Usual Rules everyone.
My Hero
Chapter 2
I Learn The True Meaning of Slavery
I was worried now, I'd played my ace and he had trumped it.
The next night the slave master came to Tom's suite with a selection of dildos. Tom had me lying on the bed on my tummy with my legs wide open. He was sat at the bottom directly behind me as the slave master lubricated my bottom with his finger and started to finger fuck me.
Tom said, "Whatever you do John I want to do afterwards."
So John, the slave master fucked me with one finger, when he pulled out Tom did the same.
"We need to open him up gently Sir so that we don't damage any of the tissue in his anal cavity."
"Oh Jesus John he is so soft inside, my cock will explode as soon as it feels this. I slid a finger into him once very briefly but didn't realise then how fantastic he feels"
"Mmm, he is particularly soft Sir, I've never felt a slave this silky before."
I felt so humiliated. My best friend was talking over me as though I were a piece of meat. How could he? He got worse as well.
"Keep your legs well spread Marty but come up on your knees, keep your head and shoulders on the bed and push back with your butt. That's much better John. I can see his boy pussy now."
Then came two fingers and three and finally four.
"His ass muscles are very flexible as well, notice how we have had no trouble getting more fingers in. Let's try this dildo. It's five inches round."
"Just a minute John, I want to feel how soft his anal lips are. Will you pull his ass cheeks apart so that it spreads his pussy entrance a little."
I wanted to cry with the shame and humiliation. I could feel Tom just gently stroking the entrance to my anus.
"Oh God John when my penis touches that I think I'll explode before I even get inside him."
Then they fucked me for about five minutes with that before going to a six incher and then a seven.
"Daniel is eight inches round. I think we might try him now."
They called Daniel in and Tom suggested I blow him first.
"Get on your knees Marty and let's see you start to blow Daniel."
I felt so ashamed as Tom and John stood either side of me watching me blow Daniel. Tom stroked my hair and said.
"You are very special Marty that looks amazing. Just hold Daniel's cockhead on your tongue with your mouth open."
He got down on his knees and took a close look before telling me to lick all round the head without closing my mouth any more.
"Next time you blow me Marty I want you to do that, it looks very sexy.
When Daniel was rock hard I returned to the bed and had to stay on my knees with my shoulders on the bed. Daniel eased into me. I screamed but John said,
"Don't worry Mr. Tom, the pain goes quite quickly."
He was right, it did and Daniel very gently fucked me for about ten minute before stating he was about to cum.
"Pull out Daniel, you can't shoot inside him tonight."
I picked up on that and wondered if Tom intended for him to do it on some other night.
"Turn over Marty I want to watch Daniel do it with you in the missionary position. John you and I can hold his legs back. ------ Mmm that looks really erotic."
My legs were pulled back and wide and Tom stroked my balls back towards my tummy.
"That's a great view John isn't it? Now you can enter him again Daniel. Take it very slow so that you can last a long time."
What Daniel was doing to my insides felt incredible but I felt such complete humiliation with a slave fucking me and Tom and the slave master squatting either side of me watching.
"Stop Daniel."
I wondered what was the matter. I could feel and see that Daniel was about half out.
"Look at that John. Daniel is pulling part of Marty's insides out."
Tom leant forward a little and started to tease the lips of my anus that Daniel's cock had drawn clear. It was incredibly erotic but I was totally mortified. I could see Daniel and John staring at my butt and I could see and feel Tom's fingers playing with the lips of my anus. As he pulled his hand away again he said,
"If you last five more minutes Daniel you can orgasm inside him."
I was so shocked I almost choked but pleaded with Tom not to let a slave cum inside me.
"Don't be silly Marty, you're a slave, it doesn't matter who fucks you to orgasm."
When Daniel did cum I joined him despite my shame. I thought Daniel was going to die. I found out much later that he was not allowed to orgasm other than once a week when he was permitted to masturbate.
"John, Daniel, take Marty's legs and keep them back and wide while I fuck him now, that was so erotic I'm almost blowing a load already."
I couldn't believe it. With Daniel and the slave master looking on he entered me and fucked me to a massive orgasm. I was beyond humiliation watching the others watching Tom's cock slide in and out of me. It couldn't possibly get worse.
They left after that and Tom cleaned me up before sliding in alongside me and cuddling me. I felt too humiliated to respond and lay still and rigid.
"What's the matter Marty?"
I looked in his eyes and said.
"I can't believe you allowed all that to happen and took part. I have never felt so humiliated in my life."
And then I turned away from him.
He slapped me really hard on the butt with his bare hand.
"You're a slave, don't you dare talk to me like that in my own bed."
My gander was up now so I swung round on him.
"You have been my best friend for eleven years and you told me two nights ago that you love me. This is a fucking funny way of showing it."
And I turned away again. Tom shot out of bed and left. A couple of minutes later two houseboys were on me and frog marched me down to the slave training room. I was strapped onto the whipping bench the same as before and I listened to Tom talking to John.
"I want him severely punished but I don't want him marked and I want him to be able to walk in the morning. What can we use to render most pain within those boundaries?"
I was still angry but my anger was giving way to fear.
"The paddle is probably the best. Keep the contact in the centre of his bottom so that the bruising doesn't show above or below his underpants and you can probably give him up to fifty. The pain will be awful and the bruising very severe but he should be able to walk in the morning all be it badly."
"Good, we'll do that then. I'll take the first ten John and you can follow. Slave, you can count them out loud for us. If you lose count we'll start again."
I was devastated.
"I won't count any Tom, you are being evil."
"John I won't be talked to like that by a slave. Get Daniel back in here I am going to administer so much pain and humiliation to this creature he will never again let his tongue run away with him."
Daniel came in and Tom made me suck him while he reamed out my ass with his fingers adding plenty of lubricant. After about ten minutes Daniel said he was about to cum.
"Good, do it in his mouth. If you waste one drop Marty I will thrash you with a cane."
Daniel unloaded a huge amount of sperm down my gullet and I managed to swallow it all.
"Now slut, get him erect again so that he can fuck you. John undo his wrists he can use his hands as well this time."
Off I went again. Daniel was very cute and it was nice playing with him but I felt so humiliated having to swallow his cum. When he was very hard again Tom said.
"Let's put him in the sling then he can watch a slave fuck him and cum in his ass again as well." I did and cried so hard with the humiliation. Daniel took ages to explode in my anus and then Tom made me lick him clean. My cum, ass juices and lubricant it was disgusting. While I was still restrained in the sling Tom started spanking me. He got into a good rhythm striking each cheek in turn, quite hard. After about twenty he stopped and got undressed.
"I'm going to take sloppy seconds John and you can go third."
Tom fucked me for his pleasure, which was also mine because he long stroked my insides and took forever to cum. Despite the pain from my spanking I still got massively hard. It was fantastic, I don't know why I had made such a fuss.
"He isn't supposed to enjoy this John. Fuck him for pain."
John did and smashed into me with the smallest cock of the three but with so much pain I was screaming. When he came I had to lick him clean as well having done Tom while I was being fucked again.
"Leave him where he is. Just spread him a little wider and pull his legs back. Daniel see if you can cum a third time all over his face."
Then he started with the paddle. I counted in my head. The pain was unbelievable. I passed out on seven. Tom had used maximum power I'm sure. When I came to he started again and got to ten before I passed out again. The next time I came to I was lying on my pallet in more pain than I could believe bearable. They had obviously continued my punishment even though I was unconscious. I slept very little and when my alarm went off I could barely stand. Tom was still asleep so I walked out and found Mr. Buford in the dining room. He was shocked when he saw me and even more shocked at my request.
"Please Sir, tear up our contract and let me go into voluntary slavery."
"Why Martin?"
"I can't take anymore punishment and humiliation from Tom Sir. I would sooner go to a master I don't know if I am going to be beaten to death."
He winced when he saw my bottom and had me taken to the slave quarters to be attended to.
Daniel was present when Tom and Mr. Buford talked so I got the story later when they had all left for work and school. ----------------------------------------------------------------------------------------------------------------------------------------------------- "It went something like this." Daniel said
"Thomas, what on earth possessed you to beat Martin into unconsciousness and do so much damage to his bottom?"
"He talked to me last night like a free man, telling me what he wanted and did not want."
"He is your best friend for heavens sake and has been for eleven years, of course he is going to talk to you like a free man."
"Well I am treating him like slave which is what he is to all intents and purposes."
"Alright son, if that is how you feel. He has asked to be allowed to tear up our contract and go into voluntary slavery. I am going to allow it. I'll take him in for the slave auctions the day after tomorrow, in the mean time he can remain in the slave quarters while I sort out the paper work."
"With that the Master left so it looks as though you are going to be a proper slave now Martin." ------------------------------------------------------------------------------------------------------------------------------------------------------ I lay on a pallet in the slave quarters and cried most of the day. If I had gone into slavery when I first decided at least I would have had the wonderful memories of my best friend. Now I had nothing to take with me.
I was fed slave chow at lunchtime and in the evening. I thought it was disgusting but guessed I would have that for the remainder of my life now.
The next day went the same. My bottom was treated regularly to bring out the bruising and the pain eased.
The Saturday morning I was showered and thoroughly cleaned up, Mr. Buford came to see me with tears in his eyes.
"I don't understand my son Martin. He has loved you like a brother most of his life. Now he is behaving as though you no longer exist. I can keep you out of slavery and let you complete your education if you would like. I have a friend who would take you in and I will finance you for the six years the same as originally planned but no slavery this time."
I couldn't believe it and just broke down and cried.
"Thank you Sir, but how will I ever repay you?"
"With your love Martin, the same as you have always paid us."
He left me then for a couple of hours to calm down. When he came back he had all my clothes and personal effects with him, even my computer.
I dressed and left with Mr. Buford while Tom was at the pool. The place I was taken was across the state. The family was great, the husband being a colleague of Mr. Buford.
"Welcome to the Martini Family Martin, we don't drink the stuff and we haven't tried to steal your name."
He laughed and I thought I would be happy here.
"You know Mr. Buford is hoping Thomas will come to his senses and you will be able to go back to live with him."
"No Sir, but I don't think that is likely, Tom was vile to me I don't think we will ever get back what we lost."
"I'm sorry to hear that. Tom never stopped talking about his best friend every time we saw him. He loved you more than he would have a brother, I simply don't have any idea why he has changed."
I didn't understand it either until a week after my move. Mr. Buford was on the doorstep again almost crying before explaining to me that Tom was dieing. I was in the hospital and by his bedside without my feet touching the ground.
He had some kind of brain trauma and was now in a coma. I talked to him continuously until I was exhausted telling him that I forgave him and he was my best friend so he couldn't die and leave me. As soon as I woke up I started again. I held his hand all the time except when I ate went to the toilet or was thrown out when the doctors wanted to examine him. I kept it up for three days snatching a few hours of sleep when I needed it. No one believed he would come out of the coma. Then I felt a slight pressure on my hand.
"Tom, can you here me?"
He squeezed it again.
"I love you Tom, please get better. I love you so much, don't leave me. I need you."
The squeeze was stronger and I saw his eyelids flutter. I hit the emergency button and a doctor with two nurses in tow burst in.
"He squeezed my hand three times and I saw his eyelids flutter. That's right Tom isn't it. "
The doctor saw him squeeze my hand and his eyelids fluttered again.
I burst into tears and a hardly audible voice said.
"Don't cry Baby, I'm here. I love you Marty."
It was a long haul back. The erratic behaviour had been caused by a blood clot on the brain. Surgery had taken care of it but nearly three months were to elapse before I had my old Tom back. Of course I left the Martini household after only a couple of weeks and went back to school. I would need to bring my best friend up to speed when the time came so I needed to take all the lectures.
Mr. Buford offered me the choice, remain in the Martini Household as a free man or return to Tom's side as before. No contest as far as I was concerned, I loved Tom and that was it. When Tom was well I elected to keep to my old contract.
"I will always be your slave Master, you can still do what you want with me."
I said that in Tom's suite after his first day back at school.
He grinned, I loved it, and he said,
"Oh good because I am still going to fuck your brains out slave."
"You can do anything you like as long as you don't die."
He went all serious then.
"You saved my life, Marty, I can never repay that, so I'll try not to tempt fate a second time. I am still going to treat you like a slave though is that alright?"
"Of course it is. I've always wanted to be your slave so this is my dream come true, but please Master, try not to tear up my ass too much this time."
We both laughed and Tom said.
"Ok Marty this is the score then. I am going to treat you like a slave in every way except, you wear clothes to eat with the family, punishment will be mild compared with last time, but you still get it if necessary. Hell I do so why should you escape?"
I was a little surprised.
"Do you really get punished Master?"
"Yes Marty and some. Dad told me that he would never tolerate a spoilt brat who thought he could live off his father's wealth. I am expected to work hard to achieve my potential and when I don't Dad takes me down to the slave training room strips me and paddles me. He was going to do the same to me as I had done to you until my illness showed I was not my normal self."
"Wow, that I would like to see."
"I don't think you will unless you are due the same."
I looked aghast at him.
"You mean if I under-perform dad will paddle me as well?"
"You bet buddy, you can get it from either or both of us. Now though Marty I want to try that cute butt of yours. I will be as gentle as I can this time but I expect it will still hurt for a while."
He did it with me on my back and my head on his pillows. I couldn't see him actually enter me but what I could see was so erotic I didn't mind the pain of his initial entry. By the time he had worked all of his ten inches in to me I was in heaven.
"Oh jeez Tom, that feels incredible. I have never felt anything so exciting in my life. Move it around inside me, fuck me with it, anything you like, just don't ever pull it out."
He laughed.
"That would make school interesting Marty."
We both giggled and then he got serious again. I can't even begin to describe the sensations screaming round my body as Tom fucked me slowly for ages. I couldn't believe the number of orgasms I was having, I don't think he could either. When he came I could feel the power of his orgasm as each jet of sperm powered into my insides.
"I love you Tom, so much."
"I love you too Marty," was his reply, "I'm so sorry I am going to have to punish you for calling me Tom."
I looked shattered until he laughed.
"That was sensational, I think that might just become part of our regular nightly ritual and ten times over the weekend."
More laughter and a load more kisses. I was truly in Paradise with my man, my lover, my best friend.
We worked hard to bring Tom back up to speed, we had private tutors in to help at weekends and soon achieved the required standard, mine of course was almost off the clock with all the extra tuition. Sports were going well, Tom got back to his old fitness level and both of us made our high school teams without a problem. Tom started to expand his slave control and the liberties he took with my body, but I didn't mind, most of it was amazing. We did have fun with some of the young house and estate slaves getting blowjobs from them and some of the guys would fuck them. It was very erotic but I never took part, I just became resident voyeur. I was allowed to wear clothes when friends came over. Tom asked me why I never took part so I told him that as I felt I was really a slave in this household I couldn't abuse the other slaves.
"Ok, so what do you reckon. Next time the boys are over I make you give a few blow jobs and let some of them fuck you the same as I would a slave?"
I looked at him to see if he was serious, he certainly looked it.
"You know I love you more than anyone else in the world. You and your family's generosity have given me the chance to lead a free and fulfilling life. As far as I am concerned that gives you the right to do anything you like to me or with me. I ran away last time because of your cruelty but I don't think anything else you could do to me would make me love you less than I do now."
That obviously gave him food for thought. I knew I had a sexy body and I'm sure Tom thought watching some of our jock friends make love to me would be incredibly erotic, but I didn't think he would go for it. Huh, how wrong was I.
We were having fairly regular BBQs, which meant lots of friends round every other weekend almost. The sex on this particular weekend had got pretty raunchy with the house and estate slaves because Tom's parents were away. There had been some paddling as well, started by Tom telling us all about the last paddling he had from his dad for slacking at school. It sounded so erotic that we dressed one of the slaves properly and took him to the slave training room where Tom acted as his Dad and made the slave act as him. The slave was Daniel, without doubt the cutest of the house slaves and with the biggest appendage.
"Ok Daniel, you have just been renamed, you are Tom until I tell you otherwise and you are to call me Dad."
"Yes Master." Was his reply, which had us all in fits of laughter.
"No Tom you are to call me Dad."
"Sorry Master. Yes Dad."
"Your performance has been unsatisfactory Tom, so you know what to expect. Take your clothes off."
So Daniel gets naked and stands in front of Tom.
"Over the whipping bench Tom. Six of the best."
Daniel did and Tom selected a cane.
"Dad always canes me even though the paddle would cause less damage."
With that Tom gave Daniel six good ones with the cane. It obviously hurt him but the rest of us boned up, including Tom who stripped naked and then fucked Daniel.
"Of course Dad doesn't do this to me."
We all laughed.
Daniel was released and sent on his way.
"Would any one else like to do the same, a beating and then a fuck, but you can start with being sucked if you like?"
Scott played on the same team as Tom and like Tom was a tall lad with a seriously buffed body. I had only ever seen him in baggies at the pool and had not seen his cock when he fucked a slave once.
"Yeah, I could handle that Tom starting with a blowjob, but who am I going to use?"
"Marty, you can be the slave for this one."
Everybody just gasped, looked at the shock on my face before looking at Tom.
Scott said,
"Yeah right Tom, I couldn't be that lucky. I'm not gay but I sure love what we do with the slaves and if Marty was one I would be in heaven having him suck me and then being able to fuck that cute butt."
"You can Scott. Marty, stand in front of Scott and strip. You can only use the paddle on him though Scott and you have to lubricate him before you fuck him."
I was devastated, but I knew I had to obey Tom. I stripped and stood at slave rest in front of Scott.
"Ok Marty, undress me and then chow down on my cock."
I did and was soon sucking on a cock nearly as big as Tom's. It was gorgeous and I did love it but I felt so humiliated. After a few minute he pushed me back.
"Wow Marty, that's the best blowjob I've had ever. Now up on the bench."
I did and Tom secured me. I looked in his eyes as he secured my wrists and he blushed.
Scott started working my butt with his fingers and I got hard. All the others saw it and clapped.
"Marty obviously likes that guys." was Mike's comment.
"He sure does, if he wasn't strapped down he'd be bouncing all round the room." That was Tom and I started to cry, how could he?
Scott stopped what he was doing then and grabbed a paddle. He started in on me gently, I didn't twitch very much so he increased the strength of the blows until I started to sob and beg him to stop. He did and then entered me. He kept hitting my prostate so of course I started to orgasm The mixture of pain and pleasure was sending me into orbit. I had several orgasms before Scott shot his load into me.
"Oh Jesus Marty, that was amazing. No girl pussy ever felt as good as your boy pussy did. Thank you buddy, if you ever want to do that again I promise I'll come running."
Every body cheered and Tom released me.
"Can I have a taste of that as well Tom?" that was Mike grinning like a Lune as he said it.
"Sure, but no paddling, I don't want Marty bruised."
Mike crashed on a chair and spread his legs wide.
"Ok Marty blowjob to orgasm and I want you to hold all my cum in your mouth so that everybody can see how much you make me generate."
Everyone else was sat or stood so close I could touch them. I felt so ashamed. When Mike blew his load it was even worse because I had to show everyone the contents of my mouth before being told to swallow it.
"That was great Marty, now get me hard again so that I can fuck you."
It only took me a couple of minutes to have Mike's cock rock hard again. Then he had me strapped on the table with my legs in stirrups pulled so wide I looked like a frog ready for dissecting. They were pulled back then so that my knees were nearly level with my shoulders. My butt was at about 45 degrees to the horizontal making it so easy for everybody to watch Mike finger fuck me for ages. When he had all five digits of one hand in he started rotating them and pushing a little harder. I started to cry with the pain and then I screamed.
I heard Scott before I realised what had happened.
"Oh fuck, Mike's got his whole fist in."
Everybody moved in closer to see and I could feel Mike wriggling his fingers around inside me. It felt incredible as the pain disappeared.
"Oh jeez Marty, you feel amazing. My cock is going to blow its load as soon as I get it inside you I reckon."
He pulled out and re-entered me with his cock, fucking me hard for a couple of minutes before filling me with another load of his cum.
I was mortified and crying my heart out at this humiliation.
As soon as I was free I ran to my bedroom and just collapsed crying with the shame. Tom followed me and was cuddling me as he told me the guys were full of admiration for what I did.
"Marty it was awesome. I wanted to stop it but it was so erotic it was amazing. The rest of the guys are as jealous as hell of Scott and Mike."
He calmed me down enough to take me back to the party but I couldn't look anyone in the eyes. As I sat down the questions started. I had to very quickly get my act together and decide on a damage limitation response.
"Ok, hang on a second guys. Master, can I explain?"
More shocked expressions including Tom.
"Yeah go ahead Marty, this I have to hear."
I told them the story of my predicament after my mother died and how Tom had come up with this solution to keep me out of lifetime slavery.
"I could have got out of it completely and still had my education paid for after Tom's brain trauma, but that would have smacked of ingratitude for this family. It can be a bit degrading at times, and if Tom gets me doing this very often the whole school will soon know that I'm a cocksucker and pussy boy, but that still beats by a million percent being a slave for life. I'll do anything for Tom and his family for the next six years and when I have my Master's Degree the world will be my oyster. If any one else wants their cock sucked or wants to fuck me and Tom says it's ok just line up."
That took everything I had, I just collapsed on the floor and cried my eyes out.
Tom dropped down next to me, pulled me into his arms and cuddled me.
"I'm sorry buddy, please forgive me, I just felt wicked with all the sex and all."
When I had composed myself I got wicked as well.
"It's ok Master, apart from the paddling Scott was really nice. He has an awesome cock. It felt incredible in both ends."
Everybody fell about laughing except Tom who just looked shocked.
"Ok smarts, anybody else want some boy pussy or good cock sucking, he's all yours, but as he's a smart ass I think we ought to make him look more like a slave. Marty, go up to our suite and get the shaving gear and a pair of scissors. Slaves don't have any hair so we are going to shave you. The rest of us will be back at the pool and bar. I need a swim and a drink."
I was mortified and felt even worse as Tom trimmed my pubic hair and underarm hair before shaving it clean. The worst bit was Tom telling two of the others to pull my legs back and wide to check there was no hair in mys crack. I cried until Tony who was another stud from the basket ball team, hugged me and said,
"I'm going to explore your ass in minute detail Marty before I fuck it ok?"
"Sure Tony, do you want a blowjob before you fuck me?"
He looked shocked.
"You're really going to let me?"
"Yeah, anything you want. The only one that will stop you is Tom."
I took a lot of cock in both ends that night, Tom avoided me for the remainder of the weekend, pretty difficult, but I never did anything with other people again until we went to college.
We were both pretty shook up I think by the experience. Nobody said anything outside of the group so my status at school didn't change. We did however get a couple of bad results on course work assignments. Mr. Buford was not best pleased.
"I want both of you boys in the slave training room after supper. You know the dress Thomas."
I looked at Tom as we headed for our room after supper.
"What dress Tom?"
"We can only wear our briefs Marty and they come off for the caning any way."
When we were both stood in front of Tom's Dad in the playroom he started.
"You are both straight A students with every possible advantage to be able to maintain it. I have no idea how you managed to produce such rubbish for this assignment."
He was waving our failed papers in front of us.
"It is totally unacceptable. Thomas you usually get six for slacking but this deserves ten, the same goes for you Martin, you have even more reason to maintain standards than Thomas has."
"Take your briefs off Thomas and present yourself for punishment."
It looked so erotic, Tom bent over the whipping bench with his legs spread and his cock and balls in view between his legs. I couldn't help it I started to bone up. Even watching Tom squirm under the cane didn't make me go soft so when I had to take my briefs off Mr. Buford could see my erection. It was funny really because he blushed and was obviously flustered.
My hard cock very soon went soft. The caning was monstrous I was screaming all the way through and nearly collapsed when I tried to stand.
"I hope I won't have to do that again to either of you."
With that he was gone and Tom and I hobbled back to our room.
My life looked as though it was going to be a series of adventures for the foreseeable future but in the event it got pretty ordinary.
Tom continued to make love to me almost every day. Wherever he went so did I. I ate clothed with the family and naked the remainder of the time. I lost any feelings of embarrassment at my nudity, even around Mrs. Buford. She would occasionally pat my bottom and tell me what a sexy young man I was and even stroked my cock playfully one day. It didn't worry me. My confidence grew to match my circumstances. I would deliberately scope out members of the Basketball team that had fucked me that weekend and lick my lips. They would laugh and if they were close enough grab my ass or my cock and make lewd suggestions. Life was good.
Final results and both of us got top scores. College after the summer and I was almost ecstatic at going to a top-flight establishment. Tom and I shared a dorm room and settled in.
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