I'm Steve, a fourteen-year-old boy who has surrendered to a dominatrix. That may sound great to some guys, but if you do it, prepare for some major changes. I thought it was going to be a series of kinky experiences, and it was – and so much more.

It probably started before I started puberty, when I was looking at online porn. I found every dominatrix to be really sexy and longed to meet one. Once I could cum it was even more intense because I would envision a woman commanding me to cum. Of course, it was all just fantasy until I met Brenda. The rumor was that she was a dominatrix and guys submitted to her regularly. I wasn't sure exactly what to believe because stories have a way of getting better as they are told.

She was a pretty girl, though with a few extra pounds. It was well-distributed however. She had really nice tits and an ass I couldn't stop looking at, and not much fat around her belly. I suppose she might be called curvy or voluptuous by some, a BBW by others. She had a number of friends, though I wasn't currently in her circle of friends.

I was surprised when she accepted my invitation for a date. I took her to a movie and we made out after the lights were out. She let me feel her breasts but stopped me when I slipped my hand up her skirt. Instead, she squeezed my cock through my pants. As she did, she whispered to me, "Take it out." I did and she took hold of my bare cock, squeezing it hard, making me realize that I was no longer under control.

"You realize that men submit to me," she asked, "Don't you?" I nodded and she continued, "Do you know why they do?"

"No," I admitted, though I knew I wanted to submit as well.

"Men are controlled by their cocks," she said, "And I control their cocks."

That sure made sense – she was clearly in control of my cock at the moment.

"Do you want to submit to me?" she asked.

"Yes, I want to," I acknowledged.

"My parents are away the rest of the day," she said, "Let's go back to my place and we'll get started."

She added, "Now put your cock away and get control of yourself." I zipped up and we left the theater – we had better things to do than watch the movie. We went to Brenda's and went to her bedroom. She began to undress but told me to keep my clothes on for now.

"Before I accept your submission, I need to evaluate your pleasuring skills. She sat on the bed and offered me her nipples to suck. I knelt on the floor next to her bed and took her left nipple between my lips and began to suck. I sucked harder, and gently teased her nipple with my teeth. She told me to do the other, so I sucked her right nipple for a while.

"Well, you've got me excited," she said, "Now let's see if you can take me all the way."

She got on the bed on all fours with her ass to me. I thought I was going to fuck her doggie style, but she said she wanted me to kiss her "deeply". She reached back and spread her cheeks, exposing her pink rosebud to me. I'd seen this in porn, but never in real life, and it dawned on me that she wanted me to kiss her ass! I'd never considered doing anything that dirty – yet here I was, and that was exactly what she expected. I knew I had to comply, or this would be all over.

I tentatively leaned toward her and brought my lips to her hole, extending my tongue slightly to touch her delicate skin. "Deeper!" she said, and I pressed my tongue into her, never expecting that I'd be doing something so disgusting.

She pressed back, as if to drive my tongue in deeper, and said, "Now reach around and finger my clitty."

I reached around and slipped two fingers into her pussy and got them wet, then I massaged the bump that was here clitty. She began to moan, so I knew I was on the right track. I kept my tongue going in and out while I fingered her. My tongue began to grow tired, not accustomed to being extended that far for so long, but I forced myself to continue until Brenda told me I could stop. I hoped that I'd done well but wasn't sure.

"You have good oral potential," she said, "You made me cum three times, so if you still want to submit to me, I will accept you."

"Brenda, I want to submit to you," I said.

"Good, but from now on you must call me Mistress, and say please," she said.

"Please Mistress, may I submit to you?" I asked, now more properly.

"Yes, you may," she said, but now I must decide what category sub you are.

I must have looked puzzled, so she added, "I need to find out if you are a Stud or not."

I didn't expect any problem with that, since I'd made her cum three times – that seemed pretty studly to me.

She told me to take off my clothes, which I did, and soon was standing there naked and hard.

"Good," she said, "I see that you are already hard, so I can measure you."

This was a surprise – I'd never really compared my cock to other guys, but I presumed I would fare reasonably well.

Brenda took hold of my cock and squeezed hard. "Just to be fair," she said, "I'll make sure you are fully hard."

She had me so aroused I was almost delirious. Then she released me and put a ruler next to my cock.

"Sorry," she said, "But you don't measure up to be a Stud."

"What do you mean?" I asked.

"You aren't even five inches, fully erect – that's not the cock of a Stud!" she affirmed.

"But don't despair," she said, "I'll still accept your submission as a Sissy."

"A Sissy?" I asked, "You want me to submit as a Sissy?"

"Well, you're no Stud – that's for sure!" she said, "But you can have a full sex life as a Sissy, so let's get started."

"I still want to submit," I said, not very happy about being a Sissy, though I wasn't sure what it really entailed.

"You will do as I say, without hesitation," she said, or be punished.

I agreed and said I was ready to begin.

Kneel before me and jack-off. When you cum, shoot into your other hand.

Brenda did a little exotic dance that further aroused me as I stroked. Soon I came and caught my load in my other hand as she watched. Jacking-off while she watched was both exciting and a little humiliating, since it's such a private act.

"Now lick up your cum and swallow it all," Brenda directed, but I balked at that. Brenda glared at me.

"Please Mistress, not that," I begged.

"You're hesitating," she said, "The punishment will be even worse if you refuse, now do it!"

I had no choice but to comply, so I brought my hand to my mouth and licked up my cum. It tasted terrible, but I swallowed as directed.

"Since you did it your punishment will be less," she said, "But since you hesitated you'll be spanked."

She picked up a ping pong paddle and I was relieved – how bad can this be – I heard that some guys actually liked getting spanked – maybe I would. She told me to get on my hands and knees and went behind me. I braced myself, anticipating some swats on my ass. Instead she took hold of my ball sack and tightened her fingers around it to fully expose my balls and then SMACK!

I saw a white flash of pain and collapsed on the floor.

"One smack for your first infraction," she said, "Now you know, so I expect strict obedience."

"Yes Mistress," I said.

Brenda told me to get dressed and go home. I was to come back tomorrow after school to receive my Sissy instruction.
I went home, balls aching from my punishment. I was sure going to be more obedient in the future!

The next day I arrived at Brenda's and she welcomed me in, saying, "There are two roles among my subs: Stud and Sissy – you will be expected to present yourself in accordance with your role."

"Yes Mistress," I said, "I will do as you direct."

She told me to undress, which I did, and then she took some body measurements, and then went to drawer and took out a bra and panties and told me to put them on. I suppose I should have expected that. I decided to go along with it, hoping the ultimate outcome would be to my liking. I slipped on the panties but couldn't manage to tuck my erect cock. Brenda ordered me to jack off and eat my cum, which I did – this time without any hesitation. Drained, my soft cock now tucked into the panties with ease.

Brenda helped me with the bra – it was awkward at first, but we got it into position. She went to another drawer and took out some breast forms. "These will make you look like an A cup – not very big, but just right for a Sissy," she said.

Then she had me sit down at a mirror and told me to watch carefully as she put deep red lipstick on me. Then she wiped it off and told me to do the same. It took several try’s, but I got it right. I realized that my small cock was what forced me into this role, but I felt a little excitement from all this. I knew it wasn't normal to feel that way, but then it probably wasn't normal to submit to a dominatrix.

Before I left, Brenda pulled down her panties, spread her cheeks and made me finger her off with my tongue in her. She made a point of telling me that my cock wasn't suitable to pleasure a girl, so I will always do it orally.

Brenda sent me home with the bra, panties, breast forms and lipstick and told me to return on Saturday at 2pm, when I will be able to put my Sissy skills to work.

I returned home, wondering what was in store for me. A week ago I would never have agreed to any of this, yet today I willingly ate my cum and dressed as a girl – a lot sure has changed – Saturday would probably surprise me as well.

On Saturday I arrived just before 2pm and Brenda welcomed me in. She checked the fit of my bra and panties, making a slight adjustment in the bra. She told me my lipstick looked perfect.

She went to the back door and yelled out, "Get into position." Then she led me out to the back yard where four girls were kneeling facing away from me, with their asses pointed toward me.

"Sissy Steve," Brenda said, "I want you to bring each of these ladies to climax as you've done for me."

So here I was – directed to stick my tongue into the asses of four girls I didn't even know – I suppose that was Brenda's idea of a humiliating introduction.

At least all the asses looked really good to me, so I started with the first and enjoyed the way I made her squirm with delight. She told me that she'd cum, then I moved to the next. It took about five minutes to make each girl cum, and my tongue was really tired when I finished.

Then Brenda told the girls to turn around and I saw their faces as she introduced me as Sissy Steve. It turned out that I knew all these girls – Amanda, Gail, Mary and Tonya. I'd just kissed all their asses and presented myself as a Sissy. Then Brenda added to my humiliation by ordering me to jack-off and eat my cum as they watched. By the time I did, I realized that I truly was a Sissy, because I sure acted like one – and now these four girls from my school knew as well. School would never be the same for me.

The Brenda announced that the Studs had arrived. They entered the back yard wearing only shorts, with their cocks and balls protruding. They were all only semi-hard. I immediately recognized Dan, Jim, Lee and Mike from school. All their cocks were at least seven inches long – no wonder they were Studs!

Brenda announced, "Time for introductions. Studs, this is Sissy Steve, your fluffer. Come forward and each greet him in turn. Sissy Steve, on your knees to greet your Studs." Now that I've been humiliated in front of eight of my classmates, I feared there would be no keeping this secret.

I got on my knees and each stud approached me and brought their cock to my mouth. I opened to receive each of them, and Brenda took pictures of their cocks in my mouth, as the girls watched. Each greeting continued until I'd sucked the Stud to full erection. Brenda cautioned the Studs not to cum – if they came, they and I would both be punished. I hoped I had the skill to suck them to the right amount of erection. Sucking the Studs while the girls watched was especially humiliating, and I tried to get it over as quickly as possible.

Once the Studs were all erect, they circulated with the girls, who handled them as they pleased. Whenever a Stud began to lose his erection he returned to me for fluffing.

The Studs were not permitted to cum until given permission. If they came prematurely, they would be punished. If I made them cum prematurely, we would both be punished.

Then Brenda announced, "The next two hours will be a test of manliness. The Studs are to remain visibly aroused but resist cumming until given permission. The girls will test your ability to maintain control.

During the next two hours I was to remain kneeling and available to any stud who needed fluffing. After fluffing each stud I was to check my lipstick and refresh it if needed. It was humiliating, but I was beginning to like it. In fact, I took the time to really get to know how each Stud felt in my mouth.

In order to fluff the Studs without making them cum I had to give them just enough stimulation. I knew I needed to get them hard, but didn't dare make them cum. I remembered my ball paddling much too vividly. I discovered that if I gently ran my tongue all around a Stud's cock head but didn't move too quickly, that provided just the right level of stimulation. I knew the underside of the head was the most sensitive for most guys, so I tried to avoid that area. I found that I kind of enjoyed exploring the contours of each cock, and soon found that I could identify the Stud just from the feel of his cock in my mouth. Was that what cocksucking was about? I didn't know but for me it was growing in importance.

I found that I welcomed each time a cock entered my mouth and regretted just a little when it left. I knew this experience was changing me, and I liked the change.

For the first hour each of the girls moved around seductively as the Studs watched. They were trying to see if they could get any Stud to cum just from watching. For over half an hour the Studs remained hard without my attention. After that a couple of them needed fluffing, and I was glad for that.

Then Mike let loose and Gail shouted out, "He popped!"

Mike suddenly had a look of fear on his face as Brenda approached him. She was wearing examination gloves and squirted something from a tube into her palms and rubbed then together. The then took hold of the Mike's cock and balls and massaged them, making him howl in pain. She was massaging him with Ben Gay – and all the Studs cringed at the sight of Brenda making sure his sensitive head was well-tortured.

Brenda smiled as Mike begged for mercy. She looked at the other Studs, who had lost their erections and ordered them back to me. It took some doing to get them erect again, but I did my best, glad I was a Sissy and not a Stud.

Then Gail approached Mike, wearing a strapon. It was specially designed dildo on a strap, with a part that fit into her pussy so that she would cum while fucking him. Brenda lubed the strapon with Ben Gay and Gail proceeded to fuck Mike's ass until she came.

Afterward, Brenda said, "Okay girls, now see if you can make the others cum!"

These were seriously perverted girls, but then I realized that every aspect of my participation in this was totally perverted as well, but I liked much of it.

After the first hour was past the girls aroused the Studs by having them kiss them in their sensitive places – once again trying to induce premature orgasm. This lasted for a half hour and none of the Studs popped.

Now we approached the most difficult part of all. The three remaining studs were made to lay down on a mat and I was ordered to fluff each of them to full erection. As I finished arousing each, one of the girls lowered themselves onto the hard cocks and rode them. I expected all of the Studs to fail this test, but Amanda and Tonya grew tired after they came several times and dismounted.

Mike was eliminated (and was nursing his sore parts). Gail and Brenda each took their turns on Dan and Lee, and after climaxing several times dismounted.

Mary rode Jim until she tired and dismounted. Brenda seemed disappointed that none of the Studs had popped and said, "Let's see if you can endure this!" She lowered herself onto Jim, taking him up her ass.

Brenda rode him and squeezed her ass muscles as she did. She practiced kegal exercises regularly and prided herself in being to make any guy cum that way. I got aroused just watching that round ass of hers working the guy.

Jim finally gasped as Brenda milked him. She remained sitting on hiss softening cock as she put on her examination gloves and dispensed a generous amount of Ben Gay. Jim watched in horror, knowing what was coming next. With her gloved palms covered in Ben Gay, Brenda dismounted and massaged the studs cock and balls as he howled in pain!

Brenda told Jim that because he lasted so long he wouldn't be fucked with a Ben Gay lubed strapon, and should consider himself lucky.

Next she turned to me and said, it's time for you to give Dan and Lee their reward. By now I'd begun to enjoy sucking them, and welcomed their cocks in my mouth – but now I needed to make them cum. That would be just a matter of more vigorous tongue work, so I moved my tongue around faster and paid particular attention to the underside of their cocks. After all the excitement they each came in just a few minutes. Since I had swallowed my load several times, I was accustomed to the strong taste, and actually welcomed their loads.

Brenda took pictures of me sucking them off and made me open my mouth to show their loads – all of which was captured by the camera. She told me that all participants would get copies of the pictures and were free to share them as they wished. I realized that I had to make sure to keep everyone on my side, so the pictures didn't get into the wrong hands.

The party came to a close and my classmates departed. Brenda told me I'd done well for a beginning Sissy. I liked being a Sissy, but knew it was something I had to keep secret – if Brenda and my other classmates could be trusted to be quiet about it.

As I walked home, I thought about how submitting to Brenda had changed my life – and my desires. I was a Sissy and a cocksucker and loved it all and was anxious for more!

  To be continued . . .

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