Anna let herself into the house two days later. Into the half bath she went, undressed, and slipped on her uniform. This time she remembered her earrings. Her duty list was similar to that of her first, with slight alterations. More laundry, more dishes, she needed to vacuum, and Miss Crosby made sure she checked in right away. Her familiar script wrote the duties in black, but she switched to red ink for the last instruction:
Hello Annabelle,
As per our conversation the day before last, today you will perform your tasks in bondage. Please find me in the guest bedroom when you are dressed for your uniform inspection and uniform additions.
Miss Caroline Crosby
That word danced around in Anna’s mind. She read it again: perform your tasks in bondage. She was unsure how someone could clean anything while tied up, restrained, bound in rope or chains or duct tape. Of course, this wasn’t Anna’s responsibility. All she needed to do was find Miss Crosby, and simply allow herself to be placed in bondage. She shivered as her pussy stirred. Anna’s lips were painted bright red today, and with some of her pay she treated herself with a brand new mani-pedi. Her fingernails painted red to match her lips, her toenails painted red to match the soles of her black heels.
Anna found Miss Crosby sitting casually in the guest bedroom. The wooden chest that anchored the bed was dark, long and locked. Anna could not remember if it were there yesterday as Miss Crosby glanced at her maid, kneeled down, slipped a key from her cleavage and unlocked the chest.
“Good afternoon, Miss Prescott. I see your lips are painted slut red. I’m sure you did that in an attempt to impress me. Are your nails done to garner my attention as well?”
Anna, with her eyes forward and posture perfect, couldn’t decide if that was a rhetorical question. The woman was spot-on in her assessment, which she concluded in the 15 seconds Anna was in her presence. How was she so precise and methodical? It was truly impressive. “Slut red” stung.
“Don’t care to answer? That’s fine, I guess if you’re attempt to impress me is to highlight those lips, then I will give you what you want. Attention, delivered by a ball-gag, to those lips.”
Anna glanced down and saw the black and leather strap dangling from Miss Crosby’s right hand. A rubber ball, red in color and sized enough to perfectly slip past her teeth, was shoved into the maid’s mouth. Anna rolled her tongue over the toy, smooth in texture and bitter to taste. She felt her lipstick aiding in cllinging her lips to the gag.
“I didn’t plan on using any type of gag today, but then you waltzed in here with that ridiculous color painted on your face. So, if you’re going to look silly with red lips, I’ll make sure you feel really fucking silly, too”.
Miss Crosby cursing was a shock. Anna felt ashamed of herself, embarrassed. She had worn this lipstick to bars and out on dates, received compliments on how it makes your lips shine and pop, and here this woman was downright offended by it. She felt the need to apologize, but the newly acquired ball-gag took that option directly off of the table.
The metal cuffs slipped themselves around her ankles as she stood appropriately with her feet apart. They sat above her heels and felt cold and unwielding as they hugged Anna’s stocking clad skin. The metal chain that dangled between them was at most two feet long. Anna’s strides would be shortened considerably. A matching set were applied to her wrists, with only a foot of chain between the cuffs. Cleaning would take longer, that was certain. Lastly, Miss Crosby circled behind Anna and placed a thick, tall and equally intimidating leather collar around her neck. It seemed to shorten her breath, hugging her throat delicately but with a threat that it could become much more strict. She was now not just a topless maid, but a bound, shackled doll for the amusement of the woman before her.
As she was dismissed, Anna slipped herself out of the guest bedroom and hobbled down the hall to the laundry. Her chains jingled as she walked, drowning out the sounds of her heels clicking on the floor. The brass padlocks, which secured the cuffs closed and kept them from being removed, rattled off of the steel.
She tried to handle the laundry basket as if she were back at her sorority house, free of bondage. The slack, or lack thereof, afforded to her range of movement was minimal. Anna struggled with how to carry the laundry, and found it cumbersome and awkward. She resigned to dragging it backwards. Her butt now exposed as she hunched over to pull the hamper down the hall, it thumped clumsily down the curved staircase. Small, careful steps. Everything was more difficult, and that’s before Anna factored in back peddling in six inch heels.
Everything had to be planned. Moving up stairs, bending over to plug in the vacuum cleaner, reaching down and keeping an eye on where her manicured fingers were going in the dish machine. Eventually she found the collar to be more of a hindrance than the shackles, not being able to move her neck was bordering on obnoxious. On multiple occasions she had to take a second to compose herself before breaking down in frustration.
The ball-gag produced quite a lot of drool. The various tissue papers were dotted with red from her lips and wetness from her spittle. But the girl pressed on, she sat when she folded laundry, giving relief to the ache in her toes.
When it was time to make the bed, she failed miserably. It was the last task of the day but she was flustered, sore and fatigued. Her bondage made it near impossible to spread the sheets, put fresh cases on the pillows, and even bend over to wrap the fitted sheet over the mattress. Anna tried numerous ways to accomplish anything in regards to the bed, and cursed herself and her ambition to launder the sheets again.
“Struggling with those sheets, Annabelle?”
Miss Crosby appeared for the first time all day, but Anna never heard her enter the bedroom.
“Stay right where you are. Keep your eyes forward, your legs spread, hold onto the base board with both hands…”
Anna did as told. Grasping onto the bed forced her to bend at the waist. Her butt and pussy on display, her heels aching, and now drool formed around the gag and prepared itself to dribble down her chin. She tried to suck in and swallow, knowing the spit would drop upon the fresh linen beneath her. But instead, Miss Crosby’s palm was underneath her chin, scooping up the potential mess. Anna caught a whiff of her perfume. It was a delightful scent and she closed her eyes when she breathed it in.
Miss Crosby’s next move was coupled with Anna’s eyes shooting open in surprise. The drool from her gagged mouth was now being applied to Anna’s pussy. Miss Caroline’s fingers danced around both sets of lips. She instructed Anna to procure more drool, and promptly swirled her fingers around Anna’s throbbing clit. Nobody had ever touched her like that. Her fingers conducted a symphony of goosebumps and groans from the maid.
“I wanted to let you know, despite my displeasure in what you did with that silly stunt with your lipstick, I appreciate the effort to impress me. As misguided as it was, Annabelle, it did not go unnoticed. Nor did the work you put into your duties today. I have to say, nobody has accomplished this much the first time in my bondage.”
Miss Crosby continued to run her fingers in and out of Anna’s wet pussy, but the praise felt better now. She smiled behind her gag, her obedience was on full display to Caroline Crosby. She could feel the woman’s massive breasts pressing into her back, ensuring she was topless.
“I would like to reward you for such a sterling day of work. Would you like to be rewarded, Annabelle Prescott?”
Anna tried to shake her head up and down, but the collar kept her from doing so. Instead, she was now forced to speak.
“Yish, pleashe, Mish Crusbee” her consent muffled.
The rubber cock spread her lubed lips liberally. Thick, long and wielded expertly by the woman pressed closely behind Anna, her chains jingled and her tits jiggled as she was thrusted into. The smack of thighs meeting thighs was only drowned out by the audible moans of pleasure. Her knees wobbled as the orgasm appeared, her request to come was met with her pony tail being yanked back and an affirmative ‘yes’ from the woman fucking her maid. Drool soaked into the bed sheets, a puddle forming and growing with every second. She shook, her knees closing together as the orgasm took hold and crash landed in the center of her fucked, soaked, stuffed pussy. Her grip tightened on the bed frame but couldn’t stop her from falling face first into the bed.
The gag did it’s best to stifle Anna, but simply couldn’t possibly contain the moans derived from this pleasure. The cock slipped itself out as she tried to catch her breathe. She picked herself up, only to find Miss Crosby had entered the bathroom. Her voice could be heard through the closed door.
“The key to your locks are in the envelope with your pay, Annabelle. I am very impressed with you. See yourself out, and I expect you back here the day after next, noon sharp.”
She was a quivering mess. Her lipstick smeared over her lips from the gag. Her pussy red and sore. She barely made it down to the bathroom.
Anna couldn’t quite comprehend what happened. She did know two things:
That was the sexiest, most arousing experience of her life.
And she was leaving with seven hundred and seventy five dollars
——
Source: reddit.com/r/gonewildstories/comments/5pj1mj/my_time_as_a_maid_ff_bondage_part_iii
Great writing! Part 3 is by far the best.
Stupidly hot as always! Caroline’s choice of attire (stockings and heels) is definitely on point.
Had you had much experience with 6″ heels before meeting her?
Love this series, please keep it coming.
By the sound of it, you were wearing a posture collar.
this series is incredible
RemindMe! 7 days
Awesome series, can’t wait for the next part!
Phenomenal read, thank you so much for sharing! Very eager to read what happens next!
fantastic chapter to this hot on going story
Always a great read❤️❤️❤️❤️
Absolutely awesome writing. Each part just keeps getting better