300 Dollar Hooker 2 - Prostitute Sex Story

“We will begin with stretching and widening. This first insertion will be

a combination speculum and dildo, a cylinder that screws apart and expands

sideways to widen the anal entrance and the lower rectum. Prepare yourself.”

There was a mechanical hum and Vic felt something pushing between and

through his buttocks from below. Now it was pressing against his anal

opening (”It’s going in right up through my asshole,” he was thinking).

“Your cooperation is expected, Mr. Victor. Push gently outward, as if

you were having a bowel movement. This will unlock your sphincter ring

and let the device into you.”

It was inside him now, and moving up higher inside. Higher still. It

stopped.

“Relax your thigh muscles. We will now commence the expansion. Speak up

if it becomes too uncomfortable.”

Vic saw her move a joystick on the control panel, and he felt the sides

of his anal opening slowly forced apart in all directions. The stretching

sensation was stronger and more uniform than the corkscrew device from

the previous session. Wider, and wider still. Then it held steady. He

could just barely tolerate it.

“We will hold at this setting for five minutes, Mr. Victor. I must

congratulate you. You have a three-inch aperture now. That is probably

sufficient even for full-depth fisting, but that will have to await a

future session.”

This wasn’t bad at all. Extreme expansion, huh?

All too soon, Mistress withdrew the expansion dildo from him. He felt

an emptiness inside.

“The next insertion will be for the purpose of depth measurement. Using

a soft, flexible probe we will determine how far up into you we can

penetrate. Get ready.”

This one felt softer and gentler than any of the other mechanical dildos.

But it kept moving up and up, and farther up into him. It wouldn’t

stop. It just wouldn’t stop. “Mistress, I feel some discomfort inside

now.”

“We’re at eleven inches and probably impacting the bend in your lower

colon. Let me unlock the flex joints of the probe. How does that feel

now?”

“Better, thanks.”

“Let’s resume then.”

“Twenty-six inches. You held out quite well. We’ll withdraw the probe and

give you another ten-minute rest period before completing the session.”

Homeward bound, Vic felt good all over. Purified inside and thoroughly

fucked out. Mistress had ass-fucked him with a dildo for twenty minutes

at the close of the session. A *huge* dildo. She had let him measure

it before penetrating him. It was ten inches long and two-and-a-half

inches across. It had felt very satisfying as she plunged its full length

into him.

On the way out, Mistress had actually *smiled* and hinted at a special

surprise for his next session.

He had another reason to feel fine. His monthly bank statement had come

in this morning’s mail. There was a canceled check made out to the House

of Dominance. He now had Mistress Domina’s account number . . . and he

had not the slightest doubt that he was every bit as good at plundering

her electronic funds as she was at plundering his ass.

It was his third session. Mistress had escorted him out of the waiting

room. No nurse this time. She herself had given him his cleansing enemas.

Special treatment, indeed. Now he was taking his ten-minute rest period,

lying flat on the treatment table, waiting for her return.

The door opened. Now this *was* special. Mistress stood before him in

her full shining glory. Bare-ass naked.

“Make yourself comfortable in the Dilation Chair, Mr. Victor. This time we

will use a conical insertion device to stretch your entrance. Penetration

depth will be minimal, but we will open you up to a four-inch width.”

Strapped down in the chair, Vic groaned as the conical dildo pushed

against his anal sphincter, then into him. It was splitting him

apart! Then the pressure relaxed and he let out all his breath in a

single gasp.

“Now, now. It couldn’t have been all that bad. Let’s check your progress.”

She undid the straps and bent him forward over the table.

“Quite a passageway you have there. Big enough to drive a truck through.

More than adequate for purposes more dear to your heart.”

There were pinpricks of cold metal on both sides of his anus. Mistress

was measuring his sphincter width with calipers.

“Just a hair short of four inches wide, but close enough for government

work.” It was the first touch of humor she had ever shown.

“Stay as you are Mr. Victor. You are about to experience something very

startling.” She turned. “Come in, Barto. We are ready for you.”

The door opened and a burly young man strode in. He bowed to Mistress,

then to Vic.

“This, Mr. Victor, is my associate, Bartolomeo. His specialty is testing

expanded anal cavities. With your permission, we will commence.”

Vic shrugged his shoulders. He had never been ass-fucked by a man. “Since

everything else has been done to me, why not this, too?” he mumbled.

“How’s that again, Mr. Victor?”

“Yes. Yes! Go ahead. Get it over with.”

It didn’t feel much different than when Mistress had used a dildo on

him. In fact, the man’s cock felt distinctly *smaller* inside him. Must

be the effect of the dilation part of the therapy. ‘Just think, I’ve

got a wide enough asshole to be ass-fucked by a man, and hardly even

noticing it.’

Vic did feel the faint throbbing, then the wet discharge inside him as

the man came. He heard, rather than felt, the withdrawal out of his ass.

It was a distinctly *liquid* sound.

“Congratulations, Mr. Victor. You have officially lost your anal virginity.”

“My pleasure, Mistress.”

“What next?” Victor was thinking as his ten-minute rest period came to

an end. That question was answered as Mistress entered the room. She

had on a short white lab coat, but was naked from the waist down. In her

right hand was a skin-tight latex glove, which gleamed with an oily gel.

“You are ready — more than ready — for fisting, Mr. Victor. Will you

kindly bend over the table. Thank you. As usual, I will buckle the

restraints on your arms and legs. You may observe what is being done to

you on the wall monitor.”

Mistress had tented together the fingers of her gloved hand and was

gradually pushing it into his anus. Victor began feeling the stretch

as the knuckles disappeared into him. She was stroking his forehead with

her free hand and humming into his ear.

“There. That wasn’t so bad. We’re past the hard part. I’m forming a fist

now. Can you feel it?”

“Indeed I can, Mistress. Do with me what you will.”

“This is the most intimate act of power and possession. You are totally

in my power and I am possessing you. I will hold your very life essence

in my hand.

“We are up to the wrist now. For the moment, we shall stop at this

depth. Ah, yes. I have impaled you upon my fist. You are totally mine.”

Mistress began slowly pumping her fist in and out. Vic reached orgasm

for the third time that session. As his body spasmed and convulsed,

Mistress slowly withdrew out of him. His rectum seemed reluctant to

release her hand. It felt as if his bowels were being pulled out.

“Look at yourself,” she said. The monitor showed a large dark hole where

his anus was. It reminded him somewhat of a tunnel entrance. A tunnel

leading all the way up into the deepest heart of him.

“Enough,” she said. Next session I may plunge into you all the way up

to my elbow. But for now . . . we will terminate today’s activities by

permitting you to interact with specially selected visitors. You will

be privileged to accept whatever attentions they choose to endow upon

you.” Mistress exited the room, leaving him bent over the table, still

buckled up in the restraints.

The door opened and a man came through. He was alone. He was fully

clothed but masked. He unzipped his fly. He had a full erection. With

no preliminaries he plunged his cock deep into Vic’s exposed receptacle.

The man pulled the door shut behind him as he left.

Moments later, a second man entered. He approached Vic from behind and

took his pleasure. When he finished, he left.

A total of twelve masked men had their way with Vic in the space of

about an hour. He found it somewhat interesting, in a detached, clinical

sort of way. Mistress Domina’s expansion treatments had so enlarged his

passage that even being serially ass-fucked by a dozen men caused him

not the slightest discomfort.

One minor matter bothered him, though. It had finally dawned on him

that these men were *clients* of the establishment. It followed that

Mistress Domina was peddling his body, his *ass*, to make money for the

establishment. She was *prostituting* him. Not only that, but forcing

him to pay for the privilege. He was beginning to feel exploited and

deceived. Then he had an amusing insight.

He chewed on the thought as he drove home. “I might just end up making a

lot more money out of this affair than Mistress. In the middle of being

ass-fucked by that gang, I had an inspiration. I’ve got a hunch how I

can crack the passcode for her bank account.”