Sleeping Sean
Introduction:
Constructive criticism welcome 🙂
“Seven!!” I yelled, laughing and waving as I climbed onto my bus. I sat down in my usual seat and put in my headphones. I was looking forward to going over to Ashley’s house tonight. It had been a particularly stressful week with school and I really needed some fun. And as an added bonus, Ashley had a brother two years older than us that was super hot! Sean was always really nice and I never thought of him sexually until I accidentally walked in on him as he was getting out of the shower. He had an amazing, fit body and I caught a glimpse of his cock. It was huge even when it was soft and I had been fantasizing about it ever since.
Unfortunately for me, Sean and his long-term girlfriend were pretty serious and it didn’t look like they would be breaking up anytime soon. Plus, I am fairly confident that Ashley would have killed both of us if Sean and I were to hookup. But, I still caught him checking me out every once in awhile, usually when he thought I wasn’t watching.
I, not so patiently, waited for 7 o’clock to roll around. I had already packed my bag and made sure to pack pajamas that would show off my long tan legs, tight ass and perky tits. I was really hoping to catch Sean’s attention tonight. It had been a couple months since I had a good fuck and I felt like I was horny all the time.
At about a quarter till, I jumped into the car and headed off. The drive over to Ashley’s felt longer than normal. It didn’t help that I was wet and horny picturing Sean and I fucking each other in his bathroom. Him bending me over the sick and fucking me from behind while we both watched in the mirror. I was starting to squirm in my seat and I knew I wouldn’t make it through the night like this. I desperately needed to get off.
I came to a stop at a red light and used the time to unbutton my cutoff shorts and stick my hand down into my pants. My panties were already soaked through and it made it easy to slide my fingers into my tight pussy. I started fingering myself fast and hard, imagining it was Sean’s monster cock pounding me. I was so lost in the feeling that I missed the light turn green and the car behind me honked.
I started driving and moved my fingers to my clit. I rubbed in hard, fast circles as my car filled with the sound of my moans and the smell of delicious pussy. “Oh god Sean… Fuck yes… mmmm…. fuck my wet pussy! Fill me with your hot cum…” I was breathing hard and having a hard time focusing on the road. My left hand gripped the steering wheel tighter as I could feel myself getting close to cumming.
Luckily, I pulled up to a stop sign and the car stopped just before an orgasm wracked my body. I screamed and moaned as my legs shook and I lost control. The car jerked a little as my foot accidentally pumped the brakes. As my orgasm subsided, I started driving again.
I pulled my fingers out of my shorts and they were soaked in my pussy juices. I looked around the car but I had nothing to wipe them on so I put them in my mouth, sucking on my fingers, making sure that I cleaned up every last drop.
I parked the car and hopped out, buttoning my shorts quickly as I grabbed my bag from the backseat. My legs were still weak and shaking as I made my way towards the front door. I knocked and soon Ashley was bounding towards the door, swinging it open as she threw her arms around me, squealing. “You’re finally here!!! Let the party begin!” She grabbed my hand and pulled me into the house. “You can throw your stuff in my room. I am almost done making some food!”
I ran up the stairs quickly and chucked my bag onto Ashley’s bed. On my way back out of her room, I ran into Sean as he was coming upstairs. “Oh hey Tess!” He smiled and nodded at me. I felt my cheeks flush and my already weak knees almost give out.
“Oh, hey Sean!” I managed to stutter out as he walked past me and into the bathroom he and Ashley shared. I managed to regain my composure before I made it downstairs and joined Ashley in the kitchen. “What are you cooking, Ash? It smells delicious!” I said as I sat down at the dining room table.
“Oh, you know, just some really fancy frozen chicken wings!” She said sarcastically as she pulled the tray out of the oven! “OH!” She spun around really fast to face me. “Guess what I found to help wash these down?!” She said with a huge grin on her face as she reached into the cupboard beside her. She kept her eyes on me as she pulled out a bottle of Patrón.
“Holy shit!! Did you take that out of your parents’ cabinet??” I said, wide eyed and excited as I got up and grabbed the bottle.
“Uh, yeah.” Ashley laughed. “They left it unlocked so I might have borrowed it!”
“Well, I guess you weren’t kidding when you said tonight was going to be a party!! Should I grab some plastic cups?” I asked as I headed over to the pantry where they are kept.
“I thought that was implied.” Ashley smirked.
Three tequila shots in and Ashley and I were both dancing around the kitchen to Taylor Swift. The radio cut to a commercial so naturally we used that time to take two more shots each. We were still sucking on our lime wedges when 50 cent’s Candy Shop started playing. “Oh hell! This is my jaaam!” I say as bite my lip and immediately start moving my hips and shaking my ass. I look over at Ashley just standing there, “Gurl! Don’t make me dance alone!!” I call out as I reach for her hand.
“Tess, Tess, you know I am a terrible dancer! I can’t dance dirty like you!” Ashely whines as I try and force her to dance.
“Then stand there and let me dance on you!” I say as I wink at her and back up, pressing my tight ass against the front of her jeans. “Now just grab my hips like this.” I reach and put her hands on the front pockets of my shorts as I start to grind on her. I am dancing super dirty, bending over and twerking on her when Sean walked into the kitchen.
“Damn. I thought I heard a party down here!” He says, raising his eyebrows. “Mind if I join in on the fun?” He laughs and picks up the bottle of patron, pouring himself a double and shooting it back!
I am watching Sean as I continue dancing with his sister. He looks up and I watch his eyes travel up my body and I know he is enjoying watching me dance. With his eyes on me and the liquid courage coursing through my veins, I turn to face Ashley and I put my hands around her neck and start to really move my hips and grind on her. I look over my shoulder and Sean’s focus is glued on my tight ass. I smirk and he when his eyes find mine, I wink and he just laughs to himself.
The song is over and a Maroon 5 hit comes on. “Thank God that is over!” Ashley exclaims. “I am done being used as Tess’ stripper pole!”
“Oh, don’t lie Ash! You loved it!” I say mockingly as I make kissy faces at her. The three of us laugh as we sit down at the dining room table.
“How many shots have you guys had so far?” Sean asked.
“Uhhh.. 5…6…7..?” Neither Ashley nor myself could remember how many.
“Well, I better catch up then!” Sean said as he poured himself a line of shots. By the time he reached 7 he was coughing and shaking his head around. “Whew!” He called out. “Now we can party!!”
The rest of the night consisted of a lot of laughing, jokes and of course, a few more shots of tequila. The three of us were beyond drunk and at some point we all ended up passing out.
I woke up a few hours later, still drunk and confused about where I was. I felt around and found me phone. 4 o’clock in the morning. Looking around the room, it seemed like Ashley and I had passed out in her living room. She was still sound asleep on the couch and I had been curled up on the floor. I stumbled around and found the stairs, hoping to make it to Ashley’s bed since it would be more comfortable than the floor.
I made it to the second floor and went to the bathroom before heading back to bed. On my way back to Ashley’s room, I walked past Sean’s room. His door was wide open and he was sprawled out on top on the comforter on his bed, only wearing his boxers. I couldn’t help but stare and soon I found myself standing inside the doorway. Slowly, I crept forward, thinking about how much I had loved dancing for him earlier.
He seemed to like watching me and admiring my body. I know that he must secretly wish that he could fuck me. If only he didn’t have his girlfriend and if only Ashley wouldn’t kill me if he did. I could feel that familiar tingly feeling between my legs as I started thinking about how badly I wanted him to fuck me. I knew that he would never make a move on me though and I wanted to be okay with that but I just couldn’t accept it.
Before I knew what I was doing, I was standing next to Sean’s bed, admiring his body as he slept. In my drunken state, I ran my finger up his chest and down over his hard abs. “Sean?” I whispered. “Sean, are you awake?” I asked. I was glad he didn’t answer me because I hadn’t thought of a good excuse to explain why I was in his room in the middle of the night.
I slowly sat down next to him on the bed, trying my best not to jostle him too much. I continued to run my finger over his torso and along the waistband of his boxers and I admired his body. He looked so sexy when he was sleeping and almost naked. I am so turned on that I can’t help but start to rub my pussy through my shorts. As horny as I am, it isn’t enough and soon I am unbuttoning my shorts and slipping my hand into them and running circles over my clit. It feels so good to have one hand on Sean and the other on my soaking wet pussy.
My eyes are suddenly locked on the bulge in Sean’s boxers. Even soft his cock is so impressive. I lick my lips and slip two fingers into my tight pussy as I think about what it would feel like to have his cock inside of me. I am starting to find it increasingly difficult to remain still as I feel myself getting closer and closer to orgasming. I watch Sean as I slowly stand up and slip off my shorts and panties. I stand next to him and I continue to finger myself. He moves slightly and groans a little and I freeze, adrenaline pumping through me as I think about getting caught. If Sean doesn’t kill me for doing this, then either Ashley or his girlfriend would.
I run my eyes all over his body as I suppress my moans, knowing that at any second I will cum. Then I notice his hand right next to my leg. I run my finger over his and he doesn’t move. I pick his hand up an inch and drop it, but he still doesn’t move. So, I grab a couple of his fingers and bring them to my clit. The initial touch is electrifying and suddenly I am bucking my hips and grinding my clit into his hand. In a matter of seconds I am cumming and I have to bite the collar of my shirt to keep from screaming out. My body shakes and convulses and I have to grab the edge of Sean’s bed to keep from falling over.
After I regain some composure, I gently lay Sean’s hand back down on the bed. I’m about to redress and leave his room when I notice my pussy juices are coating his fingers. I know that I have to clean them or he will be suspicious when he wakes up with a hand that smells like pussy. Kneeling by the bed, I once again grab Sean’s fingers and bring them to my mouth. I slowly run my tongue along them, making sure to not wake him up. Suddenly, I find myself sucking on his fingers, bobbing my head up and down on them like I was sucking his cock. Once again my pussy starts to ache and I begin rubbing my clit. This time though, fingers weren’t going to be enough. With Sean’s fingers in my mouth, I start eyeing his bulge once again. I need to see his cock.
I stand up, still naked from the waist down. I gently shake Sean’s arm. No response. I shake harder as I carefully watch his face. Still no reaction.
Just as I had hoped, he wasn’t waking up. This was finally going to be the night I get to sleep with Sean, even if he isn’t consenting to it. Slowly, and very, very carefully, I start to pull his boxers off of him. The tequila is doing a fantastic job at keeping him asleep. Inch by inch I peel back his briefs and soon his soft cock is in front of me. Without thinking, I bend down and slip it into my mouth. I start sucking slowly at first, still nervous that at any moment I will be caught. I swirl my tongue around the head of his cock and I can feel it starting to get hard in my mouth.
I strip my off my shirt and bra as I continue my oral assault of Sean’s monster cock. Soon it’s rock hard and sliding down my throat. I gag on it briefly before moving my mouth to his balls. I take turns sucking on each of them as my hand moves up and down on his monstrous dick. By now my tight pussy is sobbing wet and in dire need of attention. So, I start rubbing my clit harder and harder as I return my mouth to his cock and feel it sliding down my throat once again. I hold it there as I start to gag, bringing myself to the brink of orgasm. I keep fingering my tight pussy as I choke myself on his dick and soon I am moaning softly, most of it stifled by the cock in my mouth.
I finger myself harder and harder but none of it is enough to take me over the edge. I know what my pussy needs. It needs to ride Sean’s dick. But I am torn because I know if I am caught it will be the end of my relationship with not only Sean but also my best friend, Ashley. I keep trying to make myself cum but I can’t and eventually the frustration is enough to make me decide to take the risk and fuck Sean while he sleeps.
I stand up next to Sean and lick my fingers clean. I admire his rock hard, monster cock and I know that I have to ride him tonight. So, slowly I climb onto the bed with him, watching his face carefully, making sure he doesn’t move an inch. I swing one of my legs over his hips as I straddle his dick. With my eyes on his and butterflies in my stomach, I reach around and grab his cock and point it at my waiting pussy. I feel the head press against me and slowly I start to lower myself onto him.
Once he is fully inside me, I pause, watching his face to make sure he isn’t waking up. His brows furrow and he is a little restless, I hold my breath, nervous beyond belief. I swallow hard but he settles back down and is still asleep. I start to grind on his cock very slowly, grabbing and pulling on my nipples as my clit rubs against his pelvic bone. I am moaning softly as his huge cock stretches out my tight pussy. His dick feels better than I could have ever imagined.
He starts to move beneath me again, moving his head around and I freeze, worried that I have woken him. After a few seconds he settles down and I return to riding him. I start bouncing on his cock, barely able to contain my moans as I can feel my pussy tightening around his cock again. I look down at Sean as he sleeps and his face starts to contort and he moans softly. I start riding him harder, almost not even worried if I wake him at this point, totally lost in feeling of his cock stretching out my pussy.
I can feel another orgasm building deep in my pussy and I know this one will be that kind that makes me feel like I am going to black out, one that makes my toes curl and my entire body shake. I ride Sean’s cock harder. I start imagining him cumming for me, cumming deep within my pussy, filling me with his hot cum. I need it, his cum and suddenly I know I won’t be able to orgasm until he pumps his cum into my tight, wet and waiting pussy. I close my eyes and bite my lip as I twist my nipples and bounce on Sean’s cock. I imagine him breeding me, putting a baby inside of me. But, I know I am safe because I have a birth control implant.
Not long after that Sean moans again, longer and louder. Then I feel it. I feel his cock pulsing inside my wet pussy and I feel his hot cum starting to fill me up. “Oh fuckkk, mmmm.” I moan softly and the feeling of his hot cum in my pussy is enough to send me into another orgasm and I throw my head back and moan as I grind my clit against him and my pussy squeezes his cock, milking every drop of cum out.
My whole body is shaking as I slowly start to slow down. I look at Sean and he is somehow still asleep, not moving at all. I smile to myself knowing that finally my dream of fucking him has come true. Carefully, I pull myself off of him and climb off the bed. I can feel his cum dripping out of my pussy and down my legs as I look for my clothes. I very carefully pull his boxers back on him and make sure everything in his room is put back to normal so that he won’t suspect that anyone was in here when he wakes up.
I grab my clothes and run down to Ashley’s room, throwing on my pajamas before crawling into her bed and passing out, completely satisfied for the first time in a long time with a pussy full of Sean’s seed.
The next morning, I wake up and memories of last night flood my mind. I’m getting really turned on remembering what happened and I slip my fingers into my tight pussy. My pussy feels extra sticky and then I realize it, I had made Sean cum inside of me. Instantly, I panic. When I was drunk I must have forgotten that earlier this week my birth control implant was removed and I was no longer protected from pregnancy. But, after the first waves of panic, I calm down. What are the chances of me getting pregnant the first time, right? So, I take a few deep breathes and get out of bed to go see how Ashley faired on the couch all night.
Fast forward three weeks and I am 9 days late for my period. I am pacing around my bedroom as I wait for the timer to go off indicating that my pregnancy test is done. I am biting my nails and trying to decide what I would tell my family, and especially Ashley and Sean if I am pregnant with Sean’s baby. I couldn’t possibly tell anyone the truth. I would go to jail for raping Sean! Then what would happen to the baby?
The timer goes off. This is it. I take three deep breaths before I turn and look at the stick. It’s reads “pregnant”. Instead of feeling dread and panic, I’m overwhelmed with happiness. I am having Sean’s baby! That is when I decide that I’ll just have to tell everyone that I had a drunken one night stand and that I didn’t remember who the father was. That was at least half true. I put my hand on my stomach and smile, knowing that Sean really did breed me.
