Anna lost count of her orgasms once she hit three. A mix of vibrator, fingers and a massive strap-on ripped multiple orgasms from her body. The woman went to work between her legs for what felt like an hour. Anna’s pussy was so wet her own juices lubricated her ass for more fucking. The rubber cock Miss Crosby wielded felt as if it were going to split Anna in two. It was quite the sensation in her pussy, but when it knocked on the door of the poor girl’s asshole, she was certain the cock would be denied. But, lo and behold, she took the whole thing. Her buttplug was removed as quickly as the rubber dick was inserted. “Like a hungry butt slut should” she was told. Maybe the vibrator placed back onto her throbbing clit helped ease her butt fucking, because it surely ushered in yet another orgasm. She was being treated less like a maid and more like a sex slave, as her duties were no longer to clean and dust, but to come for the amusement of this stoic woman.
Miss Crosby left the room at some point, Anna’s sense of reality was more blurred and distorted by the minute. A haze clouded her mind, with her vision gone and the gag stuffing her mouth, her mind wandered to all sorts of corners of thought. She tried to free herself at one point, less because she wanted to be free, and more to find out if the option was even on the table.
She sat, alone, for what felt like half of an hour. She jingled as she fidgeted on the thankfully comfortable bed. Miss Crosby finally reappeared, marked by the removal of the clothespins chomping away at Anna’s skin. The poor girl had forgotten about those, each being slapped off with a riding crop, until only the pair biting down on her nipples remained.
She cried out louder than ever as they were removed. The blood rushing back into her aching nipple was practically unbearable. If the gag hadn’t muffled most of her screaming and swearing, surely a neighbor would have heard. The f-bombs were only met by a chuckle from Miss Crosby. This woman was clearly quite the sadist and the second clamp being ripped off increased the pain ten fold. Tears welled up under the blindfold as Anna steadied her breathing and tried to scream away the searing pain. It wasn’t until the tears were dried and her cries stifled that Miss Crosby deflated and removed the gag. Anna was worn out. Fatigued, sore and in desperate need of a shower, she remembered the note she read, how was this a fucking reward?
The blindfold remained, as well as the chains and cuffs that spread Anna out on her bed. A bottle of water was used to quench her thirst and hydrate her dried mouth. She wanted to speak, and found she not only knew not what to say, but couldn’t bring herself to say anything.
Miss Crosby disappeared again and Anna fell asleep, blindfolded and bound, for hours.
When she woke she found that her mind had cleared itself of the orgasm and pain induced haze. Unfortunately Anna had absolutely no idea how long she’d been asleep for, and with the blindfold stealing her eyesight, she couldn’t even tell if it the sun was still shining, or if it were nighttime.
She called out. A simple “hello?”, meek and weak willed, her throat cracking like the captive she was. “Miss Crosby?” she tried again, and heard movement somewhere in the annals of the house.
“Good evening sleepy head. I hope you enjoyed your nap. I thought I would let you rest, even the *best* bondage doll’s need to regain their strength.”
That word sat in her mind and she smiled. “Even the best”. Miss Crosby had Anna in a spell. She’d been beaten and abused and treated like a piece of meat. She was left in bondage for what turned out to be 12 hours, asleep for 5 in chains and cuffs. She needed sustenance and a bath, her nipples felt like they were ripped off hours earlier and her ass still had welts and bruises from the vicious caning she endured days prior. And yet, all she cared about was being called “the best”. Her “Thank You, Miss Caroline” was met with silence as straps wrapped themselves around Anna’s waist and thighs. They clipped shut and tightened, the harness was a familiar feeling as it reminded Anna of the safety gear she wore when she went zip lining and bungee jumping on vacation.
The bed sank around her midsection as Miss Crosby straddled Anna, and then began to grind away on the strap-on dildo the girl now modeled. Her breasts grazed Anna’s parched mouth and dried lips.
“Suck”.
Anna’s lips and tongue were quick to report for duty. Her pussy was wet all over again. Having sex with Miss Crosby was somehow humiliating AND romantic. Her tongue flicked the nipples of the huge breasts presented before her, her lips sucked and swallowed and kissed her tits. She found, despite her bound state, she could buck her hips and thrust into Miss Crosby with the cock adorning the harness. The low moans of the woman riding her signaled to Anna that was allowed and encouraged, and she responded with harder thrusts and a faster pace. This was incredible, and made her day of enduring pain all worth it.
Miss Caroline achieved an orgasm, and much to Anna’s surprise awarded her with a “good girl” and a long, sultry kiss on the lips. It was the first time Anna felt like more than eye candy or a toy or a doll. Her lips were soft and cool, and felt welcoming and relieving on her chapped and dried lips.
*This* was her fucking reward. Getting to fuck this woman was euphoric, even in her predicament.
But as soon as the kiss ended, Miss Crosby unlocked the chains that secured the wrist cuffs to the bed, left the remaining keys in Anna’s palm, and wished her a good night.
“Tomorrow. Four o’ clock. Money is in the envelope with a grocery list for your arrival.”
She removed the chains from her cuffs, and from the bed. She coiled them up and left them neatly on the dresser. The dildo that Anna had just fucked Caroline with sat on the vanity a few feet away. Dark brown, veiny and 10 inches long and 3 inches thick. Impressive, the girl thought. She undressed and redressed, and locked the front door behind her. The cool, summer air wrapped itself around Anna, a deep breathe energized her and allowed one last whiff of Miss Crosby’s scent.
It was one in the morning by the time Anna started her car. When the worn out, completely fucked sorority girl got into her bed with pizza from the local pizza place she couldn’t help but laugh. The black, leather cuffs that Anna wore on her wrist and ankles were still locked on. The keys were miles away, so Anna would surely be shopping in her new accoutrements.
(Thanks for continuing to read. The next entry will be the last, but my favorite memory with Miss Crosby)
Source: reddit.com/r/gonewildstories/comments/5ufin8/my_time_as_a_maid_ff_bondage_part_vi
My Master has just had me read through this series while he is working and I have enjoyed it very much, thank you for sharing. If I am good I hope He will permit me to read the last entry when you post it too!
These stories have been amazing, you pretty much lived out a fantasy. Thank you for sharing!
Finally, I’ve been waiting for this! Awesome story as always, but I’m kinda sad it’s going to be over so soon.