Hard Surveillance by Sasha Steele
It was an ordinary surveillance job. Nothing special. One month watching the comings and goings of the target property in question. Dick set up in a run down apartment across a field that separated uptown from oldtown. The sophisticated electronics did the job, really. Once everything was set up it took nothing to check the recordings and make sure everything was running okay.
The money was great. The down fall was that it was out of town. Dick took the job thinking he could compensate the boredom by catching up on paper work. But the boredom won out. It always does. So he started going out to a local tavern in oldtown.
Roxy, the broad across the hall from where Dick was set up, was a regular at the tavern. She was pretty enough - long blond hair in that kink-curl set that guys find so attractive, her face was pretty, her body sexy though a bit chubby like she hadn't lost all her innocent baby fat yet. But Roxy's face wasn't innocent. It was made up like a hard-line hooker, sexy and sinful. And there was something else about Roxy.
At first it was just hello neighbor when they bumped into each other in the piss smelling hallway at the apartment. Then - how's the weather. Casual, but it didn't take long for Dick to figure out that Roxy wasn't what she pretended to be. She was not at all what she pretended to be, although it didn't seem to bother her if other people knew.
Roxy was really a guy in full time drag, a tranny living as woman. But dressed up, she was so damn convincing that he could never bring himself to think of her that way. Every time that Dick had seen Roxy, in the hallway of the apartment or at the tavern, she was was dressed sexily in nylons and heels and a short sexy dress. But one time, in the laundromat at the apartment, Dick saw Roxy for what she was.
Roxy was down there doing her laundry. She wore little makeup. She had her hair pulled back and wore a loose fitting wool sweater that hung from the bumps of her little tities to her crotch. Nothing unusual there.
But on her lower body, Roxy's legs were clad in off-white colored tights that fit her like a glove. Roxy had nice shaped legs for guy; heavy enough in the upper thigh to lend them a feminine appeal. Her calves were shapely in the black high heel shoes she had on. Roxy always wore really high, five inch, heels. Maybe because otherwise she'd be such a shrimp, or maybe just because they made her legs look so damn sexy.
Her ass, too, was something - big, round and shapely. The tail of her sweater sat on the top of it like it was on a shelf leaving the bottom part of her sexy ass not covered. The seat of her tights were jammed up there deep in the crack between her ass cheeks. Nothing here either to suggest that Roxy was anything but a sexy dame instead of a guy wanna-be dame. Till she turned around.
The hem of Roxy's sweater angled down from her big ass and hung loose in front barely covering her crotch area. Between her shapely thighs, housed in the pouch of her tights, was a cock, and not just a little cock either. It was big. Dick could make out a few of the finer details of the cock bulging in Roxy's tights. He had an eye for details.
The crescent bulge looked to measure over six inches in its flaccid state. Some cocks rise two to three times their flaccid length with an erection. Some hardly elongate at all. Roxy's cock was thick as well as long, and Dick could see the circular ridge of its cock head through her tights.
Dick was doing his laundry when Roxy came in. "Hey there," she said in a deep sexy voice.
"Hey," Dick said, turning to watch Roxy go by carrying a laundry basket full of panties and bras, and chic clothes.
Roxy saw in the mirror that Dick had turned to look at her ass, so she gave it an extra wiggle as she walked over to the washing machine, and did a deeper bend as she put her basket down to make sure he saw all of it. She liked this mysterious guy that nobody new anything about. Who she had chatted up whenever she could and still knew nothing. Dick, his name, in town for short time for who knows what, then gone who knows where.
In this dump of a laundry mat on the bottom floor and right off the street you have to guard your wash or someone will swipe it. Dick had finished and was putting his dried clothes in a bag when Roxy walked in. She had chatted him up and come up with no more about him than she already knew - he was hot, good looking, rugged, tough, and he hadn't bitten on any of Roxy's obvious advances. But still Dick hadn't put her down. So maybe...
"See you, man," Roxy said when Dick picked up his gear to leave.
"Ya, see you, Roxy," he said and left.
Dick was half way up the steps when he heard them come in from the street. He had been staying less than two weeks at this rundown apartment house that backed on uptown but faced oldtown where things were different from the real world, where people played by their own set of rules. But he'd heard about the a gang of local toughs who made it a sport to harass the trannies who lived in the apartment.
"Well, well, well. Lookie what we got here boys." There were four of them. Their numbers and knives made them tough, but really they were just a bunch of chicken shit pussies.
"Stay the fuck away from me assholes," Roxy scowled. She was probably tougher than any of them. They were cautious, circling like animals, wary of the long nails and sharp rings on her fingers, and sharp stilettos heels - good weapons those things were.
"You wanna be a girl, bitch. I'll make you a fucking girl." The lead tough drew his knife spinning it open and into his grip. They all had knives.
Roxy backed into the corner. She had heard some of the other girls talk about these hoodlum gay bashers but never personally encountered them before. She was scared shitless. She looked at the door to the hallway through which Dick had just left. It locks. If she could get to it. Or maybe if she screamed he would hear her and come back.
"You assholes got one chance to fuck off out of here," Dick said. He had come back and stepped into the laundry room from the hallway.
They backed off. Like I said, they were cowards. But still, numbers and knives, dope and booze builds confidence. "If it ain't the queer boyfriend," one of them said, "get him." Taking even less chance with a tough looking guy they swarmed Dick. But Dick was more than just tough looking.
Big mouth went down with a kick that shattered his left nut. He'd roll around on the ground crying for a bit then crawl out. The next guy had his knife coming down for Dick's neck. Dick caught his arm, side stepped and stomped down hard breaking his lower leg. Another cry and crawl job.
The other two, who were smarter or maybe just more chicken shit, beat a hasty retreat to the street. Dick kicked the wounded weaklings out the door. He lifted his jacket aside. They saw a gun, a big gun. "Bring lots of friends," Dick told the whimpering assholes. "I feel a real need to kill somebody." They believed him.
Roxy was still shaking. "Are you alright?" Dick asked.
She wanted him to hold her, to comfort her. Hell, she wanted to fuck him. "Ya," was all she managed to squeak out.
Dick felt sorry for her. So she wasn't really a girl. So what. Roxy had the right to be anything thing she wanted to be and had the right to be left alone. Dick looked into her eyes - those beautiful green eyes. He took Roxy by the arms. She melted into his strong embrace and before he knew what was happening they were kissing.
Her lips were soft and sensuous. Dick had never kissed a man before. But then Roxy wasn't really a man. Was she? She was a beautiful doll with a cock, a big cock. And it was growing bigger. Dick broke off the kiss. "I can't do this," he said.
"Please," Roxy said. She was breathing hard, pressed herself into him. She was getting hard down there too. "I want you."
Dick pried the hot tranny off of him. "No, Roxy," he said.
"I'm sorry," she said, backing away. Roxy looked a bit sheepish having tried to push things with Dick. She tugged at the front hem of her sweater trying to hide her growing erection.
"Better do your wash another time," he said, "in case they decide to come back." Dick didn't think they would. But you never know. "I'll help you pick up."
In the scuffle Roxy's wash basket had got turned over leaving her dirty panties, bras and girly things scattered on the floor. Dick picked up a pare of pretty pink panties. They were soiled front and back. Roxy saw him looking at them and she blushed.
end of part one