Lost but Lucky in a Whorehouse Ch. 01

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Matt has sex with his sis & Tom wants to have sex with Mom.
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Part 1 of the 3 part series

Updated 06/09/2023
Created 11/16/2019
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The sexy incestuous games that mother and son play.

Mathew confessed to his college roommate, Tommy, that he had sex with his big sister, sexually referred to as, hot Heather. Returning the sexual favor of his incestuous desires, Tommy confessed to Mathew that he's sexually attracted to his mother, Carol. The next step to having incestuous sex, he also told Tommy about the sexy games of exhibitionism and voyeurism that mother and son played.

# # #

This is a true story as told to me by Tommy when he was lost in a rainstorm while driving from a small college in Massachusetts to his home in Pennsylvania.

"Dude, wait! Where are you going? You can't leave now. Don't leave now. Please, don't go. Our last weekend at college, I paid for two strippers to give us a striptease show and a little something extra, if you know what I mean," said Mathew, Tommy's dormitory roommate. "It was going to be a surprise. I wanted to surprise you when they showed up at our door."

Tommy looked at Mathew as if he was nuts.

"Strippers? A little something extra? Are you kidding me? Are you nuts? I don't want to see women degrade themselves for dollar bills. I've never been to a striptease show. I've never been with a prostitute and am not going to start having sex with whores now. The last thing I want is to get a sexually transmitted disease," said Tommy with a haughty attitude.

Obviously, knowing Tommy better than he thought he did, Mathew made a face and laughed out load.

"Are you afraid you're going to give your mother an STD?" He moved his hand up and down as if he was masturbating himself. "When you thought I was sleeping, I heard you masturbating over imagining your mother naked and having sex with her," said Mathew with a loud and dirty laugh. "She must be some piece of ass to pass up two, sexy strippers who are willing whores and who are ready to do sexually anything."

Unaware that his roommate caught him masturbating over imagining his mother naked and having sex with her, Tommy turned red with embarrassment.

"Okay, so what? I admit it," said Tommy. "I masturbate over my mother, Carol, what's the big deal? She's a real MILF. If you had a mother who looked like her, you'd be masturbating over imagining her naked and having sex with her, too. Besides, at one time or another, no matter what their mothers' look like, everyone masturbates over imagining their mothers naked and having sex with them."

Mathew gave his roommate a look of superiority.

"I don't. I've never imagined my mother naked and having sex with her. I've never masturbated over my mother," said Mathew with a better than thou shrug. "That's just gross. That's perverted. That's incest."

Tommy laughed.

"That's because your mother is short, fat, and ugly. I've seen your mother," said Tommy. "The only thing she has going for her are her gigantic breasts. How big are those things anyway? Your mother has monster tits. And, be honest. Tell me. I really want to know. Did you ever see your mother topless? Did you ever see her naked tits? Having never seen breasts as big, I'd pay to see her naked tits," said Tommy returning Mathew's dirty laugh with his dirty laugh.

Mathew gave his roommate an embarrassed smile while nodding his head.

"I've seen her bra. My Mom takes a size 44 double D breasts. I saw them once when she didn't know I was home and she was skinny dipping with my Dad in the pool. Her giant breasts sag down to her waist and her huge nipples point down instead of up," he said. "Yet, I freely admit that I've masturbated over imagining my sexy sister naked and having sex with her," said Matt. "She's a real, sexy bitch. She's such a hot whore. I'd love to fuck my sister."

# # #

Tommy looked at his roommate with sexually excited curiosity.

"I don't blame you. I've seen photos of your sister. Heather is hot. I'd do her," said Tommy with another dirty laugh. "With her big tits, she takes after your mother. What size are her tits? They're huge. I'd love to have her hanging her tits over my face while fucking her. I'd love to fondle her big, naked breasts and finger her erect nipples while she sucked my cock. I'd love to cum in Heather's pretty mouth," said Tommy with sexual excitement.

Mathew smiled with pride.

"Hey, that's my big sister, you're talking about," he said with a laugh. "Her breasts are a 34 double D. I've seen her in her bra and panties, topless, and naked plenty of times. She's always teasing me by deliberately flashing me while making her flashes appear accidental," said Mathew. "She's such a cock teasing whore. If she was drunk enough, she'd suck your cock. She'd fuck you, too. She's always saying how good-looking you are."

He looked at his friend with sexually excited curiosity again.

"Since you admitted to seeing your sister in her bra and panties, topless, and naked plenty of times, have you ever had sex with your sister," asked Tommy? "Be honest. Tell me the truth. Have you ever had sex with her? If she was my sister, I'd have sex with her if I could."

Instead of being embarrassed or ashamed, Mathew nodded his head with a shit eating grin.

"One time, she came home drunk and vulnerable after breaking up with her boyfriend. She sat across from me with her blouse unbuttoned, her legs spread wide open, and her skirt hiked up to her crotch. When I wasn't staring at her bra and cleavage, I stared at her panties, her pussy slit, and her camel toe. Our parents were away for the weekend and we sat talking and drinking. Then, when she finally slumped over sleeping, I carried her to bed," said Mathew with a wink and a sexy smile.

Tommy looked at his roommate with curiosity mixed with sexual excitement.

"Then what happen," asked Tommy? "Did you touch her and feel her through her clothes?"

Mathew looked at Tommy as if having second thoughts about what he was going to say next.

"With shaking hands and a huge erection growing in my pants, I undressed my sister. While she was passed out sleeping, I slowly stripped her naked on the pretense of putting on her nightgown. I removed her blouse, her low-cut bra, her short skirt, and her bikini panties while touching and feeling her everywhere. I fondled her big, naked breasts with one hand and sucked and fingered her erect nipples while I rubbed her clit and fingerfucked her pussy with my other hand," said Mathew. "While watching her wiggle with sexual pleasure in her sleep, I masturbated my sexy, older sister."

Obviously, envious of him, Tommy stared at his friend with sexual excitement.

"Truly, you are a lucky bastard. Not only did you see your mother topless but also, you've seen your sister plenty of times in her bra and panties, topless, and naked. If that's not enough, you've stripped Heather naked, and touched and felt her everywhere while masturbating her. Wow! If I had a sister who looked like your sister and if she was as drunk and as sexually vulnerable as your sister was, I would have done the same," said Tommy nodding his head.

# # #

Encouraged by Tommy saying that he would have done the same, sexual things if he had a sister who was as hot and as sexy as Heather, Mathew continued with his incestuous confession about having sex with his hot sister.

"Obviously, I sexually aroused her by stripping her naked, touching and feeling her everywhere, and masturbating her because, when she abruptly awakened, she returned the sexual favor. She groped my cock through my pants," said Mathew. "Then, she unzipped me and removed my prick from my pants. She stared down at my naked dick before she wrapped her fingers around my cock and started stroking me."

Tommy looked at him with disbelief.

"Seriously? I don't believe you. Heather gave you a hand job? No way. I can't believe your sister gave you a hand job. You're such a lucky bastard," said Tommy. "I'd do anything for her to stroke my cock."

Mathew smiled again with pride.

"That's not all she did," he said pausing for sexual effect. "Once I was hard, she leaned down and took me in her mouth. My sexy, SILF of a sister sucked me. Perhaps, missing her boyfriend or drunk enough to think that I was him, Heather sucked my cock. While I fondled her naked breasts and fingered her erect nipples, she not only sucked my cock but also, she allowed to cum in her mouth," said Mathew.

Tommy looked at his friend in with shocked, sexual excitement.

"Wow, I can't believe your sister blew you. She's so beautiful. She's so sexy. I would have loved to have Heather suck my cock," he said. "I would have love to cum in your sister's mouth while fondling her naked breasts, fingering her erect nipples, and masturbating her."

Mathew nodded his head.

"My sister is an amazing cocksucker. I couldn't believe it when she allowed me to cum in her mouth and swallowed my cum. I was so sexually excited that she was sucking my cock that after cumming in her mouth, when she pulled my prick from her mouth, I ejaculated again. I gave my sister a huge cum bath. I shot my second load all over her face, in her hair, and across her naked tits. She was covered in my cum."

Tommy looked at Mathew while fingering his prick through his pants.

"I can't believe your sexy sister sucked you. I can't believe she allowed you to cum in her mouth. I can't believe she swallowed your cum and then allowed you to give her a cum bath," said Tommy. "Wow! I would do anything, anything for your sister to blow me, to allow me to cum in her mouth, to swallow my cum, and then to allow me to give her a cum bath," said Tommy with sexual excitement.

Mathew nodded his head before finishing his story.

"With her always sexually teasing me and flashing me while making her flashes appear unintentional and/or accidental, I left my sister there soundly sleeping naked. Not only didn't I bother putting on her nightgown but also, I didn't even cover her naked body with a sheet or a blanket. Instead, I left her bedroom door wide open with her lying naked on her bed," he said. "Knowing they'd be seeing her lying there naked, I even invited a couple of my friends over for a beer."

Tommy laughed.

"I wished I was sleeping over your house," he said with a dirty laugh. "I would have love to have seen your sister's naked, cum covered body."

Mathew laughed, too.

"I didn't even bother to clean her face. I left gobs of my cum all over her face, in her hair, and across her naked breasts to prove to my friends that I had incestuous sex with my drunken, hot sister. I not only wanted her and my friends to know that I saw my sister naked but also, I wanted her to know that she blew me," said Mathew. "I wanted her to know that I gave her a cum bath. I wanted her to know that she's as big of an incestuous whore as I'm an incestuous pervert."

# # #

Now that his roommate confessed having sex with his sister, Tommy was ready to tell his incestuous story about his mother. Having never told anyone about the sexual attraction that he had for his mother; he was nervous to confide in Mathew. Yet, his incestuous connection was mild in comparison to Mathew having forbidden sex with his sexy sister. While wishing she had, in the way that Heather blew her brother, Tommy wished his mother had blown him. His mother had never sucked his prick.

"The night before I left for college, my mother deliberately flashed me. With her just getting out of the shower, I saw my mother naked when she removed her robe and dressed with her bedroom door wide open," said Tommy. "Never having seen as much as her bra strap before, with her always so modestly moral and always wearing a robe over her nightgowns, I've never saw anything of my mother until that fateful night. Shocked as much as I was sexually excited, I stood in front of her bedroom door while watching her blow dry her hair naked."

Mathew stared at his friend with sexual interest.

"Tell me more," he said. "I want to know what happened between you and your MILF of a mother."

Tommy gave him a sexy smile.

"As I said, my mother was naked. I couldn't believe that I was seeing my MILF of a mother naked. Unable to move when I saw my mother in her bedroom naked, I stared at her round, naked ass. I stared at her C cup, naked breasts," said Tommy. "Then, when she turned to face me and confront me, I stared at her blonde, trimmed, naked pussy, and at her naked breasts, her areolas, and erect nipples. As if deer caught in headlights, we stood there staring at one another for what seemed like minutes but was only a few seconds."

Reliving the vision of seeing his mother naked, Tommy was suddenly horny and missing his mother.

# # #

"Tommy," she said seeing me standing there staring. Unembarrassed and unashamed, she gave me a look of sexual arousal as if telling me that she had deliberately exposed herself to me. "I'm getting dressed," she said while making no attempt to cover her nakedness with her hands or with her towel.

Mathew fingered the head of his growing erection through his pants.

"I've seen your mother. She's hot," said Mathew. "I'd love to see her naked. In the way that you'd do my sister if you could, I'd definitely do your mother."

Taking what Mathew said as a compliment, Tommy nodded his head in agreement.

"Then, after I had a long look at my mother's naked body, she walked to her bedroom door, paused as if waiting for me to touch her and feel her, and closed her bedroom door. With her just a few feet away from me, I was so tempted to grab her, touch her, and feel her everywhere," said Tommy. "I was so tempted to push her back on her bed and fuck her. I so wanted to fuck my mother. I so wanted to have sex with her naked body."

He looked at his friend as if he was having second thoughts about saying what he was going to say next.

"Then, when I returned to my room to masturbate over all that I saw of my mother, something that I didn't expect her to do, she burst open my bedroom door without knocking. Obviously, she heard me calling her name loud enough and sexually excited enough. Carol, I want you. I need to make love to you. Fuck me, Mother. Suck my cock, Carol. Blow me. I need to cum in your beautiful mouth," I said while stroking my cock. Obviously, for my mother to invade my privacy, I had sexually aroused her," said Tommy.

Mathew looked at his roommate with stunned, sexual excitement.

"I would love for your mother to catch me masturbating myself," said Mathew. "I would love to show your mother my naked, erect prick."

Tommy smiled his sexual excitement at the thought of his roommate exposing his naked cock to his mother.

"With my eyes closed while wearing my headphones listening to mother and son porn, she saw me stroking my erect prick while masturbating over the imagined naked image of her. When I finally opened my eyes, I saw her. In the way that I stared at her naked body, she stared at my naked prick while watching me cum," said Tommy. "With neither of us embarrassed or ashamed, my mother watched me shoot a huge load of cum all over my chest and stomach."

Mathew looked at Tommy while fingering the head of his growing erection through his pants again.

"Wow," he said. "I wish I could have seen your mother naked. She's hot. I'd love to masturbate in front of your mother. I'd love to cum for your mother. I'd love for her to watch me cum."

Tommy grabbed his bag to carry it downstairs and out to his car.

"Now, you know why I'm in a hurry to get home. Now that we saw one another naked, and now that we both know that we have a sexual attraction to one another, I'm curious to see what will happen next. Maybe, in the way that your sister sucked you, my mother will suck me. With my Dad no longer part of my mother's life, maybe, she'll allow me to fuck her," said Tommy. "I'd love for my mother to blow me. I'd love to have incestuous sex with my mother."

# # #

Tommy was in a hurry to get home to his mother, Carol. Unable to remove the naked image of her sexy, naked body from his horny mind, he continued seeing flashes of his mother's naked tits, her naked pussy, and her naked ass. He couldn't wait to get home to see if she was as happy to see him as much as he'd be happy to see her.

He couldn't help but wonder if his mother would continue to dress with her bedroom door open while he watched. He couldn't help but wonder if she'd watch him masturbating himself over her again. He'd love for her return the sexual favor by allowing him to watch her masturbating over him.

Maybe, instead of watching him masturbate, she'd masturbate him. Maybe, in the way that Mathew's sister, Heather, sucked her brother's cock and allowed him to cum in her mouth, Tommy's mother would suck her son's prick and allow him to cum in her mouth. Maybe, in the way that Mathew gave his sexy sister a cum bath, Tommy's mother would allow him to give her a cum bath, too.

To be continued...

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  • COMMENTS
5 Comments
stonecoldcowboystonecoldcowboyover 4 years ago
You Got My Attention

This is Hot!!! Can’t wait for the next chapter!!!

blackknight314blackknight314over 4 years ago
Intresting...

... I like where this is going. Next chapter please.

One comment... it was sort of redundant that Tommy repeated everything Mathew said about what happened with his sister.

grayge37grayge37over 4 years ago
Off to a great start.

You have captured my attention. Now I can only wait for your next chapter installment. You have "painted" a vivid picture of the two women involved causing this reader to become anxious to be able to read the continuance of the story. To keep me and any of the other readers waiting very long will seem cruel. I have a feeling this story will be fodder for masturbation as are most of your stories. Next chapter, please!

AlwaystabooAlwaystabooover 4 years ago
Most beautiful thing in the world

Is a boy watching his mother undress.

curiousnmecuriousnmeover 4 years ago

Can't wait for the next chapter

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