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Author’s Note: This story takes place after the events in “My Sister Shannon” and will assume you have read that story.
I won’t lie; the first few weeks after Shannon went back to college were very hard on me. I was very sad and wanted more of what we had shared in the summer. We stayed in touch more than normal, but it quickly became obvious to me that she wasn’t missing me as much as I was missing her. I wasn’t able to concentrate on my own college studies and for a while I was worried I wasn’t going to be able to hack college life (even though I was going to a local college and still lived at home). Time heals all wounds however and by the end of September I was feeling much better about things (all the hot college girls helped!) and my studies improved. I still held out a little hope that maybe Shannon and I would fool around when she came home at Christmas, but other things had begun to grab my attention.
Dad got a promotion at work and for a while it was looking like we’d have to move. Thankfully, that was not the case, though it did mean he’d be traveling even more than normal and I knew Mom was not a huge fan of his trips; though she did sometimes go with him. It was a big raise though apparently, and I was just happy we weren’t moving.
By October, I was still jacking off to Shannon, but much less than I had been. Now there were fantasies about Roberta, Cassy, Laurie, and numerous other girls in my classes that I stroked to.
The encounters I had with Shannon this summer had also opened my eyes to something I had never thought I’d ever get turned on by… my Mom. I always knew my Mom had huge tits, quite a bit bigger than Shannon’s even (my friends certainly always were in awe over them), but I had never thought of her sexually until I started fooling around with my sister. I still remember the exact moment I started thinking of her differently; she and Shannon were outside hanging out by our pool, and I jerked off from the bathroom window while watching their swaying, wet, huge titties in their bathing suits. Mom would sneak into my fantasies and dreams about Shannon every once in a while from that point on. Now that I was getting over Shannon a little, Mom was starting to fill my thoughts more and more.
Mom’s name was Mandy. She was about 5’7 or so and had a curvy build; not pudgy like Shannon though, which made her tits seem even bigger. She had longish blonde hair and was quite pretty. She was 41-years old.
I still had absolutely no plans to try anything other than fantasize about her from time to time; it was one thing fooling around with my sister, but my Mom?… It just seemed so much crazier.
I started to jerk off to Mom more and more and soon I was starting to try to spy on her as I did with Shannon originally. I’d sneak peeks at her titties whenever I could. Unlike Shannon, Mom did not go out of her way to show off her breasts. Rarely did she reveal any cleavage, but even the most modest outfit couldn’t hide the size and shape of her gigantic boobs. I continually tried to catch her in her nightie or bath robe but wasn’t having a lot of luck, especially when Dad was home.
Just before Halloween I finally decided to push my perving further. It was just after lunch on a Saturday. Dad was away on a trip, and Mom was out for the afternoon. I was horny as hell and knowing I had at least a hour or so to myself, I made my way to my parents’ bedroom.
I was never in here much. The room was very neat and tidy, not like Shannon’s room, which would make snooping around hard. A queen-sized bed, neatly made, took up about half the room. A door lead to a large closet, and another lead into an attached bathroom. Without touching anything (except my hardening cock under my jeans) I started looking around.
Mom hadn’t left any clothing lying around. I pulled open a couple drawers and found her panty and bra drawer, but they were folded so perfectly I was too scared to take any out. I knew I’d never be able to put them back so neatly. I continued to rub my hard cock over my jeans as I made my way into the bathroom. On the back of the door I saw Mom’s bath robe on a hook, and hanging over it was one of her bras!
My heart beat faster as I took it off the hook and brought it to my face, inhaling deeply. I don’t know what perfume it was but it seriously turned me on! I looked at the label: 48J. Dear god, I remember when I used to think double-D’s were big! Shannon was a G cup, and Mom was a J!
I unzipped my fly and took out my hard cock. I wrapped one of the bra cups around my shaft and began to stroke it. I wanted to shoot a big load into her bra, but was so worried she’d notice even if I wiped it away. I started leaking precum almost immediately and some dripped into the J cup. I stopped and let the wetness soak in until I could barely see it, then replaced the bra on the hook as close to how I found it as I could. Then I looked around the room some more, my hard cock sticking straight out from my fly.
God, bağcılar escort I was a pervert! But I was finding this so hot! Still, I didn’t want to get too carried away. Taking one last look around the room to make sure I was leaving it as I found it, I went back to my room. I wanted to cum so bad, but now that I’d had a taste, I wanted to jerk off to Mom. I didn’t know exactly what I was going to do, but I knew I wanted to wait until she got home.
I didn’t have to wait long, thankfully. I heard the door to the house open and Mom came inside. I quickly moved to the top of the stairs and looked down. There were some grocery bags on the front porch. I made sure my hard cock was tucked into my pants as well as could be, and went downstairs. I stared at Mom out of the corner of my eye as I said hello and went out to grab some of the bags.
“Oh, thanks sweetie,” she said as she took two bags across to hall to the kitchen. I followed her with the remaining three bags.
She was wearing a simple light green and black dress with a black sweater. The sweater was worn unbuttoned and I could see the amazing curves of her huge breasts as well as some cleavage; nothing too revealing, the dress was just cut low enough, and her boobs were so big, there was always going to be cleavage. Her blonde hair was pulled back from her face and forehead.
“What are you up to today?” she asked as she started putting away the shopping. If she only knew!
“Just a lazy day,” I said.
“You’ll be home for dinner?”
Oh fuck yes, I thought to myself. “Yep,” I said aloud.
I was staring, but I did my best to look away when she looked up. My hands were shaking a little and I was so turned on! I left her to finish putting everything away and went to the bathroom which was just down the laundry hall beside the kitchen. Once inside, I closed the door but not fully. From that angle, I could look through the slight opening and see Mom in the kitchen. I pulled my throbbing cock out through my fly and slowly and lightly began to stroke it as I spied on her.
This seemed a thousand times more taboo than anything I did with Shannon, and I found it unbelievably exhilarating!
I stroked it very slowly and held it so lightly, because I was already on the verge and any more speed or pressure and I’d cum. I kept myself on the edge, stopping if I got too close. Precum dribbled out of the head and I lightly rubbed it on the underside of my cock head.
I looked at Mom’s curves as she moved around the kitchen. She went out of my line of sight a few times, but mostly stayed in my range of vision. I ogled her tits and ass and pretty face. God, I wanted to fire off a load onto her big titties! I opened the door a little more and moved so I was standing in front of the opening, my cock pointed at my mother as I jerked off to her. The crack was about six inches wide now and if she looked up, she’d see me there for sure… hard cock in hand. The thought thrilled me even more.
She never looked in my direction however, and soon she finished what she was doing and left the kitchen. My cock was literally throbbing and I knew I would cum if I applied any sort of pressure to it at all. I waited there a long time until it softened enough that I could tuck it back into my pants without filling my underwear full of cum.
I left the bathroom and headed upstairs to my room. I passed Mom and Dad’s room and could hear Mom inside, though the door was closed. I went into my room and closed the door. Now I wished I had cum while watching her because there was no way I could peek into her room, and I was way too fucking horny to wait any longer. I sat down at my computer and started searching for ‘mature blonde huge tits’. Eventually I found some nice videos of an extremely busty blonde MILF named Abbi, who looked a little like my mom; the face wasn’t the same, but the hair, body shape and tit size were very similar.
I found a video of her swaying her huge titties in a blue bathing suit. I grabbed a tissue and pulled my dick out to jerk off. It didn’t take long… she pulled one tit out of that swimsuit, and I pretended it was Mom showing me her boob, and I shot a huge load into the tissue; I swear I came harder and longer than I ever had before. When I finished, I was sad I hadn’t cum while watching Mom, but at least I’d be able to sleep that night!
I was a little embarrassed around Mom during supper and through the rest of the night, but I resolved to not be embarrassed and to let the taboo nature of my perversion add to the excitement rather than take away from it. I was going to do what I could to see more of her body and continue to jerk off to her.
After another few days of trying to find hot situations to jack off to her, I realized I was going to have to push the limits of my comfort zone if I really wanted to see anything. Mom didn’t make it easy like Shannon did; I was going to have to make stuff happen and take big chances. bahçelievler escort My first real chance came on Halloween night.
I had gone to a Halloween party with some college friends the previous evening, but had nothing to do on the actual night. Dad was away for the night again, so I decided to stay home with Mom and help her give out candy to the little kids that came trick-or-treating. Mom dressed up like a witch; she always liked to wear costumes on Halloween night. There was absolutely nothing sexy at all about her costume; in fact the black shawl she wore over her black dress basically covered all her curves. However, the makeup job she did (sort of in the fashion of Elvira, Mistress of the Dark) and her black wig made her look sexy as hell!
I’m still a bit of a kid when it comes to Halloween and Christmas and enjoy getting into the spirit of things. Mom and I had fun giving out candy and commenting on all the costumes while we played creepy music and sound effects in the front hall.
Around 9 PM we closed up shop and Mom declared she was going to go have a long hot bath to relax and wash her makeup off. My heart leapt into my throat as I decided then and there that I would try to peek in on her.
I told her I was going to watch a horror movie in my room to end the night and after we tidied up the leftover candies, turned off the music and lights, and locked the door, we went to our rooms. I did not watch a movie but instead paced around my room, wondering how long I should wait.
I waited about fifteen minutes, but it felt like an hour. I opened my door and made my way to my parents’ bedroom door wearing only a t-shirt and loose boxers. It was closed. I carefully placed my ear against it and I could just hear water running from their bathroom; the tub being filled. I tried the knob very, very slowly and it turned in my grasp: it wasn’t locked, thank god! Breathing deeply and trying to calm my pounding heart, I cautiously pushed on the door. It didn’t make much noise, but it sounded to me like an orchestra tuning up. The further the door opened, the louder the bath got.
When the door was open wide enough, I peeked inside and breathed a sigh of relief that Mom was not standing nearby. The door from the bedroom to the bathroom was open about a third of the way and I could just make out the steps leading up to the tub. Mom must be in the bathroom as she was not in the bedroom.
I quickly and quietly tiptoed (literally!) into the room and closed the door as tightly as I could without actually letting it latch. Then I moved towards the bathroom. As I got to the door, I could smell the bubble bath Mom was using. Just inside the bathroom door, I could now see her Halloween costume lying crumpled in the bathroom floor. My heart leapt again! I took a big chance and moved right up to the door, and slowly peered into the opening, turning my gaze past the end of the door so I could see inside the bathroom.
The first thing that came across my gaze was the tub being filled with water, the suds and bubbles almost flowing over the edge. Then I saw Mom standing in front of the mirror. She was wearing a white bathrobe and I could see the back of her bare legs from well above the knees down. She was leaning towards the mirror, washing her face with a cloth. Most of the makeup was already gone. Unfortunately I could not see enough in the mirror to see how open her robe might be; from the angle and also because the mirror was quickly fogging up due to the running bath.
She finished with her face barely seconds after I peeked inside, and started to turn. I pulled back so quickly I’m surprised I didn’t pull something in my neck or back. She didn’t yell out or come running to the door, so I assumed she had not spotted me. I quickly moved up to the opening and looked inside again as Mom was leaning over the tub turning the faucets off.
My hand moved to my erection over my boxers and I began to rub it slowly as Mom stood up and, her back to me, untied her robe and let it fall to the floor!
Moment of triumph! There was my Mom’s bare, round ass just a few short feet in front of me. It was curvy and smooth and round and her cheeks bent and swayed so gloriously as she started to step up into the tub. I pulled my hard dick out through the fly of my boxers and jerked it as I watched her. I was so enthralled by her bum and so excited and caught up with jacking off to her that I almost didn’t look up her body. But as she placed one foot into the tub, I did look up and could see her massive breasts swaying side to side as she moved; it was the greatest side boob show I ever saw.
She finished stepping into the tub and had to turn towards me slightly as she sank down into it. As she turned I could fully see her from the side including the nipple of her right tit!
Holy fuck! I came hard at the sight, practically falling over as my body shook with orgasm. She was quickly under the water bahçeşehir escort to her neck, her boobs disappearing under the bubbles but I kept looking as I stroked the last of my cum out of my cock.
When I finished cumming, I stepped back to catch my breath. When I calmed down a little (though not much, I was still rock hard!), I grabbed some tissue from my Mom’s dresser and cleaned my jizz off the carpet. Satisfied that she would never notice anything, I left my parents’ room and carefully closed their door. I made it back to my room and laughed and jumped around like an idiot.
Holy shit Mom was hot as hell! I knew I’d be jerking off to what I saw for a very long time. I also knew I’d be trying to spy on her a lot more!
A few days passed, and my urge to jerk off to my Mom only got stronger and stronger. Daily I stared at her and tried to catch her in revealing situations, though with Dad back from his latest trip, there weren’t many opportunities. Nightly I jerked off to fantasies of her. A couple times Shannon was in the fantasies too, but she was fading more and more from my mind as I became more and more infatuated with Mom.
Finally after weeks of intense masturbation sessions, but no real new voyeuristic encounters with Mom, Dad announced he had another business trip. He’d be gone for the weekend. A late November snowstorm almost canceled the trip, but it cleared just in time for him to leave early on a Saturday. I had an assignment for school I had to finish since the school had been closed the day before. I planned on shovelling our walkway when I got home (Dad had shovelled the driveway before he had left), but when I got home, I saw that it had been shovelled already.
I went inside and Mom told me there was some supper in the fridge for me. She was in the living room watching TV. After I ate, I joined her there and that’s when I saw she had a heating pad on her upper back. She was wearing pyjama pants and a loose fitting t-shirt, and though I wasn’t 100% sure, on that first glimpse it looked like she wasn’t wearing a bra!
“Are you OK?” I asked.
“Oh, yes honey, I’ll live,” she said. “I must have pulled something shovelling.”
“Mom!” I admonished, “I said I’d shovel when I got home.”
“I know honey, but I was home anyway, and just thought I’d get it done. I just overdid it a little, that’s all. I’ll be fine.”
She didn’t look fine. It looked like it hurt whenever she adjusted her position on the couch. I asked her if she took any pain meds and if there was anything I could do for her. She thanked me and said if she wasn’t feeling better by Monday she’d make an appointment with her doctor.
“I think I’m just too tight,” she said. “I probably just need a good massage.”
Here was a chance! If I hadn’t had those encounters with Shannon, I never would have been brave enough to say these next words…
“Do you want me to rub your back a bit?” I asked, my mouth dry. “Maybe it will help loosen things up?”
“Oh, thank you honey,” she said, turning to look at me. “Maybe a quick shoulder rub?”
She turned away again and adjusted herself on the couch so I could sit sideways behind her. She pulled her hair back and tied it into a loose ponytail, then adjusted her shirt a little to make it looser at the neck. I had to adjust my crotch quickly as I sat in behind her as I was getting hard fast.
I’m not sure when the last time was that I was this close to my Mom for longer than just a hug, but I was very aware of her body so close to mine and the smell of her shampoo and body lotion. I calmed my hands as much as I could and reached and lightly placed them on her shoulders over her shirt. I began to rub her shoulders.
“You can go a little harder,” she said, which I found unbelievably sexy. I squeezed a little harder. “The shoulder blades and the base of my neck is where it’s really stiff.”
I let her direct me until I got into a groove. She arched her back slightly and tilted her head down so I had better access to her neck. After a few moments I started to grow slightly more bold, moving from her shoulder blades to her neck to the top of her shoulders and back again. Every few rotations, I moved my hands slightly further; down her back, along the tops of her arms, down the front of her shoulders and collarbone.
Her arms rolled with my movements and I could see her eyes were closed. I got up onto my knees behind her as if to have a better angle for the massage when in fact I just wanted a better angle to see the shape of her big tits under her shirt.
As my hands came up each time to the top of her shoulders and collarbone, I began to ease my fingers under the neckline of her t-shirt. After a few minutes my fingers were fully under, caressing the front of her shoulders. I would also slightly bend my fingers while they were there, teasing the front of her shirt up slightly, giving me brief, tantalizing glimpses of her cleavage.
I got more and more bold, beginning to slide my hands a little further down past her neck to the very tops of her breasts, rubbing small circles on her skin there, pressing down slightly though not as hard as I rubbed her shoulders. I could see that she was breathing deeply now. I took good long looks down her top from that angle while rubbing her chest. I couldn’t quite see her areolas, but so much cleavage!
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