how many would be needed.
A half a dozen of the sexiest nightgowns he owned were folded and added to the suitcase. Some were full length and the others were short. Then came the silky robes to match the nighties. The last items were shoes, all were high heels and all were black. Just handling the silky garments began to work their magic and he became excited and was forced to stop and take a break.
He covered his trim naked body with a short silk robe before he headed to the kitchen and took a seat at the kitchen table As the soft garment settled in against his hard cock and balls a shiver ran through his body. He managed to ignore it as he poured a cup of coffee and lit a cigarette. As he began to relax and once again question his actions. For close to fifteen years Gary Mason had indulged himself in dressing in women's clothing. He never knew where this desire came from and he never ignored it.
Maybe it was the collection of Playboy magazines that he had discovered in his teens sitting on the curb on trash day. He recalled sneaking them into his parent's house and hiding them in his room and would peruse them in the dead of night. While the models were attractive and made his teenage dick hard, it was what they wore that really turned him on. He began to wonder what they felt like against his skin.
Gary recalled the first time he purchased an ensemble through the mail order. The internet was in its infancy and there was no online shopping as of yet. In an act of self-preservation, he had the package sent to his Grandma's house to avoid questions on what he got in the mail. The black bra, panties, garter belt and nylons arrived within a week and actually fit him considering he had to guess on the sizes. He remembered the fact that he lost his load in the tiny bikini panties just as soon as his hard cock and balls touched the silky material.
Knowing the taboos and prejudices of the day he kept this practice a secret. The final year of high school came and went and so did college. He did all right with the ladies but only a few dressed the way he liked as far as lingerie and not very often. So late at night, he would don a sexy ensemble from his hidden collection and stroke himself through whatever garment he had chosen to wear.
Gary wound up accepting a position after graduation with a local investment firm and shortly thereafter moved out of his parent's house and into a condo. The internet now featured online shopping and a dozen sites that catered to those that embraced this addiction.
He spent hours reading the blogs in between ordering lingerie. It seemed not a day passed without a package arriving at his residence. Gary soon began to experiment with makeup. It took a few months but he eventually became skilled at looking like a female. The long wigs he purchased helped to complete the illusion as did the breast forms used to fill the empty cups of his bras. His nights and weekends soon became devoted to dressing and learning how to walk in high heels.
His time in the gym also changed. He no longer lifted the heavyweights to force his muscles to grow larger. He used light weights and high repetition to give him a plenty of lean muscle mass. His legs leaned out and took on a total female appearance. He shaved all his hair off his arms, legs, chest and crotch and kept them smooth. He had seen too many pictures of hairy legs, back and butts in female attire and he believed it ruined the illusion.
It was by accident that he discovered the Lush Stories site. From that point on he spent many a night reading the stories about crossdressers while dressed in his most erotic ensembles. He left compliments on the stores that turned him on and even found the courage to friend a few of his favourite authors.
He soon began to chat with one member know as "Silky Shorts". They shared their stories of dressing and how they felt when dressed. It seems they had started dressing at around the same age and endure the strain of keeping this practice a secret. The months passed and the chats became longer and that's they admitted they were attracted to each other.
"Those pictures on my profile page are not of me, I have to be very careful," Gary admitted.
"Same here," Silky responded.
"No one has ever seen me when I'm dressed up," Gary confessed.
"And I've never had the desire for anyone to see me dressed up except you," Silky admitted.
When Gary admitted similar feelings, Silky suggested that he come down for a visit. Gary countered the suggestion and asked that his friend drive up to his place. It was with embarrassment that Silky confessed that his car was on its last legs and couldn't handle a road trip. Then he suggested that if Gary waited a month he would take delivery on a new vehicle by then. Gary didn't want to wait and neither did Silky.
It took another week for them to assure each other that they were not serial killers or some hairy sex-crazed maniacs who only wanted to force their hard cocks in each other's virgin butts. Silky surrendered his address and phone number and Gary promised that he would be there at dusk.
Finally, calm Gary returned to his packing. His makeup and wig case was next to be inspected and packed so all that was left to do was hit the road.
Gary left in the wee hours of the morning and drove the three hundred miles non-stop. He arrived in his friend's city and located Silky's house, it was as he had described, a beautiful ranch house. He then located a motel close to it as he didn't want to present himself to Silky until he was fully dressed and made up. Gary fired up his laptop and requested a chat with Silky, seconds later he got a response.
"Where are you?" Silky asked in an excited voice.
"I'm close but I didn't want you to see me until I was dressed and made up," Gary responded.
"When shall I expect you so I can be ready?" Silky seemed to moan the question.
