Sex with My Mother's Best Friend

Sex with my Mother's Best Friend

Not only did he have sex with his mother but also, Henry had sex with his mother's best friend, Maureen, too.

This is something that I highly recommend, especially if your mother's best friend is as much of a MILF as is your mother. For all of you men who are sexually attracted to your mothers, wish you could have sex with her, but just can't sexually seduce her, instead, have sex with her best friend. Trust me, having sex with your mother's best friend, with her knowing so much about your mother, especially if they look a little alike, will nearly be like having sex with your mom or, with her sister, your aunt.

Then, again, if you can't bring yourself to having sex with your mother, have sex with her sister, your aunt. Trust me, with many women over 50-years-old whores, not only will you get lucky by having sex with your mother's best friend, and your aunt but soon, once they get talking, you'll be having sex with your mother, too. In case you've forgotten, there's always your wife's mother, your mother-in-law to seduce. She may have sex with you, too.

Then, desperate measures for desperate times, there's always your grandmother. Think about it, if you're horny and sexually frustrated enough, grandma may start to look good. Especially with her big, sagging breasts, wouldn't you love to see her tits, feel her tits, and fondle her tits while sucking her erect nipples?

###

"I love you, grandma," I said to my topless grandmother.

She made a face.

"Shut up and eat my pussy. Then, fuck me. Fuck your mother's mother," said my grandmother mashing my face in her bushy, gray haired pussy.

I couldn't believe that I was having sex with my grandmother. I not only masturbated her pussy but also I ate her pussy. If that wasn't enough, I made love to my grandmother. Then, I fucked her.

Not thinking that she would, as many women from her generation didn't do oral sex, she stroked my cock while sucking my cock. My GILF of a grandmother blew me. She not only allowed me to cum in her elderly mouth but also, she swallowed my cum.

Now that I gave you something to think about, do it. Just do it. Sexually seduce your mom's best friend.

I dare you to have sex with your mother's best friend. I dare you to have sex with your aunt. I dare you to have sex with your mother. No, I double dare you. You've been double dared to have sex with your mother's best friend, your aunt, and your mother.

###

After losing my beloved wife, Justine, I had drunken sex with my 52-year-old mother, Caroline, on the day of her funeral. May God forgive me. If it wasn't enough that I was drunk on that fateful day, I had sex with my mother.

'What's wrong with me,' I thought? 'That's so fucked up. I can't believe I had sex with my mother.'

I'm a 26-year-old man and I not only had sex with my mother but also, much later, I had sex with her 52-year-old best friend, Maureen. Doomed to repeat my inappropriate sexual actions, unable to help myself, I love having sex with women twice my age. I love having sex with women who are old enough to be my mother. While pretending that I'm having sex with my mother, I love calling them mommy.

"Suck my cock, mommy. I need to cum in your mouth," I've said to more than one older woman who was old enough to be my mother.

###

Nothing new and as far back as I can remember, I've always been sexually attracted to older women, especially older, busty women. There's just something about older women with big tits that sexually attracts me more than women my age do. There's something about big breasted women, the bigger her breasts the better, that makes me horny and stiffens my cock.

Clearly, they are more mature than their younger counterparts. More educated in the ways of the world, they're more intelligent than younger women. More engaging, they have much more interesting things to discuss. With older woman readily available and consensually willing, why would I want a younger woman when I can have my pick of nearly any older woman I want?

The only way for me to deal with the death of my wife, and the only way for me to cope with my loss on the day of her funeral, I got drunk. My wife, Justine, was the love of my life and I loved her. I truly loved her. Before she could no longer have children, we talked about having a child. No matter if it was a boy or a girl, it wouldn't matter. We didn't care which we had. We wanted to have one child to celebrate our union.

My name is Henry but no one calls me Henry except for my mother. I'm 26-years-old. My friends all call me Hank. My friend, who recently returned from a Paris vacation with his wife, thinks that he's funny and more worldly now calls me Henri (lol).

###

Sadly, and tragically, too young to be taken from me, my 44-year-old wife, Justine, was killed in a car crash. She was driving home from work and fell asleep at the wheel. She slammed into a tree. Even though she was wearing her seatbelt with her doors locked, but with her crashing into an immovable object, her deployed airbag was unable to save her.

Why can't they make passenger cars in the way that they make Indy cars? No doubt, making passenger cars out of carbon fiber would be hugely expensive but the cost would be reduced when making millions of cars. Granted, crashing into a wall, with the force of impact spread across the entire front of the car instead of just one point, is much less deadly than slamming into a tree or a pole. Yet, the Indy cars crash at 230 miles an hour instead of 55 miles an hour and the driver survives the crash, most times without injuries.

Helping me through my grief, my mother graciously offered her house for the guests to offer their condolences after the funeral. Once everyone left, alone with my mother, we cleaned up her house, and put all of the food away. That much I remember. Everything else is a fog.

The last thing that I remember is sitting on the couch in the living room with my mother. I remember being so sad. I remember crying. With my head resting on her enormous breasts, I remember her holding me and comforting me. Then, not remembering if I kissed her or if she kissed me, I remember making out with my mother.

Something that I've always wanted to do and have masturbated myself over imagining doing, I always wanted to make out with my mother. While kissing her, French kissing her, I remember her allowing me to feel her breasts through her blouse and her bra. I couldn't believe that I was not only making out with my mother but also, I was feeling her breasts through her clothes.

Shocking me, I remember her feeling my throbbing prick through my pants while returning my French kisses with her deep, wet kisses. Seemingly, she wanted to make out with me as much as I wanted to make out with her. Seemingly, she wanted to feel me through my clothes as much as I wanted to feel her through her clothes. Making out with my mother is the last thing that I remember.

###

I got drunk. Only, I didn't know my mother got drunk with me, too. With her keeping pace with me, drink for drink, glad that we got drunk together, I'm glad we didn't get sick. With her hiding our car keys in advance, I'm glad we didn't leave the house and didn't try to drive anywhere.

Fortunately, instead of drinking wine or mixed drinks, we drank single malt scotch neat without ice. I rarely get sick when drinking that. Nevertheless, unable to drive, with me living too far and too drunk to drive, and something that I usually do when visiting her, I stayed overnight at my mom's house.

Only, instead of sleeping in my bed and in my bedroom, something that I always do when spending the night, I awakened naked and slept in my mother's bed. Shocked, I couldn't believe my eyes. She was asleep next to me.

With her sleeping on her back and the covers below her naked breasts, I couldn't believe that I was seeing my mom's naked breasts. I lifted the covers enough to peak beneath them. She was naked, too. Only, too drunk to remember, I slept naked with my naked mother.

'Did we have sex? Did I have sex with my mother,' I wondered? 'Did she have drunken sex with me?'

Having no memory of having sex with her, I didn't know. I couldn't remember. If I had sex with my MILF of a mother, no matter how drunk I was, how could I not remember that?

With her fingers wrapped around my morning wood beneath the covers, I wondered again if we had sex. Truthfully, feeling as if my prick belonged there, her hand felt good holding my cock. Daring myself to do so, but not wanting to awaken her, I wanted to reach over and touch, feel, and fondle her naked breasts while pinching, pulling, turning, and twisting her erect nipples but I didn't dare.

This was my mother. She wasn't some whore that I invited home from a bar. It's one thing to sexually abuse and/or have sex with my mother when drunk but it's something else to touch, feel, and fondle her when I'm sober and she's still sleeping. Nonetheless, unable to remove my eyes from them, I continued staring at her naked breasts.

Something that I wished that I could remember and something that I normally would never forget had I not had too much to drink, I couldn't remember. I couldn't even remember undressing. I wondered if my mother undressed me and put me to bed. Only, I couldn't stop staring at her naked breasts.

###

Not wanting to awaken her but I had to pee. I slowly and stealthily eased myself out of bed. As soon as I stood, and faced the bed with my big erection pointing at my mother, she opened her eyes and smiled.

"Good morning, lover," she said with a big, sexually satisfied smile. "How did you sleep?"

She laughed. Then, raising her big breasts with her arms, she stretched her arms, and yawned. She made no attempt to cover her nakedness with her hands, her forearms or with her bed clothes. Instead, she turned to face me with her humongous breasts hanging out as if they wanted to play.

'Lover,' I thought? 'Oh, oh. Something she's never called me before; my mom called me lover.'

She laughed and smiled while I looked at her horrified that I couldn't remember.

"I haven't slept this soundly since I had sex with your father, God rest his soul," she said anointing herself.

She stretched and yawned again. I stared at her gigantic breasts moving up with her when she raised her arms over her head to stretch again.

###

Unable to stop staring, I couldn't look away. I continued staring at my mother's huge double, D cup, naked breasts. She had beautiful breasts, so big, so full, and so shapely. Other than seeing quick nightgown glimpses of her naked breasts, having never seen my mom's entire, naked breasts before, I couldn't remove my eyes from them just as she continued staring at my naked, erect cock.

Then, further sexually exciting me, she threw off her covers. Again, with her unembarrassed, unashamed, and immorally immodest, she showed me even more of her beautiful, naked body. My mother was naked. I stared at my naked mother as if I had never seen a naked woman before.

Now, instead of only staring at her naked breasts, I stared at her naked pussy, too. I couldn't believe that I was seeing my mother's naked cunt. In the way that she stared at my naked prick, I stared at her naked vagina.

Shocking me, she made no attempt to cover her nakedness and I made no attempt to cover mine. Something that I'll be masturbating over for the rest of my horny life, with her not even wearing a nightie, I couldn't believe that I was seeing my MILF of a mother without her clothes, and she was seeing me without my clothes, too. In the way that she never removed her eyes from my naked prick, I continued staring at her naked breasts and her naked pussy.

Seemingly, she was enamored with my erect cock in the way that I was mesmerized by her naked breasts and her naked pussy. Something that I couldn't wait to do, I couldn't wait to jerk off over seeing my mother naked. I couldn't believe that I slept naked with my naked mother.

I couldn't remember if we had sex. I couldn't stop wondering if we had drunken sex. No longer morally modest, we acted as if we were boyfriend and girlfriend, husband and wife, or lovers, perhaps, we certainly may be now.

###

Her natural breasts are as full as they are shapely. I stared at her dark brown areolas and her matching, dark brown nipples. Her nipples were as hard and erect as my cock was hard and erect. My first time seeing my mother naked up close when sober and not drunk, I continued staring at her naked breasts and her naked cunt. In the way that I stared at her erect nipples, I stared at her jet black, bushy, pubic hair.

Unembarrassed to admit and unashamed to say, I've always been sexually attracted to my mom, Caroline. What son wouldn't be? She's beautiful. Born in this country, she's a first generation Italian from Florence, Italy.

She's 5'5" tall, has shoulder length, lush, blue-black hair, and big brown, expressive eyes. Then, there's her breasts. I love my mother's big tits. I can't believe that I'm seeing her naked breasts. I'll be masturbating over seeing my mother without her clothes for the rest of my life.

'Mamma Mia,' I thought while continuing to stare at her naked breasts and her naked pussy.

Proud of her big boobs and always showing them off, she dresses as if she was a woman from the Baroque Era, or the Renaissance period, from the 17th, and 18th centuries. When wearing her low-cut blouses, as if she's wearing a pushup bra, showing a lot of cleavage and the tops of her jiggling breasts, she squeezes her enormous tits into her double D cup bras. If she was to buy a bra that better fit her instead of one that showed her long line of sexy cleavage, she'd surely take an F cup brassiere.

I've always been sexually attracted to older women with big breasts. My wife was eighteen-years-older than me, God rest her soul. Now that she's gone, I'm glad that we didn't have any children. I'd struggle to raise a child while working without having my wife there to help. I don't know how single mothers do what they must do every day to raise their children.

I don't know why I'm attracted to busty, older women but I am. My deceased wife had huge breasts, F cup breasts that are equal to triple D cup breasts, and as big as my mom's huge tits. With my mom admitting to breast feeding me, I wondered if she took me away from her teats too soon.

###

Unable to remove my eyes from her, I continued staring down at my naked mother in shocked disbelief.

"Did we," I asked without finishing my thought?

My mother laughed out loud.

"Did we?"

She laughed again.

"We sure did. Did we ever," she said.

Again, she laughed a loud laugh.

"Oh, my God! I've never had sex like that in my life. You outdid yourself with your sexual passion for me. You showed me how much you love your mommy. You gave me the best sex that I've had, Henry," she said, wrapping her arms around herself while swooning.

She smiled up at me.

"You not only made me feel loved but you made me feel desired. You made me feel like a woman again. Thank you for having sex with me," she said.

I stared at my mother stunned. Something that I had always wanted to do and imagined doing when masturbating myself, I couldn't believe she thanked me for having sex with her. Only, I wished that I could remember us having sex with her. Clearly, I had too much to drink. Yet, had we not been drunk, perhaps, we never would have had sex.

'I had sex with my mother. I can't believe I had sex with her. I only wish I could remember us having sex,' I thought.

###

She laughed again.

"I must say though, you're a virtual cum machine, Henry. You ejaculated cum in my pussy. Then, after I blew you, you exploded another load of cum in my mouth and, with mommy not a spitter, I swallowed you," she said laughing.

She gave me a sexy look.

"Then, when we fucked again, you ejaculated a second load of cum in my pussy. Returning the favor, I sucked your cock again, and you released a fourth load of cum. You ejaculated in my mouth, again," she said. "You cummed two times in my pussy and two times in my mouth."

She gave me a naughty smile.

"Finally, when I removed the pressure of my lips from your cock, surprising me and catching me off guard, you released a fifth load of cum all over my face, in my hair, and across my naked breasts," she said. "Literally, I was covered in your cum."

She laughed out loud.

"My God, there was so much cum. Your father never ejaculated as much cum. With me dripping with your oozy load, you made quite the mess of your mother. I had your cum everywhere," she said with a laugh. "Something that your father never gave me; you gave your mother a cum bath."

###

Seemingly, my mother remembered more than I did. Perhaps, she wasn't as drunk as I was. Now that she told me some of the details, even though I still didn't remember having sex with her, I was in shock that I fucked my mother twice, and she blew me twice. She not only allowed me to cum in her beautiful mouth but also, she swallowed my cum. Then, I ejaculated all over her. I gave her a cum bath.

I wished there was a video of us having sex because I had no memory of it. As hard as I tried, I couldn't remember having sex with her. Something that I would never forget and masturbate over for the rest of my horny life, I wished that I could remember having sex with my mother.

"Hurry up and go pee. Then, come back and make love to your mother," she said. "After you fucked me fast and hard twice, I need you to make slow, sweet, and passionate love to me."

'What? Seriously? With us no longer drunk, I couldn't believe that my mother wanted me to make love to her,' I thought.

Seemingly and unbelievably, she wanted to have sex with me again as much as I wanted to have sex with her again. I couldn't wait to pee to hurry back and make love to my mother. Now that I'm sober, making a memory that I'll never forget, I couldn't wait to have sex with my mother. Then, after making out with her while making love to her, I couldn't wait to fuck her again.

This time forgetting nothing, I'll remember everything. I couldn't wait for her to stroke my cock while watching her sucking my prick. I couldn't wait to cum in my mother's mouth and watch her swallow. I'd love to give her another cum bath, too.

She fondled her naked breasts while pinching, pulling, turning, and twisting her erect nipples. Then, while showing me a lot of glistening pink, with her knees raised, she spread her shapely legs wide open and slowly slid her hand along her pussy while rubbing her clit and finger fucking herself. My mother masturbated herself in front of me. She gave me a sexy smile and a naughty look while sliding a slow tongue across her red, full lips.

###

Something hard for me to wrap my head around, I never pegged my mother for a whore. Yet, for her to have wild, drunken sex with her son, she must be a whore. Then, I remembered reading an erotic story that stated that most women over the age of 50-years-old are whores. With men no longer paying attention to them and/or complimenting them, they're as horny as they're sexually frustrated. Women over the age of 50-years-old are more likely to make the first move.

I quickly peed and my mother peed right after me. We both brushed our teeth, then we returned to bed. As if we were boyfriend and girlfriend or husband and wife, we made out with one another while touching, feeling, and fondling our naked bodies everywhere. Then, we made slow and passionate love. We remained in bed the entire day stroking, fingering, sucking, licking, and fucking.

Something that I've masturbated over imagining doing, I made myself comfortable between her shapely legs. I fingered her pussy. I masturbated my mother. I rubbed her clit and finger fucked her cunt.

"Henry! Henry! Don't stop rubbing my clit. Rub me clit harder. I'm cumming, Henry. Mommy is cumming," she said.

As soon as she had her orgasm, she closed her eyes and relaxed in the afterglow of sex. Yet, not done with my mother's pussy, I wanted to give her multiple orgasms with not only my fingers but also with my tongue, and with my cock. While she rested, I licked her. I licked her pussy. I fingered my mother's pussy. I licked her cunt. I ate my mother's cunt.

"Oh, my God, Henry," said my mother. "Finger my clit harder. Lick me faster. Eat your mother, Henry," she said. "Lick your mother. Eat your mother's cunt."

She took my head in both of her hands and rubbed my face all over her wet vagina. I had my mom's vaginal secretions all over my face, in my hair, up my nose, in my mouth, and all over my cheeks and my chin. As soon as she had her second orgasm, I mounted her again.

We made out again. I made love to my mother and she made love to me. Then, we fucked. I fucked my mother and she fucked me. I fucked her fast and hard to give her a third orgasm, this time with my cock.

"Fuck me, Henry. Fuck your mother. Make me cum," she said. "Fuck me, Henry. Fuck me."

She wrapped her arms tighter around my neck. She wrapped my legs around my back. She returned my fast and hard humps with her fast and hard humps.

"I'm cumming, Henry. Mommy is cumming," she said. "Fuck me! Fuck me, Henry. Fuck your mother."

Again, when she fell silent, I moved off of her and moved up to her. Instead of her enjoying the afterglow of sex, she moved halfway down the bed. While staring up at me, she took me in her hand and stroked me. Then, she took me in her mouth and sucked me.

My mother was giving me another blowjob. Seemingly, she loved sucking my prick as much as I loved her blowing me. I'll remember her blowing me for the rest of my life.

As much as I loved kissing my deceased wife, I loved kissing my mother. I've never kissed a woman as much as I kissed my mom. We were really going at it. As if we were teenagers babysitting, I couldn't believe that I was making out with my mother and she was making out with me.

While kissing her, I touched and felt her everywhere that a son should never touch and feel his mother. She touched and felt me everywhere that a mother shouldn't touch and feel her son. Then, I mounted her. She moved her hand down between my legs to part the lips of her vagina with my erection. With a gentle hump, I was inside of her.

Never expecting to see my mother naked, never mind having drunken sex with her, and now making love to her. Soon, I'll be fucking her again, too. I'll remember this day for the rest of my life.

###

As soon as I turned 18-years-old, my life changed for the better. I grew closer to my mother. Instead of treating me as a child, she treated me as a man. Giving me plenty to jerk off over, again, as if we were boyfriend and girlfriend or husband and wife instead of mother and son, she stopped wearing robes over her short, sheer, and sexy, low-cut nightgowns.

Whether deliberately or unintentionally, when wasn't flashing me her white panties beneath her short skirt, every time she crossed and uncrossed her legs, she flashed me her bushy, black naked pussy when wearing her short nightgown. When she wasn't flashing me her cleavage and her bra in down blouse views, she flashed me her naked breasts in down nightgown views. I've never seen as much of my mother's shapely and sexy body before as I was seeing now.

Returning the favor of her flashing me, something that I dared myself to do, I started deliberately dick flashing her. I wanted to see her reaction to her seeing my naked prick. I wondered if she'd look at my exposed prick. I wondered if she'd stare at my naked dick as much as I stared at her naked pussy and her naked breasts. I wondered if she'd reach out and touch me in the way that I wished that I could reach out and touch her breasts through her nightgown.

When I wasn't walking around the house wearing my pajama bottoms without underwear with my erect prick sticking out of my pee hole, I allowed her to catch me masturbating. Her best friend, Maureen, visited her every night. They drank coffee while they talked and gossiped.

Again, daring myself to do so, as I finally dick flashed my mother, I deliberately dick flashed my mom's best friend, too. They sat talking while in the kitchen sipping their coffee. As much as I was sexually attracted to my then, forty-five-year-old mother, I was sexually attracted to her forty-five-year-old friend.

Maureen was tall, about 5'9" tall, the perfect height for my 6'2" height. She had beautiful red hair, big blue eyes, freckles, and humongous, Irish milkmaid breasts. Her breasts were equal to my mother's breasts. I loved her big tits as much as I loved her pretty face.

###

I overheard them talking. My mother told her friend everything. She told her that she had been deliberately flashing me her panties, her bra, her naked pussy, and her naked breasts. She told Maureen that I had been dick flashing her.

Then, she told her that we had sex. She told her that we made love and we fucked. She told her that I ate her pussy and she sucked my cock. She told her that I gave her a cum bath.

In the way that my mother teased me by flashing me, her best friend teased me by flashing me, too. She'd lean in front of me to show me a down blouse view of her cleavage and her bra while holding my hands to dance with her. Then, when she danced, with her short skirt twirling around her waist, she flashed me her red trimmed pussy through her pantyhose.

After I had sex with my mother, in the way that I did with my mother, I did with her best friend. When I walked in the room, I'd enter with my erect cock sticking out of my pajama pee hole. Then, with my prick resting on her shoulder, I'd stick my horny hands down her blouse. I'd feel her tits through her bra and stick my hand inside of her bra to feel her naked breasts.

Returning the favor, she'd turn in her chair to take me in her hand. She'd stroke me while staring up at me. Then, she'd take me in her mouth and suck me in front of my mother.

Done with teasing one another, I took her by her hand and led her to the living room. I placed a towel on the couch. Then, undressing her with my eyes, I stared up at her.

"Take off your clothes," I said. "I want to see you naked."

Obediently obeying me, Maureen undressed herself while my mother watched. As soon as her friend removed all of her clothes, my mother did, too.

"Let's go upstairs," said my mother.

We went upstairs to my mother's bedroom. We had threesome sex. In the way that I had sex with my mother, I had sex with her best friend. Then, something I never expected them to do, I watched them have sex with one another.

Every night, instead of them gabbing while drinking coffee, we had sex.

###

Then, everything went from great to bad. My mother was diagnosed with breast cancer. Within six months she was gone. She left me her house and instead of keeping my apartment, I moved into her house.

The good thing about living in my mom's house was that I lived next door to Maureen. In the way that she always visited my mother, she always visited me. When she wasn't visiting me in my house, I visited her in her house.

In the way that she greeted me at her front door wearing her short, sheer, low-cut, sexy nightgowns, I greeted her wearing my pajama bottoms without underwear. A game that we played when she wasn't flashing me down nightgown views of her naked breasts, she flashed me up nightgown peeks of her red, naked pussy.

Returning the favor, in the way that I dick flashed my mother, I dick flashed her. In the way that I had sex with my mother, I had sex with her. Finally, happy living with and having sex with an older, busty woman, I married her.

THE END