Hobo- Sexual - Cover

Hobo- Sexual

Copyright© 2024 by OmegaPet-58

Chapter 7

Coming of Age Sex Story: Chapter 7 - 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 next morning, all six of us wandered out to the kitchen wearing panties (or boxer shorts). I tried and failed to keep my eyes away from Lena’s tits; she just laughed and pulled my head into her cleavage, laughing.

Then she pulled my head away and asked, “You don’t mind?”

“Twenty seconds of heaven!”

She put me back for another round, my face enjoying the vibrations from her giggles.

This was the start of our first day living with Lena and Harry, and I was already getting my second morning erection.

Lena asked the girls to help bring out breakfast for us. Back at the table, she explained.

“Twyla is our in-house chef; you’ll meet her soon because she works for us from 11 to 5 on weekdays. She’s the queen of the kitchen, and you should tell her if you have any preferences she needs to know about. This quiche is a typical pre-prepared breakfast she makes ahead of time.”

“Wonderful!” moaned Mom. We were too busy stuffing our faces to be articulate.

“I want to talk about today’s plan, for after you finish eating. You’re going shopping for some new clothes this morning with my personal shopper.”

“What? With who?”

“Look, forgive me, but almost all your clothes are worn and terrible, and you need an upgrade. Because Harry has too much money, I have someone to help me find clothing that flatters me and fits perfectly. Elena is my personal shopper. She’s going to be here at ten and take everyone except Rubin to the shops.

“Before you go, I’d like the three of you to take showers and wash your hair so you can try out clothes comfortably. Actually, Rubin needs to shower too, because before leaving here she’s going to have her hands on you, taking all of your measurements.”

“Is she cute?” asked Rubin.

“Brat! Go take a shower.”

All of us were presentable when Elena showed up. I remained calm while she used her measuring tape all over me, then she stumped me.

“Do you dress right, or left?”

Lena came near and whispered.

“In your pants, does your cock usually go down the left or the right leg?”

“Right leg, I guess.”

At 10:30, Lena and I were alone. Harry had gone to his home office to play with his stocks.

“I’ve been wet all morning waiting for this moment, Rubin. Let’s go to bed!”

She had put on a top while Elena was there, and when I followed her into her bedroom, she pulled it off over her head. I followed her lead and said, “Let me.”

Her pants and panties pulled easily to her ankles, and I held her arm so she could step free. Then we exchanged places, and she sat on the edge of the mattress with my hard-on bobbling in front of her face.

“Somehow, you seem even bigger in the daylight, Rubin. Harry’s longer, and you’re wider, and I am lucky to have you both tickling my fancy.”

“Not as lucky as I am, Lena, with you as my first. Tell me, what should I do for you?”

“What’s this? Oh, I love pre-cum.”

She gave me a quick suck.

“Remember, I told you to make sure I was wet and ready. That’s really important with women older than I am, and with teen girls too. You can’t imagine how painful a dry penetration can be. But, right now, with you and me, I’m almost gushing. Get on me, I’m ready!”

Everything for the next few minutes was utterly conventional. But for me, it was exultation. I thought, Is it always like this? This intensity? These sensations? I hardly noticed her hands on my ass as I pumped between her thighs.

Then I wasn’t thinking at all as I felt those extreme joyful pulses. As my wits came back to me, I remembered and fell away to my right.

“Lover, half of my pleasure is seeing the joy in your face,” Lena cooed.

“Now that we have had our fun, I want to talk about your future with me and Harry. Are you OK to listen?”

“Sure, my ears work, though my legs are still shaking a little.”

“My best friend is named Avis; it means bird in Latin. And she’s 40, but looks like 32, and really curvy. I think you’ll like her. When I told her about you and our first time together, she lost her shit. Rubin, she’s demanding I send you to her, and she told me she would pay $5,000 to have you.”

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