High Expectations...

Tessa closed her eyes as the cane fell against her bare chest, gritting her teeth as she forced herself to stay still and hit after hit fell against her. But Andy kept his word and number five was the final blow. “My job?..” she asked, watching him put the cane away, “is to please people, Sir… Especially you” she answered, hoping it was the answer he as after

Tessa gripped onto her ankles tightly to focus on something other than the pain falling against her ass. Canes were new to her. She’d been slapped, but never caned before…. She gasped and hissed as each hit fall across her skin but remained as still as she was able. Tess counted to five and was surprised he stopped.

Her heart fell a little as he laid out his plans, unable to imagine the pain the cane would bring as it fell against her breasts. The brunette moved reluctantly over to the table and positioned herself as he demanded, highly aware of the burning pain still radiating from her red, sore cheeks. “Tonight?.. You do?” Tess worried her client would be upset and not come back to her… But pleasing Andy was the key to keeping her job and she knew it. “…For me?”

He didn’t approve. She knew that from the moment she stepped out from the changing room. Tessa could see his disapproval in the way his eyes raked over her body. Though her confidence had grown in her time here, under the employments of Andy and Cole, being in front of Andy still made her nervous. Whether she was naked or not, whether he was testing her or just passing, he made her anxious. Andy seemed to appreciate her effort, at least, and she thanked him for that as she handed over the cane, turned her back on him and leaned down. 

Tess still had zero idea what it was he wanted from. Degradation. Humiliation. He’d already done everything she could think of to humiliate her… But she nodded and returned to the closet, not sure there was even anything in this closet that he would see as suitable… She found a collar and a leash, he seemed to like that one last time, and looked quickly through the other items. Tessa reappeared a few minutes later, collar on and leash hanging between her bare breasts. Heels on, and a small red thong covering very little. The slim brunette, handed him the cane and waited nervously for his verdict.

“Yes Sir, thank you Sir,” Danny murmured, knowing he could definitely do that. 

The position itself wasn’t exactly comfortable, practically folding himself in half with all his weight concentrated on his shoulders and neck. It was bearable but had definitely been more fun in bed when goofing around and pillows had been on offer. 

As he started sucking the head of his own cock, always a weird yet fucking good sensation, he shoved a few fingers in his ass. Cole had warned him to come prepared and so his arse took the fingers easily. 

Looking up at Andy, not stopping sucking his own cock and providing a lewd and debauched picture, he was sure, he held out his hand for the dildo. Though if the man chose to just put it in, he’d be able to take it. Danny was sure. 

What a presentation. He had been expecting more a fuss from the boy. He hadn’t really known Danny but the rest of his family were annoying little pricks. This one was a shameless whore. One who came prepared to party Andy noted as the boy’s ass easily took his fingers. Cole did know how to pick his little sluts. Maybe he’d have to frequent the place a little more often. 

Danny showed no emotional reaction to the mention of photos, there was after all already a video of him out there in the world. Licking his lips, he lay back at the man’s feet, contorting himself into lewd and uncomfortable positions. This job had certainly mad him more flexible than he could have imagined and he held the poses for photos making sure he never accidentally hid his face. He suspected that would not please the man. 

“I’m flexible enough to suck my own cock, if seeing such an act would please you, Sir.” He said humbly, it was something he’d only ever done a handful of times after a silly bet with his sugar daddy Peter.  

Andy was just a bit disappointed that the slut didn’t seem more upset about the idea of pictures of his shame floating around, but in the end he didn’t care. Perhaps the boy so obviously being willing and eager would make it worse for the boy’s father when the pictures did surface. He smirked as the way the boy twisted and presented his body. 

Tessa knew she’d failed the moment she saw his face. And she wondered for a moment if there was ever going to be a right answer… He’d described her last clients choice for her as ‘too dom’, so she’d gone for the opposite and missed the mark altogether. “I’m sorry-” Tess muttered, wishing her former client was still here. He’d been rude, demanding, a little rough… But there were no games. He told her what he wanted and she gave it to him. “It’s- it’s hard to know what you want from me sometimes, Sir…”

Eyes downcast, Danny released the cock from his mouth. Cole hadn’t been kidding about this guy being a difficult client, the attitude wasn’t a big turn on. Danny wondered if that was why the guy owned a sex club and paid people. 

“Sorry Sir,” He said humbly, still looking down. “What would you like me to do to please you?” 

He reached out to let his hand fall harshly on her barely coveted skin, making the slim woman jump. Tessa merely nodded before hurrying back to the closet, thinking carefully over what he’d said. Wrong colour. Too dom. She chose out a set in a pale pink instead, much softer. Not quite as revealing. Her original client would have hated them.. But he was no longer here and she has someone much harder to impress.

Tess had heard her boss had been out of town. She hadn’t let herself slack but it had certainly helped her relax into the job… She bit her lip and felt the confidence she’d manage to build up over the past few weeks, quickly ebbing away. “I- yes, Sir” Tessa nodded, heading back to the wardrobe at the back of the room. “what do you wish me to wear?”

Maybe Cole had told this guy how desperate Danny was for money though as someone with connections to the family he probably figured it out. From growing up the only son of the Yates family to nothing had been a long way to fall. Money was a very good motivation to not use his safeword.

He moved closer on his knees and dipped his head, working the zipper of the man’s pants with his teeth. Most people, he was soon taking the man’s cock in his mouth and sucking earnestly. Whatever the situation, he did love sucking cock and he was good at it too.

Danny fought the urge to roll his eyes. He’d grown up with people with this kind of attitude. Whatever.

He knew he was gorgeous so the snide comment didn’t phase his at all as he stripped off to expose his tattooed and well muscled body. His clothes were put to the side quickly and neatly folded before he knelt at the man’s feet.

“Sorry, Sir.” He said calmly. “Does this please you?”

“Not really, but I suppose it’ll do.” Andy sounded bored, but he had to admit the boy had a good body. But really everyone did at Eros. Cole was a suffocating bastard when it came to his whore house, but he did know how to hire. Andy smirked and promptly pulled out a rather large wad of cash. “Your pimp says that you get a choice in matters. But I just want you to know that every time you tell me no.” He tossed the wad of cash in the air. “Get’s cut in half.” Andy didn’t really care about tipping, but it was good leverage to get the boy to do what Andy wanted him too.

He was surprised Cole had managed to get his hands on a Yates. Andy didn’t even know Danny, but he had heard him of him and was very familar with the boy’s family. Stuck up pricks the whole lot who liked to act better than everyone else without anything to actually back it up. Of course there was the whole scam thing as well. He personally hadn’t been effected, but his father had lost a bit and while Andy despised his parents he was the sole heir so money stolen from his father was money Andy would never get when his parents finally croaked. And that was of course not a transgression he could let go.

Negotiating with Cole had been a pain in the ass since the man really didn’t like him but of course as usual money solved all problems. He lounged in the chair looking around at the little lounge around him truly unimpressed as he waited for the boy. When the boy finally approached he sneered. “For as much as I paid for you I thought you’d be cuter. Why are you wearing clothes?”  Andy snapped his fingers. “Naked now.” 

Tessa tried, and probably failed, to hide her surprise when she walked back out to her client, only to find her boss sat waiting for her instead. “A-Andy? Is everything okay?..” she asked, hoping she wasn’t in trouble again. “Thank you, Sir…”