The Virgin Dating Game

by Sky Corgan

  I bit my bottom lip, staring at my hand, which was now resting on top of his crotch while I thought. Taking a deep breath, I decided to go with plan B. I used both hands to roll his shirt up and then started to unfasten his belt buckle, glancing up for a moment to make sure he was okay with it. His expression was deadpan, but at least he didn't say no. Returning my attention to his jeans, I popped open the button and slowly pulled down the zipper. When I pushed his fly apart, I saw skin, and almost before I could draw my hand away, his impressive naked cock was flopping out to greet me, standing at attention, his slit pointing straight at my lips. Everything in me wanted to suck it into my mouth, but that thought was quickly dashed with my frustration.

  “What am I supposed to do now?” I asked, sitting back on my heels and stifling the disappointment in my voice.

  “You tell me,” he said, grinning, as if he knew I had just failed completely.

  “I didn't expect you to not be wearing underwear.”

  “And I didn't expect you to try to pull my cock out, but I planned for it, none the less.”

  “You tricky son of a bitch,” I laughed, and then felt my cheeks growing warm for speaking so boldly.

  “Miss Grear, I didn't realize you had such a filthy mouth,” he teased.

  I'd like it to get filthier, I thought, staring down at his erect member. It was even more beautiful up close in person. Long and veiny, with a nice round head and a perfect little slit. My mouth hungered to suck it.

  “Do you give up?” he asked.

  “Never.” I shook my head defiantly.

  For a while, we were at a stalemate. I stared at his hardened cock, looking completely lost, and Damien just sat there, slowly beginning to soften, probably expecting that I would fold at any moment. It made me sad to see the thick flesh growing flaccid. I longed to make it stiff again. Maybe if I put my panties on and rubbed my cunt against it.

  My panties.

  A light bulb went off inside of my head, and an ear to ear grin spread across my lips. This wasn't over yet.

  I reached over to grab my purple silk panties, clutching them tightly in my hand. Was this cheating? I wasn't sure. But if it was, Damien would probably stop me.

  I held the panties up in front of me and then maneuvered them so that my palm was completely covered with the butt side. Once they were in place, I reached my hand around Damien's cock, gripping it firmly and giving it a few strokes. His entire body tensed, and when I looked up at him, he no longer seemed in control. I licked my lips, sitting up so that my breasts were between his legs. The material of the panties was so thin that it felt like almost nothing at all. Every vein in his cock bulged beneath my hand, and my body shivered to feel the smooth silk of his skin beneath my palm. Or maybe that was just the panties. Whatever it was, it felt good.

  I applied pressure, squeezing firmly as I worked up and down his length. It felt so solid in my hand, so strong. Mustering up all of my knowledge from porns I had watched, I began jacking him off faster, pumping his length until I saw the first drop of pre-come staining through the thin material of my panties. I grinned then, knowing I had him.

  “Would you like me to turn up the heat?” I asked, feeling all seductive woman.

  He nodded, looking more wanton than ever before.

  My cheeks blushed as I dipped my head, flicking my tongue across the stain of pre-come. He tasted salty and delicious and all man. I groaned as I rubbed my lips across his glans, and I swear I felt his cock get even bigger. Already, his breathing was becoming unsteady. What poise and professionalism still remained was lost when my lips slid over the head, taking it into my mouth. He groaned then, and my clit throbbed in sync with his pleasure.

  I was so lost in the moment that I was only just now realizing this was the first time I had taken a man into my mouth. Sure, my panties were between us, but he might as well have been naked. I could feel his smooth skin beneath the flimsy fabric of my underwear, feel the firmness of his cock. My mouth sunk down as far on his shaft as the underwear would allow without actually touching him, and I moaned as I began to suck, bobbing my head up and down. The scent of his manhood was intoxicating, and the taste of him was like an aphrodisiac. Despite the scope of the lesson, I sneaked a hand between my legs, rubbing myself while I continued to work on him. I could feel the waves rolling in, my body's sensitivity about to drive me over the edge. Just when the peak was about to arrive, it was pulled away from me by Damien's voice.

  “I'm going to,” he warned, and it was all I needed to know to back away. As if I was afraid of the torrent, I abandoned his cock, scooting back just in time to see his member shooting onto my panties. The thick white liquid bubbled up through the fabric, soaking my underwear. My clit throbbed wantonly at the sight of it, wishing he had come inside of me, wanting to be his little cream pie.

  I sat back, feeling more seductive than I ever had in my entire life, with my legs spread and pussy exposed for him to see while his orgasm played out. He tilted his head, breathing heavily, a hand on his cock, milking the last drops onto my already saturated underwear.

  When he finally looked back down at me, he grinned and let out a short laugh. “That was unexpected.”

  “That was amazing,” I replied.

  “Now for your reward.”

  My eyes grew wide as he tossed my underwear aside and stood over me like a sexual Adonis. His cock flopped between his legs, though it had lost some of its rigidness.

  “Get on the bed, on your back,” he ordered, and I was quick to oblige, wondering what would happen next. Please fuck me. Please, I silently begged. I need it so bad—want you inside of me so bad.

  My imagination ran wild with thoughts of him crawling on top of me, mounting me forcefully, his cock thrusting through my pain threshold to my sweet center. I was never more ready for it in all my life. Whatever reservation I had before was completely gone. All that mattered was my pleasure.

  Damien followed me up onto the bed, kneeling between my legs. He's going to do it, I realized. He's finally going to fuck me. My body was on sensation overload. Every fiber of my being screamed in triumphant victory. This was going to be the best reward of all, Damien Reed between my legs.

  He put his hands on my knees, bowing them out to the sides. Then he crawled back a bit, taking my hope with him. My head shot off the bed, craning to see what he was doing, then it fell back in a loud moan when his face dipped between my legs and I felt his mouth blow warm air against my damp parts. Before I had time to think or object, his tongue was flicking to tap my clit. I cried out in ecstasy, relaxing as his mouth closed in for the kill, licking on my sensitive pink folds. It felt absolutely exquisite. Had I known that having a man's face between my legs could bring so much pleasure, I would have let one eat me out years ago.

  For the next few minutes, my mouth was a permanent O. Damien's tongue invaded my tunnel, licking up my wetness. Then he'd tease and massage my clit. His skill with cunnilingus was undeniable. He knew just how much to do until I was almost dragged under by a wave of pleasure, only to let me catch a breath before he started the assault again. I tried to hang on for as long as I could, never wanting the oral excursion to end, but my bodily control wasn't as strong as his, and when he went to flick his tongue across my sensitive nub a final time, I imploded with my orgasm, the intensity of which was so great that I actually saw stars. I gasped as the contractions rolled through me almost violently, curling my toes and clawing at the comforter beneath us. Damien Reed between my legs was heaven on earth. If his oral sex felt this good, I couldn't even imagine how his cock would feel, and I so hoped that was what was coming next.

  He emerged breathless, my juices glistening on his lips, which he quickly licked clean. I wanted to grab him by the hair and crush him to me for a heated kiss, but I was too exhausted to move, doing my best to send mental signals for him to come down to me. We must not have been in sync though, because he simply knelt between my legs, stuffing his cock back in his pants and zipping up.
>
  I scowled internally. No. Wrong. You're supposed to be taking more clothes off, not putting them back on. Why can't you get naked like me? I'm naked. Naked is good. You should get naked too.

  By the time I finished my internal monologue, he was already crawling off of the bed, returning to his clipboard to make notes while he caught his breath. I laid there, stunned, trying to process everything that had just happened. This was my first sexual experience, I realized. My first true honest to God sexual experience. His cock had been in my mouth, and his mouth had been on my cunt. And how amazingly good it had all felt. I wanted more. So much more.

  Boldly, I rolled onto my side, propping my head up on my hand to ask, “When are we going to have sex?”

  His body stiffened for a moment, as if the question caught him off-guard. “We're not.”

  “What?” This had to be a mistake. He couldn't possibly have done all of that to me and then not have plans to have sex. It just . . . wasn't fair.

  “We're not going to have sex,” he repeated, and then sat with the clipboard to finish jotting down his notes.

  “Why not?” I frowned, not bothering to hide it.

  “Because you're a virgin, and I don't have sex with virgins.” He kept looking down at the clipboard, and I couldn't help but think he was avoiding my eyes.

  “What if I'm willing? I mean, what if I want to?”

  “It doesn't matter.” He finally looked up at me, his expression serious and emotionless as always. “I know you might think this is what you want, but it's really not. You're just aroused right now.”

  “But it is what I want,” I insisted.

  “Your first time should be with someone you love.”

  “Ha! We just did all this, and now you're getting on a moral high horse.” I threw my legs over the bed angrily, grabbing my clothing and jerking them back on.

  “Cheyenne,” he sighed. “It's not a moral issue, it's a psychological one.”

  “How so?”

  “I know a lot of girls. The ones who regret their first time are almost always the ones who don't have it with someone special.”

  “You are special to me. I thought you would have figured that out by now,” I blurted the words out and then instantly regretted them. Now I sounded like a lovesick stalker. He probably wouldn't want me to come back.

  Damien's voice softened. “I just . . . don't want you to regret it. I'm sorry, but I'm not budging on this.”

  I was screaming on the inside. Then what is the point of these stupid lessons? Were you just trying to seduce me and make me want you more? If that was the case, then you're an absolutely cruel and horrible monster.

  It wasn't true though, and I knew it. To him, this was all professional. Strictly professional.

  It took everything in me to calm myself, realizing I had overreacted. Part of me knew I should leave and never come back, but I was so addicted to him. I couldn't stand the thought of giving up our one-on-one sessions, of not being intimately close to him. Even if I couldn't have him, I could pretend. It wasn't healthy but . . . but. Ugh, I was such an emotional mess.

  “So, what if I wasn't a virgin?” I asked, wrapping my arms around myself as if I felt like I had just been violated. Even if he didn't deserve it, I wanted him to feel guilty. He led me on in a sense . . . kinda.

  “Then you would have lied to me, and I wouldn't be very happy about it.” He scowled.

  I sighed, “I didn't lie. I'm just saying . . . well, what if I wasn't a virgin? Like, what if, at some point during our lessons, I had sex with someone else? Would you feel differently about having sex with me?”

  He quirked an eyebrow, giving me a strange look. “I don't have sex with women in relationships either.”

  This was pointless. The only thing I could gather was that he didn't want to have sex with me at all, which was absolutely soul crushing. Maybe these lessons were a bad idea. Sure, he had given me more pleasure in one afternoon than I had experienced in my entire life, but was it really worth it for the emotional roller coaster I had to ride?

  I left Damien Reed's house with an empty aching between my legs and a frown on my face. That night, I cried myself to sleep, though I wasn't sure why. It was my fault, really, for making things into more than what they were. Damien was my teacher, and I was his student, that was all. There would never be a romantic relationship between us.

  Why he had invited me to take his kinky lessons, I didn't know. Perhaps it was out of guilt for what had happened in his classroom. I was beginning to wish he hadn't felt so damn guilty though.

  CHAPTER SIX

  Monday came, and classes went on as normal. Well, normal for every class except for Art Appreciation. I watched Damien Reed like a hawk. He regarded me no differently than he ever had, and it was beginning to drive me a bit crazy. How could he pretend that nothing had gone on between us—that nothing was going on between us? Because there was nothing going on between us. I was just blowing things out of proportion again.

  I scowled into my textbook, feeling oddly lonely. This was all too much for me to handle. I needed someone to confide in, but I couldn't risk getting Damien in trouble. As much as I was emotionally torn by these lessons, I didn't want them to stop. The thought of not being able to see Damien on a personal level was painful to me, perhaps because I knew he would likely replace me with another student.

  When school was over, I called up Tanya to meet me at our local hangout. I munched on a salad absentmindedly while she instantly went into a spiel about this new guy she was seeing. It wasn't uncommon for her to sleep with the same guy several times until she got bored with him, but the way she was talking about this guy was different.

  “Oh, Chey. He's so mature and romantic. Not like all those other guys,” she gushed. “He wants to take me out to a fancy restaurant this weekend and then take me home to meet his parents.”

  “Ut oh.” I tried to force myself to grin. “If he wants you to meet his parents, then it must be serious. Are you going to go?”

  “I don't know. I'm kind of worried things are moving a little too fast, but I don't want to screw this up by telling him I'm not ready, you know?”

  I gave her a serious look. “Having sex on the first date is moving too fast. Meeting a guy's parents is the natural progression of a relationship.”

  “I'm just not used to doing things like this.”

  “Well, if you're really interested in this guy, then you're going to have to get used to it.”

  “I suppose so.” She frowned at her hamburger. “I just wish we could put it off for a while. The sex is so good, but I just don't feel ready for that step. It's a big step.”

  “It is kind of a big step,” I admitted, feeling suddenly jealous. Damien Reed had parents who I'd never meet because they lived in Washington, not like he would want to introduce me to them anyway. Maybe I could introduce mine to him through a parent-teacher conference. Force him to meet my parents. How romantic is that? I thought sarcastically.

  “What about your guy?” she asked. “Is something wrong? You don't look too happy.”

  “I don't think things are going too well with us.”

  “Why not?”

  “Well, I wanted to have sex this weekend.”

  “Chey, oh my God.” Her voice rose a few octaves in unmerited excitement, as if the news was so incredibly shocking. “And? Did you do it?”

  “No. He said he wasn't interested in sex with me because I'm a virgin.”

  “What?” Her expression turned confused.

  “I know.”

  “Are you sure he really has a penis?”

  “Oh, I'm sure,” I replied, thinking of Damien's naked cock which I had fervently sucked on over my panties.

  “What about balls? Does he have balls? Because this guy doesn't sound like a regular guy.”

  “He's not a regular guy. I think that's the problem. He's very mature and reserved.”

  “And neutered, apparently. Seriously, what guy on the face of the pla
net turns down sex?”

  Damien Reed, I thought bitterly.

  “If he doesn't want you to be a virgin, then he could easily remedy that problem. Common sense, right? I mean, what, does he want you to go screw other people or something?”

  “I don't know.” I shook my head in frustration.

  “You should forget about that loser. If he doesn't want to have sex with you, then there's something wrong with him. It's his loss.”

  But I couldn't forget about him. Damien Reed seemed to infect my every waking thought that wasn't occupied by school. It was annoying but uncontrollable.

  “I'll figure out something,” I mumbled, sighing afterward.

  Why couldn't he be normal? Or why couldn't he have been a student? I wanted a relationship, not this twisted . . . thing we had going on. Maybe Tanya was right. Perhaps I should at least make an effort to forget about him. The best way to do that was to replace him, but I didn't have the patience to wait for Prince Charming to fall into my lap. I needed someone now.

  As if reading my mind, Tanya asked, “Have you spoken to Chase lately?”

  “No,” I replied thoughtfully, “but I think I'll give him a call.”

  Unlike Tanya and I, Chase had decided to take a year off of school before starting college. He said he wanted to move out of his parents' house and experience life for a while before he had to get serious again. And so he had. A week after our graduation, he landed a job at the local hardware store. By the end of his first month working, he saved up enough money to get an apartment.

  I stood outside his door. The butterflies that plagued me every time I went to Damien's Reed house had decided to accompany me to see Chase as well, though this time the feeling was slightly different. Chase was familiar, an old friend, but it had been so long since I'd seen or talked to him that I wasn't quite sure what to expect.