Lottery - Cover

Lottery

Copyright© 1999 by Caesar

Chapter 2

Incest Sex Story: Chapter 2 - How much winning the lottery changes a man's life; suddenly all women through themselves at you...

Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa   Incest   Cousins   DomSub   MaleDom   Spanking   Oral Sex   Anal Sex  

Then there was Christen, she knew about Sandy and didn't seem to care. We talked about her, and she gave me advice in ways to make the relationship blossom. She was also any mans dream. In the first month I must have fucked her an average of ten times a week. My dick was exhausted! She was a lady in public and a slut in bed. And she was totally mine. It seemed she was always willing to have sex, as if her cunt was perpetually wet. Not that she was insatiable, but just willing. We didn't have sex only in the condo, hell, we fucked in my Porshe, in my office, in a stopped elevator and hotel rooms. I had told her not to wear a bra again and she never did. I forbade her to wear nylons or those large ugly panties, instead she had to wear stocking and g-string panties or none at all.

She taught me so many things: I ate pussy for hours learning to please a woman with only my tongue, we fucking in a variety of positions and styles, she showed me some kinky things like tying up or spankings. I loved it all! She confessed she loved the taste of my cum, which she couldn't get enough of. I learnt she didn't mind me looking at other woman, instead we compared notes about a females charms. She dressed to play parts, a hooker one night, a nurse the next, a cop, a bag lady. Her imagination was limitless. And that was only in the first month!

We talked about our fantasies, she learnt that I wanted two girls at the same time. And I learnt that she fantasized about being raped.

I had gotten messages at my office from Susan my ex boss, but I immediately threw them out. And others from Cindy which I filed for later. A few from girls that I had knew in my past, as long ago as when I was in high school. And a few I didn't know. They all sounded promising. But during that month I was very satisfied and content and need not call another woman. Chris assured me, she wouldn't mind if I had sex with another woman. Hell, if anything she seemed to condone it!?

A large lesson I learned from her was to be more assertive with woman, to take the first jump, so to speak. If they said no, then it meant no, I won't put up with no juvenile head games. But if they didn't say anything then "all speed ahead". I soon realized the way I looked upon woman was different since that day I found out I was rich. Instead of explaining, just read on.

"I would like to see you... ya, today for lunch would be perfect. Meet me here at my office. OK see you in a half-hour." That was me, calling my cousin Tami. It was an innocent conversation with nothing aggressive in my manner or voice. But the only reason I called her, was that I remembered the look in her eye as I said good-bye at that party. She may be a tough little bitch, but she had been bitten by the bug.

When finally my secretary rang her in, I stood and shook my cousin-in-laws hand. She was dressed in a business-like dark suite. I had called her at the school she taught at, ten minutes away from here. She was all smiles and polite, she asked how things were going, then inquired into my new business, finally asked me where I planned to take her for supper.

Instead of answering, I sat back down in my chair and looked up at her. For those few seconds, I could feel my heart beating very rapidly and my palms moisten. There was an uneasy silence in my corner office, she looked visibly unsure.

Finally, "Take your clothes off Tami." A simple statement, spoke softly. Yet it was definitely a order. I wasn't sure how she was going to react, even though I had planned this moment for almost a week.

She was looking down at the ground, her face had turned pale. She whispered, "And if I don't want to?"

Immediately, "Then you may leave." I thought I said it a bit too harshly.

"I don't want too leave." She paused for a few seconds more, then dropped her handbag.

I had won!

Tami reached up and took off her blazer, I could see her hands trembling and her tongue keep licking her lips. Almost as if her moves were in slow motion, she disrobed. The more skin she showed the more she trembled, in fact when her bra came off I thought she was going to fall. She took off all her clothing, until she stood in only her panties. I took a long time admiring her early-thirties body. She was a tiny woman, yet still thin. Small, almost flat breasts, well sculptured thighs, small waist and hips and flat stomach. If there was one thing that I would change if I could would be her legs, they were a little short for my taste. Oh, well!

"May I blindfold you?" I lifted a two foot long bit of cloth out of my desk drawer.

She looked up at the blindfold then looked around the room, as if looking for the exit. Then she nodded, yes! Slowly I stood and came behind her. Tami was staring at the floor, looking extremely nervous and perhaps scared. But it wasn't as if I threatened her or anything, in fact all she had to do is leave if she wanted too. Being careful not to touch her I first undone the knot holding her long dark brown hair up, then tied the blindfold around her head. I took several minutes to make sure she couldn't see, or that it would not slip off her head.

My curiosity was strong so I asked her, "You don't know what I'm going to do to you, do you?" She nodded no, her shoulders trembling. "Are you scared Tami?"

"A little..." A mouse would make more noise.

"You can still leave if you want too?" She didn't move.

I loved that very second, the power I felt over her, the power she had chose to give to me! To be truthful I had no idea beyond blindfolding her what I was going to do, I only thought to this point. Of course I wanted to have sex with her, to posses her. The only thing stopping me was myself.

With my hands, I gently turned her around facing me. I held her shoulders as I bent forwards and kissed her passionately. She took several seconds to return the kiss, then she responded in kind. I could feel her body shivering under my hand, but I heard a groan deep down in her throat. She was enjoying this.

That was enough of that, I pulled away from her, making her moan almost painfully. Her lips still puckered and looking for mine. But I gave her a little push, until she was walking backwards to the edge of my large wooden desk. Then I gave her another push forcing her to lay upon the desk with only her legs over the edge, off the floor. I then took my hands off her body and stood back again enjoying the sight of her near naked form.

"Take your panties off." A definite order, there was no stopping now. She hooked her thumbs into the tight black g- string underwear and lifted her hips. She lifted her knees almost to her chest as the satin slide up her smooth dark legs. Then she let her legs drop again, and her panties slid off her feet to land upon the ground. I stared at her dark brown pussy hair, it was a thick patch but shaped into a definite inverted triangle. When she had taken off her panties I had seen a long string of moisture trail itself from her lower vagina to the crotch of the panties. She was extremely wet!

"You are a very beautiful woman Tami." That wasn't just idle praise, I meant it. "Show me how wet you are, spread your legs." Without a sound she lifted her knees and spread her legs, there was no place for her feet so she had to hold them up spread wide. Her vagina was flowered open, her inner lips wide. I could see the glistening wetness of her dark pink skin of her cunt, coating her from the little bead of her clitoris to the dark brown hole of her anus. From my position, I studied her sex, fascinated at the unopposed view. I was also interested in her rear hole, and for the first time wondered what it would be like to fuck the rear end. A gentle waif of her sexual smell drifted to my nose, it was a strong almost spicy smell that is produced when a vagina get wet. Very appealing.

"Would you like me to eat you?"

Hoarsely she answered, "Yes."

I wanted to play with her. "Ask me nicely Tami."

Shyly, "Please eat my pussy." She sounded very desperate.

"No!" She moaned, disappointed. "I want you to get that pretty hole wet for me. Touch yourself!" She hesitated for a few seconds then one of her hands slid down her body to cup her open sex. She hesitated so I said, "Play with yourself, show me how much you want me!" My penis was almost painful in its enclosure so I unzipped my pants and watched the show.

And a show it was! Christen had once played with herself for my enjoyment, I didn't tell her how much I enjoyed it, before I pounced upon her and fucked that wet cunt hole that she had gotten wet for me. This time, Tami began slowly, unsure of herself, but soon gained momentum. Two fingers were manipulating her clitoris and the other hands was rubbing the inside of her thigh. Her mouth was open and her head back at an angle, where sounds kept escaping. I watched her chest rise and fall more rapidly as the seconds ticked by. I could see a little stream of vaginal juice leaking out of her cunt hole and sliding down to her anus and to my desk. It was all I could do, not to thrust my pole into her ready cunt.

I realized she was partially playing with me, some of her reactions were ill-timed while others seemed to be genuine. It was only minutes into the show when she started to beg for me. Softly, almost to herself, I could hear her asking for my cock, my tongue or even my finger. She promised anything as long as I would give her the orgasmic delight she was waiting for. Minutes went by and she sounded desperate, as if she would do "anything" just so I would fuck her.

"Are you ready?"

Almost out of breath, "God yes!"

"Perhaps I'll just watch you a few minutes more."

I thought she would start crying, "I'm ready! Please fuck me?"

I needed to fuck this beautiful woman who was presenting herself to me, I took the one step towards her and then pressed her legs as far back as they would go. Both her hands came off her body and held onto the edge of the desk, her voice and breath fast and raspy.

Looking down I aimed my penis towards her hole. When it seemed properly set, I drove forward until I was mounted deep inside her. Tami screamed! A delightful, and passion filled yell that must be heard outside my office. I was pleased that her vagina was scaled within the size of the rest of her body. In other words, she had a tight cunt! Hell I think my cock was hitting the end of her vagina, since a soft blunt object was hitting the head of my penis.

I had to talk, especially since she seemed to be a vocal lover, "God damn you're a hot tight cunt!" I moved my hands up to her ankles and held them like motorbikes handlebars. I saw that goose bumps had popped up over her body, and her nipples were hard little points.

I purposely didn't move my hips, I wanted to hear her beg for it again, needed to hear it. I wasn't disappointed, "Please! I need it, fuck me... !"

That was it, I pulled all the way out before driving back in. It was incredible how her cunt muscles seemed to suck me back into her cunt.

"What a hot bitch you are." She began to move her ass in a circular motion, and every time I spoke to her she only said, "Yes!" I knew I wouldn't last a long time, but could see that she would probably cum even before me. I could see the muscles in her taunt body rippling as she worked her cunt, it was a very exciting sight. "You can be my little fuck toy anytime!"

"Work that ass faster Tami!" It looked like the veins in her neck were going to pop out, and her face was bright red. She kept wildly swinging her head back and forth as I felt the first ripples of her orgasm begin down deep inside her. "Soak my cock with your juices bitch!" She did.

I was pounding so fast into her, I could feel my lower back muscles ache. I pulled my cock out of her hole at the same time she lost all control of her body. Her legs dropped and her hands relaxed after she had violently spasmed three times.

I walked around the desk and looked along her body starting at her head. She didn't move as I pulled her up my desk towards me until her head fell off the edge. I remembered something she had called herself while begging for my cock, "Well slave, you had your fun. Now I want you to lick the cunt juices off my cock before I fuck that pretty face of yours!"

I placed my hardened cock along the length of her face, the head of my penis on her chin while my balls resting on her forehead. Tami slowly opened her mouth and her small tongue slid out, she licked daintily along the length of my cock. It wasn't long before she had indeed cleaned the vaginal juices off the bottom my penis and then I forced the head of my cock between her lips.

She had a small mouth and I could feel her stretching it to capacity. I was slow as I keep entering her mouth, I was indeed surprised when I felt the base hit her lips. I figured my penis must be down her stretched throat. Both of her hands came up and behind me to hold onto my trouser bottom.

I began a slow long fuck with her inverted face. Every stroke was a mile, every second a minute. I loved it. Tami had lifted her legs again and spread them with her ankles on the opposite edge of my desk. She placed one of her hands between her own legs as I fucked her face. Tami masturbated gently, enjoying the stimulation of her finger while also giving me pleasure. The pressure was building up in my balls, my breathing became labored and my dick ached. Tami was withering on my desk her body dancing to the rhythm of my slow fucking. She was moaning and screaming deep down her throat, since I didn't once pull out so she could catch her breath.

The first blast of sperm surprised even me! I came with a great gusto of pearl colored cum. Tami took every drop, swallowing loudly. She had again grabbed my buttocks and was holding my body against her face. I was amazed at her control, even Chris would have gagged if I had shot my sperm as far down her throat as my cock would go. But Tami took every drop, and it seemed to me that she demanded more from my exhausted penis.

Finally, I fell backwards into my desk chair. I rested with my pants hanging open, my cock catching the cool breath. Through half open eyes, I watched as Tami climbed off the desk and began to dress, her back to me the whole time. She looked embarrassed, ashamed? I didn't feel up to speaking just then and only watched her.

When she was completely dressed, she turned to me and said, "I shouldn't have come here," she was trying to comb her hair with her hand preparing it for an elastic, "it was a mistake. We can never do this again!" She spun, her hair in a tail, reaching for the door.

What can I say, I was mad! She agrees to do as I ask then seems to be ashamed of what she had done. I spoke harshly, only one word, "Stop!" She did. But she didn't turn only stood with her back to me. "Next time I see you, don't wear any underwear!" It was an order. "Do you understand?"

It seemed like a long time before she nodded yes. Then quickly departed my office. I wished I could have seen her face, to read what was on her mind. I knew I wouldn't ask Chris about her, since it was her sister-in-law, and would contemplate the strange emotions that Tami had displayed.

To be truthful I had been getting more brazen, more sure of myself in my encounters with pretty woman. I was always polite and never forced anyone to do anything they didn't want, but I was becoming forward in my approach. I demanded honesty and willingly give it back. For instance, there was my secretary, she was early thirties, very competent worker. She was also attractive and married. After the "luncheon" with Tami, she confessed to me that she had accidentally walked in on the two of us. With beat red face, she told me she saw Tami laying on the desk, naked, playing with herself as I sat in a chair and watched.

My next question was, "Did you enjoy it?"

She laughed nervously and said, "Not as much as she seemed to." I laughed with her.

"No, I mean, did it excite you?" She stopped sorting the papers on her desk and nodded to me. Her eyes expectant. I dropped the subject and talked about work, but saw the disappointment in her face. I was experienced enough with women who had gotten the bug that I knew she was a definite carrier.

And another time, when Chris and I went out to eat at a nice restaurant. There was a pretty waitress serving us, late twenties, volumtonus, and very friendly. It wasn't unusual when Chris asked me about the woman, in this case her round breasts.

"The waitress has pretty boobs?" She bent forward to whisper across the table, "Did you see, her nipples are hard?" Christen returned to her seat, "Do you think I would look better with bigger breasts?" I was only half listening to her, and realized the waitress had appeared to notice me, her demeanor and body posture had changed after she got over here. In fact she seemed to try and catch my eye.

It wasn't unusual for Chris and I to play little games, we often pushed them to the limit. So, I told Chris I wanted her to flirt with the waitress, she agreed. Perhaps too readily. Next time the woman came to take our order, I watched her reaction as my cousin blatantly caress the woman with her eyes.

Then she asked her, "Did anyone every tell you that you are very pretty?"

The woman was stunned for a few seconds, looking to me to perhaps stop my supper companion, but I just watched on.

"Ugh, no." She finished taking my order and asked Chris what she wanted.

I saw that Chris was staring at the woman's nipples, which were indeed hard and pointing through her shirt. The waitress was visibly nervous and tried to hide her chest with her note pad, unsuccessfully. After telling her what she wanted for supper, Chris said, "I would like you to be my dessert." Even that statement surprised me. The waitress froze. "Would you like to meet us", I noticed the us part, "later? My friend could watch as I lick every inch of your body."

The waitress looked at me for confirmation, but I just smiled at her. She mumbled something about, "supper in a few moments", then disappeared into the kitchen. For some reason, neither of us brought up the last few moments. Instead we talked as we usually do. When our meals were finished, the waitress finally came from the kitchen, her hands full. She ignored Chis and just looked at me.

I spoke up as she turned to leave, "Oh, miss?" She turned back to me. "My friend was serious. I would enjoy very much watching you make love with her. Have you ever had sex with another woman before?"

Hoarsely she answer, "No." Out of the corner of my eye, I saw that Chris looked suddenly nervous at my remark. As if surprised that I asked the question, perhaps she thought this was all a game. She already knew that I wanted to have sex with two women, it was a fantasy of mine. The reality had just sunk in for her. While, I wondered at her own actions, she was too enthusiastic about this little game. Did she wonder what it would be like to have sex with another woman? I wanted to find out.

The waitress was ready to escape again, but I spoke up, "I'm sorry if we're embarrassing you." I meant it. "But if you have sex with my girlfriend I'll give you three months wages. No questions." Both sets of eyes got bigger. I smiled at Chris, knowing that this was the moment where she showed her true colors. Even if the pretty waitress doesn't accept I will have learnt something about my mistress.

The working girl mumbled something about getting the check then left quickly, her face flush. That was when Chris turned on me. "What are you doing, I thought you just wanted me to flirt with her. What happens if she agrees?" I shrugged and smiled. "Oh, god. Here she comes."

Indeed, the waitress was coming over to the table, in her hand was the bill. She looked nervous, as before, but somehow resigned. She whispered to me across the table, ignoring Chris. "I'll do it. Four months wages?" I nodded yes. Then I told her to meet us at the hotel a few blocks away in an hour. She left us.

Chris was silent. What can be said? She could have said no, in fact after her outburst I thought she might, that she was only a flirt after all. I let her mull over what she was about to undergo, and left her to her thoughts.

After supper I paid the bill and left with Chris on my arm. Silently she clung to me, as if I was protecting her. The walk went quickly and I checked us into a room and told the front desk I was expecting a visitor. They assured me, she'll be sent up post-haste.

In our room, Chris sat by the large window, nervously wringing her hands. While I ate some complementary fruit. The door knocked not long afterwards, I was our waitress. I realized I didn't even know her name, but a part of me enjoyed that little fact. I felt my mistress stand up from her seat by the window. The tension was filling the room as the woman walked past me into the large expensive suite.

"Chris?" She seemed startled when I spoke, and jumped slightly. She gazed at me for a second then took two steps to the volumpious waitress who waited in the center of the room. Chris pulled off the woman's purse and jeans jacket, letting them fall to the floor. I sat upon the large couch and drink my ginger ale, as my mistress held the woman's head as they kiss gently for the first time.

All was silent in the room, except for the breathing of the two females. The kiss lasted a long time. With Chris taking the initiative, kissing ever so gently upon the woman's full, slightly puckered lips. Both had their eyes closed and mouths slightly open and puckered. I saw a tongue spear fast and soft against the others lips, but didn't know who it belonged too. The waitress brought her hands up to my cousins silk blouse and felt her breasts through the soft material. She was kneading them as I would have, paying extra attention to the hard little nipples. Chris groaned her pleasure directly into the others open mouth and dropped her hands from the woman's face. She cupped the wide attractive buttocks encased in the tight denim. The kissing was becoming harder and more passionate. Not just the soft seductive kisses that they started with.

At that point I wondered who was being the aggressor, the one taking on the dominate role. But couldn't figure it out, Chris had started the encounter, but the waitress had fondled first?

Both were openly groaning deep down in their throats, their bodies beginning to withe. The waitress was fumbling with the buttons on my cousin's blouse and my cousin was trying to get the jeans undone. Both were having a hard time of it. The blouse hit the ground first, baring my mistress's bare chest. The woman pulled away from the passion kiss and looked upon the gorgeous bosoms of my cousin. That gave Chris the few seconds she needed to undo the tight button and zipper of the jeans. Chris began pushing the tight denim down the curved hips, while the waitress dived head first into her chest. The waitress hit the nipple open mouthed and swallowed one whole. From then on they became incensed.

The waitress sent several long minutes kissing and sucked passionately at one, then the other, nipple. Her hands, meanwhile, undone the loose fitting skirt and let it drop to the floor. Her eyes showed surprise and pleasure that Chris wasn't wearing any panties. The woman's hands quickly grabbed a shapely buttock, and roughly fondled them.

During that, Chris forced the jeans to the woman's sneaker covered feet, and then began to practically ripe the tee-shirt off her body. Soon, the bra followed. I never saw her like this; desperate, going fast as if she blinked the moment would be gone. Always with me, she was seductive, passionate yes, but never desperate. The woman was bent over sucking on her nipples, so her large breasts were hanging down. Chris heaved one in each hand, testing the weight and feel of the new toy.

Some unspoken signal must have been communicated, since both stopped their frantic fondling and stood up and looked upon each other. At that point they laughed and realized their situation. They were standing in the outer room of our suite partially- dressed, their clothes in a tangle on their bodies. Especially the waitress's. Chris kicked off her high heels and stepped out of her skirt that was bunched about her ankles. While, the waitress slide off her sneakers and then bent down to pull off her jeans and socks. When both were finished, they again kissed and walked into the open door leading to the bedroom.

It was as if I wasn't here, that I didn't exist. That wasn't unpleasant at all, it only made me feel funny. Also it seemed a little kinky, as if I was watching my mistress cheat on me with another woman. The last ten minutes had been very enjoyable, hell the hard-on in my pants was testimony to that. I could also feel my heart beat hard and fast, it seemed to vibrate my entire body. Was I weird, watching my mistress have sex with another woman? I thought, I was just a little. But, fuck it, I was enjoying it!

I refreshed my drink from the small bar, then stood by the window and watched the city far below. I could hear the sounds of the women. The noise was a detector to their excitement. They were getting louder with the minutes and the sounds were full of excitement, passion, and pleasure. One set of noise was familiar, Chris's love calls. But it seemed to have a certain something that I hadn't heard before, perhaps it was the newness of a female partner. Though I enjoyed watching the two of them, I realized in the future I would have to join in. The visual pleasure was certainly enjoyable, but the next step would be possessing two girls.

The noise brought me out of my distant state. It was getting louder, and I could feel the explosion of pleasure soon approaching, in their sounds. I walked over to the open door to the bedroom and leaned on the door frame while drinking my drink. The girls had closed the venetian blinds before jumping into bed. But the bright daylight outside was coming through the gaps in the shade causing erotic lines to be drawn over the bed and the bodies. It also gave me light enough to see clearly.

The first thing I noticed was there was only soft female skin, shiny with sweat and goose bumps. Yet it took a few seconds to get my bearings, I realized that Chris was on top and they were facing each other. I could see my mistresses buttocks clench and grind as she rubbed herself into the others crotch. The waitress had her heels dug into the bed, humping upwards, her hands clawing at the familiar backside of Christen leaving long red trails. There faces were a mask to their pleasure. I could see the woman's face over the shoulder of Chris. It was clenched tightly closed, with the mouth open in a silent scream. While the back of my cousins head was moving over the large chest of her new friend. They were fucking like a male/female couple, except their sex was pressed together using the friction upon their clitoris as a stimulus. I knew that a clitoral orgasm could be, and usually is, better for a woman than a vaginal orgasm.

By their movements I could tell that a orgasm was not long in coming. The pace was speeding up, the movements frantic, muscles rippling with pleasure and fatigue. Chris left the bosom and forced her face into the hollow of the woman's throat, then she screamed loudly and passionately. A second later, the waitress let out a howl of animal pleasure as she began to cum. Her heels left the bed and wrapped herself around my cousin, encasing her. Both froze in that position for almost ten seconds, only the sounds of their pleasure could be heard. Then I saw Chris relax her whole body and collapse over her new friend and lover, while her muscles involuntarily shivered. The other woman wasn't far behind.

I turned from that delightful sight, realizing the smell of the women's musk had filled the room. I left the glass and grabbed my coat, I then left silently closing the door behind me. Chris would take her usual half hour to recuperate fully from a orgasm, and I wanted to leave her alone with her new found pleasure. A part of me wanted to stay and jump into bed with them. But I knew if I gave her time to sort out a few things, she would be more than willing to repeat the performance. I left several large bills for the waitress on her jeans, then left.

It was the first time I had ever bought a hooker. I drove up next to an attractive slutty looking one and rolled down the passenger side window. I agreed to her price and I then parked in a dark deserted alley. I must admit their wasn't much room in my Porshe for her to bend over, but somehow she did it. I sat back in my chair as the fake blond sucked on my penis, she was expert and fast. And even with the sight I had just come from, I lasted five long minutes. Perhaps I was worried about some passerby. The condom filled with my sperm, as she sat up and wiped the saliva from her face with the back of her hand. I counted out her money, giving her a fifty percent bonus before driving her back to her spot on the street. Lets face it, she was only their for my satisfaction, I just wanted to get my rocks off. We both got what we wanted. I barely noticed her, and couldn't have given a description if someone asked.

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