Hobo- Sexual
Copyright© 2024 by OmegaPet-58
Chapter 20
Coming of Age Sex Story: Chapter 20 - 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
After about nine months, my life was continuing in a pleasurable and not too exhausting manner. I stayed in contact with A & A but no longer needed the tutoring help. With the mature women and couples I was seeing there were patterns I was noticing. A lot of the women in their 40’s seemed to be wanting long sessions with me because their husbands were on the sidelines in one way or the other. Too busy, low interest, stressed, there were many reasons. So they wanted me to get them off as many times as I could before finally having a big final orgasm myself.
Then there were the couples that still were active together but seemed to be drawn to divergent or kinky playing. One wife wanted to be blindfolded, then spread out across the bed with her wrists and ankles tightly leashed. Then her husband, her friend, and I would take turns on her, dumping load after load into her pussy leaving it gaping and drooling the milky mixture.
In other couples, there was bisexuality. Like at home with Lena and Harry and Mom, two mature women would be 69-ing while one husband would switch off with me fucking their pussies. Or the husband was bi and would want to be involved with me while I was fucking his wife, that is, poked in to my ass while I was fucking his wife, or me poking him while he was in her. Or both.
It was strange. I thought I would be more resistant to these guys, but after a while it became a pleasant change of pace instead of a chore. And, I had to admit to myself, the guys were better at doing deep blow jobs on me, and some women just went crazy after watching my big cock disappear all the way into hubby’s mouth.
Or, there’d be hubby and his brother-in-law fucking on the left side of the bed, while the wife and I were fucking on the right side and watching them. That meant my asshole was happily sleeping while those guys were sawing away on each other.
I found out another thing. Sometimes I’d be with Harry and Lena, or Avis and Dale, and I would tell them all about these mature people out on the frontiers of sexuality. And we’d be doing ordinary normal stuff with each other, but just telling the stories made us red hot. I’d just change the names to protect the filthy.
It was a November night and my regular evening with the twins. Tonight, they had a big surprise for me, though. Walking into my bedroom with them were twin brothers.
“Well, this is new. I’m Rubin Saxon, and you guys are?”
“I’m Jim Nevin, and he’s my twin brother Jack. We’re fraternal instead of identical, which means we started from two different eggs. Cass and Cherry are identical because they were one egg that split into two originally with almost exact duplicated DNA. And I apologize for assuming you might have needed to hear that little lecture.
“Jack and I are in the same classes as your sisters, so of course we started hanging out together and became friends.”
“More than friends, I’m sure, since you’re here with me on this night.”
Inside, I was a little disappointed thinking this was going to be a meet and greet and an early boring end to the evening. But I was wrong.
“Rubin, you know we love you, but otherwise it was hard for us socially in school. Naturally, a guy dating one of us would be excluding the other, and I couldn’t enjoy myself while missing Cherise. The same was true of the Nevins, to an extent. So when chance threw us together, we bonded right away. And, after awhile, our conversations got more personal and intimate. Very intimate.”
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