Author's Note: This story takes place after the events in "My Sister Shannon" and will assume you have read that story.
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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, 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. 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!
