Hobo- Sexual - Cover

Hobo- Sexual

Copyright© 2024 by OmegaPet-58

Chapter 14

Coming of Age Sex Story: Chapter 14 - 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  

The twins were buzzing the next day, which didn’t surprise me. Mrs. Dobson was probably curious about their behavior but they exercised discretion. At least, I assume they did, because Mrs. Dobson didn’t stomp around the house yelling her head off. She sure didn’t strike me as being incest-tolerant.

At dinner, they put on their “darling little angels” faces and asked to change bedrooms.

“To my room?” I asked, unnecessarily.

Mom turned them down flat.

“You know what Rubin is doing with Lena’s friends. He’s putting away money so he can pay for college. If you two are in his bed every night, it’s going to drag down his ability to perform.”

In unison, “It’s not fair!”

Lena offered a suggestion.

“What if the twins have a weekly appointment? Maybe every Tuesday they overnight with him. Thea? What do you think?”

“I guess he doesn’t usually have any obligations then. So, OK.”

“Tuesday and Wednesday?” Cassidy was hoping for more.

“Tuesday and Thursday?” Cherise also pushed.

“Every OTHER Tuesday,” countered Mom, sounding irritated.

“Tuesdays, then,” Cassidy quickly accepted, and Cherise nodded.


Dale and Avis had me in second row of their Cadillac Escalade. I was stunned; a vehicle like this was so far out of my experience. It seemed like a dozen cows had provided acres of soft white leather all around me. Even the dashboard sounded wild: instead of beeping, I heard tinkling little chimes.

They were taking me to my “acting” gig. For tonight, I was a favorite nephew, “Rudy,” the son of Dale’s brother, who had turned over custody. Avis had found me jerking off with her panties, and tonight’s plan was to “make me a man” instead of a sneaky sniffer.

We parked next to several luxury cars in a big driveway. Our hosts, introduced as “Kathleen” and “Bill” (no last names) welcomed us into their huge house. They brought us into their “rumpus room” which had four large couches forming a square and thick carpeting. At the back, glass doors showed their swimming pool.

I noticed these things at a glance, but what really brought me up short was seeing three nude couples on the couches. One of the women was reclining and giving her partner a blow job. Another woman While I was standing there gaping at the show, Avis, Dale, Bill, and Kathleen were behind me and undressing themselves.

Kathleen, naked now, came up to my elbow and named the six couch-dwellers. By the time she finished, I had already forgotten their names. It wasn’t really acting so much as being honestly shocked.

“Rudy? What’s wrong?” she asked.

“I, uh, I ain’t never seen so many buck naked people all at once.”

“Don’t you fret. I’m here to help you. I want you to ignore everybody else, just look at me. Is that OK?”

“Sure, uh, you’re, oh, you look nice.”

It wasn’t really acting; I had my eyes locked on her tits, which seemed unusual. Younger than the rest of her? Weird. I made a mental note to ask Avis about them later.

“Thank you, Rudy. Now, let me take your clothes off, you’ll feel more comfortable if you’re the same as the rest of us.”

“Really? I don’t know; I feel shy.”

Avis had come around into my line of sight, and winked at me. Evidently, she approved of my acting.

Kathleen had dropped to her knees and was working to open my pants.

“Ah, here we go. Holy shit! AVIS!”

“I’m sorry. Here, I’ll put it away.”

I sounded embarrassed and ashamed, and reached down to grab and pull my pants back up.

“STOP! Don’t you move, Rudy. There’s nothing wrong. Don’t misunderstand. You have a wonderful cock. It’s fabulous. Every woman in this room will want to ... just stand there and let me show you how I feel.”

I gasped and shuddered when she enveloped me. It wasn’t acting, she was beyond skillful. At least, I thought so, based on my limited experience. Then she came off me, and I whimpered.

“Shh. I’ll be back in a flash. Dale, Avis, please help Rudy over to the couch that’s free and help him get his pants and shoes off. Ladies! I want all of us together. You need to see (up close) what this sweet boy is packing.”

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