CHAPTER FIVE
I got dressed while Damien jotted notes down on the clipboard. Hearing the pen scratch against paper was a bit unnerving, as if I was being graded on my performance. Curiosity made me want to ask what he was writing, but I was too shy and embarrassed, and part of me feared it wasn't something I wanted to know anyway.
With me dressed and his notes taken, the session was over. Like the professional that he was, Damien walked me to the door, going over what time he'd like me to come over the following day. My brain went wild, trying to imagine my next lesson. Apparently, I had used up all of my boldness during the striptease and self-pleasure session, because I could barely utter out more than a few words before I found myself standing outside of his house, staring at my Miata, my mind replaying the afternoon's events while my body automatically walked to my car and got inside.
I picked up my cell phone and realized I was shaking. Adrenaline was still pumping through me, and I wondered how long it would be before I calmed down. The session had been so intense; the memory of it would stick with me for a while.
With unsteady fingers, I dialed Tanya's number. Everything in me wanted to blab about what had happened. She was my best friend, and I told her everything. Yet this felt somehow forbidden. I had to keep it to myself. Or maybe I could lie and tell her I had met some wonderful boy, just so I could get this off my chest.
We met up at a local restaurant, and she seemed to be beaming with excitement as much as I was. She wiggled as we waited for the host to show us to our seats, going on about having big news, though she refused to tell me what it was until we were seated.
I slid into the booth opposite her. Before we even had a chance to say a word to each other, our waiter was at the table, taking our drink order. The ear to ear grin on Tanya's face told me that she had probably just gotten laid. She always smiled like that after sex. Sometimes, she reminded me more of a guy than a girl. She was so promiscuous, practically a nymphet. If she could have a different boy every night of the week, she would.
“Oh. Oh. Oh.” She patted the top of the table in excitement as soon as the waiter walked away.
“You go first,” I told her, as if I had a choice.
“I met a boy,” she said and then squealed afterward.
“I kind of figured.” I tried not to sound too unsurprised.
“No. No. Not just any boy. This boy is dreamy and smart and rich. Did I mention that he's hot? Because he's really really hot.”
“Dreamy usually implies hot.” I grinned at her.
“And his dick.” She held her hands almost a foot apart and then mouthed the words, “this big.”
I couldn't help but laugh. “Sounds like the total package. I'm guessing that you two—”
“Of course we did,” she giggled like a school girl. “You know me better than that, Chey. Why'd you even ask?”
I wanted to roll my eyes, imagining a bedpost full of notches that went all the way down to the floor. “Why'd I even ask? Oh, by the way, how's the sugar daddy going?”
“I don't want to talk about him. He's old news. I'm going to cut ties. I just don't have time for him anymore with college and all of these new boys.”
“I'm sure he'll be disappointed.”
“Wouldn't be the first time I left a guy heartbroken.”
Tanya was the quintessential Asian dream. She was petite, with long silky dark hair that hung down to her lower back, a round tan face, and almond eyes. There weren't many guys who didn't lust over her small frame and perky tits. She knew how to work them too, always wearing something to accentuate her body. Today it was a skintight mini dress, black with soft white flowers crawling up the side.
“So what about your news?” she asked.
“I met a boy too.”
“Oh really now?” She arched an eyebrow, giving me a strangely sleazy looking expression that made me giggle.
“Yes.”
“What's his name?”
It was a question I hadn't expected her to ask. Usually, her mind was completely sex focused. Why'd she have to ask a question that made me think . . . and hesitate.
“James,” I fumbled, cringing after I said it. Damien Reed looked nothing like a James. I didn't even like the name James. Why had I said it?
She wrinkled her nose, mirroring my thought. “I don't like that name.”
“Me neither, but he's pretty dreamy too.”
“So, what does he look like?”
“He's tall, with dark hair and dark eyes.”
“Sounds yummy. Is he chubby?”
“No. He's very fit. He wears . . . really tight clothes.” I wanted to drool, thinking about the tent in Damien Reed's jeans. It reminded me of the saying about love. Stop looking and you'll find it. I had been working on giving him an erection for what felt like forever, and when I finally stopped concentrating on him and started thinking about myself, that was when it happened.
“He's not one of those emo kids, is he? Cause I don't like them.” She shook her head in distaste.
“Does it matter? It's not about whether you like him or not. All that matters is that I like him.”
“Ew. He is an emo kid. Chey, they're so immature. You can do better than that.”
“No. He's not emo,” I laughed. “He's very . . . serious, and smart, and . . .” Distant. And not really yours.
“Does he have a big dick?”
“Tanya!” I wanted to reach across the table and slap at her. Then I grinned, realizing for the first time ever that I could actually answer that question with honesty. “Yes, he does,” I said.
Tanya gasped, putting her hands over her mouth. “Chey! You've actually seen it? Did you? Did you?!” She bounced in her chair, her tits staying oddly in place. If I had done that, my back would have ached.
“No, we didn't. But, I got undressed for him, and masturbated.”
Her expression sulked. “You masturbated for him but you didn't make him give me the D.”
“We're waiting, since I'm a virgin. You know, until the right moment.”
“Ohhh, so this guy is your boyfriend now? Damn, girl. You move fast. We've only been back in school for two weeks, and you've already landed a hot boyfriend.”
“We're taking things slow.”
“You know I have to meet this guy now.”
“You will, eventually,” I lied.
“He must be something special if he could get the morally high Cheyenne Grear naked on the first date.”
“He is special.” I smiled. “He's . . . different. Not like the boys from high school. You were right. College guys are different.”
“Well, not all of them. I've met more duds than studs. I'd say most of them brought their high school mentality with them,” she huffed in disgust, and then went on a rant about the various guys she had talked to who weren't what she considered to be college material.
For the remainder of our time together, we talked and laughed and joked. My happiness level was at all-time high thanks to good company, a strangely heightened level of confidence, and memories of my amazing afternoon with Damien Reed. I could hardly wait for my next lesson.
As all good things must come to an end, once we finished eating and ran out of things to say, Tanya and I parted ways. I laid in bed that night and rubbed out another one, thinking of the bulge in Damien Reed's pants and all the naughty things I wanted to do to it. My sexual awakening had begun, and there would be no stopping it now.
The next day went by gruelingly slow. It felt like every minute, my mind was fixated on getting to Damien's house. I even decided to leave early, more out of impatience than anything else. Hopefully, he wouldn't be upset if I showed up fifteen or twenty minutes early. Punctuality was better than lateness, right?
I knocked on the door, trying not to seem too enthusiastic when he opened it. He smiled warmly at me, sending the butterflies in my heart into a flighted frenzy. How could a man look so beautiful when he smiled?
“Come on in.” He gestured inside. “We'll head straight back to the classroom today.”
“Alright.” I nodded, waiting for him to close the door and lead the way.
When we were back inside the classroom, he took a seat in one of the chairs. I could only assume that he wanted me to sit on the bed, and so I did.
“How did you feel about yesterday's lesson?” he asked.
“I was a bit nervous at first, but it was fine.”
I found myself fidgeting, my palms already beginning to sweat. It felt like we were back to square one. All the confidence I had mustered up the previous day was gone, and I was silently cowering under the weight of Damien's dominant eyes.
“Good. Today, we're going to get a little more intimate,” he told me.
The word 'intimate' sent a shock of yearning straight to my clit. There were so many meanings the word could have. Intimate covered a broad spectrum, from touching to sex. Was I ready for sex with Damien yet? I thought I was, but I still wasn't sure. Perhaps I wouldn't truly know until we got down to it, until his thick cock was nudging against my hole, threatening to claim me. Just the thought set my body on fire. My nipples pressed restlessly against my blouse, and I blushed, hoping he couldn't see them but knowing better.
“Okay,” I muttered sheepishly.
“This is still an exercise about your self-confidence level and finding out what you already know.”
I nodded shyly.
“Have you ever touched a penis before?”
I shook my head.
It looked like Damien was about to sigh, but he didn't. “For today's assignment, I want you to make me come without touching my cock.”
My eyes grew wide in surprise, my heart drumming faster in my chest. “How am I supposed to do that? If I can't touch you, then I wouldn't think I'd be able to stimulate you to that point.”
“You can touch me on top of the clothes, just no skin to skin contact. Are you . . . comfortable with the idea of touching me?”
Oh God, yes. It's all I dream about. Me touching you. You touching me. Us touching each other. Your cock touching my. . . I felt my clit throb in response, my lower muscles clenching in need of him.
“I'm okay with it,” I admitted. The idea of giving Damien Reed an orgasm made me more than a little aroused. To see that magnificent tool spewing out its pleasure juices just for me. My panties were already growing moist from the thought.
“If you can do it, then I'll give you a reward,” he told me, though his expression didn't make it seem like it would be anything exciting.
“What kind of reward?”
“There's really no point in telling you. Since I've been teaching this class, I've only ever had one student who's been able to do it. Though, don't get me wrong, there's really no passing or failing. This is purely for observation.”
I scowled in disappointment. Why did he bother telling me I would get a reward for completing this task if it was an impossible one? I didn't doubt for one minute he was telling the truth. It had taken me forever to give him an erection. Besides, he had already told me that his body didn't do things he didn't want it to. That meant he could probably suppress his orgasm. I would literally have to force it out of him if I wanted the reward. My lack of experience gave me almost no chance in hell of that happening.
“We can begin whenever you're ready. You have an hour. If you want to give up before that time, just let me know.”
I won't give up, I insisted. Besides, if I didn't use my whole hour, he'd probably send me home early, and I definitely didn't want that.
“I'm ready,” I said, taking a deep breath and trying to gather some leftover confidence from the night before.
Damien looked at his wristwatch and marked the time on his clipboard. “Begin,” he told me, setting the clipboard and pen down and then leaning back in his chair with his legs spread.
I stood up and closed the distance between us, towering over him, though my mind was completely blank as to what I should do to make him come. My first instinct was to strip, but that hadn't even worked to give him an erection the day before. What would be the point of doing it now?
We stared at each other awkwardly for a moment before I began to unbutton my blouse. My fingers were trembling, not a good indication of self-confidence. In truth, I felt like I had already lost. More than likely, he wouldn't even get an erection. . . unless I masturbated for him. But how would that make him come? It wouldn't.
I could feel the veins in my forehead bulging with stress. Not very sexy. In fact, the more I stood there, the less sexy I felt, my confidence quickly dripping away. How to make him come? How to make him come?
I shed my shirt and bra, then shimmied out of the rest of my clothing until I was naked before him. Not surprisingly, my exposed flesh did little to entice the monster in his pants. Whatever bulge was there was all flaccid man-meat, no more excited than if I was bundled up in ten layers of clothing.
I sank to my knees, swallowing hard as I got a closer look at the hot spot between his legs. In all honesty, I was a bit scared to touch it. My hands had caressed a clothed cock before, but those had belonged to men who had their hands all over me—men who actually wanted in my pants. Their members were stiff for me already, requiring no stimulation other than holding me in their arms.
Reluctantly, I reached out my hand, pausing before I let it rest on the heat of his sex, rubbing back and forth clumsily. To my surprise and excitement, it wasn't long before I felt it growing, plumping beneath my rigid fingertips. With only a few minutes of gentle stimulation, Damien Reed's cock was fully engorged, pressing hard against his jeans. My clit twitched with satisfaction, my body's own personal reward.
For some reason, just touching him turned me on. My nipples were taut peaks, rubbing against the leg of his jeans, my mound a heated mess of wanton sensation. I wanted to sneak a hand between my legs and give myself a bit of pleasure, but I needed to focus. Yesterday had been about me. Today was about him. Or, at least, that's what I told myself. To hear it from Damien's mouth, today was about me too, but I had my doubts.
I glanced up and saw that his eyes were hooded, staring down at me with lust. He was gorgeously desirable, and I longed to hear him moan from my touch. Almost instinctively, I rubbed harder, feeling the outline of his stiff manhood beneath my hand. It wasn't until he winced that I knew to back off a bit, though he never chastised me for my actions.
I rubbed and rubbed and rubbed, caressing hardened flesh and thick jean alike. This wasn't working. The material of his jeans stifled the level of stimulation my hand could give. I needed to come up with another plan.
My mind searched for a solution, but nothing seemed good enough. I thought about grinding my cunt on his cock, but I was worried my wetness might get on his jeans, and I didn't want to embarrass myself by making a mess. The only other option I could come up with was taking his jeans off. If he went commando, I'd be fucked. But if he had boxers or briefs on underneath, the material wouldn't be so thick, and I'd still be adhering to the rules.
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.