If you have not read the first story "Instructions" you will be a little lost in this one. That one serves as a nice appetizer for the next course here.
Enjoy!
—
The continuous rapture became too much for Emily, she felt herself start to lose the ability to have rational thought. Before she passed out, she cried out one last time, "Thank you Mistress, thank you for owning me!"
Abby stood and joined Colin in front of the still open door, knowing that Emily's cries would echo throughout the hotel floor. She kissed her husband and grinned, "This is going to be a fun weekend."
Colin bent and lifted Emily from the floor and gently placed her on the bed, appraising their new toy as she started to stir. Dressed in the lingerie his wife had picked out knowing his tastes, the girl wore it well, her legs wrapped in black stockings, connected to a garter belt were the only clothing she wore. Her upper body was only adorned by a silver collar that was connected to the midpoint of the chain connecting her nipple clamps. Abby had gone above and beyond even his imagination.
***
One Month Ago
***
Emily was watching the clock, the hand moving ever slower as it approached 6pm and her shift ending at the coffee shop. Instead of her usual homework or studying, this Thursday she had actual plans. Plans that she had lied to her roommates about so that she could avoid any judgment or questions. She was about to finish her junior year at college and up until the last couple of weeks she felt like she had missed out on the "full college experience."
She was always either studying or working, trying to pay her own way through school and maintain grades that would get her into law school once she was done. She rarely went to parties her freshman year, leading to fewer invites by the time she was a sophomore. Emily had barely even dated, focused too much on school to enjoy herself. Uncharacteristically, Emily had partied hard at New Year's Eve with her two roommates after both of their plans had fallen through. The three girls proceeded to empty a handful of wine bottles as the big ball drop approached when Emily blurted out, "This is the most fun I've had in college." Her roommates laughed at first before realizing that she was serious, and Emily started to cry.
An hour-long conversation followed where Emily confessed to the only friends she had that she had missed the fun parts of college by working too hard and that she'd not even had sex in over six months. Her friends began hyping her up to break that cycle and find fun. "You're beautiful, Em, you could find a guy on Tinder or whatever in a heartbeat and just use him for your own fun," Staci had said. Erin joined in, "Girl, I wish I had legs and an ass like yours, all you need is a short skirt and a trip to the club, you'll get all the dick you could want!"
Emily nodded, knowing that objectively she was a pretty girl. She had been a runner since high school, so her legs were firm, fit, and led to a heart-shaped ass that was definitely her best feature. Her flat stomach led to breasts that she was convinced were too small and had always been shy about. Her face though was pure beauty, framed by the most stunning auburn locks, she needed no makeup to be a striking face in the crowd.
The problem was she didn't want just a hookup from an app, or a one-night stand from the club. She had not had sex in a while, but she masturbated nearly nightly, usually to images and stories on Reddit, sometimes to videos. She found herself more and more curious about the various flavors of BDSM and control.
She would scroll past the scenes based around excessive pain or humiliation, but the ones where the girl was tied up, cuffed, or even in more elaborate bondage devices... those held her attention. The thought of being used by someone for their own pleasure made her pussy drip.
The stories on Literotica of a man in complete control of his wife, or secretary, or maid, or whoever were her favorites. The sessions where she would close her eyes and envision herself naked on her knees, hands cuffed behind her back, as a man in a suit stood over her would lead to the strongest orgasms.
After an anonymous reddit account and some searching she found an app designed for local couples to play with others - either singles or other couples. Emily had downloaded the app around Halloween and just stared at it on her phone every so often. Whether the wine or just hitting a breaking point, she opened the app and created an account as the first hour of the year ticked by.
For her profile, she used a picture of her in heels, only visible from the waist down, in tight leggings to accentuate her ass. She chose a few other body shots, her in a bikini and one in a 'little black dress'. She answered the survey of likes and dislikes, simple red/yellow/green choices that allowed her to align her profile with her porn search history. When it came time to put a headline she chose, "Inexperienced, looking for someone to take control and teach me."
When she woke up the next morning, with the worst hangover of her life, her phone had a dozen notifications from the app. Many were just dick pictures which she immediately blocked, some were sleazy and offering money for sex, but one stood out from the rest. The message was just a picture of a woman wearing a Mardi Gras style mask over a tight red dress that pushed her large breasts together. The only words were, "Tell me why."
Emily must have stared at that image for an hour before shaking herself out of bed and to the shower. Even there, the message was at the front of her mind and before she realized it, she was stroking her pussy to the beautiful woman's image. She bit on her arm to be quiet as she orgasmed in the shower - harder than she had in a long time. She wrapped herself in a towel and ran across the hallway back to her room and her waiting phone.
The image of the masked woman in the red dress was still there asking why. She tapped on the image to see the woman's profile and was shown images of this woman posing in clothing that would look professional at first glance but on closer inspection would reveal tantalizing flashes of skin. In the final photo she stood behind a man seated in a chair. The man was dressed in a suit with a black mask like hers. The couple oozed confidence and sexuality.
Emily went back to the message and tapped the reply button, but her thumbs hovered over her screen, frozen in doubt. She battled the doubt in her own mind, the fear that she'd give a "wrong" answer, that she'd sound naive or foolish. As she stared as the beautiful woman's breasts spilling out of her dress, Emily's anxiety rose, matched by her rising arousal.
"Just type something," she said out loud to herself, trying to jolt herself out of overthinking it. "Why do I want this? What do I say?" she muttered more quietly before forcing herself to start typing.
"I have been so focused on school that I have deprived myself of the fun parts of college. I overthink things, I make the safe choice. I want to push beyond safe, and into fun. The thought of giving someone else the power to push me turns me on more than anything else." she quickly tapped out and hit send. Re-reading the message she started to worry that she had not left enough of an opening for this woman to respond so she hit reply again, "I can answer more if you want."