Hobo- Sexual
Copyright© 2024 by OmegaPet-58
Chapter 4
Coming of Age Sex Story: Chapter 4 - 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, is this truly your very first time?”
“Yes, although I did get a little lick on the head of my cock.”
She looked over to Thea.
“Was that you?”
“Just a little quick suck when he splattered me after using his hand.”
“I see. The first thing you should do, Rubin, is undress me. Be gentle and caress my skin as you go along. Yes, good. Oh, I’ll unhook my bra for you. Oh, that’s great. Could you hold my tits like that? Your hands are warm; I like that.”
“They’re wonderful! Nipples like raspberries, mnph!”
“Ooh. That’s nice. Suck harder; even bite them gently. Mmm, perfect.”
“Now let’s undo the button and unzip my pants. Ah. Bend down. Do you smell me? Remember that scent—it’s my pussy longing for you.”
I heard a sigh come from behind me. Harry was mimicking my undressing progress on Thea, and her fragrance was also wafting about.
“Now, Rubin, hook your fingers into both of my waistbands, and pull down the pants and panties together. Right down past my ankles. Perfect. I’m putting my hand on your shoulder for balance while I step out. Good.
“Where is your face? That’s right, it’s in pussy position. Now, has your mom taught you about my clit?”
“Um...”
“That was going to be next week,” admitted Thea.
Lena rolled her eyes.
“Alright, change of plans. Harry, spank her ass! I’m getting on the bed for Rubin’s lesson.”
I whimpered.
“What’s wrong? Oh, of course, sorry. Help me undo your belt, pants, and zipper. Great. Sit on the edge of the bed, get your shoes and socks off, and then everything else so that you’re naked.”
She waited, then lay back on the bed and spread her legs wide, showing me her completely shaved pussy.
Ruben fixed his eyes on her crotch and carefully listened to her description.
“There are outer wide lips and inner narrow lips. Between them, at the bottom, is where your cock goes inside me. Where the lips come together at the top end, that’s my clit. It’s the center of sensation, like the head of your cock, and you’re going to focus on that little nubbin there until I beg you to stop. Capice?”
“Yes, Ma’am. I’ll get to work.”
“Good boy. Very good boy, Rubin; oh, you’re a natural. Just, ah, keep doing that for me.”
It wasn’t long before I felt her hands circle the back of my head and pull me firmly into her pussy for her first climax.
“That was great, sweetie, and we haven’t even fucked yet.”
“I can’t wait.”
“No doubt. Just let me, ah, decompress for a minute. Come up here and snuggle. Kiss me, Rubin. Mnph.
“Did you like my taste?”
“It was unusual, but exciting. Not sweet, I guess, tart, maybe.”
“This is important. You should be sure that your partner is wet like that, otherwise, it will hurt when you stick it in. You need to remember this. In the same way, I’m going to get your cock wet with my mouth, OK? Go stand next to the bed, up by my face.
“Holy shit, Rubin! You’re hung, I mean, not really long, but round, um, girthy. Oh, I am going to have SO much fun with you. That means, you really need to remember to be lubricated, nice, and wet. Especially if you are with a young girl who isn’t very big down there. Do you understand me?”
“Yes, ma’am.”
“Oh, don’t say that; I’m Lena, your new fuck buddy. Call me Lena. I’m going to give you a quick suck just for extra wetness, and then you’re going to fuck me. OK?”
“Are you kidding? Yes!”
Lena grasped my root and circled her lips over my head. WOW! I groaned with happiness. Then she released me with a little popping noise and gestured for me to get up and over her.
“I told you where my opening, my vagina, is, and I want you to position yourself right there so you can slide in. Do it carefully; you don’t want to bend yourself, or, yeah, right there. Now start pushing; slide your way. I don’t believe it! So hot. So big. C’mon, in and out, go, go!”
Her legs rose up, her ankles crossed behind my legs, and her hands gripped my ass cheeks, urging me on. My anxieties had vanished the instant I first buried myself in her hot, slippery tunnel. My climax was coming so fast, and she was coming already, too! With a powerful lunge, my whole body seemed to thrust into her. My vision went white while I shuddered and spurted inside her as deep as I could possibly go.
A few moments passed before I could collect myself.
“Rubin?”
“Yeah?”
“You’re not that heavy, but in the future, the polite thing to do after coming is to heave yourself off your lady love so she can breathe better.”
I was instantly ashamed, and I quickly spilled myself to the side.
“Hey, it’s OK. You were tremendous. How do you feel?”
“I, I, Lena, I don’t have the words for this incredible experience. Thank you! Um, can we do it again?”
She giggled and kissed me.
“Of course. If Thea agrees.”
We turned to face them, lying on their sides so they could both watch us. With red faces, Harry was behind Mom, fucking her with smooth, long, regular strokes. His arm was over her side so he could keep squeezing her large tits. With plenty of room on the king-sized bed, Lena got up on her hands and knees and put her head next to them.
“Is it OK? Rubin is still super hard.”
Mom’s speech was halting as Harry’s thrusts pushed her towards her orgasm.
“He’s, ah, 15, ah, he can go, ah, all night. Uh! Take him!”
We both were surprised when Harry suddenly pulled out, got up on his knees, and fisted his long, thin cock a couple of times, decorating Mom’s face with several milky streaks.
Lena turned around and gobbled my cock. Once again, she lingered briefly before approaching my face and inserting her tongue into my mouth. That’s when I recognized there were two tastes: hers and mine. I was familiar with my own taste from late nights in the tiny tent (after the girls were asleep), when I would jack off, collect, and eat my cum. I didn’t want to wake up with a sticky mess on my belly.
Lena pulled back for a comment.
“That’s good. Some men get all weird about being in contact with their own cum. They won’t eat my pussy or kiss me after they squirt into my mouth.
“Well, that’s stupid. I mean, it isn’t vanilla yogurt, but it doesn’t taste bad, and it’s just recycling to eat it.”
“Now, didn’t you say you wanted to go again?”
“Abso-fucking-lutely.”
“This time, we’ll be more relaxed and take longer, enjoying the journey. After that, next time we can try a different style.”
“Two more times? Oh, God, I’m in heaven, Lena!”
“Oh, listen, there’s one more very important thing.” Besides lubrication, you need to ask about birth control. You’re not ready to be a father, and if I were fertile, you could have impregnated me a few minutes ago. That means you need to have and use condoms. Don’t you dare forget that. Now, climb back on and make us happy.
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