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Raffle Girl

Lorn Skye

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Raffle Girl

Lorn Skye

©2025

Chapter One

I Won?

I’m not sure how I ended up in this affair. A friend of a friend invited me and explained how they were raising money for some cause that he thought was worthy. Even after he had just invited me, I couldn't have told you what cause we were supporting.

I’d come, because I didn’t have anything better to do this evening, and I was trying to be more social, after, essentially, being a hermit during the pandemic. I'd gotten rather used to spending time at home alone. Sure, I was on video-conferences all day, so I talked to a lot of people, just not face to face.

I enjoyed being able to go for a run after work, eat some dinner, and read, or watch a movie, before heading to bed. It was comfortable and familiar, but it was a little lonely.

And so it was, that I found myself at a luxurious estate on the north side of the city with a view out over the lake. I’d taken a car service and the driver promised to be in the area for the next several hours. I think he had a ‘friend’ that he was going to visit.

After arriving and getting a drink from the bar, I found myself chatting with a couple of people who I had overheard talking about baseball. Since I was a huge Blue Jays fan, I had joined in, as we discussed the latest trade that had been announced that morning.

When the young woman came around selling raffle tickets for a hundred dollars each, I had bought a hundred tickets. I had the money, and I had come to help raise money for whatever fund it was that this party was intended to support.

Of course, this prompted the others in the group to also buy a few more tickets than they had probably planned, so I felt like my donation was already multiplying! The girl selling the tickets was blown away by my purchase, and I wondered for a moment if I had overdone it.

“You must really want to win her!” the girl said as she sauntered away.

I really should have paid more attention to the rules and the causes that were being supported!

The rest of the evening went as these things typically go. There was a lot of drinking and schmoozing going on. Dinner was served, and it was rubber chicken, or stinky fish, as usual. Word got out that I was an investment manager for a large venture fund, as it usually does, and the number of people who wanted to chat with me, and gave me their card, went up dramatically. It seems like I never get to just be social at these things!

Finally, the host took the stage to thank everyone and announce how much they had raised. I was relieved the evening was coming to an end and I was ready to head home.

The host announced a few minor prizes, there was a spa day that someone had won, and there were VIP tickets to some club I had never heard of before, and finally, a shopping spree at some boutique that I was sure was quite expensive, based on the amount of money that was announced as part of the price.

And then it was time for the grand prize winner to be announced. But before they could announce the winner, they had to thank everyone who was part of the organizing committee, and the caterers, and Tom, Dick, and Harry too.

I was getting impatient and was just about to call for my driver when the announcer said, “And now for the Grand Prize Winner!” And then he said my name! “Your winner tonight is, Dr. Sam White! Come on up here Dr. White!”

I had already been primed to stand and leave, and so I just naturally stood, even as the other people around the table started congratulating me. But then they were also saying weird things like, ‘She sure is beautiful,’ and, ‘Better take your Viagra,’ and even, ‘Hope you survive the night!’

I never win anything, I mean never. I’ve never won a single thing in my life. Sure, a game of skill, like bridge, I might win, but my luck is so bad that people refuse to go to Vegas with me, for fear that my bad luck might rub off on them somehow.

I once bet on a football game and the team I bet on got the flu the night before, so they were starting players who hadn’t played in years. That is what my luck was like.

So it was that I was in a daze when I made it to the stage, where a very beautiful woman, wearing a silver collar and a thin white shift that hid absolutely nothing, was waiting for me. The announcer handed me a silver chain that I quickly realized was a leash and attached one end to her collar.

“Congratulations, Dr. White!”

And with that, the lights came up, and music started playing as people started getting up and leaving the ballroom.

I looked around to see if there was anyone who could explain what was going on, but even the ‘friends’ who had invited me, were nowhere to be seen. Even the Emcee had made a rapid exit, heading for the door.

I looked at the woman who was kneeling beside me with her head bowed. “Can you explain what is going on?” I asked. “If you are trying to blackmail me, or get some compromising pictures, then you should know that I am also a deputy sheriff.”

“Sir, you are now my Master, for as long as we both agree. Those were the terms I agreed to when I signed up for this program,” she replied in a quiet voice.

I took a minute to look at her. She was kneeling on the floor beside me, her head bowed, her knees were spread apart, and her hands rested, palms up, on her thighs. Her back was straight, and for a second, I got lost in admiring her perfect posture. But then the sight of the silver collar around her neck reminded me that she was apparently mine.

She had lustrous, dark red hair, that deep dark, auburn color, that usually came from a bottle. I wondered if hers did, but interestingly, her eyebrows matched the color, so either she had an excellent dye job, or this was her natural hair color.

The thin shift she wore clung to her curves. She was clearly well endowed, but not busty. She was perfectly proportioned, more of an Ingrid Bergman than a Grace Kelly. She was exactly the type of woman I lusted after, even down to the color of her hair.

“So, I am your Master?” I asked, the hesitancy in my voice apparent even to me. “What exactly does that mean?”

“It basically means that you own me. I have an emergency transponder in my collar that I can trigger, and it will also alarm if it detects that I am not breathing. But other than that, it means that I am yours,” she replied, quietly but seriously, and when she finished speaking, I saw a small shudder run through her body.

“Are you here of your own free will?” I asked, seeing the shudder and taking it to mean she was repulsed to be here.

“Oh, my God, Sir, this is such a fantasy of mine. I am so wet that there is probably a puddle on the floor beneath me. I mean, of course I am nervous, but I am also so turned on that I can barely stand it.”

I looked up when the lights in the room started to flicker. There was no one left in the room, save for us and a janitor, who was picking up trash.

“Do you have a bag or something?” I asked, “I suppose you are coming with me.”

“Yes, Sir, I have a small bag just over there,” she said, indicating a spot just off the stage.

“Go get it and meet me at the back of the room.”

She nodded and quickly rose, rushing off the stage and grabbing a small duffle. When I looked down, I saw that she had been correct, there was a small wet spot on the floor.

I called my driver and we headed out of the ballroom to the front of the hotel to meet him. We got a few looks as we walked through the lobby, mostly, looking at the woman who was following along behind me, dressed in the translucent shift.

My car pulled up just as we walked out the front door. I opened the door and watched as the woman slid into the car, pulling her shift up as she slid across the seat, giving me the first glimpse of her hairless crotch.

It was a sexy sight for sure, but I must admit, I was a little disappointed that I couldn't answer the question about whether that was her natural hair color, but the sight did give me a hard-on. I’d been sporting a chubby for the last few minutes, but it was something about seeing most of her private area, denuded of hair, and on full display for me, that finally made me realize that my life had changed.

I climbed into the car.

It was going to be a long night.

Chapter Two

Meet Eve

Once we were on the way, I raised the privacy partition and turned to the woman in the seat beside me, “Take off your shift,” I said. I figured I would go straight to the heart of the matter, so if she was going to be my slave, I wanted to see a little display of power.

I wasn't really surprised when she pulled the shift up and over her head. Then I watched as she took the position on the seat that she had been in on stage, kneeling with her knees wide apart. She held her arms tight behind her back which forced her breasts forward. It was the perfect sex slave position and her posture was perfect.

“Am I to your satisfaction, Master?” she asked with a sexy demure voice. “You are beautiful, truly beautiful,” I murmured, drinking in the sight of her. And then I reached out and caressed her face, letting my hand trace down across her neck, then down to her caress her breasts, and hearing her sigh in pleasure as I touched her.

I turned to face her, so I could use both hands to touch and caress her. She was young and her skin was near flawless. When I reached her abdomen, I felt her flinch, and then my fingers felt a small defect, a near invisible scar across her lower abdomen.

As a physician, I immediately knew the kind of scar it was, and even thought there were a great number of reasons for having such a scar.

My hands continued to travel along her skin, along the outside of her thighs, and then back up along the inside of her thighs, until I was brushing along the edge of her vulva. She shuddered as I touched her, and I found that she was just as wet as she had professed earlier.

I teased a finger along her slit until I found her clit, which was hard and engorged, and peeking out from its hood. I stoked along it, then dipped back down to stroke along her labia, feeling her moisture increasing, and her labia swelling, and parting.

I watched her struggle to hold still as I teased her, slipping a finger inside her very warm, very wet, and very tight vagina. Apparently, that was too much, and she began to convulse on my finger.

When she had calmed a bit, I slowly withdrew my finger, sliding it up and along her clit, causing her to shudder in her post orgasmic sensitivity. I continued upward, trailing the tip of my finger along her midline, and when I reached her mouth, she leaned forward capturing my finger in her lips, sucking on it.

“So, what is your name?” I asked as I withdrew my finger from her mouth. “Or am I supposed to just call you slave?”

She smiled and it lit up her face. She looked up at me for perhaps the first time, or at least the first time that I paid any attention to where she was looking.

“As my Master, I suppose you can call me anything you want, even give me a name. And of course, you can call me slave. But my birth name is, Eve, Eve Tillman.”

“I trust that you are disease free and on some form of birth control?” I asked.

“Thank you for asking, and yes, I had to be extensively tested to qualify for this opportunity, and I have had an implant for the past year, so that I no longer have periods that might interfere with your pleasure.”

Again, a small shudder ran through her and I realized that instead of revulsion, those were shivers of pleasure running through her.

“Then I think you need to get down between my legs and suck my cock.”

“Oh! Thank you, Sir!” she exclaimed and immediately dropped to her knees on the floor between my knees. She reached for my belt and quickly had my pants open. When I lifted my ass off the seat, she pulled them, and my boxer briefs, down my thighs until she had free access to my cock.

And then she swallowed my cock. I was hard as I could be and it had been a while since I had last been with a woman. At least that is the excuse I am using for why I erupted into her throat so quickly after she swallowed my cock. The sensation of her throat constricting around my cock was just too much, and I pumped my cum directly into her throat.

I realized, just before I pressed her head down and placed my hands by my side, that the sensations were intense. Eve took it like a champion, not once breaking the cycle of swallowing every pulse.

I never got soft, because she just kept swallowing and using her tongue. I eventually pulled her off my cock when it got too intense. I pulled her up onto my lap and she came willingly, even eagerly, settling her knees on either side of my hips.

She reached down and grasped my cock, lining it up, and then settling down on it, looking into my eyes the entire time. She was just as wet, and hot, and tight, as when I had slipped a finger in her, but my cock was significantly larger than my finger, so the tightness was even more pronounced.

Once I was fully embedded inside her, she began to squeeze my cock with her internal muscles, massaging me without moving. She looked in my eyes, and a moan of pleasure escaped both of our mouths, and then she began to rotate her hips in coordination with her squeezing.

Having just cum, I was in no danger of cumming anytime soon, but the sensations were incredible, easily one of the most erotic experiences of my life. I watched as she bit her lower lip in a sexy fashion, and continued to slowly stimulate me with minimal motion.

“How long until we get to your home, Master?” she whispered throatily in my ear.

“We have at least another thirty minutes,” I replied. “Now fuck me!” I growled.

“Yes, Master!” she exclaimed and lifted until just the tip of me was inside her. Then she slammed herself down and a gasp escaped her lips. She picked up a rhythm, sliding up and down on my cock, and fucking me with gusto. But what made it so sensual, was the way she looked as she did it. She was entirely focused on the sex, making sure that she squeezed, rotated, and slid in perfect synchrony. She kept the eye contact and I could see the joy in her eyes, as they sparkled in the passing lights, and the look of rapture on her face was unmistakable.

After a few minutes, I noticed that she was beginning to lose her rhythm just a little bit, but over the next few minutes, she became more, and more, erratic, until she was just grunting and slamming down her hips.

Unlike the steady rhythmic contractions before, now I felt spasms of contractions around my cock, and wetness was seeping down my balls, and between my legs. But despite having a significant orgasm, she kept fucking me. That was all it was at this point, she was just riding me, and fucking me.

And if her goal was to pleasure me, which I suspect it was, then she succeeded gloriously. It only took a short time for her to bring me to another climax. I grabbed her hips and shoved her down hard, pressing my hips up to maximize penetration, and then I unloaded spurt, after spurt, of cum inside her.

And just like out of an erotic story, my orgasm seemed to bring her to another peak. We clung to each other and I kissed her hard, surprised by her matching enthusiasm. But eventually, we had to catch our breath,so we broke the kiss. Eve laid her head on my shoulder and I felt wave, after wave, of shudders running through her body, as we both worked to slow our breathing.

By this time, we were pulling into my neighborhood, so I smacked her on the ass to rouse her from her stupor. “I need you to get off me and help me clean up, so I can get out of the car.”

“Yes, Sir,” she replied and shifted backwards. Before I realized what she was doing, she was kneeling on the floor, and then she leaned forward, taking my cock in her mouth, and licking me clean. Then she proceeded to lick my balls clean as well, where her wetness had soaked us both.

We had been stopped in front of my building for a while now, so when the driver knocked on the glass, I knew we had to get moving.

I pushed her head away, “Grab your stuff and let’s go!” I ordered, pulling up my pants and buckling my belt. Then I opened the door and stepped out of the car.

Eve was right behind me, her bag in one hand and her shift in the other, seemingly unconcerned that she was naked on a city street, in front of a condominium.

I tipped the driver, expecting her to use the time to pull on her shift, but instead, she stood there, legs crossed at her ankles, her hands in front of her crotch, holding her bag and her shift.

She still wore her collar, and the leash was still attached, hanging down between her breasts.

When I was done with the driver, I turned to her, took her leash, and started walking into the lobby.

The security guard in the lobby recognized me and buzzed me in, without me having to dig my pass out of my wallet. But when he saw the naked woman behind me, his eyes widened, and his mouth dropped open. “Jake, this is Eve, I won her in a raffle this evening, so she will be staying with me until we figure out what is next for her. So, I need you to give her a pass so she can get into my place.”

“Yes, Sir, Professor! But I must ask, Ma’am, are you safe? Are you here of your own free will?”

“Aww, aren’t you sweet!” Eve exclaimed. Sam was the grandfather type and I had expected nothing less from him. And yet, he was also the epitome of discretion. I knew the fact that I had walked into the building with a naked woman would remain with him.

Sam directed Eve to stand in front of the wall and took her photo, making sure that only her head was visible. Then, while we waited for the laminator to print out her pass, Eve regaled Sam with stories of how this was the greatest night of her life so far, fulfilling fantasies she had harbored since puberty.

And while she was candid with Sam, she wasn’t explicit, a subtlety that wasn’t lost on me. She also dropped a few hints that she hoped the evening wasn’t over, and that she hoped I was more commanding, and rougher with her.

Fortunately, we got Eve’s pass and got onto the elevator without anyone else coming into the lobby. I still held her leash and once the doors closed, I pulled her to me and kissed her. I had one arm wrapped around her holding her tight against me and with the other hand, I smacked her hard on the ass.

“I can see that you are going to be a handful!” I growled into her ear. My smack on her ass only seemed to inflame her passions, as she ground against me as I held her tight.

Too soon the elevator pinged and the doors opened. There were only two units on this floor and my neighbor was a Russian oligarch who hid money by owning this place. So essentially, I had the floor to myself.

I scooped up Eve and threw her over my shoulder, and I carried her a few steps to my door. Once inside, I dropped her on the sofa. “The washroom is through that door. Go do whatever you need to do and get cleaned up. There are enema kits and douches in the closet if you need one.”

With that, I walked off to the kitchen to get some water and some protein. I had the feeling I was in for a long workout.

Eve joined me a few minutes later, so I offered her a glass of water and a protein bar, which she gratefully accepted.

“So, if we are going to do this, we need to have a few rules. First, and foremost, you need a safe word, and that is non-negotiable. If you use your safe word, then all play stops. We can discuss what happened, and as long as it was a real use of the safe word, we can agree to continue. If you ever use your safe word to control a situation, then you can leave immediately, our relationship is over.”

“Yes, Master. Thank you for your consideration. My safe word is 'Hippo'. It isn’t likely to come up in conversation and it is easy to say, even when I am gasping for breath.”

“Excellent. Now I will give you one chance to set any hard limits that we will not cross.” Eve nodded and looked thoughtful. “Sir, please forgive me for asking, but were you provided any information about the event tonight and the rules that are supposed to be followed? It is just that you seemed to be surprised, and not just surprised that you won.”

“That is a very good question, and you are quite observant. I knew nothing about the event this evening. I was there on a fluke, though now that I think about it, the chap who invited me knows that I have some tendencies toward BDSM.”

“Sir, if I may, when I signed on, there were a few ground rules we were given. We would not be permanently marked, we would have the emergency beacon in the collar, and we could leave at any time. If I stayed for at least a week, I would get enough money to pay my tuition for a semester. If I stayed for a month, I would get enough money to get my PhD!”

She paused and gathered herself, looking down at the floor. “Sir, I like sex. I enjoy it quite a bit, and I seem to have a high sex drive. Like any woman, I’ve had good experiences, and bad experiences, but I’ve been fortunate in that I’ve never been raped or sexually assaulted.”

She took a deep breath and blew it out, trying to keep control. “Since I was old enough to have periods, I have had fantasies of being owned, of being dominated, of being tied up and taken, and even fantasies of being raped. It took all my courage to sign up to be the grand prize tonight. No one knows I am here, and my friends all think I am back home.

“I left the emergency number with my roommate, and best friend, and she is supposed to call it if I haven’t called her within a week. Other than those rules, and no permanent marks, I was going to ask for a safe word. But other than that, I am yours. I hope you care for your slave, but I’ll even eat your shit for a week if they pay my tuition!”

Chapter Three

Taking Her Home

Eve’s confession that she would eat my shit for a week, in order to get enough money to pay for a semester of school, blew me away. I sat down heavily on my stool and tried to collect my thoughts. The erection I had been sporting most of the evening was now gone, and any hint of sexual eroticism was gone.

Eve may think that she was here of her own free will, but she was being coerced, and that wasn’t acceptable to me.

I knew I was a dominant, I had known since I was in high school, but I firmly believed that submission was a gift. If it was coerced, in any way, it lost all its value.

Sure, I had fantasies about fucking the shit out of a few women who annoyed me, but I had ten times as many about beating the shit out of a few men who annoyed me. It was just that society had implanted this idea, that we treat people differently based on their gender.

I took a breath and steeled myself that I might be ending this before it even got started, but it was the right thing to do. I told Eve to wait right there, and I walked into my office. I wasn’t exactly sure how much a semester would cost, but I figured fifty-thousand should cover it. Fortunately, I kept a hundred-thousand in my safe.

I grabbed the fifty-thousand, walked back into the kitchen, and set it down on the bar beside her.

“There is fifty-thousand-dollars in that stack. You can take it right now and leave, no questions, no regrets, and no repercussions. I will tell them you stayed more than a week, and you can also collect that money from them. Fuck them, and fuck their so-called rules!”

I was angry that there was an organization that was taking advantage of women. Sure, there were a lot worse things they could be doing, but nevertheless it wasn’t right.

I watched the emotions run across Eve’s face, ending in her smiling, which made her look radiant and beautiful. As a person whose job it was to make money, I knew that the look on her face was worth every cent.

But then Eve surprised me. She dropped to the floor and held up the handle on her leash. “Sir, this slave humbly begs you to take her, to own her, and possess her. You are a true Master and I believe I can fully submit to you, if you will only have me.”

Once again, a naked Eve was kneeling at my feet. It was a very pleasant experience, and it appeared that I had done the right thing.

I had done enough thinking with the big head, so I decided it was time to take this creature and truly make her mine. I grabbed her leash and headed for the bedroom. Eve stumbled for a moment, and then she was jogging behind me to keep up.

“Get on the bed,” I growled when we got into the room.

I shed my clothes as Eve got on bed, in the middle of the bed, spreading her arms and legs wide. “On your hands and knees!” I ordered as I shed my boxer briefs.

Eve flipped over and backed herself to the edge of the bed, with her ass pointing at me. I didn’t waste any time, and there was no need for foreplay. Eve was wet, and her labia were swollen, so I grabbed her hips, pulling her down until my cock was pressing against her pussy. Then I pressed forward until I was fully seated inside her.

Eve moaned loudly and tossed her hair to one side. She laid her head down, giving her back a most sexy curve, which also stimulated the head of my cock, as it rubbed against her vaginal wall. I held her hips as I pounded into her, letting free the beast that I kept chained most of the time.

Eve appeared to love it, moaning loudly, and screaming things like, ‘More, harder, faster, yes,’ and of course my favorite, ‘Master!” It was wonderful and I loved every moment of it. By the time I was nearing my release, Eve was babbling incoherently, her hair was sweaty, and a tangled mess.

I’d been eyeing her anus winking at me the entire time, and so when I was close, I took my thumb and pressed against her, pressing it into her fully. Eve raised her head and screamed, and I could feel her sphincter clamp down on my thumb, as her pussy tightened around my cock.

Her pulsating contractions milked my cock and I could no longer hold back my own pleasure. With a growl, I smacked her on the ass, and then pulled her tight against me, as my cock throbbed and spurted inside her.

With that sensation, Eve screamed again and then collapsed. Only my hands on her hips kept us connected and I held her there until my pleasure was spent.

When I finally released her hips, she fell limply to the bed, and other than her breathing, she was unmoving. I thought for a moment and then smacked her on the ass, rousing her from her post coital bliss, “Clean my cock!” I demanded, pulling her by her hair until her face was under my very wet cock. “You made a mess and you need to clean it up!”

Eve moaned sensually and opened her mouth, as I pressed my partly deflated cock into her mouth, feeling her suck and lick it, cleaning it of our combined secretions.

It wasn’t long before she had me back at full mast with her talented mouth and tongue, but particularly the gusto with which she performed her task. The moans of pleasure weren’t bad either, almost as if she were savoring a delicious meal.

When I pulled out of her mouth, she pouted and looked up at me, “We taste good,” she purred.

Continuing with the rougher treatment, I spun her around, lifting her legs, and grabbing her around the thighs, pulling her to me.

I was wet from her saliva, but I still ran my cock through her slit to gather her copious wetness, before placing my cock against her rosebud and pushing in ever so slowly.

“Oh, yes, Master!” Eve cried out as I pressed my cock into her rosebud. “Take my ass, make me yours!” Once my cock was past her internal sphincter, I slowly pressed forward until I was fully inside her. Eve gasped and grimaced a few times before I stopped with my pelvis pressing against her, but she never once made a move to stop me. Her hands were over her head, and while she was moving, they remained above her head.

As I began to thrust in and out of her, her ass was so tight that it was like she was jacking me off. The skin on my cock didn’t move, just the tissue beneath.

Her pussy was spread wide open, and in this position, her secretions dripped onto my cock, keeping it well lubricated as I fucked her ass.

“Play with your clit,” I ordered, “I want to feel you cum on my cock in your ass.”

Apparently, just saying it was enough to make it happen. Eve started cumming before her fingers ever touched her clit. And if she had been tight before, she was incredibly tight now.

Despite multiple orgasms already, I was feeling that tingle in my groin. I tightened my grip on Eve’s thighs and began to fuck her in earnest, which caused Eve to only moan her pleasure louder, and then I was cumming in her ass.

I held her as she spasmed around me, her anal sphincter fluttering around my cock. Once I was spent, I slowly pulled out, and then collapsed onto the bed beside her. I closed my eyes for just a moment, feeling Eve curl up next to me.

I was very happy I went to that dinner, and that was the last thought that went through my mind.

I awoke to the sensation of someone climbing into the bed and curling up on me. The events of last evening came rushing back and I realized it was Eve in my bed, her leg thrown over mine, and her head on my shoulder. I stretched my arm around her and pulled her more tightly to me. She came willingly and I could feel her purr contentedly as she nestled into my side.

I must have drifted back off to sleep. Eve was warm and soft and I was tired after a long week. It was a Saturday and I had no where I needed to be, so, I didn't feel at all guilty.

When I next awoke, I was alone in the bed, the door to my bedroom was closed, and the blackout curtains were drawn. It was quiet and I wondered if Eve had disappeared from my life as quickly as she had entered it. If she emptied my wallet, or even cleaned out my apartment, it would have been worth it.

I rolled out of bed, walked over to the door, quietly opened it. I still couldn’t hear any noise and I didn’t see anyone. I walked down the hall to the kitchen and living area where I saw Eve sitting at the small antique desk in the corner. She was wearing one of my dress shirts, staring at her phone, wearing earbuds, and she was furiously taking notes on a small notebook. Since she was looking away from me, she didn’t notice my arrival.

In the kitchen, I could smell coffee and saw that the pot was half full. I walked over and grabbed a cup out of the cabinet and poured myself some coffee.

“Can I get you some?” I asked, turning to where Eve had been sitting, finding instead, an empty chair.

“Please forgive me, Master. You were sleeping so soundly and I needed to watch this lecture before Monday,” Eve begged.

I stepped around the island and saw Eve kneeling on the floor, with her forehead pressed against the floor. Somehow, in the seconds it had taken me to step around the counter, she had gotten into this position, and stripped off my shirt.

“Please get up and put some clothes on!” I joked. Then, in a more serious tone I continued, “I think we need to talk some this morning and get to know each other better.”

“Yes, Master!” she replied and quickly stood, pulling the shirt back on.

“I hope it is acceptable that I borrowed your shirt from last night. It was a bit cool this morning and it still smells like you,” she said very meekly. A small smile lit up her face and she brought her mug with her to the kitchen.

“You look much better in my shirt than I do, so you can wear them anytime,” I replied as I filled her cup. “Did you get any breakfast?”

Eve shook her head, so I opened the fridge, grabbed some eggs and cheese, and prepped to make some frittatas with spinach, mushroom, and sun-dried tomatoes. A few minutes later, I watched as Eve devoured her breakfast. She admitted she had gotten some toast along with making coffee, but she was starving after all the sex last night.

After we had sated our hunger, I asked her to tell me a bit about herself.

“There isn’t a lot to tell, really. I finished my Masters degree in the spring and I’ve been accepted into the Doctoral program in history. However, I took a year deferral so I could work and save some money. And then I was approached about this opportunity.”

“Do you have any family?” I asked.

“Not really. My mother was killed in a car accident when I was a child, so my father raised me, and got remarried when I was in high school. But he had a stroke two years ago and then died of pneumonia. I never got along with his second wife and she doesn’t have the resources to help me out, since Dad’s medical bills depleted their savings. I talk to her from time to time, but we don’t really have a relationship.”

I nodded, as I could only imaging losing both parents. Mine were in their nineties and still going strong, however, I knew that they were not immortal. They’d had some health problems in the past and I knew that they wouldn’t be with me forever.

“So, you are doing this simply because of the money? You refused the cash last night, but I again offer you the same deal. You can take fifty-thousand in cash right now and leave with no regrets and no obligations. I just ask that you finish your degree.”

“I didn't do this just for the money!” she replied quite heatedly. “I am not a whore. Sure, I might not have been able to trust someone to do this in another setting, but with this much money on the line, and the safeguards in place, I figured this was a perfect way to live out a few of my fantasies. I mean how else could I give in and totally let go?”

I sat back, stunned. “I’m sorry Eve. This is more about me and my guilt than about you. I was feeling like I was taking advantage of you and I was looking to assuage my guilt, I guess.”

“Sure, I can see that, and if I didn't need this money I probably wouldn't be here. But that was also the best sex I’ve ever had. I was free and I could totally let go last night.”

“So, you want to continue?” I asked.

“Well, I’m not quite ready to sign on for life, but for a while, and I think we could have some fun,” she replied coyly.

I smiled and nodded, as I ordered her, “Then get your ass over here and get my cock inside you!”

My shirt went flying and she was frantically getting my cock out in seconds. A few more seconds and I was fully seated within her. She proceeded to do everything in her power to pleasure me and make me cum. She rode me, squeezing my cock with each up stroke, and she ground her clit against my pelvis at the bottom of each stroke. The first flood of wetness signaled her orgasm, but it was just the first of many.

Her nipples were right in my face, so I took one in my mouth and sucked on it. She gasped and ground her clit against me even harder. After a few moments, I bit her nipple rather firmly and was rewarded with another rush of wetness.

With each orgasm, her vagina tightened, and the muscle around it was pulling in with each set of contractions.

I turned my attention to her other nipple and a short while later was rewarded with another orgasm from her.

I’d been able to resist the temptation to cum inside her, but with this latest orgasm, I could no longer hold back. But even as I came, I could feel Eve milking me, coaxing me to cum harder, to cum even more inside her.

Eve sagged against me and laid her head on my shoulder as spasm, after spasm, rippled through her body. I pulled her tightly to me and held her as the euphoria ran through us, until I felt that I had regained control of my body.

We eventually made it to the bedroom, where a tongue bath from Eve ensured I was hard enough to fuck her in the ass. Turns out, she was a bit of an anal freak, and I planned to enjoy that quite a bit.

Chapter Four

Shopping

Once we had recovered from our morning romp, we managed to get cleaned up in the shower. A wet Eve was magical, a true water nymph, or mermaid, with her near Ariel-like red hair.

A soapy, slippery Eve, sliding against me, was quite the fun experience, and holding her against me, my cock in the crack of her ass, and my hands holding her breasts, had me hard. I pushed her forward and pressed into her, the water was making things a bit uncomfortable at the beginning, but Eve quickly produced more than enough lubrication to make the joining pleasurable.

Once I was fully inside her, I pulled her back upright and palmed her breasts, and then I pressed her against the wall. She obligingly lifted one leg and placed her foot on the ledge to give me better access.

With each thrust, I pressed her hard against the tile wall, and a small gasp of air accompanied each thrust, as Eve absorbed each thrust. She moaned with one particularly hard thrust and called out, “Master!” in a near scream.

And when I pinched her nipples hard, she came, with her warmth and wetness flooding out of her. The pulsations around my cock felt amazing, and despite coming twice that morning already, I felt my orgasm race up my cock and pulse inside her.

I stepped back pulling Eve with me, worried that she might collapse. That movement was enough to dislodge me, and Eve delighted me when she dropped to her knees and took me in her mouth, sucking our cum off my cock.

“God, we taste good!” she exclaimed when she pulled off to take a deep breath.

I pulled her up and kissed her hard, my tongue probing her mouth, collecting the flavor of us from her tongue. I had to agree that we tasted pretty good, though I only really tasted Eve. Eve, in blossom from an orgasm, was a sight, and a taste to behold.

I expected Eve to take some time to get ready, but she was one of those women who preferred a simple look, with minimal makeup and just brushing her damp hair. She was blessed with naturally wavy hair and the dark copper coloring was paired with a bronze-colored skin, with just a hint of a few freckles.

She had brought some clothes in case she needed to go out. Nothing fancy, just some yoga pants, that hugged her ass fantastically, paired with a sports bra and a loose-fitting shirt, she looked to be headed to the gym.

“I have more clothes back at my apartment if you want me to go get them,” she stated as she watched me ogle her. And when I motioned for her to turn, she lifted her arms and did a slow pirouette giving me both, a great view of her ass, but also a hint that she had some ballet training.

“I thought we might do a bit of shopping this morning, get a few clothes for you to wear out, and a few toys for you to wear when we stay in!”

Eve nodded and blushed, but didn’t ask any questions. She grabbed her small purse and handed me her leash, and in a few minutes, we were headed out the door.

Our first stop was at a small boutique that I had learned about from a woman I used to date. She was also into submissive play, but she enjoyed the degrading treatment, and much darker themes, than those I preferred.

She had taken me to this boutique where they fashioned leather goods, including harnesses and slave wear, but those were in the back room that you had to ask to see. In the front room, were incredible leather luxury goods, some of which I had bought in my earlier visits.

When we walked in, the woman at the counter looked at me and after a moment, she walked over to us, “Dr. White! Lovely to see you again. What beautiful toy have you brought us to dress?” she asked.

“Stacy, this is Eve. It seems I have recently acquired her and I need to ensure that she has the proper attire as my slave.”

Eve had been busy looking around the store, taking in all the beautiful leather coats, dresses, boots, shoes, and bags, that her eyes were wide with the beauty of it all. But when I openly announced that she was my slave, she moaned and blushed, the prettiest shade of red.

“I was thinking we need a harness, maybe two, depending on what you might have that could fit her. Also, some cuffs for her, and maybe a pony tail.”

A gasp escaped Eve and was accompanied by a nice blush, as the imagery settled in her mind.

“You might also like some of the boots we have. The versions in the back room include locks, so she can’t take them off, and they hobble, to keep her from running away,” Stacy helpfully added as she led us to a nondescript door along the back wall.

“Strip!” I ordered Eve once we were in the back room, where the more risqué leather goods were located.

There was an open area in the middle of the floor, and above it, there was a bar hanging from ropes attached to a pulley.

“Grab that bar and hold on until I tell you to let go!” I ordered.

Eve gave me a look and then walked over to the bar, having to stand on her tip toes to reach it, she grabbed the bar as Stacy and I walked around her.

“She really is a beauty,” Stacy said, “where did you meet her?”

“I actually won her in a raffle,” I laughed. It felt good to share the story with someone who I knew was in the lifestyle and would understand some of the emotions we were feeling.

“You always were a lucky, son of a bitch!” Stacy exclaimed. “I need to get some measurements. Can I touch your pet?”

“Sure, just no marks,” I replied and I heard Eve take in a deep breath.

Stacy was efficient in her work and soon had a couple of leather harnesses lying on a small table. She had already placed cuffs on Eve’s wrists and ankles, adjusting them so they fit snugly but were not constricting. Then she fit each harness to Eve, adjusting the buckles and straps, until they fit perfectly.

I watched Stacy work and admired the end result. The straps weren't for function, they had no supportive use, they simply served to accentuate the body. Of course, they made for useful attachment points and handholds, which is what I was going for.

And the dark green leather Stacy had selected looked amazing on Eve’s skin and complimented her dark copper mane. The straps drew the eyes to her waist, to her breasts, to her ass, to her core, where the straps accented her swollen labia. Eve was clearly enjoying this little exhibitionist display.

Then Stacy handed me a tail attached to a plug that was well lubed. I stepped up behind Eve and wrapped one arm around her waist, while Stacy knelt behind her and spread her cheeks, so I could slowly insert the plug into Eve’s ass.

Eve held on to the bar, and I helped her keep her balance as I pressed the plug in until it was fully seated. She even took a few shuddering deep breaths, but accepted this insertion as well as she had accepted my cock earlier. I then ran my fingers along her labia and found she was dripping wet. I kissed her neck just below her ear, and I had to hold her more tightly, as she was trembling so hard.

Stacy stood beside me, then took my fingers and licked them clean. “You taste wonderful!” she murmured to Eve, when she stepped in front of her, lightly kissing her so she could have a taste as well.

“You said something about some boots?” I suggested to Stacy to break the spell. Eve and I hadn't discussed sharing, or bringing in others, so I wasn’t sure how she would feel about letting Stacy have her way with her body.

I also wasn't sure how I felt about it. Somewhat surprising to me, I was feeling rather possessive of Eve this morning. While I knew Stacy was a wildcat in bed, I wasn't sure whether I wanted to share quite yet, even if the thought of Stacy and Eve naked, and in my bed, was highly arousing. I was enjoying having my own Eve toy and I had always been protective of my toys.

Stacy returned a few minutes later with three sets of boots, a green suede, that matched the green of the harness she was wearing, a light brown pair, and then a black stiletto pair.

With each pair of boots that Stacy fitted onto Eve, there were numerous caresses that were intended to smooth the boots, and zip them up her legs. By the time the third pair of boots had been fitted onto her, Eve was in full heat, and her arousal was obvious to everyone in the room.

I was also hard as a rock, watching Eve grip the bar above her head while Stacy knelt beside her, sliding the boots on, caressing her legs through the leather, even a stray touch along Eve’s labia, with each pair of thigh-high boots she tried on.

When she had on the green suede boots, the last pair Stacy tried on her, I stepped up behind Eve and grabbed her around the waist.

“You can let go of the bar now,” I whispered in her ear. “Do you mind if Stacy joins us?”

“Oh, God!” Eve moaned, “Please fuck me, let Stacy fuck me, I just need to cum!”

Stacy cleared off a table and I placed Eve on her back, the horse tail was still in her ass, and lifted her legs over my shoulders. I dropped my pants and slid into Eve with one hard thrust, my pelvis crashing against hers.

Meanwhile, Stacy climbed onto the table and hiked up the skirt she was wearing, revealing that she was wearing stockings and garter belt, but no panties. She grabbed Eve’s face and lowered her pussy onto her mouth.

“Eat me!” Stacy demanded as she rubbed her pussy back and forth over Eve’s lips as she was reaching down to pinch and rub her clit.

Clearly, they were both primed from all the touching and caressing, because Eve started to spasm around my cock after just a few thrusts, and Stacy joined her soon thereafter as she screamed out her orgasm.

That was only the beginning though. Stacy continued to ride Eve’s face while pinching and pulling at her nipples. Meanwhile, I had set up a steady tempo of fucking her with long strokes, and I was pinching her clit as I fucked her.

Eve was tight when I fucked her this morning, and when she was cumming, she became even tighter. With the addition of the butt plug, it felt like I was in a firm grip, only her copious wetness was allowing me to fuck her. Eve was bucking against me, holding onto Stacy’s hips, and pulling her down to fuck her with her tongue.

And then I was peaking and started to cum within her, setting off another round of orgasms all the way around. When I was spent, I withdrew, only to see Stacy dip her head and start to clean out the cream pie I had just deposited into Eve.

 

That was a preview of Raffle Girl. To read the rest purchase the book.

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