Sheila Continues
by Jimmy Lee
Copyright© 2025 by Jimmy Lee
Erotica Sex Story: Continuation of "Sheila Addict." I have her masturbate to orgasm as I watch.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Coercion Reluctant Heterosexual Fiction Masturbation .
My wife’s sister, Sheila, had stolen some silver dollars that were a gift from my father in order to get her speed fix. This was the late ‘70s, and she was addicted to white crosses, methamphetamine, a common diet medication back then. Her sister was mainlining them when she and I first met. Their mother was their gateway into that scene. Charlene, my wife, went deep into the drug culture, but Sheila managed to avoid that rabbit hole.
When I discovered the theft and realized what had happened, Charlene was staying at her mom’s place in another town, helping care for her dying grandfather. I called her and let her know what Sheila had done. She exploded in anger and told me I could do whatever I wanted with her. “Slap her, fuck her, kick her out, I don’t care,” were her exact words. I chose to fuck her. She was barely beyond virginity, having only been with one guy a couple of times. I expanded her horizons to oral and anal, the latter causing some tearing and bleeding. During and after our first session, which was supposed to be punishment for her theft and an alternative to being kicked out of our house, she slipped into a submissive role, something her sister would never do. Another of the unexpected series of contrasts and similarities between her and her sister.
I was still sitting in bed as she returned from the bathroom. Her left breast was bright red around the nipple where I’d pinched it trying to get her to swallow my cum. That along with holding her nose finally convinced her to give it a try and she succeeded. The inside of her right breast was noticeably pink where I’d slapped it after she swallowed. The whole session was punishment for her stealing my silver dollars, after all.
“Did you clean yourself up?” I asked sternly.
“Yes, of course. Do you want me back in bed with you?”
“Absolutely. The night’s young.”
She sighed and crawled onto the bed, a king-sized waterbed mattress on the floor inside a simple wood frame. The mattress sloshed a bit, then settled as she lay on her back, staring at the ceiling, apparently waiting for whatever I had in mind.
Reaching over, I gripped the inside of her right knee and pulled it toward me. Her lips compressed and a furrow creased her brow. My hand slid up and my index finger pressed into her pussy, slipping between the lips. I began a slight circular rocking motion that stimulated from vagina to clit. Her mouth lips quivered. Ahh, that feeling of helplessness.
“I keep thinking about that night I went to piss and saw you masturbating. I could smell your delicious pussy from across the room and wanted to fuck you so bad. Do you masturbate often?”
“I don’t know,” she replied quietly.
“How often?” I asked.
“Sometimes once a day, sometimes not. Depends on how I feel.”
“Have you recently?”
“No. Well, a couple of days ago.”
“Damn, I would have liked to see that. Masturbate for me.” I moved my hand from her cunt to her right knee. She’d not gotten wet that I could feel.
“WHAT? No! That’s weird.” She looked at me as if I’d grown an arm out of my forehead.
“There’s nothing weird about it at all. I love watching a woman pleasuring herself. It’s the best way to learn what she likes. Go ahead. Forget I’m here and make yourself cum.”
“Have you ever watched Charlene?”
“Charlene and every other woman I’ve fucked. Sometimes I jerked off with them, too. It’s an interesting experience. All either one of us is responsible for is our own pleasure, yet we’re still doing it as a couple. But I want to focus fully on you first. Close your eyes and make yourself feel good.”
Eyebrows up and head tilted slightly, I stared at her expectantly. With a faint roll of her eyes, she broke our gaze and turned her head to face the ceiling. After several seconds, she gave a small sigh and began stroking her belly with fingertips of both hands, each downward pass going a little closer, slipping into the forest, further down, right hand eventually forming a massage of circular pressure on her clit. Her left hand rested near her crotch, then the fingertips began a lazy, random journey up, across her belly, onto her right breast, finding and focusing on the nipple, fingertips lightly tickling. As the nipple hardened, goosebumps rose up on the areola around it.
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