Hobo- Sexual - Cover

Hobo- Sexual

Copyright© 2024 by OmegaPet-58

Chapter 10

Coming of Age Sex Story: Chapter 10 - 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  

Rubin, along with Thea, Lena, and Harry, planned a grand celebration for the twins’ 14th birthday on July 3rd. Cherise and Cassidy wore matching baby-doll lingerie, with translucent blue satin hanging from their developing A-cup breasts down to mid-thigh. Underneath, bright red lace panties were clearly visible. The girls were both alluring and patriotic.

Twyla, the chef, made up a special feast for the girls, including their favorite foods. Instead of fancy things, she made ordinary fare, but with everything seasoned and cooked to perfection. It was difficult for us not to stuff ourselves into food comas before it was time for dessert.

We had a sheet cake with a US flag drawn in thick stripes of red and white frosting over a buttercream base. There must have been tens of thousands of calories in 13 × 9 × 3 inches of cake, completely covered in decorations. Instead of candles, we inserted a couple of lit sparklers into the top for extra fun.

Instead of “Happy Birthday,” we serenaded the girls with “Yankee Doodles,” adding plurals where appropriate. Then it was time for presents.

They received complete formal outfits, including dressy shoes, from Lena and Harry, who promised them a night on the town with a fancy dinner and dancing.

Mom caused an uproar when they each unwrapped a Hitachi Magic Wand vibrator and a dildo that looked unnervingly like me—not too long and extra wide, or “girthy.”

“I’m sick of you brats ‘borrowing’ my toys,” Thea said, smiling.

The twins were hugely embarrassed but also clearly tantalized.

Only after a lot of back and forth in my mind did I settle on their gifts. Finally, I decided to get them both smartphones. I picked lower-priced models that were once “flagships” but are now two or three generations old, so they would have room to store pictures and the right software to communicate with their new friends once they went to school in the fall.

Needless to say, I was “Brother of the Century” after that, and I was smothered with tearful hugs. Not from Mom, though, who was still very anti-technology and had only reluctantly been using her cheap-ass flip phone. But all the contact information was exchanged five ways.

Five, because my own smartphone was also fully compatible. I was tempted, but for now I didn’t load any games on it because I considered the device part of my little business. Right away, I added the contact information for the four of us, Lena and Harry, Avis and Dale, Alice, and Yolanda and Walt.


It wasn’t very late when we finished tidying up the wrapping paper, took care of the dishes, and put the remaining cake in a plastic container in the fridge for future sugary episodes. Then we five gathered in the living room because Lena had something to say to us all.

“I want you to know, first, that Thea and I have discussed what comes next thoroughly, and she’s alright with it. We feel that turning 14 is a huge milestone in your lives, and it’s time for you both to move ahead.”

“I’m sorry, what are you talking about?” asked Cassidy.

“Everything around you, especially with Thea and Rubin, has forced you to grow up quickly. It’s time for the next step. We want you to start having sex. To start fucking.”

“Whoa!” Cherise exclaimed. Both of them had their mouths hanging open. Thea then took over.

“Girls, I feel strongly that I’ve been setting a bad example for you. Of sex, of living. Harry and Lena stepped in and sheltered us. Now I don’t have to go hooking for us to survive, thanks to them.

“I want your first experience to be friendly and fun, not commercial. The question now is, who is going to do the deed with you two?”

The twins seemed to be following along, but they were still a little stunned.

“I would have to say your choices are Harry, Rubin, or we need to find someone else. Lena says she can think of several husbands of her many friends who would happily volunteer for this ‘duty.’ So, girls, tell us what you want.”

Cassidy spoke first.

“I want Harry, because he’s experienced.”

“And I want Rubin, because we love each other, and he’ll be gentle with me.”

“She’s right. Both of us want both of them, if that’s all right with everybody.”

Lena and Thea looked at me first. I nodded, and then Harry did as well.

Cassidy was still nervous, but she also trusted both men. She smiled as an image of the two of them, stark naked and erect, formed in her mind.

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