First-Time Slave

by S Ryan

6 Dec 2021 15239 readers Score 9.3 (146 votes) PDF Mobi ePub Txt


Hey guys, While this is technically a separate story, it happens about a month after the previous one First time Orgy Slut. So head on there first if you want to start from the beginning. Anyway, hope you guys enjoy!


It was exactly 9:05PM on a Friday night when I knocked on the door, which was along a dimly lit alley on the side of a non-descript 4-storey building downtown. The old incandescent bulb overhead which barely illuminated the entrance flickered every 3- 4 seconds giving it this seedy vibe. I was standing outside in a hoodie, skinny jeans and sneakers and had with me a small backpack with a water bottle, spare shirt and towel.  I thought for a second that maybe I wasn’t ready for what I had signed up for but before I could entertain that line of thought, the slit in the door opened up.

“Name?” the voice asked through the opening.

“Sean.” I replied.

“You’re on time. Good to know you can follow orders.”

I gave out a nervous chuckle as the slit slammed shut and I heard the door being unlocked.  It sounded like there were at least 3 deadbolts on that door – ‘seems like a secure place’ I remember thinking to myself.  When it opened a few moments later, a large black guy who was built like a bouncer motioned me to enter. 

I took a deep breath and stepped in.

This all started about 3 weeks ago after I got the invite over Grindr.  I was sent 4 photos of guys fully naked on all fours, each wearing a leather collar and leash held by someone out of frame.  I recognized 2 of the boys in the photos from the orgy I attended a little over a month prior – David and Joel.  David was a 23yo Asian twink who could have probably passed for a 15yo. He was 5’6”, nice smooth skin and a real tight ass.  Joel on the other hand was someone I met as an underclassman in high school 2 years ago. He’s currently a senior and captain of the soccer team. Very much toned, he had a nicely shaped 6” cock on him. In the photo, David was clearly hard while Joel had the unmistakable mark of precum leaking from his cock.  The other 2 guys who I would eventually meet were Malik, a 24yo slim African American with a nice thick 7” cock and Shawn, a Korean 20yo International Student who apparently goes to the same University as I do – slim-med build but had the smoothest skin I’ve ever seen.

I was pretty much slack-jawed looking at the photos when a fifth came in: It was the same setting, same platform but instead of a boy, it was just the leather collar, leash and blindfold on top of it.  Beside all that was a name card that read “Sean.”

The message that immediately followed simply asked “You in?”

I got rock hard immediately as I read that, especially after seeing the previous 4 photos they sent me.  I had wanted to immediately reply “absolutely” but my brain had so many questions – what’s this all about? Is this safe? How did they choose to invite me? – all these questions rattled around in my head as I adjusted my cock through my jeans as I hurried back to my place so I could jerk off.

I consider myself lucky that although my High School and University are just like half an hour away from each other, my folks allowed me to move out of the house and stay at my own place.  It’s not fancy or anything, just a 300 square foot studio apartment but it’s near enough campus that I can be in class within 15 minutes of rolling out of bed. As I opened the door, I started to strip while checking out the photos I was just sent. I was about to start jerking off when I realized that I hadn’t replied yet to the last message.

I took a deep breath, moved over to my bed and typed out a quick “I’m interested, but I have some questions” before sending it.

“We don’t generally answer questions. You were recommended and I believe you know some of those in the photos we sent.  Either you’re in or not.  If you choose to decline, we won’t send another invite.” the reply came quickly.

I was honestly thinking about backing out at this point.  I mean, what if it wasn’t safe.  But my horniness got the better of me and I was already rock hard and dripping precum so I replied a quick “Yes, I’m in.”

“Good. It’s over a full weekend and we’ll send you an address and time. Be there on time. There will be a brief explanation once you arrive and that will serve as your last chance to decline.”

That got me really hard and it wasn’t long before I was cumming.  After cleaning up, I hoped on my computer and typed in the address they sent over.  It seemed like an ordinary building and was fairly near Stranded Records, this vinyl record store I swing by every now and then, so at least I wouldn’t get lost finding my way there.

My mind was racing on what I just got myself into but since I already said yes, I was determined to stick to it (at least for now). Since it was apparently going to be a whole weekend – the instructions said that I shouldn’t expect to be able to leave until around 11:00PM on Sunday, I had to rearrange my schedule since I had a catch-up with some friends planned on Saturday that week and a couple of other things I had to move (like laundry and helping out a friend assemble some furniture).

In the following days, I couldn’t really think about anything else.  It was even worse than waiting for that orgy about a month ago.  Can’t say I really paid attention in class and although I did submit my papers and coursework on time, the only thing that was really in my head was what I had agreed to get myself into.  I hit the gym on campus every other day (although it didn’t really do much for me physically as I was pretty much the same) as well as getting in some stuff early as well since I apparently wasn’t going to be doing any studying over that weekend.

The final week felt like forever with myself practically counting down the minutes.

When Friday finally rolled around, I was honestly a bit of a mess and thought about skipping class had it not been for a presentation I had that morning, which thankfully I got through without much grief.  Classes ended around noon so I spent the rest of the afternoon in my apartment thinking about what to bring as well as getting shaved. I reckon someone must’ve liked what they saw in that orgy I attended which probably resulted in getting this invite so I might as well prepare like the last time.

I spent about an hour and a half in the shower, shaving and cleaning up.  I even went the extra step of cutting my nails and all that.  I left my place around 7:30 and got to the area around 30 minutes later.  I was initially planning to hang out at the vinyl store but I completely forgot it closes at 6:00PM so I literally spent the next hour walking the block around the building trying to get more familiar with the area.  The building where I was supposed to go looked like any other building from the front with the only real difference being that it was adjacent to an alley and had a side entrance.

As I was expected to be there by 9:05, I stopped outside the door by 9:00 under a flickering light and literally watched my phone as each minute passed and as soon as it hit 9:05, I knocked.

It was almost pitch black after being ushered inside.  The man who answered the door flicked on a switch a set of dim lights turned on illuminating a wooden staircase in front of me. “Just follow the lights to the room with a black door and knock” he said.  I was about to open my mouth to ask if I should look for someone in particular but before anything could escape my mouth the man said “No questions boy! Just follow the lights up there.”  I quickly shut my mouth and made my way up the stairs.

Some of the steps creaked as I passed and when I was almost at the top I heard the man on his phone say “Yeah he’s here, Sean. No, he was right on time. He’s on his way up now.”

On the 2nd level, I easily found the black door at the end of the hallway. It felt ominous and I was a bit apprehensive about going forward but turning back at this point wasn’t really an option. Besides, what would I say to the large man who let me in?  Either way, I remember I was told I’d have a chance to back out.  Anyway, I took a deep breath, swallowed and knocked at the door.

As soon as I gave it a knock, the door swung open and I was greeted by this tall rusty-blond haired well-dressed man probably in his mid-late 40’s who greeted me with a large warm smile.

“Oh hey there Sean, I’m Miles. Come in, come in.”

“Uh… hi, I’m Sean… well, yeah you knew that already.” I stammered.

The room was quite cozy. A bit small but was fashioned like a 40s Study with hardwood floors, a large Persian run, walls which were all bookshelves lined with hardbound books and 2 chairs and a small table in the middle.  He gestured me to sit and I quickly sank in the comfortable chair while putting my bag down beside me.   I was thinking maybe I should say something, but Miles just calmly put his hand up and started explaining.

“Now Sean, you look like a smart lad, I’m sure you can tell that this is a pretty special invite-only thing and as such, we’re a bit picky about who we choose.  It seems you got a pretty glowing recommendation from someone which is why we got in touch.”

“Uh, thanks Miles. Who was it that recommended me?”

“Well, I don’t personally know. And to be honest, even if I did, I probably wouldn’t say but suffice it to say that someone, let’s just say, ‘saw you in action’ and said you have potential.”

“Do you want some water?” He followed and motioned to a pitcher of ice-cold water with mint and lemon slices.

“Sure, looks real fancy.” I said as Miles just smiled as he poured me a glass and handed it to me.

“Okay, now let’s get down to it.” Miles started.

He started by a brief history of the group about how it started with a couple of friends who got together by first just renting an apartment where they could have some fun inviting other guys to join in.  During the 2007-08 financial crash, they were able to pool enough money to actually buy the whole building where they now rent out the lower floors while keeping the upper floors for these parties.

Miles explained how the weekend was generally supposed to go. If I agree, I would essentially have to do what I’m told.  He said that they wouldn’t do anything that would hurt or injure me although I would likely feel some discomfort at times.  They would provide me with a safe word that if I use, Miles would make sure that I’d be taken care of and brought home although I would not be getting another invite. He said that based on the recommendation, he was confident that I wouldn’t have a problem with anything that was to happen.  As he seemed very calm about it, I was put at ease and half-jokingly asked if I had to sign anything.  He chuckled a bit but firmly said that it wasn’t necessary as they were actually recording us already.

I gave out a light nervous chuckle and asked if I should expect to be recorded throughout the weekend.  He said that everything that happens here is being recoded but it’s not like they post it online or anything. It’s just for the members and is only viewable within the premises. He reassured me that a lot of guys worry about that but so far there has not been any incident about anything getting out.

“So Sean, this is it.  If you want to back out, now’s the time to say so.”

“Okay, I’m in.” I replied.

Miles gave a smile but raised an eyebrow sort of saying that I was missing something.

After a couple of seconds, I realized it, straightened up and said “Yes I’m in, sir.”

Miles look pleased.

“Very good! Several members who heard about you were hoping you’d be joining. This way.”

“Yes sir.” I replied.

Miles led me to one of the walls of the small room where he pushed on the bookshelf to show that it was really just a hidden swing door that led to another room.  As I was walking through, I started developing a light sweat and started feeling just a wee bit woozy.  Miles caught onto that like he was expecting it and said “Don’t worry Sean, we spiked the water. Had you said no, we would have taken you to a car that would drop you off wherever you wanted once you wake up. But since you said yes, just relax and enjoy.”

If it were any other circumstance, I probably would have been scared shitless, but Miles had this aura about him that made it feel reassuring… a sort of like a family doctor vibe… I wondered if he was perhaps an actual doctor.

Anyway, under his suggestion, I just leaned into the wooziness and started feeling loose and relaxed.

As I looked up, I realized that was in the room where they took the photos of Joel, David, Malik and Shawn.  There was a platform in the middle with a spotlight on it from overhead and a tripod in front with a rather expensive looking camera on it.  Miles then walked over next to the platform, picked up the leather collar, which was attached to a chain leash then ordered “Okay Sean, strip.”

“Yes sir.” I heard myself saying.  I was a bit woozy but getting really hard.

I started peeling off my clothes and dropping them on the floor. Miles picked them up along with my bag and put them in one of the cabinets at the back of the room.

“You won’t be needing any of those over the weekend” he said and as he was approaching me he said in a sterner tone “On your knees boy.”

I complied and knelt with my face right in front of his crotch. He slowly angled my face up so I was looking at him while he put the leather collar around my neck and fastened it.  He then led me towards the platform where he ordered me on all fours

“We typically shave our slaves but seeing as you’ve come prepared, you should be rewarded.”

And with that he undid his zipper and exposed his fat 8” cock.  I opened my mouth and he slowly put both his hands behind my head and started pushing me towards it.  I wasn’t sure if it was being woozy (I later learned it was a light amount of GHB they spiked my water with) but my lips instantly wrapped around his cock and it felt amazing as I let him thrust it in and out of my mouth.

I thought he would cum in my mouth but he instead pulled out saying “that’s enough for now.  We’ll want you begging for it later.”

“Yes sir.” I eagerly replied as he led me towards the platform when I got on all fours as he put a blindfold on me.

I heard about a dozen or so clicks as I knew I was being photographed just like the other 4 guys whose photos I was sent over with the invite.  I assume that they’d use mine in the future when they’d be inviting other new boys to join.

After what seemed like 20mts or so I felt a yank on my collar.  Miles asked me to remove my blindfold and I was given a leather jockstrap and bulldog harness to wear.  I put them on and I have to admit that I felt really sexy in them. The jockstrap was fairly tight but gripped me in a way that perked up my ass.

As soon as I put them on, Miles led me through the door at the end of the room which led into a hallway with another room at the end.

When we entered the room, it felt just like the first one I had entered with the hardwood floors and a light smell of teak. We were behind this massive black curtain and I was told to wait there.  I could hear people on the other side of it talking and wondered how many people were there. Miles stepped beyond the curtain and got everyone’s attention.

“Good evening everyone. I hope everyone is nice and relaxed. As you know we have someone new tonight. I’m sure most of you saw the announcement earlier in the week and I’m happy to say he’s agreed to join us.  He’ll be here for the whole weekend along with the other four already here so feel free to get to know him, remember the rules and enjoy.”

With that I heard a pulley screech as the large curtains in front of me drew open. It was a pretty well-furnished lounge room with lots of leather chairs, wooden tables and a bar at the far end of the room.  The large windows facing the street were curtained up and the lights had a warm glow to them.  There were about two dozen or so older guys there. Most were dressed in suits while a few were in stylish casual wear. Scattered in the middle of some of the clusters of chairs were bench/tables with chains which I assume were to be used on guys like myself.  I immediately spotted Joel strapped to a pillory on the floor (well there was a mat) with his ass in the air while someone fingered his ass.  He was pretty much wearing the same thing I was but his leather jockstrap had been removed and stuffed in his mouth while his cock leaked precum. Malik was in another part of the room hands chained apart and a leg spaced on his ankles so that he was standing spread eagle. His 7” cock was out and he was clearly being edged by a couple of the other guys there while blindfolded.  I wasn’t immediately able to spot David or Shawn but I’m pretty sure they were in a similar situation.

I slowly walked forward with Miles holding the chain leash to my collar. He was handed a sharpie and wrote Newbie on my upper left chest right above the bull harness.

“On all fours boy” Miles ordered.

“Yes sir” I complied and got on all fours.

While I was staring at Miles, I could feel quite the buzz going on in my head with the GHB. It wasn’t too bad but intense enough that I knew I would likely be very compliant to any order I was given. I didn’t notice that one of the men seated got up on the stage and start fingering me.  I gave a light moan which clearly pleased Miles and he said “As this is your first time, we’ll save your ass for later. In the meantime…” … then a buttplug was slowly pushed in my ass until it plopped in place after.  It felt massive and that got my hard cock precumming.

“Do you like that boy?” Miles asked.

“Mmhmm” I said.

Miles started to look a bit impatient.

I straightened up a bit and said “Yes sir, I love it in my ass sir.” I said

“Good.” Miles said clearly pleased that I remembered how to reply for the weekend to come.

Miles then handed my chain over to someone who led me to one of the sides where there was a black steel setup that locked me in an all-fours position. I was thankful that it was on one of those thick padded rubber mats so my knees wouldn’t hurt but my neck was locked in a steel round ring so I couldn’t really move.  At first most of the guys would walk by me caressing my nipples making me even harder.  Some would walk up to me, introduce themselves and ask if I was enjoying myself so which I would reply “yes sir, very much sir.” A couple of them would lean down and kiss me before undoing their pants and shoving their cocks in my mouth.  I sucked as best as I could but most of them pulled out before I was able to make them cum.  They said something about the newbie not getting any cum in him until after he’s been popped which I assume meant that someone was going to fuck my ass first before I could get to have any cum down my throat.

I must have sucked about 10 guys when finally saw Shawn and David. They looked pretty tired but eager and were both being led by their collars by this one guy in a grey suit.  They walked past me and David gave me a naughty wink.  I winked back and watched as they were led to one of the couches and on the table in the middle told to face ass to ass to each other.  The man in the gray suit then got a double sided dildo that must’ve been at least 11” on each side and positioned it in their asses. The first few inches went in but I could see their faces squirm as more was pushed in.

“Whoever gets more of it in them will get to rest first” the man in the gray suit said.

With that I could see both Shawn and David try to push against each other.   You could tell that Shawn was much looser by this time since when David pushed back trying to fuck himself deeper, Shawn’s ass would take in just a bit more.  The small crowd around them was cheering them on and in about 5 minutes of the two of them fucking each other with a dildo, Shawn had gotten most of the 11” in him and was declared the victor.

The dildo was quickly removed with an audible pop and Shawn was led to sit down on one of the couches next to the man in the gray suit.  One of the other guys handed him a drink, which I gather was a gin and tonic.  Shawn seemed tired but extremely pleased with himself and when he saw me looking, gave me a quick nod.  For losing, David was led in front of me and placed in a similar restraint as I was facing each other.

Our faces were about 4 feet apart when David was strapped in. He was breathing a bit deeply as he looked up at me and managed a “Hey Sean, fancy seeing you here.” “I couldn’t let you guys have all the fun” I fired back.  Before he could reply, someone came up behind him and shoved a butt plug similar to mine up his ass.  David whimpered as I’m sure it felt massive for his smaller 5’6” frame.  I could tell that he’d already been fucked several times that night as there was what was clearly died cum trailing from his ass down both his legs.  We were held in place like that for what was about half an hour or so with the older men coming up and having us suck them.  I was a bit jealous that David, apparently not being a newbie, was allowed to suck the masters who came up until they came. Two of them came down his throat while another 3 opted to spray their seed all over his face making him look really hot. His slim Asian frame looked like he was meant to be a slave.

While sucking, I could hear that Joel being fucked pretty hard and Malik was still being edged – Malik in particular, was rather loud almost pleading to be able to cum.  After what seemed like an eternity (but was only apparently 15 minutes or so), I heard the sounds die down.  My head was still a bit woozy but I was very willing to do what was ordered of me.  Miles then stepped in between myself and David and got everybody’s attention.

“I hope everyone has sampled what we have in store this weekend so for those who want to come back tomorrow or Sunday, just leave your names with Julian on your way out.”

He then made his way behind me caressing my ass.  I tensed up a bit as he ran his fingers over one cheek then the other.

“As you all know, the newbie always gets some special attention at the close of the first night. You’ve all helped nicely with edging our slave over there and I think it’s time we reward him with our newbie.”

Miles then put his hand of the base of my butt plug and started to twist it ever so slowly.

“So how about it boy, are you ready for a cock up this hot ass of yours?”

“Yes sir!” I replied.

“Well then, beg for it boy.”

This made me really hard.  I've never been in a position like this before and all I could think of was how much I wanted to be fucked so with that I pleaded “Please sir, I really want a cock in my ass.”

“Well, It looks like he’s ready!” Miles declared while motioning for some of the guys to unchain Malik.

Malik look a bit tired being strung up but his 7” cock was rock hard being edged over and over again the whole night.  Being the newbie I entered the room around 10:30PM and I later learned that the other 4 slaves had been here servicing masters since 6.

As Malik approached, Miles asked if he was ready to cum to which Malik blurted out a most enthusiastic “Yes Sir!!!”

With that, Miles pulled the butt plug out of my ass in one quick motion.  Having had it for a little over 2 hours now, when it was removed, I felt that something was missing so much so that I pleaded “Please sir, I want to be fucked.”

Malik seemed more than willing to oblige and with everyone else pretty much telling him ‘go for it’, Malik grabbed the back of my harness and proceeded to ram his cock in my ass.  At first, I felt relieved that my ass was filled again but I wasn’t particularly ready for just how big and wide his black cock was.  With each thrust, I felt a little precum leak out of me. I guess the edging on him took its toll since after about a dozen or so thrusts deep in my ass, I could feel his cock pulsing as he deposited a huge load up my ass.  When he pulled out, I could feel some of his cum leak out of my ass to applause from most of the men watching.  I felt something on my back and realized that Miles had marked a “I” on my back with the sharpie.

After Malik came, he stood up and said “thank you sir” to Miles and then he was led over the couch where Shawn was sitting being fondled by a couple of other guys and handed a drink as well.  David by this time was also busy with Joel, who had been let out of the pillory and was fucking David until he too unloaded in the Asian boy’s ass.

After Joel came, he too was led to the couch to get some rest.  David was then let out of his restraint and ordered to stand in front of me.  The masters stripped off his leather jockstrap so his cock was sticking out.  David’s cock was a good size for his frame and once standing hard in front of me, one of the masters ordered me to open my mouth and suck him.

I eagerly complied taking his cock in my mouth and sucking while I felt someone position themselves behind me and start fucking my already cum-leaking hole.

David must have really enjoyed my sucking as he was cumming in no time.  Miles then came over and put a blindfold on me. I assume David was also led to rest while I was being pounded from behind.  When the one fucking me came, I felt another “I” being marked on my back.  I then heard a voice asking “what do you want slave?” to which I replied “a cock up my ass sir please.”

The blindfold along with the increasing effects of the GHB really got to me by this point. My senses were heightened without being able to see and my brain was swirling around quite a bit.  I wasn’t sure how many of the masters fucked me but I do remember always being asked what I want and myself always replying “a cock up my ass sir please.”  I’d feel the familiar sharpie on my back and by the time my blindfold was removed, there was only Miles and 2 other masters left – the man in the gray suit and another man in a stylish leather jacket and jeans.  I was the only slave left in the room and they let me out of the restraint. The man in the gray suit commented “11, not bad for your first night” motioning to my back indicating that I had taken 11 loads up my now-sore ass that night.

“We’ll see you tomorrow.” They said as they proceeded to the exit.

Miles handed me a glass of water and after I gulped it all down he said, “follow me.”

I stood up, still a bit wobbly and replied “yes sir” as he took the chain attached to my collar and led me back out into the hallway up another flight of stairs and into a room which was a converted 1 bedroom apartment.  It was designed in leather and wood and was padded on all sides so much that it seemed like I could literally just fall asleep anywhere.  There was a sink and toilet (no shower) on the side and a table with water and some food, mainly sandwiches.  As soon as I was inside, the door closed behind me and I heard a definite lock.

I was startled when out of the bedroom I heard a “Hey Sean, how was your first night?”

It was Joel, looking hot as ever, still in his leather bulldog harness and jockstrap.

“Holy shit man, you scared the shit out of me.” I blurted out

“Careful, with the fucking you were taking when we were led out it’s probably all cum that’s coming out of that ass of yours.”  We both laughed as he motioned me to join him.

Inside the bedroom, which was literally just one huge custom mattress I found Shawn, David and Malik all sprawled around taking a breather and still in their harnesses.  Being so tired, I just flopped down next to them and they said hello mostly with a quick kiss as Malik and Shawn introduced themselves.  David, turned me over and saw my 11 and said “11! Not bad, but I got 14 on my first night” he proudly declared. “I only got 9” Joel followed, and we all chuckled a bit.

“You hungry?” Malik asked “There’s a couple of cheese sandwiches on the table outside next to the cabinets where you’ll find your stuff.

“Nah, I’m good” I replied back, adding “Man, that was intense, my ass is pretty sore.”

David then came up and gave me a hug while saying “Well, you seemed to take it like a champ tonight but wait until tomorrow.”

End of Part 1