Buying His Virgin

by Lila Younger

  Surprisingly, even though I know I’m technically a captive, Silas never treats me like one. I spend my days with him, and I’ve never been happier. In fact, even though he owned me, he never treated me as less, as a possession. He treated me like, well, a girlfriend. I couldn’t believe it either at first, I kept waiting for the other shoe to drop, but it never did. And I found myself falling more and more for the man despite my best attempts to keep my distance. He works in the morning until I wake up, and then we have breakfast. Sometimes I surprise him by wearing the lingerie he picks out, and sometimes I show up in nothing at all.

  In the afternoon he takes me around the city. One day it’s the Natural History Museum. Another day we went boating through Central Park. And then there are the plays, the restaurants, the concerts that he takes me to, all of them in the best seats, the most prestigious locations around the city. But even though I wish it could go on forever, I had school. I managed to keep on top of my work, but as the weekend approaches, I know I have to go. There just isn’t a right time to ask him. And bringing up our contract would ruin the magic of it all.

  But worse than that was my realization that I want him, not just physically, but emotionally. I’ve fallen hard for him, and I have no clue what I’m going to do.

  Silas

  I check my watch. It’s almost noon. I’ve been working all morning, and even though I’m never finished, I want a break. I want to see Olivia. So I don’t think much of anything when I head to my bedroom to check in on her. It would be fun to wake her up if she’s still asleep with my cock in her mouth, or with a few fingers inside her cunt. But as I push open the door, I hear her voice and stop.

  “- I do want to visit. I do. It’s just... school’s been hectic and I have a lot to catch up on. How is dad anyways?”

  At this point, I should probably close the door and leave Olivia to her private conversation. But the part about school has me mystified. She told me that she was on Spring Break, and it seemed truthful enough at the time. But is she not? Was she supposed to be in school? If so, then why would she not tell the truth?

  “I’m glad he’s fine. Could you put him on the phone for me? Yeah I’ll wait.”

  There’s a pause, presumably for her dad to get on the phone.

  “Hey dad. Uh huh... Uh huh. I was just wondering if you know, Pete’s come by again.”

  I frown. Who’s Pete? I tilt my head and catch Olivia’s expression. Her brows at knitted together with worry.

  “No? Good. Did he say anything about your debt?” There’s another pause as she listens to her dad. “Yes, I did take care of it. No, dad, listen, listen. I wanted to. Don’t ask me how, just know that I did okay? It was my fault for picking that expensive college and making you work so much and getting you in the accident.”

  Her father talks and she argues back, but I’m too busy ruminating on her words. Realization strikes me like a thunderbolt. She paid for her father’s debt, most likely with the proceeds of the auction. I don’t know exactly how it works, but I do know that the girls are well compensated by the site for what they do. I wouldn’t have agreed otherwise. And from what I gather, they decide to put themselves up. But it sounds like Olivia didn’t make the decision. It sounds like she had no choice. Fury boils up in me, because what happened to her isn’t right. I clench my fists. I don’t want to interrupt her conversation with her father, but I have to step away. I have to think things through.

  I pace around the kitchen. I want to make someone pay, but there’s nobody. The site is online for a reason. The same protections it gives me makes it impossible to trace whoever is responsible for this. And I realize, with a heavy heart, that if Olivia is here against her will, then I’m just as terrible if I keep her here. In fact, even though it’s painful to think about, I know that the only thing I can do now is to make things right, and let her go. For once in my life though, it’s hard to follow through. It’s hard to move forward, selfish as it is, but she deserves better.

  A few moments later, Olivia steps through the doorway. She’s looking beautiful in a soft cashmere sweater, her favorite out of all the things I picked for her. She’s wearing nothing else except for a delicate pair of lace panties that hug onto her pussy. A sight that should have made my cock hard is making my heart tighten like a vice. Because if I hadn’t overheard the conversation, I’d probably be pushing her up against the counter right now, fucking her hard and fast, claiming her ass, stretching out our time together for another day, that’s how much I want Olivia. That’s how much she means to me.

  And yet, it’s because she means this much that I know what I had to do. That I had to face the fact that the circumstances that brought us together would ultimately bring us apart. That even as I kept her for another day, I knew that our time was coming closer to an end, that even though she loves and cares for me just as much as I do for her, the foundation of our relationship was not solid, but faulty.

  “Hey,” she says, coming up to me. “Is something the matter?”

  “I overheard your conversation,” I say bluntly.

  “How much-”

  “Enough. I didn’t mean to, but I couldn’t help it. Tell me the truth: are you here against your will?”

  Her brown eyes falter and I have my answer. Pain sweeps in, and I have to fight to remain rational as her story spills out.

  “My father has debts, debts that he’s in because of my expensive school tuition. When he lost his job, he lost the ability to pay it all back. He’s done everything possible, but even with two jobs it doesn’t make up for his previous one. And then, because he was working late, he got into the accident, and now they’re behind on everything. My mom works part-time, but she’s never going to be able to pay it all, not on top of the expensive hospital bills.... Anyways, Pete told me that I could help out my parents. Sell myself to the highest bidder, and that could wipe out the bad debts. Of course, he hasn’t been answering my messages about when I get my share, but at least he’s not going to break my dad’s legs or kill him.”

  “Olivia, I’m going to fix everything,” I vow. “Do you hear me? I’m going to fix everything. And I’ll start with getting you home to your family.”

  She looks up at me, eyes shimmering with tears.

  “I can’t,” she says. “Not when I haven’t... I haven’t fulfilled my contract to you.”

  “Forget the contract,” I say, pulling her close. I wipe away a tear with my thumb. “I could never take your virginity. Not like this. It’s yours to give away freely, not under these circumstances. It should be to someone who matters. I won’t do it.”

  “But then Carlos will have to refund you,” she says.

  I file that name away for later. That’s the fantastic thing about having buckets of money. For the right price, you can have anything, and I am going to make sure that this Carlos guy pays out the ass for what he’s done with Olivia. And then when that happens, I’m going after Pete too, because only a disgusting human being could so casually manipulate a woman’s feelings like this into selling herself, and if he’s done it once, chances are good he’s done it twice.

  “Forget about Carlos,” I say. “I’m going to take care of him. Make sure this kind of thing doesn’t happen again. And as for your parents, I’m going to take care of that too okay? You won’t have to worry about them ever again. I’ve got plenty of money, and I might as well use it for good.”

  “I won’t be able to repay you,” she says.

  I tilt her chin up, take one last kiss from her. Soft, slow, really savoring all of her. She tastes sweet, sweeter than sunshine.

  “You already have,” I whisper. “Now let me take care of things for you one last time.”

  And then, even though I don’t know why the fuck I’m doing it, I let Olivia go. I let this wonderful, selfless beauty go.

  Olivia

  Gilmore girls + Godiva chocolate + your fav Half Baked B&J’s. Tonight.

  I read the message from Addy and sigh. Ever since I resigned
from the paper, she’s been bugging me to hang out with her. She knows that something’s wrong, and I have a feeling that she’s seeing through my excuses about my dad and having to catch up on school work. I came back from Silas’ apartment a few days ago, heartbroken. It’s funny how that works. When you’re in love, everything is brighter, but as soon as that love ends, it takes all the color and life out with it. The weather has been drizzly and grey the past few days, which perfectly reflects how I feel.

  True to his word, Silas has turned everything around for us. A distant relative ‘died’ and bequeathed us enough to pay for the hospital bills, the mortgage, everything that my parents could possibly need for the next few months. My dream school sent me a letter saying that they had made an error, and that I did qualify for a scholarship. The news that they were building a new wing dedicated to Silas Rutherford probably had something to do with it I’m sure.

  Don’t get me wrong, I’m grateful for all of it, especially the scholarship, but what I wanted deep down in my heart wasn’t the money. What I want I could never get, because Silas showed me with his actions that he didn’t feel the same towards me as I felt for him. Silas. I have to push the thought of him away, otherwise I was going to dissolve into tears again. And I really, really couldn’t afford to not study for my English midterm tomorrow.

  I have the English midterm tomorrow remember? But maybe we can catch up this weekend.

  There. That ought to keep Addy satisfied for a little while longer I hope. I know I’ll have to see her again, but not right now. Not when the wound is so fresh. I can’t tell her about what happened, not now. Not until I come to grips with it myself first. Otherwise I really won’t be able to concentrate on school. I put my phone down and turn to a new page of my lecture notes. The words blur into squiggles, and I can’t seem to concentrate at all.

  My dorm phone rings and I look up. Who on earth could that be? Nobody calls me on that phone. It couldn’t be Addy could it? I get up off the bed and cautiously pick up the receiver.

  “Hello?”

  “Hi Olivia, it’s Kevin at the front door. There’s someone here for you... Silas? Yeah, that’s his name. Should I let him in?”

  Silas? How did he find me here? I don’t think I ever told him where I live, just my school. And I know that there’s no way he’s just stopping by on a whim. There’s nothing up here but the mountains and the woods. Which means he’s here to see me. The thought makes me smile even if I’m still broken up about how he sent me away. I realize that Kevin’s still waiting for a reply.

  “Sure,” I say at last. “Send him up.”

  As soon as I hang up, I run around the room tidying up. I’ve got books and food everywhere. I open up the window and spray some perfume into the air to hopefully disguise the fact that I’ve holed myself up in my room for the past weeks. I don’t want him to know how much it’s affected me. It would be too sad. I look down at my clothes. Yikes. My high school hoodie and sweatpants are far below what he likes me to look. I quickly take off my clothes. I almost pull on the dress that I left Silas’ apartments in, but change my mind, pulling on a pair of tight jeans and an off the shoulder sweater instead.

  I’ve just run my hands through my hair when he knocks on my door.

  “Hi,” I say as I open it.

  “Hey,” he replies softly.

  Silas looks amazing, better than I even remember. Those broad shoulders, that smile tugging on his lips, it’s all there. I step back and let him in quickly. There’s nowhere really for him to sit. I’ve moved all my books onto the chair, and my bed is still a rumpled mess. Even though I tried to tidy up, it all looks terrible compared to how polished and put together he is.

  “I can’t believe you’re here,” I say, trying to take in some deep breaths. “What are you doing here?”

  Instead of replying, he closes the distance between us, cupping my face in his hands as he kisses me thoroughly. Against my better judgment I let him in, opening my lips to his tongue.

  “I came to make things right Olivia,” he says roughly. “I came because I missed you. I made a mistake. I should have never sent you away.”

  The thoughts in my head are whirling around so quickly, but my heart is delighted at his words. He looks me straight in the eye, earnestness pouring from those blue depths.

  “I’ve been so busy running my company that I’ve never had time to take on a long term relationship, and when I was with you, I thought I would feel the same. Not only that, it felt wrong, starting things off with you under a contract to be with me. It felt fake. And what I felt to you most definitely wasn’t. So I let you go, thinking it would be for the best. But it was my biggest mistake. I haven’t been able to work, to sleep, to think. The only thing on my mind is you.”

  I can feel my cheeks turning pink. I had assumed that maybe he had let me go because he felt nothing, that I was just one in a long list of women. I’m not sure what I should be saying, so I say nothing.

  “I know I told you I’d take care of things, but I want to do more than that. I want to take care of you if you’ll have me.”

  He takes my smaller hands in his bigger ones. His thumb gently strokes my skin, heating up those parts of me I never thought would feel alive again.

  “I’ve only known you a short while Olivia, but I love what you’ve let me see. I think you’re smart, driven, incredible beautiful. And I want to know more. I want to see you, but only if you want to see me. Not because you have to, but because you want to.”

  My heart’s come to a complete stop when I realize that this is what I’ve been waiting for. I should say something. I should. I tighten my hands in his, and give him my biggest smile.

  “I want to,” I say softly. “Silas, you told me that my virginity should be mine to give to whoever I want. And I want you.”

  And just to make sure he knows that, I drop down to my knees, hands untying his belt buckle, undoing his buttons, pushing down and releasing his stiff cock. I hold him in my hand, running it up and down. It’s huge, molten hot, and veiny. I’m at a loss as to how I’m supposed to get this all in my mouth. To my surprise, he gets even harder from my touch, until he’s pointed right at my mouth.

  “I guess that’s my signal,” I whisper as I lean forward.

  I press his cockhead to my lips and lick the drops of precum from the tip. It’s salty and musky, and it makes me want more. I lick him from base to tip, on the soft underside, and I get an appreciative groan from Silas. It feels good to be able to make him feel as good as he’s made me. Running my tongue around the spongy head, I pause for a moment, and finally open my mouth enough to suck him in.

  “Fuck,” Silas swears. “Just like that.”

  His cock fills my whole mouth, and I have to work to take more in. My lips seal around his shaft as I bob my head, taking him deeper in each time. Silas is panting now, his hands gripping tight onto my hair as he tries to keep himself under control. My tongue licks the underside of his cock, swirl it across the head, swallow him down until he’s right up against the back of my throat. The muscles spasm and tighten and he swears again. I swallow him again, my hands moving in time with my head now, harder and faster, his cock quivering in my mouth as he gives sharp little thrusts, holding my head steady to him until he comes, spurting hot and quick into my mouth. I swallow it all greedily, almost choking as I keeps spurting in my mouth. Finally he lets go and I gasp for air.

  There’s a look of bliss on his face, and I’m the one who put it there. I smile. Not bad for my first blow job.

  “Your turn,” he says, guiding me back to standing.

  His pupils dilate as he gently takes off my sweater, my jeans, and then even slower, my bra and panties. Taking time with each, as if he’s unwrapping a precious present. I want to race forward, to have him inside of me at last, but I don’t, even though the way his eyes drink me in makes me incredibly wet. And then he gently lays me on the bed, kisses me softly as takes off his shirt, hands traveling all over as if he wants to ex
plore every inch of me. I feel the truth behind his words with every touch, every kiss. His tongue flicks over my already rosy, stiff nipples, each sensation making my pussy swell further. By the time his fingers are moving over my lips, I’m gushing onto my bed. He coats his fingers and pushes a finger, and it already feels so good.

  Desire pulses through my body, sheer want opening up my legs so he can gently push in another finger. I’m tight, closing in all around his digits, even that intrusion more than my pussy can bear. When he puts in a third, my mind goes blank, giving over entirely to feeling. And then his fingers disappear and I protest. There’s the crinkle of a wrapper, and he’s there again, fingers splaying me wide for entry.

  “You’ve got one last chance to change your mind,” he says.

  “Never,” I tell him.

  He’s over top of me, nudging my entrance. It’s my fantasy come to life, just the way I wanted it. I’m so hot and slick that his cock has trouble entering, rubbing up to my swollen clit instead. I could come just from this, just from the anticipation of it all. My hips roll upwards, I whine a little, begging him to put me out of my misery.

  Silas grabs my ass, lifts my legs up to lock around his waist, and pushes into me at last. He’s big, wider than I could take, opening me up and filling me in the same instant. There’s a frisson on pain as he pushes through my virginity, and then he’s slamming into me, piercing my core with his shaft. The sensation of being stuffed to the brim overwhelms me, but he’s still got more to go. His whole body presses into me, filling up that emptiness that I never knew existed until I met him. My eyes are open but I’m seeing stars as he bottoms out in me each time, rubbing perfectly against my clit, making me feel alive.