For the Love of Lingerie

JHouston

Really Experienced
Joined
Aug 15, 2007
Posts
108
(WARNING: THIS IS A FEMINIZATION AND CROSSDRESSING STORY. READ NO FURTHER IF YOU ARE OFFENDED OR TURNED OFF BY THIS TOPIC.)

Joey was at the Dare Wear Boutique Store, again. It was the fourth time in two weeks.

The first time he had stepped into this store was two weeks ago with his girlfriend, Elle Markowits. Elle is a 19-year old very cute petite brunette, tan complexion, about 5'6" tall, with small breasts and curly hair down to her thin waist.

Joey is also 19 years old and only half an inch taller. He was also tan and skinny and had shoulder-length hair. Elle normally dated big muscle jocks, but all thirteen of her past jock boyfriends had disappointed her. With Joey, she was giving the short and skinny, quiet, sensitive guy a try. She liked that he had virtually no experience, because, she could take the lead, and make him do anything she asked.

Joey had only been with one girl before Elle, her name was Becky. The two times he fucked Becky, they both got completely naked to fuck.

But, Elle had stripped down to her matching pink g-string, garter belt and silky stockings. Joey was stunned by both the beauty of Elle and the beauty of her lingerie! He was instantly hooked on lingerie! It seemed to him that a girl in lingerie looked a lot more erotic than if she were totally nude.

There was something about garter belts and stockings that revved Joey's engine like nothing else had ever done before. When Elle's soft silky stockings made contact with his skin, the contact made his skin tingle. It was the the most sensual feeling he had ever felt on his skin.

Elle brought Joey to the store two weeks ago, because, she wanted to buy bondage rope. Elle was very experienced in kinky sex and wanted to introduce Joey to bondage.

When Joey entered the store, he felt embarrassed and intrigued at the same time. There were mostly girls in the store and many of them were trying on stripper or dominatrix outfits. Joey was intimidated by them, but, he was enraptured by all the lingerie and sexy outfits in the store! While Ella looked at the bondage section, Joey explored the legging section that had stockings and pantyhose. Joey thought these were the sexiest things in the planet, specially, the fishnet tights with glitter! A store clerk asked him if he wanted to try on something. Joey was confused for a few seconds, because, there were no guy clothes in that area for him to try on. Then, he realized that the clerk mistook him for a crossdresser! He felt his face turn hot and beat red with embarrassment and and he said nervously, "Um, I'm not looking for me! It's for my girlfriend! She is over there." and he pointed at her. The store clerk said to him, "Oh, okay." She winked at him and left him alone.

Something had brought him back to the store, alone, three times after that. Each time, he felt obligated to buy something to justify his visit to the store. He bought condoms, lubrication, a tiny pocket clit vibrator and black fishnet stockings with glitter. "It's for my girlfriend." He said when he was checking out, even though no one asked him anything.

He was going to see Elle that night at her dorm room, because her roommate had gone home for the weekend. He was going to ask Elle to wear the fishnet stockings. He also planned to make her cum with the clit massager. He had only recently learned that it was the easiest way to make a girl cum. Becky had lost interest in him after fucking twice, because, he didn't have a clue how to make her cum. He did not want to make the same mistake with Elle.
 
Elle was finishing cleaning up before Joey arrived for the evening. With her roommate Teresa again gone for the weekend she was hoping Joey would stay for the evening. There was little chance he would not. Elle and Joey had been dating for several months now. They had met in sociolgy class when stuck on a project together. At the time Elle was dating some rich frat boy for about two weeks. He was number thirteen on the men/boys she had dated in her life. Each of the thirteen she had sex with, though there were several additional partners she had. She only counted boy friends as having sex with more than once and had gone on dates more than three times.

Elle had learned early in spite of a slow start, the pleasures of sex. She was good at sex, not just a partner, but actually good at sex. She was open to try things with her lovers. Some she liked and some not so much. Elle also had a number of kinks, which was in contrast to her innocent life outside the bedroom.

Joey was number 14 for her, but different than the others. He was small, barely taller than herself. When she wore heels she was the taller, she admired Joey in that he did not seem to mind. His physical stature was small also, similar to her own. With his hair to his shoulders from behind it would be easy to mistake him for a girl. Elle had even thought of making him over as a girl, certain he would pass quite easily.

She recalled, complaining once about her cheer uniform to Joey, the skimpy top and very short skirt. Joey's comment surprised her when he claimed he would wear it, though elle laughed it off. Though Joey was different, he was thoughtful, kind, caring and liked things she did like shopping. Elle recalled a couple weeks ago at the lingerie boutique, how as she looked for rope and bondage items, he wondered off. She saw him looking at the stockings and garters. Intentionally she took her time to allow him to linger. She picked up quickly on his enjoyment of lingerie. Six weeks into dating is when they first had sex in her apartment. She wanted to make it memorable for him and under her little dress wore lingerie, complete with stockings, garters attached to her bustier and matching little thong. As he laid on the bed, she undressed for him, even allowing him to snap a photo with his phone of her in only the lingerie. She loved the control she had over him that night. Though it was clear he was sexually naive, which allowed Elle to take control, sliding into bed, she moved atop him. She teased him with the stockings upon her legs, teasing his thighs, rubbing her bustier clad breasts upon his chest. She noticed his reaction to the sensation. His patience and joy in that moment. Unlike most of her lovers who simply wanted to fuck her, Joey was different in that he seemed to take pleasure in the buildup, much as she had. Eventually straddled him and rode him after sliding her g-string aside. He came quickly inside her, before she was even close, though she smiled down to him, then leaned in and kissed him.

Thinking back to herself, how long it was before she held Joey's hand, the first kiss, his first touch of her breasts over her clothing. It seemed each step she was pushing for. Sex with Joey was ok, though it was everything else about him she liked, at times he was almost like a best friend, a best girlfriend.

elle dressed for the night

She finished up the last few things, put a pizza on and waited for Joey.
 
Joey knocked on Elle's door. He had a little bag with the fishnet stockings and clit vibrator he had bought for Elle.

Elle opened the door wearing her skin tight shiny satin blue dress. Joey could not believe his eyes! This was his girlfriend?

He stood there stunned, asking himself, 'She's a thousand leagues above me. What is she doing with me?'

Then, his thoughts shifted to wondering, What it was like to be Elle?... to be a hot girl that could date any guy she wanted?

And, how did it feel to be in that skin tight silky dress? The material looked so slippery. It must feel amazing to wear such silky fabric that tightly hugs your body!

Elle said, "Well, are you just going to stand there the rest of the night staring at me?"

Joey said, "Um, no, I, um, just can't believe how pretty you look!"

Elle smiled and said, "Well, thank you! That is so sweet! Come in, Joey. I'm not going to bite you, not yet, anyway."

Joey kissed her on the lips. It was such a soft kiss that she barely felt it.

If this dress could talk! Elle had worn it for each of her last five lovers and each one of them had reacted virtually the same way: They picked her, carried her to the bedroom, dropped her on the bed, spread her legs wide open, and shoved their cocks deep in her cunt! It was her fuck-me-hard-and-deep dress! Joey was the only boy not to have react that way.

He was too timid. He never initiated sex. She had to initiate sex or it would not happen.

She thought, 'Well, Joey is a sweet, sensitive, shy boy. That is better than a horny rough jock that just wants to stick his cock inside me, right?' She tried to convince herself that a sweet sensitive boy was better than the sexually aggressive and rough jock.

She wondered if, maybe, it was a mistake putting on this dress for Joey. Three minutes had passed since she opened the door and he was still standing there with a stupid stunned look on his face!

She asked him, "So Joey, do you like this dress? If not, I can take it off. But, I only have a g-string underneath." She giggled.

Joey tried to regain his composure. "Sorry Elle, I don't mean to act weird. It is a very pretty dress! You look amazing!"

Elle asked him, "What do you have in that bag, Joey?" Without waiting for a reply, she reached in the bag and pulled out the fishnet stockings and clit vibrator.

Elle pretended to get serious and asked him, "Do you really want me to wear these trashy fishnet stockings, Joey? You want me to look like a hooker? I'm not a hooker, Joey!"

Joey suddenly felt embarrassed and ashamed. He said nervously, "Sorry, Elle! I'm so sorry! I don't know what I was thinking!"

Then, she burst out laughing, "I'm only kidding, Joey! Of course I'll wear them for you! I'm going to look so slutty in this dress and fishnet stockings! But, that is the whole point, though. I want to look sexy for you!"

Joey let out a sigh of relief and said, "Oh, you got me. That was funny! " He tried to laugh, but, it was a fake laugh. He was feeling stupid.
 
For Elle, preparing for the date was part of the fore play which started in the morning, lingering as she showered and applied her makeup, did her hair and perfume. Every action prior to meeting her man was in preperation for the date, a date she hoped she would have sex before the end of the night. She decided between several outfits, picking the tight blue club dress. It had worked each of the 5 times she wore it. Three times her dates arrived to pick her up and within minutes she was on her backs tripped and being fucked. One date, she made it to the apartment elevator where her date picker her up pinning her into a corner, ripping her tiny thong from her and fucked her. The other she made it all the way to the bar, before he took her and fucked her in the public restroom. All five came quickly, four of them fucked her multiple times, though none was concerned if she had enjoyed it.
Tonight she figured it would be different, with Joey.
She heard the knock and she answered quickly, opening the door allowing him to gaze at her before she spoke.

"Come in silly .. you are my boyfriend after all. Right?" She smiled seeing him holding a bag, though she did not ask. She mentioned the pizza would be done shortly and eventually she grabbed him and pulled him into the apartment, locking the door after he entered.

She at times wondered why him, she had had better looking, more fit, richer boy friends. Why Joey, who seemed to make her happiest. Maybe it was how he looked at her, enjoying her blue dress, yet not taking it is an invitation to instantly have sex with her. No he admired her feminine things, he knew the difference in the perfumes she wore, the different fabrics of what she wore, he would even paint her nails. Joey was sweet. Plus they liked many of the same things, such as shopping for clothes. He would take time to admire the feeling of the slick blue dress she wore. She loved that about him. He would admire her little g-string, before it was removed.

Finally she asked what was in the bag, and he pulled out the fishnet glitter stockings and vibrator. Both were a bit forward for the timid Joey, though he was making progress. She at first teased him about wanting her to wear the stockings. Then she added.

"You know Joey .. it is a turn on to me, to dress to please my lover .. knowing they have picked it out .. that wearing it will turn them on." She mosed, honestly yet still seductively. "Of course."

At that moment the buzzer for the pizza sounded off.

"I will tell you what Joey ... after dinner .. I will wer the stockings .. but only if you put them on my legs. Then you can do as you please with me .. I have my room set up with the rope I bought a few weeks ago .. you can tie me to the bed ... use that vib on me .. fuck me .. whatever you like to me .. but not till after the pizza .. ok."

Elle took the gifts setting the stockings on the table where the couple would eat dinner. Knowing the entire time the items would tease her lover. Though as she set the stockings down, she noticed the stockings where not out of the package fresh. As stockings unworn, tend to look quite small and tight. These were stretched a bit. She looked back at Joey, putting things together, it was not the first time she had this thought.

Turning to him, she was taller in her heels than Joey was, she looked down at him. "Have a seat Joey, I will get the pizza .. what would you like to drink, water, soda, wine or a beer." As elle walked to the kitchen, her steps crossed, knowing doing so would make her ass sway as she moved.
 
Joey could hardly believe his luck! He pinched himself a few times to make sure this was real.

Everything was almost perfect and he was was probably going to have incredible sex right after the pizza! Although, he worried if he could get it up after masturbating and cuming twice just a few hours earlier. At his young age, he should be able to cum three times in one day, right? He hoped so.

There was just one thing troubling Joey. He felt confused and ashamed about something that had happened earlier in the day.

------ Flashback ------

When he came back to his dorm room after his visit to the Dare Wear Boutique store, he had taken out the fishnet stockings out just to look at them. It all started quite innocently, but, it got weird very quickly. He merely pulled them out of the bag and stretched them on his bed to look at them.

He touched them softly and felt his dick get hard. He imagined Elle wearing the fishnets and got so horny he couldn't think straight.

Then, he put his hand into the fishnets and touched his legs with the fishnets. He thought about how the fishnets would feel on his skin when he was having sex with Elle and she had them on. They felt nice on Joey's leg!

But, suddenly, he was curious about how they would feel if HE wore them! It was not the first time he had wondered what it would feel like to wear women's clothes, but, he had never actually done it. Women's clothes are so soft, sexy and sensual, the itch to try them on had been growing steadily for a while, especially because Elle wore such cute and sexy outfits. But, Joey had resisted the urge to scratch this itch, until now.

He wondered if it would it be gay for him to try on fishnet stockings, just one time?

Although Joey considered himself short, small and a bit inadequate as a man, he thought of himself as straight, and he did not want to do something 'gay'. He was confused about why his urge to try on fishnet stockings was pulling at him so hard. Finally, he convinced himself that it was just a harmless curiosity and he needed to get it out of his system. He was going to try it! It was not a big deal! So, he removed his socks and shoes!

He put the fishnet stockings on very slowly, careful not to tear them anywhere. The experience was more than he had anticipated! It felt naughty, but, extremely sensual and erotic!

Joey got the urge to remove all his clothes, except only for the fishnet stockings. When he was naked, with nothing on, except for the fishnets, Joey went to look at himself in the big mirror that was in his bedroom. He looked in the mirror and realized that his skinny legs in fishnets could pass for the legs of a girl. It was weird to think this way, but, he experienced a rush of excitement from this odd thought! He felt a strong urge to put on a skirt or dress to see if his whole body could pass for a girl's body. But, he did not have a skirt or dress. He got creative and used a blue towel to wrap around him like a strapless dress. He looked in the mirror and was stunned! He could definitely pass for a girl! And, a pretty hot one at that! He did not understand why this turned him on so much, but it sure did! He felt so sexy! He played with his legs, crossing them and uncrossing them. The sound and the tact of the fishnet stockings was magical!

He posed in front of the mirror in sexy girl poses and he masturbated. He came twice! His orgasms were very intense, even stronger than when he had sex with Elle! It was hard to comprehend this! The first time he came, his cum shot out his dick so hard, it hit the mirror and he saw the mirror shake!

------ End of flashback ------

"Joey, are you listening?" Elle asked him. Joey had been lost in his thoughts about his first ever crossdressing experience and was not paying attention to Elle.

"Sorry, what?" He asked her.

She said, "I asked you if you would you like to drink, water, soda, wine or a beer."

He tried to sound masculine and answered, "Um, give me a beer."
 
Elle walked to the kitchen in her apartment, taking a couple cans of beer out and pouring hers into a class. Returning to the table, she saw Joey, looking a bit out of it. She instantly worried if he was breaking up with her. She liked Joey, though the voices of her friends and other guys, quizzing her on what it was about him, she liked. For the moment she thought, she was not quite sure what it was.

Setting the glass of beer on the table in front of him, she placed hers not far from the stockings. She said noting and retrieved the pizza and some napkins and returned to the table. The echo from her heels with every step filling the apartment. She had become used to the sound herself and though little of it.

"Here it is .. chef elle presents you .. slightly burnt pizza .. a pepperoni and sausage." She smiled at him though Joey seemed deep in thought. Before sitting down, she tugged the hem of her dress down slighlty, as much as she could without exposing more of her top. Though she knew as tight as the dres was the fabric was not moving much and the action was more for her peace of mind than anything else. "Hope you like and Joey thanks for the gift .. well gifts .. I think we will have fun tonight .. don't you."

She waited a moment and then added.

"Hey Joey are you ok .. did I do something wrong" Elle asked with worry in her voice.

In spite of how she presented herself as a strong young woman, elle had much self doubt. She wondered if she had said or done something wrong. Had she pushed the relationship too quickly for him .. maybe too slow .. did he not like her look .. did he think poorly of her for assuming sex was on the menu. She had learned, tho guys like girls who can be easy .. guys do not like easy girls for more than a short time.

elle in her own thoughts

As she took a sip of her beer, she lookied at him, her mind moving a thousand miles an hour. the stockings in her view, she looked back to him, wondering, thinking how much he liked the sensation of her lingerie against him. How he preferred even in sex she wore things, her bra, her panties slid aside as the two had sex. How her stocking clad thigh against his bare thigh and cock would get him excited. How one time she got him off by doing just that, her fhigh clad in a stocking and garter got Joey to explode in an orgasm. How at times as the two made love her hands would grope his chest, much as she liked her own groped.

For a moment she wondered, what he would look like dressed .. like her .. he was not manly, maybe boyish at best. Then she thought she could do that .. though he would never like it.


"Hey are you gonna eat .. it is not that bad ... "
 
Joey said to Elle, "Sorry Elle. You've done nothing wrong at all. I guess I'm just thinking about stupid stuff. Sorry."

Looking at Elle, he said to her, "You look incredible! It is hard for me to believe that you are my girlfriend. I am so intimidated by you, even after we've made love multiple times. People must wonder if I am using some kind of black love spell or love potion on you. I'm just a small shy nerdy guy. Guys like me don't have hot girlfriends like you."

She smiled at him and said, "Well, because a lot of attractive girls are superficial. But, I am not like that. At, least not anymore. I try to look past all the superficial stuff and see a person's true value. I like you Joey, I really do. You should not be intimidated by me."

Joey blushed and smiled. He said, "Maybe there is a witch somewhere that took pity on me, and did me a favor by casting a love spell on you." They both chuckled.

Then, he asked her, "Can I ask you a weird question?"

She nodded and said, "Sure Joey, anything."

He asked, "I'm just curious. What is it like to be a stunningly beautiful woman? You can date anyone you want and you have dated the most popular boys in town. You can make any guy melt by just starring at him. You get attention and compliments everywhere you go. What is it like to be you? And, what is it like to wear cute sexy outfits and lingerie? They become a lethal weapon on your body! Do you stare in the mirror for long periods of time just feeling in love with yourself?"

Before she could answer him, he realized how weird that all came out and he said, "I'm sorry, Elle. I don't mean to get all weird on you. It's just that I've never liked my body much, and, I'm curious about what it is like to love your own body. You were blessed with the body of a beautiful sex goddess. What is that like?"
 
Elle finished her first piece of pizza and took a large sip of her beer there was a lot to digest in what Joey was telling her.

"Well Joey, I am no psych major, but let me give you my two cents on this. I like you ... why .. you are sweet caring, you love shopping with me. You seem to appreciate me. I have been open about my other boy friends with you. When we are out on dates, I notice guys looking at me wondering, but I really don't care. I am enjoying my time with you Joey. Who is the only guy sharing dinner in my apartment .. with me ..just the two of us .. me dressed to .. in my blue dress ... hiding little of my body from anyone taking a peak. I notice you look, but you see me different .. almost like a piece of art to be appreciated .. I like that . to you I am more than a reason to masterbate to .. or date and fuck. What is not to like about that? Heck you even know the difference between a g-string or thong .. you know what boi shorts are. I like that you care enough to know those things."

elle took another sip of her beer.

"I will be honest what it feels like to me .. and please don't take it as stuck up or bitchy. I was not always the cute girl .. I was quite geeky in junior high, the summer of my sophomore year, my older brothers girl friend offered to give me a make over. All summer long, she worked with me, to appreciate the feminine things I had .. my potential. That first day back to school in the fall, I tried out for the cheer team and made it before school started. So the first day the girls on the cheer team had to wear our uniforms .. a tight cropped top and omg .. my skirt was so short. With my hair and makeup done to perfection I went to school. For the first time in my life people noticed me. People who I had been in several classes paid attention to me. That was a change for me. I went home thinking I was dreaming. The next day I wore a skirt with heels and a blouse. The captian of the football team a senior asks me out. I said no .. I .. I couldn't. I did not believe in myself yet or believe that I was actually attractive. I see my faults. I am petite, have a flat chest, not curvy. I do look at myself in the mirror, I see my flaws. My left breast is a bit bigger then my right. When I smile I have a dimple on my left cheek and not the right. As much as I tried, I was never athletic or good at sports. I can tumble enough to make the cheer team, but I am not even close to being one of the best."

Elle sits and takes another piece of pizza.

"Joey I am happy bing me .. in spite of all the issues I have. I have learned to accept who I am .. be what I am. Not everyone likes me, some think cuz I am pretty I am a bitch .. or a slut .. that is far from true .. though I do like sex as you know. I am not saying that to be a marter .. like I said .. I love who I am .. I embrace it. Does any of that make sense. It's not easy being a girl .. putting yourself out there everyday to be judged by others only by ones looks."

"Embrace who you are Joey .. " I look at the stocking on the table, then lean forward and kiss his lips.
 
Joey could not imagine that Elle was ever geeky. He tried to picture her transformation from geeky Elle to hot Elle.

He said to her, "I just can't picture you being geeky. I wish I could go through a transformation like that."

Suddenly, Joey imagined himself in a cropped top, mini skirt and high heels. He felt it necessary to corrected himself, "Well, not exactly like that, you know not with a tight cropped top and mini skirt."

He sighed, it's so much harder for boys, "I would need to grow about foot taller in height, double the size of my small penis, and gain about 30 pounds of solid muscle."

Elle said, "Embrace who you are Joey .. " and kissed him on the lips.

Joey closed his eyes and tried to savor the kiss. It was like being kissed by an angel! "More kisses, please!" He said softly. Elle giggled and obliged.

They kissed on the lips and Joey wanted to escalate, and take Elle to bed, but, he was so nervous and afraid of rejection.

Elle got a little frustrated at how slow Joey was to escalate, but, she tried to be patient with him. She could take the lead, but, that would not help Joey very much in the long run.

Finally, after and extended period of G-rated kisses, he gathered the courage to put his tongue in her mouth, and she welcomed it with French kisses.

Joey gathered up some more courage and put his hands on her waist. Her dress felt so soft and smooth. He wanted to feel its texture on his own skin. He removed his shirt and hugged her tight while they continued to make out. The soft texture of her clothes rubbing on his skin felt so erotic on his skin! He felt himself get hard.

Elle started to pull him towards the bedroom. But, he said, "Just a second" and he grabbed the fishnet stockings and the clit vibrator.

They went to Elle's bedroom and Elle lied down in her bed. Joey walked to the edge of the bed.

He gently and tenderly took her legs, removed her shoes, and rolled up the stockings on each of her legs. He was very turned on doing this and had flashbacks of rolling them up his own legs earlier in the day. The thought of this was almost enough to push him over the edge.

Elle look at him with amusement. She was amused to watch him take such delight in rolling up the fishnet stockings on her legs. For a minute, he seemed like he was about to cum in his pants. But, luckily for them both, he managed to avoid this disaster.

Joey pulled her Elle's panties off very slowly. He said to her, "I know I'm on the small side and I can't make you cum by penetration alone. The lady at the store told me this clit vibrator was the surest way to make you cum." He got the clit vibrator started, but, he seemed a little confused about how to use it.

He asked her, "Do I just hold it over your clit or do I rub it up and down your clit?"
 
Joey could not imagine that Elle was ever geeky. He tried to picture her transformation from geeky Elle to hot Elle.

He said to her, "I just can't picture you being geeky. I wish I could go through a transformation like that."

Suddenly, Joey imagined himself in a cropped top, mini skirt and high heels. He felt it necessary to corrected himself, "Well, not exactly like that, you know not with a tight cropped top and mini skirt."

Elle smiled hearing him say this, she had thought in the past he would make a cute girl but had never brought it up even playfully as Joey already struggled with his manliness.
He sighed, it's so much harder for boys, "I would need to grow about foot taller in height, double the size of my small penis, and gain about 30 pounds of solid muscle."

Though with his logical explanation she decided to playfully respond.

"Really most muscle bound men, have little pricks .. did you know that .. those type of men often makeup for what they lack between their legs by overcompensating with working out and trying to be better men. Joey I like you as you are .. You are so much better than other men I have dated. Plus .. to be honest .. I think you are the only one who could pull off a tiny drop top and mini skirt."

With the pizza near gone, she kissed him, she enjoyed his touch of her dress, as if he appreciated how she dressed, not simply for the purpose of removing her dress. She knew he would move slowly, the kisses innocent pecks even on the lips, his hand settling on her hip, she knew he would not grab her ass without her urging.

She was surprised when she felt his tongue and she willingly accepted. Returning the kiss to his, soon tonguing him herself. He took much longer than most and would need guidance as he would not ask her to go to the bedroom.

"Come with me." She whispered, then he stopped to gather the stockings and clit vib he had purchased. Elle was already wet with excitement, her nipples even present in the tight dress.

Soon the young lovers were in the bedroom. The kissing resumed, then she broke the kiss off. She felt powerful over Joey, she always had. Soon he was rolling the stockings up to pull upon her legs. She loved stockings and the feel always made her feel sexy if not a bit slutty. She watched as he rolled the stocking up then slowly pulling it over her foot and up her leg, unrolling until the first reached her upper thigh. Then the next, all seducing her deeper and deeper. She admired his ability to do so, maybe this should have confirmed her thoughts that Joey had indeed tried the stockings.

She thought of taking her now stocking clad food and rubbing his crotch, though feared it would be only seconds before he came in his pants. Elle herself could feel her panties soaked as he gently moved his hands under her dress and gently removed the wet panties. Elle laid back on the bed, her hands close to the rope over her head as if inviting him to tie her up first.

Joey pulled her Elle's panties off very slowly. He said to her, "I know I'm on the small side and I can't make you cum by penetration alone. The lady at the store told me this clit vibrator was the surest way to make you cum." He got the clit vibrator started, but, he seemed a little confused about how to use it.

He asked her, "Do I just hold it over your clit or do I rub it up and down your clit?"

"Joey I love your cock." elle cooed as she laid her legs parted so slightly. "i have never had vib like that before, but since it is a clit vibe, I would suggest, teasing my lips and then part my lips and tease my clitty ... but first joey tie up my wrists .. so I cannot resist ... then use that on me .. but never too deep .. make me come .. then get me on edge to orgasm again .. then take your cock and then give my pussy what it wants .. take your cock and fuck me ... please."

Elle had a submissive side, and was not certain Joey would comply.
 
"Joey I like you as you are .. You are so much better than other men I have dated. Plus .. to be honest .. I think you are the only one who could pull off a tiny drop top and mini skirt."

Joey felt his dick move at hearing Elle say he could pull off wearing a tiny top and mini skirt. The way she said it sounded like a compliment. He wondered if Elle would be cool if he came out to her about his odd itch to crossdress. Maybe she would understand him? She had been through her own transformation that made her feel beautiful and sexy, and, he just wanted to experience that same euphoria. He had already experienced a little taste of it with stockings. But, that had just whetted his appetite for more. If only he could try a complete transformation with Elle's help, he knew he would be heaven! But, what if Elle was spooked or turned off wth his desire to crossdress? He could lose her!

Joey decided to not say anything for now. It was safer to stay in the closet.
 
"Joey I love your cock." elle cooed as she laid her legs parted so slightly. "i have never had vib like that before, but since it is a clit vibe, I would suggest, teasing my lips and then part my lips and tease my clitty ... but first joey tie up my wrists .. so I cannot resist ... then use that on me .. but never too deep .. make me come .. then get me on edge to orgasm again .. then take your cock and then give my pussy what it wants .. take your cock and fuck me ... please."

Joey wanted to please Elle. He grabbed the rope and tied one end to the closest leg of the bed. He tied the other end to her wrists. He took his time as he did not want to make it too tight as to hurt her, but, neither did he want it to be too loose so she could easily escape.

After tying Elle with the careful diligence of a boy scout, he looked at her and took it all in. God, she was so hot!

Joey wished he had a big dick to fuck her real good. He knew she would have liked that. Well, if he couldn't fuck her, he would have to make love to her. He got on top of her and kissed her on the lips for a few seconds and then wanted to move down to suck her nipples. But, her dress was too tight. He moved all the way down until his face was within an inch of her beautiful shaved pussy! He spread her legs and was delighted to see how moist her pussy was already! She said she wanted to be teased, so, he started kissing and licking her legs and her belly about five inches from he pussy. He would slowly work towards the center.

She moaned softly and this encouraged him. He turned the vibrator on at slow speed and put it about two inches above her clit. Elle was moaning a little more and biting her lip.

Joey took his time getting closer to the center, and then, he flicked his tongue on the lower part of her clit and flicked the vibrator on the upper part of her clit. He knew the tension was building up in her.
 
Elle picked up on Joey's reactions about wearing a little skirt and crop top. She looked to him thinking he would be cute .. maybe even passable in a skirt and crop top. She watched his reaction, noticing just the mention seemed to turn him on more and more.

Elle felt the ropes tightn on her ankle and wrists, the ropes firm, not blood stopping tight, yet clearly nothing she was slipping free of. She looked to him, wondering if he understood the control he had over her. Would he fully realize this and take advantage of her, others had when elle was in this situation before. She shook her head to rid her mind of the thought of that night with a former boyfriend who let his friends use her as payback.

Elle was now at the mercy of her lover .. her boyfriend. Though he was different as most men would simply fuck her. Tonight Joey was going to please her, tease her .. maybe take some control. She felt his hand touching her thru the dress, he seemed to enjoy the touch, not just of her, but of the dress. she parted her legs, only to be reminded of her bindings. Still Joey was soon had his head between her legs, she was hot and wet, she hoped he soon found out. Elle kept her pussy clean and shaven, even so, joey was the only man to willingly go down on her. Though he teased, she could feel his each breath.

"Kiss me Joey." She teased from afar. The sound of the vib turning on, caused her heart to race. "Oh Joey .. I am lucky to have a guy like you." She egged him on, as most men had little time to satisfy a woman.

Even with elle now desperate, Joey paced himself, first his tongue parted her lips to taste her sweet nectar. Then the vibrator without warning hit her upper clit. Elle arched her back and let out a moan. Sex was already better at this moment than most other men had even come close to.
 
Joey was determined to make Elle cum this time. Although they had had sex about six times, she had not cum once.

He had tried all the positions that were recommended for guys with small dicks, but, none of them

He knew his dick could not accomplish the task, so, he was determined to eat her out while the vibrator teased her clit to orgasm.

He had been reading, 'She Comes First: The Thinking Man's Guide to Pleasuring a Woman' by Ian Kerner. It was a book written by an impotent man about making a woman cum by eating her out and stimulating her clit.

Joey was not impotent, but, what good is a dick, if it is barely four inches long? At least he gets pleasure out of it.

Joey spread Ell's pussy lips wide and alternated between flicking is tongue on Elle's clit, exploring its crooks and crannies, and stimulating her with the vibrator. He had increased the power level on it and it was a surprisingly powerful.

Joey wondered what was the biggest cock that Elle had taken. It was a strange thing to ponder. He wondered what it must feel like to get pounded by a big fat cock. It probably hurts like hell at first, but later, it probably feels really good. In all the porno videos, the girls taking big cock moaned out loud in pleasure. Joey wondered, if he could magically switch genders for a day and experience sex from the point of view of a woman, would he do it? Why not? As long as nobody knew about it.

Elle started to moan, "Oh yes! Joey, fuck me! Get inside me!"

Joey though to himself, 'She says this out of habit, because, she is used to guys with big dicks. But, I've already seen the look of disappointment on her face, the first time we had sex. She tried to hide it, but, it was impossible not to notice. And, the first time she was on top, she asked me to push all the way inside her when I was already all the way inside her.'

Joey said to Elle, "No baby, I'm too hungry for your cunt to stop eating you."

While he continued eating her, he shoved two and then three fingers inside her and spread them out to give her a full feeling. It was a shallow depth, but, he was stretching her. She moaned, and he started masturbating. Joey got faster and more aggressive with his lips and tongue pushing Elle to the edge and then letting go. She writhed in exstacy and frustration.

"You've done enough teasing, Joey, make me cum!" She said. But, he was not taking orders.

Joey was determined to make Elle cum this time. Although they had had sex about six times, she had not cum once.

He had tried all the positions that were recommended for guys with small dicks, but, none of them seemed to make any difference.

The first time he pushed his dick inside her, he noticed a look of disappointment in her. It was not deliberate. She lied and said he was a good lover and blamed herself for not coming, "I guess I had exams on my mind."

He had come to accept that his small dick would not bring her to orgasm, so, he was determined to find an alternative.

He had been reading, 'She Comes First: The Thinking Man's Guide to Pleasuring a Woman' by Ian Kerner. It was a book written by an impotent man about making a woman cum by eating her out and stimulating her clit.

Joey was not impotent, but, a tiny dick was as good as being impotent.

Joey spread Elle's pussy lips wide and alternated between flicking is tongue on Elle's clit while exploring all its crooks and crannies, and, stimulating her clit with the vibrator. He had increased the power level on it and it was a surprisingly powerful.

Joey wondered what was the biggest cock that Elle had taken. It was a strange thing to ponder. Instead of making him feel insecure, it made him curious about what it felt for Elle to get pounded by a big fat cock. He imagined that the first big cock was probably painful as hell at first, but, once Elle's pussy adjusted to its size, she would love the feeling of being fucked deep and feeling her pussy full and stretched. In all the porno videos, the girls taking big cock moaned out loud in wild pleasure.

Joey wondered, if he could magically switch genders for a day to experience sex from the point of view of a girl, would he do it? Why not?

Elle started to moan, "Oh yes! Joey, fuck me! Get inside me!"

But, Joey knew that his dick would not get her off. He did not want to see that look of disappointment, again.

Joey said to Elle, "No baby, I'm too hungry for your cunt to stop eating you."

While he continued eating her, he shoved two and then three fingers inside her and spread them out to give her a full feeling. He could only reach a shallow depth with his fingers, but, he could push out her pussy tunnel to stretch her. She moaned, and, Joey started masturbating.

Joey got faster and more aggressive with his lips and tongue pushing Elle to the edge and then letting go. She writhed in pleasure and frustration.

"You've done enough teasing, Joey, make me cum!" She said. He just gave her an evil grin. He wanted to continue to experiment with her body.

"Damn it Joey, make me cum! Stop fucking around!" She begged him. He put his lips around her clit and sucked it while twirling his tongue on her most sensitive spot.

She whimpered and her eyes rolled to the back of her head. She was so dripping wet that the bed looked like it had been peed on.

Elle threatened, "Joey, don't fucking stop! Don't you dare Joey! If you stop, Joey, I swear to you, you're going to miss out on something special. I know what you really want Joey, and, I'm game for it, but, only if you make me cum, NOW!"

Her words shocked Joey. Did she really know about his secret? But, how could she?

Joey, stroked himself with the fantasy of Elle feminizing him! She would make him look pretty and sexy like her! This thought immediately brought him to the edge.

He pushed his tongue inside Elle, and then, pressed his tongue hard up and down her clit until she exploded.

He exploded too, still thinking about being feminized. They moaned, grunted and convulsed in wild ecstacy.

Then, they collapsed on the bed holding hands.

Elle couldn't believe Joey had made her cum so hard. The first time she felt his small dick inside her, she thought she would have to sacrifice good sex to be with him. Maybe she would get something on the side from one of her ex-lovers.

But, wow, sex with Joey just now had been fantastic, albet it different.

Up to now, Elle thought great sex with guys consisted a big fat cock fucking her pussy deep and hard. It would rock her world and she would feel sore and walk a little funny for days.

Joey was great, yet different. Suddenly, it reminded her of something. The first time Elle was at a college party, she talked to a pretty goth girl from her philosophy class, Morgan. They got drunk and ended up in bed together. Elle was not into girls. She had never been with a girl before Morgan, nor after Morgan. Yet, she had to admit that sex with Morgan had been terrific. Sex with Joey was very similar to sex with Morgan.
 
Elle enjoyed, Joey's patience and willingness. Most men, would never go down on a girl. A couple had for Elle but only breifly and not very well. She figured most men were not willing to do so, even if they wanted women to suck their cocks. Though Joey was staying, teasing her to the edge, then holding back. She ws thinking he was good at this .. very fucking good.

Elle tugged on her limbs, the bindings tight, even so her body road upon the vibrator and the tongue of her lover. Joey teased her, edging her so close, she finally begged for him to fuck her, even his small cock would cause her to cum she hoped. Though Joey seemed content with his mouth and vib.

Her mind wandered, to that first party at college, the girl Morgan, a total opposite of Elle. The girl was goth, with sleeves of tatoos on her arms and legs. She had warn a micro black skirt with lace, her bracelets were leather she even had a collar to match the bracelets. She wore fishnet stockings with black flat buckled boots. Her hair was frantic, dark as was her makeup. Not used to drinking Elle was very drunk, flirting, when Morgan approached, the two hit it off. By the end of the night, the petite pretty girl Elle, found herself in the bedroom or Morgan. The two kissed, Morgan was assertive, and soon elle back on the bed, Morgan between her legs, an orgasm building as elle had felt so good until the pending orgasm she was about to have. That was the only time Elle and Morgan had sex. Elle felt terrible after, she was not a lesbian she thought, was she. Though Joey, brought her back to that night. Could sex always be this good, maybe Joey would be the best of both worlds .. except for his tiny little cock. At only 4" how could that please her. Though girls say size does not matter, and that is true in most cases, though a man that uses his cock properly is hard to beat in bed.

Elle felt his fingers, one, two three.

"oh fuck Joey .. make me cum ... please push me .. oh .. fuck .. yessss yesss yessssss." She pulled on the bindings, her wrists and anlkes ached as she writhed bound in the bed, her lover pushing her over the edge.

Elle had just had the best orgasm she had ever had with a man .. and this one did not involve a cock. She was spent as she enjoyed the aura of the fading orgasm. Joey gently untied her, the cuddled into her, he was now naked, she nudged her fishnet clad thigh into his groin teasing his little cocklet.

"Oh Joey .. that was fantastic ... that is the best orgasm I have ever had with a man." She kissed him, her thigh teasing his cocklet until it was hard. "You like that, don't you .. the feel of the stocking upon your little hard cock. Her little satin g-string was on the bed, she wondered what he would think if she asked him to put it on.
 
Joey had already cum twice today, first from jerking off alone while wearing the fishnets, and then, jerking off while going down on Elle.

And now, he was getting rock hard again feeling Elle's thigh teasing his dick. She was still wearing the fishnet stockings and she asked him if he liked the feel of the stocking on his little hard cock! He did not need to answer, his hard and happy dick said it all.

She used the word "little". But, she did not say it like she was complaining about it. It seemed more like playful erotic humiliation. Oddly, it was a big turn on! He was getting very aroused very quickly. He saw no harm in admitting it, "Yes, Elle, that feels really good!"

He wondered, what she had in mind to do to him.
 
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elle was surprised at Joey's resistance this evening, it was taking longer than she had thought. Still she rubbed her stocking clad thigh into his little cock. As she did her hand reached for her tiny satin g-string along side of him, taking it in her hand she gently teased his thigh with it.

She could tell he liked the sensatin as she rubbed the little g-string on his thigh, her other hand touched his chest, then lightly tugged his nipple. As she did she tweaked his nipple, her hand clad with the g-string was now stroking his little cock.

"Have I lost my touch .. or is your little dicklet going to cum for me tonight."
Her hand rubbed the stain on his small cock, her thigh clad in a stocking teased him as her nails gently teased his smooth chest.

"I want you to come for me baby .. " she urged him on, feeling his small dick hard in her hand. "You wanna come in my hand or my mouth Joey." She smiled, her lips wet.
 
Joey was overwhelmed with excitement! He was being stimulated to the breaking point: Elle's fishnet clad thigh rubbing in his dick while she teased his thigh with a tiny satin g-string and tugged at his nipple! Then, she started stroking his dick with the g-string!

Then, Elle called his dick a "little dicklet". He had always been self conscious about the diminutive size of dick. The insult should have stung him. It should have made him head for the door and never come back.

Yet, it had a completely different effect on him. He loved Elle humiliating him! He wanted more of it! He wanted Elle to humiliate him and emasculate him!

If only she would forced him to wear her panties! It dawned on him that his greatest fantasy was for Elle to feminize him after emasculating him. Tear him down to build her up!

She asked, "You wanna come in my hand or my mouth Joey?" But, he was already too close to cuming! He said, "Your mouth, Elle!" but came in her satin panties before she had time to oblige.

He moaned like a girl, instead of grunting like a guy, "Oh, ah, uh yes! Oh, yes!" He moaned confessing that, "That satin material feels so good on my little dicklet!"
 
elle had always enjoyed getting her lovers off, the moment gave her a certain sense of power over them. Though also seeing them find pleasure in her touch was fulfilling. It was obvious Joey was close, the stain gliding upon his cock was enough to push him over the edge. She wondered what he was thinking at the moment. Was he imagining sex with her, maybe grinding his cock upon her g-string covered pussy, simply what was happning as she gave his dick a hand job using the prop of a gstring to push him over the edge ... or was it more than that something outside her thoughts, her perspective on life, such as him wearing the g-string.

At that moment he squealed, not like a man or even a boy,, yet more like a young woman losing herself in the moment. Elle giggled as he even said little dicklet.

"you liked that .. right .. it seems you did." She gave him a last squeeze her little g-string now cum covered, still coving his dicklet. She kissed him and whispered. "Please excuse me .. I need to clean up." Elle eased from the bed, still in her stockings and heels, making certain to sway her ass as she went to the bathroom. After relieving herself and washing her hands, she quickly straightened up her hair. She was naked, except for the stockings and heels, she looked at her reflection, she loved her own body. It was then she noticed the stain on the top of the right stocking, dried and whitish dot. The stockings were knew, though she recalled how the stockings seamed somewhat stretched as if warn. It was at that moment she wondered if Joey had tried on the stockings before brining the stockings to her. That may explain how little he came on her g-string. A little, though Joey was never a big cummer, the amount was small for even him.

Returning to the room, she announced she was back, still naked but for the stockings and heels. She eased to the bed, sitting back, her finger twirling about he stain at the top of her left stocking. "Will you take my heels off joey?"
 
Joey wondered what Elle was up to now. He stared at Elle's pretty face, and then, down at her heels. Damn she looked hot in those heels! They made her legs longer and forced her to stick her butt out a little. He wondered how sexy he would feel in he were wearing those heels.

Elle noticed him daydreaming, again. He was a strange boy sometimes, but, she was determined to get inside his head to understand him. She said, even more assertively "Joey, take my heels off."
 
Elle slid in bed beside him, dragging her foot up his leg, the heel teasing as she did so. Lifting her leg, so far that the heel of her shoe now pressed against his cock.

"Heels like these can be so uncomfortable at times .. my feet hurt ... I ask myself why I wear these heels sometimes .. would you please take my heels off Joey." Elle pauses, her leg across his chest, the stain from her earlier activity in his view if he were to look down, her heel nudges a bit harder into his little dick.

She notices him seeming a bit drifted away. "A penny for your thoughts at this moment Joey .. tell me what your mind is thinking at this moment in time."
 
Joey removed Elle's heels and said to her, "They might be uncomfortable, but, I love how you look in them! Your body and the sexy clothes you wear,... they go so perfect together! It's magic... it puts me under a spell!"

He swallowed. He decided it was time to confess and he wasn't sure how Elle would take it. If she could love him despite his small dick, and could even joke about it, he hoped his confession wouldn't destroy their relationship.

"Elle, I have to confess something to you. I hope you don't think differently of me. You are open-minded, and you can get kinky, so, I feel safe sharing this with you. There is no one else I would feel comfortable sharing this with. I guess I was really curious about... well... how it feels to look sexy. I've never felt like a sexy guy, I'm small and skinny, not to mention that my package is on the small side. So, anyway, I guess I wondered, if my body is more like a girl's body than a big jock's body,... how would my legs look wearing fishnet stockings?... So, I thought,... just out of curiosity, you know, what's the harm in trying them on? And, I did actually feel sexy! And,.. is it weird that I got turned on wearing them?... You wouldn't leave me, because of that, would you?"

Joey was too nervous to make eye contact with Elle. He waited for her reaction and the wait felt like an eternity.
 
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Elle could see something was on Joey's mind as he removed her heels. Soon it was confirmed as he spoke she listened. She was going to respond right away, then paused to think her words thru.

First she kissed him on the lips.

"Joey don't sell yourself short, I like you a lot, you are the best boyfriend in have ever had.". She kissed him again, though she was not certain what he was saying as his words were new to her. Was he saying he wanted to try women's clothing. "I know the stalkings turn you on and maybe even gotten off as you did."

Elle say up and began unrolling one of the stallings of her leg. "You know I am not one to judge others Joey". She moved to the other end of the bed. "I am not mad at you, though I have never had a boyfriend who would look sexy dressing like me, till you.". Elle picked up his foot and slowly rolled the sticking up his leg.
 
Joey was elated that Elle was not judging him.

He said to her, "Elle you are so awesome! I just can't believe my luck to be your boyfriend! You are the best thing that's ever happened to me! I love you!"

Joey could not believe he had come out to his girlfriend with his crossdressing fantasy and she was accepting of him.

It felt intensely sensual to feel Elle rolling up the fishnet stockings on his legs. They started making out.

Joey stared at his legs in fishnet. "I don't know why this turns me on so much, Elle." Joey confessed

"But, I'm going to have to start shaving. My legs would look nicer in stockings if I shaved."

Elle put her heels on Joey's feet and asked him to stand up and try walking in them. She said to him, "Wow, you've got small feet! My heels fit you perfectly! But, be gentle with them. The heels break easy."

Joey gained several inches in height. He said, "Wow! I wish I could wear heels all the time. I feel so much taller!" He took careful steps. He said, "I feel like my butt has to stick out a little to be able to balance in these things." He walked slowly trying to imitate a girl.

Then, Joey said, "Elle, can you dress me up and put makeup on me to look like you? They say imitation is the greatest flattery. I want to look sexy like you. Do you think I would pass for a girl? I've always been curious about what it feels like to be a girl."

Joey paused. He couldn't believe what he was asking Elle to do for him.

This was surreal.

Maybe he was pushing his luck too much.
 
Elle smiled. "You are much taller, about 4" taller Joey. This is not your first time in heels is it Joey .. you move much more well than most girls i know." She teased him a bit, though was amazed how he looked and how comfortable he was, it was if the stocking and heels had caused the flowr to bloom from within for the world to see.

One thing was obviously cleat, his little dick seemed to really like the feeling of the stocking and heels, as the little dick pointed out and was biegger than elle had ever seen it. "OMG Joey .. your little dick is almost like real size now." She said, going to him and grabbing it with her hand and kissing him, then led him around for a moment in fun.

"Wow! I wish I could wear heels all the time. I feel so much taller!" He took careful steps. He said, "I feel like my butt has to stick out a little to be able to balance in these things."

Elle laughed at the thought, her feet had ached in the short time this evening in the heels, not that she minded, as she thought the overall look was important enough to deal with some discomfort. "Careful what you wish for dear, heels are not the most comfortable things to wear all day, though hey, yah, I would love to see you in heels all day and night. Though you are right it the heals do make your ass stick back, along with tighten your calves and thighs. That is a big plus for wearing heels is my legs look more toned."

Joey continued as if Elle was endorsing this change which he seemed ready to dive into head first, yet she had some questions about it all.

"It's late, come to bed .. tell me what you are curious about being a girl. You can wear the stockings to bed, I am sleeping like this." Elle stood naked now looking at Joey in the heels and stockings, his dick still hard. "Come to bed, you can keep the stockings on, and the heels if you like. It's late, we have all weekend to start figuring this out."
 
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