John the Houseboy - 1 By hermjohnson@comcast.net
This is my first story, I hope you enjoy it. It contains gay, bi, and hetero sex. If you're not old enough to read this type of material, please go away and come back when you're older. All rights reserved. Please don't repost without permission.
Chapter 1 - the Interview
"Houseboy Wanted" - the advertisement in the personals section of our local alternative rag caught my eye right away. I was in a serious bind - it had been a month since I had last worked, and I knew my landlord would be coming to throw me out of my room any day. If I didn't find a new place soon, I was going to be on the street.
HOUSEBOY WANTED Affluent couple seeks WM Sub for household duties. Room and board provided. #5644145
What the heck. I could handle some household chores. Of course, the word "sub" had me a bit concerned. I was sexually inexperienced to say the least. I'd only been laid a couple times in high school, once with my junior prom date, and once with my senior prom date. Neither experience had been too remarkable - I was not very well endowed, and I both times I came too quickly. There hadn't been any repeat customers, so to speak.
I had also messed around with some buddies back in middle school. Once, while camping, a friend of mine asked me to suck his dick, and I had. Another time a friend invited me to use his parent's hot tub, and we played some grab-ass and felt each other's cocks, but that was about it. I had enjoyed those experiences, and kind of suspected that I was a bit bisexual. That, in a nutshell, is my entire sexual history.
Of course, I knew what the word "sub" implied - the Internet, after all, provides us with information of all things sexual, and I had seen some sites that explored the whole dom/sub scene, but I had absolutely no experience regarding the matter, and the idea scared (and excited) me a little.
I needed a place to stay, so I thought that I needed to at least find out more about the job, so I called and left a message in the voicemail box provided in the advertisement: "Hi, my name is John. I'm interested in learning more about your houseboy position. Please feel free to call me back at 555-7784.
That task completed, I went about reading through the rest of the newspaper, and then turned on my television. About an hour later, while I was watching some old Price is Right reruns, my phone rang. I answered, and a lovely female voice said "May I speak with John, please?"
"This is John," I replied.
"Hello, John. Am I correct to assume that you are the John who is inquiring about the job my husband and I are offering?"
"This is the same John. What can you tell me about the position?"
"The position is for a live-in houseboy. We need a boy to help with some household duties, and to serve my husband's and my personal needs. The position is for a live-in servant, so the boy must be willing to move to our house. A room, all meals, uniforms, and an allowance is provided. Does this sound like something you would be interested in?"
"So far, yes I am interested. Can I come for an interview?"
"Not so fast, John. The proper applicant must meet some fairly strict physical requirements. Please tell me what you look like."
"Well, I'm 24, I'm five foot, seven inches tall, and I weigh about 130. I have short brown hair, and blue eyes. What else would you like to know?"
What she said next certainly surprised me. "Tell me about your genitals."
"Pardon me?"
"Your genitals, John. Your penis, testicles, and scrotum. You do know what genitals are, correct?"
"Of course I do, but ---"
She cut me off. "Then tell me about your genitals, now. Like I said, we have strict physical requirements."
I was certainly a bit shocked, but I figured that I had found the advertisement in the personals section of the paper, and that they had asked for a "sub." I guess they weren't looking for a typical servant. I was also disappointed. I figured they would be looking for some hung stud, which I certainly was not. "Well, ma'am, my penis is about 5 inches."
"Is five inches when erect or flaccid? Also, are you circumcised?"
"That's five inches erect, ma'am. My penis is a couple inches when flaccid, and it is circumcised." This was getting weird.
"So what you're telling me, John, is that you have a little dick and little balls. Is this correct?"
"That's correct ma'am." I was a bit puzzled.
"You sound like a fine boy, and my husband and I would like to meet you for an interview. Are you free this evening?"
"Of course, ma'am, I'm available whenever it's convenient for you."
"Very good, John. Please take a taxi to our house at 6 pm. We will pay the driver." She gave me the address, and a phone number to call if I had trouble finding it, or needed to reschedule. We said our goodbyes, and I hung up the phone.
The conversation certainly had me puzzled. Why had she wanted to know about the size of my package (if you could call it that)? What kind of position was this, anyway? Nevertheless, I was excited. The address she had given me was in a very wealthy part of our city, on the northside, and I figured that they must be rich. After watching a little more television, I hopped in the shower. After cleaning up, I put on a white undershirt, clean tighty-whities, a white button-down shirt and some clean khakis. At 5:15, I called for a taxi, and went outside to wait for it to arrive.
The taxi rolled up right on time, around 5:30. I hopped in, and gave the driver the address that the lady on the phone provided me. The lady? Wow - I hadn't even asked her name.
After about a 25 minute drive, we pulled into the driveway of a very large house. In fact, it was going to be the largest house I had ever been in. The driveway made a circle in front of the front door. The house was made of grey brick, and I could see an attached four car garage off to the side. The yard was very wooded, and seemed to provide a great deal of privacy - I couldn't see any houses on either side. I asked the driver to wait, I got out, and rang the doorbell.
The lady who answered was very attractive. I guessed her to be 40 years old. She was about my height, had a very nice figure, with a slim waist. She wore a grey skirt that showed some very pretty legs, and nice hips. She also wore a red sweater that was very tight in the chest. Her tits were round and perky - probably store-bought. She had long brown hair that fell below her shoulders. She definitely fell into the "milf" category.
"You must be John," she said. "My name is Rachel Andersen." She held out her hand, and I shook it.
"Pleased to meet you Mrs. Andersen. You have a very beautiful house."
She thanked me, and told me to wait at the door while she paid the driver. She returned, and led me into the house. It was beautifully furnished, with light colors and comfortable looking furniture everywhere. She led me into a dining room where a man was sitting at the head of the table, apparently waiting for us.
The man stood up when we entered - he was tall, maybe 6'2", and had short brown hair. His hairline was receding a bit, but he was in good shape. With his wide shoulders and flat stomach, it was apparent that he tried to keep himself healthy. "You must be John." he boomed in a deep voice. "I'm Randy Andersen." I shook his hand, and he pointed to a chair and asked me to sit down.
He got right to the point. "John, Mrs. Andersen and I don't have any children, and we live in this big house. We're looking for a boy to help out around the house, and to keep us company. Our last boy stayed with us for 3 years, but he started to get a little out of shape, and didn't look good in the uniforms any more, so we let him go. Do you know how to light a fire?" I told him that I did. "Good. I like a fire in the fireplace. What about booze - do you know how to pour a drink?" Again, I told him that I had worked as a waiter in a pub for a time, and was familiar with that as well. "Good. The work here is very uncomplicated. We have a gardener that takes care of the outside, and a maid that handles much of the cleaning. Your job is simple - you do what my wife and I tell you. You will be our boy - our servant. Can you handle that?" I pondered this for a moment, and said yes.
"Let me make this clear, John. If you get this job, you will do what ever my wife or I tell you to. You will serve all of our needs, and you will do it with the utmost respect. Do you understand?" He spoke the last three words slowly.
I understood his point. To take this job, I was to be his sub. Again, I pondered this for a moment. They seemed nice enough, the house was certainly beautiful, and I thought that this was worth a try. "I do, sir."
"Good. Let's see how you look in the uniform, and then we'll finish the interview." His wife stood up, and led me up the stairs into a bedroom. "You can change here," she said. "Take off your clothes, and I'll go get the uniform." I took off my shoes and socks, and put them at the foot of the bed. I took off my slacks, creased them, and laid them on the end of the bed. I then took off my shirt, folded it, and put it on top of my pants. I stood, in my undershirt and underpants, waiting. The door opened without a knock, and Rachel walked in.
She was carrying a pair of white shorts. She handed them to me, and said "Put these on." I held them up while she stood, and studied the shorts. They were small - made out of some kind of stretchy material like lycra. She stood in front of me while I bent over to put them on. "No," she said. "You don't need your underwear. Our uniform consists of these shorts only." I look at her, and felt my face flush a bit in embarrassment. I took off my undershirt, and turned around to remove my undershorts. "Turn around. If you are offered this job, modesty will not be a part of the job description." Now I was really embarrassed. Because of my small size, I hated being naked in front of other people. Of course, she had already seen the flat front of my underwear, and I had told her about my small cock already, so I obliged and turned back to face her. I pulled off my underwear; put them on the end of the bed with my other clothes, and bent back over to pull on the shorts.
The shorts were very tight - I could feel them ride up my ass a little, and they squeezed my little package right up against my body. I turned to look into a mirror, and saw my skinny self staring back at me. The shorts seemed to fit. They were very low on my hips, and really looked kind of sexy. I was beginning to understand why she asked about the size of my package - no well hung man could be contained by these dainty little things.
"They fit you perfectly. Randy will be pleased," Rachel smiled as she spoke. "Let's go show him." We walked back downstairs, her wearing her beautiful skirt and sweater, and me, shirtless and barefoot, wearing nothing but these tight little shorts. We returned to the dining room, where Randy looked at me and smiled. "You look splendid. The uniform fits perfectly! Now, come over here."
I walked over and stood next to where Randy was sitting. "Hand me the tape measure, dear. I want to make sure his measurements are right." Rachel stood up and opened a drawer in the china cabinet, and handed Randy a cloth tape measure. "Now, take your shorts. I want to examine and measure you." I blushed, and must have stood there a bit too long, because Randy repeated himself. This time, he raised his voice a bit. "Take the shorts off!" This time I immediately reached down and pulled the shorts down to my ankles.
I stood there, facing Randy, meekly displaying my nakedness. Without missing a beat, he reached out and grabbed my little dick with his thumb and forefinger. He pulled it down a little bit, then pointed it up, and then to each side, as if to examine it. I looked down, and it looked ridiculously small when compared with his thick fingers. "A fine tiny little dick," He declared, then let go of me and picked up the tape measure. He unrolled it and then pressed it to the base of my dick, and held it past the time. "Hmm. An inch an a half soft. I believe you told my wide it was a couple inches."
"I'm sorry sir, I was just guessing."
"I believe you were lying. If you take this job, you will be punished for lying, do you understand?"
"Yes, sir," I replied.
"Good." He set down the tape measure, and reached and grabbed my little balls. Because of my nakedness and embarrassment, they had shrunk almost all the way up, and were being held tight up against my body. He fondled them, then rubbed each testicle gently between his thumb and forefinger. "Good little balls, too. They're hiding though. You're a good looking boy, John. We'll have to do something about this hair. A good boy has no hair below his neck." I wasn't very hairy - I had a small, thin patch on my chest, a bit on my belly and ass, and of course a thin coat covering the base of my cock and balls.
"I need to finish measuring you, John. Please give yourself an erection." I stared blankly at him, and then looked meekly at Mrs. Andersen. "Go on," she said. I reached down and grabbed my little cockhead and rubbed it between my thumb and fingers. It began to grow a little bit, so I made a ring with my thumb and forefinger, and began to slowly stroke my little dick. I stood there naked, stroking myself, for about a minute before I declared myself hard. I looked down and noticed that a drop of precum had formed on the tip of my cock.
Randy again reached out and held the tip of my penis with his thumb and finger. Then, he pushed down on my cock and watched it spring back up, pointing right at him. "It's very nice. Come take a look, honey." Rachel stood up and walked over and stood next to John, facing me. She looked down at my crotch, smiled, and said "That's a very cute little dick you have there, John." I was shocked by what happened next. She reached down, and ran her finger along the bottom of my penis, and then scooped up the little drop of precum on the tip of her finger. Sticking the finger in her mouth, she said "Mmm. He tastes very sweet, too."
Randy grabbed the tape measure again, and held one end at the base of my erection, then stretched the tape along its length. "Four and a quarter inches, John. Don't you even know how small your cock it? You told my wife that it was five inches. It's not even close. This is the smallest erection I've ever seen. You're even smaller than the last boy we had." He looked at Rachel. "Do you still like him, honey?"
"Of course, he's still a very cute boy!" she replied.
"Good. Okay, John. Have a seat, and we'll finish the interview." I reached down to pull up my shorts, and Randy grabbed my arm. "Leave them off until I say." I just shrugged, stepped out of them, and walked over to my seat and sat down.
"I want to know more about you, John. As you can guess, in addition to serving us in the dining room and living room, you will also play a role in our bedroom. Have you ever fucked a woman, John?" I told him about my two prom dates. "Good. Have you ever fucked a man? I mean - on top." I told him that I had not. "Have you ever sucked a dick before, John?" I told him that I had. "Did you swallow?" I told him no, that I hadn't. "That's not how you give a good blowjob, John. You should always swallow, do you understand?" I replied affirmatively. "Good. Now, have you ever eaten a woman's pussy before?" I told him that I had not. "John, you'll never please a woman with a little dick like that. You're going to have to learn to please women with your tongue. Do you understand?" I nodded my head. "Okay, John. One more question. According to your answers, you seem bisexual. Have you ever been fucked by a man?" I told him that I thought I was bisexual, but I hadn't had the opportunity to be fucked yet.
"Very good," Randy said. "Stand up and come over here." I stood and returned next to Randy's chair. With all the talk about sex, my hard-on was still raging. "Turn around," Randy said. "I want to see your ass." I did as I was told, and felt Randy grab each of my small buttcheeks and knead them a bit. "Bend over." I blushed, but bent over. I felt Randy reach out and rub my balls, then run his finger up my perineum and finger the outside of my hole. I had never done any ass-play before, and was surprised at how good it felt. "He's certainly a virgin." Randy remarked.
Randy looked at his wife. "Honey, what do you think. Should we give him a try?" "I'd very much like that," she replied. "Good. John, put your shorts on and turn around." I did as I was told. Because of my little hard on, the fit was even tighter.
Randy stood up, and extended his right arm. "How about it, John, would you like the job?" Looking back, this would have been the time to ask questions of my own. At the time, though, I'm quite sure that my hard little prick was doing the talking. I smiled and said, "Sir, I would be honored to be your houseman." I reached out to shake Randy's hand, but he pulled it away, an angry look on his face. He told me to pull down the shorts. I gave him a puzzled look, but bent over and pulled the tight white shorts down around my ankles, my little dick still erect.
Randy stepped back a couple feet, and deftly undid his belt buckle, unbuttoned his pants, and pulled them down, showing a pair of navy blue silk boxers. He then pulled his boxers down, revealing his manhood. His dick was soft, yet still must have been six inches of hanging meat. His large balls hung down almost as low. He apparently shaved his scrotum, but had a thick pile of hair surrounding his cock. "You see this, boy?" he asked. "Grab it."
I looked up at his angry face, and he repeated himself. "Grab it!" I did - I reached out and gently took his cock into my hand, and lifted it up. I couldn't believe the weight of the damn thing. Having only really experienced my own little cock and those of some schoolyard pals, I had no idea that a cock could feel so . . . significant. I wrapped my whole hand around it, gently exploring this beast. I could feel blood starting to fill his cock when he said "Now, pull down your shorts and grab your own." I pulled the shorts halfway down and, with only my thumb and finger, grabbed my now super-hard cock. "The cock you just felt belongs to a man. The little thing you're fondling now belongs to a boy. I am the man, and you are a boy. With that little dick, you'll always be a boy. You are not being hired as my houseman; you are going to be me houseboy. Do you understand? I looked sheepishly at him and nodded.
I pulled up my pants, and was amazed at what I did next. I stepped closer to Randy, and bent over and lifted up his silk boxers, gently tucking his hanging cock into them as I pulled the underwear up to his waste. Then, I pulled up his pants, zipped them up, buttoned them, and fastened his belt. I took one step back, extended my hand again, and said "Sir, I would be honored to be your houseboy." He smiled and shook my hand. I turned and walked over to Rachel, who was still seated, and shook her hand as well. She smiled and gave me a hug and said, "You're a very good boy, John. Welcome to our home."
That's the end of chapter 1. The next chapter will be out soon. If you enjoyed it, please email me and let me know. Criticism is also accepted. I would love to see pictures of my readers - the fewer clothes, the better! My email address is hermjohnson@comcast.net.