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Answering a 'Personals' Ad, Part 1

by Tony069


This story is true and it happened about 10 months ago.

Before I start, I should first tell you about me. I'm 40 years old, married and have a good job. We have a grown son, who is living in another state, so we are very much by ourselves. My wife doesn't have any idea that I enjoy being with men, and of course doesn't know what I fantasize about.

This story started when I was surfing a "personals" web site. The site was for meeting men, whether it was one guy or a couple, etc. I had been going to this site, putting in the information for what I was interested in, but never following through from any of the replys sent to my e-mail.

After dinner one evening, I went to my home office and went on the internet ... as I was browsing the site; I looked at some of the other categories listed. What caught my eye was a "slave" topic, not knowing exactly it meant, but having an idea, I filled in all of the blank areas to search the site. I was amazed to see how many guys were looking for men my age, which wanted to be dominated. By now, I was excited, again it was part of my fascination, but I read quite a few of the ads ... finally one caught my attention.

The ad read, 56 year old Master, seeking to find a mature man between 38 and 50, inexperienced but interested in becoming dominated and possibly owned. Of course there was more about the type of guy he was looking for, so I replied to the ad. I really was curious as to what the response would be.

A couple of days later, I was on my computer and I received an e-mail to my private address. It was a message from the guy, whose ad I replied to. It wasn't anything like I thought ... he had thanked me for my reply, but said that before he would consider me, I had to answer some questions and write why I wanted to be trained to be his servant.

I answered his message, and when it came to "why", I said that I did not have much experience with guys, and I found myself always wanting the guy to take the lead, which in the few instances for me, never happened.

He sent me another message, and then we began to correspond back and forth. In the third message from him, he told me from this point forward I was to always address him as MASTER and when I signed off, it always had to be sub, Tony. With this message, he also attached a questionnaire that he wanted me to fill out.

The questionnaire had boxes to check off, from experienced, no experience / willing / do not want to try. Some of the questions were redundant, asking do you suck cock to would you suck cock; other questions were about bondage, gags, discipline, etc. Near the end of the list, was about servicing anyone that the MASTER requested.

Because of my marital situation, he sent me his phone number and I called him from work. We arranged to meet that same day at Burger King in the next town from me. I told him what I would be wearing, but he did not give me any idea of what he looked like. I waited almost 20 minutes, thinking it was a hoax and no one was going to show. Then, just I was about to get up, I heard someone say, Tony ... I looked over to see this well dress guy sitting in the booth opposite from me ... he had been there the whole time.

He gestured for me to join him; sitting by him, he introduced himself as Bill. We talked about my job, family, then he said are you still wanting to become my servant. I felt chills run through me, I could feel my heart pounding from being nervous, but said "yes". Bill then took out the questionnaire and went over it with me.

Tony, I see where you have checked off a lot of "maybe's" and "no". Of course I see "yes" but I'm not sure if you would make a good candidate. I'm looking for a sub, who will explore all of his desires, allowing himself to go past the normal limits. He went on to say, I never step over the limits, but I encourage my subs to be honest with themselves and not to be timid. Bill then finished by saying, if it is "role" playing you are interested in, then this is not for you.

I expected him to want an answer, but instead, he told me that I should think about it, review my questionnaire and if I truly want this, then I should contact him. He said that if it is a "yes", he would make sure to always have my schedule fit my personal life, and I should never worry about being found out.

For the next few days, all I could think about was the meeting with Bill. As much as I had thought of it as a fantasy, it was now coming true if I wanted it. Finally, I sent him an e-mail, saying I did want to do it and would be willing to put myself in his hands. I did not hear back from him for almost a week. When I did get a message from him, it was to say that he wanted me to call him and give him a date and time when I could be available for 3 hours.

It just so happened, my wife was going with her friends on a shopping spree over the weekend and I was going to be alone all day on Saturday and most of Sunday. I called him and left that information on his voice mail. I got a message back with his address and the time I should be at his home.

Saturday morning, I dressed and left for his home, which was about 15 miles from me ... all the way over, I found myself shaking, my nerves were kicking in and of course questions were running through my mind, but I wound up pulling into this long driveway and pulled up to a large house, in the middle of nowhere. As I climbed the stairs, the door opened and Bill greeted me and I followed him in. Once inside, he lead me to the living room, where he sat, while I stood and asked me, are you sure you are ready for this. I said "yes", then he pointed to a paper on the coffee table ... it was a consent form, indicating that I have come of my own free will and accept all that will be shown and done to me. Not really knowing why I had to sign it, I did anyway.

Bill now led me to a room in the basement, which was a small bedroom. There on the bed were leather restraints, and a collar. He told me to undress, to put on the restraints and collar and come out when I was finished. Feeling embarrassed, I walked out of the bedroom with the restraints, one on each wrist and the same on my ankles, with the collar around my neck ... that was all I was wearing. Once back in the main room in the basement, I was by myself, he was not there as I thought, but I waited as he instructed me. While I waited, I looked around to see a chains hanging from the ceiling on pulleys; there was a saw horse, with padding and what looked like steps, as well as a table that looked like something my wife sat on when the doctor gave her an internal.

Not hearing him come in, Bill was standing behind me, dressed in a leather vest, chaps with the front and back cut out and carrying a riding crop. I began to ask him about the room, when he slapped my ass with the whip. You will never ask a question unless I give you permission to speak; you will from this time forward address me as MASTER and will always end a sentence with MASTER, when you are speaking about yourself, you will always say sub Tony; do you understand. I immediately said "yes" ... again another slap with the whip; I corrected myself by answering "yes" Master.

He walked me to the middle of the room where he first attached my wrists to each other, then to the chain. He pulled the chain up until I was standing with my arms extended over my head and I was on my toes. First of all sub, this room is sound proof, so you can scream all you want, but there will be times when I don't want to hear you scream and you will then wear this gag ... showing me what looked like a bit you put in a horse's mouth. He explained it would keep my mouth open, but it keeps me from speaking because it holds your tongue down.

Master now walked over to me, and this was the first time he touched me ... first he let his hands run over my chest, to my cock and balls, lifting my balls and squeezing them until I yelped, then to my ass, grabbing at cheeks, then forcing a finger into my hole. As he was doing this, he told me if I was good with my first lessons, he would allow me to suck his cock and eat his ass.

While he had me in this position, he asked me if I had ever been fucked ... I told him, yes, Master, when I was 20, my boss had offered me a better job, but I had to show my appreciation ... he wanted to fuck me, which I let him do. Master then asked if I liked it ... I told him it hurt and I really don't like being fucked. Well, for your first lesson, you will learn how to fuck ... I will teach you how to be a slut and service men's cocks with your "pussy".

Master then went over to a table and brought back another whip ... one that left no marks. Master then told me to count and not to lose count, always thanking Master. He then began to whip me, first my back, then my ass, then moving to my chest, and eventually whipping my cock and balls. I was jumping around the whole time, at one point begging him to stop, but then knowing that he would only increase the whipping I let it happen. The stinging was making me feel funny, without being able to control myself, I was getting a hardon, which Master soon whipped until it relaxed.

Once he was finished, he let me down and released me from the chains, but this time walked me over to the horse. Sub, I want you to kneel on the side boards ... as I did, he then affixed the bands around my calves, and attached my ankles to the hooks at the foot of the horse, he then had me lay over the horse, my ass hanging out the back and my head hanging over, now he attached my wrists to the front bottom legs. Now he walked out of my view, returning with the gag he showed me earlier. I opened my mouth and he placed it in my mouth and securing it behind my head. It was uncomfortable and it kept pressure against my tongue, while it kept my mouth wide open.

Once I was secured, he then said, I have invited a couple of my Master friends over to help in your training. With that, I saw 3 men walking toward me, 2 black guys and a white guy. These guys wore leather harnesses and as they got closer, I saw there cocks all hard ... I then noticed they all had cock rings on.

Sub, these men have been kind enough to help in your training, so I expect you to service them as they want. Master then told them, that I was a virgin, that I had only fucked one time many years ago and for my mouth, I had only had a couple of cocks, none of which I ever finished with my mouth.

As he talked I felt someone rubbing my ass, then I felt something cold and creamy being put into my hole. These guys were going to fuck me and I couldn't do anything about it ... I couldn't tell them to stop. The first black guy stood in front of me and put his cock into the opening of my mouth ... use your throat and get it nice and wet, the wetter you get it the easier it will be going up your pussy. With that he pushed it to the back of my throat ... I had all to do to fit it in my mouth and he made me gag each time he shoved it back. Then he took it out and walked behind me ... the fingering my ass, moved and he was now behind me. The other two guys stood on each side of me, pulling my cheeks apart as he pressed his cock against my hole.

I tried to plead with them, but nothing came out ... then I felt the head forcing it's way in and I felt my hole stretching to fit his cock head. I was now trying to get off the horse, but couldn't move, the only thing moving was my ass, which made him enjoy it even more. While I tried to scream from the pain, another cock was pushed in my mouth. Then the cock in my ass, went in deeper, until he was all the way in. At first the pain was unbearable, then as he moved back and forth in me, the pain was now feeling less and I was getting a sensation which was feeling good.

Master removed the gag and my mouth was now free, what would have been me screaming earlier was now moans as this big black cock was fucking me and then another cock was put back in my mouth. The cock in my ass began to fuck me harder, and then he grabbed my hips and exploded in me ... I could feel a warm sensation inside my rectum, at the same time, the cock in my mouth began to cum and I had no choice but to suck and swallow it. The taste at first was bitter, but when I got used to the taste, it wasn't so bad.

They all took turns fucking me in my ass and my mouth, until Master told them I had enough. They all left, including the Master and I lay on the horse, feeling cum running out of my ass and the dried cum on my face. I must have fallen asleep, because the next thing I remember is Master and his four friends releasing me from the horse.

(To be continued)

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10 Gay Erotic Stories from Tony069

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