After Jeffrey cleaned out Mrs. James' bathtub, he sat on the toilet seat. He used her hair dryer. When he glanced around and saw all of Gloria's frilly underthings and negligees hanging; on the clothes drying rack, perhaps half a dozen pairs of ultra sheer nylon stockings and pairs of frilly, silky colored and very feminine panties, he marveled at the femininity of the female.
It sounded corny, he said to himself, but there was a tremendous difference between the sexes. He was just beginning to realize this at eighteen although since childhood and doll-playing days he was well aware of the vast differences between male and female.
Too lazy to go back into the living room to get his bathrobe that he'd forgotten to take with him, he picked out one of Mrs. James' silky, transparent negligees. It was pale green and so light when he put it on that it felt like a breath of balmy summer air instead of a garment.
Creeping silently through the bedroom so as not to awaken the sleeping beauties who were now both flat on their backs, their lovely naked thighs wide apart and their delicious cunts completely exposed to his appreciating eyes, he went into the kitchen through the parted curtains.
He sat at the table for a moment trying to make up his mind what he'd drink. He lit one of Mrs. James' cigarettes. Putting out the match he looked up. He could see both his sister and Mrs. James perfectly through a slit in the curtains. Instantly, his fingers curled around his limp penis and it gave a slight jolt.
Deciding he'd make himself a Bloody Mary, he thought about the recipe for a moment, then made one. Shaking it up, pouring it, he sat back down at the kitchen table. Sipping from the glass, his fingers once more curled lovingly around his thickening penis. The fact that he was wearing Mrs. James' sexy, diaphanous negligee was doing something to him. And he liked the unusual sensations!
Contentedly, feeling great after the bath and washing and drying his hair, he sat quietly masturbating as he stared absently at his nude sister and Mrs. James lying so peacefully on the bed in the other room.
When his cock became rock hard, he began to use the material of the pale green negligee, rubbing it over his naked prick, closing the silky material around his balls, rubbing the hem of the negligee over his face. It smelled of Mrs. James' exotic perfume. As he continued doing this, smoking, sipping from his drink, the thoughts of her being naked in it were very thrilling.
His thoughts flashed back to an experience told to him by one of the many boys he met in the last institution he and his sister, Beth had been placed in temporarily by their stepmother.
This fellow's name was Robert L-.
"My mother," Robert had told Jeffrey one afternoon they were sitting in the deserted cafeteria way in the back where they were accustomed to meeting for their private conversations the nuns couldn't interrupt, "well, she had this very good job as a seamstress for a theatrical company in the city. It paid terribly well and she loved it. You know meeting all the famous people, actresses, actors, all kinds of different celebrities who came back stage to shake hands with the actors in the plays.
"One day, she tripped and fell. She had a lot of trouble with her ankle from then on. It got so bad she finally had to have an operation.
After this, it never repaired the way it should have.
"So," Robert continued, "she had no choice but to leave this wonderful job. You see, she just couldn't keep up with the commuting. It was all too painful. Then she also had to soak her ankle different times each day and this was a pain in the ass in the theatre.
"She decided to take her savings and open a small custom, you know, specialized dress shop sort of thing right in our house. She converted the front room into this. Got mirrors, had a small dressing room built and a place for her sewing machine and all that junk that goes with a dress shop for elegant people. There was even a place where men could wait for their wives or their girlfriends while my mother fitted them, or watched as they tried things on and took in a stitch here and there, if you know what I mean?
"Well, I was going to school then. Things were pretty good. She was making money. We were getting along quite good after my Dad had taken off, see. I used to come home from school, do the supper shopping, do other things around the house, then get down to my homework before it came supper time and Mom would make dinner.
"One day I came home early from school. Mom was in what we called the "shop" with a rich customer. It was Mrs. Eckersly, wife of the biggest lawyer in our small town. Very pretty, even beautiful, and wow, very sexy. she was much younger than her husband and there were lots of nasty jokes about her running around with different men because the lawyer was too old to fuck her.
"Well, just out of curiosity, I peeped through the curtains. Her first name was Joan. Joan was standing next to my mother. Holy Cow! She was wearing only her brassiere and a tiny pair of white panties that only half covered her bottom. It was the prettiest half naked behind I'd ever seen, even in magazine photographs. Just looking at it made me real hot," Robert said.
Under the table (at the time) Jeffrey knew that Robert was fondling his penis as he told this story. Robert was just full of sexy stories and this was why the two of them often hid in the deserted rear of the cafeteria.
"Well," he continued, "I watched and watched. Pretty soon I was jerking off and having the greatest time. Then my mother put the dress over her head. As she kneeled alongside this Joan Eckersly, Mom said something about a "panty line" meaning that the ridge of Joan's tight panties showed through the material of the slinky dress and this wasn't in good taste. Something like that.
"Well, my eyes popped when Joan reached under the slinky dress and pulled down her panties. She tossed them onto the chair that sat in front of the kind of roomy booth Mom had as a dressing room. I could feel my heart pumping knowing that under the slinky dress, Joan was nude. I could imagine her little pussy, the hairs, her pussy lips. I could "see" her bare behind clearly. I jerked off and jerked off, having a wonderful time.
"After a few minutes, my mother told her to take off the dress. This time Joan went into the dressing room. I couldn't see her but I imagined it all. When she came out she was wearing one of the robes Mom kept in the dressing room for her customers to put on while they were undressed and she was fitting them. Manys the time I saw girls and women parading around with nothing on under this robe, the robe open lots of times and me staring at their titties and their hairy cunts.
"Well, there was a way you could see into the dressing booth and not get caught. Long ago I'd figured this one out and Mom never caught on to it. I could sit comfortably on a little kid's chair in the room next to the dressing booth (our dining room) and through a deep crack in the plaster see right in. I had a full view depending on whether I sat on the chair, kneeled down or sat down on the floor, depending on how the woman or girl was inside, you understand?
"Anyways, about Joanie, that night she left. And she forgot her panties. She left them in the dressing room on the little stool. I couldn't wait for a chance to get in and steal them. Mom had no idea they were there.
"That night Mom went to visit the doctor for her poor ankle. I knew she would be gone about two or three hours. The doctor gave her some kind of water bath treatments.
"I stripped naked, even barefoot. With just the street light shining in, I put on Joanie's tight panties. Then I put on the robe she'd worn. It smelled so good, just like her. I walked around the "shop." I looked into the mirrors. I jerked off and finally shot off into Joanie's silky panties. I rubbed them all over my face. God, how great she smelled. I kissed the crotch. I sucked it into my mouth. The taste of my own stuff and her cunt almost knocked me out."
As Jeffrey sat there at the kitchen table remembering all this, his prick was rock hard. He was jerking off slowly, fingering his balls, stroking and caressing his cock as he-sipped from his drink, as he stared into the other room at his naked sister who was now on her belly, her gorgeous behind slightly on one side. Her left knee was drawn up and Jeffrey had a marvelous view of her hairy cunt. He could even see her pink pussy lips. Had her knee been up just an inch higher, he knew he could have seen her cute little anus.
"Well," Robert had continued, and by this time, he, Jeffrey, also had his young prick out of his pants, curled up in his fingers as he also jerked off while Robert was telling his story, "so strangely enough this was how I began to get the letch for girl's stuff, especially their panties.
"Next came a letch for their silky nylons, then their brassieres. Then I got a thing for their bobby socks and then, of all things, gloves. I didn't understand what was getting into me.
"Well, I looked it up in my Mom's appointment book. I saw that Joanie was due to return the next night. I was waiting for her. Wearing her panties and wearing the robe she'd worn, I sat on the kid's chair in the dining room.
"When she came inside the dressing room, she drew the curtain. She took off her blouse and skirt. Then, suddenly remembering, she started to look around for that pair of tight panties she'd lost. Naturally, she couldn't find them. I was wearing them. Jerking off into them. God, Jeff, her panties were sometimes soaked with my gizm.
"I watched her. Remembering, she slipped down the panties she was wearing. She brought these up to her nose and sniffed the crotch after staring at it for seconds. Then she did a funny thing. She rubbed her cunt. She slipped two fingers up inside of it. She rubbed, all the while a big smile on her pretty face.
"Then, and get this, she sucked her fingers. She slipped them in again and again as I watched. I was only inches away from her luscious cunt. I could see it all. I could hear it, her fingers up inside her juicy hole and the only other sound in the room was the humming of my mother's sewing machine.
"Next she rubbed her panties all over her pussy. She smelled them again. Then she took a small cellophane bag from her purse. She put the panties into this. Then she did a very funny thing. She stood right in front of me, about one foot away from the crack in the plaster though which I was looking. She bent forward so that her heavy breasts almost fell out of her little brassiere. She began to rub like mad with the flat of her hand. I also jerked off and I shot right into her old pair of panties. And when I did, I knew I made a noise. I was sure she heard it. I got up and ran, my prick just dripping.
"I got dressed. I was very nervous. As I was going out to take a ride on my bike, Mom heard me. She called me. I had to go into the "shop." And the second my eyes met Joanie's eyes, I somehow guessed that she knew it was me who had copped her panties and too, that I had been watching her. To tell the truth, I couldn't keep my fucking eyes away from her. And she knew this. She knew this very well.
"About an hour later when the fitting was over, I was out front of the house. She came out. She'd called a taxi. I hung by the tree in front, watching her.
"Hi," she called over. "Hi, Robert, how are you?"
I nodded that I was okay. I was terrified of her, of what she knew. I knew she'd not tell, but I was scared anyway. You gotta remember, Jeff, I wasn't as big as I am now," Robert had laughed.
"Well, just as the taxi is driving up, she tosses me the cellophane bag. She's got a smile as wide as the moon. Then, standing behind the tree, out of sight of the street, she looks at me very strangely. It's not all that dark out, see. She looks around again, then with a sort of half giggle, half laugh, she throws up her skirt so I can see her bare behind.
"As the taxi drove up, she let it fall down and then waving at me, she opened the taxi door and climbed in. As it drove off, she looked out the back window and waved.
"This was just the beginning of me wearing Joanie's clothes… "