Lost but Lucky in a Whorehouse Ch. 03

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Just a minute," said one of the armed guards patting him down and checking him for weapons. "You're free to go inside," he said.

Allowing him admittance, she held the door open for him to come inside. As soon as he stepped inside the mansion, Natty laughed a mad laugh. With Tommy not getting her joke, she continued laughing as if she was deranged.

"Unfortunately, guns are useless against ghosts and demons," she said staring at Tommy as if she was a ghost and/or demon but still wanted to have sex with him. Toying with him and playing with him, she asked him a curious question. "Tell me," she said giving him a stare of curiosity. "Have you ever seen a ghost?"

Suddenly frightened, he looked at her as if he was ready to bolt.

"I can't say that I have," he said looking around the interior of the mansion in the way that she looked around the interior of the mansion.

She laughed out loud again as if this was an insane asylum and she was one of the patients.

"Trust me, something that you will never forget, you would know if you had seen a ghost," she said looking him up and down as if she was considering sexually seducing him. "Nonetheless, if only for moral support, it will be good to have another man around the house overnight to keep the girls safely occupied," she said. "You never know what kind of ghosts and demons are out and about and lurking on a night like this," she said looking around the interior of the mansion as if she was accustomed to and expecting to seeing ghosts and demons.

# # #

"Best grab some pillows and I'll have my men carry down your beds, as we'll all be sleeping down here tonight," ordered Natty to Brianna, Kim, and Vanessa. "Girls," called Natty clapping her hands again while yelling to the women upstairs in the way of a head mistress at a girls' school. "Come downstairs and bring candles, flashlights, and your bedding with you. It's safer if we all stay together in case the power goes out again."

She looked at Tommy and seductively smiled while touching his arm with affection.

"In the way that this house has always been haunted, it's too dangerous to be alone up there in the dark," she said to Tommy while giving him a sexy smile and a wink.

A line of seventeen sexy, beautiful, and scantily clad women, twenty-one counting the Madam, slowly filed down the stairs to join Brianna, Kim, Vanessa, and Natty. Tommy stared at each woman as if he had never seen nearly, naked women before. With one woman prettier and sexier than the next one, he was in voyeuristic heaven. Unless he was watching Miss Universe on TV, never had he seen as many beautiful and sexy women.

If he had to pick only one woman to have sex with, he couldn't pick just one. He'd definitely want to have sex with more than just one woman. He'd definitely want to have sex with at least two and, depending on his stamina, maybe as many as three or four of the women, as long as he had enough money to pay for them.

He just hoped that they were clean and free of STD's. He hoped they had plenty of condoms. He hoped he had enough money to pay for his sudden, horny willingness to have sex with prostitutes. From wanting to have sex with his MILF of a mother to wanting to have sex with whores, he was clearly on the Devil's road to Hell.

'Oh, my God,' thought Tommy. 'I hit the whorehouse jackpot. Look at these whores. Unless I was in Slovenia, Ukraine, Hungary, Romania, or Czech Republic, I've never seen so very many sexy and beautiful women. Unless I met whores, who looked as good and as sexy as the Gabor sisters, Melania Trump, Ivana Trump, Ivanka Trump, Angelina Jolie, Mila Kunis, and Paulina Porizkova, I've never seen whores who look like these women. They're all so sexy. They're all so beautiful. They all have such amazing bodies.'

# # #

As if they were beauty contestants in a Miss USA contest, the women filed down the stairs one at a time ready to introduce themselves. A fashion show of silk and satin, each nightgown was sexier and more revealing than the next. Introducing themselves to him one at a time, each woman walked over to him to give him a hug and a kiss while pressing their voluptuous bodies up against him.

"I'm Paula," said a chubby, forty-something-year-old, natural blonde with blue eyes and big, double D cup tits.

She didn't look like any prostitute that he ever saw. If he saw her out on the street, he'd think that she was someone's MILF of a mother or MILF of an aunt. He'd never take her for the whore that she obviously was.

"Rachel," said a dark-haired beautiful wearing a see-through nightgown with nothing underneath.

Before giving him a hug, a kiss, and a sexy, sexual squeeze, Rachel paused in front of him as if modeling her nightgown. As if she was a runway model, Rachel was so tall and so pretty. Shapely thin, she had long, black hair with bright, blue eyes. Clearly, he could see her D cup breasts and her big, erect nipples through her sheer and sexy nightgown.

'Wow, I like Rachel,' he thought. 'I need to remember her name.'

Walking to him with lots of hip movement, the next woman was naturally sexy.

"Tanya," said a busty, black woman.

Tanya had huge breasts with big, black nipples. He had never had sex with a black woman or with any woman before but always wanted to experience that sexual pleasure of bedding that black, forbidden fruit. Slowly turning towards the side before turning completely around, she bent forward at the waist to show him her sexy ass and the back of her black, naked pussy. Then, she walked to him, pressed her big breasts up against his chest and give him a kiss on the lips while reaching down to feel his growing erection through his pants.

"I'm Maureen," said a sexy, tattooed, redhead with gigantic breasts.

Much bigger than a double D, he wondered just how big her tits really were. Sexually teasing him, before walking away, she lifted her breasts in the palm of her hands through her nightgown. He'd love to touch, feel, fondle, and suck her big tits while she stroked and sucked his cock. After he ejaculated his cum in her mouth, he'd love to cum all over her giant breasts.

"Melei," said a small but shapely breasted, Asian woman.

Just as he never had sex with a black woman, he had never had sex with an Asian woman either. With her long, black hair, Melei was as beautiful as she was sexy. The most mysterious woman he had ever seen, he couldn't help but wonder what it would feel like to have sex with her.

"Chen," said a Chinese woman holding hands with Melei.

With her jet-black hair and her big, inviting smile, his friends from his old neighborhood who never had sex with an Asian woman either, told him that the pussy slits of Asian women go side-to-side instead of up and down. He wondered if that was true. He'd love to find out if it was true or not. Seemingly, with the both of them a pair, he'd love to have sex with the both of them as a package deal.

"I'm Mary," said a MILF of a forty-something-year-old woman.

'Wow. Mary is so pretty,' he thought. 'In the way that I always wanted to have sex with my mother, I always wanted to have sex with an older woman.'

She had B cup breasts, long, brown hair, and blue/grey eyes. She made him think of his mother, Carol. He'd love to have threesome sex with his mother and Mary. He'd love to watch Mary finger his mother's pussy while licking her cunt while he fucked her from behind.

"Joan," said sexy, buxom redhead.

'My God, another MILF. I like redheads,' he thought. 'And look at the tits on her. They're huge. There's something about mature, sexy woman my mother's age.'

"Carol," said another mature woman.

'Carol? That's my mother's name,' he thought. 'How hot would that be to have sex with Carol and Carol?'

Another sexy, beautiful blonde with big tits, he couldn't help but think of his mother when Carol said her name. Only, even though Carol was quite pretty, his mother was prettier than her. Nonetheless, in the that way he wished he could have threesome sex with his mother and Mary, he'd love to have threesome sex with his mother and Carol. With one woman more beautiful and sexier than the next how do you choose just one?

"Gail," said another woman filing by him before giving him a hug and a kiss.

Another buxom, blonde, albeit dyed blonde, he wondered how much money he had. Having changed his tune about having sex with whores, now that he was considering having sex with prostitutes, he wondered if he had enough money to have sex with multiple women. This could be a memory that he'd remember for the rest of his life. Besides, with him not having any sexual experience with women, perhaps, some of these women could teach him a few things that he could use on his mother.

"Gloria."

'And yet, another buxom, dyed blonde, albeit a little younger and a little thinner than Gail. God, she's gorgeous, too,' he thought. 'How do I choose? How do I choose? Maybe I'm better off having sex with just one woman all night long instead of having sex with two or more women for an hour or two. I'd love to keep one woman with me as my whore for the night, but which one should I choose?'

"Angela," said the next MILF of a woman filing by him.

A beautiful brunette with D cup breasts, she could be someone's mother. Now, that he wanted to have forbidden sex with his mother, Carol, if Angela was his mother, he'd want to have sex with her, too. Never having had a threesome, now suddenly, he wanted to have threesome sex with multiple groupings of women. He wished he was rich and could have days of sex with them all.

'Holy Hell, I'm dying here. I need to stick my dick in someone,' he thought. 'I need for one of these women to suck my cock. I bet Natty gives one Hell of a blowjob,' he thought. 'I'd love to cum in Natty's mouth while feeling her big tits and fingering her erect nipples.'

"Beverly."

'Oh, Beverly,' he thought. 'God, you're so beautiful. You're sexy. I'd do you if I could but I have so very many choices.'

A much younger version of Angela but with breasts just as big. He imagined falling in love with some of these women. He imagined marrying one of them if he could. He wondered how many rich, old, white men would abandon their wives, their children, and their lives for one of these beauties.

"Violet," said a very pretty black woman.

Violet was so beautiful. She was so sexy. He'd love to have sex with her. He'd love to pound her pussy and fuck her cunt. He'd love for her to suck his cock. He'd love to cum in her mouth, all over her face, and across her big, naked, black breasts.

"Sharon," said another beautiful, mature woman.

His jaw dropped while staring at Sharon's nearly, naked, sexy body.

'Hello, Mommy,' he thought to himself with her reminding him of his mother, especially when she hugged him, squeezed him, and kissed him on his lips.

Had he not seen and been sexually tempted by some of these other women, especially the younger ones, he could imagine himself being with Sharon. Yet, why settle for plain, white pound cake when he could have cake with frosting and a sweet filling, too. So many women. So little time and so little money.

Perhaps, he could return with his friends. Perhaps, he could take out some money from his bank account and experience more women sexually than only one or two. Perhaps, Madam Natty would give him a special discount for giving her more business by bringing his friends with him.

"Hi. I'm Flora," said a tall and attractive Hispanic woman.

'A pretty name for a pretty woman,' he thought.

Just as he had never been with an Asian woman, a black woman, or with any woman, he had never been with a Hispanic woman either. Forget about college, he could get a real education here. If he spent his college tuition by having sex with all of these women, he'd have a Ph.D. in sex. He'd be the doctor, an authority, and the experienced expert of women's asses, tits, and pussies.

"Hi, I'm Maxine."

'God, with her natural blonde hair, big blue eyes, and D cup breasts, Maxine is so frigging beautiful and so frigging sexy,' he thought.

# # #

After seeing her, he forgot about all of the others. Forget about having sex with Maxine, he'd marry her if he could. He definitely could imagine falling in love with her. He'd love to have children with her. He'd love to buy a house with her and live with her for the rest of his life. Definitely, Maxine was the one that he'd want to have sex with for the entire night.

'I love you, Maxine,' he thought.

Only, nothing more than a sexual fantasy, no doubt, none of these women are giving him their real names. He wondered who they were and how they came to live in a whorehouse. Helping to make his decision to fall in love with any of them, he wondered if any of them were married before or were married now. He wondered if any of them had children. Yet, it was foolish for him to think that he could fall in love with a whore. How could he love a woman who has had sex with hundreds of men, just as how could any of these whores would fall in love with him?

Twenty-one women, counting Brianna, Kim, Vanessa, and Natty, and three men, when counting the two doormen standing guard outside. Tommy liked those odds. It was a good thing he had money because chances were good that he'd be getting lucky with at least one of these women. Only, he didn't know which woman more appealed to him. They were all so beautiful. They were all so sexy. They were all so willing to have sex with him.

In the way that all of these bored women were looking at him, and with him stranded here all night, as long as he had enough money to last, chances are he'd be getting lucky with more than one woman. While they still had lights and power, he looked over the women again and again to see who would most sexually interest him. Quite the variety, with none of them looking the same, they were all so different. Hard for him to decide, but he couldn't go wrong by picking any one of them. Even Natty looked good to him.

For sure, he wouldn't kick any of them out of bed for eating crackers. Then, just like that, the power went out. Totally dark, unable to see his hand in front of his face, fortunately, Natty and the women had flashlights and lit candles. If he wasn't in a romantic mood before when seeing twenty-one, nearly, naked women, he was in a romantic mood now seeing the women in candlelight. If he had 21-diamond rings, starting his own harem, he'd be proposing to 21-women.

He suddenly imagined himself surrounded by 21-wives. Then, ruining his sexual fantasy, he imagined himself responsible for dozens of children. He imagined himself buying cases of diapers and formulas. He imagined crying babies night and day ruining his sexual fantasy.

"Someone light a fire in the fireplace," said Natty. "It's already a little chilly in here," she said looking down at her erect nipples before staring up at Tommy with a naughty look.

'How romantic is this,' thought Tommy? 'Being stranded in a storm with twenty-one, nearly naked whores, life doesn't get any better than this.

# # #

Then, as soon as the old, grandfather's clock that stood sentry in the corner of the great room, struck midnight, it was a total orgy. As if these women hadn't had sex in years, as soon as the lights went out, the women were all over him. Women were kissing him while stripping him naked. They touched him and felt him everywhere that he wanted to touch and feel them. Taking turns, one woman sucked his cock, then another woman was sucking his prick, then two women were giving him a blowjob at the same time.

When he looked down in the candlelight, Rachel looked up at him with his erect prick in her mouth. Tanya straddle his head while Rachel was sucking him. Tanya hung her massive breasts in his face. Her tits were so big. They were so firm. They were so heavy. The first time feeling black tits, he sucked her nipples while Rachel continued sucking his cock.

He so wanted to cum but he didn't dare. Not now and not yet. He had more women to lick, finger, and fuck. Then, as soon as Tanya left and Rachel let go of his cock from his mouth, beautiful Maxine sat on his face. Obviously, she wanted him to finger her pussy while licking her pussy. As if he was a starving man, he ate Maxine's cunt until he gave her a sexual orgasm with his fingers and his tongue.

"Oh, Tommy, you dirty man. You're going to make me cum. Rub my clit harder. Lick my pussy faster. Fingerfuck me deeper. I'm cumming, Tommy. I'm cumming," said Maxine.

One after another after another, they all took their sexual turns with his now naked body. One way or another, all twenty-women, had their sexual way with his naked body. One way or another, he had his sexual way with all twenty-women. Never in his wildest sexual fantasies did he ever imagine having sex with two women at the same time, never mind twenty-one women.

Then, as if saving the best for last, advancing towards him and stepping out of the shadows as the woman made a path for her, Natty approached Tommy with unbridled, sexual seduction. She looked as wild as a black panther. With him on his back on a bed that was set up in the great room, not much one for foreplay, she stripped off her nightgown and mounted him. Then, as if she was the man and he was the woman, she inserted his stiff prick in her warm, wet pussy.

She humped him. She fucked him. She pounded his cock in the way that she obviously wanted him to pound her cunt. Never had he imagined being with a woman, an older woman, at that, who was so sexual. If anything, with her giving him the fuck of his life, she was going to ruin him for his mother. No one could compare to having sex with Natty.

"Fuck me," she said. "Make me cum in the way that you made Maxine cum," she leaned closer to him to whisper what she wanted in his ear. "Fuck me, Tommy. Fuck me. Fuck me as if I'm your mother," she said.

When she said the magic words, fuck me as if I'm your mother, Tommy humped her hard and fast. Then, rolling her over, he humped her cunt harder and pounded her pussy faster. Determined to give her a sexual orgasm, he couldn't wait to make Madam Natty cum.

"Natty, oh Natty. You're such a good lay. I love how you're move your hips. As if you're screwing my cock in a light outlet, I've never been in so tightly deep in a woman," he said and not confessing that she was the first and only woman he's ever fucked.

Now, a sexual experienced that he'd remember the rest of his life, twenty-women were all ready to stroke him, suck him, and fuck him.

# # #

After spending the night with twenty-one, horny and sexually experienced whores, Tommy returned home exhausted. He had sex with not only the first three women, he had sex with all twenty-one women. He had sex with Briana, a shapely thin, blue-eyed, B cup breasted whore. He had sex with Kim, a raven haired, blue-eyed, big breasted woman who looked much younger than her age. For sure, even though she was twenty-something-years-old, she looked like jailbait. He had sex with Vanessa, an alluring, big breasted, redhead with blue eyes.

He ate Maxine's cunt and gave her a sexual orgasm. He fucked Madam Natty and gave her a sexual orgasm too. He sucked Tanya's huge breasts while Rachel sucked his cock. With everything else a blur of sexual action all performed in the dark, that was all that he could remember.

At first light, before Natty asked him for money that he didn't have and couldn't afford after having sex with all twenty-one woman, he was up and out of there. Now that his GPS was working again, he knew how to return to the whorehouse. He couldn't wait to take his friends. He couldn't wait to tell them that he found a whorehouse. He couldn't wait to show them all of these beautiful and sexually available women. He couldn't wait to have sex with more women. Maybe, he'd have sex with Natty again.