The Dating Lesson

by Penny Wylder

  “God, baby, you’re so hot,” he breaths and pounds me harder.

  I bury my face into my pillow, screaming as he rails into me. My muscles spasm and jerk until I come so hard my vision blurs.

  He flips me onto my back and folds me in half like a contortionist. I’m glad I spent most of my childhood and adolescence in gymnastics or there’s no way my body would be conditioned to bend in these ways. My legs are wrapped around his shoulders and he’s plunging into me again. My pussy leaks all over the place as I’m pummeled again and again. His aggression is so fucking hot. This is the pounding I was craving.

  Another fifteen minutes of hardcore fucking ensues before he’s changing positions again. This time he’s spreading my legs into the splits. He sucks on my clit for a few minutes, enjoying the view of me spread open before spearing me with his giant cock yet again. He has the longevity of an athlete. It’s every girl’s dream to be fucked vigorously for a long period of time. He’s in no way a two-pump chump, and I know by the time we’re done, I’ll hardly be able to walk.

  He lays me down on my back after being held up in the air and being upside down for a time. He looks me in the eyes and there is so much love there, it’s almost surprising. We just fucked like porn stars so it seems out of character for the moment. He lays on top of me and slowly inserts himself, softly, slowly fucking me.

  “I love you more than anything,” he says. “The risk is worth it to me.”

  “But you love your job.”

  “Not more than I love you. I can teach anywhere. You’re an adult, so it’s not like this is going to go on any kind of record.”

  Pressure builds behind my eyes. I want to cry. No one has ever been willing to give up everything for me before.

  “You’re worth the risk too,” I say, and I mean it. I’m not going to sacrifice being with Leo to stay at this school. There are plenty of other schools I can go to. I can be with the man I love and be a lawyer. I’m determined not to let anything stop me.

  He pushes hard into me and kisses me deeply before I feel his cock start to throb. His cum fills me so completely inside. I feel myself smile. I have everything I want and I won’t let anyone or any rumor destroy it.

  5

  Despite the rumors, the school doesn’t get involved with my relationship with Leo. We are never called in for a review. His job isn’t threatened and neither is my scholarship. It’s too risky for me to see him at my dorm—we don’t want to push our luck. There’s no point in us living apart anymore since we plan to be married soon anyways.

  I’m packing my dorm room, shoving the rest of my belongings into my little SUV, when Leo shows up. He’s holding a bouquet of flowers.

  “Are you ready for this?” he asks.

  I’m not sure exactly what he means. “Do you mean moving in with you or taking the exam?”

  I’m taking my bar exam today as well. Maybe not the best choice in the middle of a move, but you can only take the exam a couple times a year and this is my only chance. If I wait too long, I’ll have to wait until next year. California is only one of four states that will allow someone to take the bar exam before they’ve completed school, and that’s what I plan to do. I’m ready for this. Leo has been helping me study. We spend most of our nights staying up until the early hours of the morning. I’m ready. I can’t let my father and brother continue to rot in jail for the next few years as I finish law school. If I can get admitted to the bar now, I can start working on their behalf. Leo has helped me find a place in a large pro-bono defense law firm providing I pass the test. There’s a lot of pressure sitting on my shoulders, and I feel it in the form of a stress headache.

  “For now, the exam.”

  “As ready as I can be.”

  He smiles warmly. “You’ll do amazing. If there’s anyone who can do it, it’s you. I have all the confidence in the world. You’re the smartest girl I know—and that’s saying something considering I’ve taught some of the greatest minds when it comes to law.”

  I take a deep breath and slowly let it out. His confidence in me settles the butterflies that have swarmed in my belly.

  “I’m going to kill it,” I say.

  He chuckles and hugs me tight. “You’re damn right you will.”

  We take his car into the city. He holds my trembling hand the whole way and doesn’t let go even though my palms are sweaty. When we get to the testing facility, I feel as though I could vomit.

  This is it. The moment of truth. I will either sink or swim. My family’s future depends on it. If I don’t ace this exam today, it will be another year of Mom living on her own, worrying twenty-four hours a day, making those dreaded trips to visit my brother and dad. Another year of their lives lost.

  Faking bravery I do not feel, I open the car door and walk up the grand steps leading to the testing hall. As walk through the front doors, I’m surprised to see my mom standing in the lobby, looking a little lost..

  “Mom? What are you doing here?”

  She gives me one of her wide, comforting smiles. “Leo called me. He felt as though you needed a support team.”

  I look at Leo. He hasn’t met my mom yet. Apparently they’ve been talking behind my back. He shrugs. I mouth the words, “I love you”. He does it back.

  I run into my mom’s open arms. This is what I needed. My mom and the love of my life. With them here, I can do anything. I stand a little straighter, and now I’m not just faking my bravery. I feel strong. I feel ready. I am going to make this bar exam my bitch.

  The weeks I wait for my results are some of the toughest of my life. I waver from extreme confidence to absolute certainty that I flunked. When the letter with my results finally arrives, I stare at it on the dining room table for an hour, totally terrified to open it. When Leo comes home, and sees me, staring petrified at the white envelope, he grabs it and rips it open for me. As if my family’s fate weren’t at stake.

  “How can you be so cavalier?” I shriek.

  “This isn’t cavalier, Kimmy,” he says, reading over the letter. “This is total confidence in you and your brilliant mind.”

  He just stares at me. And I stare back.

  “Well, are you going to tell me or what?” I ask, verging on hysterical.

  “You passed,” he says, calm as can be, as if he never had a single doubt. And I guess he really didn’t.

  I’m floating on air. I can hardly believe it, but at the same time I think, of course I passed. I don’t mean to be cocky, but I was made for this shit.

  The job Leo arranged for me starts soon after I receive my results, and I won’t lie, juggling my classes and new workload from the pro bono clinic is not easy. As much as I want to jump right in and work on my brother and father’s cases, I have to pay my dues first. And I’m thankful for that, because court is rough. I was not expecting lawyers to be so brutal. There’s a reason they have such bad reputations. The only thing that gives me strength sometimes is seeing Leo sitting in the courtroom with the other observers. He never misses a case. Whenever I’m stressed or feel as though I’m backed into a corner, I just find him in the crowd. His encouraging smile gives me the strength I need to move on. After all my cases we go to a diner and discuss what I did right and what I can do better. He challenges me, pushes me, makes me be a better lawyer.

  It’s been a particularly stressful day. My client today was a man accused of assault against his neighbor. The neighbor had cuts and bruises all over his face. There wasn’t much I could work with because the supposed victim’s wife was there as a witness. Luckily for me, I canvassed the neighborhood and found a neighbor whose security camera captured the night in question. My client was sitting on his own porch that evening; never even went over to the accuser’s house. It turned out the “victim” made the whole thing up after being attacked by his mistress, and his wife just lied for him to help his case, hoping to cash in later in a civil suit. It’s my first big win.

  Leo is waiting for me outside the courtroom after the jury
comes back with the non-guilty verdict, and the judge awards my client one hundred thousand dollars for damages. Which means this just went from a pro-bono case to an actual payday.

  I see Leo in the hall and fight the cackling laughter bubbling up inside me.

  Leo laughs. “Let it out, pretty girl. You know you want to.” I run into his arms and start laughing hysterically. He spins me around. “I told you that you could do it. You need to have as much faith in yourself as I have in you.”

  He sets me on the ground and holds my face in his hands, and gives me a gentle (public appropriate) kiss.

  “I couldn’t have done it without you. You were the one who suggested I talk to all the neighbors and do the footwork. Not every answer can be found with my nose in the law books.”

  “No, it’s all you. You think like a lawyer. And you’re the reason that man isn’t going to jail for assault and you’re the reason he’s getting compensated for his pain and suffering. It’s all you. And you did it without the backing of a big fancy law firm or having co-council. I think you’re ready to help your father and brother get the justice they deserve.”

  His words instantly give me heart palpitations. The thought of trying to take on my father and brother’s case is terrifying. What if I fail them? What if they spend the rest of their sentence behind bars? That’s still another ten years! The pressure is too much.

  “I know what you’re thinking,” Leo says as if reading my mind. “But I believe in you.”

  I nod. All I need is his faith in me. With him by my side, I can do anything.

  6

  Two years later

  Justice isn’t always swift, but if you work hard, and never give up, you have a fighting chance in any courtroom. And I fought my ass off for six months working on my brother and dad’s case. After a few more victories at the law clinic, and a few more settlements that brought some money to the struggling non-profit, they agreed to provide me with a senior lawyer as a mentor and legal secretary to help with my family’s case.

  At Leo’s insistence, I started from scratch. Forget everything you think you know about what happened that night and read all the facts with fresh eyes, he instructed me. I turned our dining room into my mission control center. The walls had photos and post-its everywhere. I reinterviewed my dad and brother. Reviewed security footage. Scrutinized the eyewitness’s life from birth. When our appeal was rejected the first time, I took a week to cry in a bed. But then I got up, regrouped, and pursued other routes. For every success there was an obstacle thrown in my way, until one day I got a call from the prosecutor. He wanted to make a deal. He knew I wasn’t going away, and he offered to release my dad and brother with time served.

  It was a tempting offer, and my brother was ready to take it, but my father refused. He wouldn’t allow my brother to spend the rest of his life with this conviction hanging over his head, preventing him from getting jobs, from voting. And my brother wouldn’t leave my father alone in prison. But most of all, they told me, they had total confidence and trust in me that I could get their convictions overturned. I’d never felt such a combination of pride and absolute dejection. I wanted them home.

  With Leo by my side, though, everything seemed possible. And one night he had two of his students at our house, and then the next week it was five, until we had a whole group of people, working hours every week drafting motions and investigating, until one day, our appeal was approved, and we were granted a new trial on account that we had an expert who could completely destroy the lineup procedures used the night my brother and dad were arrested. Apparently, the officer overseeing the lineup that night had a personal relationship with the witness, a fact he had hidden from the court. At this point, the prosecutor had had enough. He and the police department wanted to avoid the embarrassment of the new trial, so they vacated the conviction and agreed to release my dad and brother immediately.

  The day they walked out to my car from prison was the best day of my life. Watching my mother jump into my dad’s arms and hug him for as long as she damn well wanted, I had tears streaming down my face. My brother just looked up at the sky like he couldn’t believe any of it was real. I could hardly believe it either. If it weren’t for the pressure of Leo’s arm around my shoulder, I would have thought I was dreaming. In the next few weeks I was able to negotiate restitution for my family, financial compensation for their wrongful imprisonment, loss of wages, and emotional distress. It was enough money for my mom to pay off the house and bills, and plenty of money to sustain them while my dad and brother got back on their feet.

  Oh, and a little something else. At my dad’s insistence, he paid for our honeymoon.

  This bungalow on Maui is more breath-taking than the brochures led on. The tropical air blows through the windows, rustling the bed curtains. The air smells like ocean and hibiscus. In the mornings I sit outside on the patio and watch the whales off the coast shoot water from blowholes, and see the silhouettes of dolphin pods leaping into the air and diving back into the water against the sunrise. Everything is perfect.

  While Leo showers after a day spent snorkeling, I change out of my bikini. My thoughts keep going back to our wedding. It was a beautiful ceremony on the beach. There was a slight breeze, just enough for my gauzy white dress to flutter ethereally. Lilies and rose petals scattered across the sand. Soft music played from a talented violinist. It was everything I could have ever dreamed of. And better yet, my whole family was able to be there. Having my brother and father attend was a dream come true, and I wouldn’t have been able to do any of it without my perfect husband.

  Husband. I get giggly just thinking of the word. It’s so exciting to think that I’m going to spend the rest of my life with the man I love. We are partners, lovers, and best friends.

  I go over to my suitcase and unpack the negligée I bought specifically for this occasion. It’s red, his favorite color, and lacey. It leaves little to the imagination and I know it will drive him wild.

  I add six inch heels and sprawl out on the bed when I hear the water turn off. He comes out a moment later with a towel wrapped around his waist, and stops short when he sees me on the bed.

  “Well, hello Mrs. Whitford,” he says in a playful tone.

  “Hello, Mr. Whitford.”

  I pat the bed. He throws his towel in the corner of the room, exposing his massive erection. I giggle and start to take off my shoes.

  “Leave those on,” he says as he crawls across the bed toward me.

  “As you wish.”

  He hovers over my body, holding me in the cage of his arms as he kisses me. I touch the sides of his face, his hair, his eyelids, nose. I touch every inch of his face, memorizing it and marveling and reveling in the fact that he’s all mine.

  He kisses a trail down to my chin and then to my neck. I arch my neck to expose my throat for him.

  “You’re the most beautiful woman I’ve ever met, and I’m so proud to call you my wife,” he says, looking me in the eyes. The way he looks at me, so full of love and respect, makes my heart swell up with happiness. When he tells me I’m beautiful, I believe it. I feel it in every fiber of my being.

  I grab his face and kiss him hard on the lips. This forcefulness gets him worked up. He starts to claw at my lingerie, the tips of his fingers digging into my skin. I can tell he’s trying not to rip my negligee because he likes it, but he also desperately wants it off of me.

  I help him release the different hooks holding on the straps so it’s easier to take off. He lets out a slow breath of anticipation. He strips me naked except for the heels. His hungry gaze travels along the length of my body. The tip of his cock starts to drip.

  “How did I get so lucky to be able to look at your body every day for the rest of our lives together?” he says, slowing his pace long enough kiss the exposed skin of my belly.

  “I’m the lucky one,” I breathe.

  Reaching down, he runs the pad of his thumb over my clit, sending shivers across my body. One of his f
ingers slowly enters me and I close my eyes with a contented sigh. My body becomes relaxed as his tenses up. He’s muscle and steel, all power, and I’m satin and lace, delicate. And I’m ready for him to fuck me into oblivion.

  I lift my knees to my chest, giving him better access to my g-spot. His finger feels so good moving and wiggling inside of me, touching that sensitive area that sends lightning across my skin and makes me feel warm all over.

  Another finger goes inside and the way he hooks his fingers almost makes me come instantly. My eyes flutter closed and my back arches off the bed involuntarily.

  I moan loudly as he adds another finger. It feels so full and wonderful. I know he likes to watch. He likes to see me spread open. I hold my pussy open for him when he pulls his fingers out. He lets out a deep groan seeing me splayed like this, and starts to coat his hard dick with my wetness that covers his hands.

  “Spread that pussy wider for me,” he says.

  I do as I’m told, loving the lustful look in his eyes when he watches me. His eyes are dark and sultry, he licks his lips,

  After stroking his cock a few times and getting it wet, he plunges his fingers into me again, causing me to cry out. While he vigorously finger fucks me, I play with my clit.

  “You like that pussy, don’t you,” I whisper to him.

  “I fucking love it. Your pussy belongs to me now. No other man will ever touch you again,” he says possessively.

  “I will never want anyone but you,” I say.

  He pulls his fingers out suddenly and bends down, sucking my clit. He lifts my ass off the bed, holding it in the air, folding my body in half and licking me with aplomb. His tongue is everywhere. He sucks and bites at my newly waxed outer lips, and more gently tongues the sensitive inner folds.

  My whole body feels light and liquid as his tongue dives deep into the depths of my wet pussy. When he comes up for air, I sigh. He doesn’t take too long before the tip of his tongue finds my asshole, tickling and exploring. I’m no longer shy about it. He makes me feel so comfortable in my own skin.