Hard Surveillance

By sasha Steele

Published on Apr 14, 2023

Transgender

Hard Surveillance - three by Sasha Steele

The first thing Dick did was to move his base of operations. He had another room next floor up. Second, he went around to a places they'd been, but nobody had seen Roxy. Then he went to Carl's tavern.

Carl's was full of gorgeous trannies all looking at Dick like he was fresh meat. Carl was behind the bar. "I'm looking for Roxy. You seen her?"

"No. I haven't seen her. Are you Dick?"

"Ya."

Carl handed over an envelope. "A couple of heavies came in. Told me to give you this. What kind of trouble has Roxy got herself into this time?"

"You don't want to know," Dick said.

He opened the envelope. A note inside. Dick read it. The note said. "If you want your girlfriend back in one piece be at the old warehouse on Front Street at eight o'clock. No cops. Come alone or she's dead."

"Do you know anything about this? Dick asked.

"I don't fuck with the mob," Carl said. "I like Roxy. Help her if you can."

Dick looked at his watch. Five o'clock. It was time to bail. Dick went back to the apartment. He checked the tapes. Roxy had gone out around eleven, dressed up real nice, and had not returned. Two goons had picked the lock on her door, ransacked the joint, and left just before Dick got back there at two. He had just missed them.

But there was something fishy on the surveillance tapes of the building across the field. The tapes from the morning. People were in and out of the building. Some he recognized from other days. A gorgeous blond in an ice-blue skirt suite sashayed into the building. Just before going in she turned and looked right into the camera.

The designer jacket she had on was short and tight showcasing her womanly figure. Her shapely legs were clad in beige nylon stalkings. Her hair was long, blond and was kink-curled. Could have been any hot uptown woman, except a few things gave her away. For instance, the blue pumps she wore had heels that were way too high and the skirt was way too short and too tight.

Roxy just couldn't get away from dressing like a hooker. And with a ridge-like bulge in the front of her tight skirt, just above the hem line, she couldn't get away from telling everyone that she was a trannie as well.

"What the hell are you doing Roxy?" Dick said. His cover had not as yet been blown. He had three hours to figure this out, and stop it before everything blew up in his face. He cleaned house, packed up, and left.

The warehouse on Front Street was an easy target for surveillance. Dick setup quickly. Infrared, it was getting dark already, audio. He counted the trigger men, pinpointed their locations. This had to be precise.

At eight sharp Dick drove in the front gate.

"Coming in the front gate. He's alone," the radio cracked. Dick heard that. He had left that particular goon alive for just that reason.

"Good. Come on down."

"Right, boss."

A trip wire. A silent death. The goon would never make it to the warehouse. That left just two inside with Roxy.

Dick entered. Roxy was bound and gaged, tied to a chair in the middle of the empty warehouse. Her hands were behind her back. Her legs were spread and tied to the chair legs. Roxy's short skirt had rode up exposing the tops of her beige stalkings. And her big cock, bulging in her blue panties, stuck way out for all to see. Roxy's suite jacket was open, a few buttons on her light blue blouse undone. You could see the pretty lace of her blue brassier. Roxy looked scared.

One guy had a gun to her head. The other had a gun trained on Dick. "Frisk him," the guy by Roxy said. Dick put his hands up and had his gun taken away.

"On your knees asshole." A pistol whip on the back of Dick's head was meant to convince him. The second smack just pissed him off more. "Big cock goldie locks here says there's surveillance set up on our building. I want to known who watching."

"And if I don't know."

The goon ran the barrel of his gun over Roxy's temple. She flinched. "She says you got a taste for dick, Dick. You don't want me to blow her brains out?"

"Will you let her go if I tell you?"

"Ha. You're hardly in a position to bargain. I'll blow the dick-chic's brains out, then yours. Now tell me want I want to know."

The second goon had pressed his gun to Dick's temple. That was a mistake. So fast that even the goon over by Roxy missed it Dick grabbed the gun, shot a bullet up through the goon's head and had it trained on the other guy by Roxy.

They faced each other, a Mexican stand off, guns trained on each other. "Looks like my bargaining position just changed," Dick said.

"I got guys all around this joint," the goon said.

"Ya. Thirteen of them. All dead."

The goon's wheels were turning... This guy's fast. He figured that he wouldn't be able to get his gun trained back on the dick-chic quick enough. And if he shot at Dick, they'd both go down. "She sold you out. Not worth dying for."

Dick wasn't listening. He was counting off the seconds, three, two, one. A small charge shattered a side window startling the goon who looked to his left. Dick's steely eyes never flinched. He pulled the trigger. The goon's gun discharged into the floor as he went down with a bullet in his brain.

Roxy started talking a mile a minute when Dick took the tape off her mouth. He had to kiss her succulent lips to shut her up. Roxy shut up. She liked Dick kissing her. She calmed down. Then she noticed that his hand was on her cock, stroking it through her panties and it was reacting to his touch even though she was still tied up.

"Mmmmmm," Roxy moaned as her cock began to stiffen. The material of her pantie-pouch stretched as Roxy's massive cock rose to full erection. Some cocks double in size as they become erect, some triple. Roxy's massive hardon stretched her panties a full 12 inches. It was the biggest cock he had ever seen.

The material of Roxy's blue panties drew tight to her thick shaft. Dick took hold of it masturbating Roxy through her panties while she was still tied up. She tilted her head back. Closed her eyes. Dick took the pantie covered head in his mouth. "Mmmmmmmmmmmm. Suck my cock," Roxy moaned.

Dick freed Roxy's massive hardon from the confines of her panties, bare shaft and balls starring him in the face. He gripped her thick shaft. Ran his hand down its full length and back up to its head. Roxy reacted with a moan and squirmed in the chair.

Long strokes. Slow strokes. Then faster and shorter, his hand gripping near the base of her hard cock, touching her balls while his lips and tongue worked the head. Then it was all the way in his mouth. Dick's head rising and falling as he worked it deeper and deeper in his throat.

"Awa, awa, make me cum," Roxy growled. "I want to cum in your mouth."

Dick pressed his head down hard. Two thirds of Roxy's monster cock was shoved down his throat. His hand frantically worked the other third at the root of her shaft as he jerked her off in his mouth.

"Awa. I'm going to cum. Awa. Awa." Roxy opened her mouth. Her head was tilted back and her eyes were closed. "Aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa." She came hot and heavy. It was a load she built up for Dick since the day she met him two weeks ago. It was a load that jerking herself off every night while she lay in bed thinking about him couldn't abate. It was the best orgasm Roxy ever had.

Roxy's first shot came hot and hard against the back of Dick's throat. He jerked his head back and the second shot hit the roof of his mouth. Then Roxy filled his open mouth with wave after wave of chism until she was left twitching blanks. Dick drank it all. Roxy's cum tasted good. Real good. He put her big cock back in her panties.

"Mmmmmmm. That was so good," Roxy said, "untie me."

Dick went around behind and untied Roxy. She jumped up and flew into his arms. "I love you," she said.

"I love you too, Roxy." They kissed.

The end


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