Trailer Trash Tycoon - Cover

Trailer Trash Tycoon

Copyright© 2022 by Limnophile

Chapter 2

Erotica Sex Story: Chapter 2 - Oil Tycoons have lots of oil. A Trailer Trash Tycoon has... You get the idea. Leo gives many pregnant young women a home and a second chance, for a sexual price. He's worth over ten million, but often acts like people worth ten dollars. Ron and his ladies from 'Fang of Control' join the fun in chapter 3.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Mult   Coercion   Consensual   Mind Control   Romantic   Lesbian   BiSexual   Heterosexual   Fiction   Restart   Sharing   Incest   Sister   Father   Daughter   Group Sex   Orgy   Polygamy/Polyamory   Swinging   Anal Sex   Cream Pie   Exhibitionism   Oral Sex   Pregnancy   Scatology   Sex Toys   Voyeurism   Public Sex   Smoking   Prostitution  

It was the start of the month and thin little brunette Jasmine had just finished ‘paying her rent’. I thought her pigtails were very cute, especially with her young-looking face. I’d been tempted to use them as handles during the blowjob she gave me but behaved myself and let her do things at her own pace. Her pussy was nicely tight, even though she’d given birth five months before. As we were drying each other after a shower, the doorbell rang.

I wrapped a towel around my waist and went to the door. When I opened it, I saw a redheaded woman with large breasts who looked like she was about 30. She had some small wrinkles on her face but was still pretty. A much younger redhead stood beside her. The older one had the beginning of a ‘baby bump’ and held up one of my business cards. “Can you help us find this place?”

I recognized my card immediately by the red lips kissing a rounded cross that looked a little like a dick and a pair of balls.

“You’re looking for the Slutty Sinner’s Salvation Center? You’re pregnant?”

She looked very ashamed. “My daughter is three months pregnant, and I’m at six months. Do you know where the Center is?”

I smiled and told them, “You found it. Come in and have a seat.” I noticed the younger one was staring at my bare chest. “Would you like something to eat or drink?” Both were hungry and I gave them sandwiches and glasses of milk.

Jasmine walked out to the kitchen slowly, with both hands on the wall. “Have you seen my glasses? Without them or my contacts, I’m blind as a bat.” She was only wearing panties and a towel on her hair. Her small tits were fully exposed.

I took a step toward her and said, “I think they’re in the bedroom.” As Jasmine was feeling her way around, her hand caught the edge of my towel and pulled, leaving me naked in front of the two strangers. “AIEE! Back in a minute!”

I ran for the bedroom and found Jasmine’s glasses next to my alarm clock. I quickly threw on sweatpants and a tank top. When I got back to the kitchen, I saw the young girl had helped Jasmine to a chair and they were talking. The mom asked, “Is this some kind of weird sex brothel? Is that guy dangerous?”

“Leo? No! Leo’s a big puppy dog! He helps a lot of pregnant girls. He’s been great to me! Give him a chance.”

I handed the glasses to her. “See! Leo’s a life saver!” She moved to kiss me before putting the glasses on and tried to make out with a jacket hanging on a hook.

The rest of us laughed loudly. She asked, “What? What’s so funny?” She put her glasses on and laughed along with us.

She went to the bedroom to finish dressing, then left.

I gave the two redheads my usual speech. “Don’t tell me any more about yourselves yet. If I know a girl’s name and hear about her, I might have to tell the police where she is. If I know a girl is under 18, she can’t stay here and I can’t help her.” I paused.

“If I ask your name and age and you don’t have any ID, I just need to take your word for it, right? If you tell me your name is Martha Washington and you’re 300, I have to believe you until I see something that says otherwise.”

The younger one smiled. “I guess.”

“Just take a minute to think, then tell me your names and ages, please.”

The mom looked at a magazine with a bunch of fruit on the front cover. “I’m Amanda Apricot, and I’m 29. My daughter Cherry is 18.”

I quickly did the math and joked, “That really must have hurt?”

“What?”

“Giving birth when you were only eleven.”

We all shared a laugh, then I asked; “Do you need to see a doctor or anything major today?”

“No. We need a place to stay, but we don’t have any money. And maybe some clothes? These are all we have.”

I explained, “I’ll be happy to help you two, but you can probably guess I expect something in return. You’re pretty ladies and I’d like to spend some time in bed with you.”

‘Cherry’ nodded. “Okay.”

‘Amanda’ said, “You want us to have sex with you to stay here? I’ll do it, but I don’t want my daughter screwing you. She’s only ... she’s only 18.”

I said, “If she’s already pregnant, she’s old enough for sex if it doesn’t hurt her, right?”

I held Cherry’s hand and asked, “Do you think kissing me and sucking my dick will hurt you?” She shook her head. “I understand that you don’t know me and you’re nervous. Jasmine got me off twice just before you knocked on my door. Did it look like I hurt her or that she was even sad?”

“No, she was smiling. And she said you’re great at ... um ... some stuff.” She blushed vigorously.

I asked, “Do you drink or smoke, any drugs?”

The mother ‘Amanda’ said, “I smoke and I caught her once, but she’s not allowed. I quit drinking when I found out I was pregnant. No drugs in a long time.”

“At least that’s good. I don’t mind if you smoke in the living room, just open a couple windows. Do you need anything else?”

“Clothes, please? We’ve been wearing these for three days.”

“Let me make a couple calls.”

A few minutes later I told them, “Amanda, Melissa is coming over soon. She’ll take you to get some clothes and give you some advice about how things work here. In a little while, Jasmine will come back and do the same for Cherry. Once you have more to wear, we’ll get a shower and watch a movie before bed.”

When Melissa left with Amanda, Cherry told me a lot of things she didn’t want to say in front of her mother.

“I don’t want Mom to be mad, but I REALLY want a cigarette! Please?”

“Sure. I keep some in the bathroom closet. You can turn on the fan and smoke in there and your mom won’t see.”

“And, um...”

“Yes?”

“Will I have to do sex with you in front of Mom? That would be SO embarrassing!”

“It’s a two-bedroom house. One of you can stay with me, and the other one in the spare room. But I want you to watch each other at least a few times. I’m not gonna pass up the chance to screw you in front of your mom and look at you as I do it with her.”

“Um ... I ... I guess I could do it once or twice, maybe. And Leo, I hope it’s okay if I just have sex with you. I really hate doing blowjobs. If I don’t have to suck you, we can fuck two or three times a day. I’ve been super horny since I got knocked up.” Her face slowly turned red as a beet.

“Sounds great! I’ll go get you cigarettes.”

When I came back I sat next to her on the sofa and said, “Go ahead and sit in my lap while you smoke. I’d like to play with your chest.”

My cock liked the pressure in my lap as she sat on me, and it began to swell. She lit up and took three rapid puffs. “Aaaah! I haven’t had one since yesterday. Thanks!”

As I fondled them gently, I said, “You have some nice little boobs. The baby should make them grow quite a bit. I love it when a girl is close to giving birth and she starts giving milk. That won’t happen to you for about half a year, though. I can’t wait.”

Her mother returned earlier than I expected and angrily said, “You’re smoking! And letting him...”

I interrupted, “If she’s 18, she can make her own choices. She is 18, right?”

“Um ... yes.”

“I don’t want either of you smoking a lot ‘cause it’s bad for your babies, but a few a day shouldn’t hurt much. If she wants to sit in my lap, that’s up to her.” After that, Cherry started sitting in my lap any time we were with her mother. I thought she mainly did it to annoy her.

Jasmine knocked and walked in. “Hi, Cherry. Let’s go get you some clothes.”

When they left I told Amanda, “Come sit in my lap and have a smoke.”

She asked, “We can do it quick while she’s away, if you want?”

“You read my mind! Let’s go in my bedroom, it’ll be a lot more comfortable.”

She followed me and said, “I hate giving head, but you can do my ass sometimes. I kind of like anal.”

“Sure! Sounds good to me!”

“And, um ... can you do me from behind most of the time? I like the feel of having a dick in me, but I like women a lot better.”

“No problem. Lean over the bed and let me pull your panties down.” I played with her ass cheeks and lubed up her butt crack.

She said, “I talked with Melissa and I like her. Maybe we can work something out?”

Instead of inserting my cock, I sat next to her and asked, “What were you thinking of?”

“Melissa is sad and lonely after her ex-girlfriend moved out. How about I do anal or fuck you sometimes but live with her?”

“How about once a week and mostly anal?”

“Okay.”

“And I get to do it with your kid watching us three times, and I get to screw her in front of you, too?”

“Well ... that would be SO EMBARASSING! But ... I guess if we have to.”

“We have a deal, then. I LOVE anal! I’ll try to take it slow and easy to start. I think it will go better if you put a pillow under your belly, to angle your butt upward.”

She moved a pillow as I stood and moved behind her. I stroked my dick a few times to get it fully hard again, then slowly pushed into her tight and slippery anus. She asked, “Ungh! Slow please? I like it after the first minute or so, but it hurts at the beginning.”

“I’ll try and take it easy. Let’s give it some more lube too.” I squirted a little more onto my shaft and pulled back, then entered fully but very slowly.

“Oooh! That’s not so bad.”

“Good. Rub your pussy, that will help. This should help too.” I reached to the remote and turned on a webcam channel. Slutty Asian girl Jee was sitting on her bed as she slid a small red dildo into her pussy.

After a few more strokes I sped up and leaned forward, so I could hold Amanda’s big tits as I stuffed her butt. She stared at the screen as she rubbed herself. Before long, she started moaning in pleasure instead of discomfort. “Mmmmm. Yeah. I like it in my ass when it doesn’t hurt.”

I matched the speed of my thrusting to the dildo Jee was sliding in and out of herself. I slowly increased the pace as Jee did. I pumped a load into ‘Amanda’s ass just before the Jee on the screen got herself off. “Ohhh! So good!”

I was a little surprised she had an orgasm too. I rolled off her, then played with her curly red hair as I rested. She said, “I don’t mind doing that once a week, if I can see a pretty girl while we do it.”

“I think you’ll like it even better if you’re on top of Melissa, with her licking you.”

“Mmmmm! That sounds great! I better clean up before Cindy ... before Cherry comes back.”

“Sure. I’ll see you at Melissa’s place in a few days.”


After supper I played with Cherry’s long red pigtails as she sat in my lap smoking a cigarette. She said, “I have a sexy idea. There’s an old saying that ‘if she smokes, she pokes’. I’m super horny lately and only smoke about five a day. How about any time you see me smoke, you can poke your big dick in me?”

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