Sex With Drunken Milf Of A Roommate

Sex with Drunken MILF of a Roommate

Twenty-four-year-old, Robert, undresses and puts his drunk roommate, forty-eight-year-old, Elizabeth, to bed.

When I moved to New York, with rents sky high, unless I wanted to stay in a fleabag motel with druggies and welfare mothers with screaming kids, I couldn't afford to rent an apartment unless I had roommates. When I first left home, I lived with a couple of my friends from college. Then, with men pigs and women neater, while they hung around the apartment drinking beer, no longer wanting to live with men, I'd prefer living with women or with one woman.

Only, unless she was my live-in girlfriend, I didn't have a steady woman to live with me and share the monthly expenses. Besides, unless in a relationship, most women would rather live with another woman instead of with a man, especially with me only able to afford an apartment with only one bathroom. My only requirements that I had was that she must speak and understand English, didn't have any small children, nor any pets.

Even though I love dogs, am allergic to cats, and with me working full-time from home, I didn't want to be responsible for feeding and playing with her dog. I didn't want to be going up and down the stairs and taking out her dog while she's at her job working. Besides, unless I quickly walked several blocks to Central Park, there's not much grass close enough by in New York for a dog to pee and poop.

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Admittedly, after having had forbidden sex with my MILF of a stepmother, Jennifer, numerous times, I didn't care if my female roommate was much older than me, a woman my stepmother's age. Truth be told, as long as she was tall, busty, and good looking, I preferred if she was an older woman. I'm sexually attracted to older women, especially women with big tits. I don't know what it is but there's something about older, busty women that makes me horny.

Perhaps, it's from when I finally had sex with my stepmother. Just before graduating college, I was twenty-two-years-old and she was forty-five-years-old. After having celebrated my graduation, we had a little too much to drink. The first time seeing my stepmother turned on, with her making the first move, she had become sexually aroused while sitting together on the couch and watching Bridgeton.

Something she's never done before; with her hand resting high up on my thigh, she mindlessly fondled my erect prick through my pajama bottoms with her fingertips while watching the show. Something I've never done before; not wanting to have any regrets by missing this opportunity, daring myself to do so, I touched and felt her breasts through her nightgown. She allowed me to feel her big tits through her nightgown. While she continued feeling my erection, I continued fondling her breasts.

Then, when we looked at one another, as if we were boyfriend and girlfriend, husband and wife, or lovers, instead of stepmother and stepson, we started kissing. Really going at it, we were making out. She allowed me to stick my tongue in her mouth and stick my horny hand inside of the top of her nightie. She allowed me to feel her big, naked breasts and finger her erect nipples.

Then, shocking me as much as she excited me, she reached her hand inside of my pajama bottoms and wrapped her fingers around my erect cock. She pulled the front of my pajama bottoms down and pulled out my prick. As if she had never seen an erect dick before, she stared down at it while slowly stroking me.

My stepmom was giving me a hand job while I had my way with her naked breasts. Not believing that she'd continue having me sex with me, the real sex didn't start until she invited me into her bedroom. She stood from the couch, took me by my hand, and led the way. My tipsy stepmother wanted to have sex with me as much as I wanted to have sex with her.

"Come with me," she said. "We'll be more comfortable in my bed."

The first time in my stepmother's bedroom, I couldn't help but notice her pink, bunny vibrator and her big, black dildo on her nightstand in plain sight. Something I didn't know, as naively innocent as I was, I was unaware that my stepmother masturbated. I wondered what or who she masturbated over. I wondered if she masturbated over having sex with me in the way that I jerked off while imagining her without her clothes and having forbidden sex with me.

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As soon as we entered her bedroom, she turned on the bright, overhead light. Then, she turned to face me. As if she was a stripper on stage about to dance around a pole to music while removing her clothes, she slowly, sexily, and seductively removed her nightgown.

While staring at me and watching my reaction, she removed her nightgown straps from her shoulders. Then, she removed her arms from her nightgown straps. Finally, and ever so slowly, as if her nightgown was going down on her, she allowed her nightie to deliberately fall to her feet.

My first time seeing all of my stepmother, she was naked. Making sure that I saw all of her, she stood with her arms by her sides and with her hands and forearms not covering her nakedness. I stared at her naked body as if I had never seen a woman without her clothes before.

She turned to show me her shapely, naked ass. Then, she leaned at the waist to show me the back of her naked pussy. If she wasn't beautiful before, she was even more beautiful naked.

I stripped off my clothes as if they were on fire. In the way that I stared at her naked breasts and her brown, trimmed pussy, she stared at my erect, naked prick. Then, wanting to give her pleasure so that she'd, hopefully, have sex with me again, instead of just fucking her, I made myself comfortable between her shapely legs.

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Something that I had never imagined doing unless masturbating myself, I fingered her pussy while licking her pussy. I licked and fingered her cunt. I ate my stepmother. I gave her oral sex.

As soon as I fingered her, eager to do so, I licked her. She was so wet. I rubbed her clit faster. I licked her pussy harder. I reached my finger deeper inside of her, I finger fucked my stepmother. Then, searching for and finding her G spot, I pressed on it. As soon as I did, she reacted.

As if possessed by the devil, she took my head in both of her hands. She rubbed my face all over her wet pussy. I had my stepmother's vaginal secretions all over my face, in my mouth, and up my nose.

"Robert! My God, Robert! That's it. Right there. Don't stop pressing that while licking me," she said. "Eat me, Robert. Eat your mommy."

Not taking her long to cum, with her not having a man in her life, she hadn't had sex in a long time. She arched her back, stiffened her legs, and screamed. I gave my stepmother an orgasm with my fingers and my tongue.

"Robert! Robert! Oh, my God, Robert! I'm cumming. Mommy is cumming," she said.

She reached down to pull my hair with both of her hands.

"Rub my clit harder. Lick me faster. I'm cumming, Robert. I'm cumming. Mommy is cumming," she said.

She fell silent while enjoying the afterglow of sex.

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After wiping my face with a hand towel that she kept by her bed, I moved up to hold her. Something I never thought would happen, I couldn't believe that I ate my stepmother's cunt. I couldn't believe that I gave her an orgasm with my fingers and my tongue.

Then, not resting long, with her taking the lead, she mounted me. She wanted to have sex with me as much as I wanted to have sex with her. She reached down between my legs and inserted my still erect prick in her warm and wet pussy. As if my cock belonged there, never has it felt as good having sexual intercourse with a woman when having sexual intercourse with my stepmom.

"Make love to me, Robert. Make love to you stepmother," she said whispering in my ear. Then, kissing me, she parted my lips with her tongue and French kissed me. "Make love to mommy," she said. "I need to feel your cock inside of me. Make love to mommy. Make me your woman," she said.

We continued kissing while slowly and lovingly humping one another. I couldn't believe I was making love to my stepmother. I couldn't believe I was having sexual intercourse with her.

I felt, fondled, and squeezed her firm ass while humping her. She returned my loving humps with her loving humps. Something that I'll be masturbating over for the rest of my horny life, and something that I masturbated over imagining dozens of times, I couldn't believe that I was having sex with my stepmom.

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Then, humping me faster and humping me harder, she fucked me. Blowing my mind, my stepmom fucked me. I returned her fast and hard humps with my fast and hard humps. Instead of making love, we were fucking. I fucked my stepmother and she fucked me.

From that day forward, no longer having any morals or modesty, I walked around my stepmom naked. She walked around me in her sexy and revealing nightgowns, in her bra and panties, topless, and naked. I slept in my stepmother's bed.

We made love every morning and fucked every night. In between, I ate her pussy and she sucked my cock. If it wasn't enough that I made love to and fucked my stepmother and she made love to and fucked me, we continually gave one another oral sex.

I lost count how many orgasms I gave her and lost count how many times she allowed me to cum in her mouth. She enjoyed blowing me as much as I enjoyed eating her. She not only allowed me to cum in her beautiful mouth but also, she swallowed my cum.

I wondered how many men she had blown? Then, with not all women sucking cock, I wondered how many women gave blowjobs? Those women who did suck cock, I wondered how many women allowed men to cum in their mouths? I wondered how many women swallowed cum and didn't spit it out of her mouths?

Not stopping there, I wondered how many stepmothers had forbidden sex with their stepsons? Without a doubt, my stepmother enjoyed sucking my prick as much as I enjoyed her blowing me. She not only allowed me to cum in her mouth but also, not spitting it out, she swallowed my cum.

Something that I had never done with a woman before, she even allowed me to cum all over her pretty face, in her beautiful hair, and across her big, naked breasts. She allowed me to give her a cum bath. Something that I never knew, my stepmom is a talented cocksucker. Never have I had a blowjobs better than the ones that I received from my stepmother.

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Then, thinking that the sex between us was our little secret, I didn't think she'd tell anyone that she was having sex with her stepson. Keeping our secret, even though I'd love to tell my friends, and photograph her topless and naked to prove that I was having sex with her, I didn't tell any of my friends that I was boning my stepmother. Yet, betraying my confidence, not thinking that she would, my stepmom told her sister, Kathy, my step aunt, and her best friend, Linda, that we were having forbidden sex.

After she told her sister and her friend that we had sex, I not only continued having sex with my stepmother but also, I had sex with my forty-two-year-old step aunt. Later, I had sex with my stepmother's forty-four-year-old best friend, too. My stepmom had secretly arranged for the seduction of my step aunt when she was out with her friend for me to be alone with her sister. Then, when she was out with her sister, she arranged for me to be alone with her friend.

Suddenly feeling like a gigolo, I had sex with three forty-something-year-old women. Yet, they didn't have to force me to have sex with them. I've always wanted to have sex with my tall, busty, and good looking MILF of a stepmother as well as her sister, my step aunt, and my stepmom's best friend, too. Yet, with her reluctant to continue sharing me with them, even though I'd love to have sex with them again, I only had sex with my step aunt and my mother's friend one time.

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Unembarrassed to admit, from the time that I was eighteen-year-old, I've masturbated over imagining my stepmother without her clothes and having sex with her. Living alone with my stepmom, she wasn't always careful how she sat and what she wore. With her walking around our small apartment in her short, sheer, sexy, and low-cut nightgowns, without having the modesty to wear a robe over them, I stared at all she showed.

Careful not to catch me staring, I clearly saw the size and the shape of her big, D cup breasts. Then, when she leaned forward over me longer and lower to serve me food or a drink, with her nightgown top opening and moving forward with her, I saw her areolas and her erect nipples. When she went into the kitchen without turning on the kitchen light, able to see her from my chair in the living room with our open floor plan, the light from the refrigerator lit her up as if she was naked.

When she opened the drapes in my bedroom to awaken me, with the sunshine beaming in, I could clearly see through her sheer nightgown as if she wasn't wearing anything. When she walked in front of the television, again, I could see her naked breasts, her naked ass, and her bushy, brown pussy. Then, giving me more to masturbate over, with her sitting across from me in her short skirt, every time she crossed her long, shapely legs, she flashed me her white panties.

When she sat across from me in her nightgown, with her not always sitting like a lady, she flashed me her naked pussy. With her flashing me so much, teasing me, unable to tell while wondering if she was flashing me deliberately or unintentionally, I didn't know. Then, after a while, with her making me so horny, daring myself to do so, long before we started having sex, I returned her exhibitionism with my exhibitionism.

Pretending that I was unaware that I was exposed, giving me even more to masturbate over, I walked around in front of her with my erect prick sticking out of my pajama pee hole. When I heard her coming upstairs to deliver my laundry, daring myself to do so, I quickly stripped myself naked and fell back on my bed. While wondering what her reaction would be, would she look, would she stare, or would she look away in shame and disgust.

I wanted her to see me without my clothes. I wanted her to see my erect, naked cock. While hoping she'd stay and watch me cum, I wanted her to catch me playing with myself.

As I heard her walking down the hall, I put on my headphones. With my bed facing my computer screen and facing the window instead of the door, I put on a porn video of a stepmother having sex with her stepson. I stroked myself fast and hard to give myself a big erection. Then, I slowly stroked myself when I heard her open my bedroom door without knocking. Pretending that I didn't know she was in my room, I allowed her to catch me masturbating.

Instead of her immediately leaving, she stayed to watch me. My stepmother watched me playing with myself. Instead of looking away, instead of admonishing me for self-abusing myself, she stared. I watched her reflection through my computer screen. She felt her breasts and fingered her nipples through her sheer nightgown.

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Now three-years later, after I had sex with my stepmother, my step aunt, and my stepmom's best friend, I was finally out on my own and looking for a roommate. Determined to find a female roommate, I interviewed several women until Elizabeth applied. A forty-eight-year-old widow, seemingly a perfect fit, she spoke and understood English, had no children, and no pets. Like me, unable to afford to live alone, she needed to live with a roommate.

Again, like me, in the way that I wanted to live with a woman instead of a man, she wanted to live with a man instead of a woman. In the way that I preferred living with an older woman, she preferred living with a younger man. As if we were meant for one another, we were perfect for one another.

She hoped to find a man who was well built and who could take care of himself. With New York not the safest place on the planet, she told me what happened to her twenty-years-ago when she lived with two female roommates. An intruder broke into their apartment and robbed them.

Then, when he wanted them to undress and have sex with him, they attacked him. They not only were able to overpower him and push him out of their apartment but also, they beat the shit out of him. They grabbed back everything that he had stolen from them, their purses, their cell phones, and their jewelry. Yet, even though it turned out well, she never wanted to be in that vulnerable situation again.

She wanted to live with someone who could protect her. With me 6' 4" tall, a gym rat with lots of muscles, I had a boxing and martial arts background with some MMA fighting skills. As long as my attacker wasn't armed with a gun, I knew how to take care of myself in a jam.

Instead of going the way of taking martial arts from a black belt holder, I took martial arts from an ex-Army Ranger. He taught me where and how to hit a man to quickly disable him enough to get away. Not recommending that I should but, in case it was inevitable, he even taught me how to take away his gun.

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She agreed to live with me and we lived together for six months. Unlike my mother, she modestly wore a bathrobe over her nightgowns. Again, unlike my mother, she always sat like a lady. She never flashed me any more than her bra strap. Yet, in the way that I sexually lusted over my mother, my aunt, and my mom's best friend, I wanted Elizabeth.

Then, one day, she attended a 50th birthday party for her friend, Lauren. They went to a CFNM, clothed female and nude male, strip club. Glad that she wasn't driving and had a ride home, never seeing her inebriated before, she returned home drunk. I heard the car pull up and, before she fell, I quickly ran outside to help her when I saw her having difficulty walking.

My first time holding her, I put my arm around her with my hand in contact with the side of her blouse and bra clad breasts. With her unaware that I was groping her, she had such big and firm tits. Maybe she thought I was one of the strippers but surprising me, as soon as I put my arm around her, she turned her head and kissed me on the lips. The first time kissing her, tempted to part her lips with my tongue, I was as shocked as I was excited.

"Thank you for helping me, Robert," she said, patting my chest with her hand.

When I helped her up the stairs in front of me, I allowed my hand to slowly slide lower as she climbed the stairs ahead of me. Taking liberties that I normally wouldn't take, I felt, squeezed, and fondled her ass through her short skirt and panties. With her not turning her head to admonish me or slap my hand away, she wiggled her ass as she climbed the stairs. No doubt because she was inebriated, she seemed to enjoy me feeling her shapely buttocks as much as I did.

Then, as soon as we got to the top, catching me off guard again, she turned to face me. She wrapped her arms around my neck and pressed her big blouse and bra clad breasts against my muscular chest. Kissing me again, this time she parted my lips with her tongue and French kissed me. I returned her French kiss with my French kiss.

I couldn't believe she kissed me. I couldn't believe she parted my lips with her tongue and French kissed me. I couldn't believe she allowed me to continue feeling her breasts and her ass through her clothes while making out with me.

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"Thank you for helping me, Robert," she said again. "You're such a good roommate. If I had a son, I'd want him to be just like you," she said with a burp and a giggle.

Then, blowing my mind, she did something that stunned me.

"Only, I'd never have sex with my son in the way that I'd love to have sex with you," she said with a dirty laugh.

Then, she shocked me again. In the way that I felt the side of her breast, and in the way that I fondled and squeezed her ass, she reached her hand down and felt my growing erection through my pajama bottoms.