The Dating Lesson

by Penny Wylder

  Oh God, it is.

  My professor is tall and gorgeous with deep-set green eyes and a head of thick chestnut hair. He’s none other than Big-Dick Leo, the man who has not only been sexting me for the last few days, but also made me come hard last night watching a video of him jerking off. This can’t be happening. Is it possible he won’t recognize me?

  “Take a seat, please,” he says with a hint of irritation. I must have interrupted his lecture. This is humiliating. How is this even possible? I have the worst luck! I hang my head and walk down the middle aisle, looking left and right for a seat that I can slide into easily. Finally I see an open seat that won’t require too many people to stand up to let me pass, and I mumble excuse me a few times as I slide past the other students to take my seat. I try to slouch down in my seat and become invisible, but I mustn’t be inconspicuous enough because Leo’s eyes remain on me. I can feel his gaze burning my skin. Luckily, the rest of the class seems to move on and they totally forget about the flaky girl who strolled in late. That is, everyone except the boy sitting next to me.

  “Epic,” he whispers, smiling at me. I roll my eyes. I’m not in a joking mood. He holds out his hand for me to shake. “Jaime.”

  I want to tell him to leave me alone and not draw any more attention to me, but I’m not the kind of person who is comfortable with being openly rude, so I shake his hand quickly.

  “Kimmy.”

  “Nice to meet you.”

  I glance up at Professor Leo (Professor Whitford, as it’s written up on the white board like teachers do in middle school), and he’s still watching me. Any hope that I had that he wouldn’t recognize me starts to disappear the longer he stares at me. I feel my cheeks my burning, and I practically feel like I could combust from embarrassment as every second ticks by, ridiculously slowly, on the clock at the front of the hall. Then he smirks at me and all hopes are squashed.

  I try to focus on the lecture, but I’m struggling. I flip open my laptop and start to take notes, but every time I pause and look up and catch Leo’s eyes, I lose my train of thought. Everything I’m writing is gibberish. After a few minutes, I give up entirely on notetaking and just try to absorb as much as I can from the lecture. I’ll have to reread the chapter we’re covering later tonight. This has never happened to me before. I’ve always been the perfect student who other people come to if they’ve missed class or need more details from a lesson. I just hope there isn’t some kind of pop-quiz at the end of this class. I’m a stressed out mess throughout the class, and the coy, stern look Leo keeps giving me makes me think he’s fully aware of the effect he’s having on me.

  This is not good. I’m so close to becoming a lawyer. I graduated at the top of my class, even. I can’t have any distractions messing this up for me. This is my entire future on the line. My family’s future if I want to clear my dad and brother and finally get them the justice they deserve. I’ve worked too hard to get to where I’m at to let anything ruin my chances. An affair with my professor could derail everything I’ve worked so hard for. Gossip and rumors are enough to destroy someone’s career. Throw in social media and I could ruin my reputation before I ever set foot in a courtroom.

  I have to resist any urge I have to keep texting with him. As soon as my class is over, I’ll delete his number, block him, and get rid of any proof that we ever knew each other at all. No guy is worth the risk. Even if he is one of the funniest, sexiest guys I’ve met in a very long time.

  I bend my head and get to work, reading through a case that he’s just assigned, instructing us to identify at least two flaws in the lawyer’s argument. I try to get everything else out of my mind except for the task at hand. As I reach into my bag to grab a highlighter, I feel my phone vibrate. I grab it and see there’s a text. Opening it, my heart seems to simultaneously float and sink at the same time.

  The text is from Leo. My stomach twists in knots when I look up at him. He sits at his desk, reading the case study like the rest of us, not paying any attention to me. I start to question whether this really is the same Leo I’ve been texting with. He looks just like the pictures. And he was looking at me in the strangest way. But why is he texting me in class? My head is spinning. I open the text.

  Your tits look amazing in that shirt. I want to stick my cock between them while you suck the head.

  I swallow hard, my breathing becoming shallow, and I can’t help how turned on I get. Glancing up, I see that he’s staring right at me. He winks and my whole body goes warm. Well, that answers that question. He’s definitely the same person.

  I throw my phone back into my purse and try to put my dirty thoughts to the back of my mind. This class will be over soon enough, and then I can take the time to figure out what the fuck I’m going to do about this situation.

  Finally, a tone rings out from the speaker, and class is officially over. Leo shouts out some last minute instructions for how to prepare for the next class, and as I walk up the aisle toward the exit, Jaime, the boy who was sitting next to me, tries to talk to me. He’s interrupted, though, and I hear my name called from the front of the hall. Sternly, Leo says, “Kimmy, please stay behind and have a seat.”

  Jaime shrugs, looking sorry for me. “Busted.”

  I sigh, my nerves completely frayed as I wonder what Leo will say to me. “Guess that’s what I get for being late,” I say to Jaime, and wave a weak goodbye to him as I walk back down the aisle to Leo.

  I sit down in the front row, across from Leo’s lectern where he still stands, waiting for the last students to trickle out of the lecture hall. When the room is finally empty, he walks back up the long aisle, closes the doors, and I hear a click. He’s locked them. I hear his heavy footsteps coming back to the front of the hall, but my eyes are fixed on the whiteboard at the front of the room. I have no idea what to anticipate, and I feel like if I can avoid his eyes, maybe this whole mess will just magically disappear. Finally, though, he’s back at the front of the room, leaning against the desk set up next to the lectern. I have no choice. I look up. From his super hip shoes, up his muscular legs and chest, eventually being brave, and looking him square in the eyes. I take a deep breath.

  “Look, obviously I didn’t know you were teaching this class,” I try to explain. “I didn’t even know you were a professor—”

  “You’re in big trouble Ms. Stevens,” he says, cutting me off mid-sentence.

  I’m shocked to hear him say my last name since I’ve never told him. Then I realize my name is on his roster. He has access to my records. Anything the college has on record about me, he could know, too. I wonder if that’s what he was reading the whole time we were working on our assignments. I feel so naked and exposed, but not in a good way.

  He stands in front of me, tall and beautiful, and domineering. I can just make out the outline of his dick starting to grow hard beneath his pants. My breathing comes in short gasps despite my mind telling me to stop. Slow down. Think about where you are right now!

  He leans forward away from the desk until his eyes are level with mine. He smiles, knowing I was staring at his dick.

  “I should spank you,” he says in a sultry, serious voice. “I don’t like when people are tardy. My classes are in high demand. There’s a wait list, you know?”

  My pulse quickens. I want to resist him, but every part of my body aches to be touched by him.

  Resist, my head screams, but as soon as my mouth opens, words I had no intention of saying come out. “You’re right. I’ve been extremely naughty. I deserve to be punished.”

  His lips quirk up at the corner in a cocky grin. “Stand up and bend over the desk.”

  Suddenly I’m nervous. It’s one thing to sext all of this, two anonymous people in the world, no chance of running into each other in person, letting real life interfere with our fantasies and games. But experiencing it in person, hearing these dirty things from his lips, it’s a whole other thing. It’s sexy, for sure, but also scary. I love his domineering energy, but I’m af
raid of it at the same time. I’ve never experienced anything like it before. When it comes to sex, I’m not exactly experienced. I’ve had one boyfriend in my life. It lasted an entire year, but in that time we were barely physical. Just a lot of making out and fumbling and groping. When we finally decided to have sex, we broke up soon afterward. The entire experience was awkward and not exactly sensual. It was the first time for both of us, so we didn’t really know what we were doing. Since neither of us was in a hurry to do it again, and we were both sort of mortified in front each other that, we were both happy to go our separate ways.

  I stand up, my legs and hands shaking as I consider the desk. Am I really going to do this? But before I can decide, Leo’s hand is between my shoulder blades and he gently pushes me down until my hands catch the edge of the desk and I’m half bending over. I stand like that for a few beats, hyperaware of Leo’s presence behind me, waiting for. . .What? A slap? A whisper in my ear? I’m in completely unchartered territory and it’s both terrifying and electrifying. I gasp when he reaches around to unbutton my jeans. I hadn’t expected that, but I’m stunned into silence. I hear the zipper of my jeans as he pulls it down, and then his rough fingers are on my skin, pulling the denim off my hips and down my thighs. He reaches back up and my panties follow. The cold air on my exposed ass feels strange, and again I find myself between two worlds. I see the white board in front of me with my class assignment written on it, and behind me is this man, a virtual stranger, whose next move I can’t anticipate but my body is already responding to it.

  The first slap comes as a surprise and I yelp and shut my eyes tightly. He soothes the stinging skin with the palm of his hand, and I feel goosebumps rise to meet his caress. My body starts to pulse. It comes alive. I open my eyes and everything seems clearer. The excitement of this torrid affair—or whatever it is that’s happening right now—awakens something inside of me that I didn’t know existed. I can feel my clit start to tingle and my pussy grows wet.

  I’m prepared when the next slap lands on my skin, and this time it hurts in the most wonderful way possible. He slides down my body and then his mouth is on my ass cheek, soothing my aching skin with a kiss. He whispers, “You better come fast. I have a class starting in fifteen-minutes.”

  I turn my head to look at him. “What?” I start to say, but then two of his fingers are plunging into my pussy. I come almost instantly. At this rate, his voice alone can probably get me off.

  He gets on his knees, behind me, his rough cheek rubbing against my bare ass. I’m so nervous. The neon lights are so bright; he can see everything! I’m completely exposed. I’ve never allowed anyone to be this close to me before. I feel scared and exhilarated at the same time.

  He nudges my legs apart with his other hand, and I feel his breath on the most intimate part of me. His fingers are pumping inside me, and he’s rubbing circles around my clit with the pad of his thumb. Suddenly his fingers are gone, and I feel his big hands on my ass, spreading me apart and forcing me lower to the table. I moan loudly when I feel his tongue snake up and down my wet pussy. Dragging slowly from top to bottom, spreading my juices around and making me slick from his saliva. He’s devouring me. Eating me like I’m his last meal. My knuckles are white as I grip the desk, holding on tightly so I can stay upright. He focuses his attention on my clit, flicking it furiously. I’ve never felt so full of desire before. Every nerve in my body seems to be concentrated between my legs and I don’t know how much more I can take.

  Holy shit.

  Then his tongue snakes up, up, up. From my pussy to my asshole. I’d be shocked if I weren’t so turned on. Nobody has ever seen me, let alone tasted me there before, and I’m surprised by how good it feels. Apparently Professor Leo is just as dirty in person as he is in texts. I no longer have any doubts that he’s willing to perform all the lurid promises he made to me in our text messages. It’s not a fantasy any longer. I never expected this to happen, but I’m experiencing the real thing.

  Closing my eyes, I moan and roll my hips as Leo takes turns eating out my pussy and ass. When he latches on to my clit with his strong lips, my moaning grows louder. He stuffs his fingers into my swollen pussy while sucking me at the same time, and it drags me into the best orgasm I’ve ever had in my life. I can feel my eyes rolling in the back of my head as pleasure vibrates through me. I want him. I want him so bad. More than I’ve wanted anything in my whole life. More than I ever wanted to be a lawyer. This is such a strange sensation. It’s terrifying! What am I even thinking?

  I don’t want it to end, but the speaker rings out its tone again, indicating the next courses will begin in five minutes. Any minute now students will be pulling on those giant oak doors and finding them locked. They’ll see me and Leo, alone in this room, see my disheveled appearance and suspect something. That’s how rumors start, and in this case, it would be true. It’s time to go. I pull up my panties and jeans. My hands are too shaky to be of any use, so Leo buttons my jeans for me and smooths down my hair.

  When he puts a strand of hair behind my ear, it’s so sweet, and the way he’s looking at me, all coy, but also gentle …

  Stop. It was just sex—not even that, really. It was just fooling around, I guess. I can’t let myself think more of this than it is.

  He winks at me. “I’ll see you tomorrow for another lesson.”

  The promise of more private time with Leo sends a thrill through me. I make it to the door and unlock it quickly, and I just as I turn down the hallway, I see a group of students enter the room. I wonder if the lecture hall will smell like sex. I imagine Leo teaching, his fingers soft from being inside me, my taste still on his tongue, my scent still on his face.

  Later, at the end of the day, I’m walking back to my dorm across the quad, wondering what the hell I got myself into. This wasn’t supposed to happen. I wasn’t supposed to have any distractions this year. Three more years to go until I reach my dream. Leo seemed to have come out of nowhere. I’d been so focused, worked so hard, and then this sexy stranger threw everything for a loop. This is not good. I haven’t been able to think about anything else today aside from being bent over that desk with him and his tongue. I don’t know if I even heard a single word any of my professors said. If I don’t get my shit together, I’m definitely going to struggle this semester, and all that I’ve worked for will be lost. I can’t let this happen. I’ve got to find a way to get myself out of this mess

  When I get back to my dorm room, Brenna is sitting on her bed with a mirror and a desk lamp, carefully applying a thick layer of eyeliner to her top lid.

  “There you are. How was your first day?” she asks.

  “Interesting to say the least.”

  “Were you late for your class this morning?” she asks.

  “A little. Not too bad.”

  “Who’s your professor.”

  I almost say “Leo”, but catch myself. “Professor Whitford.”

  She laughs. “That’s the worst possible teacher to be late for. I actually took a class with him last semester. He’s a hard ass, but a lot of students like him. I bet you will.”

  I nod. That’s what I’m afraid of.

  “Meet any cute boys? Or do you have a boy back home?” Brenna asks. “I haven’t seen you flirt with a single guy since you’ve arrived—let me guess.” She looks at me, studying. “You have a high school sweetheart, been together since the fifth grade, captain of the football team. Am I close?” She laughs. It’s obvious she thinks I’m a prude. I may look clean cut, but I’m far from prudish. I want to tell her about what Professor Leo and I did while I was bent over the desk, but I’m not one to kiss and tell, and I don’t want mine and Leo’s—relationship?—whatever it is between us, to get out in the open. It’s private and I want to keep it that way. I need to keep it that way. I have a professional reputation to worry about. If I want to be seen as a serious lawyer one day, what I do now matters. I can’t be going around, acting like a wild co-ed. Men might be able to get away with i
t. In the court room people will just think they’re some kind of stud who can talk his way into bed with anyone. It’s probably considered an asset, even. But I don’t have that luxury. If anyone found out I slept with my professor, they’ll say I have a habit of sleeping my way to the top. It’s a bullshit double standard, but that’s the way it is.

  “No high school sweetheart,” I say. “I had a boyfriend for a minute, but it didn’t work out. I spend too much time on schoolwork to get wrapped up with romantic relationships. I can’t risk having any distractions.”

  She laughs again. I start to find the cackling, witchy sound of her laughter annoying. She says, “That’s what I thought.”

  I’m not sure if I should be offended by that or not. I decide it’s not worth pursuing. Let her think what she wants. It doesn’t matter to me.

  “So, I have a couple friends coming over tonight. You’re more than welcome to stay and watch. You can even join in if you want.” She winks at me. “But things tend to get a little loud and rough.” She lifts up a set of handcuffs and a whip. I lift my eyebrows and blush.

  “I’ll go study at the campus coffee shop,” I say.

  She shrugs. “Suit yourself.”

  There’s a knock at the door as I’m loading my schoolwork into my bag. Brenna answers it. I hadn’t noticed it before, but all she’s wearing is a thong and a cropped t-shirt with an Ouija board graphic on it.

  I’m a little surprised to see two very large men standing at the door. When she said a couple friends I thought there would be a woman in there somewhere. The two guys walk in, and instead of a “Hi, how are you?” or any sort of verbal greeting, they each take turns kissing Brenna long and deep with a lot of tongue.

  Well then, I guess that’s my cue to go. I scoop up my bag and laptop and make my way to leave.

  “Sure you don’t want to stay?” Brenna says as I’m walking out the door. One of the men looks at me with a smile and a wink.

  “Um, no, but thanks for the offer.”