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Am I Fucking Him Right Mommy? - sex story


Am I Fucking Him Right Mommy?


Emily and I had been best buds for the 20 years that it had taken me to get from the tender age of 25 to the ripe old age of 29. She’d seen me through a long succession of shitty relationships and I’d seen her through an even shittier marriage. Gordon the Goofhead was long gone but the fruit of their union was still around and about to finish up high school.

Benny was an awkward kid. In fact, “Mutant” might not be too strong-a-word when seeking to describe him. “Creepy Mutant” might be even more descriptive, but that’s two words. In all the years I had known him, he’d never really had any friends. In fact, if it wasn’t for his mother, I don’t think he’d even know what a woman looked like. He didn’t seem to be gay, just psychotically withdrawn and shy. And physically unappealing. And he had this loud whiny voice that just made you want to punch him. And his laugh sounded like a duck throwing up. It was actually hard imagining him having a penis never mind getting to use it on anyone. I figured he’d either end up discovering some epic scientific breakthrough or be caught with a basement full of dismembered sheep genitals.

At least once a week (more, if I didn’t have a boyfriend), Emily and I would go out for a few drinks and then stagger on back to my place for some hot sex. She was a terrific lover and had this sixth sense of when to lick and where. There were very few guys who have given me the kind of gut-busting orgasms that she conjured up between my legs. When I die, I’ve made an official request to be buried alongside her tongue. I’m not sexually drawn to a lot of women, but burrowing my face into her little fleshy trough is right up there with Haagen-Dazs ice cream and dark Belgian chocolate. Yum! I could dine on her Sapphic salad bar for hours at a time (and have!).

So, we’re laying in my bed one night and basking in the glow, following a robust round of 69ing. All was right with the world and my mega-happy, luxuriously-licked labia. It was completely idyllic. I was lying on my back and she was resting her head on my shoulder and gently stroking my tummy with the tips of her fingers. When they’re not being like total bitches, women are just the nicest things around, aren’t they?

I was just canvassing my languid loins to see if they had enough strength left for a serious round of tribbing when our evening took a very unexpected turn.
“Can I ask you a favor?” Emily cooed in my ear.

I figured she was too tired for tribbing too and just wanted me to eat her out until she fell asleep.

“Sure sweetie. Anything,” I foolishly replied.

“I’m worried about Benny.”

Hey, who wasn’t worried about Benny? The kid was one big sack of strange.
“He’ll be going away to college soon,” she continued, “and I think he needs to learn about women.”

This didn’t sound good.

“What about “women” did you have in mind?”

“I just think that going away to school without actually knowing…experiencing how a woman works – well, it could be highly psychologically damaging.”

“You want me to fuck your son?” I’ll admit, perhaps I could have phrased this a little more tactfully.

“Don’t worry, he’s not going to just jump on top of you and ejaculate. I’ve discussed it with him and we both feel that a gradual step-by-step approach would be best. Learn a little about the horse before you throw on the saddle.”

“You’ve already offered up my genitals to Benny? Without consulting me?”

“Well, I don’t want to be critical sweetie, but you’ve fucked worse.”
She had me there.

Maybe it was the long-since-drunk booze or maybe it was the fact that she started to expertly massage my love nub right about then, but somehow I heard myself agree to this crazy and uber-icky scheme. And then I came so hard, I woke up people on a nearby continent.

Our initial “session” was penned in for the following Tuesday. Needless to say, I was super nervous and a little grossed out (or perhaps I was a little nervous and super grossed out). Emily was so lucky I loved her so much. I went straight into her bedroom and took all my clothes off (not that I hadn’t done that a million times before) and just stood there like a pregnant penguin. After about a minute or so (just time enough for the cold air to solidify my nipples into tiny pink volcanoes) mommy dragged “Benny the Weird” through the door. He was always a funny looking kid. He stood about five foot ten and weighed about 17 pounds. 12 pounds if you took off his thick glasses. The way he was gawking at my real-live-nude body, I don’t think there was any real chance that he was going to remove them. He was wearing this old, tattered dressing gown and a grin that would have given Stephen King the cold shivers.

“Hey Benny,” I said like a naked moron and waved.

“Alisha has kindly agreed to let you see her private places and touch them. Isn’t that nice of her?”

Benny didn’t answer. He just stood there boring holes into me with his eyes.
“Why don’t we start with her breasts?”

Oh God, here it comes.

“Now, the best way – the most pleasing to a woman – to touch a breast is like this.” Emily grabbed a hold of my left tit and gave it a very nice going over. “Go ahead Benny. Try doing this on the other one.”

Ben reached up and almost squeezed milk out of it. I tried not to scream or cross my eyes from the pain.

“No sweetie. A woman likes her gentleman to touch it much softer than that.”
Benny loosened his vice-like grip on my poor boob and started rubbing his hand across my nipple like he was cleaning a car window.

“Like this,” Emily helpfully demonstrated. Masterfully circling my areola with tingle-inducing strokes of erotic genius, I immediately felt a dampening “down there”. If Benny could learn to be half the lay his mother was, then he was going to lead a full and rich life. After a few minutes, the male-manipulated side of my chest began to feel a little less beaten upon.

“Now try this, but be very gentle with your teeth,” Emily warned.

Oh my God! She was actually sucking on another woman’s tit in front of her son?? What mothers won’t do for their offspring!

So there I stood, the center of attention in this ménage et weird. Serious second thoughts were racing through my head like stampeding elk as Ben took the base of my nipple between his teeth and licked the end with his flickering tongue.

Emily grabbed her son’s hand and stuffed it between my legs. “Feel how fleshy and moist this is, baby. Don’t worry,” she assured me, “I trimmed his nails.” Momsy proceeded to puppet his dubious digits though my horrified honey-pot. “Now, a woman’s vagina is the absolute treasure of the world and you need to treat it with the love and delicacy it deserves.”

It has to be said, Emily was as good at a handjob as she was with a tit-suck. She yummily guided his hand as his fingers joyously swirled around my rapidly swelling inner and outer lips. It was quickly becoming vulva-liscious! I closed my eyes – I knew I’d enjoy my pudenda prodding more if I wasn’t staring at the pimply geek who had a fistful of my meat mound.

Still doubts plagued my sensible mind. This whole thing was just all fucked up. Completely wrong. I needed to put a stop to this. Friendship or no friendship, I was going to pull the plug.

“Now, take off your robe baby, so Aunt Alisha can suck your cock.”

The “Aunt Alisha” comment sealed the deal. Emily had just crossed my “too disturbing for words” Maginot Line. I opened my eyes and said, “Listen, I’m sorry but…” That’s when I caught sight of the biggest wad of dick I had ever espied. This dysfunctional, societal outcast with unsightly acne and an annoying laugh was sporting major fucking wood. An entire forest of it! “…I’m going to need a little more quiet if we’re to proceed.”

I dropped down onto my knees and grabbed a hold of this didgeridoo with balls. There was absolutely no way I was going to get the whole thing in my mouth. Five or so inches was going to have to do. The rest of it would just have to wait outside and enjoy the visual. I started off by kissing and licking his pendulous nuts. They were nicely trimmed (I greatly feared that his mother had performed that grooming duty for him) and it was a lot of fun bouncing them around with my tongue. I didn’t stroke his shaft because I was afraid he’d pop one due to the novelty of having a woman’s hand wrapped around his schlong. After a few minutes of toying with the twins, I decided to switch my attention to “Big Daddy”. Sliding my tongue all way up his girth (a not inconsiderable journey – I almost ran out of saliva) I lingually lathered up the head of his cock and… Bam! Too much lathering I guess, because giant globs of white sticky goo erupted out the end of his vagina widener. It was in my hair. In my eyes. All over my face and hands. Emily was hit with several rounds jizz shrapnel as she grabbed her son’s cock and tried to aim it away from the crowd.

“There’s nothing to ashamed of, Benny. You haven’t done anything wrong. Isn’t that right Alisha?”

“No,” I assured him, trying to get the cum residue out of my eyes so I could see where I was. “At least we know it’s in fine working order.”

“That’s right. And you shot a massive amount of spunk. Girls really like that in college, don’t they, Alisha?”

“I was always a two or three swallow gal, myself. The more the merrier.”

Emily helped clean her son’s goop off me and kept things cheery and on topic as Benny attempted to recover his sexual mojo. Weren’t my tits pretty? Wasn’t it nice of me to do this? Doesn’t that pussy look amazing? Shit like that.

Luckily, he was still a teenage boy and “seconds” aren’t a problem at that age. Within minutes, new life started to breath itself into his groin grenade (hopefully, he’d wait a little longer to pull the pin this time).

“I tell you what,” I suggested, “your knob looks so amazing, why don’t I just lie on this bed and play with myself while I watch it grow?”

If I didn’t loosen my girly aperture up a little first, I was afraid he was going to jettison his baby-makers again before he could force the head in. And, it was not hard (pardon the pun) to get moistily turned-on witnessing his phoenix phallus rising from its flaccid ashes. My vagina was practically licking its inner and outer lips as blood-flow returned his mighty mast to its former glory. Jesus, it was big. I started to wank a little harder in anticipation of a challenging breach.
Emily gazed at her son’s pant awning with unhinged glee. “Now it’s time to climb on top of Aunt Alisha. Won’t that be fun?”

I could tell that Benny was about to shit himself. Perhaps a formal “mount” was too intimidating. I bounced up off the bed, looked into his eyes and sighed, “Hi sexy.” And then I kissed him. Just a peck and first, building up slowly into some major spit swapping. He seemed to respond to this pretty well. I could feel his dick pressing like a policeman’s nightstick against my stomach as we snogged.

It was about the time I felt the tip of his tongue touch my uvula that I decided to move on to phase two of my fiendish plan. Still firmly lip-locked, I put my hands on his ass and pulled him towards me. Within seconds, I had fallen backwards onto the bed and pulled him down on top of me.

Now all that remained, was for me to try his Mr. Monster on for size. Benny was a tad nervous so I yanked his pimply face down onto one of my tits and that seemed to keep him busy. While he slurped noisily on my nipples, I reached below and attempted to corral his colossal cunt stuffer. Just wrapping my hand around it gave me chills. He let out a few light grunts as I rubbed the head around my vulva to lube it up before trying to work it into my opening. This whole operation had to be done just right or he was going to “pop” again and then he’d probably be done for the rest of the night. I realized that I probably wasn’t going to get an orgasm out of his first time slammin’ the slit, but just the thought of having all that cock inside me was burning a hole in my soul. I was obsessed with getting his broom in my womb.

Luckily, the end of his Johnson wasn’t gigantic. Large, but not inadmissible. The first couple of inches slid right in without a lot of fuss. Having never jammed one of those mammoth dildos up my hoohaw (like you see in porn videos) this was a new experience for me. After about six inches, I was feeling pretty full up and began to worry where I was going to put the rest of it. At nine inches, I’ll admit to harboring some misgivings. Having something stuffed that far up your twat was a bit overwhelming and I had another three inches to go! Those were the painful ones. Twelve inches is a long, long way to go up inside a girl and he was now banging away against some pretty tender stuff. Very quickly, I was in absolute abdominal agony but, like the nice auntie I am, I didn’t want to ruin his first fuck. “Just hold on,” I told myself. Benny wasn’t going to last long inside my pussy. I just had to handle the pain till he spewed his glue. Moans and sighs poured out of me but they were far from the vocal emissions of sexual ecstasy.

Girls, don’t try this at home…or anywhere unless you’re sure you’ve got the vaginal space to handle it. It felt like Thor himself was beating on my womb with his mighty fucking hammer. Benny was getting “close” but he was also getting more thrusty. I reached down and cupped his balls with my hands, in desperate hope that it would speed him along his way. Sure enough, after one last epically painful ram against my innards, he blew is wad. I quickly grabbed his ass cheeks and held him steady, hoping he’d just lay there and savor the orgasm and not try to squeeze out a few extra cum pumps in my traumatized twat.

Benny lay there moaning like a dyspeptic walrus. I held him tight, keeping movement to a minimum while his cock slowly, slowly shrank inside me and some of my massive cunt pain subsided. Then, finally he was out. I gave him a little push so he’d roll off me. Emily was beaming.

“That’s so great. You did so well, Benny!”

Benny!? What about poor me?

Momsy rushed off to get her darling boy a wash cloth, to wipe my emanations off his precious dick while I lay there with a five alarm five raging between my legs.
I turned to him. “Thanks for that really great fuck, sweetie,” I lied. He smiled.
Soon, loverboy toddled off to play video games and I limped into the bathroom in search of healing ointments and salves. The last two days I’ve pretty well been in genital hell. My cervix feels like it just went a few rounds with Brock Lesnar.
I haven’t answered any of Emily’s calls (she may want Benny to get a few more “practices” in before he goes off to college. OW!). You know, I’ve come to the conclusion that average sized wieners are really an under appreciated commodity. I’ll take 5-7 inches anytime, ladies. Fun gettin’ ’em in there and a breeze gettin’ them out.

I wish Benny all the luck in the world, but he won’t need it. I won’t be the last girl whose eyes are bigger than her vagina!

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