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Trust Fund

By: Ladyscorpion



Dear Reader:

This story is shocking on many levels. You are invited to read at your own risk, none of it is true. Please vote, and I do respond to most feedback. This story is a strange mix of incest, anal exploration, fetish, D/s, and more. My story reveals to me that everything is for sale.

College Fund

I am young and un-married and I have no children, no boyfriend, just a single woman trying to make a living and have fun doing it. However, having two jobs left little time for fun, and I recently found out I was pregnant. Of course the dad was a one nightstand, so I was in a jam. One morning, I received a very strange phone call, and the man on the phone was making an offer I could hardly believe. He said he was a distant relative and he was in charge of taking care of his paraplegic father. He sounded young, and he said his father was in his fifties. His father had only recently been in an accident that caused him to loose the use of his limbs, and he was having a hard time accepting it.

The guy on the phone said he and his father needed my help. They didn't live too far away, and invited me over to discuss the arrangements. He only said that I would be making $2,000/week, and I would help his father get better. I told the guy on the phone that I would listen to his offer. The man requested that I bring an open mind.

After hanging up the phone I was perplexed. I could hardly wait to know what was really going on! I showered and shaved and applied my cocoa butter. I fluffed up my short blond hair, and applied some make-up to accent my blue eyes. I wore a summer dress that revealed my figure but still left one guessing and heeled sandals. I smelled good and looked good too. I looked at my reflection in the full length mirror one last time, my legs were long and shapely, they were capped with full hips and a heart shaped ass, I have a thin waist and average sized breasts that were getting fuller with the onset of my pregnancy. Shapely shoulders and a nice back were thanks to a years worth of personal training. I left my house eager to reveal the mystery, and I drove to the house he gave me directions to. Nervously, I walked up to the door of the biggest house I'd ever been to.

A middle-aged woman answered my knock; she smiled warmly and showed me to the office. It was beautiful, with a huge oak desk and a comfortable looking leather chair. The room was empty, but she told me to have a seat, my "cousin" would be in shortly. I sat in a leather chair on the opposite side of the empty desk. After a few short minutes, my cousin came in. He greeted me and introduced himself as, Jeff. I stood up and greeted him and shook his hand, and he smiled a wide happy smile. He was about six feet tall, with dark hair and the chiseled features of a male model. He was gorgeous, and he couldn't be older than 25. I was more curious than ever.

He looked me straight in the eye and asked, "are you pregnant?"

I was shocked, I really felt like I had been shocked by an electric fence. My face got hot, and I answered, "yes, but how did you know?"

He said, "the 'how I know part' is irrelevant, but what I have to offer is very relevant." "My offer was generous: wouldn't you agree?" he inquired.

My head started spinning. If this guy thinks he can buy my baby, he's got another thing coming!! I cautiously answered, "yes, it is generous, but I'm still not sure what you want in return."

He smiled and said, "The deal is unusual but I think it's something you might like." "My father has been doing some research on his condition. He has found a very unusual and ancient treatment, and he's convinced it will work and help him regain his mobility." He went on to explain that his father believes that he needs human breast milk from a woman that is related to him to heal him. Again my head was spinning!!

I asked, "So, your dad wants me to breast feed him?" Feeling a little queasy at the thought of a grown man sucking my tits.

He looked me directly in the eye and answered me, "that's precisely what he wants."

My heart started to pound so loud, I was sure he could hear it. My mind started fondling the images for a few seconds and, a battle deep inside raged between the taboo of this being incestuous, and the deep desire to help him. My heart started to feel tender towards an uncle I hardly knew, and had never met before.

I said, "I don't have any milk yet."

He replied quickly as if he was ready for that objection. "It's okay, Martha will help you with that, and my father is willing to wait till a little while for it to develop." "What I want from you now is a commitment to move into this house and give your breast milk to my father," he said assertively but with kindness.

I asked, "but what about the baby?" "The baby will need some too," I said with concern.

Again he replied quickly as if anticipating this question, "of course, you can feed your baby, I'm told a woman's body can produce enough milk to feed multiple babies." "Which, in this case, would be my father and your baby," he added with a wicked smile.

I told him, "I'll have to think about this and get back to you."

He quickly responded, "there is no decision time, my father wants a decision before you leave the house."

"May I meet him before I make my decision?" I inquired.

"No, he's meditating and having acupuncture" he replied flatly. He again outlined the benefits of entering into this arrangement, "I will pay you $2000 per week, if you agree to live here, and share your breast milk with my father." Then he added, "one more thing, my father is willing to pay an additional $1000 a week if you help him get his sexuality back."

I looked at him, and asked, "what does 'help him get his sexuality back' mean?"

Jeff put both hands on the table and said, "look I don't really like any of this arrangement, but my father insists, I don't know what he means half the time he talks." "If you want the money, be ready for whatever he requests." "If you don't want to do something he asks, the money will stop." "It's simple really, I will pay you to keep him happy." Then he stood, and said, "I'll give you twenty minutes to make your decision," and he left the room.

I couldn't believe this wasn't some weird twisted dream or something. Did I hear this guy right? He wants me to breastfeed his father and be ready for anything sexual his father might request to keep his father happy? I though about the two jobs I had right now, and how I could barely buy lunch when it was my turn with my friends. I was already worried about how I would pay for the things my baby needed, as I would not be telling the father about it. Then it hit me! I was dealing with some rich people who had demonstrated that money was no object, and the father believed he needed ME.

I sat there for the next ten minutes and thought about my counter proposal. I smiled to myself when he re-entered the room. He sat in the same chair across from me with the desk between us, and he asked, "Do you have any questions?"

I replied, "Yes, I have one."

He said flatly, "okay ask."

"Will I be giving up my freedom? I mean, can I still come and go when I want? Can I still see my friends?" I inquired.

He laughed, and replied, "yes, you will have your freedom per say. Your obligation will be to feed my father." He went on to say, "part of the healing is sucking the milk from your breasts." You must be available three times a day and once at night for two years." "Everything you need for you and the baby will be provided here at the house."

My time had come; it was my turn to speak. I swallowed hard and said, "I have thought about your offer, and although it is generous, I'm not sure if it would be best for my baby." "I would be giving up my friends for two years." I paused looking for a reaction, and there was a small tug at the corner of his mouth as if he wanted to speak, but he remained silent waiting for all of what I had to say. I continued, "I would be willing to agree to your conditions if you set up a trust fund for the baby with me as the only executor, and deposit matching funds every month for the baby."

He smiled and nodded his head and asked, "and helping my father with his sexuality?"

I replied, "I'll do that too, but again the funds must be matched for the baby." I knew this was the only way I would ever be able to have a college fund for this baby. This agreement would provide over $300,000 for college for two years of "work."

His reply was simple he said, "agreed." "I will send a moving truck and some men tomorrow to move your stuff, you will remain here." My heart pounded so hard I could hardly breath, my throat almost seemed to be closing, what had I agreed to? I expected an argument, or to have to convince him I was worth it, but he just agreed. This man was obviously very powerful, and I had just effectively sold myself to my own uncle!!

He rose and said, "follow me, I'll show you around the house." He was kind, but had a very cold exterior; this man did not value emotional attachment that was clear. The house was a mansion!! It has twenty-three bedrooms and bathrooms for each with various "sitting rooms" and "resting spots." It was so big I wasn't sure I would be able to find my way around. He finally showed me his father's room. It was bigger than my apartment, and it had a room attached to it, and the biggest bathroom I had ever seen.

Finally, he showed me where I would be living. It was at the end of a hallway, and it was a one bedroom apartment all its own. It was furnished beautifully, but I wanted my own stuff. I asked him if that furniture could be moved out and if my stuff could replace it. He was agreeable, but somehow I knew I would be staying here for the night. He turned to me and said, "Martha will take it from here, and she is the house master; she knows my father and this house better than anyone." "From now on you will look to her for guidance and anything you may need." "She will follow my father's instructions in getting you ready to breast feed and heal him." And he simply turned and left.

Martha was standing there, she was the woman that answered the door, and she would be my boss? She smiled and spoke with a slight Spanish accent, she said, "come with me, I want to evaluate your readiness."

I followed her into the bathroom within my living space; she closed the door behind me and said, "Remove your clothes." I looked at her like she just spoke Spanish and I couldn't understand, so she grabbed the hem of my dress and lifted it over my head in one practiced pull. I was surprised to be standing in front of a woman I has just met an hour ago with only my panties and bra on. She moved to unfasten my bra and I jerked from her reach. She looked at me with the sternness of a woman that's not to be messed with. She said, "I am in charge of you now, it is my responsibility to make you produce milk and teach you how to please your employer." "If you disappoint him, he will be disappointed in me." "I do not disappoint my employer, and neither will you." "Remove the remainder of your clothing."

Something in the coolness and tone of her voice told me to just do it. I couldn't understand why she wanted me fully naked to check my tits, but little did I know "readiness" had much more to do with milk for the father. She reached out and pinched my nipple hard and I jumped and said, "ouch!" She reached for the other one and I jerked away. This time she said, "this is your last warning, if you pull away or prevent me from doing my job, you will be tied and gagged if necessary."

I stood there stone still and scared half to death. Would this woman really tie me up? I'm sure that would be fine with my new "employer" as he left her in charge of me. I felt like I was in some sort of distorted dream. I couldn't believe just a few hours ago I had effectively sold myself.

During Martha's evaluation she pinched my nipples and sucked them, it was very weird to have an older woman sucking my nipples. However, my body couldn't tell that it was a woman, nor did it care that she was only evaluating them for milk. As I stood in the bathroom, naked and vulnerable to a woman I didn't know, my pussy was betraying me. Martha sucked and pulled at my nipples and squeezed my breasts till they hurt, but my pussy flowed with juice. I was naked with nothing to hide my secretions; today there were no secrets. My pussy ached to be stimulated, but I didn't dare touch myself now.

Martha stopped working my tits, and said simply, "Okay, now I will clean you up, and then you can go have dinner in the dining room."

I'm highly distressed at this point, but I'm seriously afraid to say anything. I decide to just do whatever she says, it can't be that bad to get "cleaned up." Little did I know?

She says, "Okay put your hands on the counter spread your legs as wide as is comfortable and push your butt towards me."

I did my best to comply, but showing this woman my nether regions was very intimidating and humiliating! She started to talk, and I immediately started to feel better. She explained that she was going to give me an enema and then she would insert a hormonal suppository into my rectum. The hormones would help bring on my milk because during her evaluation she could tell the milk ducts would need more than just stimulation.

She rubbed my ass and talked to me very gently but matter-a-fact. She said, "Okay, now I want you to relax." "This might be uncomfortable at first, but over time you will come to enjoy it." She rubbed a good amount of lube around my exit-only hole and inside. She used her finger inside and again my pussy was on fire. This whole time it had just dully ached from all of the nipple stimulation, and now it was on fire again. I couldn't believe my pussy had the nerve to continue to produce moisture while the rest of my body was being violated by this middle aged woman I didn't even know.

She pushed a tube with a small rubber bulb at the tip into my ass and said to relax while the bag emptied. I could feel warm liquid enter my bowels and fill my abdomen. Even this made my pussy ache to be stimulated. My wetness was now running down my thigh, slowly my pussy juice oozed towards the floor making a slick, shiny, little path as it went. I wasn't sure if the bag was empty or not, but I was starting to feel very full and uncomfortable with this warm liquid in my bowels. I shifted my weight from one leg to the other hoping to relieve some pressure, but it only shifted the liquid making me feel like I had to go worse. Martha must have noticed something at this point because she started talking to me again.

She said, "You are almost done, and you're doing good so far." "The first time is always the worst." However, it doesn't seem like you hate it that much," She chuckled and ran her finger up the slick little trail of cunt juice and stuck her finger in my pussy. I groaned at the stimulation and leaned back impaling myself on her finger, she wiggled it around unceremoniously and removed it. She swatted my swollen lips with a loud wet sound, and said, "easy girl, you'll get used to things here."

With an enema tube in my ass and my naked body leaned over the bathroom counter, Martha finally announced that I had taken all the liquid, and I was more relieved than I realized. My throbbing pussy had distracted me, but now my aching bowels had my attention. Martha said she would remove the tube, and I should stand still for five minutes. I stood naked in this bathroom that was supposed to be mine, with my sphincter clenched as tight as it could go. I stood there holding my breath and trying not to let the warm liquid leak out of my ass. Finally Martha announced that it was time to go, I sat down and the relief was almost orgasmic.

My pussy was ready for it's last betrayal, after cleaning up a little, Martha reminded me of the hormonal suppository. My sexual tension was at its peak, and I was at the gate of orgasmic bliss, I had to cum. This time leaning over the counter naked was a little less humiliating, but stimulating non-the less. Martha rubbed more lube into my ass and then pushed a suppository as far as her finger could reach. That was it; the walls of my pussy started to contract and my body shuddered as a small orgasm pulsed uncontrollably within my ass and pussy. I moaned slightly, and knew that Martha just watched my own body betray itself in the ultimate fashion.

She had me stand with my arms behind my back for one more breast stimulation. She said she would be stimulating my nipples and breasts every three hours round the clock till my milk came in. She said worse case scenario it would be two weeks. Again she squeezed my breasts and alternately sucked my nipples into her mouth. She sucked my nipples and probed the end with her tongue trying to get the milk to flow. The sensation of having my nipples sucked like this made my pussy throb with the intensity of an approaching orgasm. Being at the mercy of the woman, which I had no idea what she was capable of, was thrilling and intense.

Martha stopped sucking my nipples, but my pussy didn't stop throbbing. Martha picked out an outfit for me to wear for dinner, and left the room.

Finally, I was by myself. I walked over to the door to lock it, and found no lock. I guess I would be risking getting walked in on, but I had to cum. I started rubbing my clit before I even got to the bed. My orgasm was already pounding in my loins as I crawled onto the bed and rubbed my pussy. The first wave of pleasure was sweeping through my body as Martha walked back into my room. She froze when she saw what I was doing, but I didn't stop for a second. I rubbed my clit and my orgasm pounded through my body with intensity I had only felt a few times in my life. After the last of my orgasm pulsed through me I rolled over and lay on the bed to catch my breath.

Martha approached the bed, she pushed my hair away from my face gently, looked into my eyes, and said, and "from now on you need to tell me when you need to cum." She had a kind but stern look in her eyes, and she showed genuine care. She said, "now get up and get into the shower, dinner is in half an hour, and you shouldn't be late."

I took a shower and quickly towel dried off; thinking that half an hour was not enough time. I snatched up the clothes Martha had selected and they fit perfectly except the length of the skirt. I looked in the mirror and the skirt barely covered my ass in the back. I unzipped it and slid it down lower on my hips to help lengthen it. At least the shirt was long enough to cover the wide-open zipper. I had on a chocolate colored baby doll shirt cut low in the front, and a simple but very short black skirt. The shoes were black-heeled sandals just like the ones I wore over here but these ones were black. How did these people know what size I wore and what kinds of shoes I prefer? I dismissed the uncomfortable thoughts of being watched or stalked before being invited here.

I reached for the doorknob as my door opened and there was the familiar face of Martha waiting to escort me to dinner. She frowned and said, "I though that skirt was shorter?"

I laughed and showed her how I had made it longer to accommodate my long legs. She scowled and said my uncle would rather see my ass falling out than my legs covered that much. She said, "He's a leg man." With the price he's paying to have you here, he expects to see as much of you as possible.

She pulled the skirt up and zipped it up. I could feel the bare globes of my ass hanging out the backside of my outfit. At first I felt silly, but soon dismissed it. If this guy wanted to see me wear this, who was I to complain? He probably bought it, and I was sure if he didn't like it he would have me wear something else from now on. It was now my job to be sexy, and I giggled out loud at the thought of being paid to be sexy.


Trust Fund Baby



When I first heard about the Paris Hilton sex tape scandal my thoughts drifted immediately to an unmarked VHS tape that sits hidden deeply in the back of my closet. A tape that contains similar activities between myself and the daughter of wealthy parents, although admittedly of a far less recognizable name than Hilton. Although she's no heavy partying socialite like Paris, my co-star does stand to inherit her own sizable fortune. In many ways the tape chronicles a strange four month period in my life. 

I was a few months out of a serious relationship, and ready to start dating again. Lacking any immediate prospects from more conventional outlets, I decided to try my luck at internet dating. I had a series of mediocre dates and a few painful encounters that aren't worth relating. However, Robyn was a different story.

From her profile Robyn was 5'3" with green eyes and long dark curly hair. She was extremely cute, with a petite nose and round cheeks. Her smile was lovely, two rows of perfectly straight white teeth. She described her body with the amazingly vague term "average" that I've found can mean anything between "buff but I don't want to sound stuck-up" to "quite overweight" and even actually "average".

The contents of her profile were rather sparse and lacking detail. She described herself as politically moderate, enjoying movies and dining out, and as a non-smoker. She was twenty-two, a year younger than me, and a college student. I didn't feel I knew much about her from it, but her picture was cute enough to see if there were aspects of her personality that didn't come through online. I sent her a quick message introducing myself, pointing out a couple things I liked about her profile. I invited her to check out my profile and write back if she was interested.

Such messages have a low response rate, but in Robyn's case she wrote back a couple days later. Her e-mail was brief, explaining she wasn't really into e-mail or instant messaging but gave me her phone number if I wanted to call her. I called her that night, and we shared a pleasant conversation that was less awkward than I expected. She laughed at my jokes and seemed like a sweet young woman. I detected a hint of an East Coast accent on her, but she said she was born and raised in California, though her parents were from the East Coast. I asked if she wanted to get together for drinks that Thursday night, and she agreed.

Robyn looked even more appealing in the flesh than in her picture. Her smile was just as pleasant, and her body was nicely feminine, with medium sized breasts, an average sized ass, perhaps a few pounds heavier than her "ideal" but still very attractive. I'm in decent shape but no model myself, so I find such minor flaws attractive. Her outfit was nice, jeans that clung to her nicely without looking uncomfortable and a feminine top that wasn't too revealing. She wore a bit more make-up than I prefer but I was willing to look past that.

The conversation flowed easily, and she obviously enjoyed my sense of humor. She casually touched my hand or leg when talking to me, which I occasionally reciprocated. Essentially it was proceeding like an ideal stereotypical first date. I found it a bit odd when she mentioned that she'd never had a serious boyfriend, but that is sort of understandable considering that college often has more of a "hook-up" atmosphere. I also have a good deal of respect for women who are capable of being on their own for a while.

She admitted to having an early class the next morning and I told her I had to work the next day. We decided to call it a night. I excused myself to take a leak, and Robyn was still in the women's room when I finished. I asked the server for the check but she informed me my friend had already paid the bill. It was probably only thirty dollars of drinks at most, but it was still a bit odd for me to have a woman treat on a first date.

"Thanks for paying for our drinks," I mentioned to Robyn while driving her home, trying to sound casual.

"No problem," she replied nonchalantly. "My parents give me some "emergency money" every month and I'm happy to pay. I hope I didn't offend your sense of masculine pride or anything, I just know you probably don't make a lot as a teaching assistant."

"Right on," I responded. It was a little weird, but I figured I was a progressive enough guy not to complain about my date picking up the bill. I've heard more than one woman talk about not wanting to "owe" a guy anything by letting him pay.

We chatted a bit more in front of her house. Admiring her for a moment, I leaned in and kissed her. I was relieved when she reciprocated eagerly. After a few minutes of lip-locking I asked, "Can I see your place?" hoping to continue our session on her couch and perhaps let things get a bit heavier.

She hesitated and told me, "My roommate is probably already asleep, and we both have early days tomorrow. But maybe we can hang out again this weekend if you're not busy."

"I'd like that," I replied. "Is Saturday night ok with you?" She nodded, kissed me once more, and went to her door, waving before stepping inside. I felt almost giddy after our successful first date.

Saturday's date went well. Continuing our almost stereotypical dating pattern, we had a rather conventional dinner date. We talked about our families, and I learned that her mother didn't work and her father ran a business. She was evasive when I tried to probe further. I dropped it and switched to talking about my own family.

I also learned that she was Jewish although non-practicing, which didn't surprise me in hindsight. Given my Midwest upbringing I don't tend to recognize the usual traits. She had no brothers or sisters, and was rather jealous that I had one of each.

When the topic of sex came up I discovered her attitudes were a bit more liberal than I'd imagined. She felt that people should be able to do whatever they please behind closed doors, as long as everyone involved enjoys it. She elaborated to say that partners should be willing to try something just to please their partner unless it really causes them pain or distress.

"After all, I hope he'd be willing to do the same for me, and plus you never know what you like until you try it."

Before we ordered I said, "I insist that you let me treat you, after you were so generous to pay for drinks the other night."

"Ok, you can pay for dinner, but why don't you let me cover the drinks again?"

I agreed that was fair, and she picked out a bottle of wine that ended up being quite tasty. When the bill arrived, I saw the wine was $80, more than the cost of both our meals. She didn't bat an eye, casually taking a hundred dollar bill out of her purse and placing it on top of my credit card. I considered saying something, but chose to let it slide once more.

Money peculiarities aside, between the wine and looking at the pretty girl across from me I was feeling rather horny and hungry for at least a make-out session. 

"Want to come see my place and watch a movie or something?" I asked her.

"Sure, that sounds good," she replied.

I don't remember what movie she picked from my collection, only that we were making out on the couch five minutes into it. She was as much the aggressor as I, grinding her clothed body against mine as our tongues and mouths intertwined.

"I think your bed would be more comfortable" she said after almost twenty minutes of blissful kissing. I agreed silently and led the way to my queen sized bed.

On the bed the clothes started coming off, and soon she was down to her matching stylish bra and thong panties and I was still in my jeans and boxer shorts. In a heated moment I reached to remove her bra, but she stopped me, and suddenly tensed up and moved away.

"What's the matter?" I asked. "Is this too much? We don't have to do anything you don't want to."

"No… its ok. It's me," she almost whispered.

"Ok," I said, just holding her for a moment.

"I'm sorry my boobs are so small," she said, which shocked me. I'm pretty good at guessing cup sizes, and put her at a medium B cup. They were certainly enough to play with and find attractive, not to mention show through a shirt.

"They're lovely," I said reassuringly.

"That's sweet of you to say," she replied, not convinced. "I wanted to get them done when I had my nose job, but my dad wouldn't pay for it. My mom argued with him, and they got in a fight. I mean, she had hers done shortly after they got married!"

I was a bit confused. I supposed her nose was a little too "perfect". But I knew she didn't need fake tits, and was glad she hadn't ruined her lovely real ones. The idea of her rhinoplasty did put me off a little. I decided it wasn't really fair to judge someone on the basis of them wanting to look good. I just hoped her reasons for having a nose job didn't step from any sort of deep insecurity issues.

"Let me show you what I think," I said.

"What you think of what?" she asked softly.

"How lovely I think your boobs are," I replied. I guess my statement sounded sincere to her, because she slowly removed her bra, facing away from me. I reached around her, pressing against her bare back and kissing her neck. I cupped her breasts gently, caressing them and feeling their softness. After a few minutes I rolled her onto her back and took in the sight of her bare breasts. She really did look sexy topless, and I let her know how good she looked to me.

My compliments had a very positive effect on her. After licking and sucking her tits for a good while she pushed me onto my back and kissed down my chest. She undid my pants and pulled them off along with my boxers. As my sizable erection sprung into view she smiled slyly and asked "Are you sure you're not Jewish?" before eagerly crawling between my legs and taking it in her mouth.

Her blowjob skills were amazing. Her mouth was perfectly wet and accommodating to my cock. She treated my dick like a treasure, worshipping it with her mouth, and maintaining a lot of eye contact while doing so. She alternated between sucking and licking, and even managed to take most of my length into her mouth and partway down her throat.

"That feels soooo good. You may have to stop, unless you want me to… finish," I told her rather awkwardly.

"It's ok. I want to make you feel good. You can come in my mouth." It was pretty blunt, and very sexy to hear her say. I moaned when she placed her mouth back on my dick. After a few bobbing sucks, I groaned loudly and spurted into her mouth. She was caught a bit by surprise at the suddenness but didn't stop, taking all my seed in her mouth. She looked up at me and swallowed my load, cradling my dick and licking it clean before sliding her body back up mine and cuddling up against my side.

"You taste nice," She said. "Much better than most. And you cum a lot. I like that." I was in a state of bliss and a bit in shock at how this girl who had seemed somewhat proper had turned out to have a wonderful naughty side to her. I couldn't help wondering where she had learned to give such good head.

"That was amazing," I said.

"Thanks. I've practiced," she replied, and I chuckled.

"What was with the Jewish question earlier?" I asked her.

"Oh. Well, you know, Jewish guys, they stereotypically have big…" she trailed off, blushing attractively.

"Ah. The stereotypes you don't learn when you grow up in the Midwest," I replied.

When I'd recovered a bit I made a move to return the favor by rubbing my hand against her pussy through her slightly damp panties. She stopped me, kissing my lips gently.

"I'm glad you enjoyed tonight. I had fun. You can take care of my needs next time," she told me. I tried to protest but she wasn't listening.

"I'm going to go home now. It was fun sucking your cock, but I'm not ready to have sex just yet. And I know if I stay I'll be tempted. Because yeah, that's a really nice schlong you have, and if you fuck as well as you kiss I'm sure I'd be in for a real treat."

I was astounded. This girl was certainly pushing all my buttons to make me want her more.

"Call me the next time you want to hang out. I hope it's soon," she said once she'd reclaimed her clothing and redressed herself. She kissed me one last time, gave my still semi-hard dick a fond pat and showed herself to the door, leaving me slightly dazed but very content.

I called her cell that Tuesday night. Three days seemed the right amount of time to neither seem too eager nor disinterested. She sounded happy to hear from me.

"Would you like to get together sometime this week?" I asked.

"This week is really going to be a tough one, I have a paper due Friday morning. But after that I'm free. Oh wait, I told my parents I'd house sit for them this weekend. Hey, do you want to come along? I mean, it's ok if you don't want to."

"I definitely want to hang out more, and it's cool you'd do that for your parents. Should I meet you there?"

"They live up near L.A. actually. So maybe we should carpool. But I'll be there all weekend. It's up to you, but you're welcome to crash if you have nothing else going on."

"Yeah, I'd be happy to keep you company." It was a bit unusual to spend a weekend together at her parents' house so early in the relationship, but I figured this was an obvious invitation for sex. After our make-out session and her blowjob I was extremely eager to take things to the next level.

She drove, and picked me up in what appeared to be a practically new crimson SUV. The seats were brown leather and the interior looked loaded with options. I glanced at the odometer which said the car had 15,000 miles on it.

"Graduation present," she said in answer to my silent question. I remembered how my graduation present had been a five hundred dollar check, which was rather generous for my parents. I felt a bit of jealousy, and wondered what sort of company her father ran.

The conversation on the drive up was fun and light. The topic of sex didn't come up at all. There was a bit of traffic on the I-5 freeway going north, as there always is, but we made the best of it discussing movies and literature. She had worn a short frilly skirt that exposed a wide expanse of thigh, the view of which made the drive both more enjoyable and teasing for me.

Her parents' house was a good distance away from the freeway. It involved taking a number of winding roads up and down hills that quickly threw of my sense of direction. We drove through a neighborhood dominated by large fences that obstructed seeing into the lots except through the front gates. She pulled up to a keypad at one gate, entered a code, and the gate swung open.

From the car and how easily she threw around cash, I had already started to suspect that she'd understated the kind of money her dad made. However, seeing their house in person was still a shock. Calling it a mansion would be an overstatement, but it certainly was large and while tasteful, the telltale signs of disposable income were everywhere from the landscaping to the multi-car garage. Robyn pulled into the space third from the house and I helped her carry our bags inside.

My senses were overwhelmed upon entering the house. The garage led into the living room, which had a projection TV and a large, comfy looking leather wrap-around couch. There was a fireplace as well. To the left was a dining area and a very modern looking kitchen. The house was decorated very tastefully, but didn't look tremendously "lived in".

Robyn opened the fridge and peeked inside. "It's slim pickings, but usually mom buys me some frozen pizzas when I house sit. We'll have to go to the store tomorrow. I should give you the tour!" she said, excitedly.

The ground floor had a workout room and a home office for her dad that she never went into. In the backyard there was a decent sized in-ground pool with a connected hot tub that probably could seat four people comfortably. I finally asked what company her dad ran. She told me a name I didn't recognize. "They're mostly in distribution of raw materials. It's pretty boring actually, but Daddy founded the company himself and now it's one of the biggest in the sector." Robyn's tone was neutral as she discussed her father's job.

The upstairs was just bedrooms and bathrooms, and the tour culminated at her bedroom. "Don't laugh" she requested before opening the door. Robyn's room was quite girly, dominated by the color pink. She had a lot of stuffed animals and pillows on the bed. I also noticed a large number of plaques and certificates on the wall and trophies on her dresser.

"My mom puts all those up," she said somewhat dismissively.

"You obviously are quite the bright young woman, but I knew that already. Very accomplished too." She flashed me a dirty look before realizing I wasn't teasing her and then beamed at the compliment.

Robyn lay down on her large bed and I took off my shoes and joined her.

"So… what do you want to do now?" Robyn asked.

"I have a few ideas," I replied, climbing on top of her, shoving a few pillows aside to make room.

We kissed passionately, grinding our bodies against each other through our clothes. I cupped her breasts through her shirt, gently squeezing the nipple through the fabric, eliciting a gasp of pleasure. She wrapped her legs around me and pulled my hips more firmly against her crotch.

All too soon she interrupted me, gently pushing me off her. I allowed her to squirm out from under me. She looked terribly cute in her disheveled state.

"Come here," Robyn said, reaching for my hand. "I want to show you something." I accepted it and stood, following her out the door and down the hallway. She smiled at me excitedly and opened another door revealing another bedroom of sorts.

Robyn flipped a switch and suddenly the room was very bright. Four large reflective lights, similar to those I'd seen used for movies and photo shoots stood a few feet away from the king size bed in the center of the room. The bed had a bunch of overstuffed pillows on it and what looked like deep purple satin or velvet sheets.

There was a video camera on a tripod pointing at the bed. It was much newer than the one my father bought to videotape graduations and other events, but he'd purchased that back when I was in high school.

"Do you like it?" Robyn asked looking at me excitedly. "My dad gave me his old camcorder when he bought a digital one. Why don't you take a look at it?"

I was indeed curious and inspected the camera at her suggestion. Robyn hopped up onto the bed. "Turn it on!" she said with a giggle.

"Do your parents know about this room?" I asked her.

"My mom might, but she doesn't ask questions if she might not want to know the answer. I doubt my Dad has set foot in the upstairs of this house for a while," she answered.

I turned the camera on and she began striking model like poses for me to film. At first she was very silly, giggling as I stood still, mostly silent. Then I began directing her and getting into the spirit of the "modeling".

"Great, that's beautiful," I told her. "Ok, now lie on your stomach. Good. So, what's this room for?" I asked, the camera still recording.

"Well," she said with some hesitation, "this is sort of my own little movie studio."

"I see. And what sort of movies have you made here?" I asked, my cock hardening in my pants.

"To be honest I haven't really made any yet, except for a couple test shoots on my own. Honestly, I hadn't found the right co-star before now."

"Oh? And you think you've found him?"

"Oh yes. You see, deep down this daddy's girl wants to be bad. And while she never would actually star in a porn film, there's no reason she can't make her own." She struck a provocative pose, licking her lips slowly.

"Well you certainly have a pretty face, but I'll have to see if you have the right attitude for adult entertainment," I said, getting into the spirit of the fantasy. I kept the camera focused on her face as I interviewed her. "So what makes you think you can be the next great porn star?"




Trust Fund Baby



"Well, besides all this," she said, running her hands up and down her body to draw attention to her curves, "I can suck cock like no one else. I love cock. I love cum too. I love to swallow it, or have it shot all over my face and tits." Robyn's dialog was obviously heavily influenced by porn movies. To her credit she imitated a stereotypical adult star quite well.

"Do you like big dicks?" I asked, slowly approaching the bed.

"I LOVE big cocks! I love all cocks, but I especially love a nice fat one that can stretch me out." She rose up onto her knees and placed her hand on my crotch. "Oooh, it feels like you've got a nice big package here!"

I looked at her through the camera's viewfinder and answered "Why don't you take it out and see?"

Robyn eagerly unzipped my jeans and tugged them downwards. She fished my cock out through the opening in my boxers, licking her lips and looking at the camera. "Oh my, this IS a nice cock. Can I suck on it?" I was impressed at how well she pretended she'd never seen my cock before and was surprised by its size.

"Mmmmm yeah, show me what you can do." I found myself getting into the role of director, not to mention the thrill of having Robyn take me in her mouth for only the second time.

She sucked on just the head at first, swirling her tongue on the sensitive spot under the tip. Robyn looked up at the camera and held eye contact with it as she bathed my entire length with her tongue. She cradled my balls with one hand as she licked my shaft, and then moved back to my head.

"Oh yeah, suck it baby. You're a good little slut aren't you?" I wondered how Robyn would react to being called a slut.

"You know it. I'll show you how slutty I can be!" Robyn broke eye contact and took my cock deep into her warm, wet mouth. I never expected to be videotaping this beautiful young woman suck my dick so soon after our first e-mail.

Robyn worked my cock expertly with her mouth, wrapping her hand around the base to stimulate the portion of my length her mouth couldn't handle.

"You're really good at that you know. Have you sucked a lot of cock?"

Robyn released my cock and looked up at me, obviously carefully considering her answer. "I guess I have. I like to make boys happy. Is that wrong?"

"No, I think making boys happy with your mouth is a very good thing. So do you think you've sucked a dozen cocks, two dozen?"

Robyn continued stroking me slowly. "I'd say it's close to fifty," she said. I was a bit shocked by her answer. "But I only fucked five of those guys. They were the ones who were special to me in some way," Robyn continued. She placed her mouth back on my cock and resumed sucking me. I ran my hands through her hair affectionately, not caring how many blowjobs she'd given and focusing on the one I was receiving.

"Are you going to let me fuck you today?" I asked.

Robyn looked back up into the camera and smiled. "I wouldn't be a good porn star if I didn't. I'm getting kind of hot in all these clothes. May I take them off?"

"Please do. I want to see those beautiful tits and that tight ass of yours," I replied, taking a step back for a wider shot.

Robyn began by lifting the hem of her top up slowly, exposing her stomach inch by tantalizing inch. Although I'd already seen her topless, I found myself eager to witness her bare body once more. Her breasts were encased by a basic black cotton bra, revealed to me as she tossed her shirt aside.

She spun around and bent over for the camera, looking over her shoulder at me. She lifted her skirt slowly. As the bottom of it rode up I was treated to the sight of her bare ass cheeks. A tiny black string ran between them, meeting two identical strings from her waist at a small o-ring. I couldn't help wondering how much the tiny bit of fabric had cost.

"You ARE very sexy," I said. "Why don't you take off that skirt?"

Robyn turned around and flashed a beautiful smile as she unhooked the skirt. With a flourish she released it, causing it to slip off her hips and pile up at her feet. She gracefully stepped free, standing before me and the camera in just her underwear.

"Are you going to show me the rest?" I asked.

"Don't you want to help?" She asked.

"No, I want you to strip for me." I set the camera on the tripod and sat down on the bed in front of it.

"You naughty boy," Robyn cooed enthusiastically as she straddled my legs. She ground her thong covered pussy against my cock, staring in my eyes. I knew the camera had a great view of her ass, which I reached around and squeezed tightly.

Robyn's strip tease wasn't terribly elaborate. She gyrated her body on top of me before sliding her bra straps off her shoulders. Holding it in place with her forearm, she reached around to unhook it, never breaking eye contact with me. She flung it towards the camera, turning to wink at it before returning her gaze to me.

Her light pink nipples were swollen and firm. "You like my little tits?"

"I love them. But they aren't that little."

I grabbed Robyn's torso and took her nipple into my mouth, sucking hungrily. Robyn gasped. "Do you always treat your strippers this way?" she asked.

"I always treat dirty porno girls this way," I answered. Robyn closed her eyes and pressed her pussy against my dick firmly. 

All too soon she broke contact. She stood and turned, giving me a great view of her g-string and the camera a nice shot of her tits. She writhed her hips slowly to unheard music, slipping her hands under the impossibly tiny sides of her thong. She teased me, raising and lowering the tiny panty as she rocked her hips. Finally she slid it off all the way, bending over and giving me a peek at her pussy in the process. She turned to face me.

"Like it?" she asked. Her pussy was beautiful, completely bare of any pubic hair. I had little doubt she had a standing appointment at some fancy salon to keep it that way.

"Looks delicious," I said, my eyes fixed on her bare snatch.

"These are for you, to keep," she said, bending down and tucking her tiny underwear into my pants pocket. Before she could move back away I grabbed her and pulled her naked body down onto me once more.

Robyn gasped at my strength as I forced her to grind her bare pussy against my erection. I felt her try to get my cock inside her, and lifted her off me gently, tossing her onto her back on the bed.

"Not yet," I told her. "I want to taste that naked pussy of yours."

Robyn nodded silently and spread her legs wide, both for my benefit and the camera looking over my shoulder. 

Her pussy truly did look delicious, and I lowered my head and began feasting upon her. She tasted clean and feminine, and moaned loudly in response to my tongue.

"Yes baby, eat my pussy. Oh god your tongue feels so good! You're amazing!" I glanced up and saw Robyn was looking straight at the camera while she told me how great I was. I figured she was enjoying what I was doing, but found her overacting a tad distracting.

Nonetheless, I enjoyed the chance to slide my tongue up and down her smooth labia before dipping it into her. I teased her momentarily before licking up to her clit, circling it tenderly with the tip of my tongue. I flicked it downward, and then lapped slowly up the length of her entire pussy, flattening my tongue. I could make out a few genuine gasps of pleasure among Robyn's stream of overstated obscenities.

I stood up and grabbed the camera from the tripod. "Now your pussy is ready to get fucked," I told her. "Where are your condoms?"

She smiled at me lustfully. "We don't need them. I'm clean and I trust you."

I've always believed it is better to be safe than sorry when it comes to sex, especially when you haven't been with a partner for too long. There's a somewhat perverse catch-22 that any person who is quickly eager to have unprotected sex is likely the exact sort of person you shouldn't be having it with.

"I've got some in my bag. Keep that pussy warm for me." I paused the camera and darted down the hall back to her bedroom without waiting for a response. There was no way I was passing up the chance to fuck Robyn, but I wasn't about to let her talk me out of using protection.

I quickly located a Trojan magnum from my bag and ripped it open, rolling the latex down my shaft. I grabbed a second packet just in case. My erection probably looked pretty silly bouncing up and down as I quickly strode back down the hall to Robyn's studio. I was thankful there was no one else in the house to see.

Robyn didn't say anything about the condom around my dick as I reentered. I turned the camera back on, and tried o make up for any lost sexual momentum.

"So what kind of a guy gets to fuck you, besides one with a video camera?" I asked.

"Well, there's this one guy. I just met him not too long ago. He's a nice guy, but what I really love is his big fat cock and the way he makes me feel. I haven't fucked him yet, but I really can't wait to get a chance."

"Sounds like a very lucky guy, to get to fuck a girl as pretty and sexy as you." I walked up to her and reached down to squeeze her tit, naturally documenting it with the camera.

"I think he's about to find out how lucky he is," Robyn said. "How do you want me, Mr. Director?"

"Let's start off with you on top of me," I responded. I had limited experiences making amateur porn, but had watched enough to have an idea which shots would work best without an additional cameraman.

I laid upon my back, keeping the lens focused on Robyn's sexy body. She smiled at me and licked her fingers, sliding them down between her legs to moisten her pussy. She threw one leg over me, and I got a great shot of her positioning her waxed bare pussy above my cock head.

She steadied my shaft with one hand and supported her weight with the other as she slowly lowered herself upon me. I watched my cock head push past her opening, spreading her and making room for itself within her. Robyn groaned involuntarily at our first penetration. She was smaller than I imagined, even for her modest overall size, and I momentarily worried about her ability to handle my girth.

I panned up her body to her face. Her teeth were clenched tightly in a mix of pleasure and mild discomfort. She paused and lifted herself up a tad before pushing herself down onto my cock with greater force. Half of my cock disappeared into her tightness.

"How's that feel, baby?" I asked, targeting her face once more. I knew I'd need to put the camera on the tripod at some point to get some wider angle shots, but was content with the first person view and lovely girl atop my cock for the time.

"Big," was her only response. "You're stretching me so much," she continued after a pause.

"You like it?" I asked.

She nodded for the camera, but the expression on her face betrayed she was having some trouble with it.

"Take your time and get used to it," I said reassuringly. I caressed her stomach and hip with my free hand.

Robyn was determined, and soon had the majority of my cock inside of her. I felt the head of my cock bumping up against something in the depths of her pussy. I couldn't help thinking it was lucky she wasn't an actual porn star, because she had one of the smallest pussies I've ever encountered.

"Just enjoy yourself," I told her. I think I reminded her that fucking was supposed to be fun. Her body relaxed a little, and she placed her hands on my chest and started lifting and lowering her hips rhythmically.

It made for a great view, but one unfortunate consequence of her not being able to really handle my full length was that she couldn't really grind her clit against me while she fucked me. I licked my fingers and reached out to help her out, rubbing my fingers against her most sensitive spot as she continued fucking me.

"Let's try something else," I suggested. She nodded at me. "Get on all fours," I commanded. Robyn smiled and quickly scrambled off my cock, following my instruction. I aimed the camera at her pert ass, wiggling in front of me. I grasped my cock, slick with her juices, in my hand. I had to almost lean back as I slid my hips forward in order to give the camera a nice view. Still, I quickly forgot those concerns as I felt the warmth of her pussy around my shaft once more.

I found I could slide my whole cock inside her from behind, and took advantage of the fact. She gasped as I slid my whole length in and out of her pussy, penetrating her, my cock making room for itself within her. I aimed the camera at her lovely face once more.

"You like that sexy?" I asked. "You like how it feels when I fuck you from behind?"

"God yes," she cried out looking straight at the camera.

"Mmmmm good. Cuz I love fucking you doggy style with my big fat cock." Robyn's pussy throbbed around my cock at my obscene language.

I paused the camera and tossed it onto the bed. I grabbed Robyn's hips with my hand and started really slamming my cock into her, making her grunt a little as she took each thrust inside her.

"Are you enjoying being my little porn star? Is it living up to your fantasy?" I asked her as I pounded away at her pussy.

"Yes. Please, turn it back on. I want to be able to watch this later and don't want to miss anything!"

Her insistence on recording our first fuck was a bit unnerving, but I always aim to make my lovers happy in bed. I pulled my cock out of her pussy and picked up the camera. Fumbling, I set it back up on the tripod and tried to frame a decent shot, noting the limits of the frame and hoping I could maintain a nice view for the tape. I fully understood the advantage of having a cameraman.

"Stay on all fours, but turn so you're sideways to the camera," I instructed. Robyn fulfilled my wish, and I fine tuned my frame. Satisfied, I hit the button to resume recording, then walked back to the bed to resume fucking.

Robyn's pussy seemed to have tightened back up somewhat in the moments I was outside of it. Still, I worked my cock back into her without too much trouble, and once again was penetrating her deeply, this time with the camera capturing a side view. I made sure to slide my cock most of the way out of her before driving it back in, to ensure a good shot of the penetration.

"You like this don't you? You are quite the little slut, fucking me on camera like this."

"God yes! I'm a nasty, dirty, whorish slut who deserves to be punished!"

"Oh yeah? You want me to punish you like the slut you are?"

"Yes! Please!" she cried out, almost desperately. I lifted my hand and brought it down hard onto her ass cheek, causing a sharp sound from the impact. Robyn cried out from the mix of pain and pleasure.

"Again! Please! I deserve it!"

I brought my hand down hard on her ass twice more, then used the other hand on her other ass cheek. I continued fucking her while I did so, although had to pause for each blow to her butt.

"Fuck!" she exclaimed. Her pussy was amazingly hot inside, and extremely slippery, so much that I slid in with little resistance. She moved her hand closer to the camera to her pussy.

"No," I said sternly. She whimpered, shocked at my denial. "Use your other hand, and look at the camera," I instructed.

She wasted little time obeying. Her far shoulder rested on the bed to support her body, its hand between her legs rubbing her clit frantically while I fucked her. She gripped the sheet with her other hand, and looked directly at the camera.

"Oh god I'm coming!" she cried. The tension in her body and spasming of her pussy indicated she wasn't just acting for the camera. I dug my fingers into her hips and slammed my dick as far as I could into her one last time as she came, letting her feel all of me inside her.

"You ready for my cum?" I asked her a moment later.

"Yes, please, give it to me," she pled.

"I want to come all over your face," I said. Part of me was shocked at how quickly she'd brought out my more sexually depraved side. Yet, as much as she was playing the role of porn starlet, I found myself taking the role of actor/director. "Come here and kneel on the floor in front of me," I instructed her.

I framed my shot for the classic first person facial finish. She kneeled in front of me and peeled the condom from my cock, taking it in her mouth hungrily.

"Look at me," I commanded, and she made eye contact with the lens as she slid her lips up and down my shaft. "You want my cum don't you?"

Robyn released my cock with a gasp and stated, "God yes, I want your cum so bad!"

"Where do you want it?" I asked as she stroked my thick shaft with one hand and licked around the crown of the head with the tip of her tongue, never breaking eye contact.

"All over my face," she said sexily, pointing to her face with her free hand for emphasis. "I want to feel your hot, sticky load all over me."

"And what are you going to do after that?" I said, feeling my cock swell with impending release.

"I am going to lick up every last drop and swallow it like a good little slut."

Robyn's words were too much for me, and I grabbed her hair firmly with my free hand to position her head and hold her in place. "I'm coming!" I grunted just as the first blast erupted from my cock. She quickly closed her eyes and opened her mouth widely. I watched through the viewfinder, mesmerized as my semen shot out from my cock onto her pretty face. The initial stream was the most voluminous, and had struck her forehead, drawing a line across the bridge of her nose and cheek. Other spurts had hit her cheeks and mouth, and luckily we had managed to avoid her eyes. My semen dribbled off her chin as she took me back in her mouth and pumped my shaft, sucking the last drop of my cum into her mouth.

I released her hair from my hand and struggled to remain standing, feeling slightly light headed. She carefully opened her eyes and looked back at the camera sultrily.

"Good job," I told her. "Now clean yourself up."

Robyn nodded and began scooping my semen up off her skin with her fingers and placing it in her mouth, rubbing said finger across her lips in a tantalizing fashion before searching for more.

"Missed a spot there," I said, pointing to a small dollop on her cheek when she was almost finished cleaning herself. She found it and stuck it in her mouth, smiling with wicked satisfaction. Her face was shiny from the seminal residue.

"I think you passed your audition," I said, still focusing the camera on her beautiful face. "I hope that you and I can do this sort of thing again in the future."

"Yes, I'd love that!" Robyn exclaimed. I shut off the camera and set it back on the stand.

"That was amazing," she said to me, her eyes misting over with tears. "That was just what I wanted, what I've fantasized about. Thank you, thank you so much!"

I quickly knelt down next to her and embraced her small frame. "What can I say, I had a great little porn star to work with," I told her. I kissed her forehead tenderly. "Should we get cleaned up?"

She directed me to a large bathroom connected to the hall before disappearing into her bedroom, which had its own bath. I cleaned myself up and redressed. I didn't have to lie on her bed very long waiting before she emerged from her bathroom fresh and clean, wearing her cute little skirt and white t-shirt.

"I wanna watch the video!" she exclaimed, bouncing off back down the hall to the studio. I followed her there, and back downstairs to her parents home theater.

"We can make you a copy while we watch it," she explained as she put the tape in one side of what appeared to be a double VCR. We cuddled up together and watched what we had just done on her parents' projection television.

Robyn obviously became excited watching herself pose for me on the screen. She rubbed my dick through my jeans in real life as we watched her give me head. My cock must have been twice its actual size up on the large screen. I was just as excited as she was, and when she unzipped my pants once more my cock was as erect as it was on the tape.




Trust Fund Baby



Robyn placed her head on my stomach so she could suck me while watching our tape. She took her time, sucking and stroking me slowly while our on screen selves repeated our recent activity. I caressed her hair gently, enjoying her attention and the action on screen. I reached down and caressed her bum, lifting her skirt. I found that she hadn't put on any fresh panties, and I was able to grip and massage her bare ass as she sucked my dick.

She had me worked up to a frenzy, and by the time I was penetrating her doggy style on screen with the camera on the tripod I was past the point of no return. I groaned to give her fair warning, causing her to increase the pace of her sucking. I shot my second load of the day into her eager mouth, which she quickly swallowed down. Robyn looked up at me with a huge grin on her face.

"There was less that time," she said, sliding up my body and kissing me. "But it was just as tasty." She cuddled up against my chest to watch the rest of the tape.

Moments later I noticed Robyn slide her short skirt up past her pussy. She slipped her hand in between her thighs, her eyes fixed on the image of us fucking on screen. Her hand was a blur, stimulating her clit rapidly as she watched her onscreen self. I held her tightly against me. Her body tensed up and she let out a small cry as she climaxed.

Robyn settled her head against my chest once more as we watched the remainder of the tape, purring happily. I didn't bother zipping my saliva covered cock back in my pants, and I think it amused her to watch it return to its unexcited state. When her onscreen self finished cleaning up and the tape ended, she kissed my chest and stood back up to stop the recorder.

She handed me my copy, which I later put in my bag. We spent most of the weekend naked and fucking everywhere in her parents' massive house. We didn't use the video camera any more that weekend, nor did we watch the tapes again together.

Our dating and screwing became habitual. Dating Robyn was a real adventure. She was always eager to please and wonderfully kinky in bed. When it came to gifts she spoiled me. Clothes, books, movies, she always seemed to have something for me. Our dates frequently involved shopping, and she typically spent as much money on things for me as herself. When I tried to protest or decline an expensive gift I could tell she felt like I was rejecting her, and she became moody. I wasn't strong enough to show her that I didn't need expensive gifts to be happy with her, and took the easy route of accepting her presents to avoid conflict.

It was an intense two months, and ended rather suddenly. I called her one night and left a message on her voice mail. Usually she would return my call the next day at the latest. After three days passed with no word I tried calling her again, and left another message on her voice mail.

I tried once more a few days later and she finally picked up.

"What?" she practically snarled into the phone. 

"Is everything ok? I haven't heard from you in a while."

"Things are great. But you know what, I don't have to answer to you and tell you where I am at every single minute of my day. Because I don't belong to you, I'm not your property you know!"

"I know that," I said, shocked at her sudden hostility. "I just wanted to make sure nothing happened, that's all."

"Well I'm sorry to have worried you. You know what, why don't you just never call me again? Then you won't have to worry about me!" Robyn hung up before I could respond.

I tried calling her back, but it kicked straight to voicemail. I tried again the next two days, and started feeling a little bummed out that she wasn't returning my calls. Eventually I gave up and assumed it was over and would never know exactly what happened.

Robyn did send me an e-mail almost a month later. "James, I'm sorry for my behavior the last time we spoke. I've been going through some serious personal issues lately and I realize now I treated you unfairly. I don't want to go into the details, but I guess I should say that the last time we talked I had gone off my medication and wasn't really myself."

"I have some family and personal issues I need to resolve before I'm capable of having a serious relationship, one in which I feel like an equal partner and worthy of being loved. You were always really nice to me James, and I do appreciate that. You're the closest thing to a boyfriend I've had, and you didn't do anything wrong. I don't regret spending time with you, but I know I'm not ready to be the sort of girl you deserve. Perhaps our paths will cross again in the future, but for now this is goodbye. Take care, Robyn."

I appreciated the sense of closure her e-mail gave me. In retrospect, although Robyn is a great girl, our attraction was probably mostly physical. I started a reply message but wasn't quite sure what to say. Her e-mail had a sense of finality about it, one which I ultimately ended up choosing to respect.

She never said anything about the sex tape. I considered destroying it when she sent me her final e-mail. I have a tendency to hold onto things, and the tape sat undisturbed for months in a small bag in the back of my closet along with the g-string she stuck in my pocket. Eventually I watched it alone one night and got off watching myself fuck her. When I have a steady girlfriend or sex partner it sits in its hiding place, but during times of sexual drought it has been a reliable substitute.

I have never shown it to anyone else, and at times I wonder what she did with her copy. I have to imagine she destroyed it. But perhaps she still watches it, rubbing her pretty pussy and watching herself suck my dick and get fucked on tape. I like to think the latter is true, but I'll likely never know. 

I won't psychoanalyze Robyn and her actions. Many people's sexual fantasies and desires stem from their relationship, or lack thereof, with their parents. She's a sweet girl and was fun in bed, although she certainly has her issues. Dating her wasn't always the most stable relationship I had, but generally it was fun.

Author's Note: Pure fiction, in case you were wondering. Robyn is loosely based on a girl I went on a couple dates with, but she's different from the character in as many ways as she is similar. Please let me know if you enjoyed it, because while I like it I'm curious what you think. Thanks for reading! 



Trust Fund



As, I followed Martha to the dining room, I could feel the suppository slipping around my anal canal and it felt kind of warm. A little warmer than my natural body heat as if it had a warming element to it. As my ass swayed back and forth with the movement of me walking behind Martha, my pussy started to betray me again. The warm sensation in my ass was making my pussy throb, and when my pussy throbbed it created juice!

Again the dining room was bigger than my whole apartment and had a table bigger than most people's car. As we entered the room, I caught my breath. This man, my uncle was the most handsome man I had ever met!! He was ruggedly handsome and looked like he belonged on a ranch or something. His tan skin reflected an active lifestyle and his dark hair was gray at the temples only adding to his handsome look. He looked strong and healthy, and nothing like I imagined when I thought about him. He looked like his son only slightly older.

Suddenly, I felt very embarrassed to be wearing such a slutty outfit to dinner. My cheeks were hot and my gaze fell to the floor in shame as I followed Martha to an empty chair to the left of my uncle. My cousin was across from me at the right hand of his father. I briefly looked at my uncle trying to get a reading on what he thought of my attire, and his face was that if a kid in a candy store. I was shocked such a slutty looking woman joining him for dinner would excite such a handsome and distinguished man. The dining room was beautiful with candles lit and beautiful china before us. After I was seated, Martha took the only other empty chair at the table, opposite my uncle and very far at the end of the table. I doubt she would even hear normal conversation, and I wondered why she was so far away from us.

I unfolded my napkin and placed it into my lap, one of the few forms of being polite and cultured that I knew, and my uncle started talking. He said, "Kendra, I'm so happy you have decided to join our household." "Has everyone been kind to you so far?"

I glanced at Martha and thought of her threat to tie me up and gag me if I didn't obey her, but then I thought about the orgasm I had. I felt the shame of being brought to orgasm without my minds consent. So, I replied with a simple, "yes."

He smiled and said, "Very good, I'm glad to hear it." "I'm pleased with your presents so far, and I look forward to starting my healing treatments." "I'm told it will start two weeks from now at the latest." He looked directly at me.

Was that a question? I wasn't sure how to respond, so I just said, "Yes, that's what I was told too."

He said, "I know all this is very unusual and complicated, just know that I really appreciate your presence and the healing properties of your breast milk." "It is my hope that you grow comfortable with this arrangement and even come to enjoy it." "It has been a very long time since I have had the company of a beautiful woman in my house." "You look very sexy tonight." He smiled, and with that dinner was served.

It had been several days since I accepted the strangest proposal I had ever heard, I was living in my uncle's house, and I was being prepared to breastfeed him. It was 6am, and Martha would be here any minute to stimulate my breasts, everyday I hoped my milk would just come; I was tired of having my breasts fondled and squeezed. Usually I loved having my nipples touched and pinched, but this was more for a purpose, and my pussy didn't get it. Since I had arrived my body was in a constant state of arousal, my pussy had never been given the chance to "dry up." Nor was it allowed to impale itself on a big cock and cum like I wanted to. I had been masturbating whenever I had the chance, but I needed a man inside me to fulfill my desire.

Martha had arrived to stimulate my breasts and help the milk flow, and it started as usual. I removed all my clothes and stood in the bathroom with my fingers laced behind my head, she pinched my nipples and squeezed my breasts. Today a tiny white spot formed at the very tip of one of my nipples and she smiled wide. She said, "very good!!" "Tonight your uncle will suck this milk from your breasts!!" "We will do suppositories for the rest of the week, but it looks like everything is working well." She gave me my daily enema, and I wondered how long before that would stop."

She picked out my clothes, and left, as was her usual routine. I climbed on top of the big bed that was covered with my own comforter, as my stuff had arrived yesterday and I was still unpacking. I was on my knees and ready to plunge two fingers into my sopping wet pussy when Martha appeared again. She was scowling and said, "I was wondering of you had been doing that without me."

I said, "thanks, I can do it by myself." I wished she would leave, as it would only take me 60 seconds or less to cum.

She had a funny look on her face, and she walked directly to me. She lifted her arm to reveal that she was carrying a strap on dildo. I'm sure my eyes got big, as my mind started to wrap itself around what she was offering. She moved her hand and the strap on just swayed back and forth as a teasing gesture. I had kissed another woman, but I had never "had sex" with another woman. Martha said in a deep throaty voice, "from now on, you will not cum unless I give you permission." "Do you understand?" I nodded in compliance, and again I was warned by something scary in the tone of her voice.

I carefully thought about her words as she removed her clothing. Her nakedness revealed a very tight body; her face had aged before her body had. Her tits were nice and round and I wondered if she had ever had children. She had a flat belly and no stretch marks; her body was gorgeous!! She was pulling the straps tight and the rubber cock stuck out like it was ready to fuck me. She got onto the bed and was on her knees when she asked, "Kendra, do you want to cum for me?"

I rolled over and spread my legs, and said, "Yes, I want to cum."

She positioned herself between my thighs and probed the opening of my pussy with her strap on dildo, and I couldn't wait for her to just shove it in. She stopped for a minute and put a pillow under my ass lifting my pussy slightly, she rubbed the wet lips of my cunt and again positioned her rubber cock for penetration. She slid it in very slowly. I couldn't take it any more, I grabbed her ass and started fucking her. I was pulling her into me, and forcing that fake cock to fuck me. My orgasm built very quickly, but I knew it would be better if I waited for another minute or two. I rode the edge of my orgasm briefly. 

"Okay, cum for me girl!" she commanded, and I came with such force that I almost passed out. The humiliation of getting fucked by a woman had me turned on beyond anything I had ever experienced. My orgasm lasted several seconds, and the bliss would last all day.

I opened my eyes and she was looking at me with a smile and asked, "do you feel better now?" She continued, knowing I was listening to her every word, "that is the last time you will cum this week." I blinked realizing it was only Thursday, and I wondered if her week started on Monday or Sunday.

She leaned back on my bed and spread her legs wide giving me full view of her light brown pussy lips. She placed the tips of her fingers on her clit and started to rub. She lifted her head and said, "Start licking girl!"

I briefly wondered what would happen if I didn't do what she asked, but then I started to feel guilty because she had just given me a fantastic orgasm that I had been longing for since I got here. So I moved my face closer to her naked pussy and stuck my tongue out. I licked up and down her slit, the taste of her sweet juices started to turn me on again. Her soft moans and sweet sounds urged me to do more. I sucked part of her pussy lips into my mouth and swirled my tongue around, then I went for it. I stuck my tongue out as far as I could and inserted it into her wet pussy. I started to fuck her hole with my tongue, and she started saying things in Spanish. I understand Spanish enough to know she was saying good job my love, and sweet things she would say to a lover.

She grabbed a handful of hair and buried my face in her pussy; I could hardly breath as she humped my face. Her whole body started to quiver, and all of a sudden I could feel the flow of her cum as her orgasm ripped through her body. She released my hair and relaxed as her orgasm subsided. We both lay on my bed and relaxed for a few minutes. She turned to me and said, "I'm so glad you are here."

"Breakfast will be in an hour" she said and left.

I lay on my bed wondering exactly what was going on in this house. How was I going to breastfeed my uncle and fuck his son's nanny and keep my sanity all at the same time? I decided to think about it later, and got into the shower. I washed Martha's cum off my face, and my cum off my pussy. I dried off and dressed. This time my out fit barely covered my breasts. My tits were starting to feel full and kind of sore and uncomfortable, and this top was displaying their swollen nature very well. It was a white button up shirt, and it was cut very low, so low that I had to push my nipples down and tuck them into the shirt. I laughed at the thought of "tucking my nipples into my shirt." This time I got to wear shorts, but again they did not cover my ass cheeks, and the heels seemed to be getting taller.

Martha appeared to escort me to breakfast, but this time when we left my living quarters, my uncle was in the hallway to greet me. He said, "Good morning Kendra, you look beautiful as always." I thanked him. He said, "Will you walk me to breakfast?" "Do you know how to get to the dining room from here?" I told him that I did, to which he simply said, "Good, I'll follow you."

I felt quite strange walking in front of my uncle who was in a wheelchair and the perfect height for inspecting my ass as it fell out of the shorts he provided me, but like everything else weird and unusual here I just did what I was told. I started to walk kind of stiff and awkward hoping to reveal as little as possible, but it wasn't working. So, I just relaxed and walked like he wasn't there. He immediately noticed the change in my attitude, and said, "That's it, walk like you want me to see that sweet little ass of yours." "It's so nice to have something sexy to look at again."

My cheeks flushed, and I felt sexy all of a sudden. The encouragement and approval felt wonderful, and I felt a different kind of confidence at breakfast today. However about half way through breakfast my tits started aching and throbbing. They felt swollen and were getting sore. Breakfast was finished and I was relived, I wanted Martha to do something to make them feel better. Over the past week, and especially after this morning, I trusted her. My uncle escorted me back to my room and I strutted out in front of him again. By the time I got to my room my shirt was wet, and my tits felt like they were going to explode.

It felt like forever before Martha got there this time, but she was right on time. I was already naked and in the bathroom when she got there. When she joined me a wet little stream had formed and was dripping on the floor, and her eyes lit up. She reached out and squeezed my nipple and milk shot at the wall across from us. She looked into my eyes and asked, "How to they feel?"

I started to cry and exclaimed, "they hurt!" Tears were streaming down my cheeks, and I felt a mixture of relief and shame and I cried to her. She squeezed my tits and rubbed my nipples. She told me to wait for a few minutes; she was going to help me.

I felt like I stood naked in my bathroom for hours, but she returned within five minutes. She said come with me, and I followed her to the door of my living quarters. She was just going to lead me naked through the house with my nipples leaking milk all over the floor. I stopped at the doorway. She looked at me and asked me to follow her; I just stood my ground.

She said to me, "What are you waiting for?" "Your uncle wants to give you some relief."

I said, "But I'm still naked."

She replied, "he wants you naked when he breastfeeds." "You have two choices, get dressed and remove your clothes when you arrive in his room or just follow me now."

"I'll get dressed before I leave the room," I asserted. With that I picked up the wet shirt from breakfast and tried to tuck my breasts into it as best I could, but the had swelled even bigger since the last time it was on. My nipples hung out just like my ass hung out the back of the shorts I was wearing. I quickly followed Martha leaving a trail of breast milk on the floor everywhere I went.

She opened the big double doors to his room and he was in a bed on his side. Martha instructed me to remove my clothed and get into bed with him. I quickly did as she asked sensing there would be relief for my aching tits soon. I looked at my uncle on the bed waiting for me to join him, and dismissed the queasy feeling that this was sick and wrong and got on the bed. Martha helped me position my body so he would have access to my nipple closest to him. He looked me in the eye and said, "Thank you my dear, I know this is going to work."

He slowly sucked my large, dark pink nipple into his mouth. The warmth of his mouth and the gentle pull of him sucking felt wonderful. My other nipple started to squirt as my milk started to "let down." He simple pinched off the flow and sucked eagerly at the one that was in his mouth. The strange feeling of his warm mouth deflating and relieving the pain in my breast made my disobedient pussy start to ache again. I could feel the moisture collecting between my thighs, and the thought of the taboo nature of what I was doing with my uncle made my pussy start to burn. It took about twenty minutes for him to empty the breast he was working on, and the emptiness felt wonderful. I moved to the other side of the bed and Martha helped him roll over so he could empty the other side.

After my uncle had drank his fill of breast milk I was dismissed, as he had some meeting to attend. I picked the mysterious shirt of many sizes and put it on with ease now that my breasts had deflated. The shirt fit fine again and I tucked my nipples in and walked back to my room. Somehow Martha was there already. She said, "I'm just here to remind you that you may not cum unless I give you permission." "You may touch yourself as much as you see fit, but no cumming." She added, "I'm not usually this patient, but in your case I can tell you will need sometime to adjust." "I'm only asking for three days, and I will punish you of you don't follow the rules." She turned on her heel and left.

I quickly climbed on my bed and masturbated till I came and fell asleep.

Martha awakened me, and I had no idea how long I had slept, but I felt groggy when I opened my eyes. She was not happy, she said, "I see you have no respect for me or my kindness, now you will be punished."

I sat up wondering how she knew! How did this woman know I came after she left, but I didn't have time to think anymore? She clicked a handcuff around one wrist and dragged me out of my room. To my horror I was naked still, I struggled, as I knew this woman couldn't be stronger than me. Somehow both my wrists were locked behind my and she was leading me down the hallway like a cop with an unruly criminal.

I was naked and bent over at the waist with my wrists locked together in a set of handcuffs and lifted high in the air to keep me from struggling too much. She marched me into my uncle's room completely naked, and I was horrified! I had felt humiliation several times since I came to this house, but this was far worse than anything I had experienced yet. Martha shoved me towards his bed, and I fell to my knees. 

She swiftly unlocked my wrists and repositioned the cuffs so my arms could reach above my head. She pulled me to my feet and my locked wrists together in front of me, and then hooked the cuffs to something suspended from the ceiling. She moved with the precision that told me she had done this many times before, every movement was calculated and efficient. Martha put cuffs on my ankles and locked them to a spreader bar so I stood naked and on display to my uncle and Martha.

Until now I hadn't said a word. I was feeling a mixture of panic and lust, but I was sure I had, had enough and I said, "I think I want to move out."

Martha's head snapped towards me, and she said, "Choose your words carefully." "Tomorrow will be one week that you have lived here, and you will receive $3,000, and $3,000 will be deposited into an account for your baby." "Are you sure you are willing to give that up?"

I blushed at her familiarity of the exact arrangement I had with my uncle. I said, "I do not want to get hurt."

Martha asked, "Have I hurt you?" "Are you hurt right now?"

I answered, "No, but I don't like this."

She said, "You poor sweet thing, you like this very much, and she ran her fingers up my thigh to my treacherous pussy that was mutinying against me and creating a slimy trail down both legs, and chuckled in my ear. She put her fingers to my lips and said, "see, you are liking this very much." "However, I will stop right now if you want." "Tomorrow you will receive $2,000, and $2,000 will be deposited into the account for baby."

She stood behind me and plunged two fingers into my pussy and ran them up my crack towards my asshole and she whispered in my ear, "if you want me to stop, your safe word will be trust fund." "Do you understand?" I nodded my head, and she said to repeat the instructions. If I wanted her to stop what she was doing all I had to do was say, "trust fund." I hated her right now. How dare she use my baby's future to hold me hostage emotionally so she could screw me!! Literally. 

As angry as I was, my pussy burned with lust, and that fuelled my anger. I was going to have to figure out how to get out of this the old fashion way. I needed leverage.

Smack!

I was snapped back to reality when my ass was suddenly on fire. 

Smack! Smack!

I hardly had time to react; I didn't even know how to react.

Smack! Smack! Smack!

Then Martha started to talk to me, She said, "I am punishing you for disobeying me and cumming with out permission." She was rubbing something cool and hard on my ass in a circular motion, as she was talking to me.

Smack! Smack!

Those two were the hardest ones yet, and I cried out, "ouch!"

Smack! Smack!

She said, "That was ten." "If you do it again I'll give you twenty." "Next we will address your sloppy wet pussy."

I had no idea what she had planned, but I didn't think I would like it. She pushed a table towards my position in the middle of the room, and towards my belly so I was bent over the table with my ass and pussy pushed out and on display for Martha and my uncle. Martha didn't touch me for a few minutes and I could hear her at my uncle's bed. Then I heard the hum of his wheelchair. I was mortified to see him come into view.

He leaned towards me and said, "I do hope you like to be as rebellious as I think you are." "I feel more turned on and sexually charged than I have in years." He wheeled back, and said quite loudly, "Thank you, please continue Martha."

My heart sank; I was hoping to have his sympathy. I was hoping he was somehow understood my misery and I could count on his kindness, but at that exact moment I realized Martha was doing this for him! Not herself, but to please him.

Suddenly, I could feel my ass hole being probed. Her finger was rimming the hole and shoving lube inside. I could feel pressure being applied, and my hole being stretched. It was being stretched bigger and bigger. It started to burn and I knew it would split open at any moment, and the pressure stopped. No more no less. The burning continued, but my ass actually was accommodating whatever huge thing she was trying to stuff into it. 




Trust Fund



Then slowly she retracted what ever was there. She again massaged my hole and applied lube generously to my hole, and I knew she was going to stretch it further this time. I felt the pressure slowly and then forcing my ass hole bigger and bigger until the burning was back. I wasn't sure what it was that she was trying to wedge in there, but I didn't think it would fit. I could feel it start to shrink in size and realized this must be a very large butt plug. Sure enough I could feel the rubber stopper of a plug holding my hole open but the inside of my tight ring was held open wider. My ass hole was really on fire now as it was held open to accommodate such a large plug. 

Something started vibrating on my clit and I realized Martha had already prepared me for the next form of sexual stimulation. She has a small butterfly vibrator and she had strapped it to my body, so it just buzzed annoyingly against my clit. My ass hole puckered at the stimulation to my clit, which stimulated my ass hole as it was being violently stretched. This in turn stimulated my clit, which was buzzing away with the vibrator attached to the front. My two most sensitive places were in a serious circle of torture.

She removed the table so there was nothing to hump, and my orgasm was forced from my body almost unwillingly. There was little pleasure as there was nothing to hump, but air and I couldn't control the pressure to my pelvis. An orgasm mildly pulsed through my body and cum slowly leaked down my leg and my belly ached to experience the crushing orgasm that pulsed to the rhythm of a cock fucking me. However, I was left to hang there experiencing the mind wracking orgasms, but my body was left to experience little orgasmic bump after orgasmic bump. No true ecstasy, and no relief.

Cum was streaming down both my legs as my body was near on the edge of constant orgasm. I started to cry, I just wanted one good orgasm. I started to feel dizzy and faint, as I pitied myself. Martha sensed I was at my peak of torment and appeared in my sight. She stroked my sides and pinched my nipples that were sore from breast-feeding my uncle earlier. I hissed at the sensation, but welcomed the company. I hated just being left to suffer all alone.

She ever so slowly unstrapped the vibrator from my clit, carefully not touching any other part of my pussy. She knew how delicately close to uncontrollable orgasm I was. She walked behind me and pushed the plug painfully farther into my ass, and said, "I am going to release you in a few minutes." "You are to get into bed with your uncle and let him breast feed." "I know you want to cum, but under no circumstances are you to cum." "Do you understand?" I nodded my head silently.

She left me there again and I could hear the familiar sound of her putting my uncle into bed. She came back to me and pulled on my hips so she had more access to my ass. I gladly leaned forward so she could remove the giant plug in my ass. She ran her finger around the stretched rim applying more lube and gently pulled, I pushed out a little to help it slip out of my ass. The sore void was almost as erotic as the stretching. It felt like it was open and waiting to be filled with a hot hard cock, but I knew I would not be getting any of that action.

She uncuffed my ankles and then massaged my aching tits. I hadn't even realized they had swelled full of milk again. I was so worried about cumming and my achy orifices that I had forgotten all about my swollen tits. However, now that she was rubbing them squeezing them together and pinching the nipples they started to burn and ache again. My milk started to gently spray and she laughed. I hung with my arms cuffed above my head with both my tits uncontrollably spraying milk all over the floor. I was red with embarrassment, both at what was happening and the fact that I could do nothing about it. And mostly because I had the power to stop it, but choose to let this happen to my body for money.

She reached above my head and uncuffed my wrists and I immediately glared directly into her eyes. She looked back at me and blew me a kiss, I was hot with anger at her, but I walked over to my uncle's bed. My thighs slid over each other with ease because they were slick with my cunt juices that ran all the way to my ankles. I lay on the bed on my side and my uncle on his side, and he hungrily sucked my nipple into his mouth. 

My pussy still burned and my loins ached. My asshole was sore, but mostly I just wanted to cum. I had never been denied like this before, and the loss of control over my own body was humiliating but lust producing as well.

Martha was standing over us now, and she put a close pin on the other leaking nipple, then she told me to hold out my hand. I held my hand out and over the edge of the bed, but I had to stay facing my uncle so he could suck the milk out of my tit. I could feel Martha position her pussy over my hand and instructed me to masturbate her. I couldn't look at her; I could only feel the warm wetness of her pussy. She was leaning over the bed and close to my ear. 

She started telling me, "I'm proud of you pet; you are doing much better than this morning." "I know how desperately you want to cum right now, and I'm thrilled that you are waiting." "You are slowly giving yourself to me, and I turns me on so much that you are the rebellious thing you are." She tilted her head back and screamed as she filled the palm of my hand with her cum. She leaned forward and said, "now lick it up." I did. She turned my uncle as I got on the other side of the bed for him to empty the other tit. After I was in position, and he was hungrily pulling the milk out of my breast, she returned to say. 

"You will not cum till Sunday!"

I knew I would never be the same after that day. I knew I would no longer choose when I came, or what I even wore anymore. I just followed the rules and rebelled when expected. Sometimes I even rebelled for my own pleasure.