Should have Married her Sister Ch. 02

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Joe lusts over his sister-in-law, mother-in-law, & daughter.
6.7k words
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Part 2 of the 5 part series

Updated 06/09/2023
Created 05/01/2020
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Forty-five-year-old, Joe, sexually lusts over his sexy, 42-year-old sister-in-law, his busty, 65-year-old, MILF of a mother-in-law, and his slut of a 22-year-old daughter

Revised, rewritten, and continued from Chapter 01:

When his wife's mother didn't slap his hand away nor move away to stop him from groping her, he reached inside the car window to cup and hold her big tits while fingering her emerging nipples through her dress and bra. With her obviously sexually aroused and breathing through her opened mouth, he continued feeling Irene's big tits, fondling her big tits, and fingering her erect nipples through her clothes. He was so very sexually excited from not only feeling his mother-in-law's tits and seeing her panty clad pussy that he couldn't wait to finally have sex with her daughter, his new bride.

Since this was a special night, his wedding night, like mother like daughter, he hoped his wife would finally take him in her mouth and blow him. He hoped Maureen would suck his cock in the way that Irene briefly stroked and sucked his prick. While his wife's mother stroked his prick harder, masturbated him faster, and sucked him deeper, wishing he could have ejaculated in his mother-in-law's mouth, now, he couldn't wait to cum in his wife's mouth.

He couldn't wait to watch his newly, wedded wife swallow his cum while he fondled her modest breasts and fingered her erect nipples. He couldn't wait to give his virginal wife her first cum bath. He'd love to ejaculate a load of cum all over her face. Such a sexually exciting sight to behold, he'd love to see his new bride covered in his cum. He'd love to see his cum dripping from her hair, her eyebrows, her nose, her chin, and her naked breasts.

Only, when he returned to the hotel room horny and ready for Honeymoon sex, with his wife already sleeping, he went to bed sexually frustrated. Soundly sleeping, having had one too many drinks herself and with her not much of a drinker, she was already snoring. With her his newly, married bride and this his Honeymoon, he was tempted to strip her naked but she was wearing a long, heavy, flannel nightgown. He'd never be able to remove her nightgown and strip her naked without waking her. After planning the wedding, they were both exhausted.

Instead of waking her to have Honeymoon sex with his wife, knowing that she was exhausted, he had the courteous respect to let her sleep. Instead, with horny and unable to sleep, he masturbated over his mother-in-law. He masturbated over feeling Irene's humongous breasts and fingering her erect nipples through her clothes. He masturbated over her feeling his erect prick through his pants. He masturbated over seeing Irene's panties and her nearly, naked pussy.

He masturbated over exposing his erect prick to his mother-in-law. He masturbated over her staring at his cock before taking him in her hand to briefly stroke him and before taking him in her mouth to briefly suck him. He masturbated over imagining having forbidden sex with his mother-in-law. He masturbated over the thought of stripping her naked and fondling her huge, naked breasts while she stroked and sucked his cock. He masturbated over cumming in her mouth. He masturbated over the imagined image of making love to Irene before fucking her hard and fast.

Then, the day after their wedding, his newly, married wife was sick for nearly the next two weeks with the flu. Two, long, insufferable weeks without sex. They didn't consummate their marriage for nearly three weeks after they were married. In the meantime, he masturbated over imagining having sex with his mother-in-law. In the meantime, with them newlyweds, he had to put up with everyone teasing him about the Honeymoon that he never had. Relentless with their innocent, sexual teasing, they all thought it funny when he thought it was sexually frustrating and sad.

# # #

Right from the start, his wife seldom gave him sex. When she did give him sex, she'd just lay there while he humped her until he was done. Obviously, with her such a sexual prude, something that he didn't realize until after he married her, she never enjoyed sex. Maybe, she had been sexually abused. He didn't know. Yet, she obviously had some sort of emotional problem that prevented her from enjoying sex.

Seemingly, unlike her horny and fun-loving mother, she never enjoyed him touching her and/or feeling her. Again, unlike her MILF of a mother, as if she was turned off by nudity and sexuality, she never wanted to see, touch, stroke, and/or suck his naked prick. At the very least, she never masturbated him. Moreover, she never wanted him to see her naked. He felt as if he had married a nun, Sister Maureen from the Convent of Forever, Immaculate Virgins.

Strangely enough, to add to his sexual frustration, she dressed and undressed in the bathroom. Instead of wearing one of the sexy, low-cut, and sheer nightgowns that she received from her friends at her bachelorette party, covered from neck to ankle, she wore a long, flannel nightgown with panties and bra underneath. Indeed, with nuns rumored to routinely be having sex with priests, he would have received more sex from a Catholic nun than from his own wife.

Sexually frustrated, he should have divorced her then. From the day of his wedding, after nearly having incestuous sex with her mother, he wished that he had married her sister or had a forbidden, sexual affair with her mother. For sure, her mother would have been much more fun than his dowdy, dork of a wife.

Joe masturbated himself more than he had sex with his wife. He lost count how many times that he masturbated himself over feeling his tipsy mother-in-law's breasts, seeing her panties, her nearly, naked pussy, and/or while thinking of his sexy sister-in-law naked and having sex with her. Seldom thinking about having sex with his wife, when he wasn't thinking about having sex with his sexy sister-in-law, he thought about having sex with his MILF of a mother-in-law. Ashamed to have the forbidden sexual thoughts but, obviously, horny enough to have them, he even thought about having incestuous sex with his daughter, Samantha.

He'd love for his wife's mother to finish blowing him. He'd love to cum in his mother-in-law's mouth. He'd love to give Irene a cum bath. He'd love to see, touch, feel, and fondle her naked breasts and finger her erect nipples while she sucked him and he ejaculated in her mouth. Just seeing the size and the shape of her huge breasts when she wore a tight, low-cut top, one that displayed her long line of sexy cleavage, drove him mad with incestuous lust for his mother-in-law.

He only wished that he had the time and the private opportunity to stick his horny hand down the front of her Irene's dress and/or up the front of her his mother-in-law's dress and between her legs. He wondered if she would have allowed him to grope her or, with him going too far, maybe, she would have slapped him and pushed him away. If he had more time, he wondered if she would have finished blowing him. He wondered if she would have allowed him to cum in her mouth. He wondered if she would have allowed him to give her a cum bath.

Something so forbidden, he wondered if she would have allowed him to make love to her before fucking her. In the way that he yearned to cum in his mother-in-law's mouth, he yearned to cum in her pussy, too. Sadly, and sexually frustratingly, he thought of having sex with his wife sister and his wife's mother more than he thought of having sex with his wife. Sadly, and sexually frustratingly, he'd never experience the sexual pleasure of having sex with either one of them. Instead, he was stuck with his sexless wife while in a loveless marriage.

Going over it again and again in his horny mind, he would have loved to continue feeling Irene's big tits through her bra while kissing her and making out with her. He would have loved to stick his horny hand inside of her bra and feel her naked tits while fingering her big, naked nipples. He would have loved to have seen her huge, naked breasts. He would have loved to finger her and lick her pussy through her panties. He would have love to stick his horny hand inside of Irene's panties and masturbate her.

'I wonder what she looks like when sexually aroused. I wonder what she looks like when having a sexual orgasm. I wonder what she sounds like when she's sexually aroused and cumming,' he thought.

He wondered if his mother-in-law ever sexually thought of that day in the way that he still sexually thinks of that day. He wondered if she ever masturbated over him feeling her tits through her dress, squeezing her ass, and cupping her pussy through her panties. He wondered if she had deliberately flashed him her panties and her nearly, naked pussy or accidentally flashed him her panties and her nearly, naked pussy. He wondered if he had solicited his mother for sex then, if she would have had sex with him. He wondered if she'd have sex with him now.

Going from one to the other, now, instead of thinking of his mother-in-law, he thought of his sister-in-law, Kathy. If she refused him sex and refused him the sexual comfort of him to seeing, touching, feeling, and fondling her big, naked breasts while sucking her erect nipples, he wondered if his sister-in-law would give him sex. Nothing more than a sexual fantasy, but he enjoyed masturbating himself over the imagined thoughts of not only having sex with his MILF of a mother-in-law but also with his sexy sister-in-law, too. If he could, he'd love to fuck them both.

Chapter 02:

'Irene still looks good for a woman in her sixties,' he thought while looking at his mother-in-law in the way he had never looked at her before since Kathy's wedding day. She has such big tits.'

Still sexually lusting over her now as he sexually lusted over her on his wedding day, he'd love to see her massive, naked breasts. He'd love to see his MILF of a mother-in-law topless. He'd love to see Irene naked while doing jumping jacks.

'As a bonus, two things that most women don't have, she has huge, Irish milkmaid, double, D cup breasts.'

Whenever his mother-in-law came for a visit and stayed overnight, when she wasn't looking, he always stared at her gigantic breasts through her robe. Unable to stop his sexual fantasy from encouraging his imagination, while staring at her big tits, he always imagined seeing them, touching them, feeling them, fondling them, and sucking them. With him such a breast man, he often wondered why he married a woman with B cup, flabby and saggy breasts. He should have married a woman with shapely tits like her sister's C cup breasts or a woman who had huge knockers like her mother's enormous boobs.

'If I had to pick how I die, by firing squad, gas chamber, electric chair, or car accident, I'd choose dying from a woman smothering me to death with her giant breasts. I'd love for Sofia Vergara, Christina Hendricks, Kate Upton, Kelly Brook, or Amber Rose to fill my mouth while covering my nose with their enormous breasts until I stop breathing. Wow, what a way to go. Whoever said you can't take it with you when you die is wrong. I'd love to take that that big breasted vision away with me to the next world and beyond,' thought Joe.

# # #

Whenever Irene visited during the summer and swam in the pool while wearing her one-piece, low-cut bathing suit, he saw enough of her the shape and the size of her big tits to imagine the rest. So, tempted to play, he so wanted to play Marco Polo with her while feeling her huge breasts. Only, as if attached at the hip, his wife was always around hovering over her mother. Nonetheless, with her bathing suit showing so very much of her breasts, and with him photographing her, she gave him plenty to masturbate over later.

While Joe imagined Irene stroking his cock harder and faster, he'd love nothing more than to shoot a load of cum across her giant, naked breasts. He'd not only would love to cum in her mouth but also, he'd love to cum all over her face, too. In the way that his wife seldom made love to him and never fucked him, he'd love to not only make love and fuck her mother but also, he'd love to make love and fuck her sister, Kathy, too.

Yet, more than curious, twenty-four-years later, he always wondered if she'd allow him to touch and feel her giant boobs again. In the way that he felt her big tits through her dress and bra at his wedding reception, he wondered if she'd allow him to feel her tits through her bathing suit now. He'd love to slip his horny hand inside of her low-cut, one-piece bathing suit. He'd love to grope her big tits while fingering her nipples. Only, as if she knew he was sexually up to something with her mother, in the way of a chaperone, his wife was always around.

In the way that he did 24-years-ago when his then 41-year-old, inebriated mother-in-law was leaning forward and having a hard time getting in the backseat of the limo, he'd love to slide a slow hand between her legs. Instead of groping her pussy through her panties, he'd love to finger her pussy and cup her cunt through her bathing suit. He'd love to get her in the deep, dark end of the pool and lower her bathing suit straps to expose her naked breasts to his horny eyes. Finally, he'd love to see her big, naked tits.

In the way that he exposed his naked cock to her then, he'd love to expose his naked prick to her again now. In the way she did more than two decades ago, he wondered if she'd reach out her hand, grab his dick, and stroke him again now. He wondered if she'd take him in her mouth and suck him as she did on his wedding day. He'd love to hump her mouth and fuck her face. He'd love to cum in her mouth and all over her face. Not stopping there, he'd love to hump his mother-in-law's pussy with his hard, erect prick.

He wondered if his wife knew that he felt up her mother. Whenever his mother-in-law was over his house, his wife was always there chaperoning them. While playing Marco Polo in the pool, he wondered if his mother-in-law would grope his erect prick in the way that she felt and fingered his big dick on his wedding day. In the way that he put her hand on his cock through his pants so very long ago, he'd love to stick her hand down his bathing suit and wrap her fingers around his naked prick.

While he groped her tits, he'd love for his mother-in-law to give him a hand job. While he fingered her nipples, he'd love her to suck his cock. He'd love to shoot a hot load of cum in her mouth and all over her face. While he felt her shapely ass and fingered her bathing suit clad pussy, he'd love to rub her clit and fingerfuck her pussy. Wondering what she sounded like and looked like when cumming, he'd love to masturbate Maureen's mother. He'd love to push Irene's bathing suit aside and push his erect prick in her warm, wet cunt.

# # #

'Marco,' he imagined saying.

He imagined chasing his mother-in-law around the pool while pretending that his eyes were closed. He imagined her swimming away. He imagined her bathing suit straps falling to expose even more of her long, sexy, line of cleavage and more of the shape and the size of her giant breasts. As if beckoning him to follow and to catch her, he imagined her big tits bouncing and sexually teasing him while she tried to get away from him.

'Polo,' he imagined his mother-in-law saying while swiftly swimming further away from him.

Then, when finally catching her, instead of grabbing her by her arm, he imagined grabbing her by her big breasts and groping them. Instead of touching and feeling her arm, he imagined touching and feeling her giant breasts through her bathing suit. He lost count how many times he masturbated over lowering her bathing straps to expose her big tits. Imagining her lying on her stomach with her top down, he always imagined rubbing her naked back and the backs of her shapely legs with suntan lotion while copping cheap feels of the sides of her naked breasts.

'If only my wife wasn't always around, I'd love to sexually molest my mother-in-law,' he thought while imagining having his wicked, sexual way with her bathing suit, clad body. 'In the way that I did on my wedding night, I'd love to expose my naked prick to her again. I wonder if she'd take me in her hand before taking me in her mouth as she did that night 24-years-ago.'

He'd love to see his mother-in-law's naked breasts. He'd love to touch them, feel them, and fondle them. He'd love to pull, turn, and twist he nipples while fingering them. He'd love to suck her big tits while she stroked his cock. He'd love to grope her tits while she sucked his prick. He'd love to cum in the mouth and all over the face and naked breasts of his wife's mother.

Only, as if she was the incest police, his wife was always there. Now, with Joe's wife no longer around to protect and save her mother's and/or her sister's sexual reputations, maybe, he could finally get sexually lucky with one, with the other, or with both. As sexually excited as he was that his sister-in-law was staying for a few weeks, he couldn't wait to invite his mother-in-law to visit for few weeks, too. With his daughter always coming home late, he'd have plenty of alone time with his sister-in-law and/or mother-in-law.

In the way that he felt up Irene, he'd love to feel up Kathy. In the way that he exposed his cock to his mother-in-law, he'd love to expose his stiff prick to his sister-in-law. In the way that his mother-in-law took him in her hand before taking him in her mouth, he wondered if his sister-in-law would do the same. He'd love nothing more than for his wife's sister to give him a hand job and a blowjob while he masturbated her, too.

Unable to control himself, in the way that he imagined Maureen's sister topless and naked, while thinking of being alone with his mother-in-law again, he imagined his wife's mother topless and naked. Obviously, for him to be regaling the thought of having incestuous sex with his sister-in-law and pondering the thought of having forbidden sex with his mother-in-law again, he was horny. Now, that his wife was no longer around to judge him and keep him in check, if Kathy won't have sex with him, maybe, Irene would have sex with him.

Keeping it all in the family, wouldn't it be something if they both wanted to have sex with him. Then, as a last resort, there's always his daughter. Only, bad enough that he wanted to have forbidden sex with his sister-in-law and illicit sex with his mother-in-law, he'd never have incestuous sex with his daughter. He may be horny and sexually frustrated but he's not crazy.

# # #

Yet, he may think of having sex with any one of them, with both of them, or with all three of them but he'd never have sex with any of them. After having sex with any of them, he could never look them in the eye. Not, to mention that his wife must be turning over in her grave. He may masturbate himself while sexually fantasizing having sex with them, but he'd never have sex with any of them.

In the way that he'd never have sex with his sister-in-law, and/or with his mother-in-law, he'd never have sex with his daughter. Yet, getting it out of his system and getting on with his life, he'd be better off paying a prostitute for sex. He'd be better off pretending and role playing that she was his sister-in-law, his mother-in-law, and/or his daughter. That way, no harm done, he'd remove the guilt and remorse of having incestuous sex.

Now thinking more about having sex with Kathy that having sex with Irene and/or Samantha, what if his sister-in-law was having marital problems? What if she hasn't had sex in a very long time? What if she was as horny and as sexually frustrated as he was? What if she had always been sexually attracted to him in the way that he had always been sexually attracted to her? What if she welcomed his sexual advances and agreed to have sex with him? Would he have sex with her?

12