Am I the Asshole?
Copyright© 2025 by RickSands
Chapter 34
Erotica Sex Story: Chapter 34 - A young man looks back at his life and lusts. Considering each of the girls and women he's known, he smiles as memories come to mind, relishing the connection and ecstasy that came with each conquest and every ounce of semen he poured between their legs. And so as his past relationships are recounted to himself and the reader, he only slowly comes to realize that maybe he really is the problem after all. Codes will be added as the story progresses.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa mt/ft mt/Fa ft/ft Teenagers Coercion Consensual Reluctant Lesbian Heterosexual Fiction Brother Father Aunt Light Bond Gang Bang Oriental Female Hispanic Female Indian Female Anal Sex Cream Pie Oral Sex Water Sports Teacher/Student
Checked my phone every fifteen minutes just to make sure I hadn’t missed a call or text. I was more silent than normal at work and even forgot about an online quiz for one of my classes because my mind was so stuck on Sherri.
A crazy bitch of a girl, but after that one long evening with her I knew I’d never find peace until I got to the bottom of her story. There was a story, a long detailed story, and perhaps one I didn’t want to know, but she’d gotten to me and I had to know.
So much anger, livid and frightening, and much of it directed at me. How I came into it I had no idea other than knowing she’d watched me hose another girl’s tits with my cum two summers before. Sherri yelled at me, laughed at me, hit me, and taunted me with sex in ways no other girl ever had. But it wasn’t the uniqueness of Sherri’s actions that kept me from slamming the door in her face. There was that connection, some intimacy I couldn’t understand. I had to know.
Yeah, perhaps the good sex was a part of the attraction. Sherri was a redheaded demon with all the allure of any girl in a sports illustrated calendar. Hot and sexy, long legged and with the tits and ass any guy would spend a week’s pay just to sit next to. And of course a pussy that leaked cum and sucked cock in a way few girls in my past could match.
Then there was the trembling and whimpering and ongoing physical fit Sherri exhibited all through a fuck. A simple cock to cunt dance, something girls either like or don’t, and Sherri lost all control of her body. Just lay there trembling. She said it felt good, a simple fuck filling her with lots of small orgasms that never quite got her to a real climax. That was like a challenge to me and she screamed so loud with her climax my housemate thought I’d murdered the girl. She did a lot more than just wet my bed, and when we parted that night she seemed as interested as me in doing it again.
Then silence. Two days and nothing. Then four days and nothing. No way I could keep this up. Texted her more than once with the threat that I was going to sleep overnight in front of her workplace. That finally got a response and a promise for lunch on Wednesday.
Happy with that. Nervous, anxious, even perplexed and with a rock in my stomach and a thousand questions in my head, but still happy that I’d be seeing Sherri again.
A big portion of the rock in my gut came from my afternoon with Cheryl that Sunday afternoon. I normally have to do a Sunday shift at the auto parts place I work, but the big boss was there with one of his favored crew to check inventory and etc. and I was able to get the afternoon free.
My time with Cheryl was always the highlight of my week. The woman was not all mine, but when she invited me over she always made me feel like I was the only man in the world who interested her. She was a big tall lusty woman who wasn’t afraid to let her preferences be known and I was very happy to be one of those preferences. There aren’t enough words to describe it.
But this was just after my wild and tempestuous evening with Sherri, and all the showers in the world couldn’t erase the feel of the girl’s pussy as it slathered my cock with cum and then sucked my balls dry. Erupted inside of Sherri like I hadn’t had sex in a year. It was a memorable night, which meant that no way I could push it aside and pretend to Cheryl that I was as pure and clean as she expected me to be.
I could have lied. Did that more than once in my past, but Cheryl was different. I knew Sherri was going to be more than just a one-time thing and I felt too close to Cheryl, maybe even loved her a little too much, to not mention what she had every right to know.
Not that she expected me to not date other girls. It was clear that she had action of some form in other parts of her life, and she’d never pushed for day by day descriptions of what I did when we were apart. But staying clean was an absolute for her, and I’d just blown two full loads of semen inside of a girl that had been pretty clear about how guys enjoyed covering and filling her with cum.
No condom. My bad. And so my conscience and respect and love for Cheryl led me to admitting that to her.
Hardest thing I ever had to do. We’d enjoyed a couple hours in her back yard, doing some gardening and prepping for both flowers and vegetables. Good honest work, done with a close other and a shared cold beer. But she knew something was up when, after hours of toiling next to me while wearing a tight-fitting pair of worn jeans and a simple sports bra, I still hadn’t rolled her over and taken her in full view of the neighbors. I know she would have wanted that, or at least the attempt, but I played it straight and stuck to my work.
So, back in the house and with another beer between us, she looked into my eyes and said, “What?”
I was about to make a joke or throw the comment back at her or simply state the fact that I went raw in a piece of unknown pussy and that we’d have to do another check with the doctor. But I broke. Just that second I realized everything was going to change. I’d never experienced anything like it and I almost died from shame as I broke down and started crying in front of Cheryl, but that’s the way it was.
Looking into Cheryl’s hard face, her eyes laughing at what she suspected was bothering me, I broke.
“I don’t want to lose you,” I said, surprised at the tears flowing down my cheeks. I felt her reach out a hand and found the strength to continue.
“You mean more to me than any woman I’ve ever known. I can’t imagine life without you, even when I’m just a part-time guy you call when you’re lonely. You mean so much to me. Everything, in ways you couldn’t know. I even go through the list at night when I’m home and wishing I were next to you.”
With a glance into Cheryl’s face I saw that her eyes had hardened. She knew something was up. I wasn’t just declaring my undying love for her. Cheryl knew I was drawing a line and choosing to step over it.
“It’s okay, Louis. What happened?”
“You know. Met a girl. I was going to tell you I’d done a dumb thing and did it without a condom. Dumb and no way I’d lie to you about that. But...”
She waited. Didn’t try to finish my sentence or explain what she already knew. Cheryl waited. Eyes hard, heart probably working to repair itself even before I got the words out, but she waited for me to say it.
“There’s something about her. Might be nothing, but I have to find out. And I couldn’t pretend about that with you. Might be nothing and I’ll wind up back here in two weeks telling you it was all a mistake, but I have to admit it to you now.”
“Sounds serious,” Cheryl said, being polite but cold and to the point with the bluntness of a hammer. “Not just your Friday night screw.”
“A part of me hopes so, but most of me is pretty sure it’s a dead end. Doesn’t matter. Just wanted to tell you I’d messed up. Only one night, but still, needed to talk to you about it.”
“Well, one night. But you’re probably going to make the same mistake more nights in the future until this thing is resolved. Got it.”
I nodded, ashamed at the sight of another tear falling to the floor, and then she leaned over to kiss me on the cheek.
“Don’t worry, Louis,” Cheryl said in as soft a voice as I’d ever heard. “You haven’t lost me. I’m touched you care so much. Really. We may never have again what went on these past few months, but I’ll still be here. Go out and get this done. Come back and we can talk about it.”
I nodded. Ashamed. Not for my tears but for Cheryl’s stolid stance and need to remain under control. It’s not my ego talking when I say her heart was hurt. I felt blessed to be so trusted and loved and absolutely fucked into the ground by the woman and I knew it took a lot for her to share so much with me. And there I was, turning my back on it. I felt like such an asshole, but I had to see this thing with Sherri through.
Damn hateful crazy bitch. Damn the day I met Sherri. Just threw my life away and hurt a woman I loved more than life itself. And all because of some crazy bitch I hardly knew.
I was surprised to find Sherri waiting for me in the restaurant. Just that same cheap diner. She’d chosen, said it was close to work and only a bus ride away from school. Ordered pretty much the same stuff as we had the first time we were there, then talked about school this and work that. And then a long silence.
With food in front of us I pushed my cup of soup to the side and got to the point.
“This has to end, this wall, this tenseness. I need to date you, like take you out three times a week. Even if its just for a walk before you go to work. After last week, you can’t say we don’t have a connection or share anything in common.”
Sherri stared at her salad, refusing to make eye contact.
“No. Just the opposite. I think its best we never see each other again. No more texts or calling work. Just stop it, Louis. It’s killing me.”
Before I could say another thing she stood up and stiffly walked for the door. I followed, telling the waitress I’d be back before running for Sherri as she crossed the parking lot.
“Sherri,” I said while grabbing her arm and turning her to face me. “Why? No. Doesn’t matter. You don’t have to date me. Don’t have to consider me as anything but a nosey and annoying guy. But we do need to keep seeing each other. Long walks, lunch, whatever. Trust me. Let me in. There’s something there you need to let out and I think I’m the guy you should talk to.”
Sherri had a fire in her that often came off as anger, especially when she was talking to me. But at that time in the parking lot she seemed sad and resigned to whatever life she’d chosen for herself. It was obvious I was just making things difficult for her, perhaps reminding Sherri of why she was so unhappy, but no way was I going to let her go that easy.
“It’d be easier if you’d just leave me alone, Louis. Please. We’ll only get hurt. Both of us. It actually matters to me. I don’t want to hurt you, and its no fun for me. Just let it go.”
I was about to continue arguing, but realized that the parking lot wasn’t the place for it. So I walked/dragged Sherri back to the diner, quickly paid for our uneaten meal, and then marched her over to my car.
“Gotta show you something,” I lied. “Don’t worry. I’ll get you back to your work in time.”
Drove her straight back to my place. She got out but then cursed me for being a lying asshole who couldn’t think about anything but sex. I picked her up and carried her to the apartment, her verbal slings about me being a rapist who liked to fill girls with my cum being punctuated by fists and slaps to my head.
Into the apartment where I really did let her down, allowed her to stand on her own, and very softly but firmly kissed her. Sherri didn’t immediately return my kiss, but she didn’t knee me in the nuts, either. As I kissed and touched I also guided her, through the front room and back toward my bedroom. Slowly, a kiss with every step, a whisper of desire with every touch, and only when we reached my door did she try to turn away.
Too late for that. When I pushed Sherri onto my rumpled but clean bedding, she reverted to form, telling me I just wanted to get off on her tits and fuck her. Didn’t know where the accusations or anger came from, but it didn’t take a psychologist to know she’d had some trauma in her past and that I was part of it, intentional or not.
Ignored her by undressing, giving Sherri a full view of what to expect. She didn’t appear impressed or fazed until I reached out and removed her shoes. One by one, Sherri fighting all the way. And then her slacks, her ineffectual slaps and jabs with her tongue doing nothing to deter me. And then all the rest of her clothing, forcing Sherri to bare her body, naked of everything but a rather ornate gold bracelet I’d seen on her every other time our paths had crossed.
With a single look at her pure white body on my bed I was entranced, almost breathless in the wonder, and lust took me over. She was a beautiful girl, and after wasting far too many words in telling her so, I pulled her reluctant form into my raging desire and simply took her.
Not too violently. I even gave her a choice. Sherri had turned her back to me but I just spooned her from the rear, and rather than take her like that, slipping my dick in and pumping in a load of cum, as she so often described it, I kissed my way down her body. Down her neck and back and to her ass, making love to both rear cheeks before turning her over. In trying to suck on Sherri’s firm white breasts she grew more quiet, pulling her knees up and trying to turn away, but that’s when I forced myself upon her.
I rolled Sherri onto her back, forcing her knees back to her chest, her legs over her head, her face looking up into mine with a mixture of resignation and malevolence. With her trapped under me, my hands holding tight to her shoulders, I whispered my love, bent low to softly kiss her lips, and then slipped my throbbing dick inside of her.
I groaned at the incredible warm wetness the hood of my cock entered into. So incredible, and while Sherri still glared at me, her mouth opened and her gentle trembling changed, becoming more distinct. And after a couple of long slow deep passes into the girl’s seemingly endless tunnel, her hips jerked and her eyes closed as she filled the room with a loud moan.
Then I pulled out. That caused our eyes to re-join. Pulling one of her hands down to where my long cum-wet but still throbbing dick lay within the thick tangle of feminine flesh and red hair that took up so much space between her legs, I continued with a slow back and forth of my hood through her slit and over her clit, again and again.
“There. Hold me, Sherri,” I softly intoned, pulling her hand down to where I was pressing my moving cock into the length of her vulva. “It’s so good to be doing this with you. Not fucking you or anything like that. Not yet. Just being intimate and close with you. I can’t get you out of my mind. And, yeah, I’m going to cum. Pump my seed all over you. Or in you. You choose. Shoot my cum all over those gorgeous tits of yours. Or you can push me back and put me inside of you so I can fill you with all my semen. Your choice.”
Bent down to give her another soft kiss, and moved one hand to begin playing with her tits, giving a soft but firm twist to each of her nipples. I could see the perspiration forming on her face and knew I was getting to her. Pulled back with my hips, pulling my cock out from under her hand and pushed into her, deep for a few long slow strokes, before pulling back and rejoining her fingers.
“Press more firmly on my hood, Sherri,” I’d said, almost passing out from the pleasure. “Press down onto your clit. That’ll be good for us both. Yeah. Gonna cum soon. Spray my cum all over your tits and face. You’re so beautiful. Which do you want?
That’s when I sped up, humping the girl’s slit and clit, her hand still there giving minimal guidance to my action. Leaning into her, crushing her knees further down onto her shoulders.
“Gonna cum. Really want to cum inside of you. Be a part of you. Don’t want to just waste it all on your tits. Not now. Let me love you, Sherri. Let me inside. Let me fuck you and love you and cum inside of you. Please push me in.”
I was looking right into her eyes when I said that, and something must have clicked. She must have seen the anguish and desire and absolute love I had for her because she used her fingers to push my cock back, guiding me back and directing me into her vaginal sheath. We groaned again, in unison. I slowed a bit, taking a moment to ease my weight on her legs and allowing them to lower around me to the bed.
Then to the finish. I really was ready to blow my balls into the girl. I pushed my hands down to her ass, gave a quick kiss to her cheek, and laid into her, pounding hard and deep while softly repeating, “Sherri. Sherri.”
In a soft reply I heard Sherri say, “It’s okay, Louis. Cum in me. Cum in me.”
Only a few more seconds of seriously hard fucking of the girl before my balls finally gave it up. And with my loud groans of completion, the incredible feeling of my seed shooting into Sherri’s pussy, I also felt her lift her legs and wrap them around my waist and pull me in as she growled the command, “Cum in me.”
The orgasm took me over and I found myself biting Sherri’s neck, hands still down massaging her ass but with one thumb shoved deep up her anus. Kept grinding into her, hoping to lose every wayward drop of semen and bit of sperm as deep inside of her as I could.
But then my attention was given over to listening to Sherri. Her legs were still wrapped around me, as were her arms, but her breath was coming in long shuddering lungfuls. I remained the jerk by continuing my exploration of her ass with my thumb while slowly moving my somewhat deflated dick in slow motion through her newly cum-filled twat.
I also turned my face to hers and asked, “Are you okay, Sherri? I needed that so much, to cum in you. Not just to soak your breasts, but to be in you all day and night. It was wonderful. But what about you? Can I do something more for you?”
She opened her eyes and looked at me, giving me a smile and shaking her head. Bullshit.
I pulled out, both ass and pussy, and rolled to Sherri’s side. Pulling her in I kissed her, long and deep, and felt only joy when she returned the kiss. Then fingers down low, dipping two into her, the abundance of my leaking cum making it an easy thing to go knuckles deep. With a thumb up to press into and play with her long and thick clit, I began a simple finger fuck of the girl. Curling my fingers up and pulling out of her hole and repeating a few dozen times. Playing with her, sucking her tits and nibbling on her nipples, watching her eyes and face, as I fingered and thumbed the most beautiful slut I’d ever had in my arms.
Not all girls like fingers, being finger fucked, or sometimes not even having their clits stroked by a finger. I have yet to come across a girl that didn’t want me to suck her clit or tongue her twat, but fingers are a different matter.
Only a short minute into dipping my fingers into Sherri and her eyes went wide, her body beginning to tremble, her fists rising to her neck. Then closed eyes, short jerks of her hips, gasping for breath and low noises like whimpering. She grabbed my arm, rolled in and out of my embrace, and within five minutes she imploded. Not just exploded, like me going wild and shooting out cum. She tightened up, let out a long wail, then went crazy with a few shrieks and slaps to her own ass. Great wild orgasm. Then she pulled in on herself, pulling my hand deep into her tightened thighs, her head into my chest, her hands clutching me for fear I’d leave, shivering, her breaths fast and shallow.
It took a long minute before I could get Sherri to relax, kissing her cheek, licking the sweat from her face, and touching the many parts of her body I knew every man in the city would die for just a glance of. And as she unlocked her legs, I pulled my fingers from within her thighs and brought them up, wiping them on the sides of her breasts.
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