Lane took a deep breath, his palms sweating. Every Saturday night now, for the past 7 weeks, he's been renting a hotel room. He paid for them in advance, and always got the same one; at the end of the hall, on the corner of the building so that he shared less walls with the neighbors. Room 3002. It had a view, oh, a spectacular view at night. He was afraid of heights, but that's what made his self-bondage so exhilarating.
During the day, he was the CEO of a medium sized company. They employed about 700 people total. But when he got home, to an empty house, he fantasized about being humiliated. He harbored so much control over the company and peoples lives at his 9-5 but ached for control to be taken.
He dropped his overnight bag on the table and pulled his tie loose. He undressed, leaving on his black work socks, and pulled a short expandable bar and a chain from his bag. Each had a leather cuff on each end. Moving to the DVD player, he slid in a DVD of a compilation of various audio of women spanking their submissive men; the first on the DVD started with a hard crack, and a deep, guttural cry of discomfort. Within five minutes, he knew, he would begin begging. Sometimes the women would show mercy, others would increase the spanking. He knew the difference between the sound of a paddle and the sound of the smaller wooden spoon or brush, and the sound of a cane, and the sound of a flogger and the sound of a whip. He liked the wooden spoon or brush best. The crack was sharper, and it often made them hiss.
He'd never felt one, though. He grew up with the privilege of a nanny who cared for him and she would spank his rear with her hand at most 3 times. He realized he liked it when she did it when he was 14. But she would never give him more than 3 swift swats.
Approaching the windowsill, he knelt up on it, feeling lightheaded as he felt as if he was going to tip out the window. He hung the chain over the curtain rod and reached down to place the first cuffs of the spreader around his lower thighs. He clicked them apart until his knees were spread 2 feet apart. He pulled 2 items out of his pocket; a timed padlock and a bullet vibrator with a band to hold it on his dick. He set it to medium, with pulses, and slid it onto his hardening cock. The first long buzz coincided with a crack on the DVD audio, and he moaned as the man from the speakers whimpered. His cock jumped, and he felt a shiver run up his spine. Quickly, he cuffed his hands and locked them together, setting the timer for 1 hour. He used a hair clip to hang the keys from the curtain beside him, just in case.
Today had been particularly frustrating. His secretary had decided to take her lunch standing beside her desk, coffee in hand, resting her bum on the edge of the stained wood. She leaned on her hand, her long fingers wrapped around the lip of the desk, long red nails grazing the wood. He's always liked his secretary. He didn't hire her, so he didn't feel guilty about her getting her job because his dick got hard thinking about her long fingers wrapped around the carved handle of a wooden brush.
He relaxed, imagining that someone... maybe even someone he knew, had happened to scan the windows of the hotel with binoculars and was watching him bound, gyrating at the stimulation, moaning in time with the audio and imagining it was his ass being turned red from the punishment these dominant women dished out.
Nearly 20 minutes later, he came, semen jetting from his cock onto the window. But he would remain locked for no less than 40 more minutes, and the vibrator still worked the head of his cock. It almost went limp for a second but picked back up quickly when it realized there was still more to do. Plus, the sight of his semen running down the glass and pooling on the window sill made him pant and groan in anticipation.
----------------------------------------------
The lock clicked open and he slowly unraveled himself from his self-bondage. He winced as he brushed against his now overly sensitive cock. With no interest in spanking himself, this was his next best punishment. For the past 7 weeks, he's been refraining from self-pleasure and only ejaculating in this room. He felt as he didn't have permission to come like he wanted, he'd torment himself afterwards and force more orgasms on himself without waiting. It was a painful process, but one he was addicted to.
But oh, what he wouldn't give to have a woman spank him! He wanted to feel the heat of a cherry red ass. Getting down from the windowsill, he picked him his phone and scrolled the web, posting on a forum to ask where the best place to get quick local sex through an app was. He quickly downloaded a few and came to the quick conclusion that he didn't want to use the fetish sites. His groin stirred, though his tired cock remained flaccid, at the idea that a woman expecting free vanilla sex come in and be confronted with his desires. He signed up and was immediately allowed to apply to the classifieds.
------------------------------------------------
He was laying in bed, and it wasn't until 4 hours later he received a ping. The girl was pretty, and it looked like an average photo, not one of a women trying too hard or using a fake photo. But hey, you never know. He decided to risk it.
He was in a private message with the woman for about 20 minutes before she offered to meet up. He said, "sure" not wanting to sound too eager. He told her he had a hotel room for a business trip, and he would love to meet her. He would slide a keycard in an envelope under the door so that it poked out just enough for her to grab. "Just in case I'm in the shower and can't get the door." He justifies. While he was messaging her, 3 more women tried to speak with him, but he put them on hold.
He was taking a huge risk here. Several things could happen. First, housekeeping could walk by, see the envelope, take it and try to enter the room to return it. That would be bad. Second, another resident could do the same. Third, she would come in, see him in the position he would choose, and leave because he was a freak. Somehow the idea excited him.
Lane shut the TV off and shoved the DVD in a drawer. Next, he raided the kitchenette and found a wooden spoon; one of the reasons he loved these hotels, and placed it at the foot of the bed, scribbling a shaky hand-written note "Spank me, Please". He took the note and the spoon and grabbed a chair, bringing it into the foyer out of view of the bed, and placed the spoon and the note in plain view. He put his extra keycard in an envelope and slid it under the door until the corner peeped out, then he propped himself up on the pillows, ass in the air, cock and balls tucked down and in plain view. He installed the spreader bar, but left his hands free, simply stretching them out in front of him.
------------------------------------------------
Lane waited, and in a half an hour, he heard the envelope slip out from under the door. His heart was pounding. This was it. His half-baked foolish plan was coming to fruition and there was no backing out of it now.
He heard heels in the foyer, and a pause, and a shuffle of paper. His cock twitched, imagining his written words on the confused lip of the pretty face he saw on his phone. He heard a soft, unfamiliar voice, "The fuck..." she whispered, and her heel clicks became muffled on the carpet.
