Merry Milfmas Sweetie

Starring: Alicia Silverstone, Judy Greer, Heather Graham, Eva Longoria & Isla Fisher

Tags: M/F+, Cons, Oral, Titfuck, Facial, Creampie, Orgy, Incest, Reverse Gangbang

DISCLAIMER: This story did not happen and is complete fiction. Not all facts will be 100% true to real life.

"Finally, I thought school would never end," I said to myself as I walked down the steps of my school bus. I was finally on Winter Break, no longer forced to worry about science homework, math tests, and English papers, as I intended to spend my break doing exactly what every other 18-year-old kid would be doing: playing video games and jerking off.

As I made my way across the lawn of my house and toward the front door, my mind raced with what pornstar I was in the mood to jerk off to. I'd already jerked off this morning, but sitting in class all day, bored out of my mind and waiting for my break to start, all I could think about were all of my favorite pornstars. Ava Addams' luscious breasts and Abella Danger's incredible ass were of way more interest to me than whatever Mr. Mopstick was talking about in my history class.

Reaching for the cold door knob, I turned it and entered the house, groaning a sigh of relief as I felt the warm air of the house hit my chilled face.

"Mom, I'm home," I called out, knowing she was likely in the kitchen cooking. That's where she'd been this morning when I left for school and I imagined she hadn't spent much time outside of it since.

"Hi, sweetie, I'm in the kitchen. How was school?" She asked me, as I slipped off my shoes and dropped my backpack. I walked through the foyer and turned right, entering the kitchen where my mother was still hard at work baking Christmas treats.

Now, there's something you should know about my Mom. She's not just any other Mom. She's a celebrity and a pretty famous one. Alicia Silverstone, you've probably heard of her. Clueless, Batman & Robin, among other things. Thankfully, though, we hadn't had much trouble with paparazzi or anything like that. Even after my parents divorced, there was only just a slight increase in my mother's popularity, but it's since leveled out again.

But my Mom was doing a great job on her own. We were always super close, and we've only gotten closer ever since she divorced my father. And she wasn't the type of celebrity who kids my age knew so I was never bullied at school for having a famous Mom. Her celebrity status really did not affect our relationship.

"It was super boring, I don't think I've ever wanted school to end more. But now that it's over, I'm in the best mood ever," I told her, slipping off my jacket and putting it on the back of a chair at the kitchen table. Then I walked over to where she was cooking and leaned against the counter as she dumped sprinkles on a new batch of cookies.

"Well, there's nothing kids look forward to more than a break from school," she said, smiling and chuckling to herself as she put the cap back on the sprinkle container.

"Mom, I'm 18, I'm not a kid anymore," I told her for the thousandth time. It seemed like every day I had to remind my Mom that there was a one before the eight.

"I know, I know, but you're still my boy, kiddo," she said, turning to me and smiling before approaching me for a hug. I accepted and wrapped my arms around my mother, enjoying the feel of her warmth against me because of how cold it was outside.

"Oh, sweetie, you're so cold, I told you to wear an extra jacket outside today. Why don't you ever listen to me?" She asked me, pulling away from our hug to show a concerned look on her face.

"I was fine, Mom, I was only outside for like three minutes the entire day. It's not like we have class outside or like the school doesn't have heat or something. You don't need to worry about me so much."

"I know, but I'm your mother, so of course I'm going to worry," she told me, rubbing her hand across the still-cold skin of my arm. "Honey, you need to get warm or else you're gonna catch a cold. Why don't you go lay in your bed for a bit then I'll bring you some cookies when they're ready?"

"That sounds great, thanks Mom," I told her, kissing her on the cheek before I turned to head upstairs to my room. I was already planning on going up to my room, to jerk off, of course, but the promise of some freshly baked cookies only made it more appealing.

As soon as I got into my room, I locked the door, stripped off my clothes, and hopped in bed, covering myself with a bedsheet and a blanket for extra warmth. Pretty much immediately, I gripped my cock and slowly began to stroke it while opening a private browser on my phone.

I scrolled around for a bit until I found something interesting. It was ASMR audio porn, which I'd never jerked off to before. But with the title involving fucking "my" friend's hot mom, I knew I'd have to give it a listen. Usually, I wouldn't put my AirPods in, but with the door locked and my mother occupied baking, I felt I had enough time to rub one out before she came knocking. Plus, the video said that would make it a more immersive and enjoyable experience, so I put them both in and got to work.

I'm not going to bore you with the details, but long story short, I got a great release. Just as I was about to blow my load, I grabbed some tissues and came, holding back my groans so my mother didn't hear me. After all of the cum had been fired off, I opened my eyes, for the first time since I'd started the video, and was met with a completely unexpected sight.

Sitting right on my nightstand was a plate of freshly baked cookies, which only my mother would have placed there. I was first confused, then shocked, then horrified, as my mother had definitely seen me stroking my cock when she came to bring me the cookies. With the door being locked, I assumed she would've just brought the plate back downstairs and waited for me to come down, but apparently, she'd grabbed one of the keys to my bedroom and used it to open the door.

Now, I'm unsure why a mother would open the locked door of her 18-year-old son's bedroom, as there's only one thing teenage boys do when the door is locked and they're alone, but I guess my Mom had never thought about me jerking off before. But now, it seemed like she would never forget it.

For the next several minutes, I sat on my bed, feasted on my mother's delicious sugar cookies, and debated what I should do. Should I go downstairs and confront her about what she may or may not have seen? Should I just stay in my room for the next decade? I didn't want to have this conversation, but I knew it was inevitable, so after finishing off the cookies, I went back downstairs.

Surprisingly, my mother was no longer baking, as she was sitting at the kitchen table drinking a cup of tea and scrolling on her iPad. When she saw me turn the corner, she turned off her iPad and set it down, taking a deep breath before putting on a smile. I could instantly tell she was dreading this conversation too.

"Thanks for the cookies, Mom, they were delicious," I told her, hoping to make it as not awkward as possible. I placed the empty plate in the dishwasher before taking a seat next to my mother at the table.

"I bet, you ate the whole plate of them. Must've worked up quite the appetite, huh?" She asked me, seemingly referencing what I'd been up to when she delivered the cookies. I was somewhat surprised to hear her mention it, but I brushed it off as her just making a joke to lighten the tension. I chuckled a bit before looking up at her, unsure of what to say.

"I'm sorry about walking in on you while you were...you know. It's just that I told you I was gonna bring you the cookies so I didn't expect you to be doing...that. So when the door was locked, I just guessed you'd locked it accidentally and then couldn't hear me because you were listening to music or something. I promise, from now on, no more barging in without explicit approval to enter. I'll just text you if you don't answer, alright, sweetie?"

I was pretty relieved that my mother wasn't making this more than it was. She knew it was natural for me to be jerking off, and though her walking in on me was embarrassing, she wasn't the first mother to walk in on her son jacking off. She certainly wouldn't be the last, either.

"Yeah, that sounds good, Mom. Though, I shouldn't have been doing that when I knew you would be bringing me cookies. I should've, at least, waited until after you'd brought them to me. I'd just been waiting to do it all day so when I got home, the first thing I wanted to do when I got home was go to my room and jerk..." I stopped, realizing how much I was saying and who I was saying it to. I could feel my cheeks go red as I looked away from my mother, suddenly feeling much more embarrassed than before. "Shit, sorry Mom, too much information."

"Um, it's okay, honey, I understand boys your age have urges. It's just that your mother probably isn't the best person to talk about them with," she said with a smile and a laugh, once again easing out the embarrassment with some levity. She really was a great mother.

"Uh, yeah, you're definitely right about that," I said awkwardly.

"I do have just one question for you. Are you able to get rid of these urges by...taking care of yourself? Or do you still feel pent up even after...finishing?" She asked me, seemingly not embarrassed like I was. I did not expect the conversation to go this way, but pointing out how weird this was would only make it more awkward so I decided just answering and hoping I forget this ever happened would be the best course of action.

"Um, well, now that you mention it, most of the time they don't. Even if I do it more than once in a short amount of time, it never feels like I'm fully taking care of it," I told her, although I could not look her in the eyes while answering.

"I see, well, that's all I wanted to know, sweetie, I won't cause you any more embarrassment. We can put this whole thing behind us and forget it ever happened," she told me, placing her hand on mine which made me look at her for the first time in several minutes.

"Thanks, Mom, and for the last time, sorry."

"It's alright, honey, I understand you've got to get your release somehow," she said, rubbing my back before standing up and heading to the main area of the kitchen. "So, what do you want for dinner, sweetie?"

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The next few days went by painfully slowly even though I was off from school. I couldn't wait for Christmas to come so I could get all of my presents. Even though I was an adult now, my mother still insisted on hiding all of my presents before placing them under the tree late Christmas Eve night. I'd told her multiple times that she could just let me open them when they came instead of having to wrap them, but she insisted on wrapping them every year.

On the night of Christmas Eve, my mother and I spent the night in rather than going to my Aunt's house for dinner. She said that she was too tired from preparing for Christmas Day and that she'd rather just stay home and watch a Christmas movie with me. I didn't mind at all. Honestly, I preferred it this way. Even after the incident, my mother and I were as close as ever. We may have become closer as it seemed like we were spending more time together than ever.

Cuddled up under a blanket and relaxing with some cookies and hot chocolate, we enjoyed both my and my mother's favorite Christmas movie National Lampoon's Christmas Vacation. Both my mother and I laughed like it was the first time, even though we'd each seen it, at least, a dozen times.

About halfway through the movie, I noticed my mother start to yawn more and more. It seemed like every minute or so she was covering a yawn with her hand.

"Tired from all the baking, Mom?" I asked her, as she let out another yawn.

"Just a bit, sweetie. Would you mind if I rest my head on your shoulder while we finish the movie?"

"Sure, I don't mind," I told her, as she scooted closer to me on the couch and put her head on my shoulder. She let out a content sigh before yawning once again.

We kept watching the movie, or, at least, I did, as I could tell my mother had fallen asleep just a few minutes after resting her head on my shoulder. I didn't mind, as she'd seen the film countless times and had also spent the last several days baking a ridiculous number of desserts. She deserved a rest, even if it was while lying against me.

My mother didn't move much as she rested her head on me, occasionally stirring in her sleep, but staying still for the most part. That was until I felt her hand move to rest on my thigh. I wouldn't have cared, but her hand was extremely close to my cock. I wasn't sure what to do, as if I moved her, she would likely wake up and see what was going on. So I just hoped and prayed that she would, eventually, move her hand away.

Thankfully, her hand stayed there for only a bit before the film ended and the credits music woke my sleeping mother. As she moved her hand, seemingly unaware where it had been for the last several minutes, her fingertips brushed against the head of my cock. My whole body flinched as I hoped my mother didn't notice what she'd just done, and thankfully, she didn't.

"Mmmm, I think it's time for me to go to bed. I've got a fun day planned for you tomorrow and I don't want to ruin it by being tired. Good night, sweetie," my mother said, kissing me on the cheek before standing up to go upstairs. I sat on the couch for a couple more minutes, pondering what had just happened. My mother had accidentally touched my cock and seemed to be unaware she'd done it. I brushed the thought away, knowing that it was just an accident. I was far more intrigued by what my mother had planned for me tomorrow, as she refused to give me even the slightest hint as to what it was. I guess I'd have to go to bed and find out in the morning.

___________________________

I woke up on Christmas morning to my mother softly shaking me, waking me from a very deep sleep. Even though it was Christmas Day, and I was very excited, I assumed my mother's surprise could wait until later in the day. I still wanted to get enough sleep so I wouldn't be tired later in the day.

"Sweetie, wake up, it's Christmas. I've got your breakfast cooking and it'll be ready in a few minutes so do whatever you gotta do to get ready and then come downstairs. You'll have to eat quickly because our guests will be arriving soon," my mother told me, revealing for the first time that we wouldn't be spending Christmas Day alone.

"Guests? Who's coming over?" I asked, half asleep with my eyes still shut, only slightly opening them as I thought about both breakfast and people coming over.

"Just some of Mommy's friends, now come on, you don't want to waste Christmas by spending the whole day asleep, I'm making your favorites," she told me as she stood up and walked out of my room, leaving the door open so she could call for me if I still hadn't gotten up by the time the food was ready.

I groaned as I begrudgingly sat up, stretching before turning my head to either side to crack my neck. I really didn't want to get up yet, but I was very hungry and I didn't want Mom's friends to show up while I was still asleep. So I got up, threw on a T-shirt and a pair of shorts, and headed to the bathroom to take a leak.

Once I'd finished, I made my way downstairs, the smell of freshly cooked bacon filling my nostrils. My stomach grumbled, further proving that getting up now was actually a good idea.

"Perfect timing, honey, I just put it all out for you. Have a seat and enjoy your breakfast, you're gonna need it," she said, giggling to herself as she placed down a plate of French toast, scrambled eggs, and the aforementioned bacon. She also put down a glass of milk and a second plate with a couple of cookies on it. I had a feeling that I'd be eating my mother's desserts for the next month with how much she'd baked.

I took my seat at the table and started eating, unsure why today of all days I would need a big breakfast. As I ate, I heard my mother's steps behind me before she leaned in to kiss my forehead.

"It always makes me feel so good to see you enjoying my cooking," she told me as she watched me stuff my face with her delicious food. I smiled at her as I bit into another piece of bacon.

It didn't take long for me to finish eating, gulping down the last of my milk before placing down the glass and swallowing a burp. I felt completely full, but just enough to where it wasn't uncomfortable or painful.

"Now that you're done eating, go upstairs and get dressed, my friends will be here any minute now. Put on something nice, though you won't have to wear it long," she said, smirking to herself as I stood up and headed back upstairs. I assumed they must've just been stopping by to say hi, catch up, and maybe enjoy some of my mother's tasty treats. Why else would I not be wearing my clothes for very long?

I replaced my T-shirt and shorts with a nicer upgrade, choosing a polo shirt and khaki shorts and placing them on my bed when I heard the doorbell ring. That had to be them.

I heard the door open and the sound of several female voices as I changed my clothes, preparing myself in case being the only guy made the girls' reunion awkward. I closed my bedroom door behind me and caught sight of my mother with four other women standing in the foyer, all of whom I recognized. My mind went blank as I saw Judy Greer, Heather Graham, Eva Longoria, and Isla Fisher chatting with my also famous mother.

I tried to be discreet about my entrance, but as soon as the ladies saw me coming downstairs, all their attention was focused on me.

"And here he is, girls. Doesn't he look so handsome?" My mother asked her famous friends, making my cheeks red with embarrassment before I'd even reached the bottom of the stairs.

"Yes, he does, looking pretty strong there, kiddo. You work out or just spend a lot of time alone in your room?" Heather joked, making the other girls laugh as I felt my cheeks redden even more.

"Don't tease the poor kid, Heather, we all know there's nothing you love more than a muscular, young guy," Judy told her friend, to which Heather merely shrugged her shoulders.

"You're right about that, I might just take you for myself right now," Heather said while making direct eye contact with me. "That is, if it's alright with you, Alicia. Mind if I take your son for a spin?"

"Not on my watch, Heather. He may be 18 now, but he's still my son and he listens to me, don't you, sweetie?" My mother asked me, as all five women turned their attention towards me.

"Uh, yeah, whatever you say, Mom," I said meekly, which made them all chuckle, including my own mother.

"What if we all promise to share him equally?" Isla asked my mother.

"I second that, but I can't say I won't try to keep him for as long as I can," Eva added, winking at me and giving me a sly smirk.

I couldn't believe what I was hearing. I'd just met these women not two minutes ago and they were flirting with me more than any girl my age had in my entire life. I no longer worried about the reddening of my cheeks as much as I worried about my cock stirring in my pants. Flirting with just one hot woman was more than enough for me, but four all at the same time? I couldn't believe it. How could today get any better?

"Alright, ladies, if you're all done flirting with my son, why don't we go into the living room so you can all get better acquainted with him? I've got enough desserts to feed the whole town in there so help yourselves," my mother said as she led the girls through to the living room. I followed along, smiling at each of the sexy, older women as they each took a turn looking back at me.

Once we were all situated on the couch, the conversation started back up again. I was sitting between Heather and Eva while Judy, Isla, and my Mom sat on the couch across from us. I could feel all five sets of eyes on me, which made it nearly impossible for me to stop sweating.