For the Love of Lingerie

[JHouston]

Joey was almost too excited to go to bed, but, he submitted to Elle. They got in bed together. Elle played with his dick, and, it did not take long for Joey to cum again, arching his back and moaning like a girl. But, he had no cum left in him.

He said to her, "You're my love and my queen, Elle. Any other girl might think I'm a freak, but, you are so loving and supportive."

He said to her in the dark, "I guess I want to experience of feeling beautiful and sexy. And maybe, it is not about gender at all. If there was a way to make me a handsome and sexy male, I would want to feel that. But, my small and skinny body makes that impossible. This body is more likely to look sexy in the feminine form. So fuck it, why not? Let me be a hot girl! I feel sexy and full of sexual energy with these fishnets and high heels!" He took the heels off, but, did not bother removing the fishnets.

Joey looked at Elle and kissed her. He loved her, and, he wanted to be her at the same time. Joey did not know how far she would go with him on his journey. He knew this was only the beginning of something big and transformative. No matter how supportive Elle was, there may come a point where she would need to be with a "real man", whatever that was. Even after than happens, he would always have her to thank for being so supportive at the start of this journey.

 

[justmethatswho]

Elle laid in her bed, alongside Joey. His words were a lot to consider, much more so than a fun weekend she had planned for her and Joey. Still she listened. The perspective was different to her, as she had never doubted who she was or desired to be someone other than her.

"You are a lovely person Joey. I love you .. you are the first man I have ever said that to." She fondled the little dicklet harder than ever as she looked down seeing her boyfriend in stockings and heels and quite happy and excited. She played with him pushing him to his back as she laid beside him. Her free hand at times caressing his flat chest, tweaking his nipples and such. Her hand onn his cock at times drawing down past his cock between his legs, and then drag her finger up past his back door wondering how he liked that.

He again came, though his cock pulsed he was dry this time. She kissed him, closing her eyes she snuggled her naked body into his.
...
Elle awake early, Joey was still in bed wearing the stockings, she tried to picture him as a woman, and concluded it was fairly easy to do. He was not masculine, in many ways like a young boy, he had no facial hair and probably did not even shave. She showered and shaved her legs, then used nair to further remove the hair from her arms and other parts of her body. Intentionally she left both the nair and razer in the shower.

She dried and pulled on a pair of shorts and t-shirt. She put on a pair of sandals, though set a pair of wedge heels by the door of the bathroom. She then went to clean the kitchen from the night before, cold pizza still on the table. Thinking back how simple the weekend seemed only 12 hours ago.

Elle's Outfit

 

[JHouston]

Joey woke up. He realized he was still in fishnets and Elle was gone. He suddenly panicked! Had she left him in disgust?

He tried to remember last night. It was a surreal night; very weird. She had not seemed disgusted with his disclosure about crossdressing. She had been supportive.

He felt sore in his anus. What happened there was worst than crossdressing.

Elle seemed fine with everything last night. But, maybe in the morning she had more time to reflect and changed her mind?


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

He remembered Elle pushing her finger inside him. At first, it hurt and he was not sure about it. He told Elle, "I'm not into this and it hurts". But, she told him, "You like dressing like a girl. Let's see if you enjoy feeling penetrated like a girl."

It was not fun right away. But, only minutes later, how quickly things changed!

At first he merely moaned softly, "Oh, aaah, mmmm" and he got on all fours on the bed.

A few minutes later, he was in a frenzy, "Oh, wow! It feels good! Do it harder! Harder! Harder!" He had no idea that getting finger fucked was so intense!

There was a spot inside him that made him his toes curl and his eyes go to the back of his head when she slammed her finger on it. It was overwhelming how fucking good it felt!

Elle teased him, "You would make a good jail bitch for a big black thug!"

Her words caused the image of a big black thug fucking him to pop into Joey's head, and, in pure reflex, his dick moved excitedly.

Joey was surprised that the thought of this made his dick jump, and, Elle was even more surprised!

"Oh my goodness! I can't believe it! Your dick moved like you loved that idea! Do you want to get fucked by a big black cock, Joey?" Elle asked, laughing.

Joey was nervous now. He said, "No, of course not! You know I'm not gay! It's just that, um, you know, you're finger fucking me, and, it's screwing with my head. Please don't make jokes like that when you're finger fucking me!" Joey said.

Elle grabbed his hair and pulled his head down on the bed forcefully. She said, trying to sound like a big black man, "Bend over bitch for my big black cock to pound your ass!" She was as rough as she could be with her fingers, using two now to stretch the wall's of Joey's rectum!

Joey moaned, whimpered, trembled and spasmed! He came harder than she had ever seen him come, even though he was dry. She thought he was about to pass out or cry, because, he seemed overwhelmed with the force of his orgasm! She twitched and curled her fingers inside him until his convulsions stopped and he was done.

He would not look at her face afterwards. "Can we please go to sleep now?" He asked her sheepishly.

"Sure, baby." she said and left him to sleep while she went to wash her fingers.

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

Joey did not know what to think after recalling these events from the previous night.

He had become a complete anal slut last night. Even now, he could feel himself start to get hard just by thinking about it. He was tempted to go to the bathroom and rub one out. He would probably fantasize about sex with a big black man.

Damn it! Why had Elle joked about him getting fucked by a big black man? Why had it pushed him to a new height of arousal? Why had he had experienced the strongest orgasm of his life fantasizing about it?

It was Elle's fault! She couldn't use it against him! Could she? Maybe it was her test to see if he was a sissy.

Elle was a beautiful soul. She would not play mean games to entrap him and punish him, but, she might be doing it to help him discover himself.

He felt like he was going through a profound change, but, he did not know its final destination.

Elle seemed to be along for the ride for now. But, he knew he may lose her in the end. -- But, not yet. Please, not yet!

"Elle? Are you here?" He asked nervously hoping that she was in the kitchen or living room.

 

[justmethatswho]

Elle was in the kitchen cleaning up then making some pancakes as Joey was still asleep. She had paused before getting up from the bed, touching his leg, to see if that night had been real, to find he was still wearing the stockings. Thinking how it was the first time he seemed to let himself go during sex, how hard he erupted. She thought if this was just a kink of his or if there was more there.

"I am in the kitchen Joey, making some pancakes and mimosa's." She said cheerfully responding to his nervous words hoping to ease his tension. "I will be done in about fifteen minutes. "If you like to shower, go ahead, you can use my shampoo and wash. Did you bring a something to wear today?" She knew he had not. "I guess we could go to your dorm and get something, or there are some things in my closet that may work."

She smiled, wondering how real last night was, if he would persue his feminine side more today, or fear and regret the side he had shown her yesterday.