Crossdresser Stories

Enjoy this short story by Hellen Heels.He saw his wife signaling to him to agree that he knew them. He smiled. “Why, of course I know the Brown’s family. How are you doing today?”“I am well and fine, Andrew. Are you free today?”“At the moment I am...

Enjoy this short story by Hellen Heels."Yeah. They would love you and thank you exceedingly.""You know, something tells me that you are hiding some details about this crazy idea of yours.""Baby, there is nothing to hide. It is you who is not opening...

She gazed at him. “I am going to take my bath. I want you to get undressed and wait for me. Is that too difficult to understand?”“I…I…no, of course not. I will get undressed.”“Good girl.”“Good girl?”She nodded. “Yes. That is my pet name for you...

“Just a minute,” she said as she rummaged through some of the shopping bags that were on the floor. She soon found what she was looking for. “Put these on.”He collected the items and regarded them. “You bought these from my store?”“Yes, I did. And now...

“Come on, sis,” Cathy said. “It was all spontaneous, you know? It really has been quite a long time since I last seen your husband.”“I agree it has. But you know he is just coming back from work, don’t you? Why don’t you let him at least come into the...

Enjoy this short CD themed story!He did not make another comment as he slipped into the bra. Elaine knew that he looked awkward putting on the bra over his white long sleeve shirt. ..He quickly hooked it in place. “Okay. I am ready.”“No, you are not,”...

“Oh my god, I cannot believe that I am doing this! I, I, I am not gay(he whispered)”.“Oh you silly man. That is a normal response. But wearing a womans panties does not make a man gay.”Barry begins to slide her soft panties up his thighs, and pulls...

He raised the panties and took a deep breath from them. “You would call me?”“Yes, when I want you to pick up your first check.”“No problem. I would expect your call.”“And Josh.”“Yes?”“When I do call you, I want you to come wearing those things.”He...

He shook his head vigorously. “I never thought anything like that.”“Then why were you acting up and being difficult?”“Acting up? I wasn’t acting up or being difficult in any way, Kelly.”“You know, things wouldn’t have gotten to this level if you had...

“By the way, where are my panties?”“It’s right here,” he said as he reached into his pocket.“Put it on.”He blinked. “Excuse me.”“I said put it on.” Author - Hellen Heels. Narrator - Marianne. Published Date - Sunday, 22 January 2023. Copyright - ©...

Enjoy this short CD story!Could she be wearing panties under that dress, he wondered. But her dress was so tight around her ass and he was sure he had not seen any pant lining.It must be a G-string, he concluded.He felt his heart tighten again as he...

“But I just took off my clothes as you requested. You want me to put them back on again?”“No, not your clothes. Mine.”“Yours?”She nodded and reached for some clothes on the sofa nearby. “Put these on.”“You want me in your clothes?”She sighed. “Do you...

“No, you are not going to be naked.”“I am not going to be naked? But you said I should take off my clothes.”“Yes, I know what I said. And you should be quick about it.”Teddy was confused as he took off his shoes and pulled off his trouser. He turned...

“I’ll show you,” she said. She unzipped the backpack she was holding and brought out some items.Andrew could recognize most of the things she pulled out of the bag. There were an overall, shaving sticks, clippers, combs, and other usual tools that...

Jason was so excited to get home & surprise his lady with her birthday present! Little did he know that he was going to be the first one to try on her gift!Enjoy this CD story and more of my stories in this genre! Author - Hellen Heels. Narrator -...

Dylan's first day at work started out like any other day. That was until Sarah entered into his life. Little did he know he was soon to be transformed into an an entirely new man.Order now! Your secret is safe here... Author - Hellen Heels. Narrator -...

The words hit Dan like a thick horsewhip cracking against his exposed skin. He shuddered as he stared at her. There was something cold, distant, and menacing about her gaze that made him realize just how much power she wielded. And yes, she wielded so...

“Thank you, Alfred. That is very sweet of you.”“Please don’t mention.”“And Alfred?”“Yeah?”“Could you also assist me with something when you are coming over with the car?”“Sure. Anything.”“Anything?”“Yeah. What would you like me to assist you with?”She...

Derrick cursed. “I said I am going to put on your clothes, for goodness sake. Damn. Hand them over to me right now.”“Me? You want me to hand them over to you? You must be crazy. Pick them up yourself and put them on.”He shook his head and reached for...

Stanley & Claire need a little sugar & spice in their marriage. After years of boring sex, Claire initiates something that will change their relationship forever.Short excerpt from the book...“Hello, Stanley. How are you today?”“I’m okay. And you?”“I...

Enjoy this short CD themed story!“Yes, I would. But that is for a medical examination, which is not what I am here for.”“Yes, I know. But what if that was what you were here for? Would you refuse to undress?”“Look, Carol, I don’t have any issues with...

Enjoy this CD short story!“No, no, not at all. Please keep on talking. I love hearing your voice and your words.”“You do?”“Of course I do.”“But you said you are feeling dizzy. Are you getting bored with me already?”She sighed. “Mark darling, I am only...

He blinked and snapped out of his daydreaming. “Excuse me?”She was holding several of the clothes in her hand. “I think these are the right ones.”“The right ones? The right what?”“The right clothes.”“Okay. For what?”“For you, Matt.”“For me? You mean I...

He glanced outside at the skyline of the city. He admired the calmness that the view afforded. It was as if the entire city was asleep at that moment already. But he knew better. The city was wide awake and bustling with a lot of activity.“Here is...