Chapter Four
~Summer~
B olting upright in bed, my eyes dart to the clock on the nightstand to check the time. Blowing out a sigh of relief, I register it’s only a little past ten. I tossed and turned almost the entire night; my mind unable to stop as I obsessed over what my first lesson with Xander would be like today.
I finally passed out around five, and must have slept hard because I feel like I just had a full night’s rest. Perhaps the nervous energy fluttering around in my stomach was tricking my body into thinking it was well rested? In any event, it was time to get my butt in gear, so I throw the covers off and head to the shower.
I’m meeting Xander at two at his apartment, but still need to figure out what I’m going to wear, ( what does one wear to a sex lesson ), eat something and then go to the bank to get his payment. Ten thousand dollars. It’s the first time I’ve ever used any money from my trust, and it’s to learn about sex.
When I told Serena about my arrangement with Xander, I thought she would object and try to talk me out of it. She surprised the hell out of me though and didn’t even blink twice at the idea. Her exact quote, “There’s a hell of lot worse people you could learn from. You go, girl.”
So, here I am, getting ready in the guest bedroom at my aunt and uncle’s apartment in the city. Not really knowing what Xander planned on covering with me, I made sure all my bits were waxed the previous day, and gave my legs and underarms a fresh shave in the shower. I smooth on my favorite scented lotion and apply some cream to my face. I walk to the dresser, pull open a drawer and stare down at my panties.
I’ve never been one to wear sexy under garments. I wear what’s comfortable, so my collection consists mostly of silk bikini bottoms and a few thongs that I’ll wear only if the outfit absolutely requires it. I can certainly understand from a man’s perspective why a thong is sexy, but to me, having a thin piece of material cutting into my butt crack all day sucks.
I doubt Xander will be getting into my pants today, or anytime soon for that matter, as he did state there would be no actual sex. I stop analyzing, grab a pair of the briefs and slide them on, a matching bra going on next.
Now for the hard part. What the hell do I wear? This isn’t a date. But it’s not like I’m going to a classroom either. If I throw on some cut-offs and a t-shirt, he might take that as too casual. If I throw on a sexy outfit, he may think I’m expecting more or that I’m treating this like a date. Which, for the record, I am not. In the end, I decide on a simple pink sundress and slide my feet into my favorite sandals. I run a brush through my long hair and decide to let it air dry. Giving myself a once over in the mirror, I nod in approval. Simple is usually better, right?
Three hours later, my heart hammering against my ribs, I raise my sweaty hand, clench it into a fist, and knock on his door. Less than a minute later the door swings open, Xander appearing in its frame. I take an unconscious step back, startled again by how handsome he is.
His gaze travels the length of my body before looking up at the ceiling, his head shaking back and forth. “Are you fucking kidding me?”
“What?” Glancing down, I run a hand over my dress checking to see if I spilled something.
“You look like a little girl in that dress, that’s what.” His hand sweeps between us like the offense of my outfit should be so obvious. “How am I supposed to treat you like a woman in that?”
“Oh, I’m sorry.” My brows pinch together and I cross my arms. “Would you prefer I take it off? Then you can see that I am most definitely an adult.”
“Keep your clothes on little girl.” He lets out a low growl, yes, a growl, then wraps his hand around my bicep and pulls me into the apartment, slamming the door behind me. “I knew this was a bad idea.”
Yanking my arm out of his grip to dig into my purse, I thrust a thick envelope at him. “Do you think ten grand in cash is a bad idea?”
“I think I should have charged you twenty.” He sneers, dragging a hand through his dark locks, before snagging the money from my hand. Turning, he strolls away. “Come on.”
My mouth hangs open a second before snapping shut as I scurry after him. He stops in front of a wide-open space that contains a living room and kitchen area. He spins around to face me and points to one of the couches. “You can sit there.”
“Yes, sir.” Mocking a salute as I move toward the seat.
Chuckling under his breath, he sits across from me, tossing the envelope of money onto a nearby table. “We’re not playing that game today, but if we were, you’d already be over my lap with a pink ass.”
My heart trips in my chest, my breath catching somewhere in my throat. Lowering myself until I’m sitting, I wonder if I heard him correctly. Glimpsing in his direction, I find him analyzing me with an intensity that sends a flush of goosebumps across my skin. I stare back at him, willing myself not to fidget, waiting for him to speak. When he finally does, I wish he hadn’t.
“Tell me how you touch yourself.” One leg crossing over the other as he leans back, his arms stretching out to rest along the back of the cushions.
“W-what?” My face heating.
“You heard me.” His gaze traveling south to the area between my legs. “How do you pleasure yourself? What do you do to make yourself feel good?”
Breaking from his gaze, I stare down at my clenched hands, speaking quickly. “I don’t.”
“What do you mean you don’t?” Disbelief in his tone. “You don’t masturbate?”
Clenching my fingers more tightly, I shake my head back and forth. “No.”
“Ever?” His clothing rustles as he stands to stalk over to me, continuing to interrogate me. “You’re telling me you never let your hand slide over your breasts then down between your legs to rub yourself?”
My head snaps up when I feel the cushion sag to my right. He’s so close I can feel his body heat. I turn, swallowing the lump in my throat so I can speak. “No, I don’t do that.”
“Ever?” He repeats, like he just can’t believe it’s possible.
“Ever.” I whisper.
“How are you supposed to know what you want if you don’t even know what you like?” His voice softening.
“That’s why I hired you, Xander.” I blink over at him. “I need you to show me.”
“Well, first things first.” Reaching out to the coffee table, he grabs a remote and turns the television on. “Let’s watch some porn and get you in the mood.”
“Porn?” Uncertainty lacing the question.
“Please tell me you have at least watched porn.”
Afraid to look him in the eye, I shake my head instead.
“Okay.” He blows out a long breath. “What do you like? Do you know what excites you? A girl with another girl? Sex in the shower? Maybe sex with a stranger?”
Biting onto my bottom lip, I shrug my shoulders and gape at the large screen on the wall, every sex category you can think of listed in a menu. “They have man on man sex on this?”
“Yes. And women with women, and sometimes two men with one woman, and sometimes a bunch of men with one woman.” He hands me the remote. “Pick one.”
“Have you slept with a man before?” I blurt out, fixing my eyes on him.
“Yes.” He states plainly.
“Have you slept with more than one woman at a time?”
“Yes.” He repeats.
“Have you slept with men and women at the same time?”
“Yes.” He deadpans, clearly bored with this line of questioning.
My brows rise as I ingest this. “Are you gay?”
He chuckles. “I’m me. I don’t label myself. If I’m attracted to someone, then I act on it.” He shifts so he’s facing me. “But this isn’t about me. This is about you. Can you tell me one time you were attracted to someone? Or someone that you dreamed about or had a fantasy about?”
Closing my eyes, I try to push down the embarrassment thrumming through me as I share the one fantasy I’ve had over and over since my sophomore year of college. “There was a professor at the University. He was beautiful. I would sit in class and wish that he would ask to see me after class in his office. And when I went, he would shut the door, lock it, then kiss me before taking me on his desk from behind.”
Peeking my eyes open, I peer over to Xander, my cheeks flaming at my admission, his gaze dark and penetrating. His tongue sweeps across his lips, leaving a glistening wetness in its wake. My blood swooshes through my veins as we lock eyes as I wonder if he’s going to kiss me. His deep voice startles me when he speaks. “So, you have a naughty teacher fetish?”
As if it’s even possible, my cheeks got even hotter. “Well, no, not a fetish. It’s just a fantasy. I’ve never done it before. It was just something I thought of once.”
Surprising me, he lets out a chuff of laughter. “Relax little girl. I’m only teasing you. I can work with the teacher fantasy.”
He takes the remote from my fingers, presses a few buttons, then sets it down. A second later the screen changes and a movie starts. My attention shifts when Xander rises and moves to the other side of me and sits, pressing his back against the arm of the couch. “I want you here.” His grip fastens around my waist, turning my body so that my back is wedged between his legs. Before I can ask why, hot breath blows against my ear as he murmurs into it. “I’m going to show you how to touch yourself.”
Heat cascades down my body, gathering directly between my legs and I wonder if I’ll even need to watch what’s on. But I do. I lift my head and take in the scene unfolding on the screen. It’s a girl, dressed in a short plaid skirt and white oxford shirt, tied at her waist of course, and she’s writing on a chalkboard; “ I will not pass notes in class ” over and over again. The teacher is sitting at his desk, pretending to grade papers, but can’t seem to stop looking at the girl. Of course, she notices, and coyly drops the chalk, bending down to pick it up, exposing the fact that she’s only wearing a thin scrap of string between her legs. The teacher tries to rub his penis discreetly, at which point she offers to help him, and the next thing you know, his dick is in her mouth.
“How does that make you feel?” His voice vibrates against my hair. I shift, and when I do, feel his hard length against my ass, a zap of electricity shooting straight to my core. “Keep watching.” He whispers, covering my hand with his, sliding it up my thigh until it’s under the material of my dress.
My chest rises and falls as my breath starts to come out in little pants. He drags my fingers over the damp silk covering my center, pressing down when we reach my clit. I jerk into him, his cock digging against the crack of my ass, a low moan escaping me. He takes my other hand and guides it over one of my breasts, the nipple erect and hard, even through the cotton. He squeezes my hand, forcing me to pinch the tip, the pain exquisite as it slices straight through me.
My head falls back against his chest, my lids closing as I try to soothe the ache throbbing between my thighs, stroking more quickly. Xander moves my hand to slide it under the hem of my underwear until my fingers brush against my smooth skin, gasping when I feel how wet I am. He forces my fingers deeper, parting my folds until I’m rubbing against my clit, my legs splaying wide.
“You’re so fucking wet.” He purrs, his dick throbbing against my backside. “Does this feel good?”
“Yes.” I pant, my hair sliding over his chest as I nod emphatically. “It feels good.” I pinch my nipple without his prompting, savoring the sweet agony it brings, the fingers at my core increasing the pressure as they stroke like lightening again and again over my clit.
I realize that Xander is no longer guiding my movements and is instead cradling me in his lap, his lips brushing against my ear as he whispers how well I’m doing. Spinning higher and higher, I grab my nipple between two of my fingers and squeeze, twisting it as I plunge two fingers inside myself. My entire body clenches, and I explode, a scream erupting from my lungs. My pussy spasms around my hand as I grind it deeper, white sparks bursting beneath my eyelids as I ride out my very first orgasm.
As I float back to consciousness, I slide my fingers free from between my legs, small convulsions fluttering like butterfly wings inside my core. I clench my thighs together in an attempt to prolong the pleasure, a breathy groan slipping through my lips as I feel my body relax against Xander’s hard one.
“Now that you know what that feels like, imagine how much better it will be with a hard cock inside of you.” His voice is gravelly and low as his words reach my ears, jolting me back to reality.
I struggle to sit up, but he wraps his arms around me, keeping me flush to him. “No, don’t run away. This is what you wanted to know from me, remember?”
I nod but stay silent as he continues. “You should know better than anyone what your body responds to and what it doesn’t. What you want and what you don’t. What excites you, or turns you off.” He loosens his hold, but doesn’t release me. “Your homework is to learn what that is. Watch some porn, buy some naughty books, go to a peep show downtown. That way, when you find someone you want to sleep with, you’ll know what you want and won’t be afraid to ask for it.”
“Alright.” I agree.
“Are you?” His tone softens. “Alright?”
“I’m a little angry.” I admit, twisting in his arms to look at him.
“You think I was too rough?” His head tilts.
“No, not at all.” I shake my head, smiling. “I’m mad that it took me this long to figure out how to do that to myself.”
“Yes, well, let’s hope I’m not creating a monster.”
He pushes himself up, his crotch at eye level when he stands, making it impossible for me to not notice he’s hard. I fixate on it for just a second then shift my gaze higher to find him leering down at me. “See something you like?”
“Does it hurt?” I wonder out loud.
“I’ll survive.” He holds a hand out to help me rise from the couch.
“Do you want me-” I stop short when I glance back to his face and see his features harden.
“Do I want you to what?” He steps into me, threading his fingers through the hair at the base of my scalp to tug my head back. “Suck my dick? Give me a hand job?”
His mouth is less than an inch from mine and for the second time today, I wonder if he’s going to kiss me. I’m completely speechless. I continue to look up at him, blinking when he also stays silent. After what feels like minutes, but I know is only seconds, he bends, nips at my bottom lip, swipes his tongue over the sting and then releases me. I stumble back a step, my fingers moving to the spot on my mouth he bit, my eyes wide.
“We’ll cover that in our next class.” One side of his mouth crooks up. “Unless of course you’ve learned enough.”
I narrow my eyes, then plaster on the biggest smile I can. “Just text me the day and time, Teach.” I slide my sandals onto my feet, grab my purse, and then stride past him, pretending my heart isn’t beating a thousand miles an hour in my chest.
“Be careful what you wish for little girl.”