What Mom Doesn't Know Will Fuck Her - Sex Stories

What Mom Doesn't Know Will Fuck Her

What Mommy Doesn’t Know Will Fuck Her NOTE 1: A special thanks goes to Estragon for his copy editing work! What Mommy Doesn’t Know Will Fuck Her Until I read stories on Literotica, I had no idea how many sons had fantasies...or sometimes realities...of having sex with their Mother. I mean, it is not really a conversation one has with their buddies. Imagine this: "Dude, you know who I would really like to fuck?" "Anyone who moves, I imagine." "True. But do you know who my most constant late night focus of my daily stroke-fest sessions?" "Beth, the head cheerleader?" "She's in the top five, no doubt." "Well, who would be number one then?" "Promise you won't judge?" "No." "Seriously, this is really embarrassing." "Fine, I promise not to ridicule you too bad." "My Mom." "That's not so bad. I was expecting Big Bertha or Old Woman Burgess. First, your Mom is ridiculously hot and second I have stroked about my Mom many times." "You have?" "Of course, and my Mom is nowhere as hot as your Mom." "So it doesn't make me a freak?" "Oh it makes you a freak all right. A perverted little freak. But hey, at our age, every guy is a perverted little freak. Christ, even Hamlet supposedly had a thing with his Mother." ...... Anyway, the point is simple. The older I got the more obsessed I became with the thought of sleeping with my Mother. My fantasies shifted from cheerleaders and hot blondes to my forty-three year old blue-eyed, chestnut-brown-haired Mother. She didn't help any either. She was ...

... a real estate agent and always dressed-up in skirts and heels. Both of which had become fetishes of mine, probably because I grew up seeing them on the hottest woman I knew. I was a sixteen when I started giving my Mom foot massages after a day at work. She always kept on her stockings and my cock always rose when her stocking-clad legs were on my lap. She had to have known what it did to me, but she never let on and it never went any further then a son giving his Mother a gentle foot massage. She also knew she was still hot. She flirted with my friends and loved the compliments my friends threw at her. She was a MILF and she knew it, and she revelled in it. That said, I never thought I would have the chance to do more than just her feet...and then Halloween occurred. Every Halloween my parents got dressed up as a sweet couple and went to some big party. Every year you could see their excitement for the big day. Mom's creative juices always came alive for Halloween too. She always designed and made the costumes, often starting months in advance. I can't recall all the outfits but do remember a few: Bonnie and Clyde with Mom dressed as a very hot flapper girl (Mom looked stunning in fishnets and the cute bob haircut), Fred and Wilma Flintstone, which had my dick thinking Bam Bam all night (to this day I still have a photo of Mom as Wilma hidden under my bed for stroke sessions), her fifties theme icons, Marilyn Monroe and James Dean (which I also have a picture of hidden for ...