This is one of my earlier stories and it shows, it lacks some of the depth and preparation I was able to create later, but if you suspend your credibility just a little I think it is a decent read. It does contain a fair bit of humiliation and violence so be warned.
Usual copyright rules apply and, as usual, comments are welcome.
MY APPRENTICESHIP
Chapter One
It happened many years ago, but I have never forgotten what happened to me, the hardest, horniest, 5 weeks of my life.
It was 1968, I was a quiet, shy lad transferred to London for a 6-month training course in my firm's head office. I was having a great time in "Swinging London" seeing the new groups of the time, visiting clubs and dressing in the latest "Gear". My hair was getting quite long (nearly shoulder-length); my hipsters were getting lower and my flairs wider. I thought I was God's gift. I was also discovering the delights of the Gay scene, something that didn't exist at home.
One night I went up the West End to see a group who were making a name for themselves and I was having a great time, on my second pint, feeling good. Suddenly two straight guys started to pick on me, giving me a really hard time. I knew I was in for a beating and there was nothing I could do to stop it, when this skinhead stepped in between us. "Two against one don't seen fair to me," he said, "so why don't we make it a little more even". As he said this he slipped three large rings onto his right hand. The two guys looked, muttered and backed off, but one looked at me and I knew I would have to face them later.
"I'm really grateful", I said. "Let me buy you a pint or something". "Or something sounds tempting, but its OK, thanks. My name is Mick, who are you?" "David", I said, looking at him properly for the first time. He was pure skinhead, 6" tall, about 12 stones of firm muscular meat, cropped hair (we called it a suede cut then) bleached 501s with braces, and boots half way up his legs. Just the type to scare me to death, although I had always found the look very sexy.
"OK, Dave" he said, "Good to meet you" No one ever called me 'Dave' but I sure as hell wasn't going to pull him up on it.
"I hate to be a nuisance" I stuttered, "But I have to leave soon and I know those two will be waiting for me outside, will you walk me down to the Underground?"
"What's in it for me?" he asked. "Anything you want," I said, without thinking for a second what 'Anything' could mean.
"OK, get in the toilet, I'll be in behind you," he said. I was terrified. I didn't do sex in toilets, I didn't do sex with rough skinheads but I was desperate, so I walked into the toilet with shaking legs (and a slight tremor in my dick)
Mick followed me into the toilet and I put my hand on his packet, but he pushed me away, saying "Fuck off, that's not why we are in here. Drop your strides (trousers). I was confused but did as ordered. "Here's the deal, I am going to write my name across your arse and while I can still read it, it and you belong to me. Is it a deal? I better warn you, you are cute and have a nice arse but you are too pretty for me, I'm going to have to change how you look. You will get lots of hard sex, more than you want, probably, but at the end you will be a lot sexier than you are now and you won't be permanently damaged in any way".
I was scared, in fact I was terrified but both the thought of the two gorillas waiting outside and the growing hard-on in my trousers made my mind up for me. I bent over and said, "Sign your name". Instead he slapped my arse hard and said "In future you say 'Sir' when you talk to me". As he did this some guys walked into the toilet and stared. I blushed furiously and said "Yes, Sir" He took a marker pen from his pocket (Shit, it was going to take longer to wear off than I thought) and started to write his name on my right cheek. "This is to certify that this arse belongs to me until further notice" he said to the growing number of guys standing watching. "Now get yourself dressed and follow me" he said and walked away, leaving me struggling to pull up my trousers, squeeze past the grinning crowd and run after him.
He took me back to his flat and walked me through to the bedroom. As we passed the kitchen he sad "There is a sink full of dirty dishes in there, clean them before you leave". Was this what he wanted me for? A cleaner? Suddenly he grabbed me by the hair and said, "I told you you are too pretty, this will have to go. Strip."
I took of my clothes as he spread some papers over the floor then fetched some clippers from a drawer. "I'll break you in easily" he said, "We'll start at a No.2". Before I could say anything he pulled my head forward and started to run the clippers up my neck and over my head. I started to cry, partly from fear, partly from embarrassment and when he heard me sob he grabbed my chin, pulled my face up and slapped me.
"SHUT THAT UP" he shouted then continued shearing me until my hair was down to a regulation No.2 cut. He then grabbed my armpits and pulled me to my feet. He went down on his knees, and for one stupid second I thought he was going to suck my cock, but he removed the comb from the clippers and started to shave my balls and cock. When he had made me bald he told me to turn. I hesitated, unsure what was to happen next. That earned me another smack across my arse, which he then shaved as well. "That is close enough for now", he said, "Tomorrow you will shave your arse and pubes properly before you come to me. If ever I feel any sign of stubble on your cock, balls or arse I will take a belt to you, do you understand?" "Yes, SIR" I said through my silent sobs, "What ever you say, SIR". There was no denying, I was terrified, sore, more naked than I had felt in years, but I had never felt so turned on in my life.
"OK, You're ready" he said. "Get on the bed and spread them cheeks". I lay down on my face and opened my legs as wide as I could then grabbed my arse cheeks and pulled them apart. I heard him remove his clothes and looking back I saw his dick for the first time, about 7" uncut and really thick. The shaft was about 6" in circumference, slightly more at the base. He pulled on himself a few times then knelt between my legs, spat on his hand and smeared it on my arse. "Excuse me, Sir" I said quietly, "I can only take it if you use lubrication, I haven't done this much before" I thought I might get smacked again for speaking but he just smiled at me and said "That was the old Dave, the new Dave will take it raw". Before I could say anything he presented his cock-head at my arse and pushed. I tried to open up as someone had shown me by pushing back on him, at the same time burying my face into the pillow to stifle any noise I might make. He got the head in then waited a moment, thank Fuck, before pushing on. He had about 4" in before he started to withdraw to the head then pushed in until I had all 7". I had taken 7" before, but never anything near as thick as this. My arse was on fire, my innards screaming in pain. I thought I might pass out at one stage. Maybe I should just have taken the beating from the gorillas, it couldn't have been worse than this. Then something strange happened, through the pain, the terror, I realised I had a raging hard-on and was near to shooting a load. Mick ploughed on driving harder and harder. As my back arched and I raised my head backwards he put his hand round my waist and grabbed my dick. That did it. My dick swelled, my arse contracted and I started spitting load after load of cum. At the same time I felt Mick's cock thicken then his cum started hitting my insides.
He fell against me and lay there for several minutes; in fact I thought he might have fallen asleep. Suddenly he pulled his semi hard cock out of my arse and said, "Go home, be back here at 7 pm tomorrow, don't forget the dishes before you go", and pulling back the bedclothes, he crawled into bed and switched the lamp off.
Chapter Two
I looked in the kitchen; it hadn't been cleaned for weeks by the look of it. The dishes were piled high, covered in grease and smelling. The ones at the bottom looked like they had been there for a week at least, it took me 45 minutes to wash and dry them before I left.
Walking home, my arse burning, his spunk running down my legs I felt really sorry for myself. The trousers I was wearing were nearly new and had cost nearly a week's wages. They were mohair and they were ruined. I wished to God I hadn't agreed to his 'Deal', and then I realised. He didn't know my surname, where I lived or where I worked. I didn't have to go back. With a renewed spring in my step and ignoring the raw pain in my arse I hurried home. I lay in bed feeling sorry for myself and going over my ordeal in my head, and as I did I got a hard-on. The more fear and disgust I felt the harder I got until I realised that I would go back tomorrow, no matter how afraid I was.
Next morning I went to work and immediately got questioned about my new haircut, I lied and said I had been decorating a friend's flat and got paint through my hair. At 5 o'clock I hurried home. I showered and shaved, then I lathered up and shaved all around my cock and balls. Next was my arse, much more difficult. I started off using a mirror but finally found it easier to shave purely by touch. I got dressed in a pair of jeans (flairs, the only kind I had) and a tee-shirt and hurried to Mick's flat.
When I got there a note was pinned to the door telling me to go in. Inside was a second note telling me to clean the kitchen and bedroom before he got in at 8 o'clock. I was sweating with the effort, but I was just finishing the bed when he walked in. He grabbed me and pulled me to him and then he said, "You fucking stink, get washed, then come back to me. I went into the bathroom and turned on the shower. No hot water! I had used it all up cleaning, so I had to shower with cold water. I dried myself off and went into the bedroom and stood in front of him: he ran his hand over my cock and balls then turned me and felt between my arse cheeks. He turned me again, smiled and said "Good boy" I felt really great, I had pleased Mick.
He kept his left hand on my arse while he ran his right hand over my body. He stopped and tweaked my nipples; just enough to make them hard and then he kissed me. Not a romantic kiss like I was used to, but a hard, passionate kiss that felt as if my lips would be black and blue. His tongue in my mouth felt harder than some cocks I had sucked and seemed to reach down my throat. When I tentatively pushed my tongue forward he sucked on it til I thought he would rip it out of my mouth. At the same time he had dropped his hand and was holding me dick and squeezing it. Not painfully just enough to restrict the blood flow making me even harder.
He took a half step back and put his hand on my shoulder pushing me to my knees and pushed his crotch into my face. I licked and nibbled on his big bulge until his jeans were soaked in my spit. I tried to pull his zip down with my hand but he pushed it away. Eventually I realised what I should do, I grabbed the flipper of his zip with my teeth and pulled his zip down until his big thick dick escaped and slid into my mouth. I worked his foreskin back and forth a few times getting my tongue inside the foreskin and swirling around his head. He put his hands on the back of my head and pushed into me hitting the back of my throat. As I gagged he went further in until his dick head was in my throat. I was choking and gasping but he kept pulling back and sticking it back in until my throat got used to it and I could take his whole dick in my mouth. All the time I was doing this I was wanking on my own meat until he pulled my hands up and told me to stop.
After about 10 minutes of sucking on his meat he pulled out of my mouth, grabbed my shoulders and pushed me onto the bad. He took off his clothes, grabbed my ankles and raised them over my head. He rubbed his dick, covered in pre-cum and my spit, around my hole a few times then leaned right into me. Despite being sore from last night, it slipped in more easily this time and he went all the way first time. He slapped my hand away from my dick and with one hand he squeezed my balls while the other hand pulled and squeezed on my nipples.
As he pounded my arse he kept staring into my eyes, a look of domination, lust and pleasure. Every time I looked as if I might come, he pulled on my balls to hold me back. Every time I thought he would come he stopped and waited before continuing. He fucked me for over 30 minutes like this, then he speeded up and I knew this was it. He hammered his dick into my arse, which now felt almost numb until I felt his cock swell until it erupted inside of me. At the same time my cock exploded spewing my spunk all over both of us. It splashed over my tits and even on my face. When Mick stopped thrusting he leaned forward and licked my spunk off my body and off my face before kissing me again and passing my juice back into my mouth before sucking it back and swallowing.
He pulled his dick out of my arse, wiped it on my cheeks and said "Go home, be back here 7pm tomorrow, bring your stuff, you're moving in"
Chapter Three
The following evening, I packed three bags and hurried round to Mick's flat. This time he was waiting for me, looking sexier than ever. By now all I wanted to do was be with him. He took my bags and carried the through to the bedroom. Without asking, he began to unpack my gear: anything I required for work, suits, shirts etc were put on coat hangers and hung in the wardrobe, anything 'Casual' or'Dressy'was rolled up and thrown back in the bag. "You won't be wearing any of that poofy shit," he said.
He opened a bag and took out a pair of dark blue jeans. "Put these on," he said, but when I did they were too big for me. "Perfect, now run a hot bath and get in.". Mystified, I went into the bathroom and ran a full tub of water and climbed in.
"How long do I stay in here?" I asked, then, remembering whom I was talking to, quickly added "Sir." "Until I tell you to get out" Mick replied then walked away and left me. I sat there for over an hour, while the water cooled then turned cold. I wondered if he had forgotten, or fallen asleep or something. I was getting a bit worried but scared to disobey and get out when Mick came in and said "Stand up, let me take a look". My legs were really weak with the cold and lack of movement but I managed to get to my feet. As he looked me up and down, I realised that the jeans that were too big had shrunk to fit my body, moulding themselves perfectly around my arse and packet. "Perfect, you can get out and take them off. Get dried and get your arse in here, you have more work to do" he ordered.
In the sitting room was a brand new pair of Doc Marten boots, along with another, worn pair of his own. Using his own to demonstrate, Mick showed me the correct way to polish them to a high shine. When I had finished to his satisfaction, he looked at me firmly and said, "From now on, you will make sure that your boots look as good as that every time you wear them. You will also be responsible for polishing my boots to the same standard. If ever I find your boots in an unsatisfactory state, I'll give you a slapping you will remember, and if mine aren't perfect, I'll beat the living shit out of you, understand?" "Yes, Sir, I promise I'll give them my best efforts", I said. "Well, you better pray that your best meets my standards," he said. "Tomorrow, you take the jeans down the laundrette and bleach them, no way do you fuck up my washing machine. Time for the bedroom, I think.
He stood up and grabbed my wrist and led me through to the bedroom. Pulling off his tee-shirt, he pulled me to him and kissed me; not hard and severe like last night, but more passionately. He looked back at me and said "Don't look for praise from me, 'cos usually you'll be disappointed, but I want you to know that I'm pleased with you. You have done everything I've asked, you've been willing to learn and keen to please, and besides, you're a great fuck."
He dropped his jeans (he never seemed to wear underwear), stepped out of them and pushed me so that we fell onto the bed together. He held my face in his hands and kissed me again then asked me "How does your arse feel, honestly" I was frightened that if I said it was sore he wouldn't fuck me, but I knew I had to be truthful, so I said "It feels quite raw, Sir, but I'm sure I can take more training." He pulled a pillow down the bed and turned me over so that the pillow was under my thighs. "Let's have a look, then, open your legs"
I opened my legs slowly expecting him to stick his finger into my red and puffy ring, but instead he slid down and looked carefully at it. He leaned forward and gently kissed me on my swollen arse lips, then tenderly licked all around it before sliding his tongue inside my arse. He pulled his tongue out and dropped lower to just below my balls and licked all the way back up to and into my arse again. He continued to do this for about 15 minutes gently taking all the heat and pain from my arse. "Your boy-cunt looks a bit happier now" he said with a laugh then he gently pushed one wet finger into my arse. All the time he was doing this my cock was thrusting into the pillow, which was now soaked in precum. He turned me over and for the first time he took my cock into his mouth. Just as he had trained me, he slid right down my dick until I was embedded in his throat. He moved round the bed so that I could eat on his big cock and we formed a sixty-nine. What ever he did to me, I mirrored, sucking, licking chewing each other's foreskin. When he slid his tongue down the vein of my cock to suck on my balls, I did the same to him, so that when he pushed further down to lick my arse again it seemed the most natural thing for me to reciprocate, although I had never done anything like that before, and would have been horrified if anyone had asked me to. He slipped a finger into my arse and I didn't know whether he would want me to do that so I placed a finger against the outside of his ring and just massaged him. He took my cock out of his mouth and said "Just fuckin' do it!" I pushed my finger into his arse and when he shoved a second into me, I did the same. By this time we were sucking each other like hungry calves on a cow's udder, getting nearer and nearer to climax. I could feel that Mick was struggling to hold back, waiting for me and that fact that he cared was enough to bring me to boiling point. He quickly told me not to swallow then we both worked each other's cock until we fired into each other's mouth. When we both relaxed, each with a mouthful of juice in our mouths, he turned round, kissed me and spat my spunk into my mouth, then he sucked both loads back, swirled them around his mouth then spat half back into my mouth before swallowing. I greedily swallowed my share then we both lay back grinning at each other.
We sort of dozed for about an hour, then he slapped my arse and said "There is food in the fridge, make me something to eat. I put together something and we ate in bed. I washed the dishes (without being told to) then we cuddled into bed.
"Does your arse feel any better?" he asked. "Oh, Yes, Sir, much better"
"Good, 'cos I'm ready for another fuck"
We had a good rough fuck lasting about 25 minutes then we fell asleep in each other's arms.
The next morning Mick woke me at 7.30 to say he was going to work and I had cleaning to do before I left for the office. I thought I was dreaming. I had never asked Mick what he did for a living; I suppose I assumed he worked in a factory somewhere. My master stood in front of me in chalk-stripe trousers, a white wing-collar shirt and black jacket, off to his job in one of the major banks in the City of London.