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.”
“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.

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