Sheila’s Story III

Literotic asexstories – Sheila’s Story III by je71sox,je71sox Continuation of fictional story. Comments are welcome. Let me know if I should continue this storyline.

I kept this story in this category because of the previous chapters.

I can’t believe Sheila gave me her father’s number to call him. Sure, she was shitfaced and puking everywhere, but she knew, Mary and I were curious about him. Mr. Jeffries oozed sexiness. He was the epitome of tall, dark, and handsome. As soon as she told us to call him, I grabbed my phone, telling her, “I’ll call him for you. Type his number in.” I thought he was hot, but I didn’t think anything would come from having his number. It started innocently enough.

Later that night, I texted him. “Hey, Sheila’s dad. Just checking in. I wanted to make sure Sheila made it safely to you.”

I wasn’t expecting an immediate response from him. When suddenly, my phone dinged, “Hey. I’m guessing this is the friend who called me earlier. She is fine. Thank you for checking in on her. She’s in the shower, trying to sober up. Which friend are you?”

“It’s Megan. We’ve met a couple of times. I was with her on Friday.” I texted him back.

His responses were quick. “I know you were one of the M&Ms. I get confused about which one is Megan and which one is Mary. Sorry if that seems rude. What do you look like?”

At first, I was offended that he didn’t realize which one of Sheila’s friends I was. I was drunk and thought, fuck it, let’s play this game. I know I am attractive. So, I typed him my description, “I’m the five foot six, blonde, blue eyes, long legs, slim waist, big boobs. Ring a bell now? LOL!”

“Yeah, it does. I hoped you were the hot one. I think Sheila is getting out of the shower soon, so once she’s settled, I’m gonna head off to bed. Should I keep your number?”

I was flattered that he thought I was hot. I didn’t want to seem desperate, but I did want him to keep my number. Sheila would never forgive me if she knew I was flirting with her father over text. I was nervous about our back-and-forth texting. I didn’t want to lose my friend. “To be honest, Sheila would lose her shit if she found out we were texting. I don’t want her to be upset with me. What do you think we should do with each other’s numbers?”

The sneakiness made my heart race. What is he typing, my impatient mind thought. “We don’t need to tell Sheila we have each other’s numbers. We should stay in touch.”

For some sick, demented reason, his response made me happy. Again, he’s an older man, and I didn’t think anything would come of this, but it was exciting to think about. “I’d like to stay in touch. Maybe you can be my guy advice person, lol. By the way, how old are you exactly?”

Regardless of how old he was, he was hot as fuck. Sheila was correct when she said we wouldn’t know what to do with him. I’m not a virgin, but I wasn’t an experienced whore either. “I’m forty-seven. Too old for you, lol. Unfortunately.”

The more we texted, the more flirtish I became. “Who says you’re too old for me? I’m a woman, I say, who is too old for me. Although you are the same age as my father.” Let’s see what comeback he has for that one, I thought.

‘Well, Ms. Megan, maybe I’m not too old for you. But are you sure you want to go down this path with me? Do you have a dad fetish or something? LOL! I think Sheila is about to come out, so I am gonna have to shut this down for the night.”

Selfishly, I was pissed Sheila was getting in my way tonight. I wanted to give him something to think about for the rest of the night. “Maybe I do have a dad fetish. Maybe mine is having a black dad fetish who happens to be over six feet tall and chiseled. Do you think you could help me with that, Mr. Jeffries?” I waited for a response. I stared at my phone, waiting for him to say something until I fell asleep.

I got no response until the following afternoon. “I could help you with that. You should be careful. I’m not a boy; I’m a man. You young women think it’s all fun and games until it’s time. Then, you want to call it off, make claims, or cry about it.”

At this point, I no longer had the alcohol courage I had last night. I was scared that I enticed him too much. I gave my response some thought. “Well, look who decided to speak. You don’t scare me. I can handle anything you can dish out. I’m not a girl; I’m a woman.” I desperately wanted to see where this would lead.

“You talk tough, young lady. I’ll believe it when you come to my place. I bet you won’t do that. You know better”, he said confidently.

“What happens if I come to your place tonight, tough guy? I think you are all talk, Mr. Jeffries. LOL!” I thought to myself, was I really contemplating doing this?

“Just know, if you come to my place and willingly come in, that is agreeing to what happens when the door closes. You have been warned. I have stuff I need to do today. Let me know what your plans are later. I don’t think you are coming here. You know better, and my daughter told me you or the other M wouldn’t know what to do with a real man.”

I was embarrassed that Sheila said that to her father. He didn’t need to convince me that he was dangerous. I knew he was. “Well, I guess we’ll see what happens. I’m supposed to hang out with Mary and Sheila today. That usually includes drinking, as you know. So, I guess we’ll see what happens, tough guy. LOL!”

Mary and I met for dinner at the pub around the corner from our college. Surprisingly, Sheila canceled her plans with us. We weren’t surprised, Sheila gets hungover every time she drinks, and last night, she was shitfaced. Mary was worried about her, saying Sheila always answers her texts, but today Sheila sent the one text saying she wasn’t going to make it. Then didn’t respond to either of us. I told Mary, “Don’t tell Sheila this, but I texted her father last night to make sure she made it to him.”

Mary giggled like a schoolgirl. “OH MY GOD! Did he text you back?”, she asked.

“Of course he did. He told me Sheila was puking all over the place.”, I lied. I was still contemplating going to his apartment and I didn’t want Mary to keep calling and texting Sheila. I figured she was at home sick. Let her be and rest. I told Mary, “Let’s get drunk!”

Mary laughed and said she needed to slow down her drinking. She didn’t want to be hung over for school tomorrow. As I was finishing my second drink, Mary asked me, “Did you and her father talk about anything else? He is so fucking hot. Did you keep his number?”

I downed my drink before answering Mary’s questions. I knew I had to be careful. Mary has a big mouth, and she knew to wait until I had a couple of drinks in me before answering. “No, we didn’t talk about anything else. I didn’t save his number, but I didn’t delete it either. Mary, let’s be honest, out of the three of us, you would be the one who wouldn’t be able to handle a guy like him. You would become a stalker.” I said as I laughed.

I could tell Mary was angry with me. “You know, you are a shitty friend sometimes. That was mean. Just because I’m not easy does not mean I can’t handle a guy. You haven’t had sex since Jim broke your heart last year, but you don’t see me making fun of you. You need to get fucked, and maybe you’ll stop being such a bitch.” Mary then got up to leave. Telling me, “Don’t call me for help when you’re drunk later. See you when you get home.”

I attempted to get Mary to stay and tried to apologize. I could not believe Mary left me there. There was no need to bring Jim up either. She knew that the end of that relationship almost destroyed me. Fuck her, and fuck Sheila too. I didn’t need either of them. I continued ordering drink after drink until the waitress told me it was time for me to head home. I felt like everyone was against me tonight. I decided to text Sheila’s dad. “Hey. Can I come over tonight?” Fuck it, I thought. According to Mary, I needed to get laid. I’ll fuckin get laid.

He asked, “Are you sure you want to come here?”

I responded emphatically, “YES! I am sure. What is your address? I’m getting an Uber now.”

Mr. Jeffries sent me his address and texted me, “I’m gonna take a quick shower. Text me when you are here.”

I texted him once I was in my Uber. “OK, I will. By the way, don’t judge me. I’m kind of a mess, and I’m drunk. So please, be kind to me.”

As we pulled up to his address, I got a text that said, “What I am going to do to you is not going to be kind. LOL!”

I am not going to lie; that text made me nervous. I have been talking a good game, but I felt like I was in over my head. I went back and forth in my head if I should tell him I was there or not. Sheila was right; why did I think I could handle a guy like him? A big reason the three of us were so close was that we were all inexperienced with men and had lived very sheltered lives. Neither of my friends knew this, but Jim was the only guy I had ever been with, and he cheated on me because he said I sucked in bed. Now, I am in front of my best friend’s dad’s place to have sex with him. What the fuck was I thinking. I texted him, “I’m here. Please be kind to me. I am scared.”

Mr. Jeffries opened the door to let me in. Before he closed it, he asked, “Are you sure you want to come in? Figured I’d ask before I close the door?”

I turned to look at him. I was taken aback. He stood in a pair of gym shorts with nothing else on. My eyes fixated on his flat, ripped stomach, and his thick chest. He looked like a Greek God standing there. “Um…Yeah. You can close the door. Do you have anything to drink, Mr. Jeffries?”

He started laughing. “Is that what you are going to call me all night?” As he closed the door, panic set in that I just permitted him to do whatever he wanted to me.

I had never been as scared as I was at that moment. “What do you want me to call you?” I asked.

“Sit down. You need to relax a little.” He was right, I did need to relax. I went to sit in his chair when he said, “No, don’t sit there.” He put his hands on my shoulders as he guided me to the bed. “This is a better spot to sit. Isn’t it?”

I was terrified. “Umm…Yeah. This is good. What now? Sorry, I don’t know what to do, and I’m nervous.”

“How about we start with you calling me Larry instead of Mr. Jeffries. Or were you hoping to get that fetish out of your system and prefer to call me Dad.” he said as he laughed.

I was mortified he brought up the “dad” comment. I realize I had talked shit to him, but I wasn’t serious about having a dad fetish. “Um…Yeah. Larry is OK. I don’t know what you plan on doing, but I am not sure if anything should happen, Larry. I feel like I had too much to drink and may have made a bad decision. I really don’t know what I am doing.”

As soon as I said this, Larry stood up. I thought he was going to open his door and tell me to leave. Instead, he took his shorts off while standing in front of me. He grabbed my chin, tilting my head to look up at him. “You came here to get fucked. How about we start with you sucking my cock.” Then he placed his hand on the back of my head, pulling it towards his cock. I did not react or open my mouth. All I could do was stare at his dick. It was still soft, and it was enormous. He gently pulled my hair, causing my head to look up again. He then grabbed his dick and started slapping it on my face. He asked, “So, you are gonna play hard to get, little girl? I thought you said you were a woman?”

My inexperience was obvious to him. I had never had a guy hit me in the face with his dick. I felt humiliated. I told him, “I think I talked too much shit. Can we go back to just sexting with each other? You were right and proved your point. I don’t want Sheila to be mad at me.”

He was looking down at me with a smile on his face. He looked like he was contemplating what to do. Then, he was very clear with his words. “No, we can’t. We are here now. How about we get your clothes off and have some fun?” He then gave me a light but purposeful slap across my face. I felt my nipples harden and my slit slicken from his slap. Terrified and excited, I realized we were not playing the same game. I was arrogant with my teasing and leading him on while he took everything literally. Larry’s confidence and dominance over me had me melting. I was still unsure if I should get out of there or wait and see what was going to happen next as I continued to look up at him after his slap. Larry continued to look down at me as he said, “You look nervous. Are you nervous, Megan?”

I was struggling to keep eye contact with him. “I am nervous. You make me nervous. I feel like no matter what I say, you won’t let me back out of this, Mr. Jeffries. I feel like you are going to do whatever you want, and I set myself up for this.” Mr. Jeffries said nothing as he guided me to my feet. Once I was standing, he leaned down. He pressed his lips to mine as his tongue separated my lips, invading my mouth. His kiss was passionate, unlike any kiss I had ever experienced. The more we kissed, the more my mind forgot about my fears. Mr. Jeffries was working me into a frenzy. Again, he grabbed my hair, pulling my head back as his lips and tongue explored my neck. Mr. Jeffries had an animalistic effect as he sucked and licked me into a frenzy. His hands easily found their way up the back of my loose top, quickly unsnapping my bra.

He worked his mouth to my ear, whispering, “Still scared?”

My breathing was heavy as I responded, “Should I be?”

I felt Larry grip the top of my shirt, and with one strong pull, he ripped it from my body. He stepped back and told me, “Yes, you should be scared.” He placed my hand on his dick. I was in shock at the size of it. I was unable to close my hand around his large member.

Once again, panic set in. All I could think about was that I bit off more than I could chew. My mind raced on how I was going to be able to stop all of this. Larry pushed me back, causing me to sit on the edge of his bed. He grabbed my hair again, pulling my face to his now erect dick. He demanded, “Open your fuckin mouth.” I was fearful of what he would do if I didn’t, so I did as he told me to. As his dick entered my mouth, I immediately thought I will not be able to breathe. He took complete control, gripping my hair with both of his hands as he slowly fucked my mouth. It was during this time I realized he wasn’t fully erect. I felt him getting bigger and bigger in my mouth. It got to the point where I didn’t think his girth was going to fit anymore.

I pulled my head back and ended up whipping myself to a lying position on his bed. Larry immediately undid the button and zipper on my pants. I asked as I attempted to hold my pants from being pulled down, “Hey, can we take this slower? I’m not sure if we should have sex so quickly. I talk a lot of shit. But I don’t sleep around.”

Larry kept his grip on my jeans as he ignored my plea to keep my pants on. I could not compete with his strength as he yanked not only my pants but my panties down to my ankles. He was laughing as he looked up at me and said, “You talk to fucking much.” He finished removing my pants and panties from my ankles as he quickly opened my legs and got on top of me. His movements were fast for such a big, older guy. Once again, he pressed his lips against mine, reigniting his passionate kissing. Larry’s kissing melted me. I had never experienced a guy who could melt me like this with kissing. He knew exactly what to do with a woman, I thought. It wasn’t long before I forgot about my fears and had my arms wrapped around Larry’s shoulders and neck full-on in heat, making out with him.

Looking back on this experience, Larry knew what he was doing. He worked me up until I got nervous. Then, he would slow down, get me comfortable again, and work me back up. He was toying with me. I did not realize it when it was happening. I was too focused on how good it felt to be that excited sexually.

Our kissing turned into our bodies being completely pressed into each other. My mind wasn’t paying attention to anything except how good I felt at that moment. My hands were all over his back as we moved each other’s lips to our necks. We were like two wild animals with our hands all over each other. Then, without warning, Larry was at my slit, pushing into me.

My pussy alerted me that I was not going to be able to accommodate his size. In an instant, I snapped out of the trance I was in. I whispered, “Mr. Jeffries, it’s not gonna fit.”

I was worried my friend’s father was going to ignore me as he did earlier. Mr. Jeffries pulled himself up and looked directly into my eyes. The tip of his dick stayed wedged at my pussy’s entrance. He smiled at me as he said, “SSHHH…It’s OK.” He then started to push more of his dick into me slowly.

I was stretched beyond my limits. “Mr. Jeffries, it hurts. You are too big. Seriously, I can’t take all of it.” He continued to look down at me and smile. Unpleasantly, Mr. Jeffries dropped his weight, plunging into me at full force. Instinctually, I screamed, “OWE! MR. JEFFRIES! YOU ARE HURTING ME!”

It felt like his dick was hitting my stomach as I suffered with every thrust. “You like my dick, don’t you?” I was whimpering as he was destroying me. I was attempting to catch my breath as my words failed to make it to my mouth. As he pulled his dick back and slammed back into me repeatedly, knocking the wind out of me.

Finally, I was able to catch my breath and form words. I whimpered, “Mr. Jeffries, I can’t breathe. Give me a second, please.”

Mr. Jeffries knelt between my legs. His dick was still in my pussy but receded slightly. He asked me, “Too much dick for you?” while smiling and rubbing my clit.

Again, I realized I was at his will, yet he was able to calm me right down. I had never felt this vulnerable and powerless before. “Yes. You are too much. I thought you were trying to break me.”

“I am going to break your tight pussy. I like you, tiny, big-tit blonde bitches who talk shit. Is that what you want? For me to break your pussy?” He said as he forcefully slammed his cock into me.

I was not expecting him to do that as I yelped from the surprised mixture of pleasure and pain, “OWE! MR. Jeffries! Why do you want to hurt me!”

He was still staring down at me as he slowly moved his cock back and forth. “You like when I slam you with my cock, don’t you, bitch?” Again, he slammed into me.

My body reacted to the pleasure of his cock as it violently stretched me. “OH! FUCK! MR. JEFFRIES! PPPLLLEEEAAASSSEEE!” I was pleading, but not for him to stop. With each thrust, the pain was dissipating.

He asked as he slammed my pussy again, “Please what, bitch?” I said nothing this time because, again, he knocked the wind out of me. I could feel my eyes rolling with every thrust. “You want me to fuck your tiny pussy, don’t you?” he asked as another thrust invaded my pussy.

This was all new to me. Besides instinctual moans and heavy breathing, I never had someone speak to me or expect me to say anything during sex. I was embracing my vulnerability in this moment. Mr. Jeffries was turning me into a sexual being. My imagination was running rampant when I finally asked, “It doesn’t matter what I want, does it, Mr. Jeffries?”

Mr. Jeffries placed his hand over my mouth as he leaned into me. Telling me, “It doesn’t matter.” As he buried his cock deep into my pussy. His thrusts were now fast, hard, and deep. He was pounding me into his bed. I could feel my pussy juices lubricating him. The pleasures he was causing were intoxicating. I could feel my orgasm building as I bit the hand over my mouth. He knelt up again, continuing his vigorous assault on my pussy. He slapped me in the face again, instructing me, “No biting. Do you understand?”

As his hand struck my face, my orgasm exploded from my pussy. I screamed out, “YES, SIR! I UNDERSTAND! I’M SORRY! PLEASE FUCK ME!” I had no idea where that came from. All I wanted was for the sensations to continue throughout my body. My sexual excitement was overtaking my sense of reality. I started to whimper in Mr. Jeffries’s ear, “Fuck me, Dad…Fuck your girl’s pussy. Make me cum again, please.”