In Deep (Part 2) - Matt

It was Friday afternoon, and I had spent most of the day cleaning. I had taken Friday’s off work for a few weeks using some overtime I had collected and I joked that we had not yet found a houseboy, so I’d have to stand in for one. I’d spend the day cleaning our house so we could relax and spend our Saturday mornings under the covers or with a good book rather than cleaning toilets and doing laundry like most couples on Saturdays.

As much as I joked, Sir and I had been together for seven and a half years, and it had become a sort of de facto uniform. When I did chores, I was the houseboy. I typically wore nothing but a jockstrap, pair of assless briefs or trunks, or a thong. If we had a low key weekend to ourselves, that might be the only clothes I wore. Sir had put a lot of effort into moulding me into his boy, making me feel sexy around him and I worshipped his dominance over me. The least I could do was give him some eye candy while I cleaned our house.

Sir worked from home, and while I was dusting in the basement, he came out of his office. “I’ve got an errand to run after work. I’ve got one more call to make, then I’ll go. If we’re lucky we might even have a guest over tonight” he said with a sexy grin, and gave my ass a slap.

“Ok Sir, anything you want me to get ready?” I said enthusiastically.

It was odd Sir had to run an errand, especially one I was not aware of. We had not had anyone over for quite a while, and Sir didn’t usually tell me about other boys he was chatting with online until he was fairly sure they were serious about meeting up. The two must be related. I decided to leave it with an element of mystery, and held off asking about where he was going.

“Get out the bondage table and put it in the main area, but don’t worry about setting it up. We’ll see how things go and take it slow. He’s young, and said he’s curious about hypnosis. I’m in a mood for some ass play, so clean out nice and deep for me. Let’s see if we can get that plug in you this time” his hand still resting on my butt cheek, giving it a firm squeeze.

I had ordered the plug he was referring to online, without really checking the sizing, thinking it was the same size as the one we currently had. Sir likes to have his boys matching, and as we’d been playing more with other subs, I had wanted a second so we’d have a matching pair. It was much larger and the last time Sir had tried to get it in my hole he had been close, but the stretch was too intense for me, even with Sir having taken it slow.

He kissed me quickly and went back into his office. Half an hour later he was on his way out the door and in another quarter of an hour I had finished dinner prep and was getting ready to shower hop in the shower.

–

Steam made the air thick and my phone screen was covered in condensation. It had lit up with a notification while I was towelling off and the little beads of water on the glass glowed and distorted the Lock Screen below them. I was having trouble unlocking it. While I was showering the security camera app had gone off in the driveway. Sure enough, Sir had come back while I had been showering (deep douching takes time) with a bag in his hand and went inside, but then it looked as though he had left again, this time ditching the car and walking.

Upstairs, I pulled on the same red Addicted jockstrap I had been cleaning in. It had two back straps, one that went around the tops of my thighs/base of my ass, framing it, while the other pulled the waist strap down over my hips, grabbing along the curve, calling attention to my ass. It made me feel amazing, while giving Sir easy access to whatever he wanted.

I texted Sir to ask him when he would be back, it was just a little before 6:00 pm.

–

I heard them arrive only few minutes after Sir had responded saying ‘on the way home with the boy’. The stairs creaking as they came down. Sir coming over and sitting beside me.

“I’m Jake, by the way” the wiry boy said as he sat down on the couch, Sir sitting between us both.

I listened as Sir began to talk about how Jake liked to film himself riding dildo’s in his shower, and other kinks we all shared in common and that Jake was curious about hypnosis. He explained to Jake that he only told me about boys once he was certain they were serious as to not get my hopes up. I started to respond, saying it was true, but Sir started to grab my side, applying pressure lightly then firmly, alternating which finger was digging into my side next. I tried to stifle the laugh, but couldn’t help it. Tickling was like my kryptonite.

“Hahaha!” I squealed, pulling away from him. I blushed as Jake smiled at me.

“So do you want to see me put Matt under?”. I had no say in the matter, Sir had directed the question towards Jake. The session had started. He owned me, I was his to control. His eyes locked onto mine and the world slowed. I felt the sharp burn of Sir twisting my nipple and started I to let out a growl of pleasure.

“SLEEP” he commanded.

The world got fuzzy around the edges, and in the moment, conscious Jake was watching, tried to resist his control. A dizzy feeling of falling quickly washed over me, pulling me down. Deep down, and my conscious awareness dissolved into a relaxing emptiness.

–

Sir’s voice slowly carried me back to the room. “Three. Two. One. AWAKE.”. I opened my eyes and was met with inky blackness. I was laying down. I tried to sit up and the chain of my collar immediately pulled tight preventing me from even getting my back more than an inch off of the padded surface. I reached for my collar to feel what it was caught on, the inky black still encasing my head, a hood tightly hugging my face, my skin warm and sweaty beneath it. The sound of chains pulling tight again and pressure on what felt like the padded leather cuffs Sir liked to use for longer term bondage, as the risk of circulation issues or pinched nerves was lower than with chains or handcuffs.

“Mmmhhmph” I tried to speak, asking where I was but Sir had a ball gag in my mouth as well. The hood was neoprene cocksucker hood and had no eyes. I could feel two grommets sat at the base of my nostrils allowing me to breathe through my nose, unobstructed. My chin and mouth was left uncovered by the thick stretchy material, the ball gag framed nicely by the edges of the hood’s opening, showing off how firmly the gag was fastened.

I startled at the feeling of his 5 o’clock shadow against lips as he kissed me roughly though the ball gag. Then as quickly as it started, he pulled away. I heard him spit and moaned deeply into the gag as the taste of his mouth seeped slowly around the soft silicone mouth piece and into mine.

“Stay there boy. I’ll be back for you in a while” gruffly barked into my ear, his voice dampened, but not silenced by the neoprene covering my ears. I could hear his muffled steps as he walked away, him back to the couch where Jake must have been watching from. I could just barely make out the sounds conversation.

My cock grew rock hard as I realized I was tied to the bondage table, but having no real recollection of how I got there. I remembered getting out the massage table we had rigged up with chains and attachment points earlier this afternoon, but that was my only memory of the table today. My cock twitched again. So fucking hot. I was securely stored on the opposite side of the basement living area, completely exposed and helpless, my mind left to wander, trying to anticipate all the ways I would be used and abused tonight.