Dusk was rapidly approaching as Cindy stood on the street corner downtown. She was dressed in 5-inch heels, fishnet stockings, a black thong, a black mini skirt, and a red tank top that stopped short of her midriff and a brown leather jacket. Her short brown hair stopped just above her collar and her brown eyes were heavily made up, as was the rest of her heart shaped face. Her measurements were 36B, 24 36 and at 5' 8", her legs seemed impossibly long and beautiful in the heels and at 140 lbs. she looked poured into her skirt and top. She walked slowly up and down the same 6 sidewalk slabs waiting. This was the part of game that she hated but exited her the most, waiting. Peter was late, probably on purpose.
She had been propositioned more than 20 times, and that too excited her. That the men passing both in cars and on foot could be convinced that she was a hooker and wanting to pay her for sex. She felt the wetness in her folds at the thought of being with these strangers, but it was only a passing thought. Peter was the one she needed now.
They had known each other since high school, but oddly enough, never dated. They had been friends and more since they were 15. They had seen each other through broken hearts, broken relationships, family problems and loss. They were closer than most married couples, but each had their own significant other. They had been having sex since college, only the bizarre role playing sex that she was involved with now. Their spouses were there for regular sex, but about every two or three weeks one would call the other and set up something like this. She heard a car pulled to a stop where she stood and she bent down and leaned in the window as she recognized Peter's car.
"Hi, baby, you looking for a party?" She asked him, playing her role to the hilt.
"Yeah, how much?" Peter asked her smiling at her outfit. He could see right down the scoop neck of her tank top and the firm mounds there excited him as always.
"Depends on what you want." Cindy said.
"Climb in and let's talk about it." Peter invited and he pushed the button to unlock the door. Cindy did not hesitate; she pulled the door open and practically jumped in to get off the street.
"So, what are you looking for?" She asked softly.
"Someone adventurous. Feel up to it?" Peter replied.
"Adventurous will cost you extra. And you have to pay for the hotel room."
"Done and done. I have a room at the Hilton by the airport." Peter told her, as he drove out of downtown. He drove out to the airport and true to his word, pulled into the Hilton and parked in the underground lot. They both got out and walked to the elevator. It took them directly to the 11th floor. Peter led her to room 1108 and opened the door for her.
It was a small but acceptable room, a king-size bed, TV, bathroom with a Jacuzzi tub and a separate two-nozzle shower stall. The curtains were open and the lights from airport were the only illumination.
Cindy took off her jacket and tossed it and her large shoulder bag on to the chair for the writing desk. "You still have not told me what you want." She purred as she turned and started to rub herself against him suggestively.
"First I want to watch you play with yourself." Peter said, pulling out is wallet. "What is that gonna cost me?"
"25, 30 if you want me to cum." She said instantly.
Peter dipped into his wallet and pulled out a wad of bills and counted out $40.00. Handing it to her he sat down in the easy chair and waited. Cindy put the money in her bag and sat on the edge of the bed facing Peter. She spread her legs and pulled her mini skirt up. Her stockings stopped just above the hem of her skirt and he could see the creamy white leg between her stockings and thong. The black underwear was taught against her skin and already wet, as she slid a finger slowly down the edge and pulled it to one side. Her pussy hair was dark brown and trimmed close in a single strip down her crotch. Since he paid her in advance, she decided to put on a really big show for him, besides, she needed to come and come now.
She licked her middle finger and then sucked it into her mouth, coating it in her saliva. She pulled it out and slowly ran her hand down her still clad body till it stopped at her dripping pussy. Gently she pulled her lips apart with two fingers and slipped her middle finger in. Cindy sighed at the contact and her finger disappeared to the second knuckle. Working her finger in and out Cindy quickly had a rhythm going and was well on her way to orgasm. Her other hand slid up her body and caressed her breasts and pinched her nipples. As she approached orgasm, she fell back on the bed and spread her legs wider. She now had 2 fingers pistoning in and out of her dripping snatch. With a load groan and a shudder, she came. Her legs twitched and her hand stopped moving, covering her cunt, almost protecting it. As she caught her breath, she sat up and looked at Peter.
He sat in the easy chair, with his pants open and his cock sticking straight up. He hand slowly slid up and down his pole and Cindy licked her lips at the sight of his raging manhood. Still trying to be in character she continued to rub her pussy and said slowly, "What now?"
"How about a blowjob?"
"Fine, but that's 80 bucks." Peter fumbled for his money and pulled out the right amount. Cindy stood and took it from him, tucked it into her stocking. She pulled her tank top off to reveal her firm bra less tits. She shimmed out of her mini skirt and thong and fell to her knees between his open legs clad only in stockings and heels. Grasping his pulsing member, she licked the head of his meat slowly. Her tongue danced up and down his dick slowly and delicately. When she reached the base, she sucked his nuts into her mouth and played with them. At the head her tongue drilled into slit in the top. Peter ground his ass into the chair as she slowly tormented him. His knuckles were white where they grasped the arms of the chair. Finally Peter could take no more and he thrust his hips upward and she opened her mouth and took him inside.
Her tongue swabbed at him as he went deep into her throat. Her fingers encircled the base to keep him from going to deep and she rubbed her thumb up the vein on the underside to keep him hard. On the backstroke Cindy brought her teeth into play and dragged them lightly on his skin as he pulled back. Peter put his hands on the back of her head and held her steady as he drove upwards, but Cindy pulled off and said, "Un-uh, I can suck cock without being held." She then took him back into her mouth and Peter put his hands back onto the chair arms and held on for dear life. It felt like she was going to suck him inside out.
She felt his balls tighten in her hand as he prepared to shoot his load and she sucked her cheeks in an effort to finish him. Her nails found the patch of skin behind his balls and tickled it. That was the final straw. Peter gasped and thrust his hips upward as he pumped his load out the head of his dick into her waiting mouth.
Cindy stroked his cock and balls, milking him of all his come. Swallowing quickly, she was able to keep up with the tremendous load he gave her. Her tongue lapped at him and her hollowed cheeks pulled more and more from him. The combination of the friction from her tongue and suction kept him shooting longer than usual. When she felt him slow down Cindy pulled off the shaft of his dick and started to kiss and suck just the head. Peter hissed as she licked his sensitive head and pushed her off. Cindy sat up and started to move her fist up and down again to keep him hard.
"What now big man?" She cooed as she fisted his prick. "Is that all?"