I 'm Blair, a fourteen-year-old boy obsessed with cock. Ever since I've been able to jack-off, I fantasized about sucking cock, but never acted on my desires. I'm sure I could have found guys at school who would let me suck them, but I didn't want my secret to get out, so I tried my best to find strangers to suck.

The main problem was my age. Being under-aged I'm technically not allowed on the adult sites, but I get on anyway and put up postings. I get answers that sound promising until they find out I'm a kid – then they don't want anything to do with me. A couple of times I lied about my age and actually met up with guys, but as soon as they saw me, they got pissed, called me "jail bait" and left.

I spent a lot of time on chat rooms but didn't have any better luck, although I did jack-off while chatting with some guys. Those chat rooms created an unexpected opportunity.

I got an email one day stating that my chats had indicated frustration about not being able to find guys to blow. They said they had an arrangement whereby I could give anonymous blowjobs with no questions asked about my age. If I was interested I need only give my cell phone number and they would contact me. I quickly dashed off a reply.

Later that day I received a phone call. It was a woman, which made me uneasy – I didn't know if I could discuss giving blowjobs with a woman. However, she did her best to put me at ease and said her organization had helped many young men achieve their dreams. She went on to say that if I worked with them I could give anonymous blowjobs at one or more of their local Glory Holes. I had seen Glory Holes in porn and was immediately interested. I knew that neither party knew who the other was, so it was completely secure and anonymous. I wouldn't know who I was blowing, but they wouldn't know me either!

I quickly agreed and made an appointment to start tomorrow at 6pm. She gave me the address and instructions, advising me to be sure to follow them exactly. The next day I rode my bike to the address, which had no sign, but looked a lot like a bar. I went to the back of the building, parked my bike, and went in a door marked "Service Entrance."

There was a chair where I was to leave my clothing. I felt a little uneasy about undressing, but the woman assured me that cocksuckers really were supposed to be naked, so I undressed, stacking my clothes on the chair.

There was a door to the Glory Hole booth, which I opened, revealing a small room with a hole in the wall, and a pillow on the floor. I entered the room and closed the door. The Glory Hole was covered by a sliding door, which I opened to signal my readiness.

I waited and after a few minutes my first cock came through the hole. It was bigger than mine – probably belonging to an adult – and it was beautiful! I took hold of it and felt it stiffen in my hand. I gave it a few strokes, enjoying my new "toy", but soon I heard its owner say, "Suck it!"

I took it into my mouth and was thrilled to finally achieve my life-long dream. It felt so good in my mouth. I ran my tongue all over it, exploring its contours. I knew I had to keep my tongue moving and my teeth off him. In a few minutes I felt him enlarge before shooting his hot load into my mouth.

I'd waited for years for this taste and was completely surprised by it. I didn't know what to expect but found it different from anything else. It was very strong tasting, but I knew I wanted more of it. I continued to hold him in my mouth, not wanting this to end, but soon he pulled out and I swallowed.

After swallowing, I had a strange aftertaste that reminded me that I'd just swallowed a load of cum. Words just can't describe how wonderful I felt! But soon another cock came through the hole, and I took him into my mouth – this time without handling it – I wanted to, but knew they expected a blowjob, so that's what I did.

His cock was different. Still shaped like a cock, but with little variations. As I traced its contours with my tongue I began to realize that cocks, like faces, were unique, and I hoped that one day I'd be able to recognize a guy by the feel of his cock in my mouth. A lot of wild thoughts were running through my head as I was having the time of my life.

Soon this guy came, and it tasted strong, yet a little different. I held him as long as I could, but he also pulled out. A third guy came through the hole and I got right down to sucking. My cock had been fully hard since the start of my sucking. I began to stroke as I sucked, and soon shot my load on the floor. I didn't intend to make a mess like that, but it couldn't be helped.

This guy came a little after I did, and his load tasted especially strong. I wasn't sure I liked it, but I was also feeling a lot different after my climax. Before my arousal drove my sucking, but that was gone now.

He pulled out and I swallowed. Then another cock came through the hole. I still wanted to suck, even though I wasn't aroused. As I sucked, I found the experience to be more vivid – like my arousal had clouded my perception. Now I felt more fully immersed in the cocksucking experience. When he came it also tasted stronger than the first few.

While I awaited the next cock, someone said through the hole, "That's all for today." I slid the door shut over the Glory Hole and left the room, nearly slipping on the puddle of cum I'd left. I took my undershorts from the chair and wiped up my load – I knew that next time I'd have to bring some tissues. I got dressed and went home.

The next morning, I checked my email and found one that from the Glory Hole place (I still didn't know the organization name). It said that they liked my work and were glad I would be continuing to work with them. It referenced a couple of attachments, that I should review.

The first attachment was a picture. When I clicked on it I was shocked to see that it was a scan of my school ID badge. They knew exactly who I was! I began to feel uneasy – this was all supposed to be anonymous! Then I clicked on the other attachment, which was a video. I was even more shocked to see that it was a video of me sucking and jacking-off while I did. I couldn't imagine anything more incriminating that that! I saw a phone number at the bottom of the email and called it. The woman I talked to yesterday answered.

I began to protest what they had done, but she asked me to please listen while she explained. She said that she knew that I wouldn't want my family to see the video, and there was no danger of that as long as I cooperated. Their private investigators had determined my address, church, and names of friends. All I had to do was cooperate and my secret would be safe.

Now it was my turn. I asked what she meant by cooperating and she told me that I would be expected to work the Glory Hole from time to time, but also meet people who valued my talents.

I realized that I was being forced, although it seemed I’d be doing things I'd always wanted to do anyway, so I decided to go along with it. I couldn’t risk my family knowing any of this.

She told me that the Glory Hole Place was a private club, for adults who liked boys like me. She told me to go back tomorrow, but come in the front door. I had no idea what to expect, but knew I'd better comply.

The next day I arrived at the club and entered the front door. It was dark inside, only dimly lit, but I could see a number of large flat screen TVs all showing a kid about my age sucking at the Glory Hole. Maybe he was another new recruit – tricked into service like I was.

The bartender looked up and motioned me over. "I'm Mack," he said, "And this is Lisa – she'll get you ready." Lisa took me into a back room and told me to undress. I was reluctant at first, but Lisa insisted, so soon my clothes were stacked on a chair. She handed me what looked like a pink tennis skirt and told me to put it on. It was humiliating to put on a skirt, but I had no choice. The skirt was really short, not even covering my ass completely.

Lisa reached under the skirt and fondled my cock and balls, bringing me to erection. She let go and my skirt fell down, now tenting from my erection. Next she took some lipstick and put it on my lips, as well as on my nipples. "Now you look like an absolute darling sissy!" she said. I clearly had got myself in way over my head, but had no choice but to endure it!

Next Lisa took me out to the bar area and announced me, "This is Blair, who you may have seen in action yesterday. He'll be coming around to meet all of you." Then she took me to the first table, where a man and woman sat. "Don't you look pretty?" the women said, making me blush. She reached under my skirt and fondled my cock and balls, smiling as she aroused me. The man put something wet on his fingers and slipped them between my cheeks and up my ass – first one finger, then a second. He pushed in as far as he could – this was definitely more than I signed up for, but that was now out of my hands. Lisa took me by the arm, telling me I had to move on, and took me to a table with three men, all rubbing their cocks.

One unzipped and took out his cock, offering it to me. "Show him what a good sissy you are," Lisa said, pushing my shoulders down, indicating that I should be on my knees. I knelt and sucked him as he pushed my head down, driving his cock deep into my mouth, gagging me. He let up and I was relieved, but he repeated that a few more times before he came. When I swallowed his load, I was glad it was over. I sucked the other two men and Lisa had me get up to visit the next table.

At the next table was a black man with a couple of strange items on the table. One was a tapered object that he picked up asking, "How do you think this butt plug will feel up your ass?"

"I don't think I could ever take anything that big," I responded.

He smiled, picking up a chrome plated object that looked like an odd set of pliers with a curved end at right angles to the handle. "This speculum will open you up more than enough," he assured me, squeezing the handles, causing the jaws to open widely. I imagined how much something like that would hurt, stretching my ass, and begged him not to.

The man unzipped and took out a monster cock. It was soft, but bigger than any I'd seen before, even on porn! "I want you to take me up your ass," he said, "Do you think you can do that today?"

I shook my head, and he continued, "Then we better start opening you up so you can take it. But first, stroke me till I'm hard, then I'll begin your dilation.

I knelt before him and stroked his big cock, licking some pre-cum from the tip. I tried to take the head into my mouth, but I just couldn't open far enough. He stopped me and made me stand up and lean over the table, with my feet wide apart. He lifted the back of my skirt as Lisa spread my cheeks. I felt the metal of the speculum penetrate me. He rotated it, opening a bit, and pulling it out. Then he inserted it again and repeated. It didn't hurt yet, but it felt really strange for my ass to be involuntarily opening up at his control. He continued to repeat, each time opening me further. I knew I was open more than I had ever been, but there was no pain.

Finally he removed it and lubed the butt plug and slid it into me. To my surprise it slipped right in without pain or resistance. "See, I knew you could do it," he said, "Now keep that in full time until you have to go to the bathroom. Then take it out and put it back in afterward, making sure you use plenty of lube.

Lisa told me to show my appreciation by sucking him off. I knelt before him and took his cock in my hand. He had softened a bit, so I could now get the head in my mouth. I moved my tongue around and his cock swelled in my mouth, but he was much too large to take in completely. Lisa told me to stroke the shaft of his cock, so it was like I was giving him a combination blowjob and handjob. I hardly had room in my mouth to move my tongue around, but I did my best, and soon he rewarded my efforts with a huge, strong tasting load.

He thanked me and told me that tomorrow he would be cumming in my pussy. Lisa took me back to the Glory Hole room where the current sucker was finishing. I took his place and sucked five more cocks, realizing that the only thing anonymous about this was the fact that I had no idea who I was sucking, but the whole club could see me. When I finished the last guy, Lisa took me back to the room behind the bar where I took off the skirt and put my clothes on.

"You make a really nice sissy," she said, "Would you like to start taking female hormones so you can develop breasts?" That was an absolute shock – I may be a faggot but had no intention of giving up being a guy.

"That would never work at home," I said, "So how about if I just be a regular sissy?"

"That's fine," Lisa affirmed, "I just wanted to offer it to you. Next time we'll start you on makeup. I'll do it for you until you learn to do it yourself. We'll get you a bra as well.

I departed, feeling the butt plug pushing into me as I pedaled my bike home. I wore it to bed and didn't have to take it out until morning, when I needed to take a dump. I carefully washed it and set it aside while I took my dump. Everything came out easily, like my ass was still open – I worried about possible lasting effects. After I got done, I lubed up the butt plug and slipped it back in. It went in easily – probably because I was already stretched out.

At school the butt plug was a constant reminder that I'd be getting a huge black cock in my ass tonight. After dinner I went to the club a little early and entered through the front door. Lisa greeted me and thanked me for coming early so we had time to do my makeup. Although I certainly would never want to BE a girl, I had to admit enjoying PLAYING a girl. My hair was longer than usual for a boy, and Lisa was able to make it look more feminine. After doing my makeup she showed me to a mirror and I had to admit that I looked pretty darned good!

Before going out to the bar I removed the butt plug and washed it. Lisa put plenty of lube on my stretched hole so I'd be ready. She led me out to the bar area where I greeted people, sometimes being groped, sometimes giving head. When I got to the black man's table he took me into his arms and kissed me on the lips. That was kind of gross – I didn't like kissing guys, but I had to act the part of a sissy and go along with it.

He slipped his hand under my skirt and between my cheeks. He smiled and said, "I think you're ready for me – suck me for a bit." I knelt before him and unzipped his pants, taking out his massive cock. I put the head in my mouth and it immediately began to grow, filling my mouth. I stroked the shaft until he said, "That's enough, time to slip inside you."

I positioned myself over his lap and lowered myself onto his cock. The massive head pressed against my lubed hole and stretched me more than either the butt plug or speculum had. I knew I would have to take him in, so I pushed down, enduring the pain, until the head slipped in completely. He was much too long to take him all the way in, but I took him until he bottomed out in me. I felt so stretched I might never recover. He held me close and began to kiss me again – this time pushing his big tongue into my mouth. It was so gross, but I had to go along with it, and pretend to like it. I bounced up and down on him as we kissed until he finally said, "I'm cumming and filling you with my nut!" I couldn't feel the cum shooting into me, but did feel his cock pulsing as he pumped.

"Damn, you're a really sweet sissy," he said, "I wish I could take you home, but the old lady wouldn't stand for it!"

I thanked him for the sound fucking, and Lisa led me to the Glory Hole room, where I worked for the next half hour. After I finished I went to the room behind the bar and changed. I told Lisa I didn't know how much more I could take a horse cock up my ass, and she assured me that I wouldn't have to do it for quite a while. The black guy was from out of town and only visits a couple times a year. By that time my ass might be tight again (if I ever really recovered).

The club had recruited (or rather, tricked), seven other guys, and once they were up to speed, I only had to work there once a week, although I was welcomed to stop in more often if I wanted. Lisa provided me a locker to hold my clothes when on duty. I began to enjoy doing makeup, and really liked the effect I had on horny men. I grew to enjoy the kissing along with their constantly grabbing my ass. Most of the sex was oral, thankfully – I really didn't like to take it up the ass.

The club had a relationship with a porn movie company, and I had the opportunity to star in a number of productions. The most common theme was arousing a man who thought I was a young girl, only to discover that I was a young boy. All my body hair was shaved so I looked younger. I knew the focus of the movies was child porn, but that's why it paid so well. By the time I graduated from high school I had enough money for a down payment on a house. I was able to look young until I was twenty, then I had to switch to regular gay or crossdresser porn. The pay was still good, but not as good a child porn.

I don't know what I'm going to do with my life at this point, but I might just make some guy a good sissy wife!

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)