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."
