Divorced and Feminine

 

Secret Cabin - The Expanded Cap

 

Jenson cut the engine, staring at his cabin. A lot of trees stood to the side of the house, surrounded by fluffy snow. He took a deep breath, the cold November air beginning its invasion into the car. What he was doing wasn’t wrong. It wasn’t cheating. It was pure pleasure within the comfortable and communicative confines of his relationship. If that was true, why was he so nervous to enter his cabin?

Logic fell to the wayside as the cold got to him, turning the warm, heavy air into sharp glass that nipped at his exposed flesh. Taking the key out of the ignition, he opened the car door and got out into the cold, quickly closing and entering his house. The house stood with that familiar oak smell and the same lukewarm air as when he left a month ago. On the chair was a black dress he’d left for his next trip, and he smiled. Slowly, he walked around, verifying no intruders had entered during his hiatus. Jenson’s boots clicked on the wooden floors as he flicked on the lights and checked the corners. Both floors were clear of anything but Jenson’s activity, so he opened the first-floor drapes, pulling back the blinds slightly to bring in light.

He walked over to the black dress he had left for himself; it was oddly caring and thoughtful for him to leave something so romantic and elegant for him to return to. He unbuttoned his shirt and cast it aside, unlacing his boots and undoing his pants in the same fashion. This weekend, those clothes would sit on the same chair as a reminder of what he’d be going back to, until his next trip up to the cabin. Underneath was a pair of red panties and a white lace bra. A choice of undergarments to wear under his black dress, but Jenson knew he was alone and didn’t have to conform to society’s dress standards alone and far away from civilization.

Slowly, he raised the red panties in his left hand, allowing the satin to rub against his leg. Years later, the feel of satin on his inner thigh aroused Jenson, and the flood of pleasure filled his brain. He was no longer worried about anything but enjoying the vacation. He slipped the bra over his head and pulled it into place, groping his chest as he admitted himself in the full-length mirror. Finally, he unzipped and stepped into the black dress. It was new, not worn, so another sense of excitement flooded over him. Zipping it up, he smiled in the mirror. He looked fantastic; he couldn’t see any sense of masculinity as he patted down the tight dress. His mind wandered, wondering who he could cosplay as on this trip? Perhaps a woman meeting her man for a romantic getaway? Or a lonely woman escaping the city life for time to herself? It didn’t matter; he was too enamored with his reflection to think too deeply. So much so, Jenson didn’t hear the tires disrupting the gravel outside from an unexpected visitor.

**

“There he is!” Lora yelled as Noelle pulled up. “Slow down, we don’t want him to hear us!”

“I think he’s just here to hunt,” Noelle assured, stopping the far a bit further down the path from Jenson’s truck. “Maybe he’s a bad shot?”

“Lies,” Lora dismissed, sitting back. “He can shoot. You’re telling me that over two years for his monthly hunting trip, he never hit anything? It’s either extremely bad luck or something is up. I can tell.”

Lora and Jenson have been together for two years. Everything so far was perfect for the two of them, but what bugged Lora was Jenson’s monthly hunting trips. The act of hunting didn’t bother her; it was the suspicion that ate at her. For two years, Jenson never brought her up with him, nor any friends. It was always solo, and he never caught anything. When asked, he provided various excuses, but the odd bad luck was beginning to create a scary illusion in Lora’s eyes; Jenson is cheating on her. She noticed he wasn’t as active in the bedroom, which didn’t matter too much to her, but she found it odd. Most men would be foaming at the mouth, and Jenson was content. The vibes were off, and there were suspicions. She knew roughly where the cabins were but never went out to see them until now. Bringing her best friend, Noelle, she was going to put all these suspicions and unproven thoughts to rest. What was Jenson really doing?

Noelle pulled off onto the side of the path, concealed behind some brush. Jenson wouldn’t be able to see her, but they could see her. Plus, if another car pulled up, they’d see who was visiting. Noelle killed the engine as the friends sat in silence, Noelle looking at the slowly decaying winter surroundings and Lora looking through a pair of binoculars. There was no activity.

“What if we do see something?” Noelle asked. “Then what?”

“Then we confront that cheater in the act,” Lora replied sharply. “But I hope it doesn’t come to that.”

Suddenly, the curtains to the second floor opened, and the blinds opened to show a feminine figure in the window looking out; a blonde woman, with a black dress. She looked out briefly before turning away from the window.

“Oh my God,” Lora cried, putting down the binoculars. “There is a woman there.” Lora peeked through them again and saw that the blinds were pulled back a bit further, blocking the view outside. “Drive slowly up.”

Lora was confused, hurt, and angry. How could Jenson do this to her? After all these years, he was a cheater, and she believed him to be faithful? Lora was going to make this cheater pay! Noelle pulled up behind Jenson’s recognizable truck. When the engine stopped, they carefully opened and closed the car doors. Lora didn’t have a key, but she did have a sneaking suspicion where a spare could be found. Digging around the back door, she found a hollow rock that rattled when she shook it. Opening the hatch in the back, a key revealed itself. Here comes the moment of truth.

Lora’s hands trembled as she slid the key into the lock before slowly turning it, listening intently to the sound of the lock sliding open. Once it was unlocked, Lora looked back at Noelle. Noelle nodded with confidence and assurance, and together the two girls made their way into the cabin.

The same stagnant air hit the girls as they quickly entered and quietly shut the door behind them. The windows let in the harsh winter light, and to Lora’s horror, she saw Jenson’s clothes on the chair. Her heart sank, and a part of her wanted to leave. She couldn’t deal with this heartbreak and betrayal, but footsteps above confirmed someone was here.

A faint sound of pop music followed down the stairs as the girls looked up. Whoever it was was singing off tune to the lyrics and moving around to the sound of the beat. Noelle and Lora exchanged confused looks because the voice was masculine, rather than feminine, which confused what Lora saw in the window. Slowly, they climbed the stairs, confusion intensifying as they began to hear Jensn’s voice singing. He wasn’t a pop music enjoyer, at least not as long as Lora knew him.

When they reached the top, the girls stopped in shock; it wasn’t a woman at the window, it was Jenson. His back was turned to them, an array of panties on the bed as he carefully folded them while singing the song. Lora’s jaw hung open in shock, and like a sixth sense, Jenson snapped his head towards them and, startled at the sight, fell to the bed.

“What is this?” Lora asked, stepping forward, taking in the room. The closet was full of feminine clothing, and the open dresser drawer contained neatly folded panties of various styles and colors.

“Lora, I didn’t want you to find out like this,” Jenson stammered, covering himself. “It’s just harmless indulgence.”

Lora looked at him, perplexed. “What?”

“I didn’t want to tell you, but I like crossdressing,” Jenson admitted, looking away. “I figured you’d get the ick and break up. So, this is a cabin I spend once a month, crossdressing and indulging my feminine side.” Noelle laughed, stopping when she met the sharp eyes of Lora.

“This is certainly an experience,” Lora admitted, looking around.

“I’ve always wanted to feel feminine. But only for a short amount of time. I found out before we started dating that a trip once a month fulfilled that desire, so I made it a monthly habit.” Jenson continued. “I didn’t expect you to find out like this.”

Lora began exploring the closet, running her hands through the various blouses and dresses that hung. “All you do is cross-dress?” she asked, bewildered at her findings.

“Yes,” Jenson replied. “I act like a girl, and I live out a safe fantasy. It’s only me and no one else. No one, but you two, knows about this.”

Lora looked at Jenson, who sat on the bed looking back at her. There was a little bit of fear in his eyes as she made eye contact.  The situation was unexpected, and Lora didn’t know how to feel about this revelation.

“So do you play a character?” Noelle asked.

“Yeah, I make up one and act like her for the weekend. Sometimes I’m bratty or lonely. Sometimes it’s just a girl stepping into her feminine side.” Jenson explained.

“What are you doing this weekend?” Noelle pried, looking at Lora, who shot her a confused look.

“I haven’t decided,” Jenson admitted. “I was thinking about being here for a romantic getaway with a guy.” Lora’s stomach dropped. This was getting weird, and she couldn’t look at her boyfriend wearing these undergarments.

“Well, maybe we can help you with that,” Noelle smiled, stepping forward. She leaned into Lora’s ear and whispered, “I can tell you’ve got the ick, and once you get that, there is no going back. Might as well send him off properly and maybe get some blackmail photos. If we’re the only ones who know, he might be willing to pay to keep this a secret from others, and you can afford to go to Europe.” Lora looked at her friend in shock. That was deceitful but seeing Jenson wearing satin red panties and a white lace bra, she didn’t know if she could view him the same way again.

“If you’d like to stay and you’re okay with this?” Jenson said, hopefully. Lora was not okay with this; in fact, when they left, she was breaking up with him, but she might be able to have some last bits of fun humiliating him.  

“Okay, we’ll stay,” Lora confirmed. “But you’re going to be playing my submissive wife.” Jenson’s face flushed, but he nodded. Lora couldn’t tell if he liked this idea or was scared of the idea.

Noelle removed her phone from her pocket as Lora stepped towards Jenson. He tensed up as she pushed him back gently and grabbed a thin piece of fabric on the bed. With her other hand, she grabbed a thong. “Open up.”

Jenson did as instructed, and Lora stuffed the thong into his mouth, placing a finger over his lips and hushing him. A multicolored zebra print pair lay next to Jenson’s head. Lora grabbed it and placed it over his face like a mask, using the white fabric to gag Jenson, who was enjoying the act.

Noelle took time snapping pictures of Jenson, who sat on the bed, enamored with Lora’s feminization domination. She positioned him onto his knees, kneeling in the many pairs of panties. Lora slipped off her pants, wearing nothing but a pair of purple printed polkadotted panties with mint green lace and her tank top. The idea of seeing her boyfriend feminized was still awkward, but she was going to make sure the pleasure he felt this weekend was unlike any other he’d ever experienced again.

With one hand, she slipped it down his shirt and began twisting his nipples as he moaned into the gag. This could be fun, being the dominant one for once. And maybe she can invite some other people over to give Jenson the true feminized experience. But right now, she was going to have her fun with her sissy of an ex-boyfriend.

Post-Break Up Hookups

 

Don’t Care Attitude

 

Reverse Valentine’s Day

 

30 Days of Captions – Day14_Gas

 

30 Days of Captions – Day22_Execution (CS) v2

 

The Sleepover Thief II

Dalton slept on and off that night. Between the knickers slowly giving him an uncomfortable wedgie to the roughness of the clothing pile, he did not sleep well. When Dalton saw the light creeping in, he made his final grunts and attempts at getting free. All he achieved was creating cuff burns on his wrists, and accidentally soiling himself. He froze for a moment as the cold liquid stuck to his skin and the panties. That was not going to be good. The worry that he’d get mocked more made Dalton struggle more in his bounds, accidentally banging on the wall. The bang stopped his movements, as his sister sat up in bed and looked around.

A few moments of silence later, she swung out of bed and left the room. April and Patsy were still asleep, as Dalton leaned his head against the door and gently banged his head against it. The rattle of the slats was low enough not to wake the girls, but Carrie did lock the door. For what seemed like hours, Dalton laid there, watching the girls sleep. Vengeance swirled in his mind as he stared at his captors, wondering what they’d do to him, what he wanted to do back to them as revenge.

Carrie reentered the room, flicking the light on and shaking awake the girls. She whispered something to each girl that gave them each a grin as they sat up, and their attention turned to the closet. Unlocking it, the girls loomed over Dalton, who stared back, terrified at the tall women.

“Morning, sleepyhead.” Carrie greeted, flopping her brother onto his back. Dalton groaned into his gag, the sock weighing more now as the saliva weighed it down. “Mom and dad are out for the day, so you’ll be with us all day.”

Dalton swore under his breath as April, dragged him out of the closet and laid him down on the open floor.

“What’s that?” Patsy asked, pointing at Dalton’s crotch.

“No way,” April cringed, turning away. “Did he?”

Carrie shook her head. “I’m starting to think you’re enjoying this Dalton, or should I say, Dolly?”

The girls stood in disgust, expecting something from Dalton, but they were only met with silence.

“Well, we gotta clean a girl up.” Carrie reasoned, and with the assistance of April, they dragged Dalton to the bathroom. Once inside the girls, locked the door, and April ripped off the tape. Gasping for air, Dalton spit out the heavy sock on the floor, along with spitting out the horrid taste that sat in his mouth for hours.

“You’ve soiled yourself.” Carrie mocked as she grabbed the shorts and pulled them down. Once down at his ankles, a dark blue spot was visible by his crotch. His face turned red as the girls turned away.

“He can have those now,” April said, gagging. “I ain’t want no boy germs near my vagina.”

Carrie removed the knickers, and the smell confirmed what they were all thinking. Once off, Carrie lifted Dalton’s head and put the knickers on his face. He screamed and jerked around, but she held the stained cotton to his face, forcing him to breath in his mess.

“Patsy, would you help April with shaving him, please,” Carrie asked, pressing the soiled pair further into Dalton’s face. The soiled smell and the laundry soap mixed, produced a sweet scent that Dalton was starting to like.

Together, April and Patsy slowly shaved Dalton, till he had no hair left. Dalton screamed and begged for them to stop, but after being told to shut up numerous times, the soiled knickers were shoved into his mouth, and the new tape was placed over his mouth.

When they were done, they stood Dalton up and forced him to stare at his nude self. His leg hair, arm hair, and facial hair were all gone. He looked nothing like a man now, and after last night he feared he never would again.

“Can we play dress-up?” Patsy asked, and the girls smiled.

“Why not?” Carrie agreed, and they dragged Dalton back to her room.

Placing the half-nude boy in her chair, Carrie went to her underwear drawer and withdrew a pair of high-cut black lace knickers and a black bra. She walked over to her brother and undid the handcuffs, but Dalton too afraid to move stayed put.

“Put these on.” She demanded, tossing him the matching set. Dalton hesitated as the girls stared at him.

“Come on!” April shouted impatiently.

Dalton bent down slowly and put one foot in, followed by the other into the lace knickers. Slowly he pulled them up until the waistband laid right above his belly button, and the lace was firmly planted in between his cheeks. The girls giggled at the sissy before them as Dalton adjusted himself before moving onto the bra.

He took a deep breath as he wrapped the bra around his chest and clicked the clasps together. Slowly he lifted the bra to his chest and slid his thin arms under the bra straps. Once it was up, he gave the girls a nervous smile, as they giggled more at his appearance.

“Try these on now,” Carrie said, tossing Dalton some gray knitted leg warmers. Sheepishly he slipped them each on and stood back up, feeling embarrassed in his current get-up.

“Can he put on heels too?” Patsy asked, and Carrie fished out some black high heels. Dalton sat down and, with the assistance of Carrie, squeezed his feet into her small heels. She helped him up as the girls applauded, his swaying.

“How about makeup?” April proposed. The girls agreed, sitting Dalton back down and applying layer or layer of makeup to his face. With every passing bushing, he felt his masculinity shrink more and more. Deep down, he thought he felt his penis get smaller too, being slowly transformed into a woman. When they were all done, they positioned Dalton in the corner for some pictures. 

All he could do was smile and pose, adjusting his leg just enough so no one could see a bulge. He wanted to cry but didn’t want to ruin the makeup. He was becoming their sissy pet. Feminized, humiliated, and forced. All for a stupid game. But, secretly he was enjoying the attention and the posing. But, he'd never tell his sister that.