Jill was nervously waiting for the cab driver to pick her up in front of her house. Jill had the required maid outfit on. The trim 5â4â redhead felt foolish. Her Mistress has been very precise about what was to be worn, and when she was to arrive. She was already running late. The outfit was the usual maid outfit. The bodice coming so low in front that most of her size B breasts were exposed. The neckline just reached the top of her areolas. Any movement seemed to shift the tight bodice, nearly exposing her nipples. The skirt was too short to cover the stocking tops. It was embarrassing waiting outside her house for the cab, with the wind pulling her skirt around. She had no undergarments on, and she could feel the wind teasing her shaved pussy. Her feet were clad in 4â heels, and were already beginning to hurt. The butt plug was firmly in her ass. She felt it constantly. She was not allowed to wear a coat, and the air was a bit chilly. Her neighbors, no doubt, thought she was a bit odd. The only other item she was allowed to carry was her purse, which had her collar, ankle and wrist cuffs, a cell phone, and the money to pay the cab driver.
She had been instructed to have her collar and cuffs on when the cab driver arrived, but she hadnât been able to muster up the courage. What would he think? What would the neighbors think? Her breasts began to tingle, and she could feel her nipples become very erect. Jill was glad that it was 3:00 P.M. on a Friday. Most people were at work, but she could see the neighbor across the street staring at her through the front window. Jill pretended not to see her. Her pussy seemed to twitch, and she could already feel the wetness. She played the odds and decided that she would quickly put her collar and cuffs on after the cabbie dropped her off. Who would know? Her cell phone rang.
âWhere are you slave?â Jillâs heartbeat quickened.
âI can see the cab pulling up now, Mistress.â
âWhat? You are late.â
Jill gulped. âYes, Mistress. Iâm sorry, --was unable to get---â
âEnough, slut. Just get here. Call me when you are a block away.â The line went dead. Jill was not off to a good start. The cab driver pulled up. As he looked her up and down, he smirked ever so slightly. âYou must have a costume party to go?â he inquired.
âYes. And I am running late. Could you rush us along a little?â Jill asked as she hurried to sit in the cab. She winced a little when she felt the plug plunge deeper into her ass.
When they were a block away, Jill pulled out her cell and called her Mistress. âWe are a block away.â
âWho is this?â
âJill.â
âWho? Before you answer, you better address yourself and myself properly.â
With blushing cheeks, Jill began again. âMistress, this is your slave.â The cab driver coughed. Jill avoided his eyes. âWe are a block away.â Jill decided it would be best to put the other items on, and was beginning to dig them out, when the cabbie announced, âWell, here we are. I hope you have fun serving people today.â
Now, she was humiliated on top of being nervous. There was no time to put the rest of the items on. The cab driverâs snide comment made her blush with embarrassment. She shoved a $50.00 bill into his hand and fled the taxi. She ran up the rest of the driveway, attaching her collar. She paused just inside the walkway, thickly secluded by 3 tall evergreens, and hurriedly buckled her wrist and ankle cuffs. With a racing heart, she forced herself to walk calmly up the remainder of the walkway; thankful that other tall shrubs were planted every few feet to help obscure her. She rang the doorbell, and waited, and waited, and waited. Oh God! She hoped she had the correct address. She rang again, and waited some more. Jill was digging though her purse, looking for the address when her Mistress opened door. She was scowling.
Mistress Karen was a tall 5â8â woman with large breasts. Jill had serviced her in motels, and had quickly learned how to satisfy her Mistressâs pussy, breasts, and nipples. She had never had sex with another female before this. When she had been forced to crawl around on cheap motel room carpets, and beg to be allowed to satisfy her Mistress, she had been incredibly turn on. Mistress Karen had a large frame, but was not fat, and Jill respected and feared her. She had already felt the sting of her Mistressâs hand, crop, and leather paddle. Jill was new at being a sub, and Mistress had taken it slow. The last time they had met was in a classy restaurant they often went to. Jill had been ordered to hike her skirt up under her, so she was bare-assed on the booth bench. She had then been ordered to pull her white panties down around her ankles, leave them their, and masturbate. She had felt completely degraded, with the panties clearly visible around her ankles. She had been thankful for the tablecloth as it somewhat covered her pussy. Jill had followed those orders with some hesitation, and was humiliated when ordered to keep herself in a state of arousal until the food was delivered. The waiter had given the two a quizzical look as he set the food down. Because of her hesitation, when the food did arrive, she had been ordered to continue masturbating until Mistress Karen had been satisfied that her slave was on the verge of orgasm. Jill had been forced to eat her meal, while trying to ignore her throbbing clit and pussy.
Today, Jill shuddered when she saw the riding crop in her Mistressâs hand. Today was different. Today she was staying at her Mistressâs house. Today she would stay the night. Mistress was dressed in normal attire, a jean skirt, heels, and button down blouse. Jill began to feel trepidation, as her own outfit was clearly a âcostume.â
âIâm sorry Iâm late, Mistress.â Jill hurried up to her and knelt before her.
âMy little slave. You are late. Did you think I would not know that you had not put your collar and cuffs on for the cab driver to see? If you canât follow these simple instructions, then perhaps you should not be here.â
âPlease Mistress, Iâll do better. Please let me make it up to you. I need to be your slave.â Jillâs babbling was hushed by her Mistressâs finger over her mouth.
âFor your transgressions, you will have to walk down to the end of the driveway, and retrieve my mail. Then I will decide further punishment.â
âYes, Mistress.â Jill replied and rose shakily to her feet.
âTurn around, slave, and bend at the waist.â Jill followed orders. âWell at least you have the plug.â Mistress wiggled it back and forth, and in and out. Jill began to breath heavy. âSpread your legs. Wider.â Jill was on the verge of falling over, and could feel her pussy juice flow, as Mistress lifted her skirt. The inspection was embarrassing, to say the least, especially when Mistress made her hold the pose, on the front walk. She could hear some traffic, and was again thankful there were bushes for privacy. Jill yelped, and nearly toppled over, when she felt the first sting of the crop on her exposed ass cheek. Barely able to catch her breath, the other ass cheek was struck. Afraid to move, Jill stayed where she was. Mistress walked around to her front, held the crop to her mouth, and said, âKiss the crop and thank me.â
âThank you for spanking me, Mistress.â Jill kissed the crop, hoping this would be short lived. She desperately wanted to get inside. What if someone stopped by? âYouâre welcome, slave. Put this crop in your mouth while you walk to the mailbox.â Jill was too terrified to protest this demand.
The walk to the mailbox in this humiliating outfit seemed very long. Walking down the driveway she glanced up and down the front lawns. There wasnât much going on in the area, and she thought she might not be seen. The wind continued to play with her skirt, and she could feel her hard nipples push against the bodice. She was afraid the butt plug would fall out. At the mailbox, she pulled it open and found it empty. It figured. A car went by, and the driver honked, and whistled. Jill absolutely thought she would die of embarrassment, and almost dropped the crop from her mouth. She had never felt so exposed, nor had she ever felt so turned on. She determined that she was not going to disobey her Mistress again.
When she got back to the walkway, her Mistress was waiting for her. There was a small footstool at her feet. On the footstool was a 5 inch ribbed dildo, about 2 inches in diameter at the base. âI am having a small party, which you will be serving. The caterers are due here any moment. You are to sit on the stool, with the dildo all the way in your pussy. Your knees and feet are to be a foot apart. I want you to rub your clit and play with your nipples until they are hard and firm and tender. You may not cum, however. I want you juicy, smelling of sex, and ready to serve me. I will know if you cum. Perhaps if you sit out here a bit, you will begin to learn to follow orders more carefully.â With that she turned and went into the house.
Jill was beside herself with worry and sexual need. The two emotions seemed to feed each other. In order to get the dildo inside her and keep her knees and feet a foot apart, Jill had to lean forward. Slowly sliding the dildo in her, she began to quake with desire. Once it was all the way in, the temptation to hump it was almost overpowering. She could feel it push against the butt plug. Jill willed herself to be still. Lord, how was she going to play with her nipples and her clit and not cum? The squatting position was soon very uncomfortable. It did not take long for her clit to harden. When she felt herself close to orgasm, she began to play with her nipples. Jill began to lose track of time. She was in quite a state. Her knees pointing way our, her pussy pulsating around the dildo, and the butt plug twitching in her ass.
When she heard what sounded like a truck pull into the driveway, she froze. What was she to do now? Was she supposed to stay on the stool? What would they think? Who were these people? Before she could get off the stool, she had the presence of mind to at least cover her pussy; just as two men came into view. They gaped at her. Jill didnât know if they would call the police, and she would be hauled away for public indecency. She smiled and said a meek âhello.â
âHello! W e have a delivery for Ms. Beckerman.â
âOh.â Jill felt her pussy throb. She was close to orgasm, and had to take deep breaths.
âI see the caterers are here.â Mistress Karen said at the open door. âPlease excuse this maid. It is hard to find good help. I have been looking for her, and here she is taking a break.â Jill looked at the ground, totally lost in her humiliation. Worse was the fact that she was increasingly becoming hornier and hornier.