Tony's Problem

It was never very hard to get Tony naked. At the end of our second "date" I asked him to come in for a glass of wine. Tony was the kind of man, small and slight, who was so nervous and unsure of himself that, at first, I though he might refuse the obvious come- on. He finally decided to take me up on my offer so I set up the trap.

I poured us each a glass of wine and when I handed him his, I spilled it all over him. His shirt and pants were soaked with big red splotches. I reacted with mock surprise and regret.

"Oh Tony, I am so sorry, let me wash those things for you" I said as I began to tug at his shirt.

At first he resisted but in short order I got his shirt and undershirt off of him and pulled him along as I headed to the laundry room. I dumped his stuff into the washer and casually but firmly demanded his pants.

He looked horrified at first but I was clearly in command of the situation. When he made a move to unbuckle his belt, I took over and dropped his khakis to his ankles. I pulled off his loafers and had him step out of his pants. I emptied his pockets onto the dryer, removed his belt and threw his pants into the washer, which was now filling with water.

I was relishing my control of the situation and getting a positive charge out of Tony's growing embarrassment. Without a word, I turned to him and pulled his briefs down to his ankles. He was so shocked he simply froze so I pulled his foot of the floor to free his underpants. He lost his balance and fell on his ass. I pulled off his socks as well and threw everything into the washer and closed the lid.

Tony was now totally naked and sprawled on my laundry room floor. His clothes were soaking wet and would be essentially unavailable for the next couple of hours. I was still fully dressed. I crossed my arms, smiled wickedly and looked down at him like he was a trapped rabbit. A trapped hamster would be a better image as he had about the smallest cock I've ever seen on a grown man. I extended a hand.

"Tony, let's go up stairs and I'll get you another glass of wine". I acted as if his nakedness was no big deal but I enjoyed his obvious discomfort and humiliation over the next few hours enormously. I established our relationship as one where I was the dominant and he was the submissive. He spent many evenings over the next few weeks at my home. I kept him naked and he was never allowed to touch me although I often fondled his ridiculous little cock to its pathetically fully erect state but NEVER to orgasm.

After about three months of such degrading treatment, several things became clear.

• Tony was a virgin with little or no experience with women
• I was now his boss, Mistress Meghan, who had complete control over him
• He was a persistent masturbator, a situation I rectified with the installation of a CB- 2000. Fortunately, although his penis was laughably small, his balls were near normal so securing the device was no problem. He had worn it 24/7 for two weeks.

I commanded his presence for this particular evening. He was to arrive at 6:00. He knew I would probably order him to strip on arrival but I expected some possible resistance tonight for two reasons. The first was that he was wearing the CB-2000, of course. The second, and more important reason was that several of my female friends would be with me tonight.

The doorbell rang at 6:00 sharp; Tony had been warned about being late. I greeted him wearing my tightest blue jeans and a rather mannishly cut, light blue oxford shirt open enough to reveal more than a bit of well-tanned cleavage nestled within a lacey pink bra. I saw it catch his eyes but he quickly looked down. He seemed surprised when I said, "Tony, meet my friends Margot and Heather"

Margot is a tall, slender, athletic woman with long lanky legs, short red hair and emerald eyes. Her high cheekbones give her a naturally commanding look. Heather is not so tall but has a very feminine figure, shoulder length blond hair and blue eyes. They are both the sort of women men dream about.

Tony stepped in, appropriately warily and mumbled his greetings to these imposing visions. We surrounded him smiling but not kindly.

"Tony, I've been telling the girls about us", I began, " and I think they'd like a better look at you"

With that, the three of us began to simply strip him naked. When a man, any man is forcibly stripped naked by a group of women, he experiences an odd but strong mix of emotions. A bit of fear and anger, a great deal of humiliation and usually some arousal. In Tony's case, his trembling betrayed his fear, his red face showed his deep humiliation and his pathetic penis showed his arousal by comically achieving full erection even though it was trapped inside the CB-2000.

Once he was naked and I had removed his clothes from the room, Margot spoke up.

"Meghan, you said he was tiny but this guy is absolutely child-like". Tony somehow reddened even further. "It's so cute, I have to have a closer look, and does this thing come off?"

"Well," I said "It's been locked on for a couple of weeks now. I suppose I could take it off but only if he's handcuffed" Tony looked hopeful. I crushed those hopes as I cuffed his hands behind his back and said, "Play with it if you like but he's not allowed to cum".

I unlocked the CB-2000, removed the cage and spacers but left the A-ring in place. This crowded his balls forward a bit making his penis even less impressive. As he stood there, naked and handcuffed with the tiniest penis any of us had ever seen jutting pointlessly forward we all began to laugh at this ridiculous image. Here was a parody of a male. Tony looked like he would die of embarrassment, as Heather and Margot pulled, none too gently, at his baby cock.

"Tony" Margot said, "I think we ought to call you `Tiny', Tell me, what do the ladies think when you try to satisfy them with that little thing?"

"He's never had a woman" I said, " He's twenty-six years old and a virgin and I intend to keep him a virgin for the rest of his life if I can"

I explained what I had planned for Tony's, or "Tiny's" future. I had relentlessly been conditioning him to accept my absolute authority. His total exposure here tonight in front of these laughing women was just one more step in his training program. Tonight I would take matters a few more steps but he had to understand a few things first.

• As mentioned earlier, I was in complete control with unquestioned authority.
• His new name was `Tiny" and he would never have sexual intercourse ever. Period.
• I would teach him to satisfy me orally but that would be the limit of his sexual contact. Since nature had not given him a real cock, he would not be allowed to have "real" sex.
• He was my plaything to use as I saw fit. If I chose to punish him or humiliate him, that was up to me.

Once Heather and Margot understood my plans for Tiny and his hopeless, and quite possibly, permanent virginity, they began to tease him without mercy. In short order, they pulled off their tops giving him what may have been his first, in-person look at real live naked female breasts. Unfortunately for Tiny, the handcuffs meant that all he could do was look. His rampant little hard-on raged with frustration but there was nothing he could do about it.

Margot took a hold of Tiny by the chin, her firm high breasts about eye level with him. She was a vision, topless and wearing a leather micro-mini skirt. She looked into his eyes like a cat looking at a mouse and said, "hey, little man, how'd you like to earn the right to lick my pussy? Have you ever even seen a pussy before?"

Tiny looked pained as well as hopeful. He answered, "No ma'am, I've never had the pleasure and I would do anything to be allowed to kiss your pussy"

He sounded about as desperate as he looked so when Margot told him he have to be soundly spanked to earn the privilege Tiny didn't argue. Margot got an armless chair and a large wooden spoon out of the kitchen. She seated herself and hiked up her skirt a bit giving tiny a tantalizing look at her long, tanned legs. She ordered Tiny across her lap. She opened her legs a bit trapping Tiny's balls tightly between her thighs. For a brief moment, Tiny relished his first ever genital contact with a woman's naked thighs but then Margot began to swat his ass cheeks with the spoon. After just a minute or so of her incessant spanking, Tiny began to squirm. Margot still firmly held his balls captive so he couldn't move very far.

After five full minutes of this punishment, Tin's ass was as red as his face had been when we first stripped him. He was begging Margot to stop. She finally did, releasing her grip on his balls but not before squeezing them powerfully and painfully between her knees, dropping Tiny to the floor. By the time he had begun to recover, Margot had slipped off her thong and exposed her, now dripping, pussy.

Tiny seemed dazed, perhaps from the painful spanking, the squeezed nuts or the sight and proximity of Margot's shaved pussy, something he had longed for all of his life and would probably never get to enjoy fully. He simply gazed at it almost in disbelief.

Lick it you asshole, or I'll spank you again" Margot snarled.

With more enthusiasm than expertise, Tiny plunged in. With some prompting from Margot he began to get it right and in a few minutes she came loudly. As she began to calm down she pushed Tiny away. Now it was Heather's turn.

"Let's lock that thing back on him. I think I want him to begin to realize that, even though it doesn't amount to much, his dick belongs to us", Heather said. She was on her feet; her large breasts swinging free, their nipples erect. She stepped on Tiny's chest, symbolically triumphant while I locked the CB-2000 back onto Tiny's dripping but pitiful little dick.

Tiny was in a bad way. He was desperately horny, his ass was red and deeply welted and his swollen balls were still sore from Margot's crushing squeeze. Heather didn't seem to be in a merciful mood as she took off the rest of her clothes. This was quite possibly the first time Tiny had been in the actual physical presence of a naked woman and his pitiful little cock was locked out of reach. This was fine with Heather who decided to reinforce the nature of his predicament.

Heather reclined languidly on the couch with her legs spread wide and said "Come her little guy and fuck my brains out".

Confused but too desperately horny to refuse, Tiny knelt between her knees. She grabbed his ass and pressed his caged groin against her warm, wet pussy. Tiny seemed to enjoy the experience immensely but I cut his joy short when I observed that this was about as close as he was likely ever to come to the real thing in his lifetime.

The evening went on like that in similar fashion. Eventually we tied Tiny down, unlocked him and shaved his groin until it was absolutely hairless so that he looked more like the little boy he resembled. Then we took turns jerking him to within a few seconds of coming and then leaving him unsatisfied. We found it hysterical to watch a grown man pointlessly humping the air with a little boy's naked little penis.

Eventually, we let him have his clothes back except for his underwear. Since it is clear that he doesn't have a real man's genitals, he doesn't need a real man's underwear. Instead, we made him wear one of my thongs. That was six months ago. Tiny lives here now so he can be kept at my beck and call. He is still not allowed to cum. He has wet dreams of course but they provide him with no conscious pleasure and I flog his ass soundly whenever they occur. I keep him naked and love to have my friends over to show him off. One of my best friends from college, Judy, is finishing her surgical residency in the next few months. She loves to help me torment Tiny. When she came to visit the first time, we had a group of five or six of my friends. We stripped Tiny, gagged him and tied him face up on the coffee table. The fear in his eyes was evident, as he had no idea what we had planned. I unlocked him and all of the women gathered to look at his amazing deficit.

I spoke first. "Tiny, this is Dr. Judy and I've asked her here to give me a medical opinion. You see, your little penis is more of an annoyance than anything else so I've asked her here to examine it to see about removing it, surgically, altogether".

Tiny began to thrash about and make all kinds of noise through his gag. The assembled women laughed to see someone get so worked up about the loss of so little. Judy, however, maintained a professional demeanor. "Well Meghan," she began, "Something this inordinately small would be no problem. In fact, if you have a razor blade and some alcohol handy I can do the job right here right now. Pity I don't have any anesthetic though".

Tiny began to cry but his little member began to stiffen so, on some level, he enjoys the idea of being dismembered in front of a group of women. We were just teasing him but maybe someday I really will remove his little problem for him.

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Page last updated 03-Jun-02 by: Altairboy@aol.com