t was Friday night, close to midnight. I was half asleep, dozing off in my bedroom with Sportscenter on TV. Another boring Friday night was just about over. I couldn't wait til next year when I'd be off to college, partying all the time. For now, there were a few weeks left of the life of an 18 year old high school senior. I was mostly an A's and B's student, but it was my 90 MPH fastball that got me a scholarship to FSU. Just as I was drifting off, I was surprised to hear my 19 year old sister and a girlfriend come home so early from a party they went to. Must've been a lame party, I guessed.
My sister Jamie still lived at home, while she partied her way to barely passing grades at the local community college. For years she's had the reputation of being the biggest slut around. Even as her younger brother, I knew she was hot as hell. Long brunette hair, blue eyes, a dynamite smile, and an athletic & slim body. But my favorite part, just like any other guy I knew, was her ginormous rack. Luckily for me, or unluckily, depending how you look at it, I was treated (or tortured) to seeing her in her scrubby, lounging outfit of choice around the house every day - cheap, thin tank tops and tiny shorts. If it wasn't her hard nipples, deep cleavage, camel toe, or butt cheeks coming out of her shorts, it was my hormone charged imagination that always kept me horny. Anyways, back to the story...
Jamie and her friend just got home from the party. From my bedroom I overheard her whining to her friend.
"I told you my parents would be out. Sammy's sleeping so we got the house. Anyways, I can't believe that dude talked to me like that! It's such bullshit. Just because I have really big tits, guys think I'm a whore or something," Jamie bitched.
"Uh, hello? You're the biggest whore I know!" I heard the familiar voice of Jamie's close friend Lolly, and immediately my cock started to twitch. They both laughed, "Shut up, I know it's true. But still, it's annoying sometimes. Anyways, you're the same way, slut!" Jamie said. With how loud they were talking, it sounded like they were drunk.
I had fucked Jamie's busty friend Lolly a couple months ago and I knew she was a huge fan of mine. We'd fucked a couple times since then, and she's always texting me pics of her giant tits. I had to admit, even though Lolly is as slutty as they come, I was really proud of myself for bagging a 19 year old college girl as hot as her.
Jamie continued, "It's not like I'll fuck just any big dick."
Lolly laughed, "Yeah right! You'll fuck any guy with a big cock."
"Well, I fucked your little brother and his dick is pretty small!" Jamie yelled.
"Hey lay off Timmy, his dick isn't that small!" Lolly defended.
"What!! How do you know anyway??" Grilled Jamie.
"Hey, don't judge me, slut! Timmy's not an idiot, everyone knows I'm always horny. He walked into my room one day with a raging boner and asked if I was interested. I honestly wasn't really impressed either, but hey, he was ready to go and I was like, fuck it!" Lolly said. I couldn't believe it. She went on, "I mean you gotta give him credit for being so bold. I'm surprised you haven't fucked your bro Sammy. His cock is a thing of beauty."
My heart started to race. Timmy walked in on his sister with his cock out? What the hell? Man, I'd do anything to fuck Lolly and my sister. These girls are so slutty and they sound ready to go, like usual. I was already stroking my 8 inch cock and it was hard as a rock. Should I do it? Should I just walk out with my cock out? Or play it safe, keep my shorts on, and see what happens...
Jamie laughed, "There's not a lot of guys I wouldn't fuck. But I'd never fuck Sammy!"
"Why not?" Lolly asked. "He's so hot."
"Yeah, he is. But still he's my little brother." Jamie said.
I figured if I'm gonna do this, now is the time, before they change the subject.
I took my underwear off, but put my shorts back on. I walked out of my room, down the short hallway to the living room where the girls were, in my shorts and wife-beater. My raging boner was somewhat dying down, but it's outline was visible through the thin mesh.
"Damn you girls are loud! I was trying to sleep!" I said. By this time my cock was laying down but still quite full, probably almost full length.
"Oh shit!" Both girls said in unison. "Sorry bro!" said Jamie.
I just ignored her and walked over to Lolly and put my arm around her, "What's up babe?"
"Look at this guy!!" Lolly said to Jamie as she reached out and grabbed my cock through my shorts.
I looked at Jamie and saw her eyes glued to my groin area.
"Go ahead Lolly, pull it out," I said. She happily obliged. She pulled my shorts down and my cock sprang to life. It didn't take but a second for my cock to jump back to full mast. Immediately Lolly started blowing me with Jamie still staring.
"How's that cock taste?" I said to Lolly while I looked at Jamie. She looked up and met my gaze. "You love big cock don't you?" I said to neither one in particular, but while staring at my sis. Lolly took her mouth off me to say "Hell yes" and went back to sucking. I saw Jamie nod her head yes.
"What's that Jamie?" I asked.
"Your cock looks delicious Sammy" she said.
Lolly looked at Jamie and said, "Get your ass over here, slut!" Then Lolly took off her tank top and bra and let her huge boobs free.
Jamie was still hesitant. "Shit... I don't know guys...that's my little brother," she said.
Lolly took her mouth off my cock to say, "Trust me, he's not your little brother". Then she laid my cock over the length of her face. My balls were on her chin, cock head over her forehead. "If you can resist this, you're fucking crazy!" Lolly said from under my dick. Then she pulled her jeans off, panties going with them. "Jamie, if you're gonna be a pussy, at least eat my pussy!"
I laid down on the couch, and Lolly continued to blow me. She was hovering over me on her hands and knees with her juicy ass in the air. "Come on Jamie, let's have some fun..." I said to my sister. Apparently that was all she needed - I think she was on her way anyway. Just like that, she flashed her gorgeous smile and pulled her tank top off. Next came the bra, and for first the time I was finally treated to seeing her massive tits in the flesh. My jaw dropped. "Damn!!" I said. Her tits were incredible. So full, round, and perfect. There was no way boobs so big should defy gravity like they did. There was barely any sag, I guess that's what being 19 does for you.
Jamie followed her nipples pointing at us, and positioned herself under Lolly's pussy. "Let me taste this!!" she exclaimed.
While still blowing me, Lolly lowered her ass down to Jamie's face. I looked over at the action and saw Jamie's tongue to go work. My first thought was - Damn was that a hot sight to take in! Then I realized, my tongue is way more talented than Jamie's, and I couldn't wait to prove it to Jamie herself.
It wasn't much longer before Jamie was ready for some cock. She moved up to my dick, by Lolly's mouth and said "My turn hun..."
Then Jamie, with her face wet from licking Lolly's pussy, literally grabbed Lolly's face and shoved her tongue down her throat. They sucked face for maybe 10 more seconds before I decided I was ready for someone, anyone's mouth back on me. I poked their make out session that was taking place right above me with my huge dick. It was like I snapped Jamie back to realty, and she began to sink her face on my cock. She was going to town on me as if she was making up for lost time. It only took a moment before I realized this chick is a pro! As practiced as Lolly was, and as large as her tits were, Jamie was blowing her away in both categories. I was thoroughly enjoying the moment, but at the same time I couldn't wait to see how Jamie's pussy felt.
"Hey guys, let's move this to my room," I wisely suggested. The sluts followed my lead to my bedroom. Jamie shoved me on the bed and picked up where she left off - with her mouth on my meat.
While Jamie was blowing me, Lolly positioned her pussy over my face. This selfish bitch always wants someone licking her pussy, I thought! I was so turned on, I didn't care about anything at that moment. She was squatting over my face, and giving me a great angle to her dripping wet pussy. I squeezed and held on to her bubble butt for support. After a few moments, I gently pulled her ass a little closer to my face. Just like that, her asshole was right above me and my long, talented tongue went to work. Lolly shrieked, "Holy shit dude!! Oh my god this is so hot!" I was really enjoying this.
Then Jamie figured it was time for her to pull my attention back down there. She pulled her face off my cock, and squatted down onto my dick. "OH fuck!!" she screamed. "Damn, this is amazing!!" Jamie yelled as she rode my cock. "I love your cock, why the hell haven't you fucked me until now!!"
With Lolly's ass still smothering my face, I was about ready to explode. Jamie was right there with me. "I am about to cum!!" she screamed. Jamie was furiously riding my cock while rubbing her clit. Her giant tits looked like bouncing basketballs. "I'm cumming!!" she shrieked. That was my tipping point. Jamie was convulsing with her pussy all the way down on my thick rod. I pushed Lolly's bubble butt up, "I'm cumming too!!" I yelled, with my cock deep inside my sister's hot, wet pussy. My balls began to unload inside her. "Oh shit!!" I yelled.
"Give it to me bro!!" Jamie screamed. "Give it all to me!"
It seemed like another couple minutes went by, although I'm sure it was just a few seconds, and I kept trying to unload as much jizz inside my sister as I had in me. Finally I pushed her off me. My creamy spunk that I just injected in her began to drip out of her pussy, as she laid down beside me. Then, horny ass Lolly who still hadn't cum yet went down to lick up my spunk out of Jamie's pussy. Jamie's head and eyes rolled back and she started moaning, while squeezing her huge tits together. This was the hottest thing I had ever seen. I reached down and started to stroke my twitching cock while I admired these 2 busty whores. Lolly's sexy ass was high in the air, inviting a big cock into either of her holes. For about one tenth of a second, I thought to myself, "do I have another one in me?" before I positioned my cock in front of Lolly's pussy and ass.
I figured, I want Lolly to cum, and if I'm going to cum again this soon, I'll need to really pound her hard and fast. So her ass would wait for another day, and I pushed the head of my cock onto her wet pussy. With her face still devouring Jamie, and my sister's tits still in perfect view for me, I slid my cock fully into Lolly's pussy. Lolly moaned loudly, "Oh my god..." I slapped Lolly's round ass as I fucked her doggystyle. If it wasn't for missing out on seeing Lolly's big tits, doggystyle was my favorite position. I loved seeing her ass ripple as I fucked it. So this was incredible for me, as I was fucking her pussy, making her juicy ass shake, and still enjoying the view of Jamie playing with her huge boobs.
After a couple more minutes, I said "Get ready sluts, I'm going to cum!! Get your faces over here!!"
Lolly turned around for me, and both girls got in front of my cock. Jamie grabbed my cock and gave it a couple more pumps for me, and I began to spray the rest of what I had stored. A stream went all over Jamie's face, and then another shot went all over Lolly's face. A couple more sprays came out before I was emptied, and then Lolly sank her mouth on me to milk the last drops and to taste her pussy juice. When she finished, Jamie needed to suck my sore cock too.
The two sluts used their hands and mouths to wipe and lick off all the cum from each others faces, feeding themselves and each other. "That was fucking awesome" I said, "and I'm exhausted."
Jamie answered, "Bro, that was incredible! I'm beat too."
"Let's get some rest," agreed Lolly.
It crossed my mind that maybe we should clean up, get dressed, and get these girls out of my room. After all, I figured my parents would be coming home at anytime. But to be honest, I really didn't care, I was still in a daze, not fully returned back to reality. With one naked, busty slut under each arm, I laid my head back and closed my eyes.
had fallen asleep with my slutty sister Jamie under one arm, and her busty, slutty friend Lolly under my other arm. The 3 of us exhausted and naked at the time. My bedroom reeked of sweet, wild, beautiful fucking. I wasn't sure what time it was, maybe 2 or 3AM, and I found myself waking up, needing to piss. I looked over and saw Lolly passed out, still naked, but Jamie was gone. I put my shorts on and in a half asleep daze, stared at Lolly's juicy tits while I quickly confirmed in my mind everything that happened not too long ago. I made my way down the hallway to the bathroom. The clock on the microwave in the kitchen glowed in the dark reading 2:20. We probably crashed about an hour ago, I guessed.
Just as I was about to walk into the bathroom, I heard the muffled, yet unmistakable moans of my mom getting fucked in her bedroom. Yes, these were noises I was used to hearing. My real dad left our lives before I could remember him, and when I was around 8 years old, my mom started dating and eventually married Chuck. He wasn't a bad guy, but no matter how many years he's been in the family, Jamie and I never really connected with him. They've been together for 10 years now, so I guess he's sticking around. We still called him Chuck instead of "dad".
Speaking of Jamie, where did she go? I quietly walked towards my mom's room, as the fucking sounds got louder, to check in the bedroom next to it, which was Jamie's room.
"Oh fuck, Chuck! God damnit! You fill my pussy up so good! Slap my ass! Harder, god damnit!" My sweet mother was always a dirty talker. I shook my head to myself as felt blood filling up my dick. I always wanted to fuck my slutty sister Jamie - she was a year older than me, she'd fucked a ton of my friends, and she was crazy hot. Maybe it's because Mom raised me but for some reason I always felt guilty when I got turned on my her. And that happened far too often. The truth was, Jamie got her sexy body from our mom. Ridiculously big melons, juicy bubble butt, nice toned legs, and of course an insatiable appetite for cock. Over the years I noticed Mom gradually getting ever so slightly thicker but still incredibly hot. Mom just celebrated her 42nd birthday a couple weeks ago. With a body type like hers, an extra pound or two just seemed to make her breasts grow bigger, and make her ass slightly thicker. I realized a while ago that part of the reason why I resented Chuck was that he was always fucking Mom. They kept it behind closed doors, but I still could hear them through the thin walls. Maybe I felt a little protective of Mom, but if I had to be honest, I was jealous.
I peeked in Jamie's room and saw her in her bed, passed out. Under the covers I could see she put some clothes on. I slowly walked away, not wanting to make any noises. "Chuck! You mother fucker! Fuck me baby! Yes, fuck me! Harder! Pull my hair! Ohhh!" I could hear Mom having a good time.
I made my pit stop in the hallway bathroom near my bedroom, before going back to my room. Lolly was still asleep and naked like I left her a few minutes ago. I curled up next to her, big spoon on little spoon. I rested one hand on her large tit, nuzzled my dick towards her smooth ass, and somehow managed to fall back asleep.
-
I awoke to the morning sun glaring through my bedroom window onto my face. To my surprise, Lolly had left already. I looked at my phone, it was 7:45am. Wearing just my thin basketball shorts and no shirt, I made my way to the kitchen to make some breakfast. The first thing I saw in the kitchen was a round bubble butt at the kitchen sink, washing a few dishes. It was Jamie, wearing one of my favorite, way too small, jogging shorts that never made it outside of the house. She was also wearing one of her standard thin, skin tight tank tops that made her boobs look massive. Without her knowing I was behind her, I crept up to the sink and grinded my pelvis into her ass, and reached around with one hand and grabbed as much boob as I could.
"Damn it, Sammy!" She said, while she turned and slapped my hand off her. "Don't do that... Mom and Chuck are home!"
"Hey, relax! It's all good sis, they were still up at like 2:30. They probably won't be awake for a while." I said.
"Sammy, listen. I don't think we should mess around. You're my little brother. It's so wrong." I knew she was right, but honestly, I couldn't totally tell if she was being serious or fucking with me.
"Are you for real?" I asked. I started rubbing my cock through my shorts just to mess with her. I caught her eyes drifting to my groin and she paused for a second.
"Stop that. Yes, I'm for real! I said stop it!" She repeated but I didn't stop. I kept rubbing my growing cock through my shorts since I saw it was having an affect on her.
"I don't think it's a big deal, sis. We're just having a little fun. Nobody is getting hurt, nobody has to know." I reasoned with her. Sounded convincing to me.
"Dude... I don't think you realized, I was pretty drunk last night. I couldn't resist you once Lolly pulled your big, fat cock out, but come on Sammy, it's so wrong."
I didn't believe she'd have the will power to stick to her word, considering how slutty she is, but for now I didn't want to push it. "Where is Lolly by the way?" I asked.
"That slut woke me up at 7 and made me drive her home."
"Damn that sucks. I'm so horny, sis, I'm going to see if she can come over."
"Are you kidding me? Go jack off, she's probably sleeping."
I ignored Jamie's suggestion; that could be a backup plan. Without any words, and my eyes on Jamie's oversized tits, I pulled my shorts down and gave my cock a few pumps.
Jamie gasped, "what the fuck man!" as she stared at me.
I pulled out my phone and snapped a pic of my throbbing dick. "I'm sending this to Lolly."
I texted the pic to Lolly with the caption "I need u now, how soon can u cum?"
"You're such an arrogant prick..." Jamie said to me.
"My arrogant prick was deep in your pussy last night, and you loved it." I snapped back.
"Whatever Sammy, hope you enjoyed it, you're not getting any of this anymore." Jamie said while cupping her huge boobs and bouncing them for me. "Have fun looking because that's all you're getting!" She exaggerated her hips as she walked away from me, swaying her ass, walking towards her room.
"Hey, you don't have to tease me like that! I might go crazy!" I jokingly ran up behind her, pulled my shorts to my knees and pretending to hump her. "Gimme dat!"
She shrieked, ran into her room and slammed her door. "Get that monster away from me!" She got my sense of humor. I realized Mom's door was right there so I dropped the game and pulled up my shorts.
Back in the kitchen, I poured some cereal and heard my phone vibrate. Multimedia message. From Lolly.
My cock started twitching when I saw Lolly's fat boobs staring back at me. I saw she was in her car too. The caption was "Meeting my dad @ the restaurant, working til noon then get ready 4 me"
Lolly's dad owned a breakfast/brunch restaurant in town. She chipped in sometimes as the hostess on the weekends. I'd seen her working there before. She looked adorable wearing an apron and her juicy, round breasts overflowing from the sides.
Noon would be here soon enough, I sighed. I brought my cereal to the living room and turned on the TV. I flipped through the stations, nothing good was on. I turned on some boring golf tournament.
Only at most 5 minutes had passed, and Jamie came back out of her room. "Ughhh, I am so horny right now!! I hate you for showing me your big cock. Come in my room. NOW."
I couldn't believe my ears, but I wasn't surprised. Like the good boy I was, I followed her into her room. She immediately took off her shirt and bra, releasing her massive melons. I made my first step towards her and she held her hand up, "Stop." she said.
She tossed me her phone, as she laid on the bed. She sat up on her pillows with her back on the headboard, and put her hands behind her head. Her giant tits rose up a little higher on her chest as she posed. Her pink nipples were rock hard. "Take a picture with my phone," she instructed. "My passcode is 6969."
"I know your passcode, slut. Same as mine." We both laughed. I unlocked her phone, and snapped a couple pics. My cock was throbbing.
"Ok give it to me." Jamie said.
"Hold on." I said, as I texted one of the pics to myself.
"Hey, give it to me!!" She demanded. I tossed her phone back.
She began to put her clothes back on. She put her tank top on but didn't bother with her bra. "You can leave now."
"What the fuck?" I asked. "Aren't we going to fool around?"
"No, you big dick idiot. Like I told you, all you get to do is look. I do need some cock though. Like, now. I'm going to send this pic to a bunch of guys and see who's ready right now."
"Are you kidding me? That's bullshit, sis. You could've taken a pic of your tits by yourself, you know." I said.
"Yeah, I know, but this is more fun!" She laughed. "Now you can go. Oh, but do you have Jamal's number? Send me his and Wayne's please."
Jamal was a big black guy on my baseball team. He sells dope and was the first kid on the team to turn 18. I think he spends almost every weekend going to the local strip club. Wayne was his older brother who helps coach.
"You're such a slut..." I said, in disappointment as I left her room.
I propped myself on the couch with the golf tournament still on. A few minutes later Jamie came out, still braless with her nipples hard through her thin, white tank top. She had put on a pair of barely there, cut off denim booty shorts. I loved those shorts, her ass looked phenomenal in them. Her tank top was ribbed which made it easy to see how much her giant rack was stretching out the fabric in the chest area. "Going to Pauly's house. He's home alone!"
"He's got AIDS, bitch!" I said to her as she made her way out the door.
"Whatever. Have fun jacking off! Here's something to think about..." Jamie said as she pulled her wife beater over her enormous boobs, standing in the open front doorway. I swear her shirt was still above her tits as she turn toward the street, before she pulled her shirt down. "Oh yeah, don't forget," Jamie added, looking back. "Send me those other numbers I need! Love ya bro!"
I tried to ignore my cock-tease of a sister and turned my attention back to the TV. Within minutes I was dozing off.
-
"Sammy, dear! Wake up!" Mom's sweet voice called out to me from the kitchen. "Unbelievable how much teenagers can sleep. Long night last night?" It looked like she was popping a couple of Advil's.
"Oh... hey Mom... Yeah... stayed up late...uh, played poker online," I responded, my mind still foggy from my nap. I looked at my beautiful mother in the kitchen, pouring herself a glass of orange juice. She was wearing a really tight, light blue V neck t-shirt, with a deep, plunging neck line, showing off way too much cleavage. Her boobs looked incredible. She also had on a pair of white, tight yoga pants that totally showed everything she was working with downstairs. I didn't understand how women got away with that, but I wasn't complaining. Mom turned around to put the juice in the fridge, giving me a great look at her big round ass.
"Sure, sweetie. Online poker. Good one. Anyway, Chuck is taking me to lunch and then we're going to my sister's house to babysit your little cousin for the afternoon. We'll be back for dinner. Do you need anything?"
I thought to myself 'yeah, I need you to just stand there, not move, for like 30 minutes, so I can stare at you'.
"I think I'm good, Mom. Where's Chuck?"
"He'll be ready in a few."
"Cool." For a moment my eyes got stuck, fixated on Mom's heavy breasts. I wanted to grab her shirt's neckline and rip it open.
"Sammy! Are you staring at me?" Mom had such an innocent demeanor. While Jamie flaunted her sexiness, it seemed like Mom didn't always realize how fucking hot she is. But she had to know.
"Oh, uhh, sorry, just you know, waking up still. So, did you guys have fun last night?" I asked her.
"Oh yes honey, Chuck's brother can throw a great party! I probably drank a little too much." She giggled to herself. "We didn't make too much noise when we got home, did we?" Mom asked.
"Well...do you want me to be honest?" I responded. I saw Mom's beautiful face start to blush.
Before she could respond, Chuck came out of the bedroom. "Okay babe, let's go... Hey Sammy."
"Hey..." I said, getting off the couch.
"Well, give me a hug, sweetie," said my mom, walking towards me. Her t-shirt was tight, but not enough to prevent her boobs from bouncing as she walked. I gave her a long, firm squeeze, and felt her large, soft breasts press into my bare chest. I felt her release her hug, but I squeezed her just a little longer. "See you guys later!" I said.
'Hate to see you go, but I love watching you leave' was the thought I had in my head as I admired Mom's meaty ass in her thin white yoga pants.
I had a moment of clarity. I didn't feel guilty about lusting over Mom! Maybe it was because I just fucked Jamie. Either way, I was happy to be guilt free, and think about her luscious, curvy body. I was definitely ready for Lolly to get over here now. I looked at my phone, it was 12:01.
A little after Mom and Chuck left, I heard a car door slam. Waiting on the couch for Lolly to knock, front door opened.
It was ... Jamie.
"You're still on the couch? You're such a loser!" Jamie laughed at me as she walked in the house. Her big bra-less tits were bouncing everywhere as they struggled to be contained under her thin, white tank top.
"Shut up. How was Pauly's..." I don't even know why I said that, I didn't want to know.
"You're so sweet, thanks for asking!" Jamie said sarcastically. "Actually though, it was ok. It started off great. As soon as I got there, he threw me on the couch and started licking my pussy. Pauly is GOOD, I came on his face pretty quickly. I definitely wanted to return the favor and you know I love sucking cock. But I totally didn't expect him to blow his load so quick! I was deepthroating him and before I knew it he was spraying my throat. The asshole shoved my face on his cock the whole time. Like, I was choking on his dick. I got so mad at him at first, but actually I kind of liked it."
My dick was getting hard listening to Jamie. I really thought her nipples were going to literally poke holes through her tight tank top.
Jamie continued, "Anyway, he promised he'd be ready for round 2 really quickly, he just needed a minute and some Gatorade. He wasn't lying either. Just as he was lining his cock up to my pussy, his fucking mom walked in on us! And get this, he still slammed his dick in me one time before getting off me! His mom went crazy on us..."
"Oh shit, that's hilarious!" I said. Pauly's mom was this short, fat, obnoxious Italian lady. I think she ate pizza every day of her life.
"Yeah, it was actually really funny. I would've loved for him to finish fucking me, but oh well." Jamie sighed.
Just then, the doorbell rang.
I had a funny idea. I stripped my shorts off, leaving me completely naked and opened the door. I was still rock hard from Jamie's story. "You're a joke..." said Jamie.
Lolly shrieked when I opened the door naked. She dropped to her knees and started blowing me right there at the front door. With her lips sealed around my dick, I had a brand new perspective of my neighborhood. Jus then, I saw Amanda, a cute mom in the neighborhood drive by and her jaw dropped. "Alright let's go inside, my beautiful slut," I said to Lolly.
"You guys are ridiculous." Said Jamie. "I'm going to my room."
"Mmmm, Sammy, your cock tastes so good!" said Lolly. We went to the living room couch, I laid down so Lolly could continue sucking my sausage. I combed my fingers into her hair and gave her hair a pull as I helped her bob up and down. From her gagging sounds I could tell she was walking the line of choking on my thick cock but she still had it under control. I reached under her chest and grabbed a handful of boobs. "Oh Lolly, your mouth feels sooooo good!!" I hollered, loud enough for Jamie to hear.
After a couple more minutes, I told Lolly to spin around and let me taste her pussy. She positioned her wet cunt over my face as I laid on the couch, and she continued to suck my dick. I eagerly swallowed the juices that was all over my tongue, a mixture of my saliva and her wet pussy.
As I flicked my tongue rapidly over her clit, she raised her head up and let out a loud moan. "Ohhhhhhh my god Sammy! I'm going to cummmm! YES! YES! YES!!" Her words fueled my fire and my tongue went into overdrive, licking her clit at a furious pace. "I'm cumming!!" she shrieked, as she pressed her pussy down on my face, burying my mouth. I stuck my tongue as deep inside her pussy as I could and licked around.
Finally she dismounted my face and stood on the ground. She bent over and put her hands on her juicy ass, pulling her bubble butt apart. "I know you want to fuck my ass, Sammy..." said Lolly, looking back.
I stood up behind her as she rested her arms on the couch for support. I stuck my thumb in my mouth, coating it with spit, and then rubbed my thumb over her asshole. With a little pressure, my thumb slipped in her ass, and she let out a deep moan. I continued to work my thumb around the entrance of her ass, slipping it in and out, until I had the whole length of my thumb inside her. "That feels sooo good," the slut said. "I'm ready for your big cock now."
I lined up my fat cock head to her tiny little asshole, and pressed on it. It wasn't fitting at first, but I kept pushing and suddenly my cock head disappeared inside her ass. Lolly screamed, "OH Fuck!!"
I didn't stop. I slowly continued sliding my dick in her, one inch at a time. Lolly was panting like she was running a marathon. I was watching her huge boobs dangle under her chest while she was bent over. When I was about 4 inches inside her, with another 4 to go, I began to pull out and pump her ass.
"Oh yes!! Fuck my ass!! Fuck my ass!! Fuck my ass!!" Lolly kept screaming as I pounded her ass. "Fuck my ass!! Fuck my ass!!" She sounded like a dumb parrot stuck on repeat getting fucked by Big Bird. "Fuck my ass!!" she kept screaming.
Eventually I was pumping my full length into her and she was taking it like a champ. Her asshole was so tight around my thick meat, I didn't know how much longer I could last. I kept up a nice and steady pace, while I tried to keep myself from cumming. After another minute or so, I had to pull out.
"Wow, that was amazing!!" Lolly said as she turned around and gave me a bear hug. Her juicy tits smushed into my chest. "That was the best ass fucking I've ever had! Thank you sooo much!"
I laughed, "Holy shit, that was awesome..." I went over to the kitchen sink to wash off my dick. Meanwhile Lolly laid on the couch, spread her legs, and invited me to her wet cunt. She was rubbing her clit while she watched me wash my cock.
I lined my dick up to her pussy and slowly started fucking her. It wasn't too much longer before I felt like I was ready to blow. Lolly's big ole tits were bouncing on her chest and she was squeezing them together for me. I could tell she loved playing with her large busty chest.
"Fuck me harder Sammy, I'm going to cum!!" I wanted to cum too, so I didn't hold back, and started smashing her pussy as fast as I could. Lolly was screaming so loud, I bet the neighbor's neighbor could hear us, but I could care less. I kept filling her up with my big dick. "I'm cummmming!! Oh shit!!" Lolly shrieked. Surprisingly, I was still going, but I could feel it coming.
Just then Jamie walked in the living room, completely naked. Her face was flushed. I knew from the look in her eyes, she was dying to get fucked. I pulled out of Lolly, just in time, having not yet blown my load.
"Give me some of that!" Jamie demanded, as she quickly walked towards us, her big tits bouncing. Lolly moved over and Jamie took her place on the couch, and spread her legs. I bent down to give her pussy a quick lick.
"Don't bother, Sammy, I'm ready to go. I've already came 5 times. Give me your cock now!" Jamie directed.
I obeyed her demands, and lined up my cock to her wet pussy. As I fucked her familiar pussy, I began to think about the first time I fucked her, the night before. Technically, this was the second time we fucked in less than 24 hours, and that really turned me on. "YES SAMMY FUCK ME!" Jamie screamed. The harder I fucked her, the louder she screamed. So I kept fucking her harder, and harder.
Lolly was busy sucking Jamie's tits while she rubbed her own clit. With one hand I reached down to grab one of Lolly's boobs, and with my other hand I grabbed a handful of Jamie's. All the while I kept slamming Jamie with my dick.
"You're so talented!!" yelled Jamie, trying to display some sibling sarcasm, but we all knew she was serious.
"I'm going to cum soon, sis!" I warned to Jamie. I repositioned myself and lowered my body so we were chest to chest, face to face, and I stuck my tongue down Jamie's mouth. Despite everything that happened, I think this was the first time we actually kissed. Her tongue dancing in my mouth drove shock waves through my body.
As I took a breath, Jamie said, "Cum in my pussy! I'm going to cum!!"
Those words were all I needed, and I could not hold back any longer. I pumped my cock deep inside my sister's pussy, and unloaded everything I had in her. I felt my balls pushing load after load inside her and it felt so good. Jamie's eyes had so much intense pleasure in them. Meanwhile Lolly was finishing off an orgasm of her own.
"Wow..." was all I could muster. "So you really think you'll be able to resist my cock anymore?" I said to Jamie.
"Ugh... I hate you!" Jamie responded, while stroking my still firm cock. She gave it a quick suck, before again saying "I hate you!"
Lolly and I just laughed.Ahh, Sunday morning. One more day to sleep in before another boring week of school began. I had just over a month left before high school was over and I couldn't wait. Although I had to admit, since turning 18 a couple months ago, life has been pretty damn good. I fucked my slutty sister's friend Lolly a couple times, and just 2 nights ago was able to parlay that into fucking my busty sister, Jamie too. The most exciting part for me was after fucking Jamie again yesterday, I completely confirmed to myself that I'd be able to smash her any time I wanted moving forward.
I rolled over in my bed and sleepily looked at my phone, just awakening from a great rest. It was 9:45am. I realized I was sporting a full on boner which seemed like it happened every morning. I figured, why not, and began stroking my thick, 8 inch sausage. I kept my trusty lotion and tissues in my nightstand by my bed. I closed my eyes and thoughts of my sister's huge boobs bouncing up and down as she rode me like a cowgirl filled my head. Then without notice, my mind raced to imagining my beautiful, busty mother was riding me instead. I'd never seen her glorious rack in the flesh, but lord knows I'd fantasized about them a million times. I stroked my cock faster as I imagined Mom cumming on my dick. As I swiftly grabbed a wad of tissues, ready to blow my load, I fantasized that I was deep inside Mom's pussy, pumping load after load out, catching my jizz in the tissues. I laid in bed for a couple more minutes as my heart rate slowed down before deciding to emerge from my bedroom and start my day. Coincidentally, who was the first person I saw? I found my Mom in the living room reading a magazine. "Hey Mom..." I greeted her.
"Hi Sammy. You're up early!" She laughed. Mom was wearing a standard Sunday outfit. She looked like she had worked out earlier, as she normally does. If I looked hard enough, I thought I could see the outline of her nipples underneath her dri-fit tank top that her busty chest so beautifully filled up. She was revealing a decent amount of cleavage, making sure anyone who saw her knew she was stacked. She had on black yoga pants that cut off at her knees.
"Did you eat breakfast yet?" I asked as my stomach rumbled.
"Yes honey, I've been up since 7. I had a great workout with Brad at the park. What a gorgeous day it is!" Mom was typically perky as she usually is, but especially after her workouts with Brad. He was a personal trainer that she worked out with 3 times a week. A couple times a week he runs a popular bootcamp at the park that's usually has like 15 hot milfs. But on Sunday mornings, my own milf has a one on one session with him, and she always comes back in a great mood.
"Nice Mom. Brad's got a great gig, maybe I should try being a personal trainer one day?"
"Sammy, you'd be a great trainer. You're such a strong and handsome boy. You'd have all my girl friends fighting over working out with you!" As cheesy as this sounds, Mom sure had a way to make me feel special.
"Thanks Mom. What about you? Would you be fighting to work out with me?" I asked, intentionally acting innocent, but still knowing it could be a flirtatious question. I wanted to see how she'd respond.
"Oh Sammy, I'd be your #1 client! You remember when we used to go to the softball fields and we'd practice your baseball when you were little?"
'Practice your baseball'... Mom was so cute, I thought. "Of course I remember, Mom."
"I absolutely loved playing at the park with you! It was such a bummer when you didn't want to practice your baseball with me anymore. You were embarrassed by your old mom." Mom jokingly made a sad face.
I gave a little chuckle. I joined her on the couch and put my hand on her leg. "No, Mom, why would I be embarrassed? I wasn't embarrassed, I've always thought you were the coolest Mom. And all my friends have always been jealous too. I just kinda wanted to get serious with baseball and fooling around at the park with you wasn't doing it for me. That's when I got you to sign me up for little league."
"Yeah I guess you're right. Remember when we used to play throw and catch with your baseball, and when we got home you used to give me a back massage? My back sure is tight from working out this morning..." Mom give me a smile and a wink.
"Haha, yeah Mom I remember. Let me help you out there, old lady." I said as she scooted up on the couch, and turned her back towards me.
I started up top, and without any true technique gently rubbed her shoulders. With me sitting behind her, I had a nice angle to peak down her tank top. I saw the tops of her beautiful round mounds underneath her shirt and felt my warm dick start to grow down my thigh a little. I was sitting at an angle where it wasn't like I was touching her with my privates, so I wasn't worried if I grew a full out boner.
"That feels really good Sammy..." Mom said, her voice very calm and a little deeper than usual. I applied a little more pressure.
"Am I doing it too hard?" I asked, genuinely not knowing if I was doing it right, while looking down her shirt from behind.
"No, it's a little hard but it feels just right." Mom responded.
"Ok good." I said, as my hands made their way towards the middle part of her back. With the way she was sitting and the tight clothes she was wearing, I could see the roundness of the tops of her meaty ass that she was sitting on. I wished my face was the couch.
"You said earlier all your friends were jealous. What do you mean by that? Just talking about Patrick?" Mom laughed, thinking about my chubby childhood friend, Pat. He was my best friend growing up until his family moved out of state when we started high school. Pat used to have no filter with Mom. He'd tell her all the time how hot she was looking. I always respected his balls to say stuff like that, even if we were talking about my mom.
"Haha, yeah...Pat... He was the only one who was bold enough to tell you how sexy you are, but all my friends would tell me behind your back. Like I didn't already know..." I confessed. As I rubbed the middle of her back, I desperately wanted to work my way around to her breasts, but I still had some semblance of will power. Still, I ever so slightly worked my fingers close to her sides, and even if it was more in my head than in reality, I felt like I may have touched the base of the sides of her magnificent tits.
"Oh really? So all your little friends thought your old Mommy is sexy? And you do too....haha! Caught ya!" Mom was laughing, enjoying giving me a hard time.
"Yes Mom! Do you want to hear me say it? You're sexy!" I had to admit, fucking Jamie had given me a lot more confidence than I normally would've had with Mom. I sure would love to give her a hard time.
"Aww, thank you Sammy! And you're not turning out so bad yourself, for a young boy.... Mmm, that feels really good. Go lower now. But to get back on topic, you'd be an excellent personal trainer, and I'd love to work out with you again!" Mom said. She was just a naturally sweet lady and I loved how she was always supportive.
"Thanks Mom." I said. My cock was continuing to grow as my hands rubbed my mother's lower back. In my mind I was imagining my hands were just a few inches lower, massaging her chubby ass. She arched her back, sticking her chest out and I got an incredible view down her cleavage. I was used to stealing glances at her chest, but what a relief it was to just stare down the top of her shirt without her knowing.
"Oh... that spot... rub it harder, honey..." Mom instructed to me in a low voice. Holy shit, Mom sounded sexy. I immediately got flash backs to all the times I've heard her talking nasty in her bedroom while getting fucked by Chuck. "Oh babe, that's great, Sammy... I need you to keep rubbing it harder....that's it.... yes... that's feels amazing.... Mmmmm."
I fucking swear she was moaning and my cock was rock hard by now. My hands were strong, but inexperienced, and they were actually really starting to hurt. Mom moaned again, and I thought there was no way I was quitting until she told me to.
"Ok honey..." Mom said. "Can you rub my shoulders some more?" She turned to smile at me, and completely caught me staring down her shirt. She didn't say anything more - just smiled.
"Sure, Mom... You're going to owe me, you know!? My hands aren't used to doing this anymore."
"Ok Sammy, so how about you give me a massage every day, so your hands can get used to it, and they won't hurt anymore!" Mom giggled.
"Umm, no... I said YOU'RE going to owe ME, how is that in my favor?" I laughed too.
"Well, your hands won't hurt, so that's one thing. Plus I have a feeling you're enjoying this as much as I am." Mom knowingly quipped.
"Haha, sure Mom. Anything for you." I said with a touch of sarcasm. I patted her shoulders, indicating her massage was over. "That'll be 50 bucks. But I'll settle for some scrambled eggs and bacon."
Mom turned on the couch and gave me a big hug. I felt her soft breasts press into my chest. She gave me a kiss on the cheek. "Thanks Sammy. Eggs and bacon coming right up!"
Mom stood up and walked towards the kitchen. My eyes were fixed on her big juicy ass that her yoga pants so beautifully displayed. How I'd love to rip her pants off, bend her over, and feel her round ass cheeks slap on my thighs as I fucked her. For the time being, I remained sitting on the couch, not wanting to stand up and reveal a tent in my shorts.
"You remember I'm leaving tonight for my work conference in Houston, right?" Mom called out from the kitchen. She was washing her hands in the sink, which overlooked where I was still sitting, on the living room couch. Just then, I noticed her nipples were definitely sticking out, nice and hard. My eyes got stuck on her boobs, as I imagined her completely topless. Man, that'd be awesome.
"Sammy - Yo! Up here! You're totally staring at my breasts!" Mom called me out. She was smiling. It definitely didn't seem like it bothered her.
"Hey, sorry, they're, uhh, distracting sometimes!" I said.
She looked down and noticed her hard nipples. "What am I supposed to do?" She shrugged and had a ditzy smile. "See?" I couldn't believe what she did next. Mom pressed her hands onto her glorious globes, pushing her tits into her chest. "They don't just go back in," she said, referring to her nipples. "Haha...Anyways, I'm leaving for a few days, so I'll need you to keep an eye on everyone for me."
"Oh yeah, I forgot. No problem, Mom. Back on Thursday, right? Where is everyone anyway?" I asked, still in shock at how she just pushed her tits in. I honestly couldn't remember any other time that her sexiness and busty tits actually came up in conversation. Normally, her beauty and luscious body went unspoken of, as if it didn't exist. This was a first and it was awesome.
"Yes, I fly back in on Thursday morning. Jamie needed Chuck to go to the mechanic with her, to make sure they weren't taking advantage of her at the shop. I think those guys at Perry's Auto are crooks. They better be back soon because I need Chuck to drive me to the airport in an hour. Can you text your sister? I'm going to fix you some breakfast and then finish up packing. I'm almost ready."
"Sure, I'll text her now." I responded.
I grabbed my phone, and typed a message to Jamie: Hey slut mom wants to know when you'll be back
Moments later, Jamie texted me back: Hey donkey dick, still waiting for my car. these fuckers r taking 4ever! smh
I texted her back: well hurry up cuz mom needs a ride to the airport
No response right away, and Mom called out that my plate was almost ready. Luckily my boner was mostly down. I stood up and could see the outline of my crank laying low, and halfway hoped my Mom would notice. I took a seat at the breakfast table by the kitchen (she didn't notice), and watched my beautiful, big boobed mother finish cooking my food. I could smell bacon in the air.
"What would you like to drink, young man?" She asked. She walked over to me with an empty glass in one hand.
Looking at her still hard nipples, I took the cup from her and put it by her right tit, and said "Whole milk!"
Mom slapped my arm pretty damn hard! She laughed and grabbed the glass. "So inappropriate, little boy! What a comedian you are..." She still had a big smile. "How about some OJ?"
"Sure, Mom, save the milk for later," I said.
I heard my phone vibrate. A message from Jamie: hey loser, chuck said u can give mom a ride, we are running late
"Mom, they're going to be late. They said I can take you to the airport." I relayed to my mother.
"Damnit. Okay, thank you sweetie. I can't believe Chuck! I am leaving town and he isn't even going to be here to tell me goodbye!" Mom vented.
"Yeah, sorry Mom. I guess it's taking longer than they thought." I tried to reason with her to relax her.
"You're right baby. Well I'm almost all packed. Let me take a quick shower and finish up with my bathroom stuff and I'll be ready in a few." Mom said, bringing me my plate of eggs and bacon.
The airport was about 50 miles away. At this time on a Sunday, I figured traffic wouldn't be a problem.
I finished eating my breakfast, while I fantasized about my naked mother in the shower. I pictured the shower water cascading off her huge boobs, down her slim stomach, and across her wide, round ass. I imagined soap bubbles coating her curvy, glistening body. Briefly I thought to myself if I could come up with a reason to walk in on her, but I didn't have the balls for that. I finished my eggs and went to my room to change into some clean clothes. I waited on Mom in the living room. A few minutes later, she came out of her bedroom wearing a pair of tight blue jeans and a very snug white, button up blouse. She looked elegant, classy, and oh so sexy.
I helped her to load her bags in the car, and we made our way to the airport. I could tell she was still a little upset that Chuck didn't make it home in time to take her. It wasn't overly strong, but I could smell her light, floral perfume and it really turned me on. When I looked at Mom in the passenger seat, I noticed her button up blouse was stretched to it's limits by her huge, juicy melons. With her massive rack pushing her shirt out, I noticed I could see through gaps in the buttons. I had a great view of her beautiful breast flesh resting in her white bra and wasn't sure if I should say anything or not. Surely she knew people could see through the buttons - she must not care.
We made innocent small talk as I drove. Insignificant topics came up - new music on the radio, she asked which of my buddies at school are going to FSU with me next fall, and she talked about her boring work conference. Mom works in real estate, specializing as a buyers agent. She's been in the industry for as long as I ever knew, and she's quite successful.
I felt like we had done more harmless flirting than ever before this morning, and I really enjoyed it. I couldn't say for sure, but I think Mom did too. So I was hoping something for something exciting on this long, boring drive, but nothing came up. And I couldn't think of a way to spark anything naughty with her. Mom was checking her phone as I saw the signs for the airport exit off the highway.
"Shit!" Mom exclaimed. It definitely wasn't like her to curse in front of me, and a part of me felt like she was beginning to view me more as an adult than her kid. I also thought of how I've heard her curse like a sailor behind the doors of her bedroom as Chuck railed her on a regular basis. "My flight is delayed... 90 minutes!"
"Oh crap. That sucks, Mom." I said.
"Yeah. It's just long enough of a delay to be annoying, but it's not like we can go anywhere. Why don't you park the car at the airport and have a drink with me?" Mom suggested, innocently enough.
"Sure, that sounds good." I agreed.
We pulled into the short term parking area and made our way to a sports bar in the airport that I could join her at before the security gates.
We took a seat at the bar, and Mom ordered a vodka drink, while I got a coke. Mom said she'd tell Chuck and Jamie that her flight was delayed and that I'll be home late.
I noticed at some point from the car ride to the airport sports bar, Mom's top button on her blouse had come undone. Did she unbutton it herself, or was her shirt so tight around her big tits that it came undone on it's own? I wasn't sure. Her cleavage was very revealing, and I was sure loving what I saw. One more button and her full breasts would be on display for everyone, cupped in her lacy, white bra.
"So Sammy," mother said, "remember, while I'm gone I need you to keep an eye on everyone for me. You know how your sister is. Make sure she's well behaved."
"Haha yeah, I will keep watch for ya, Mom," I said. I wasn't sure what she really meant by that, like what did she want me to do? She's a world class slut. Watch her be a slut?
"Okay honey. And make sure Chuck is a good boy too," Mom said. Ok, now I really didn't know what she was talking about.
"What about me, do I need to behave myself too?" I asked, smiling.
"Oh, I'm not worried about you. Jamie? Whew! What a handful. You're a good kid, Sammy," Mom said, with a big proud smile on her face. I was a good kid, but if she only knew how nasty and horny I always am, I wondered what she'd think.
Mom downed her first vodka drink pretty quickly and the bartender poured her a fresh glass. As she sipped on her 2nd drink, she began telling me about her work conference. It was hard to keep my eyes off her cleavage and I know she saw my eyes drifting several times, but she didn't call me out this time. She enjoyed her career, and always wanted to share with me the ins and outs of real estate. She was definitely good at what she does, but I also knew a significant part of her success was a credit to her knock out good looks. She's told me countless times at how often she'll meet a guy and they'll remember to call her sometimes years later when they needed a realtor. That doesn't happen for regular folks.
Mom kept talking about work, and was now on her 3rd vodka drink. We'd be saying our goodbyes in a few more minutes.
"So is this trip all work, or will you have fun too?" I asked my mother.
"Well actually, these conferences can get pretty crazy! I'll need to brush up on my 'turning men down skills.' A lot of us will go out for dinner and drinks afterwards, and you know, usually I'm never out without my man. But at these conferences, there's a lot of cheating going on. That's why I am so mad at Chuck for making me leave without saying goodbye to him! He knows how much that bothers me," Mom shared.
"Jeez," I said, "I bet you get hit on non-stop..." I complimented. I tried to steal a look at Mom's boobs, and was totally caught again.
"Haha, yeah, I guess. These babies sure do draw a lot of attention sometimes!" Mom loudly stated as she cupped her breasts from underneath and lifted them up. Her cleavage which was already clearly on display was magnified for anyone to see, myself included. Her action totally welcomed me to stare at her chest as she did that, and I remembered my slutty sister Jamie teasing me in the same way yesterday, before I fucked her later that day. Mom laughed comfortably in her skin, while I chuckled awkwardly.
"Haha... yeah, they...sure are...nice," I managed to say. I noticed we had attracted the attention of a few guys sitting around the bar, checking out my mom.
"Nice?" Mom challenged. "That's all you can come up with, nice? I'd say they're a little more than nice, for as much as you stare at them!" Mom was totally calling me out, as she finished her 3rd vodka. Her voice was carrying across the bar louder than before. She was 100% right, her tits were much beyond "nice" and I did stare at them a lot. My inexperienced flirting game left me with no quick come back.
"So, who's do you like better. Mine or Jamie's? I see you checking her tits out all the time too." Mom was on a roll, and she didn't seem to care that this was so inappropriate. Clearly her boundaries were getting loosened up by the alcohol. I definitely didn't care that Mom was being sexual and inappropriate, but I felt like I should fake like I did. At least, I used to think that. But now, what's the point in faking if she's being so open? I can play this game too.
"Well, it's hard to say. I haven't seen yours." I said. I immediately regretted it. My face turned red.
"What?! You've seen hers?" Mom's jaw dropped.
"No! That's not what I meant. I just meant, I haven't seen yours!" Technically, I could've played that off as all I meant, but my awkwardness and blushing was a giveaway. She knew I was lying.
"You're lying!" Mom said as she playfully punched my arm. "Jamie is such a slut! Have you fucked her? Or you just, like, seen her boobs or something?"
I didn't know what to say. Mom was totally smiling and I could tell she was getting a nice buzz. How the hell do I answer her? I had no idea. I was thinking of how to respond but nothing was coming out.
"Sammy! Maybe you're not the good boy I thought you were!" Mom said loudly. Other people were definitely looking at us. She must have noticed she got loud too and leaned in close to me. She said quietly, "Listen here young man, the nicest, biggest pair of tits in our house are right in front of you." She was so close to my face, I was so shook. If I said the thought of her planting her lips on mine wasn't in my head, I'd be lying. She didn't. She just looked deeply in my eyes with a serious, sexy, almost "fuck me now" look. Then she burst out laughing. "You're so fun to tease! I better get going before you and I get in trouble, and I miss my flight."
She was right, it was time for her to go if she wasn't going to miss her flight. "Alright, Mom. But maybe we can continue this conversation when you get back?" I asked. Or should I say I begged.
She laughed, "Haha, sure honey." I couldn't tell if she was being sarcastic or not. I bet she didn't know either.
Mom paid the bill and I walked her to the security gates. We leaned in to hug each other, and I savored the feeling of her large, soft breasts pressing into me. Apparently Mom really enjoyed teasing me, and she took one last opportunity to do so. As we hugged, in a deep, sultry voice, she spoke in my ear, "Don't be too naughty while I'm gone, big boy," and while hugging me, she reached down and pulled me into her by my ass. She gave me a kiss on the cheek.
"I'll try, Mom. Have a good flight..." I said. Mom blew a kiss to me and turned to walk off. I admired her ass in her jeans before heading back.
Getting back into the car, I didn't bother checking in with Jamie or Chuck. My mind was stuck on the heavy flirting that just took place between my beautiful mother and I. I drove home without the radio on still trying to dissect what just happened. About halfway home, I checked my phone and saw I had a picture message. From Mom!! She snapped a picture of her in the airplane bathroom mirror, of her upper body, cutting off at her neck. I wanted to frame this picture - it was a perfect shot of her sexy blouse, showing off a ton of cleavage. It was exactly how she was wearing it at the bar, with one more button unbuttoned than on the initial drive to the airport. The caption said, "Why didn't you tell me I lost a button?! Naughty boy!"
I carefully texted her back, "You looked too good! I thought you knew what you were doing anyway!"
Moments later I got a text back, another picture message! This time she was sitting in her seat. Another shot of just her upper body, cut off at her neck. Her buttons were still the same and this time it even looked like she pressed her big tits together to show even more cleavage. "About to take off. Love you"
My mind was going a million miles an hour and my cock was rock hard. Before I knew it, the 50 mile commute was over and I pulled into the driveway. My car radio read 3:35. I saw Chuck's truck in the garage and Jamie's car was parked by the mailbox. They must've finished at the mechanic at some point while Mom and I were gone.
I opened the front door and immediately heard the familiar sounds of my busty sister Jamie getting fucked. "Oh yes!! So fucking good! Oh god, fuck me harder!!" Jamie screamed.
What the fuck? I followed the sounds to Mom and Chuck's bedroom where the door was closed. Yes, her voice was definitely coming from behind this door. "Fuck me baby! Oh my god!!" Jamie kept screaming.
These motherfuckers are so busted, I thought to myself. For a split second I hesitated and I debated what to do, but I knew I wanted to catch these bastards in the act. I threw the door wide open.
Jamie was laying on her stomach and Chuck was behind her bubble butt, fucking her pussy. She was facing right at me, as I stood in the doorway. When I opened the door, Chuck was squeezing her butt cheeks together, making her ass look incredible. "Oh SHIT!!" Jamie screamed, looking right at me.
"Oh my god, what the fuck?" yelled Chuck, pulling his cock out of Jamie. I saw his dick for the first time. Not bad sized, but a little smaller than my 8 inch freak. "You aren't supposed to be home until 5!?!?"
"What? I'm home, motherfucker!" I said. I was really pissed. Jamie cursed while she still laid there naked. Chuck grabbed some blankets to cover himself.
Jamie spoke up, "Mom said her flight was delayed 3 hours and you'd be home after 5!!"
"No, slut, her flight was delayed an hour and a half!" When the words left my mouth, I realized what Mom had done. She lied and told them her flight was delayed 90 minutes longer than it really was. Now I realized why she said to keep an eye on these guys. She had a feeling something was going on under her roof, and she lied to them, so I could possibly catch them.
"This is so fucked up..." Chuck mumbled, almost to himself. He stepped out of his covers, his dick no longer hard, just laying down. He picked up his boxers and put them on. Jamie still laid naked on the bed on her stomach.
"Well, what the fuck?" Jamie said. "You guys are both fucking me, and now you're both here, and nobody is gonna fuck me?!"
I was in shock that Jamie ratted me out. "That's right asshole," Jamie said looking at me. "If Chuck and I are caught, you gotta be caught too."
"Holy SHIT." Chuck said. "I'm not surprised. Listen here you piece of shit, if you say anything to your mother, I'll fuck you up. I'll tell her about you and Jamie, and she'll be devastated. And I'll kill your ass! You hear me?"
Jamie stood up. Her oversized breasts looked incredible and the look of frustration on her flushed face was a big turn on. She put her hands on her hips and let out a big sigh.
"I'll be damned if I'm not getting fucked by one of you guys. Who's it going to be?" Jamie asked.
Chuck dropped his boxers... "Fuck it." His cock was just pounding her pussy, so it made sense he wanted to finish up.
Jamie smiled, and looked in my direction. It was my move. I was still standing by the doorway, unsure what to do. I couldn't just let this asshole fuck my sister right in front of me! No, not the same asshole that was already fucking my beautiful mother.
I began taking off my clothes. "Let's do this."
Jamie jumped up and down, "Yes!!! This is going to be awesome!"
I was proud to drop my pants and show off my 8 inch beast. I wanted Chuck to know I had the biggest dick in this house and I was determined to dominate my sister in his presence while he tried to keep up.
I grabbed my sister by her waist towards me and shoved my tongue down her throat while my dick started to grow. Jamie then pushed me down onto Chuck and Mom's bed. With me laying on my back, she positioned herself between my legs so she could suck my hardening cock. "Daddy, will you please lick my pussy?" Jamie asked with puppy dog eyes towards Chuck.
He wasted no time. "Hell yes," he said, laying down so his head was under her cunt. Jamie worked my half hard cock with her hand while she licked my balls. In seconds I was fully hard, and Jamie was blowing me like the pro she was. She was using plenty of saliva and stroking me with her hands simultaneously while she sucked.
As Jamie was blowing me, I couldn't help but dream it was by sexy Mom sucking my cock, as I laid in her own bed. With Chuck slurping away at Jamie's pussy, it was at that moment that I made up my mind. I was going to conquer my mother and make her forget about that loser.
I don't know why it bothered me so much that he was fucking Jamie. Maybe part of it was because I just started fucking my sister. It wasn't fair that he was fucking her, and fucking my gorgeous mother, who I desperately wanted to bang. A big part of me was protective of Mom, knowing she deserves better than him, the dirtbag cheater he is.
I was thoroughly enjoying Jamie's expert cock sucking skills, while at the same time growing angrier at the entire situation. I shoved her face deep down onto my shaft, causing her to gag on my meat. I held her face down for a few seconds longer while she choked before letting her breathe.
"You fucking asshole!! Do it again!!" Jamie demanded. I shoved her face down with more force and she immediately gagged some more. I looked down at Chuck, still licking away. I didn't notice any reaction from Jamie from his efforts.
A few more minutes of Jamie blowing me passed before I pulled her face off my big dick. "Bend over, slut." I instructed.
Jamie obeyed, and got on her hands and knees, with her ass in front of me. Chuck laid down so she could blow him, while I penetrated her pussy deep from behind.
Her ass looked incredible as it bounced with each thrust. I held nothing back as I tried to fuck her as hard as I could. It was only a few more hard thrusts before she stopped blowing Chuck. She just couldn't take it anymore. Jamie threw her head back as I fucked her and screamed for me. "Sammy! Oh my god!!!! Your cock is so big!!! Yes!!! Fuck me baby!!! YES! YES! Oh my GOD it's so good!!!"
I gave her ass a loud slap while I kept fucking her hard. "OH my god!! Don't you EVER STOP!!!" Jamie screamed in ecstasy. I noticed Chuck, the 3rd wheel, stroking himself while he watched us. Jamie's busty chest looked amazing as it dangled underneath her.
Chuck tried to push Jamie's head down onto his dick. I eased up on my aggressiveness and let her get filled up from both ends for a little bit before I decided Chuck had enough.
As I picked up my pace, I rubbed her asshole with my thumb. A couple more strokes with my massive cock, and then I slipped my thumb all the way into her ass. That was all it took for her to again lift her head off his dick and scream my name. "OH FUCK SAMMY!!! YOU FUCK ME SO GOOD!!! COME ON GIVE IT TO ME!! I'M ABOUT TO CUMMM!!!!"
I fingered her asshole and fucked her pussy for several more minutes, and by this time, Chuck was all but forgotten.
Jamie turned around, pushed me onto my back, and mounted me. "I'm going to make you cum, you big dick motherfucker!" She proclaimed.
She slowly grinded on me before picking up pace. Jamie clearly showed off her experience riding cock with the way she rapidly raised her ass up almost all the way off my sausage before dropping it down on me. Her huge boobs looked magnificent, bouncing up and down in front of me.
I mauled her chest with my hands as she continued to fuck my brains out. Several more minutes passed before I could no longer hold it in. "HANG ON SIS, I'M ABOUT TO BLOW!!" I yelled.
Jamie then jumped off my cock and buried her face on my glistening dick. She stroked me with one hand while she bobbed up and down, coaxing the first rope out. I shot load after load into her mouth and throat, while she desperately tried to swallow everything. Some of my jizz dripped down her mouth, but she made sure to catch it with her hand and feed it back to herself. I looked over and saw Chuck blow his load on his stomach.
"Wow, Sammy, that was so hot!" Jamie panted. She bent down to lick my twitching dick. The look in her eyes was of complete satisfaction and admiration. "That was amazing, bro, thank you!" Then she covered my cock a couple more times with her mouth, before planting a kiss on it, and getting up to wash up in the bathroom.
Chuck and I looked at each other, laying on opposite sides of the bed. I knew I had just made him look like a complete loser and it felt great. Then the awkwardness of two naked guys laying in a bed kicked in, and we both stood up to cover up. I grabbed my clothes and made my way to my shower.
I spent most of the rest of the night in my room. The couple times I went into the kitchen, it looked like both Jamie and Chuck were in their rooms too. We didn't say anything to each other for the rest of the night.
Before I went to bed, I took a look at my phone and didn't see any new messages. I debated what I should send to Mom, if anything. As I brushed my teeth, sure enough a picture message came in. The stars were aligned and Mom was thinking of me too. This time it was a tame (enough) picture of her from her chest up, including her face. She wearing a bathrobe, revealing nothing, but showing off her stunning smile. Her message: About to take a bath and call it a night. Love you honey"
I sent her a response: Glad to see you made it safe. Love you too
She texted back: hey when i get back you owe me a massage
Me: i owe you a massage?!
Mom: u promised to give me my massage every day remember :)
Me: did i? i guess I'll see what i can do :)
Mom: good boy. kisses. goodnight my love
Me: good night
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I never would've expected this, but the next two days went strangely without incident. I went to school on Monday and dreaded coming home, afraid of a weird confrontation or maybe some intolerable awkwardness. So I tried to avoid coming home for as long as I could. I stayed late at school, studying in the library for no real reason. Then I checked with my buddy Travis who lived pretty close to me, and he said I could come over. Mom called me and we had a normal mother/son conversation, not too long. She just had a few minutes to kill between the end of her work conference day and before a group dinner. I played video games at Travis' house until 9 before I left to go home. A part of me was wondering if I'd walk in on Chuck fucking Jamie. But actually the house was empty, and Chuck came home shortly after. I sent Jamie a text and she said she was staying the night at a friend's house. I'm sure she found a random dude to stay the night with, which wasn't uncommon.
Chuck and I barely spoke before calling it a night. Tuesday, the next day, came and went without fanfare. I worked out after school and got home around 6. Jamie got home around 9 and went to her room. Chuck didn't come home until 10, which was unusual. I didn't speak to Mom, but she sent me a text asking how I was doing, and I told her everything was good.
The next day, Wednesday, while at school, I got a picture message from Mom around 1:30. Her message: I'm ready to come home, I miss you guys and can't wait to see you!
The picture was of Mom from her chest up, including her beautiful smile. She was wearing a business casual pink shirt, very snug around her massive breasts. Her nipples were hard. Clearly hard. There was no way that was not intentional. She looked to be in the lobby of a conference area with people walking around behind her. I texted her back: miss u too, love the pic mom
Moments later, she texted back: i thought u would ;)
As I sat in class, day dreaming about my smoking hot mom, my cock quickly hardened. Catching me off guard, class was dismissed while I still had a full boner. I smoothly pulled my dick up into my boxer's waistband and with my shirt covering it, got up to leave class.
After school I got a quick work out in and came home relatively early. Jamie was home, completely topless but wearing panties, watching TV in the living room. "I'm glad you're home. I was just about to masturbate. I'm really horny, Sammy... You fucked me so good the other day. I tried to get some dick yesterday from Wayne but it just wasn't the same. Come here."
My cock was rapidly growing as I admired Jamie's ridiculous body. Her tits looked incredible and I still couldn't believe that this crazy hot slut of a sister that I lusted after for years was all mine. "Where's Chuck?" I asked.
"I don't think he'll be home til late." Jamie answered. "I'm all yours, big boy."
She spread her legs and fingered her pussy underneath her panties.
"Perfect." I said, taking my shirt off and walking towards her.
Jamie unbuckled my belt and unzipped my jeans, freeing my snake. She greeted my cock with a wide open mouth, expertly pulling my pants down while she sucked me. I reached down and cupped a big fat titty.
While Jamie blew me, my mind again drifted to my big breasted mother. She'd be home tomorrow morning, while I was in school. I couldn't wait to pick up where we left off. I thought about when I left her at the airport, and she proclaimed her massive tits to be the best in the house.
After a few minutes of Jamie filling her mouth with my fat dick, I bent her over and fucked her pussy from behind. All the while I fantasized about fucking Mom. A while passed before she turned over onto her back for me to fuck her missionary style.
I fucked her hard for several minutes before lowering myself to suck on her huge tits while I kept fucking her. Jamie screamed that she was cumming and I was close to exploding myself. Moments later I pulled out and shot ropes of warm jizz out onto her giant breasts. She tasted some of my cum, clearly enjoying the flavor, before using my shirt to wipe off the rest. It was an awesome fuck, but my mind was elsewhere.
My buddy Travis came over a little later to kill time and play some video games in the living room. He couldn't believe it when Jamie walked past us wearing a thin, ribbed wife beater with no bra, and tiny jogging shorts. Her shirt was nearly see through with how much her boobs stretched it out, and her nipples were rock hard. Travis wasn't a bad looking guy but he was a little shy and girls didn't exactly throw themselves at him. Jamie made a comment to him that she's always thought he was cute, and that maybe they could hang out together sometime. When she went back into her room, Travis was stoked.
A couple hours later, he was about to go home and was making his way to the front door. Jamie came out of her room wearing the same outfit, and walked up to him. She grabbed him, and pulled his body up against hers, and stuck her tongue into his unassuming face. "Want to feel my tits?" she asked while I watched.
He didn't say anything but nodded and used both hands to grab as much boob as he could. Jamie smiled and said, "why don't I pick you up from school tomorrow?"
Travis smiled and said "Yes, that'd be great!!!" He glanced at me and I gave him a thumbs up.
Later that evening, I got another picture message from Mom. It was another shot of her from her upper body including her sexy smile. She was wearing a yellow work out tank top, showing off ample cleavage, and again, hard nipples. The message: can't wait to see u tomorrow! i'm ready for my massage! hope you've been a good boy
I responded back: depends what u call good, can't wait to see u too!
Laying in bed, I scrolled through the different pics that Mom had sent me while I jacked off. I came while looking at the pic of Mom in her airplane seat, the direct shot of her deep cleavage in her white blouse.
The next day finally arrived. Mom would be coming home! I was at school and got an innocent text from her just saying she was at the airport in Houston and would be boarding soon. I knew Chuck was going to pick her up. I was pretty nervous about everything, I had no idea what was soon to happen in my household. Chuck was fucking Jamie. I was fucking Jamie. Everyone was fucking Jamie. Mom didn't know anything. I was going to try to fuck Mom. Shit was crazy.