Hobo- Sexual - Cover

Hobo- Sexual

Copyright© 2024 by OmegaPet-58

Chapter 9

Coming of Age Sex Story: Chapter 9 - Completed 9/4/24 "Deadhead" Thea has lived "under the stars" for 30 years, hooking for food money. Her son, 15, and daughters, almost 14, are withering from the homeless poverty that is all they've ever known. A wealthy couple hires Thea and then Rubin for sex, then takes the family into their lives and home for the kids' sake. Schooled during the day, Rubin begins a profitable night life using his large gift as a gigolo for wealthy older women, who enjoy teaching him the ins and outs.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   mt/ft   mt/Fa   mt/mt   Mult   Consensual   BiSexual   Heterosexual   Fiction   Rags To Riches   Sharing   Wife Watching   Incest   Mother   Son   Brother   Sister   Group Sex   Orgy   Swinging   Anal Sex   Double Penetration   First   Oral Sex   Sex Toys   Tit-Fucking   Voyeurism   Water Sports   Big Breasts   Menstrual Play   Size   Small Breasts   Prostitution  

A few weeks later, I had spent several evenings with Avis and had a healthy $20,000 in my new bank account, which included funds from Lena. Lena sat me down one evening for a “planning meeting.”

“Two more of my friends have heard me talking about you. They are insisting on joining the club. They want to participate like Avis does with you, for the same amount of money. How do you feel about this, Rubin?”

“I’m fine with it if you tell me these women are trustworthy.”

“They are, but they are different from Avis; they have different expectations.” You might have issues with what they ask you to do.”

“Why don’t you tell me, then?”

“Alice is the first one. She says she only wants anal; that is, she wants you in her asshole, not her pussy.”

“That’s weird. Does she know I’m big? I might be uncomfortable for her.”

“She’s counting on that, actually. What do you say?”

“I can be flexible. Sure, why not?”

“Good. Yolanda is unique in another way. She wants her husband, Walt, to be right there with you. He’s in her mouth while you’re in her pussy. That’s called a spit-roast.”

“Not a problem.”

“After that, she wants both you in her pussy and him in her asshole at the same time. That’s called ‘double penetration,’ or ‘DP.’”

“Really? It seems—I don’t know—crowded. She knows I’m only 15, right?”

“She knows. Again, what do you say?”

“I guess, as long as she isn’t asking for a two-for-one discount, I’m OK.”

“You’re funny! I will let them know. How are your studies going?”

“You should check with Arlene, Lena, but I feel quite confident. She’s so good at explaining things to me. With the math, she knows when I need to backtrack and when I can skip ahead.”

“She’s young and attractive, though. Have you been behaving with her?”

“Absolutely. Lena, she’s gay; she’s in a lesbian relationship. My penis cooties are keeping her safely away.”

Lena laughed, “Good to know.”


After Rubin left her, Alice called Lena to say her “butthole had never been happier.” She wanted him again, as soon as possible. As far as I was concerned, “doggie style” was awesome, and I was sure Alice was going to be one of my favorites.

 
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