Hard Surveillance - two by Sasha Steele
The following day Dick caught up to Roxy at the tavern where he had first met her. The local oldtown trannies had their regular hangout where they felt safe. Carl, the proprietor had even set up for them their own private bathroom. But sometimes, for variety, the trannies went out to other taverns.
Dick hadn't known that Roxy kept coming back to this tavern hoping to bump into him. He thought it was her regular hangout. Roxy hardly ever went there. She wasn't known, and didn't feel real comfortable, but for him she kept coming back.
Most places would run her out. Dressed the way Roxy was, she looked like a hooker. The light-weight black three quarter length nylon coat she wore hid her enough so that she could pass on the street with only a few leers and cat calls. Inside, with her coat off it was a different story.
Roxy's sexy little black dress was simply too short and too tight to hide all her assets. The push-up bra she wore showed a bit of cleavage and even it (the pretty lace cups and shoulder straps of her black brassier), weren't adequately covered. Her black stay-up nylons with their pretty lace tops flashed, even when she stood, and even though they were drawn up tight into her crotch.
Her black panties - now there was a cause for controversy. Those modest full-cut panties were drawn up high on her fleshy hips. They adequately covered her big round ass, though the leg holes ran upward in a wide V and the material rode deep in her ass crack. In front, the cock-pouch bulged down against her stalking tops.
What was controversial was that, no matter how careful she sat or stood, no matter how much she tugged at it the skirt of her little black dress refused to cover her. And so Roxy's panties flashed and her cock and ass showed. That's why she was hiding in the back waiting for Dick to show up.
Roxy wore heavy dark makeup. Her long blond hair hung over her bare shoulders in a wild kink-curled coif. She wore lots of black beaded jewelry. Her long fingernails and lips were painted red. She had on five inch black Italian stilettos. She was drop dead sexy-gorgeous.
Dick got a drink at the bar and went over to sit with Roxy. "Hi, Roxy. What are you up to?" Dick asked as a way introduction.
"Waiting for you," she said and smiled, a sweet succulent smile, all pouty red lips and perfect white teeth. Her beautiful green eyes shone.
"Buy you a drink?"
"Sure. Scotch, rocks." Roxy liked the hard liquor. She liked everything hard. Dick brought her drink. He would be buying them all night. His job, the surveillance, was going along smoothly, automatically, no need for his interference. No need for him to sit there alone. He liked Roxy, even if she was just a trannie. Even if she was a bit too snoopy.
Roxy had been snooping around trying to find out what Dick was up to. That kind of prying can get you in trouble. Dick's clients were big time. Blow this surveillance job and good by big time money, maybe even good by Dick Rafferty. He was the visual part of a greater surveillance team (visual, sound, phone computer, bank, tails). No one knew who the others were. No one cared. He had to end it with Roxy. But after a few drinks felt himself sliding deeper in.
Roxy told him about Carl's tavern, where all her friends were. Roxy was sloshed when they left. She had told him that she had to piss real bad, but was too scared to use the toilet in there. And that's why she was clutching herself as she staggered along the street.
"Fuck it," Roxy said, "I'm just going to piss my panties." She stepped into the shadows of a store-front alcove, spread her legs. Her coat was open, her pantied cock protruding and pointing downward. "Wanna watch?" She said, coy, but meaning it. Roxy wanted Dick to watch her piss herself. So he watched.
He watched Roxy close her eyes and breathe a sigh of relief as warm urine ran through her panties and splashed on the ground between her feet. He watched a puddle form and a stream run out onto the sidewalk. And he saw the look of pure pleasure on Roxy's pretty face. It was evident that she liked to pee her panties and explained some of the stains in the pink panties he had picked up for her in the laundry room.
Deeper. She was drawing him in deeper. He had to cut it off.
Back at the apartment Dick walked Roxy to her door. She threw herself into his arms and begged him to come inside with her. Her cock was growing and showing. He couldn't do it. It was getting in too deep. "Look, Roxy, I can't do this. We have to finish it now."
Then Roxy erupted with anger. "What the fuck are you playing at?" She screamed. "Are you teasing me? Just stay the fuck away from me. Okay." She turned away, took a few steps, stopped and turned back. "You know what," Roxy was saying as she pulled the tight skirt of her black dress up onto her hips. "Just so you know what you will be missing."
Roxy slipped her thumbs into the waist band of her panties and drew them from her hips, over her cock and down onto her nylon stalking covered thighs. Roxy's cock bounced free and Dick saw that it was massive, even in its semi-hard condition. Much larger than his own.
Pulling her panties back up Roxy turned and hurried away. "Sweet dreams asshole," she shouted and slammed the door closed.
Ten minutes later her door slammed again and he heard her go out. Dick had installed a camera in the hallway. He clicked on the monitor and played back the scene - Roxy hurrying out, Roxy dropping her drawers to show him what he'd be missing. He played back that part again, tweaking the details in his memory. Dick had an eye for details.
Roxy's cock was huge - thick and long, creamy-white like the the rest of her perfect skin. It arched outward in a crescent and hung down slightly to the right. Circumcised, its head large and pinkish. Her fleshy pubis mound and scrotum were bald. She had a beautiful cock.
Remembering how drunk Roxi was, Dick went out to see if he could find her. No luck. He came back home and went to bed. Roxi had lived in oldtown for a long time. She knew the streets. She'd be alright. He hadn't been sleeping long when he woke up to a noise outside his door. He clicked on the monitor.
Roxi, so drunk she could hardly stand up. She was leaning against the wall outside his door, holding her skirt up and peeing. Marking her territory. Marking him as her territory. Roxi had just started to piss, her panties saturated at the tip of her cock, a stream not yet fully formed, when Dick opened the door.
Startled, Roxi stopped peeing. Her heels so high that she was off balance Roxi staggered back and fell into the wall on the other side of the narrow hallway. Dick grabbed her to stop her from going down. She'd been crying.
Roxi wrapped her arms around Dick's neck. "Please don't hate me," she sobed, holding him tight.
"I don't hate you, Roxy." He picked her up in his arms. "Just the opposite," he said, "I love you," and he carried her into his apartment.
Dick sat Roxy on a chair in the living room. She was so drunk. Her head laid back her eyes closed. "Better take me to the washroom," she whispered, "I still have to pee."
"It's okay, Roxy. You can finish peeing right here." Kneeling in front of her Dick placed his hands on the insides of Roxy's knees and gently spread her legs apart. Almost immediately pee started to gush through her panties and soon a heavy stream poured into the carpet. Roxi didn't open her eyes. She just laid back and let her pee flow.
Dick placed his hand on the top of Roxy's cock gently stroking it through her panties as she peed. He heard Roxy moan. She finished peeing and soon after, she passed out. Dick carried Roxy back to her apartment and opened the door with her key. He stripped her down to her panties and bra, put her to bed, and kissed her good night. He he would check on her in the morning.
The next morning Dick had some stuff to do in uptown. He'd let Roxi sleep it off and go see her later. Around two in the afternoon Dick knocked on her door. No answer. He tried again later and after a third failed attempt started to get worried. He picked the lock to opened the door. Roxi's was n't there, and her place had been ransacked.
End of part two