Hobo- Sexual - Cover

Hobo- Sexual

Copyright© 2024 by OmegaPet-58

Chapter 21

Coming of Age Sex Story: Chapter 21 - 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 Nevin home was not far, and much less grand than Lena and Harry’s mighty mansion. It was a compact three-bedroom house in the outskirts, on a large wooded property with plenty of privacy. The five of them walked up the stairs to the front porch. I noticed a flicker in the peephole of the door, which swung open widely to admit us to the brightly lit front hallway.

“Hey, boys and girls! C’mon in.”

My first view of Sheila Nevin surprised me. She had wavy blonde hair down to her shoulders with a little bit of gray in her temples. Her eyes were a brilliant blue over a wide bubbly smile. Tall (perhaps 5’ 10”) and imposing, she seemed athletic, as if she was active in the outdoors with hiking or swimming.

She was also naked.

Indicating the nearby closet, she turned to me and explained.

“You see them all undressing here in the front hall because they live here or visit frequently. Nudism is our house policy, so you should put your clothes here, please. Would you like coffee, tea, soda, or water?”

“Black tea, hot, if you have it, please. One sugar.”

“Great, I’ll start the kettle.”

She walked away, down the hall towards the kitchen, and I literally gaped at the sight. Matching the muscular thighs and calves I’d seen at first, her ass was huge, firm, round, and perfect. I’d never seen anything quite like it before.

“My mom is really something, isn’t she?” nudged Jim.

“Spectacular. Inspiring. I’m going to need more words.”

“And you haven’t even put your hands on it yet. You should get your clothes off. Don’t make her wait.”


We all sat in the comfortable living room and had some light conversation while I sipped my cup of tea. Sheila seemed to have a warm and loving way of speaking with her boys, I thought. Something else I noticed (with a twinge of jealousy). My sisters were cuddled up with their counterparts, looking up with that softness in their eyes that up until now had always been directed at me.

But Sheila was primary in my attention. She took my empty cup and walked back to the kitchen with it, and I was rock hard almost instantly. I couldn’t explain it, she was irresistible. Walking back, she fixed those blazing blue eyes in my lap and laughed, knowingly.

“Let’s all retire to the queen’s bedchamber, my beauties. I’ll go first and show Rubin the way.”

A wonderful idea! My sisters were smirking at me, and I really didn’t care. Walking along, my erection bobbed up and down with each step, and then I had to gasp. In front of me was a straight flight of 12 stairs leading up. I worried that I would be leaving slippery drops on treads 10, 11, and 12.

She started climbing, and her ass went tick, tock, tick, tock. Then she suddenly stopped and I almost catapulted my face right into the holy of holies. She glanced back and laughed at me.

“Soon, baby, soon.”

I knew the four tenth graders behind me were gasping with laughter at my antics, and I still didn’t care.

At the top, she turned left into a large bedroom, and crawled over the bed, waggling her big bottom in my face while fiddling with the comforter. She saw my dazed expression and smiled.

“Bring that big cock to me, please.”

Instantly, I had been inhaled. I could only gasp. It seemed like only seconds later.

“Look out, I’m...”

Despite what was in between her lips, she seemed to smile at me, and I blew like Vesuvius. I didn’t care if she spat or swallowed, either way was fine. But she didn’t swallow. Instead, she let the hot liquid dribble back down the sides of my shaft, it was being held vertical with her mouth still on the tip.

Now there was no pink skin exposed on my shaft, just slippery cream. Then, using her strong leg muscles, she spun around, guided me in, and sank down until I was firmly inside with my root surrounded by her curly blonde pubic hair.

“What’s great about young men like Rubin, they don’t go soft on me.”

“For you Sheila, never!”

She started humping me. Around me, I barely noticed my sisters were spread on the bed and enjoying being plowed by Sheila’s boys, missionary style. I reached up and covered Sheila’s compact titties with my hands, and I saw her smiling reaction.

“I see why your sons wanted you. They were erect just talking about the time when you caught them. Oh, you squeezed me!”

“The muscles inside match the muscles outside, sport. You’ll discover that again when you ass-fuck me.”

I just groaned and spurted again. It was getting sloppy in there!

“So, Rubin, what kind of man are you? Ready to lick me clean?”

“Of course, just put your pussy on my face where it belongs.”

“Oh, well put. Here you go, feast away.”

I’ve had a lot of pussies by now, but Sheila’s seemed extra juicy and sweet. I wondered if she was drinking fruit juice or something. After two quick orgasms, I was softening, maybe half-stiff. Suddenly, I felt lips and tongue on my cock gently making sure my shaft and hair was all cleaned up.

“Thanks, Jim. Cassidy, you should do the same for him. Same thing, Cherise, for Jack.”

Wait a minute! I though Sheila was licking me! I’m going to get her for that!”

I shifted my attention and captured Sheila’s clit between my lips, then started twiddling the stiffened nub with my tongue, earning a moan. It wasn’t too long before she came, squeezing out some more of her delicious tangy fluids.

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