Harry’s Birthday Gift

Max couldn’t contain his excitement. He spent the entire day preparing for his night with Harry. He tried on outfits, did multiple enemas to clean himself out, and called the club twice to make sure everything was ready. The club had great service and were very helpful. They gave Max a video tour of the room. It was a pretty large room but the various pieces of bondage furniture made it feel intimate. There was a bench with straps where Max assumed he would be tied down, a st.Andrews cross, chains that hung from the ceiling and the walls were adorned with various tools and gadgets that Max assumed would be used to bring him immense pain and pleasure.

Max chose to wear a latex and leather dress, he’d seen one in a video online and it felt appropriate. It looked a little like a maid costume but it came with a gimp mask, thigh high latex heel boots, and a built in chain collar that could be set to retract and **** him if he pulled a pin out. The mask was not familiar but he decided to bring it with him just in case. Max also wore a metal butt plug with a glass heart on the hilt.

Max arrived early. The club was unassuming on the outside, it looked like a pretty basic sex shop, but once inside it opened into a luxurious lounge area. People were dressed either in bondage gear or fancy clothing with almost nothing in between. The staff all wore fetish themed outfits but were surprisingly modest compared to the club he visited with Tara. One of the staff showed Max to the room. The walls were a dark grey save one which was a light red. The floor was mostly rubber mats that looked like they could be removed by section for cleaning. There was a button on each wall that would call the staff, he was told only to use this if they needed help since it would break privacy. Max sat on the fuzzy couch placed off to the side and admired the various equipment. His stomach turned in knots as he waited for Harry.

Max positioned himself on the couch, crossing his legs to show off his tan thighs and his high boots. He made sure his ass was partially visible and that his profile showed off his curves. Finally a knock came at the door. Harry stepped through carrying a duffel bag. He wore a simple black t shirt and black slacks. Max noticed how toned his arms were without sleeves. He dropped the duffel on the ground and looked at Max without saying anything. His eyes ran over every inch of Max’s body, savoring every detail. He turned and peeked his head out of the door and whispered something to someone on the other side then closed the door behind him.

“Are you ready?”

Max was nervous. “Yes.” He spoke almost formally, unsure of what to do next.

“What’s the safeword?”

“Pineapple.”

“And if you can’t speak whats the safeword?”

Max hesitated.

“If you can’t speak or tap a three pattern you will grunt clearly and in rhythm a three pattern with enough space between to make it clear you are communicating.” He walked over to the wall and removed a large ball gag. He walked over to Max and put it over his head and cinched it tight in his mouth. Max’s jaw stretched to accompany the large red plastic. “Try it now.”

“Mmhmm mhhmm mhmm.” Max grunted through his gag.

“Good. Does all that make sense?”

Max nodded.

“Good.” Harry looked around the room. He walked by the various tools and furniture as if inspecting it for poor craftsmanship. Seemingly satisfied he came back to Max. “You can take out the gag for now.” Max removed the plastic from his mouth, a string of drool linked his lips and the gag until it fell away as he put it in his lap. “How are you feeling?” Harry seemed to relax.

“A little nervous.”

“Thats okay. I’ll walk you through it. Just remember the safewords and we’ll have lots of fun. From this point forward you will address me as ‘master’. Got it?”

“Yes master.” Max felt a little silly.

“Love it. I think we should warm up a little before we get going. Come with me.” Max stood and followed Harry to the chains hanging from the ceiling. He attached a pair of fuzzy cuffs to Max’s wrists and then linked them to the chain. He adjusted the length so that Max’s arms stretched above him and he could stand comfortably on the balls of his feet. His shoulders stretched and the sensation of having his whole body strung up was oddly relaxing. The fuzzy cuffs kept his wrists comfortable and he dangled there in front of Harry awaiting whatever Harry decided to do with him. Harry pulled the gag back up to Max’s mouth and cinched it tight. Max moaned into the gag as Harry’s strong arms encircled his head. Next Harry came up behind Max and began unlacing his dress. He undid Max’s hard work in mere moments and Max’s dress fell at his feet. Underneath Max had on simple black lingerie which Harry left on. Harry walked back around so that Max could see him and approached the wall with all of the tools and what looked like weapons. He paced back and forth along the wall before selecting a while with a dozen little leather teeth. He took it from the wall and approached Max.

“Let’s get warmed up. This one isn’t particularly rough so it will only hurt a little. This will be a test of what you can handle. Remember the safe word.” Max nodded, his stomach still knotted from the nerves. Harry walked a circle around Max’s **** body. He analyzed the places where Max would get the most sensation, looking for exposed skin (of which there was a lot) and soft tissue. Suddenly the air whistled lightly and Max’s thigh lit up with pain. He grunted into the gag and moaned as the pain simmered. Another crack and Max felt the tails strike his ass cheek, it covered almost the entirety of his plump muscle and Max moaned again. The next crack caused Max to flinch as Harry swung hard at his armpit, the tails licking their way violently from his upper ribs to just before his bicep. Max yelped but the gag turned it into a muffled grunt. Harry continued his flogging, picking a new spot every time. Even knowing it was coming, Harry’s choices of where to strike continued to surprise him. His body turned flush as the whip left it’s mark. The stinging pain was building as Harry’s pace quickened, he left less time for Max to recover each time. Max’s breath came in short sharp pulls through his nose and out as he grunted in pain or moaned as the pain subsided. Max’s body danced about, still dangling from his chains. Harry would get the exposed back of Max’s knee and his leg would buckle, the next blow to his arm caused him to twist away.

“It’s been 15 minutes Maxine.” Harry said, landing another blow to Max’s perky ass. He watched as the thin layer of fat rippled and the muscle tensed. Drool spilled out of Max’s mouth as another moan swelled from his lungs. “This has been a wonderful warm up but I think it’s time to start the real game.” Harry crossed to the wall as Max panted, dangling from the ceiling and covered in red lashes. Harry returned with a pair of clamps. He held them up for Max to see, they were vicious little things with sharp little teeth and a chain that linked them. Harry opened and closed one in front of Max and smiled.

“You’re doing well so far. You okay?” Max nodded. The wave of relief after the pain was intoxicating and he had even begun to enjoy the sting of the whip. His lace panties did nothing to conceal his swollen shaft and Harry had obviously noticed this. “Don’t worry, I’ll make sure your little package gets some attention.” Max didn’t know whether to be overjoyed or nervous. Before he could decide his nipple sent a jolt of pain straight to his brain. Harry clamped the other breast as well. The biting, pinching pressure subsided quickly into an ebbing discomfort. Harry returned to the wall. He came back with a small rubber donut. He unclasped the donut and knelt in front of Max. He took Max’s tender sack in his hand and clasped the donut around the hilt, forcing Max’s balls downward and against the thin skin that surrounded them. Max grunted a bit at the pressure but quickly began to enjoy the sensation. It felt restricting but also oddly invigorating. Harry went back to the wall and came back with a small metal ball on a leather leash. He swung it in front of Max and pulled lightly on the clamps chomping down on his nipples. Max attempted to walk towards him but quickly lost traction as his shoulders and elbows became taut.

“Good girl, keep trying, you can almost get there.” Harry teased as the constant swings caused the clamps to tear at Max’s sensitive breasts. Harry released the chain and as Max regained his footing he knelt again and attached the weighted metal ball to the donut. The pressure stretched the sensitive skin downwards and put pressure on the delicate orbs within. Max could feel the pressure in his stomach.

“You have a beautiful little package here, I don’t get to do this with someone born a man very often so forgive me if I get too invested. I’ve never seen such tight little balls, and your dick is oddly pretty. Not to say your small or anything, I’ve seen you please a woman with it but it’s delicate and it makes me want to hurt it a little.” Harry stood and switched out his whip for a thick leather rod. “This is where the safeword starts to matter. I want to hurt you Maxine. Nod if that’s okay.”

Max nodded almost immediately. Everything Harry was doing was sending thrills through his body and he was terrified and excited to see what was next.

Harry tapped the stubby leather club against Max’s thigh. It was lighter than Max had expected and softer but he felt the weight press against his reddened flesh. Harry dragged the club across Max’s ass and around his waist as he circled his victim. He dragged it across his elongated belly and pressed the tip in against his belly button. He raised the club and brought it down on Max’s thigh with a light thud. It was a dull pain, a slow release of pressure, not as sharp or stinging as the whip. It felt like a blow to Max’s bone. It left a dull feeling in his thigh. Harry struck again, this time on his ass. It was a similar pattern to the whip. He tested to see if Max could handle it as he began to get into a rhythm and enjoy himself. He loved watching Max dance as he beat him. The way his limbs twitched and his belly twisted, it was engrossing to watch and with each new jerking motion and each grunt or moan he only wanted more, drunk on the power and the erotic ****. He delivered a particularly harsh blow to Max’s ribs and Max groaned and bent double. His knees came towards his chest and for a moment he hung only by his wrists. As his foot came down Max knocked the weight hanging from his sack and he clenched again, the yank crushing his sensitive orbs for a moment. Tears welled in his eyes. Harry struck again at his ribs, not allowing him to recover. Max bent sideways instinctively but this time remained standing. Harry aimed a kick and struck the weight that was still swinging from Max’s contact and Max let out a low guttural scream. Harry battered Max’s ass with a series of blows leaving long red marks across the tan skin. Harry dropped the club as Max panted and grabbed him by the neck. Max’s eyes were wide as Harry stepped in close to the poor young man. His other hand took hold of the chain and yanked, tearing the clamps from Max’s breasts without warning. Max screamed loudly this time into his gag. Harry felt something warm on his leg and looked down to see that Max had peed a little through his erection, splattering Harry’s slacks. Harry tightened his grip on Max’s throat and bent slightly. He took the weighted sphere in his hand and stood back up. He held Max by his throat in one hand and the sphere taught against it’s leash in the other.

“You ruined my pants. Apologize.”

“Mm fmmfny” Max tried to speak through his gag.

“Unfortunately that’s not enough.” Harry dropped the weight. For a moment Max felt relief as the tension dragging his tenderized scrotum released. The ball hit the peak of it’s fall and dragged Max’s nutsack with it. The skin distended and the donut crushed his glans against the leathery flesh beneath. Max screamed again as the ball felt like it would tear his scrotum clean off his body. The pain redoubled as the ball bounced back up and came down again, his already abused balls taking another few crushing blows from the silicone wrapped around his manhood. Screamed again and then dropped his head as his stomach cramped. He panted and Harry released his ball gag. Max’s jaw ached and he breathed hard trying to weather the pain. His feet were atop eachother and his knees buckled inwards. Harry had broken him in just over 45 minutes.

“How are you doing? Had enough?” Harry sounded disappointed.

Max gathered himself. “Please keep going.” He raised his head and looked at Harry. He looked strong and powerful from this angle and Max didn’t want to disappoint him. The **** was nothing compared to the humiliation of not being enough.

“This is not the worst of it, you’re sure?”

“Please use me sir, break me. I want you to do everything you want even if it breaks my body.” Max was sincere.

“Hmm.” Harry sat back to think as he watched his victims body bruise a little. “I’ll be honest Maxine I’m impressed. I thought for sure you would have broken by now. I’m embarrassed to say I didn’t expect you to last this long. Don’t get me wrong, I’m glad but I have a confession to make. I invited a backup guest.” Max’s heart sank. Harry was bored of him already.

“You want me to go?” Max asked, almost ready to cry.

“Oh god no. Don’t misunderstand Maxine, I am enjoying this immensely. I just assumed that you wouldn’t enjoy it as much as you have. I thought you would need more practice.” Max’s heart lifted. Harry would have done a second date with me?

“I want to keep going.”

“Do you mind if my wife joins us?”

“Your wife?”

“Well ex wife but yah. If you’re uncomfortable I totally understand, I can let her know to leave and we can pick up where we left off.”

“No that’s fine. Is she going to be tied up too?” Max didn’t want to compete with Harry’s wife.

“No, probably not. Unless you want her to be. I think she would enjoy playing with you quite a bit though.”

“It’s my gift to you Harry. Use me how you want. If you want her to join then I do too. I’m just here for your enjoyment.”

“Maxine you’re wonderful, I owe you one.” Harry walked over and kissed Max. He rubbed his stinging tits and groped at his bruised ass. The sensations of Harry’s beatings mads themself known as he fondled him. Max could barely contain himself, he wanted more.

“Hurry, we only have 3 hours left.”

“Don’t worry about that, but you’re right.” Harry went to the door and spoke to someone. Someone passed by the room and peaked into the door to see Max chained up and exposed. They smiled and gawked as Harry finished his conversation. Harry re-entered followed by a woman in a full latex bodysuit with cut outs for her relatively large breasts and her ass and pussy. She wore a gimp mask with a ponytail coming out the top. She full lips and beautiful eyes. She was gorgeous. She also seemed familiar. Max thought it might have been the woman that did the sex show with Anna but that would be an odd coincidence. Maybe she was one of the girls from the holiday party? Her face was covered.

“Maxine, meet my wife. She is experience at this so no need to worry about getting her up to speed. She knows the safewords and has agreed to them.” She stepped forward and brushed Max’s belly. She reached a latex glove up to Max’s face and held his cheeks lightly. She smelled good for someone in a full catsuit.

“Nice to meet you Maxine.” She winked and Max’s blood ran cold.

“Tara?”

“First try, I thought Harry might have beaten you senseless by now.”

“You’re Harry’s ex?”

“It’s complicated.” Harry interjected.

“It is complicated.” Tara said as she walked a circle around Max’s hanging body, poking and prodding at him.

“Did you know the whole time?” Max asked Tara.

“Sweetey, you were supposed to tap out 15 minutes ago. I was just here to have a little fun. I didn’t realize you would enjoy getting the shit beaten out of you.” Tara’s words cut a bit but her tone was apologetic.

“Are we actually friends?” Max asked.

“Were more than that now.” Tara smiled and kissed Max. Her tongue wrestled Max’s into submission. “And while we might be friends out there, I came here to **** some little butt slut so that’s what we’re gunna do.” She groped roughly at Max’s body. “But I hope we can still do leg day on Tuesday.”