Copyright 2005 Christopher D.B.
The waiter stopped by the table, checking to make sure everything was okay, and asked if the couple would care to order another round of drinks. Jake looked across the table at his sexy date, and ordered two more beers. They had to wait at the bar for a while before getting a table and had already put away a few drinks on empty stomachs, so both were feeling loose and relaxed.
It had been quite a surprise to Jake when Lisa, one of his ex-girlfriends, had called him up and offered to take him out to dinner. Although they had a rough break-up several years ago, she remembered that his birthday was this week and suggested that they go out to a nice restaurant. There was also the hint that she missed his company and wanted to get back together with him, at least on a short term and casual basis.
One of the things that Jake had always liked about Lisa was that she always wore sexy clothes when she went out. Tonight was no exception as she wore tight black leather pants with spike heeled pumps, and a white top with a plunging neckline that laced up between her ample breasts, clearly exposing her cleavage. Her blonde hair cascaded over her shoulders in spiral curls. Lisa had a few extra pounds on her, but few men would hold it against her as she was nicely proportioned. Jake noticed a few men in the restaurant taking longing glances at his date, and he was delighted with their envy.
While Jake had offered to drive that night, Lisa had told him to meet her at the restaurant. Later, as he walked her out to her car, he made his move and it was accepted. Pausing beside her car and kissing passionately for a while, Jake slid his hand down to feel the warm leather of Lisa's pants stretched tightly over her perfectly curved ass.
"Listen, Jake," she said softly. "I don't want to take things too fast. I mean, I sort of forgot how hot you were and lost control, but really we've got to take it easy."
Jake said he was willing to take it easy and was prepared to say good night, when to his surprise, Lisa asked him to come over to her apartment for a little while. Although she made it clear that he wouldn't be spending the night there, he readily accepted the invitation.
Lisa's apartment was only a short distance away. It was in one of the newer, endlessly sprawling complexes that seemed to be popping up all over on this side of town. Overpriced rent with stunning curb appeal, yet the interior proved to be your average boxy apartment that you'd find in any complex. Her apartment had two bedrooms, and she mentioned a roommate that was out for the evening.
At the time they had been a couple, Lisa had lived in a different place, but to his surprise, Jake recognized a lot of the same furniture and decorations from her previous apartment. He settled in on the familiar sofa and Lisa brought them both some fresh drinks from the kitchen.
They talked and laughed about times in their past, the band he had played with when they had been together, and eventually began kissing again. Much to his surprise, Lisa quickly removed his shirt.
Assuming that Lisa had changed her mind about taking things slowly, he tried to get her out of her shirt as well. To his surprise she backed away, but then dropped to her knees in front of him and began to slowly unbuckle his belt and undo his jeans.
Jake's cock had already been getting hard, and he was relieved when she pulled the rigid length from his tight bikini briefs. Stroking his cock with one hand, she removed his pants with the other. Just as she was moving in for what Jake assumed would be a fantastic blow job, he heard a familiar voice from across the room.
"I knew he'd be easy to reel in. The male sluts always are." Standing in the hallway that led back to the bedrooms, was Raven.
Jake had been punished by the mysterious Mistress Raven and his former conquest Tammy several months ago. It was a painful lesson that he didn't forget. Raven had called him every few weeks, insisting that he come over to her house, presumably to be punished by her and another ex-girlfriend. Jake had refused every time. Now it seemed that with the help of Lisa, she had trapped him once again.
Jake would have run for the door but he was completely naked. He pleaded with Lisa, but her attitude had completely changed.
"You bastard," she said, gathering his clothes and getting up from the floor, "You didn't really think I could forgive you. Did you?"
Lisa had planned to go out of town years ago, but those plans had been canceled for some reason and she showed up unexpectedly at a club where Jake was playing. Catching him in the band's dressing room while getting a blow job from one of his groupies, their relationship had ended on the spot. Jake could only assume she was out for some sort of revenge, with the help of the sadistic Raven.
Strolling into the living room coolly as if it were her apartment, Raven wore form fitting black leather pants and heels similar to Lisa's. A black silk top was visible beneath her open black leather biker jacket.
Jake tried to get up, but Raven ordered him to stay seated. She was brandishing her riding crop in one hand and Jake knew that it was best to obey her. At least they were here at Lisa's apartment, and not down in Raven's playroom with her whips and other surprises.
Raven pulled a set of handcuffs from a pocket of her jacket and quickly cuffed Jake's hands behind his back. The two women then placed his clothes in a plastic garbage bag and Lisa brought a short pink satin robe from her bedroom. They did all this in a matter of seconds and it was obvious to Jake that this had been carefully planned in advance.
Jake was ordered to stand up and the pink robe was draped over his shoulders and roughly tied around his waist. His cock, still hard, bulged clearly beneath the thin shiny fabric.
"We're going for a ride," is all that Raven said as she and Lisa each grabbed one of Jake's shoulders and pushed him towards the door.
The hallways and stairs of the apartment buildings were open to the weather, and the concrete was cold under Jake's bare feet as the two women led him down the steps and out to the parking lot.
The trio passed a group of young guys who were on their way up the stairs, and had obviously been out for a few beers. Jake hoped they might try to rescue him from his plight, but all they did was laugh and whistle at the two hot babes in leather hauling off their helpless man who was wrapped in a woman's bathrobe.
Crossing the parking lot, Jake begged Lisa to let him go. He explained that what had happened between them had been years ago and was not worth any trouble now. The two women said nothing and all he heard was the sound of their high heels clicking on the cold pavement as they forced him across the parking lot.
Jake was roughly pushed into the tiny back seat of Raven's car. The bag containing his clothes was tossed in on the other side, and they strapped on his seat belt to make any escape attempt impossible. Once the two ladies were up front, Raven backed out of the parking space, and quickly drove to a familiar part of town. The radio was off and the two women said nothing. For Jake it was an uncomfortable silence, not knowing what his fate would be. When they were a few blocks from Raven's townhouse, she spoke at last.
"You probably figured that we were taking you to my house. We'll be there for a while. Lisa wants to punish you, but don't worry, we'll let you go before morning." Although she spoke in a calm voice, Jake was far from being at ease.
Lisa started to chew him out for making a copy of their sex video, when he had supposedly given her the original tape. She went on to say that it disgusted her to kiss him and fondle him, but it was the only sure way to lure him into their trap. There might have been more to say, but she shut up as soon as they pulled into Raven's garage and the door automatically closed behind them.
In short order, Jake was pulled from the back seat and led down to the finished basement of Raven's townhouse condo. He was stripped of the satin robe and commanded to kneel before the two women, who sat on tall stools at the bar, his hands still cuffed behind his back.
"Before Lisa starts punishing you," Raven began. "I'll give you a few minutes to beg for mercy. Maybe if you licked our shoes she will take it easy on you."
Two pairs of shiny black stiletto heeled pumps were just inches from Jake's face and he immediately started licking the smooth patent leather. He tried to devote equal attention to all four shoes, and paused periodically to look up at Lisa and plead for her mercy.
"You just go ahead and beg, you worthless little cheating slut. Raven told me all about your collection of homemade porn. I should have guessed that such a sleazy bastard like you would never give me our tape without making a secret copy for him self."
"Please, Lisa," Jake pleaded. "That was a long time ago, and Raven probably gave you the tape back. That was the only other copy I had. You can take my keys and go search my apartment right now if you want. You won't find another copy."
"A search won't be necessary because I believe you," said Lisa. "However, you still need to be punished. I'm very glad that Raven gave me this opportunity."
Both ladies got off their stools and Raven ordered Jake to stand facing one side of the pool table. Although he got up and started to walk towards the table on his own, Lisa couldn't resist grabbing him by his cuffed wrists and forcing him up against the rail.
Raven appeared to his right side with her black leather bag. She pulled out several paddles and laid them on the table.
