Sheila's Story Ch. 04

You know, I really do appreciate Sheila and Megan's friendship, but I get tired of them always saying men wouldn't be interested in me. I mean, besides my height, I think I'm really attractive. Sure, I'm short at four feet eight inches, but I have a nice body and a pretty face. I look younger than my twenty two years of age. The only time I get frustrated with people besides my friends is when someone doesn't believe my age and thinks I'm a high school student. We'll see if they are still talking shit when we're in our forties, and they look their age while I won't.

Anyway, here's why I feel this frustration. After Megan slept with Sheila's father, Mr. Jeffries, she went out of her way to tell me that I wouldn't have a chance with him. I listened as she bragged about what they did. And even though I covered for her, she still went out of her way to belittle me. I spent months plotting and planning, and once we had a break in December, I was going to try to get Mr. Jeffries' attention.

It was Christmas break, and Sheila was going on a cruise with her mother. Megan was going home to spend time with her family. I told them I was going home, but I had already told my parents I was staying on campus to do some extra studying, which wasn't unusual for me.

I had snuck into Megan's phone, but she must have had his number under an alias, and I couldn't figure out which number was his. Sheila's phone is like Fort Knox. She doesn't let anyone use it or hold it. I was growing frustrated with my plan. The only information I had about him was where he worked. But the hospital he worked at was the biggest in the city, so it was unlikely I could go there and "accidentally" bump into him. The only other information I had was the bar he liked to go to. It is in a rough part of the city. I worried I wouldn't run into him and would be stuck in a neighborhood that scared me to no end.

Before leaving for her cruise, I went out of my way to get more information about Sheila's father. I knew I needed to be careful because Sheila was overprotective of her father. One night I asked, "Hey, do you need me to do or take care of anything while you're gone? I know your mother has a cat. I don't mind driving over to her house and taking care of it if you need me to."

"Aw... You're such a good friend, Mary. Her friend is taking care of it, but thank you!" she said in a condescending tone.

"No problem," I told her with a fake smile. Then, I asked, "What is your father going to do with you going away for so long? He's going to miss you like crazy." I had really made up my mind about seeing if he would try with me what he did with Megan.

"I'm going to miss him like crazy. We tried to get him to go with us, but he didn't want to go. He'll probably have fun with his friends at the local bar he hangs out at. The place is a dump, but everyone knows him there, and they love him," she told me.

"He doesn't go there every night, I hope?" I asked now that she was speaking freely about him.

"He typically goes there on Thursdays and Fridays. I hope he doesn't end up going there every night. He's a big, strong guy, but it takes him a few to catch on about things, and I'm always worried some bar pig will set a trap for him." There was the overprotective Sheila that I knew. I ended the conversation before she asked me why I wanted all this information about her dad.

Both Sheila and Megan left on a Sunday. I was a nervous wreck, but I had a plan. Even though it was only Monday, I was going to drive by the bar and see if he was there. I figured the worst case scenario would be that I'd have to wait until Thursday for a chance to see him.

It was seven o'clock when I got to the bar. I drove my car there. I hardly drive my car because, living in this city, I don't always need it, but there was no way I was taking an Uber or public transportation to this neighborhood.

I was outside the bar, and I peeked in the window to see if he was there before just walking in. I heard someone behind me, and got startled, "Hey, can I help you? Are you lost?"

I nearly screamed as I turned around. To my shock, the person behind me was Mr. Jeffries. "Hey, Mr. Jeffries. No... um... I'm not lost," I said as I was scrambling for an excuse for why I was peeking in a barroom window. "I... um... was looking for my friends. I... yeah... I thought, um, they might be here."

Mr. Jeffries started laughing. "I remember you. You're one of the M & M girls that go to school with Sheila. Which one are you?"

"Oh, yeah, sorry, I'm Mary. I guess they're not here," I said as I started to chicken out of my plan.

"No, they aren't. I don't know where the other M is, but Sheila is away with her mother for a couple of weeks," he told me.

I was frustrated that he didn't remember my name, but I was happy that he referred to Megan as the other M. "Shit, I forgot that Sheila was going away. I thought she wasn't leaving until this weekend. I'm so stupid sometimes," I said nervously. I was practically shaking from my nerves as I stood there. I had gone full chicken out mode, "I'm just gonna head home then. I thought they might be here because they weren't at our regular hangouts," I said as I started to walk away.

"Mary, you're already here; you should at least have a drink before you go. At least it wouldn't be a total waste of time," Mr. Jeffries said.

"Are you sure? I don't want to be a bother, and you don't need to feel bad for me," I told him, hoping he would let me go. It's funny, I had this big plan that I concocted out of anger. But when it came time to put it into action, I walked away like a scared little mouse, which is what my friends called me all the time.

"You're not a bother. It would be nice to have someone to talk to while my daughter is away. And I have no reason to feel bad for you. C'mon, I'll buy you a drink, and we can sulk about people leaving us here by ourselves," he said, convincing me that not only would my plan not have worked, but the man that Megan described wasn't the version standing in front of me.

"Fuck it, Mr. Jeffries, let's have that drink," I told him.

The bar was as scary as I remembered it being. I got a lot of looks as we walked in, especially from the women. We ordered our drinks and started talking immediately. He was nothing like Megan described. She said he was a sex crazed maniac, and with me, he just asked a lot of questions. It almost felt like a date, a good one. He would ask me something, then listen as I answered. He seemed interested in learning about me and my background. One drink turned into two. He asked, "There's an all-night diner down the street. Want to grab some food? You've had a few drinks, and I haven't eaten anything. I don't need you getting sick."

He was right. I wasn't drunk, but I needed to kill a little time, and eating would help. I hadn't eaten all day because I was nervous about my original plan. "Sure, I am starving."

While at the diner, we ate and talked more. Before either of us noticed, it was one in the morning. I felt fine and got lost in conversation until he said, "Well, you should probably head home."

"Oh shit! I didn't even realize what time it was," I lied. At this point, I was just enjoying his company. I had forgotten that my whole plan was to seduce him, or to have him take advantage of me the way Megan described how he was with her. "I can't believe we spent all this time together. Time really flew."

"Yeah, me either. Can you do me a favor?" he asked.

"Yeah, sure. What is it?" I asked nervously. Was this going to be when he asked me to go home with him, I thought. What if he does?

"Can you text me when you get home, so I know you made it safely?"

Was I scared to do anything with him the minute I saw him tonight? Yes. But the fact that he showed no interest in me really took the air out of me. "Yeah, I can do that, Mr. Jeffries. What's your number?"

"I thought you had my number. The other M had my number, so I thought you did too. What's her name again?" he asked with no emotion towards her. "By the way, stop with the Mr. Jeffries. I'm not your professor or dad. Larry is fine," he said with a grin on his face.

I liked that he didn't even remember Megan's name. "Her name is Megan, Larry," I said, sticking my tongue out at him.

When we left the diner, he walked me to my car. I wanted more time with him. I practically pleaded with him, "Let me drive you to your apartment. It's freezing out, please." Larry laughed at me and got in my car. I drove him one block to his apartment. I asked, "This is why you laughed at me, isn't it?"

"Yeah. I didn't have the heart to tell you," he said, laughing.

"Yeah, but... I got to spend a few more minutes with you, so it worked out for me," I said timidly.

I was shocked by his response. "Yeah, well, I got more time with you too. It worked for me as well. Don't forget to text me when you get home." He then got out of my car, waved, and walked into his apartment.

My whole drive home was filled with confusion. He flirted with me before getting out of my car. Why didn't he try to follow up on that? I wondered. As soon as I got into my apartment, I texted him. "Hey, thank you for a great night. I made it home safely."

"I had a great night too. I'm glad we ran into each other. Don't worry, I'm going to chew Sheila out for not telling you she was going to be away," he texted back.

I was in full-on panic mode. The last thing I needed was for Sheila to know I lied to her father and hung out with him. And if Sheila knew, then Megan would know. If Megan found out, I could lose both of my friends. I texted quickly, "Mr. Jeffries, can you not bring this up to Sheila? If she ever found out we hung out together, she'd be pissed at me. I don't want any drama."

"I didn't take you as a bad girl, Mary," he texted me.

I didn't understand what he was insinuating. I texted, "Huh?"

"You don't want drama, but you want me to keep secrets from my daughter? What other secrets should we keep from her?"

I assumed he was flirting with me, but I needed him not to mention anything to Sheila. "I'll tell you what; if you don't tell her, I will owe you. Seriously, I don't need her and Megan being mad at me."

"Why would Megan be mad?" he asked.

I was panicking and saying too much. I texted him, "Please, Mr. Jeffries. Can you promise me that you won't tell Sheila?" I said, deliberately avoiding mentioning Megan again.

"I will promise you that I won't mention it to Sheila or Megan if you promise to hang out with me for as long as I want another night this week. Do we have a deal?"

Mr. Jeffries, um, Larry, was hard to read. All night there were glimpses of interest, but he followed up with hard to read messages. "We have a deal. I'm supposed to go out with a couple of friends for drinks tomorrow night, but that is the only thing I have planned this week. So, you name the night, and I will hang out with you, I promise."

"Well, I think we should hang out after you're done tomorrow. I don't mind waiting for you. I'll be home around ten. Do we still have a deal?" he asked.

"Where are we going to hang out that late at night? The Bar?" I asked naively.

"No. I will be home from the bar around ten."

I couldn't believe he was suggesting we hang out at his apartment. To clarify, I asked, "At your apartment?"

"YES! No one will know."

This was the first time that text intimidated me. Why did I have to go looking for him, I thought? "Ok. I will be there at ten. Sorry for asking you to keep us hanging out a secret. I hope I didn't make things uncomfortable for you."

"Get some rest. I'll see you tomorrow. Don't try backing out either," he texted.

"I won't back out, I promise," I told him.

The following day dragged. I got no sleep, and I spent the whole day overthinking everything. I just wanted the time to fly by, so I could go to Mr. Jeffries and figure out what he intended to do. I tried to nap, but instead of falling asleep, I just thought about what Megan told me about him. More importantly, I thought about Sheila and Megan telling me I wouldn't know what to do with a real man. What would I do if he attempted to do to me what he did to Megan was the thought that wouldn't go away.

I met my friends, Tammy and Beth, for dinner and drinks, as I had planned. Around nine thirty, I guzzled my third drink and ordered a stiffer drink that I practically downed in one gulp. I was trying to time my drinking, so I would be buzzed by the time I got to Mr. Jeffries' apartment. I said my goodbyes to my friends and raced to Mr. Jeffries' apartment.

Just as I had planned, the alcohol kicked in right when I got to his door. I knocked nervously. When he opened the door, I was taken aback. He stood there in gym shorts, with a towel around his neck. He had no shirt on. His body was amazing. He looked like a Greek God. "Hey, you, c'mon in." As I walked in, I saw a small table with some chairs, his bed, and a recliner. I saw an open bottle of alcohol on the counter in his kitchen area. "Want me to fix you a drink?"

I was a nervous wreck. "Yes, please. Thank you, Mr. Jeffries."

I watched him pour some orange juice, then vodka. "I thought we were past the Mr. stuff?" he asked, shooting me a look I couldn't read. "Go sit on the bed. I know my place is small, but I've been here too long to move." I took my coat off and climbed into his bed. I sat across the bed, so I could lean my back against the wall and see the TV. When he came to bring me my drink, he got into bed with me and sat next to me. I don't know why, but I assumed he would sit in his recliner. "What do you want to watch?" he asked.

My nerves were shot. I gulped half the glass he had just handed me. "Doesn't matter to me, Larry. Whatever you want," I said while the bitter vodka taste swam through my mouth.

We sat there silently for the next few minutes while I finished my drink. He asked, Are you ok? You don't seem to be the same person you were last night."

"Yeah... I'm good... I'm just a little, you know... I'm at my friend's dad's house, sitting in his bed with him... You know, it's a little, yeah, I don't know." I felt like a moron stumbling through words. Sitting next to him like this also reminded me how little I was to him. I felt tiny and helpless.

"Just try to relax, ok? I'm not going to tell anyone if you don't. Does anyone know you're here?" he asked. Because I hesitated to answer, he asked, "Want a refill?"

I hadn't told anyone where I was going. I would never tell anyone that I was going to Sheila's father's apartment late at night. I snapped out of my trance and told him, "Yeah, you can refill it, please." As he was making me another drink, I told him, "No, no one knows I am here. There would be too many questions. You know what I mean?"

After handing me my drink, which I practically snatched out of his hand, he sat next to me again, only this time closer. "What do you think people would ask if they knew you were coming here with me?" he asked.

His question nearly made me choke on my drink. He knew what I was implying, but he wanted me to say it. I said nothing. Instead, I sat there guzzling my drink. I just wanted the alcohol to hit my system. Then, I looked at the TV. An old time TV show was coming on, and he was about to change it. "Hey, don't change this. I love this show," I said to change the subject.

Larry wrapped his arm around me, pulling me into his chest. "Well, snuggle up, and we'll watch it." I went with his movements. I rested my head on his bare chest. He took my empty glass and put it on the table by the foot of the bed. My arm dangled awkwardly, so I rested it on his bare stomach. "This is nice, isn't it?" he asked.

The alcohol was kicking in, finally. "Yes, this is nice," I encouraged him.

We sat in silence, watching an old sitcom. For the first episode, the only noise in his apartment was us laughing when something funny happened. When the next episode came on, he asked, "Are you staying the night?"

My first thought was Megan saying how upset she was that he told her to leave the night she was here. And now, here he was asking if I was going to stay with him. The alcohol was making me braver than I would have been without it, so I told him without looking at him, "If you want me to. Do you want me to sleep here tonight?"

"Yeah, I would like that. Do you want one of my shirts to sleep in, or are you going to sleep in jeans and that shirt?"

That was a good question. I was feeling warm from the heat in his apartment and all the drinking I had done. I wanted to get out of these clothes, but I also knew the message I'd send if I took them off and wore one of his shirts to bed with him. I let the heat and booze decide. "Yeah... If you have an extra shirt, that would be nice."

"I'll grab you one. No need to be uncomfortable," he said as he got out of the bed. I got up with him as he looked for a shirt for me. I was standing behind him like a puppy. When he turned around, we were inches apart. "Jesus, you are tiny. How tall are you? Here, this is probably the smallest shirt I have."

My face was barely level with his belly. "I'm four foot eight inches. How tall are you?" I asked for no apparent reason.

"Six, three," he said while handing me the T-shirt. He pointed to the bathroom. Once inside, I finally felt like I could breathe. I stripped out of my clothes. I stood there looking at my body in the mirror. I felt like I looked good even though my belly had an extra pound or two. I debated whether to leave my bra on or take it off. I unclipped it and watched my C-cup breasts as they hung perfectly. My ass has always looked perfectly round. As I adjusted my panties, I slid a finger down my mound, and to my surprise, my slit was wet. I figured, fuck it, as I left my clothes, including my bra, on his bathroom floor. The shirt was so big on me, I felt like I was swimming in it. When I got back to his bed, he had turned off all the lights. The only light in his tiny apartment was from the TV. He told me, "Come back here," and waved for me to rejoin him in bed.

I did as he requested. I rested my head on his chest and my arm on his stomach. As we sat there, he started rubbing my head. His fingers running through my hair affected me. I was so relaxed that, without thinking, my fingers started circling his stomach. I don't know how long we did this because I was so cozy that I had closed my eyes. I didn't open my eyes until he turned the TV off and reached down with his other hand, placing it on top of mine. He slowly moved my hand down to his shorts' elastic waistband. Neither of us was saying anything, but I knew what he wanted me to do. That's when my thoughts started rushing. The moment was intimate, and I reminded myself, convinced myself, that I could handle the situation. I told myself this was why I sought him out as I slowly slipped my hand into his shorts. I was not prepared for what I felt. He was flaccid, and my tiny hand wouldn't fit around his dick. I rubbed his dick while feeling it grow into what I thought was an abnormal size as his hand went from rubbing my head to pulling the light shirt up, baring my skin. I flinched as his fingers traced my spine. I was too afraid to turn and make eye contact with Larry. I also focused on giving him a hand job, because once he was hard, I realized my plan was a major mistake. I was so sure that I fucked up, I wasn't even mad at Megan anymore.

I flinched again when Larry slipped his hand into my panties. He cupped my ass, squeezing my cheeks. I took a deep breath and exhaled it on his stomach as I rested my head on it. His fingers slid down the crack of my ass and didn't stop until he found my slit. As scared as I was, it didn't stop me from positioning myself so he could access my slit better. He played with my slit with one of his fingers before slipping the tip inside me. He asked, "You've done this before, right?"

I was caught between fear and arousal, and I was confused by his question. "Huh?"

"You've had sex before, right?" he asked more clearly.

My breathing quickened, and my body felt on fire. "Yes," I hissed. "Why, is something wrong?"

"My finger barely fits inside. Jeez, Mary... You're tight," he snickered, and I said nothing as his finger slowly went in and out of me as I stoked him faster. I remember thinking that all I wanted was for him to cum, so I didn't have to worry about his beast trying to enter me. Larry pulled me up, and I got scared again. He told me, "Let's move." He lay down on the bed and had me get on top of him. I was straddling him when he pulled me down onto him. When he buried his tongue in my mouth, I lost my breath as our tongues met.

As we kissed, his hands roamed all over my back and my ass. My panty covered slit bucked on his dick. Our grinding privates together were driving me crazy, like I was a dog in heat. His hands were all over me, and I wasn't paying attention. I have no idea when it happened, but he had pulled my panties aside, exposing my bare slit. It wasn't until I felt my pussy make contact with his bare dick that the fear returned. Even though I was confused and scared, I was too caught up in all the feelings to stop. I was moaning with every breath I took, and then I felt it... The tip of his dick made contact with my entryway. I attempted to break our kiss and lift myself from his body, but he had a hand on the back of my head with a fistful of my hair. He held my head as our tongues continued to play with each other. I felt pressure and pure pain as he slid some of his dick inside me. I forcefully pulled my head away as I yelped, "That hurts... Larry... I don't know... If... Fuck!"

He quickly tried to convince me that everything was ok. "Shhh... I'm not going to hurt you. Just let me leave right there... You're ok," he said through his own deep breathing before continuing with his kisses.

To his credit, he didn't try to go deeper. I knew he was barely in me, but I couldn't believe how big he was or how small I was. I pleaded, "Just don't hurt me, ok? I'm not like Megan." I was hoping he wouldn't ask me about Megan, even though I knew he realized I knew about them.

He slowly pushed his dick back and forth as he told me, "See... Yeah, just like that," he instructed me as if I was doing anything. The most amazing thing was seeing this gigantic man beneath me as my little body trembled from what he was doing. When he pushed a little further, I yelped again but did nothing to make him stop. Again, he encouraged me, "You can do it, Marry. Fuck, you feel so good. You're driving me crazy."

He was so kind and gentle with me. He was not what Megan described, at all. I moaned a deep breath in his face, "I, I, I'm trying... Mr. Jeffries... I'm sorry... I'm small." As scared as I was, I suddenly felt a greater fear: letting him down.

Before he made me get up and lie down on my back, he asked, "You don't need this, do you?" I submissively shook my head as he pulled the shirt over my head and took it off. Once I was on my back, he removed my panties before getting back in bed with me. Seeing him with his full, rock hard dick, it was clear that he must have barely been inside me when I was on top of him.

It was like watching everything in slow motion as he got between my legs, lowering his lips to mine as our tongues found each other again. Larry's shaft slid back and forth against my pussy's lips as it rubbed against my swollen clit. I was losing my breath and didn't realize what was happening as I felt lightheaded. Then, it hit me; I was about to cum from all the friction and kissing. I didn't break our kiss because I wanted to; I did it because I needed to. I was moaning as my body began to shake. "Oh shit... oh sh... My God!" I moaned as I came. I wrapped my arms around his neck and pulled my body up as my body convulsed beneath him. While still caught up in these feelings, Larry started sliding his dick back inside me. I felt him slip the tip in as I waited for him to stop, but he kept going. It felt like he was trying to split me in half as my insides continued to flood my pussy. I mumbled, "Easy... Go easy... Don't hurt me." Then, no matter how good I felt, he was going too far, and the pain became intolerable. "Ok... That's far... Fuck! You're too... FUCK!" I screamed as he ignored my pleas and continued his ascent to my insides.

Larry giggled at my pleas while telling me, "It's ok, Mary... You can do it." He kept going, and at one point, I thought I was going to pass out. He went slowly while staring down at me. It took everything I had not to scream. Once he was buried inside of me, he smiled and asked, "See, it's not that bad, right?"

I was struggling to breathe. I was whimpering, "I don't think I can do... it... Mr. Jeffries."

Again, he giggled, "You can do it. Just take it," he said as he started pulling back and slowly driving through the walls of my pussy. When he knelt between my legs, he grabbed my hips and pulled me further down the bed while opening my legs wider. He licked his thumb before pressing it against my clit. He was massaging my clit as his dick slowly went to my entrance before he pushed it back in me. Again, all these sensations distracted me from being torn apart. It was like he knew I couldn't handle him, so he found ways to distract me. He asked, "Feel better?" While staring directly into my eyes.

I felt weak and defeated. I knew there was no way to stop any of what was happening. I may be naïve, but I knew he didn't care about any damage he was causing. Even though I had sex before, it became really clear that this was the first time I was with a man. The stimulation on my clit was making me ignore any pain I was going through as I hissed at him, "G, G, God... Better," I felt like I was on the brink of another orgasm. IT was like he knew when I was going to cum because as soon as it hit me, he viciously buried himself inside of me. I didn't know if I was screaming because of the orgasm ripping through me or because he was ripping through me. My thoughts and words were caught between pleasure and pain as he ravished me. "UMPH! Mr... Jef... Lary... What th... e FUCK! MY God!"

Larry was starting to pound my body, which, in the moment, felt lifeless as I lay there while he had his way. "Your pussy is so tight... Fuck, you feel good... You love taking daddy's dick?"

He was so deep inside me, I felt like he was in my stomach. "I, I, I... My, UMPH, Fuck" I stuttered while moaning. I gripped his shoulders and dug my nails into his skin. I felt devoured, but it was the most exciting experience of my life. The more he talked about how good I felt, the harder he went. The harder he went, the more alive I felt. "I love it," I finally said without stuttering like an idiot.

Once I said I loved it, he slowed down. He went back to kneeling between my legs and looking down at me. With his dick in me, he went back to teasing my clit. He said, "You love Daddy's dick, don't you," while using his other hand to lightly pinch my nipples. I was trying to look at him, but I was lost. The only thing I could focus on was the feelings running through my body. Then, he pinched my nipples again while aggressively telling me, "Say it! Tell me how you love getting fucked by Daddy."

I squealed and got nervous. "I love it... Daddy," I said through a whiny moan. He dropped his full weight on top of me as his hands went under my hips, gripping my ass while he went full force into fucking me. It became obvious that he was done toying with me.

I was trying to beg him to slow down when I heard his grunting in my ear, but my words wouldn't come out. Instead, I sounded like I was drowning. Then, he growled, "Fuck... Fuck... Take it!" as he exploded inside of me. His cum lubricated my now sore insides.

As he slowed, I started to cry. Not because of what we just did. I was crying because he came inside me and I wasn't on anything to prevent me from getting pregnant. When he noticed I was crying, he asked, "What's the matter?"

I told him, "I'm not on anything."

He started laughing, "No one knows this, so keep it to yourself; I'm fixed, so you don't have to worry about that. Ok?"

I was relieved to hear that he couldn't get me pregnant. "Ok," I said through my sobbing. Again, Megan's story crept into my head. I remember her telling me how he asked her to leave after he finished with her. I dreaded being told to leave when all I wanted was to sleep off the rawness he caused and wake up to him. I figured I'd get the awkwardness out of the way. "Can you give me a few minutes to get my thoughts together before I need to leave?" I asked.

I almost lost it again when he asked, "Why are you leaving? I thought you were staying the night?" I think he could tell that I wasn't expecting him to ask me that. Then he told me, "Stop listening to Megan. Stay with me unless you want to leave. Do you want to leave?"

I was trying not to choke on my words as I told him, "No, I don't want to go anywhere, Mr. Jeffries."