How I Became A Stripper
As I walked through the Gaslamp Quarter of downtown San Diego,
making my rounds for work, I checked in with local businesses,
ensuring public safety and maintenance standards just outside
were met. That night, I stepped into a new strip club, one I hadn’t
seen before. The neon lights cast a sultry glow, and the music
pulsed through the air like a heartbeat.
I met one of the owners—a broad-shouldered man with gray hair
and a salt-and-pepper beard. He was older, with a rugged build,
a deep voice, and a presence that commanded attention.
His employees stood nearby, watching as we discussed the
club’s security and cleaning needs.
But his eyes weren’t just assessing me for business; they
lingered. There was something in his gaze—intrigue, maybe
desire. I wasn’t naïve. The clientele here leaned toward men
who enjoyed the company of femboys, transwomen, and
crossdressers. I had a feeling he was trying to place me, and
then it clicked for him.
“I know you from somewhere,” he mused, a smirk tugging
at his lips.
It only took a moment before we realized where—
AdultFriendFinder or Pornhub. The realization sent a slow
heat crawling up my neck. I wasn’t exactly ashamed of my
side work, but hearing it spoken aloud in a professional
setting had a way of making my pulse quicken.
“Chrissy,” he said, tasting my stage name like a fine wine.
“You’ve got a body that shouldn’t be hiding behind those
boy clothes.”
I swallowed hard. “I present as male for work and in public… I’m still figuring things out.”
He leaned in slightly, his voice dropping an octave. “Then why not embrace itIt wasn’t an unfamiliar request. I had stripped for plentyof men before, but
More: Chrissy the Caged Sissy
I swallowed hard. “I present as male for work and in public…
I’m still figuring things out.”
He leaned in slightly, his voice dropping an octave. “Then
why not embrace it here? Show me.”
It wasn’t an unfamiliar request. I had stripped for
plenty of men before, but this was different—this
was an invitation,
not just an exchange. With a steadying breath, I peeled off
my jacket, my work vest, then my uniform shirt. The club
was dimly lit, but I could still see the way his expression
shifted as I revealed my toned, smooth torso. My t-shirt
followed, then my pants.
I stood there in just my lace panties and a delicate bra,
my body framed by the club’s sultry lighting. His breath
hitched.
“Damn,” he murmured, his eyes raking over every inch of
me. “Turn around.”
I obeyed, feeling the heat of his gaze like a caress.
“Nice ass,” he whistled appreciatively. “You should be showing it off, not hiding it.”
I turned back to face him, heart pounding. “What are you saying?”
More: Chrissy the Caged Sissy
“Nice ass,” he whistled appreciatively. “You should be
showing it off, not hiding it.”
I turned back to face him, heart pounding. “What are
you saying?”
“I think you should work here,” he said smoothly. “You’ve
got the body, the presence… you just need a little polish.
One of my gurls will show you how to move, and trust
me—you’ll make a killing.”
The proposition sent a thrill through me, a mix of
excitement and nervous energy. The idea of performing,
of being desired openly, of stepping into a space where
I wasn’t just tolerated but celebrated—it was intoxicating.
“Come by Saturday night,” he continued. “We’ll doll you
up, teach you the ropes.”
There was a pause, thick with tension. His eyes
darkened with something unspoken, something electric.
“Can I…” he hesitated just long enough to make it
deliberate. “Touch you?”
I nodded, my pulse hammering in my throat as his hands
found their way to my waist, firm yet careful. His touch
was exploratory, lingering, as if memorizing the curves I
had long hidden beneath my uniform. His lips, soft and
warm but tickled me because of his beard, locked around
mine, he almost swallowed my mouth whole, his tongue
was shoved down my throat, exploring every square inch
of my insides. I could feel him pinching my butt cheeks.
"This might be a bit bold," he said, "but would you
suck my dick?"
"Wow!" I exclaimed. "You are bold! But sure."
As he unzipped his pants and pulled out his long,
hard penis, with such a sexy mushroom head, I kneeled
down and opened my mouth wide. He placed his cock
between my lips then thrusted it into my throat, thrusting
over and over, fucking my face. I in turn sucked and
started groping it, groping the shaft up and down over
and over, squeezing the head with my lips. Then suddenly
....BOOM! Squirt. Squirt. Squirt. He exploded in my mouth
and the tasty man juice started sliding down my throat.
He let out a satisfied moan and yell.
After wiping the excess semen off my lips, I went to the nearby bathroom
After wiping the excess semen off my lips, I went to the
nearby bathroom and washed my mouth off with
mouthwash then put my clothes back on. "I have to get
back to work," I told him.
"I can't wait until you work here," the man replied. "We're gonna have a lot of fun. See you Saturday."
"I can't wait until you work here," the man replied. "We're
gonna have a lot of fun. See you Saturday."
That night, I left the club with my heart racing and
my mind buzzing. Saturday loomed before me, a door
opening to a world I had only danced on the edges of.
And for the first time in a long time, I was ready to
step inside.
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