Notice: no characters are underage in this story.
If you saw a picture of my mother as a young woman, it would remind you of an anime girl, wide eyed and lovely, buttons bursting on a tight white shirt over a pleated skirt, and legs that stretched off the page. But in her smile, you would see that she knew exactly the effect her innocent body was having on you, and even then, she was completely in control.
Fast forward to the woman I know, elegant, stunning, silk blouses or long slitted dresses, black hair piled high exposing that genetically perfect neck, neckline plunging into shapely cleavage, that leg strategically posed outside the slit, tall heels sculpting calves, but the eyes now narrowed like the smile, and anything but inviting. Nothing out of place, nothing free to touch, and impossible to turn away from. And more than ever, in complete control.
If you've pictured a Dragon Lady, uncompromising, authoritative, dominant, demanding obedience, a woman whose mind and beauty have taken her everywhere she wants to go, then you have met my mother.
As you would expect, she was a dominating parent, requiring one single thing - complete obedience. There was never a father in the picture. And I am her only son. And I was the completely obedient son. I would do what she said, when she said it, without question.
By the time I was 21, I had an idea what she did for a living, but I didn't know the details at that time. I knew it involved plenty of jewelry and perfume, a deep wardrobe, perfect hair, makeup, and manicure. I knew it involved a stretch limo pulling up in front of our apartment most evenings. And I knew it kept us very well.
At home, I never had any privacy. My mother was very security-minded, so there were cameras everywhere. Some were obvious and some were not, and she could bring up any view on her phone at any time. I assumed she was always watching. So I had no secrets.
But there was never any facade of external moral restrictions. Which meant that my life was simple - if Mother forbade it, I did not do it. If she had not, I felt no shame.
She never brought any men home. Or women. Never any drama. Never anything unseemly or out of place. On the rare occasion that I would be awake when she returned home, she seemed just as well put together as when she went out. Again, complete control.
But this is a story about my twenty-first birthday.
The limo arrived outside as usual, and I saw it pull up. I could hear her phone ring in her bedroom, and I assumed it was the usual exchange, and she would be heading down in a few moments. It was the ultimate disappointment. She had always found some way to celebrate my birthdays up until now, and I honestly believed she would do something special for this milestone, but she had not mentioned it all day, and I dared not ask. And now it looked like I would spend the rest of it alone.
Then she called my name.
I came to the door of her bedroom. I was not allowed in without her permission, and I was never ever given permission.
"Yes, Mother?"
"Come here," I heard her say from inside the master bathroom.
I came into the bedroom and stood just inside the bathroom door. She was at the mirror, of course, lipstick in hand, finishing touches. If ever she looked more perfect than any other time, it was now.
She put away the lipstick and stared at me, up and down. Assessing me in some new way.
"Happy birthday."
"Thank you," I bowed my head.
"Everything is about to change." She said it as if she were talking about the weather.
"Yes, Mother," still looking down.
"Look at me."
Of course, I looked at her. I tried to only look at her eyes, but she was expertly turned towards me, the cleavage, the leg, the arms. Her look was insistent. I took in all of her.
She was savoring this moment. I was helpless. I felt myself stirring, getting hard. Not so much that she could see it through my jeans, but she knew.
When she was certain that I was completely enthralled by her, she reached up and lifted her right breast out of her silk dress and exposed it to me.
"Do you know what it means when a woman shows you one breast?"
I knew, and she likely knew that I knew, but I wanted her to say it, to make it real, so I said nothing.
"It is her command for the male to masturbate."
She waited.
I had no memory of seeing her nipple before, except as implied through thin material in a blouse or swimsuit. It was stiff and small, darker than the cream of her breast, puffy beneath it. My mouth made its shape. My tongue began to flatten. My body was making its own decisions.
I reached my hand down my jeans.
"Not like that."
I slid my hand back out, unbuttoned my jeans, unzipped them, let them fall to the tile. I did the same with my briefs. My only embarrassment was that I was so small. I wanted to offer her something more inviting. But then I realized that my small size pleased her.
I kicked my briefs and jeans behind me with my bare feet. My t-shirt hung too long, so without being asked, I shrugged that off too, now standing completely naked in front of her.
I reached down and began stroking myself, the head barely sticking out of my fist as I began to tug.
She gave no instructions, which almost surprised me. She just maintained her pose for my benefit. She was my porn. She had commanded. I did not take long.
My legs shook when I came. I spurted in a thick white arc almost to her feet, and I was terrified I might defile them. But my cum was just on my hand, my dick, and on the tile floor.
She waited until I took a deep breathe, then in one motion she slid her breast back into her dress, and in the next motion she reached up the slit in her dress and wiggled out of a tiny pair of black lace panties. She threw them at me, and I caught them.
"Clean up the floor with that."
But she gave something away then. Something very important. Because I could feel how wet her panties were, as I knelt down naked and wiped up my cum. Or maybe she meant me to know exactly that. After all, she could have thrown me a hand towel instead.
I didn't wipe my hand with the panties, except what got wiped as I cleaned the floor, because she hadn't told me to. The back of my hand was still sticky, and the panties were soaked.
"Put them on."
I put them on. I was half flaccid now, so I didn't poke out of the low-cut top, though I might just barely at full staff. The panties rode up in back and were tight against my ball sack.
She said, "Tuck your penis and balls. You should get used to it."
I tucked them and the fit improved. But I was getting hard again, so I wasn't sure how well I could stay tucked.
"Now wait for me at the foot of the bed."
I was shocked. A spanking?
I waited at the foot of the bed. She sat, slid her dress to either side of her long slender legs, and waited for me to bend across them. I left my legs straight, and placed my palms on the floor, my ass hanging in the air over her lap. She pressed down on my butt until my crotch was resting on her right leg.
"What did I do wrong?"
"Nothing. These are your birthday spankings. Twenty-one. But for questioning me, we will double that." She seemed pleased that she could add another punishment.
"Yes, Mother."
Her hand came down once sharply on the wet panties, with a smacking sound, and I was grateful for the thin lace. My dick stiffened, still tucked and now very much in a bind. Her next stroke was on the other cheek, but then she started switching at random, with about five to ten seconds between each swat. She made me count each one aloud. After twenty-one, she paused, her hand on my ass. I had been squirming, and my stiff dick was tucked back hard by the pressure from her leg. Then she lifted my ass and reached into the panties and pulled my dick to the front. I was right, the head just barely stuck out of the top. Now we were ready.
She pressed down hard on the small of my back until I put all my weight on her legs, on my dick on her legs. She pulled the panties down to expose both cheeks, already red, and she spanked me. Every stroke burned, and throbbed my dick on her leg, and again my body started making the decisions. Between strokes, I began trembling, and my hips started humping her. By the thirtieth stroke, I lost all control and just was grinding her leg.
She didn't stop me. Instead, she pulled me by the hair on my head and said, "You will cum on the last stroke."
She waited then, and after every stroke I would grind and she would not continue until I was still.
Until the last three strokes, which were three seconds apart, as she ordered, "Three, Two, One, NOW!"
I came upon demand, on her legs, my belly, the rug.
She didn't even wait for me to stop shaking this time before standing up and rolling me off onto the floor. Then she took both her breasts out of her dress and made sure I got a good look at them as she wiped the cum from her legs with her hands and rubbed it onto her nipples like lotion as she said, "You've made me late. Shampoo this rug while I'm gone."
She pulled herself back together and turned away. Then on the way out the door, she looked back at me on the floor and said, "Oh, and your birthday present is on the bed."
I laid there until I heard the limo drive away. Then I crawled up on the bed and found a small box, gold paper and a black bow.
Inside the box were six more pairs of black lace panties.
Notice: no characters are underage in this story.
Wearing only the black panties, not having permission to put any clothes on, I cleaned the carpet and the rest of the mess I made, except for the now crusting mess that was on the panties themselves and on me.
Once I finished with the carpet, I lingered in Mother's room. I was never allowed in here before, but she hadn't told me to get out, so I wanted to look around. I was pretty sure there was no security camera in here and I was willing to take the chance at punishment even if she found out. In fact, the idea of more punishment made my dick throb. But I tucked it and my balls down between my legs as Mother had insisted that I do.
I knew her job involved sex, but she was so discreet, I never knew if she ever so much as pleasured herself at home or saved herself for her job. I had more of an impression that she didn't typically give her clients access to her body, except in the visual sense. Her actions with me, and everything I knew about her, suggested a dominating role, even a dominatrix perhaps. But I had seen how she got wet with what she did to me, so I knew that the sexual control excited her, and she must get some relief somewhere, somehow.
So I snooped.
Her bedside table was the first and most obvious choice. She had some assorted pills in the top drawer, and some lotion. But there was nothing exciting. The next drawer held a generic tablet computer, which I had never seen her use. Maybe she read herself to sleep? Or for all I knew, she was addicted to Candy Crush. I pressed the power button and the camera light flashed, but it didn't recognize me, so the PIN pad came up. I thought I could probably figure out her number, but I put it back in the drawer for now.
There was a dresser in the room, so I started through those drawers. The top one had several wallets and clutches, some keys, her passport, and a roll of cash. I left everything in place but again was determined to come back later and give it a closer look.
The next drawer held nylons, panties, and bras. I had seen these before in the laundry, so I was not surprised by how sexy they were. And the ones in the laundry had her scent, that I had inhaled and memorized for years, so they were much more interesting.
Neither was there anything more interesting in the rest of the dresser. I looked under the bed and I looked through her bookcase, but it was disappointing.
Then I entered her closet. I had never set foot in there before. I recognized the dresses, the skirts and blouses, all the shoes. But there was a cabinet on the far wall, and it was locked. And I just knew that was where her secrets were hidden.
I went back to the dresser and took the keyring. I took the keys to the cabinet and found the right one. I placed the key in the lock, and I turned it. And then I heard a "click" from the bedroom. Maybe it was nothing, but I froze, suddenly terrified of what she would do to me if she found out I opened her secret cabinet. So I relocked the cabinet without opening it, and put the keys back where I found them. I climbed onto the bed and I was shaking from the adrenaline. And then I was glad I didn't know what was in the cabinet. Because as long as I didn't know for sure, my imagination could put anything there.
I fell asleep after midnight, curled up like a pet on top of the bedspread. The light was still on. I didn't hear her come in. It was well before dawn.
"What are you doing in here?"
I jolted awake. "You didn't say I could leave. And you said that everything was about to change."
"Insolent," she muttered. But she didn't tell me to leave.
I thought she would go to her closet and change clothes for bed, but she came over and stood beside me. "What are you hoping will happen? I sleep in the nude. Are you expecting to share the bed with me?"
There was no right answer for this one, and I was trapped. "I'll do whatever you want."
"That didn't answer my question."
I trembled as I said, "Yes, I was hoping to sleep with you. To see your breasts again at least. But I've been fantasizing about more."
"What did you fantasize about?" I saw a glint in her eye and knew she was enjoying this. I knew how to give her what she wanted. Maybe even what she needed.
"I'm a virgin. I fantasized about you taking my virginity."
"I know you are a virgin! But be careful what you wish for."
"I can't help it."
"Then beg me. Beg me to take your virginity."
"Please Mother! Please take my virginity. I want you to be my first. My only."
She smiled, and that smile made me afraid. "Get on your hands and knees."
She had something in mind that I could not imagine. I did as commanded.
She walked over to the dresser and took out her keys. She went into the closet. I waited a long time for her to return. My dick has shriveled to nothing but was still tucked between my legs in the panties.
When she appeared, she was still in the same dress, but both her breasts were out of the top and the slit at the bottom had been hiked up to accommodate a strap on cock. She walked around the bed to my head. She placed a jar of lubricant beside me.
"Look at me."
I could not help but look at her. I wanted to take her breast in my mouth, but it was the dick she moved to my lips. It was black and large and veined. The harness covered her pussy, but I could see more of her legs than I had ever seen, and I could tell the straps had pulled the base of the cock tightly against her mound. I even wondered if it had a double shaft or knob pressing inside her. I wanted to believe it did.
She grabbed my hair and forced my mouth onto the cock. It was thick and hurt my jaw to get my mouth around it. I started drooling. She just left the tip in at first, until I adjusted to it. Then she grabbed my head with both hands and started fucking my mouth more deeply, starting to drive it into my throat. My eyes were watering, and I was coughing and gagging. She didn't keep it up for long. We both knew what she was more eager to do with it.
She pulled it out and slapped my face with it a few times. It left a wet trail across my cheek. Then she handed me the jar and said, "Lube the cock, and lube your ass. If you don't use enough, it will be your fault."
From her position in front of me, she could see the dresser mirror behind me as I stayed bent over, slid the now crusty panties down my legs, and let my small but semi-hard dick fall free. I took both hands to spread my ass and dip lube around and into my asshole. I used as much as I could, then wiped my hands on the cock, and glommed some more on the entire shaft, especially on the tip. The whole time, my dick was getting harder, and she was watching.
Instead of walking around behind me, she told me to turn around and I did. I could see us in the mirror then. And I saw her delighted smile as she pressed the cock into my virgin asshole.
I say virgin but it was not the first time I had tried objects up my ass. I had tried to self-massage my prostate on several occasions, without success. But the size of this dildo was like nothing I had tried before. And I was a virgin to anyone fucking me there. To anyone fucking me anywhere.
It was clear to me that my mother was not that interested in finding that perfect angle to stimulate my prostate, she was just wanting to fuck me as deep and hard as she could. But the sheer size of the thing and the excitement of what was being done to me took care of that need. My dick was harder than it had ever been, and i was sure that pre-cum was dripping out.
Mother kept working the cock deeper inside me, until the entire thing was in me and the base was pressed against my ass cheeks. Once there, she kept pressing in and rotating her hips. He facial expression changed and I knew she was trying to cum.
Her hands went to her breasts as her pussy was grinding against the harness. I watched it all in the mirror while my ass was stretched, and my prostate was taking the shock of every twist she put into that cock inside me. She let go of one tit and just started spanking me with the other, hard and fast, then switched and did the other side.
At that point, I felt the cum milking out of me. It was a totally different kind of orgasm than I had ever felt before. Hands-free. I could see one long gooey strand of semen stretching from the tip of my little dick, down to the bedspread. It pumped out of me like it was happening to somebody else. But the pleasure connected with the pain, and I just let out one long moan, "Oooooohhhhhh. Mama, I'm cumming! I'm cumming!"
That's all she needed to put herself over the edge. She grabbed both tits and pumped one long hard time as she came against my ass.
She slumped over my back, leaving the dildo deep inside me. Then she leaned back and clicked a release that separated the harness from the cock. She gingerly took the harness off, and I could see then a double knob on the inside that had pressed against her and got her off.
She sat on the bed beside me. I was still on all fours. And my dick still had a strand of cum oozing out and down onto the bed. She watched it as she took the dildo in hand and backed it out a bit, then pressed it in at the perfect angle.
"Ohhhhh. Oooooohhhhhhh! Yes, Mommy, please."
"Please what?"
"Please keep fucking my ass. Please milk me."
She pressed and twisted, and a new glob came flowing out of me.
"Oh, oh, oh, oh, oh," I whimpered.
She took her other hand and wiped the pool of cum from the bedspread and fed it to me. I sucked her fingers, and she left them in my mouth while she moved the dildo in and out.
I kept oozing and moaning and begging for a long time. With her fingers in my mouth, the only begging I could do was, "Mmmhmm, mmmhmm," while pressing my ass against the cock.
When I was spent, she knew it, but she was making a statement. This mouth, and this ass, this prostate and this dick, they were not mine anymore. They belonged to her. She kept fucking me, and finger fucking my mouth. I did not want it to end.
When the lube was starting to give out, she eased the cock out of me. She took her fingers out of my mouth and slipped the panties back on me, over my dripping cock.
She stood up and walked around to stand in front of me, just off to the side. She made a show of slipping her dress completely off. I could see her backside in the mirror, and her breasts and shaved pussy before me. She gave me plenty of time to ogle her. My dick twitched but my prostate was too spent to get me hard.
"Here are the new rules: You can change your panties every morning after you shower. If you ever run out of clean ones, you can borrow mine. You are to wear nothing else. You are to keep yourself tucked in your panties at all times. You can sleep in my bed, but you can never touch me with your hands or your cock. You can never clean yourself up between showers. You can watch porn whenever you want, and play with yourself, but you cannot untuck, and you cannot cum without my permission. Your cum is mine. If you ever cum without permission, I will lock your cock in a cage."
"Yes Mother."
Then she put one delicate foot up on the bed, spreading herself for me. I took the cue. I could not touch her with my hands or dick. I crawled over and smothered my mouth in her wet cunt. One hand guiding my head, her other hand on her breast, she used my mouth like a sex toy. Because that's what I was. My nose and face were soaked with her as she came, a small, easy orgasm.
Then she leaned over and it looked like she was going to kiss me. I lifted my face, and she drove her tongue into my mouth. She did not kiss me with her lips. She just tongue fucked my mouth as she grabbed her pussy for one final little shiver, a finishing touch. Then she shoved me back onto the bed.
By this time, the sun had come up. Mother crawled into bed. I stayed on top of the covers. She was on her back, and she tucked the sheet and bedspread under her breasts, fully exposing them. They were perfect. Her nipples were soft now. I scooted over and took the nearest one in my mouth. Her eyes were closed, but she moaned. I spent minutes with one, and then the other, and back again and again. I was still sucking her tits when she fell to sleep.
* * *
Three weeks passed without any sexual interaction at all. I knew she was testing me, hoping that I would fail to follow the rules. I think she was eager to put my penis in a cage. But I kept my hands away from myself, and of course from her. Even though, every night she would disrobe in front of me with the lights on. But she didn't leave her breasts out for me to suckle again. And she didn't lift her foot and open her pussy for my mouth.
I was having sex dreams the whole time. I was afraid I would have a wet dream and get myself in trouble, but it never got that far. In one of the dreams my mother was giving me a hand job, but in the dream my dick was black and was so long I could put the head of it in my mouth, and when I began to cum I was swallowing it, drinking from it like a hose. It felt so real that I was relieved upon waking to find the bedspread still dry.
Friday morning of the third week after my birthday, she brought me a box.
"Try this on," she said.
It was a beautiful satin kimono, dark blue with a yellow dragon emblazoned on the back. It fit me perfectly.
"You will wear this when we go out tonight. But first, you need preparation. Grandmother is coming to make you ready."
I had not seen my grandmother in months. She was an old-school Asian woman, elegant, but not to the degree of my mother. I knew she was connected with my mother's business, but I was clueless what her role was. I was confused that my mother mentioned her, but I was more confused at the announcement that I would be going out. I had not left the apartment for weeks.
"We're going out?"
"Yes. It is time you join the family business. You still have much to learn, but now is the time. This is what I've been saving you for."
I got no more clue, even after Grandmother arrived. I was not allowed to wear the kimono yet, so when she appeared, I was naked except for my lace panties, red this time. She did not remark on it, showed no surprise. She simply looked me up and down and said, "Come."
I followed her to the bathroom. She opened her large handbag and took out several products, foams, and a safety razor.
She said, "take those panties off."
I did, and my small dick was shriveled to a nub.
She said, "We need to get this hair off of you. We can use the foam everywhere except on your scrotum and that little penis. We'll use the razor for that.
She spread the foam all over my arms, legs, back and chest. I didn't have much hair to begin with, but when she wiped it off, I was completely smooth, and surprisingly cold. She took shaving cream and the razor and completely shaved my cock and balls. Then she told me to bend over so she could spread my ass cheeks and shave there as well. She had all the intimate touch of a hospital nurse.
When she was done, she rinsed me off with a washcloth and checked her work.
Then she gave me a small sack from the pharmacy. It was heavy. I read the label.
It was a liquid enema kit. I opened the box and pulled out the two full clear bags and the tubing. I didn't know what she wanted me to do or say.
"I, um, don't..."
She took them from me like I was an idiot, and said, "Get on your knees, ass in the air. Face to the floor.
I did that. Then she stuck the tube into the bag, spit on the other end and poked it into my ass. The tube was long enough for her to hang the bag on the towel bar, and she did. Then she opened the clip on the bag and the heavy water flowed straight down inside me. I felt it swirling and gurgling and bubbling deep in my bowel. It was taking longer than Grandmother wanted, so she squeezed the bag, and my stomach cramped from the pressure. When it was empty, she clipped in the second bag and squeezed it as well.
I did not think I could contain it. My dick stuck out like it was pressurized, and my insides felt like they would explode. I tried to distract myself from the physical pain by thinking about my grandmother's spit inside my ass. Me exposed like this to my grandmother was the ultimate disgrace.
When the second bag was empty, and I was in agony she yanked the tube out of my ass and said, "Stay like that until I come back." And she left the room.
I imagined this must be what menstrual cramps feel like. And the more I held in the liquid, the more my dick was throbbing from the pressure on my prostate. I was so afraid I would cum now and ruin Mother's plans for me, and worse, receive the punishment I had been working so hard to avoid.
Grandmother came back eventually, and I had no sense of how long she had been gone. She simply said, "Go empty yourself."
I was so afraid of squirting I stuck my finger in my ass as I crawled across the bathroom floor to the toilet. She didn't wait around for the results, knowing that at the end of it, I would be as clean as a whistle.
When I made my way back into the living room, Grandmother was gone. My mother told me, "You will fast today. Clear liquids only. You will take a shower at six and present yourself to me in your kimono."
"Yes, Mother. Thank you for this special occasion."
She smiled. "Special, yes. But this will be your routine every Friday."
At six o'clock I took my shower, and afterwards I put on my navy-blue panties and kimono and presented myself to my mother.
She examined every inch of me, then tucked my dick and balls back between my legs and said, "Very well. The limo arrives at seven."
We made our way down to the waiting car, me wearing the kimono, panties, and sandals, my mother wearing a black velvet dress, deep cleavage but a tall collar in the back, red lining and trim, sharp heels.
I sat across from her in the limo as we made our way through the city. She was wearing a necklace I had not seen before, gold with a small silver key. She toyed with it until she was certain I saw it. I suppose it was a threat to cage me if I didn't do what she expected tonight. But I had no intention of disobeying her.
My stomach was growling because I had not eaten since my bowels had been cleared. But I felt as fresh as a peach, and my skin was smooth from the shaving my grandmother had given me.
My mother reached into her clutch and took out a small green pill and held it in front of my mouth. I opened and she popped it in, and I swallowed. I didn't ask her what it was, but she told me anyway, "It's for stamina." On my empty stomach, I expected it to take effect very quickly.
We didn't speak again. I simply watched her, admiring her beauty. And it didn't take long for me to start stirring in my panties, my little cock and balls tucked back but starting to strain against the material. I remembered the first time she took her breast out for me on my birthday, how I masturbated to her command and came on the floor, how she rewarded me with her panties and this new life I was still moving into. How I later sucked her nipples and licked her lovely pussy until she came. How she took my anal virginity with her strap-on and how she milked my prostate until a long rope of cum flowed out of me. All to prepare me, she said. And so, I could not help but wonder about this next step.
We finally stopped and got out of the car at an understated apartment building. A bellman opened the building door for us and walked us to the elevator. He swiped a card and pressed the "11" key and stepped away before the doors closed. He stole one look at my mother while her head was turned towards me. She still said nothing as we went up, even as the elevator opened directly into a luxury studio apartment.
We removed our shoes by the elevator, and I followed her to the center of the room. She directed me to stand there, facing away from the elevator. Then she untied the kimono, took it from me, and folded it on a chair. I stood in my panties with a full-length wall of window in front of me, curtains open, looking out over the city as the sun was setting and the streetlights were starting to appear, a king-sized bed to my left, and a small kitchen area to my right. The room was tastefully furnished, with no hint as to its purpose.
"You will wait here. A woman will arrive. You will do everything she demands, as if she were me. Do you understand?"
"Yes, Mother."
"I will be watching," she said, and she left. I heard her slipping back into her heels, and the tapping of them into the elevator, the rush of the doors, and then the silence.
I stood looking out the window. There was a taller building across the street, and several apartments facing this one, some lighted, some not. And I wondered what kind of show I would be putting on tonight. The lights in this apartment were soft, but they were on. And I was certain I was in a fishbowl.
I heard the elevator a few times over the next hour, coming and going, but not stopping at 11. The whole time, my little erection was straining against my panties, despite my trying not to think about it. The pill was doing its job, though I suspect the situation would have kept me hard regardless.
Eventually I heard voices behind me as the elevator came and stayed. A woman laughing, the muffled sound of a man's voice. The doors opened and I did not turn around, but I could see an obstructed reflection in the window of a small woman and a very large black man.
.
The man said nothing else, but the woman began speaking, more to herself than to him or to me, "Oh, my, how lovely!"
She had something like a British accent, but it sounded more like an affectation that the rich employ to sound posh. When she walked around to face me, I was surprised that she was much older than I expected. Attractive still, in a Helen Mirren sort of way. White hair cut short. Tanned skin a bit weathered but leading to ample bosom. She appeared to be fit. And her clothes looked expensive. She wasn't wearing a bra under her silk top. Her slacks were sharply pleated, and her bare feet were tiny, with nails painted the color of sand.
"I've been watching the video link your mother gave me, since you turned nineteen," she said. "I saw you watching incest porn, stroking your little cock and sniffing her panties. Listening to your little grunts. Watched you licking up your own cum." I could not have been more shocked. My pupils must have shown it, because it delighted her.
"She insisted that I wait until you turned twenty-one, but I think it was just to get the price up! I've been paying her for the video stream all these years, and now I get the real thing. She promised me you are still a virgin. Is that true?"
"Yes ma'am." Unless you counted my mother fucking my ass with a strap-on, I thought to myself.
"You will call me Baroness."
"Yes, Baroness."
"I will be taking your virginity tonight, and you will never cum again out of my presence. Your cum is mine from now on. I've bought it." I am sure I could not hide my disappointment, and I think that excited her too.
"I am so glad you understand."
Then she stooped over and pulled my panties down, and my little cock sprung out from between my legs. It was so hard it was throbbing. And as she stooped over, I could see down her blouse at her heavy breasts swaying beneath the silk. And I knew I would be sucking on those breasts very soon, and that made my dick pulse that much more. She laughed at how conflicted I appeared.
The black man had not moved from the door and had not said a word.
She led me to the bed and ordered me onto my hands and knees, my ass facing the window, my face towards a chair beside the bed. She stood before me, in front of the chair, and slipped out of her slacks, revealing black lace panties over a shapely set of hips. She unbuttoned the blouse and her tits, while long, were full and very sexy. Yes, there were stretch marks, and yes she showed her age, but all I could see was an attractive older woman, and all I could think is that she was somebody's mother. I wanted one of those breasts lifted to my mouth. But I was not at all comfortable with the position I was in, for good reason.
While my attention was on the Baroness, the black man had slipped around behind me. She was watching my face when I heard him spit and felt him spread my ass cheeks. My fingers dug into the bedspread as he pressed his cock into my ass. She was delighted at the "O" my mouth made, and how my eyes watered as he pushed deeper, rocking his way in by fractions of inches. But my dick was harder than ever.
"I watched your mother train you with that big black dildo, but this is so much better!" I should have guessed that Mother had recorded us, but I had honestly thought she didn't have any cameras in her bedroom.
Then she bent over and took something out of her slacks pocket. It was a condom. She reached underneath me and unrolled it on my little dick, and it barely stayed on.
"I'm collecting my natural lubricant," she explained. And it didn't take too long before I started producing it.
I couldn't help but moan as he pressed against my prostate, "Oh, uhhhh, uhhhh," until she lifted her right breast and pressed the nipple into my mouth. Oh my god, I sucked like a calf. I was trying to milk her as he was thoroughly milking me. Then he just started pounding into me without restraint, readying himself to cum in me.
He grunted once, as he came, pressed all the way up inside my ass. I could feel the pressure of his load filling me up. She just held my mouth on her tit until he was through. When he pulled out, she slipped the condom off of me, slipped off her panties, sat on the chair and spread her legs. Her pussy had full lips, and she spread them and inverted the condom to dump my cum inside, then she rubbed it around with her fingers. She took her time, her head back, enjoying the moment and the exposure. When she was ready, she told me to roll over on my back. I did, still leaking cum out of my ass, and she walked around in front of the black man and climbed on top of me. She eased herself down on my still-hard cock. It was my first time inside a woman's pussy, and she was wet with my own cum, and warm, and better than anything I had ever felt in my life.
She giggled like a little girl, probably at how small I was and how little I could fill her up. She laid down flat on my chest and said, "Grind that little clit into mine."
I went as deep as I could go, but she was the one pressing down and hitting the spot she wanted. She found the right angle, then held still and said, "Jimmy, be a dear and put a condom on and slip inside my ass."
Jimmy went back to his pile of clothes and got what must have been a Magnum. I saw his dick for the first time then, amazed that I had taken it all in. He snapped the condom on and moved behind her. Then it was my turn to watch her eyes roll back as he pressed into her. I could feel him filling her ass and adding some pressure in her pussy for me. He pumped enough for the two of us as I lay still, and she pressed down and moved her hips in small circles.
"I'm gonna cum," I said.
"You will not!" she demanded.
"Please, Baroness! Please let me cum inside you!"
That must have put her over the edge, because she started cumming, "Yeahhh. Yeah! Cum in me Jimmy! Cum now!"
Jimmy blew his load on command, and I was straining to hold mine. I knew I would be punished if I came without permission.
"Please, Baroness! Please, me too!"
Another full minute before she finally said, "Yes, now! Give me all my cum, little princess. Squirt your little juice in me." And she gave another shutter when I did just that.
Jimmy still had her pinned to my chest and she wasn't eager to ask him to pull out. She just stayed there enjoying the feeling of our cocks almost filling her. She lifted her chest up a bit and placed her left nipple in my mouth this time. I sucked it, still hard inside her, as Jimmy finally pulled back and flopped his meat onto the bed. Then she pulled her tit out of my mouth and scooted up to straddle my face.
"Here's something wetter to suck on, princess."
I started licking my cum out of her, realizing immediately that she did not taste as sweet as my mother, but smelled of perfume. It was not unpleasant, but it made me want to be between my mother's pussy lips again.
"That's it, sweetheart. Lick it all out." She was pressing her clit against my nose, trying to cum again, but couldn't quite get there. She finally pulled away and stood back at the side of the bed. Jimmy stood there, naked, awaiting further instruction.
I was still on my back. My face and dick wet. Jimmy's condom was beside me on the bed. She got a gleam in her eye and picked it up. "Oh, you haven't tasted Jimmy yet!"
She placed the condom against my lips and turned it inside out in my mouth, like she had done my smaller one against her pussy. I almost gagged on the volume and the latex slipping to the back of my tongue, but I swallowed it all.
"Get back on all fours, dear, I like you better that way." I did, and she admired me.
"You need some little tits to hang down. Maybe we can buy you some. Or maybe some big ones. Do you want little tits, princess, or big ones?"
I didn't answer, and that displeased her.
"Well just stay like that then, for now." She walked back around to the chair and started putting her clothes back on. Jimmy took her cue and did the same. When she was dressed, she pulled five one-hundred dollar bills out of her back pocket and fanned them across the chair. "Buy yourself something pretty," she said, and walked towards the elevator.
Jimmy said, "You go on down. I gotta use the toilet. It was a pleasure, as always, Baroness."
She just laughed and left in the elevator. Jimmy walked back over to the chair and scooped up the five hundred dollars.
I said, "My mother is watching."
He looked at me then with hate in his eyes. "You pathetic bitch." But he threw the money on the bed. He looked at me like he wanted to hurt me. Then he smiled and unzipped his pants.
"One more for the road," he said, and shoved his cock in my mouth. All I could do was suck it. I thought he was going to piss down my throat, but he must have been on a little green pill too, because his lust got the best of him, and he grabbed my hair and pumped my throat until he came again. I had tasted him before, but this time was different, and he knew it. Because he was in charge.
When he was done, he wiped his dick on my face, zipped up, and took the elevator. I remained where they left me, because I had not been given permission to do otherwise.
It was another hour or two before the elevator opened and my mother got out. I don't know if she really had watched all this from somewhere, from a camera feed or an apartment across the street, but she saw it all in the way I was left in such a mess.
I started crying when I saw her. I couldn't help it. She just said, "Go get yourself cleaned up." And I did.
When I came out of the bathroom, she had clean panties for me, and my kimono.
We took the elevator, the limo, then back home, and into her bedroom as the sun was rising. She went into the closet to get ready, and I curled up on her bed. We had not spoken. My raging hard-on had finally softened by then, and my body was starting to feel all the use and abuse I had endured.
She laid down on top of the sheets for a change, completely nude as always. She stared at the ceiling for a long time, then asked, "What did that bitch Claudia say to you?"
I started crying again, "she said that she bought me, and I belong to her now. She said all my cum is hers, and I can't cum except with her from now on." I was so afraid my mother would cage me until I saw the Baroness again.
"Oh, she said that?" Her eyebrows went up. "What do you think of that?"
I felt a glimmer of hope. "I only obeyed her because you told me to. I don't belong to her. I belong to you. And so does all my cum."
She turned her head and looked at me, "Well, there may be a man somewhere in there after all."
"She called me 'princess'. I didn't like that. She wants to give me boobs."
My mother was getting angry. "You look at me. You are perfect just like you are. That bitch can go back to getting slammed by Jimmy if she doesn't like it."
Then a few minutes later, "Be honest, what was it like to fuck her."
I hesitated, but could not lie, "being inside her pussy was the best thing I've ever felt in my life."
"Really!..."
"Yes, Mother."
She reached over to my crotch. My dick was shrunken and tucked. She pulled it out, tugged it a few times, but it was positively wilted.
"So your mother doesn't excite you any more?"
"Oh, Mother, nothing excites me more." I was stirring, but I was just so spent.
She leaned over and took me in her mouth, sucking and rolling me with her tongue, swirling and licking, and I responded. I got hard again, as hard as earlier, but not because of any drug. Her mouth brought me back to life, and I thought nothing would ever be better. But then she stopped. She propped her hips up on a pillow and spread her legs for me. She was offering herself to me missionary style.
I knelt reverently between her legs. I knew her pussy from tasting it, so beautiful, so delicious, but now she wanted me inside her, to show me that the Baroness was nothing compared to the pleasure she would show me.
She was wet when I entered her. And she was tight. I didn't feel small inside her. I felt like a king. It took me a long time, and I was glad. And when I finally came, it wasn't much volume, but it put all other feeling to nothing in comparison. I felt completely satisfied. I didn't expect her to come too, but she did, right along with me. She broke into a big smile and laughed as she came, not at me, but from true joy at sharing herself with me. I don't think either of us expected that.
When we were done, we lay beside each other, still on top of the sheets. I felt I could speak freely.
"I like who I am now. I'm not afraid of whatever someone wants to do to me, as long as when it's over I can come back to you."
She turned and kissed me on the lips. "Welcome to the family business," she said.