Blackmail Come True Chapter 4
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Blackmail Come True Chapter 2 free porn video
CHAPTER 2
"There is a new cell phone on the table next to your front door. Next
to it is a woman's wallet. Pack that with your makeup in the Coach
purse and go."
I hung up the phone and followed his directions precisely, stopping at
the mirror next to the front door to touch up my makeup and straighten
my wig and my cleavage. I reached down, tugging at my nylons to make
sure they were pulled up and then smoothed the front of my dress. I
looked out the front window. I'd never been out this early in the
evening before. It was mid-October, so it was already fairly dark
outside, but the neighbor across the street, Mr. Pickett, was outside
raking leaves. His wife was helping bag them. I could see the kids in
the house next door still playing basketball in their driveway under
the light cast from the motion detector on the side of their house. I'd
only stepped outside fully dressed when I was relatively sure I would
run into no one I knew.
The new phone vibrated in my purse. I opened it and pulled it out.
"Don't be late!"
I swung the door open, doing my best to avert my gaze from, well,
everyone. It was exhilarating to feel the light evening breeze on my
nylon-clad legs as it traveling up my dress and to hear the click of my
stiletto heels on the pavement. But as I looked up, I could see Mr.
Pickett stop his raking and look across the street. I could practically
feel his eyes moving up and down my legs, following the curves of my
perfect-looking ass and hips, up to my voluptuously outlined breasts. I
flashed a confident smile and heard his wife clear her throat and shoot
him a disapproving look. The teenage boys playing basketball also
stopped for a moment, I could see them whispering to one another, one
of them elbowing the other until he let out a long whistle, all of them
staring with the lack of self-awareness that is specific to teenage
boys, but probably continues well past an acceptable age for most men.
"Like what you see?" I called back in my sexy, mezzo-soprano voice,
realizing that there was no way, at this point in time, that anyone
would be confusing this woman walking before them with their schlubby,
quiet, unassuming neighbor. I kept walking, swaying my hips for effect,
as I heard one of them say, "Man, Mr. McG be getting lucky."
I walked down to the corner, where there was also a bus stop. An older
woman sat on a bench with a cart full of laundry in front of her. She
looked up and immediately shook her head and shot me a look of disgust.
I stood there at the corner, watching men slow down, practically
veering toward me as they drove past. One older man nearly drove into a
bicyclist as he looked out his window in my direction. I'd be lying if
I didn't admit that I absolutely loved the attention. Once I realized
that virtually everyone who saw me thought I was an attractive woman,
and not my male self, I started to feel more at ease than I had in a
very long time, maybe ever.
After a few more minutes of waiting, I'd taken out my compact and was
once more touching up my lipstick, when a black BMW slowed down and
pulled up to the curb. The window rolled down and without seeing the
driver I heard a familiar male voice say, "You look a little lost,
missy."
I froze for a second, knowing that there was something very specific I
was supposed to say. I cleared my voice as he leaned forward so that I
could see him. Fuck, fuck, fuck. It was my boss, Larry Gilmore. We'd
worked together for five years. I'd played poker at his house two weeks
ago. I went to his son's baptism last spring. This was not what I had
expected. I froze.
"Well, little lady? Do you think I can help you?" He stared right at me
and seemed oblivious to who I actually was. I can do this, I can do
this. I have to do this, I thought to myself.
"Do you think you could, like, give me a ride? Like, pretty please?" My
voice raised even higher and trembled a bit as I decided to play up the
role of the ditzy bimbo.
"Well, why don't you get in and tell me where you're headed." With that
he swung the door open. I got in, my hands trembling, my knees shaking,
and closed the door behind me, remembering to cross my legs.
"It looks like you're new at this," he said staring down at my legs and
then up toward my chest. "Don't worry. I'll be gentle, I promise. I
loved your ad on Craig's List by the way."
"Oh, like, um, thank you," I blurted out, as I could tell he was
waiting for a response.
"It's okay. Here, take this and you'll feel so much better," he said
handing me half of a white pill. "I promise. It's only half so, you'll
be fine."
I remembered what my admirer had said on the phone and took the pill
and popped it into my mouth and grinned over at him.
"So, what do you think, does this look like a good spot?" he said
pointing to the dark, abandoned parking lot of a now closed gas station
down a side street about a half a mile from my house.
"Um, like, sure. Like no better place than here, right?" I said,
starting to feel a little lightheaded and foggy. I rubbed one hand up
and down my smooth thigh and was amazed at how good it felt. I stared
over at Larry and down at his crotch which I could now see was bulging.
He switched his headlights off and pulled into the farthest part of the
parking lot, behind the gas station away from the street. He turned up
the cheesy smooth jazz station he was listening to and slid the car
into park as he turned off the engine. He looked over at me, running
one hand up my leg from my knee up to the hem of my skirt and then
under, rubbing his hand inside between my thighs as he leaned forward.
I realized that I was mindlessly staring back at him with a vague smile
on my face, but it was too late. His lips were pushed up against mine
and his tongue was entering my mouth. I could feel his hands moving
roughly all over my body, but instead of being scared or nervous or
freaked out by the fact that I was pretty sure I was about to perform
some sexual favor for my boss, I found myself suddenly incredibly
turned on. Every inch of my skin was sensitive to his touch. His lips
against mine were warm and electric. His tongue inside of my mouth made
me want him more than anyone I had ever been with. I kissed back and
found myself running my hand over the bulge in his crotch.
He pulled back for a second, both of us breathing heavily, me biting my
lip and staring into his eyes. "You said $50, right?"
"Sure," I cooed back, leaning forward to kiss him again. I needed to
feel him pressed against me. I had to have it. But he pulled away,
taking his wallet from his back pocket. He flipped through and pulled
out two $20s and a $10 and folded them up, sticking them in the side of
my dress into my bra. He stared at my face for a minute. "You look so
familiar," he said squinting a bit. "Are you sure we've never met
before?" he sounded more concerned than curious.
"No, but like, I totally get that, like all the time," I stammered
back.
"Sure, I'm sure you're right," he replied with a smile. "Well, let's
get to it Kimberly." He unzipped his pants and pulled out his hard
cock. Kimberly? That's the name I usually used on most of the chatrooms
I've visited. I stared at his cock. I'd only sucked two cocks before,
both on the same night.
Right before I'd gotten married, I'd convinced myself that I would just
quit crossdressing, but decided that I should go all out for a night
when I knew my then fiancee would be out of town. That was the last
time I had even looked anywhere near as close to as good as I knew I
looked right now. I drank too much that night while getting on cam and
watching guys jerk off to me, until I decided that wasn't enough and
put an ad out looking for men who wanted a blow job on Craig's List. I
couldn't believe the number of responses I received even if, in the
end, the vast majority were from super sketchy guys I could never in a
million years trust. I wanted so badly to be a real life slut, that I
basically started making appointments.
I took the first guy at midnight. He was older, much larger, and it
took forever for him to get hard in my mouth. When he finally did, he
grabbed the back of my head and forced his cock all the way down my
throat. I started to gag, my eyes started to tear up, I wanted so badly
for it to stop, but there was clearly nothing I could do. After he came
in my mouth, he pulled me up and started to roughly kiss me. Then he
pulled up his pants and left.
Before I'd even recovered from that experience, the doorbell rang again
and my phone started buzzing. It was the second guy I'd agreed to meet.
I straightened myself up as much as I could, quickly touched up my
makeup and walked down to the apartment entrance to let him in. This
was a short, handsome, Latino with a mustache. He was much more gentle,
we kissed while I stroked his cock. He was very assertive, but also
very polite. He knew exactly what he wanted and guided me through the
entire process. I kissed and licked his cock and balls while he gently
stroked my head. He spoke to me in Spanish as he pushed his cock into
my mouth. He never forced anything and knew exactly how to get me to
take almost all of his cock without gagging. When he came he ordered me
to milk his cock until it was dry, which I did gladly. He thanked me,
kissed me one more time and then left. When I went back to my computer
I had dozens more emails, but exhausted and not wanting to chance
another interaction like the first, I took down the ad and went to bed.
That was six years ago though, and this was now. I found myself focused
on Larry's cock, I could feel my mouth watering as he continued to run
his hand over my soft thigh. He leaned in and kissed me again. "So . .
. this is what you said you wanted."
He reached his hand around to the back of my head and started to gently
guide me downward toward his cock. I opened my mouth and wrapped my
lips around the tip as I stroked the base. "Mmmmhhh, that feels good,
honey," he moaned. I stroked his balls and took my lips off of his cock
so I could lick it up and down from the base to the tip, licking
circles around the tip as I kept stroking his balls. "Oh God yes,
baby."
I started once again to wrap my lips around the tip of his cock. As I
did, I imagined all of the videos I had watched of hot trannies sucking
guys cocks. I imagined what it would look like if I was watching, my
head slowly bobbing up and down, my tongue pressed firmly against
Larry's impressive cock inside my mouth, my lips wrapped tight. The
more I sucked the better it felt. It was like his cock was made for my
mouth. I started to moan, pushing his cock closer to the back of my
throat. I relaxed my mouth and throat, moaning more loudly now. Oh my
God more than anything in the world right now I wanted his cum in my
mouth. I felt his hands stroke my back, moving back toward my ass. I
moaned more loudly, his hands electrical as they sensually massaged my
body. I bobbed my head up and down, closing my lips tighter, reaching
back and fingering the area behind his balls. I heard him let out a
long sigh and a low moan. One of his hands came back to my head, I
could feel him trying to quicken my pace. "Oh Kim baby, you sissy
little slut, you like that don't you, you faggot, you like being called
names don't you, you bitch." I closed my eyes and pictured myself as a
real bimbo slut, the weight of the breasts on my chest so real, I could
swear I could suddenly feel the nipples, like they were real, as he
started grabbing them with his free hand. As I kept imagining, it felt
like I had a real pussy and it was so wet and so warm and wanted to be
filled with a cock so badly. I let out another long girly moan as he
pushed his cock deeper into my mouth.
"That's right my little slut, keep on sucking daddy's big old cock. Oh
fuck yeah bitch, I am going to cum all over your face you stupid slut."
I could feel his cock twitching in my mouth, could hear his breathing
quicken, leading to a long deep moan, as he pulled his cock out of my
mouth and suddenly I felt my face become covered in warm, thick, cum. I
opened my eyes as I watched him lean back, taking his cock in one hand.
"Clean it up, slut." He pushed my head back down on his cock, I licked
and sucked all of the cum from his cock, feeling the it still clinging
to my face. He pulled me off his cock. "Fuck that was so good baby. I
hope you don't mind if I keep your number."
"No, not at all," I said timidly.
"All right, why don't you get yourself cleaned up before I drive you
back," he said handing me a towel from the glove box. Before I could
even start there was a loud tap on the driver's side window. I looked
out the window and saw a police officer, tapping the butt of his
flashlight.
"Oh fuck, fuck, fuck," Larry said as he struggled to push his cock back
in his pants and roll down the window.
"Howdy there, sir," the police officer said as he flashed a light
inside the car. "License and registration, please."
Larry silently pulled out his driver's license from his wallet, and,
with his hands shaking, reached into the glove box and grabbed a
registration card, handing it to the officer. The officer leaned down,
flashing the light directly in my face. He turned back to his partner
who I could see in the side mirror leaning up against the side of the
cop car. "Wooooheeee," he called back to him. "We got ourselves a
looker here."
He looked over the license and registration and without another word
handed them back to Larry. "Mr. Gilmore, we already run your plates, so
we know you got yerself a clean record and all. Let's try to keep it
that way, huh?"
Larry hunched forward, letting out a long sigh with relief. "Now," the
officer continued, "Ma'am or sir or whatever the fuck, you look so
good, I don't really care. I'm going to need you to step out of the
vehicle."
Larry shot me a shocked look. One that was both an apology and look of
helplessness. I opened the door and stumbled slightly, feeling suddenly
lightheaded again.
"Now, Mr. Gilmore," the officer said, "I'm going to need you to get on
the fuck out of here, all right now?"
"Uh, yessir," Larry stammered back.
"As far as we're concerned, you were just out for a drive, we stopped
you for a broken tail light and you're gonna get it fixed." The other
cop stepped up to the back of the car and swung his nightstick against
the tail light, shattering it. "And as far as you're concerned none of
this other stuff ever happened. Now get the fuck on out of here." Larry
fumbled with his keys to start the car, and then tore out of that
parking lot, tires squealing as he turned back onto the street.
I stood there in the dark, streaks of cum starting to dry on my face. I
reached up and tried to wipe it away as both officers began to walk
toward me.
"She's real good looking, ain't she Stan?" the first officer called to
the one walking up behind me.
"Oh fuck yes, have you gotten a look at this ass?" the second officer,
whose name, I assumed, was Stan said.
"Now ma'am, you do know that the solicitation of sexual acts is illegal
in the state of Illinois?"
I shook my head yes.
"Speak up, bitch. Was that a yes or a no?"
"Yes, officer, I know."
"Stan, did you hear that sexy little voice of hers?"
Stan was standing behind me now, I could practically feel his breath
against my neck as he slapped me hard on the ass. I grimaced in pain.
"You've been a naughty, naughty, girl," Stan whispered in my ear.
"Now listen," the other officer said, "You're clearly new to this. So
I'm sure we can figure out an arrangement that will allow you to walk
out of here with nothing more than a verbal warning. Does that sound
like how you'd like this all to work out?"
I nodded again.
"Jesus Christ, are you sure you ain't a fucking blonde, because, I sure
as hell did not hear an answer to my very simple question."
"Yessir, I would like that," I replied, my voice shaking.
I felt Stan reach around and cup my breasts. "Mmmmmhhh, these are some
high quality fucking tits." He reached in, his hand brushing across the
$50 Larry had put there. He grabbed it and pulled it out. "Well look
here, now it looks like you never were even compensated for those
sexual favors, which means you weren't doing anything illegal," he said
as he slipped the money in his pocket.
"That's right," the other officer said. "So if you play this right, we
can just let you go home and you can pretend none of this ever
happened."
"We should probably, uh, take this inside, don't you think, Hank?" Stan
said, pointing to the abandoned gas station. He grabbed my ass and
pushed me toward a back door. As we entered I saw an old mattress lying
on the floor.
"Now," said Hank, "I'm hoping you've got some condoms and some lube in
that there purse, because this will be a whole lot easier for everyone
if you do."
Without even questioning the statement, I opened the purse and started
to feel around inside. I found a side pocket and reached my hand in
pulling out a small box of condoms and a small tube of KY.
"Well look at that, Hank. This sissy bitch came prepared. Heads or
tails? It's your turn to pick."
"The look that guy had on his face when we pulled up to the window, I
think I'm going to call heads tonight, partner."
"Well, well, well, then I guess everyone wins tonight," Stan said as he
grabbed the condoms and the lube from my hand. Then, out of nowhere, he
pushed me down onto the mattress.
"On your hands and knees, bitch," Hank grunted.
I lifted myself up so that I was on all fours. I suddenly felt very
thankful for whatever drug Larry had given me, because it gave
everything around me a dreamlike quality, which was the only way I
could possibly process what was happening and what I was pretty sure
was about to happen. Behind me I heard the other officer unbuckle his
pants. In the meantime, Hank unzipped his pants as he pulled up a chair
and sat down right in front of me.
"The best thing about sluts like you is, you're working so hard to hide
this shit from everyone you know, I could write the complaint form for
you and you'd still never do shit about this."
I felt Stan kneel down behind me, placing his hands on my ass. I felt
him lift my skirt up and pull my nylons and panties down. At the same
time, Hank pulled out his cock and started to stroke it inches from my
face. I could hear Stan stroking his cock behind me. "Goddamn this is
one nice looking ass," he said as I felt him put one hand on either ass
cheek as he squirted the cold gel from the KY tube in my ass.
Suddenly, Hank's cock was pressed against my lips. "Open wide, you
fucking whore."
Almost at the same time as Hank pressed his cock against my closed
lips, I suddenly felt the pressure of Stan's cock pressed up against my
ass. As if this was some sort of choreographed routine, they both
entered me at pretty much the exact same time. I let out a long moan,
filled as much with pain and surprise as with any sort of sexual
excitement. I could remember back to hours spent in chat rooms
fantasizing about very similar situations, but now that I was here, all
I could think about was how quickly I wanted it to be over.
Thankfully, the drug was still helping me relax and more importantly,
in addition to making everything feel like a dream it also seemed to
make everything seem and feel so incredibly sensual. So as the pain of
an 8" cock inside of me started to dull and I loosened up, I did
actually start to enjoy it. I moaned as Hank's cock filled my mouth. He
wasn't as gentle as Larry had been, but also wasn't as rough as that
first guy six years ago. Stan was enjoying some long slow thrusts in
and out of me, my hips started to rock back and forth in rhythm with
his cock.
"Shit, Hank, I think this bitch is learning to love this. I can tell
you one thing, you made the wrong choice, because this whore is a
fucking virgin for sure."
I let out a louder moan as Hank's balls slapped against my cheek and
Stan started to quicken and intensify his thrusts. Stan was slapping my
ass with one hand and pressing down on my back with the other, as Hank
ran his fingers through my wig and over my cheeks.
"Get ready, bitch, I am about to fill that pretty little mouth of
yours," Hank moaned as I could feel Stan start to thrust even faster
and harder. Over both of them, I could hear my own moans echoing inside
the empty gas station.
"Oh fuck yeah," Hank shouted as I felt his warm, thick, sweet cum hit
the back of my throat. He reached down and kept stroking his cock into
my mouth. While he continued to drip cum onto my tongue, I felt Hank
tense up behind me. "Oh fuck yes," he screamed, punctuating each word
with a long, hard thrust."
And then suddenly both men were pulling their cocks out of me. "Aw,
honey," Hank said as he zipped up his pants, "I really hope this isn't
the last time we get to stop you. And given how talented that cute
little mouth of yours is, I do think we'll be meeting again."
Stan walked up behind me and smacked my bare ass. "Now get yourself
dressed and head on home. You never know what kind of creeps you're
going to run into in a neighborhood like this," he let out a long, deep
laugh as he finished his sentence. With that, both men walked out, and
just a moment later I heard their squad car pull out of the parking
lot. I stood up, wondering one more time what the hell I was actually
getting myself into. I heard the phone in my purse vibrate. "I hope the
officers were gentlemen :)" The text read. "You have 25 minutes to be
decent and standing at your front door."
All of this? Had he somehow orchestrated it all. My boss? The police?
If I had doubted the sincerity of his threats or the boasts of his
power before, he sure knew how to prove a girl wrong. I stood up and
looked at my reflection in a mirrored wall on the other side of the
empty gas station. Walking closer, I could see that my makeup and hair
were an absolute mess. My lipstick was smudged and almost completely
gone. There were lines in my foundation and my mascara was running in a
couple of places. I took the make up out of my purse and did the best I
possibly could to fix it up. Then I took out my hair brush and went to
work. In the end, I was actually a bit surprised at how much better I
looked when I was through. Looking back at the phone, I realized that I
only had about 15 minutes to get back to my house, which was about a
half mile away.
I walked as quickly as I could in this dress and these heels. I was so
focused on getting back on time, I barely even noticed the lurid gazes
I continued to attract from both men and women. One guy, even pulled
over and started to proposition me right there on the side of a fairly
busy and well-lit road. As I walked back to my house, I found myself
feeling both excited and terrified about what lay ahead. It was only
9:15 and I'd already given two blow jobs and been fucked for the first
time. I'd nearly been arrested for being a prostitute and I'd just
sucked my boss's cock. God, I really hoped he'd never realize it was
me. If my adimirer could pull off all of this in such a short period of
time, I found myself again feeling both completely in awe and utterly
terrified of what he might be capable of.
As I walked up to my front door, I reached into my purse and took out
my keys. I reached toward the door to place the key into the lock, but
when I looked down I saw a digital keypad. What the fuck? This was not
here when I left. My purse vibrated again.
"I'll text you the code once you've earned it."
To be continued...
If you have any questions, comments, or suggestions please leave a
review or email me at [email protected]
Louise
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