Descent Into Slavery, Part 1

Decent Into Slavery

Part 1: The Ladies Tea Society

It started pretty simply, as a lifetime dominant, I had long developed an interest in Female Domination; pretty standard stuff really - being controlled sexually, bondage, some discipline, and very oddly; humiliation. I loved the idea of being exposed; put on display; being made to "do things" that others would find sexually stimulating or even amusing; the feeling of being "used". It was a perfectly ridiculous compulsion, but one that never failed to make me crazy with desire.

Claire was a nice, attractive, divorced, vanillalady, with a thin, athletic, attractive body whom I had dated in the past. We had even had sex in the beginning, but our relationship had settled into a friendship; occasionally meeting for lunch or dinner.

One weekend we were out at an outdoor bar, overlooking the river when, during a conversation about sex,I guess a little under the influence,I just told her pretty much everything; how I was secretly submissive. She didn't at all seem shocked, and in fact thought it interesting, asking a few questions here and there, and soon the conversation moved on.

It was a few weeks later when she called me, and reminded me of our conversation, revealing that she had found the topic of female domination to be very stimulating, and had in fact, done a bit of research since then. She was very curious, asked me lots of questions of what turned me on, what I preferred and how; sometimes laughing or pausing to consider my answers. You could tell she was enjoying it. I was also hugely enjoying the conversation, and in fact, masturbated afterwards thinking about it. We ended with the thought that she would come over one evening soon so she could "try it out". I was really excited.

We decided that she would come over for dinner and I was to be her "slave". I've always been an excellent cook, so part of it was her taking advantage of something she loved anyway.

On that first day, she appeared very well prepared, and wasted little time, making me strip, serve her cocktails while completely nude, the delicious items I had prepared to her extensive instructions, and show her the many "toys" I had acquired as I had experimented with the concept.

She was giddy with excitement, and over that first few weeks, slowly but enthusiastically became first familiar with bondage, objectifying me as a sex object and toy, experimenting with discipline, and finally, converting me into a personal service slave to her. I thought it was fantastic.

Over the course of the following several months, perhaps one evening a week she would come over for "sessions", gradually complicating her culinary demands, and trying out the new BDSM items she would direct me to acquire. Soon I was routinely locked in chastity for several days prior to each session, and was accustomed to dressing, for example, as her frilly maid, complete with heels. I was required to shave completely, legs, genitals and underarms, "just like a girl" she often said, smiling, or her now expertly wielded single tail whip would be used to administer punishment and welts to my bottom and thighs.

I never went to the gym anymore out of embarrassment from being hairless, but was so excited to finally be serving a lady in the manner I had dreamed of, however intermittently, I didn't mind. Claire seemed immensely pleased with the arrangement, and was enormously entertained during our sessions. We never had regular sex, but she frequently made me kneel and please her orally, for longer periods, always enjoying a powerful orgasm, sometimes several, and usually as she cropped my bottom to direct my tongue exactly as she wanted.

Since one aspect of FEMDOM in which I had expressed interest was "small penis humiliation", she often used this against me as I lapped at her sex, remarking that although I was quite "small" I more than compensated by my talents on my knees which is where I “obviously belonged". It always served to make my sex throb within the chastity, and to her delight, cause me to lick her with even more enthusiasm.

Over the same time period, she had also met several other dominant women, on line, and enjoyed the interaction, using them as an additional information resource.

Eventually, after several months, she began inviting first one, and then several of her new friends at a time to her "special luncheons". I was concerned at first, but since they were all very refined, attractive women, all professionals, soon I was serving them as I would her, always collared, either naked, or wearing only a small apron, or possibly in full French maid uniform. I was frequently required to serve them orally as well.

On one particular evening, one of the women made the suggestion that Ms Claire attend a local kink party in town called Discoverers. It was a pan-sexual type of social event, with both female and male dominants, as well as female and male submissives; usually including some sort of lecture, but with plenty of "play time" after-hours.

She made a point of saying that the group was also "sex friendly" to which Claire replied, "Great, maybe I can finally meet a dominant male with a decent sized cock! It is nice having a little dick sub, but that does have its shortcomings!” At the comment, both women first looked at each other then at me as they laughed. Claire looked me directly in the eye, making it clear that she knew exactly what I needed.

************************(Claire)***************************

I actually wasn’t that enamored of the Dominant/submissive lifestyle – and never would have been involved but for the high level of interest expressed by James. He was just a dear, and a great friend, as well as a fantastic chef – and his creativity was seemingly limitless. I basically went along because a) I was having a GREAT time and b) James is such a devoted submissive, and I didn’t want to disappoint him. He kept trying to get me to branch out, which I did with some of the Femdom web sites; and he did set up my own “Ladies Tea Society” web site, which I used to organize the luncheons we arranged with some of my new friends, but there was no way I would have continued as a “Domme” without his boundless enthusiasm.

I remember as we were driving to the private home where the Discoverers party was to be held, as he drove, I reminded him that we didn’t have to stay if the group was too "weird" or if I just felt uncomfortable. I honestly wasn’t sure if I would be comfortable myself, and wanted to make it clear that if it didn’t work, we wouldn’t stay.

The house was an average ranch-style in the suburbs, and we soon found ourselves in the, crowded living room off the kitchen. The group seemed nice, with perhaps 40-50 people; several couples, and a pretty single girl, with whom we started a conversation. We learned she was a fairly new submissive, very excited and eager to learn about everything. Everyone was well dressed, talking and getting to know one another as they helped themselves to BYOB and pot-luck.

After an hour or so, the group began to thin after people began to filter back into the "play area" which were 2 of the 3 bedrooms and a large den, all equipped with BDSM gear. We followed the excited girl with whom we had talked back into the den, where she had arranged with a handsome, long haired Dom, to be stripped, and bound to a St. Andrews cross, then punished with crop, flogger and all manner of things!

It was her first time, and she was obviously deliriously happy as the Dom worked her round shapely bottom with the crop, pausing to diddle her, making her squeal in orgasm over the course of 30-40 minutes. When the scene finished, he untied her bounds and smiled at her, pressing down on her shoulders, indicating that he wanted her on her knees, and to my surprise, unzipping his pants. She lowered herself to her knees, but having been presented with his cock, hesitated for a moment, with so many eyes on her, but finally realizing that it was the price of her earlier session, set to pleasuring him.This was also the first time I had been exposed to public BDSM and sex, and remember turning to James, and made a silent "wow" with my mouth. I wasn’t sure I would get into the whole “public” thing, but this was hot.

After a few minutes, the Domled her into a side room, where shortly we, along with a small group peered through the narrow doorway as he first bent her over a punishment bench, strapping her down, spread, and then made her beg for his cock, whereupon he began to roughly ass fuck her.

As we turned away from the moaning, writhing slave girl, having just witnessed an actual “scene” involving extreme humiliation, punishment, and degradation – all in front of an assembled group, I asked James, "do you really want all of that?” With an earnest, excited look he looked at me and answered, "yes", softly.

It had been a lot of fun and games until that point, but this seemed somehow more serious – his need for this extreme form of sexual humiliation. I remember smiling back at him, smoothing my hand over the rock-hard bulge in the front of his slacks, confirming his deep feelings as he repeated. "Oh yes, so much!"

When we returned to the living room, James recognized a cute submissive girl he had met on-line named Jess, talking with a tall, handsome guy who was obviously her boyfriend. Jess was 22 and submissive, and although they had only chatted as "friends", it was obvious he was attracted to the cute little pixie. When we walked up, she smiled and threw her arms around him, giving James a chaste kiss on the cheek, then introduced us to her "boyfriend and Dom", who was about 10 years older. As she gushed at what a wonderful Dom he was, I admit that I was quite taken with him almost on contact. He was a good conversationalist, extremely sexy, and quickly we were deep into a professional discussion as Jess and James exchanged secrets, not quite out of our hearing.

She told him a little two loudly that they had only recently met, and that she could barely walk, his cock was so big! As they both laughed, their little tet-a-tet seemed a little annoying to both of us, so we turned to stare down the guilty pair. Jess quickly put her eyes down, and placed her hands submissively behind her back. Intrigued and amused at her reaction, and somehow emboldened by the events of the evening, I impulsively ordered James to do the same. When he immediately complied, the young Dom was surprised; thinking initially that he was also a Dom, and me the sub. I rolled with the situation and replied simply,

"Oh no, he is quite small dicked, and totally submissive. I'm training him as my cuckold", adding “In fact, you better get on your knees in the presence of such an accomplished Dominant male little James’!!”

At that, as a somewhat shocked James sank to his knees, eyes down, the young Dom laughed heartily, along with two young, 20ish pretty girls who had joined our conversation who could only stare and giggle at him as he knelt there, hands behind his back looking downward, embarrassed with the little "tent" obvious in the front of his pants, which of course I pointed out.

The Dom put his arm around me, a clear signal that he now viewed me in a completely different light, mentioning that while Jess was his owned slave, theirs was an open relationship, and he was free to pursue others. I could feel the heat on my face, and I was sure I was blushing. I was very interested and, truth be told, was turned on by all the fucking and spanking we had seen earlier.

Pressing along the same line, I asked if was all right if I had James stripped, and the Dom replied that it was just fine and offered his slave girl to assist. I could tell that James was utterly embarrassed as Jess gathered each article of clothing while he stripped awkwardly, on his knees, in the middle of the living room packed with fully-dressed people. Hesitating at the frilly pink thong I had made him wear that barely concealed his little bulge, I let the group laugh at his expense for a few minutes, then made him take them down, leaving them around his ankles as a hobble. He was left wearing only the leather “genital collar” I had told him to put on prior to leaving for the event, “just in case”. I was so glad. This ingenious item we had acquired early-on is a leather strap buckled behind his cock and balls, allowing me to lead him by a leash attached to his most intimate parts. I then reached into my bag and had Jess outfit him with his regular collar and wrist cuffs, which were locked behind his back, and finally attach his leash, to the “lower collar of course, rendering him completely helpless and under my control. The genital collar not only bound him in an obviously intimate way, but by the nature of it, forced his balls forward, making his cock appear even several inches shorter than it was. The group couldn’t stop laughing; and I admit it was funny – with his little erect 3 in “stub” poking straight up for all to see. By his look though, I wasn’t so sure that James hadn’t let things go a little too far. Perhaps the reality was much more harsh, and less pleasurable than the fantasy?

I knew that James had always been self-conscious about the shortness of his penis – and even more so since giving him an “assignment” prior to one of my events, which was to research average penis length, and then requiring him to recite his findings to one of my small luncheon groups. It was deliciously humiliating to learn that at just under 5 inches, his pecker was in the 5 th percentile, but at 6 inches in circumference was at the 80 th percentile. Thus he was excessively and hilariously “short and stout”.

At that luncheon, my friends took his “measurements” to verify the data – and hysterically pointed out that whereas his girth may be pleasing to some, for the many women with G spots well beyond his very meager length, they would be driven crazy trying to ride his short “stub” to orgasm; whereupon James was nicknamed forever as “stubby”.

As he knelt there at our feet, the humiliation making his short cock poke up rigidly, I couldn’t help myself from announcing to my new friend,

“And please refer to my slave as “stubby”, which is his nickname for obvious reasons!!”

The small group around us, particularly the girls and even Jess laughed out loud. “Stubby” could only look down, turning dark red in the face.

Pleased with the result, I pulled him literally by his genitals, shuffling on knees along with my new young man across the still crowded living room, attracting much attention, to a couch where we sat and got acquainted. James was positioned kneeling at my feet while Jess was also collared at her Master’s instruction, stripped and was soon kneeling beside us as well, flush with embarrassment, and clearly uncomfortable as her man enjoyed the company of another woman. For some reason, I thought it was hot to be able to take her man with her kneeling naked at my feet. Maybe I liked this lifestyle after all?

Adding to his incredible humiliation, the two girls, Christy and Cathy, were still glued to the scene exclaiming, "Just look at his short little dick pointing straight up...can you believe it!” Since I thought the whole scene pretty surreal myself, I could only stare and laugh along with them.

Right about that time, feeling inspired I remembered my bag and reached into it and showed them a heavy glass anal plug, telling stubby to bend over, and began to insert it, giving the girls an optimal view, grabbing his hanging balls for leverage and slowly working the plug into his asshole. He loves being filled, and I knew this would keep him rock hard, and at the same time, heighten his embarrassment; being used in such a way in front of the girls.

"This helps little dick to feel owned, and keeps him obedient" I said.The girls looked at each other and practically screamed in laughter.

I turned my attention to this incredibly handsome young man I was now wrapped around on the couch, and as we talked, we began to pet in earnest, our hands touching each other very pleasantly.

I did keep glancing over at James, however, at the bewildered look on his face, and did feel pangs of worry. There he was,naked and bound; plugged, and kneeling at his former lovers feet, shaved like a girl while I enjoyed a “real man”; a “real Master”. I knew that this was incredibly exciting and arousing to him, but also most likely - disconcerting. Just a few months ago, he had been the Dominant male; the one no doubt enjoying himself on the couch with the ladies. Now, with status reversed, while excited, he was clearly, obviously torn by the look on his face.

We had talked about it often. Was this what he really wanted? Could he ever go back? It was confusing, but I knew he was driven to continue; to learn who he really was.

He wasn’t that distracted however, not to noticed me rubbing the obviously large bulge in the front of the young stud’s trousers; and then, pointing to his little pecker, standing up in all of it’s three inch glory, remarking that since I had been getting by "with so little", still petting him, asked coyly if I might unzip him?

What boy would turn down such an offer? I quickly unfastened his jeans and pulled out what had to be at least nine thick inches, admiring while my hand gripped him at the base; not quite able to wrap the entire circumference! Jess hadn't exaggerated! Pressing what I perceived as my role, looked at both of the slaves on their knees, then briefly at the Dom approvingly, then asked to no one in particular,

"Who might make Master's cock ready for me?", gently tugging on the genital collar, “Stubby”?

James look revealed near panic! I could see his mind reeling, “Would she make me suck his cock?” I looked back at the stud and he just smiled, enjoying the dramatic turn of events, happy with whatever I did – not minding in the least. He was secure as lord and master, and I’m sure reasoned that he would surely be fucking this hot little blonde in a few moments regardless! What matter did it make to have a sissy “fluff” him a bit prior-to?

James had never done it before but it was no secret that "fluffing" was the logical, natural consequence of surrendering to the cuckold lifestyle, and it was immensely appealing (as a fantasy), as the ultimate humiliation experience. But could he do it for real? I didn’t want to shy away, only to have him complain later that it was what he truly wanted, so boldly pressed ahead

Again, we had discussed this pretty obsessively. I had frequently played it up during play that I would eventually like to see him suck a cock for me, a “real man’s big cock” and whereas we both knew it was fantasy play, the idea excited him immensely. I admit that also to me, the thought of watching a man suck another’s cock was a big turn on.

Now here we were, James; naked, bound and leashed,unmistakably aroused with a little erection for all to see at his beautiful Mistress' feet,having asked for it innumerable times, while I; equally aroused at the thought of having a handsome man, was offering him his amazingly thick cock (and un-circumcised by-the-way – with heavy, sexy folds of skin around the head) just inches away from trembling lips, in front of an audience of onlookers.

"Should I make him do it?” I asked the now large group surrounding us.

At that moment I was looking up at a Christy, the pretty young brunette in her very short cocktail dress, her eyes shining with excitement as she shouted out "YES!!!” along with the small crowd.

"Well look at his little stiffy, he looks like he wants it doesn’t he?"

Everyone was looking at James’ little plump 3 inch boner, held fast by the thick genital collar, as I tugged on the leash and howled in laughter, in such contrast to the Master's long, thick cock, now sporting a big, purple, plum shaped head. God, I was looking forward to having him!

Resigned, James began to inch forward, and then hesitated, unable to bring himself to bend and take it into his mouth.

I knew from our earlier discussions that he was thinking, “Would this permanently change me? Would I forever be that cuckold, on my knees, available to any Dom’s humiliation; never again to enjoy the pleasures of a submissive girl? Was this my real place?” He was deeply troubled and torn. I wasn’t sure what to do but without hearing his “safe word” which told me that he was “out”, I kept going.

The Dom laughed, and asked little James if he was going to obey his Mistress, and suck the cock that would “finally satisfy her”.

The small crowd had grown, and I could feel Christy, now leaning in close for a good look, smiling, and saying in a low tone to her girlfriend, “Oh my God, this is so hot…that little sissy is going to suck that big dick”.

With everyone watching, James could barely answer the Master in a whisper,

"I want to Sir, but I don’t think I can".

Placing my hand behind my head, intending to push him the final 6 inches down on it, I played up the moment, carefully watching his eyes.

“It looks like he needs that little extra push, don’t you think ladies?”

“Yes, yes!” they answered as I pushed his head down gently but firmly, just then, remembering that first time that my college boyfriend, had pushed me down on his cock – I hesitated.

All those years ago I didn’t want to, and believe it or not, had never been very interested in giving oral to men prior to that time. It just seemed sort of gross to me, and still does, but I sure don’t mind when a man goes down on me. I did feel partially responsible, having teased him for the previous hour in the front seat of his car. But, even though I didn’t want to, and struggling in his strong grasp, I finally allowed him to “overcome me” and took it in my mouth. He greedily came almost instantly, holding me down and making me gag. I was grossed out, and never forgot it. One part of me, though, wanted James to experience that same helplessness and shame. I feel guilty saying it, but part of me wanted to get back at my old boyfriend using James, and make him suck his first dick like I did.

The mostly feminine crowd began to chant,

“Suck…suck…suck…suck!”

But just as his mouth approached the rigid member, his lips trembling, and beginning to part, willing to accept the inevitable, our eyes met for a long moment and although I realized that although he would obey, and that he wanted this ultimate humiliation, his sad eyes told me that he just wasn't ready to take that step; not then. I couldn’t force him like my long ago boyfriend had forced me.

In the end, I guess I was more a good, caring friend, and although an enthusiastic, kinky one, was very mindful of James’ mixed feelings at that moment. Someone else would have to “make him” take that step; someone much more wicked, and “into” the lifestyle than me.

At that instant, I suddenly had an idea.

Having made my decision, I gave the crowd a triumphant look, which said that I easily could turn him into a “little cuckold cocksucker”, but, to immense disappointment, wouldn't that day. I then gestured to Jess, who quickly scooted forward on her knees and eagerly took the big head of her Dom’s cock in her small mouth, polishing it briskly with her darting, pink tongue, preparing it for another woman – me.

Fuck it; I had taken care of James, but now I wanted this stud! And he was incredible!

**********************************************************

Soon after they went behind the closed door wecould all hear the sounds she made when being pleasured by a male, something I had known well before, but I knew as her cuckold, never would again.

The young brunette who had been handed my leash and the crop thoroughly enjoyed her status as my “keeper” and made me kneel in front of the door as they fucked, making me listen; swatting my bottom, and tugging on the leash occasionally; giggling,

"Just listen to how she's enjoying him stubby!! I really wanted you to see you blow him! I’m disappointed! That would have been hot"

Her pretty blonde girlfriend, Cathy was still with her, and remarked,

“Look at his little wiener, still stiff as a board”, she said, laughing. He really gets off on being a cuckold, having to listen while his girlfriend fucks another man! We should make him do something else!”

She went down on one knee and grabbed my cock, shortened by the collar and began to stroke it, looking up at her friend.

“Whip him Christy…whip him while I tease his little dick”

You could see the look in the girl’s eyes as she ran her fingers all over my genitals, swollen and exposed by the collar. The plug only made me more hard. And since I had been locked in chastity for a full week prior, I was immensely horny.

“Look at this Christy; it’s so fun! It’s like prick teasing your boyfriend but way better, and so hot to do it right out in front of everyone!”

“Whip him harder Christy”, Cathy urged.

It was unbelievably exciting, being stroked; or “milked” right out in front of everyone. I couldn’t help but gasp in pleasure. The two girls, now thrilled and inspired by their newly discovered ability to control and tease male slaves for their own dominant satisfaction, teased and taunted…cropping me as I humped, playing to the crowd.

“Hump boy; hump while your girlfriend is being fucked”, the pretty blonde Cathy said as her friend rhythmically cropped my bottom. I was incredibly turned on by the humiliation; being used in that way; especially in front of an attentive and amused group. “It’s like cropping a horse to the finish line”, Christy laughingly said, whipping all the harder, “Gallop boy, gallup!” At her urging, I humped Christy’s hand faster and faster.

An older Dominant woman, wearing an interesting corseted outfit, leading her female slave by a leash was particularly interested, and complemented the young girl on her technique.

“Will you allow him to cum? Or just leave him wanting?” she asked, smiling, and listening to the rising sounds of Claire being ravaged in the room beyond.

As I gasped and humped wildly on my knees, the blonde remarked, “He’s very close; but I do think I can do both!”

Just as I heard Claire loudly cumming on the other side of the door, I was overcome by Cathy’s teasing and started to feel myself to cum, but to my astonishment, she abruptly stopped stroking me, leaving me hanging in mid air, humping like crazy, cock twitching, unable to finish.

“This is what I used to do to my boyfriend!” Cathy said, laughing hysterically as I humped the air, trying desperately to cum; finally dribbling an unsatisfying little spurt against the door, to the cheers of the girls, the older Domme, her slave, and a few other bystanders.

The girls howled in laughter, then at the urging of the older Domme, who said, “Well done! But make him lick it up”, made me bend down and lick up the gooey spunk drooling down the door; using the crop on my ass and exposed balls to make sure I got ever drop. It was the most embarrassing, humiliating, and exciting sexual experience of my life.

I was both spent and exhausted when a smiling, satisfied Claire finally came through the door, her grinning “Dom” in hand. They kissed at the door, promising to meet again soon, Claire turning to me, shiny with sweat and still breathing hard, on my knees and at the two laughing girls, “Oh dear…it looks as though you’ve had a nice time!”

I could only look down while the girls handed her back the crop and told her about all the fun they’d had. She laughed, taking my leash in hand and leading me back into the bedroom, said, “I’m you’re still a frustrated and eager boy. Let’s see how ‘licking Mistress clean’ afterward works”, she said, smiling down at me.

Keeping me on my knees, she leaned back onto the bed; drawing me in between her legs as she lifted her skirt, arching her back and pulling me into her. Christy and Cathy remained by the door, watching with great interest.

Had she fucked him bareback? I wondered, and felt her first of many licks of the crop against my now sore bottom.

“Lick me slave” she commanded, clearly playing to the amused girls and other bystanders at the doorway, whose quiet, excited chatter distracted me. I heard “clean-up”, ”creampie” and ”sissy cuckold.”

As I “licked her clean” it became obvious that she had insisted on a condom; but no one else knew that. Most important were the several orgasms she reached in only a few minutes of my efforts. She arched her back in ecstasy; moaning in familiar fashion – remarking that all she had read was so true; the best part of the cuckolding experience was afterward, as the cuckold administered to the sensitive, well fucked sex of the cuckoldress.

“God it’s so true!” she cried out as she came the third time.

Although I served several more of her "special luncheons" before I left town, we never again attended another party, and she never did follow-through with her and my fantasy of "ultimate humiliation."We remain good friends today.