Brief Description:
A teacher and her son become ensnared into a love triangle with the school bully. Things get... complicated.
A nice, NonConsent/Reluctance - Incest/Taboo - Transgender & Crossdresser - Mature - Anal - Fetish kind of story.
All characters in this story are 18+.
NonConsent/Reluctance, Incest/Taboo, Mature
Moral Bankruptcy
Mitch left shortly after dinner, even though we tried to get him to stay. Jessie and I cuddled on the couch watching a movie and went to our respective beds early. Somehow, it had been an exhausting day.
I woke up in the middle of the night and looked at the clock. It was almost 4:00am. There was a light coming from Russell's bedroom. From the sounds I could tell he was masturbating and having difficulty with it. I got out of bed and went to see what his issue might be.
My son was sitting there with his door wide open and headphones on, trying to masturbate to the DVD that Mitch had left us—the one that showed me sucking Russell and his friends' cocks at a gloryhole between the girls' and boys' locker rooms at school. Looking at his lap, I saw that Russell was limp and trying desperately - painfully - jerking himself to get hard.
I moved quietly across his room and placed my hands on his shoulders. Russell jumped and tried to stand up, but I held him firmly in place. He twisted and his wheeled desk chair slid out from under him and across the room. It toppled over when it went off the floor mat and hit the carpet.
"Mom, I—" my son protested, but I pressed my lips firmly to his. We couldn't use our tongues, since our piercings were still healing, but we kissed as I silenced his protests. He removed his headphones and stood up properly to face me. I wrapped my arms around his torso, feeling his body pressed against my own.
"Shhh," I told him as we broke the kiss. I turned him back to the computer monitor. On the screen Russell's mother was sucking off one of his friends.
"Your mother isn't here right now," I whispered into his ear, as I pressed the front of my body against him from behind.
"Candy?" he asked. I reached down his abs with both hands, wrapping one hand firmly around his limp dick while my other hand gently cupped his balls.
"You mother is right there in front of you," I said, "she's a respectable teacher caught sucking off a student in that gloryhole." His cock hardened slightly as I spoke. I felt the curves of his body against my own.
"What do you think of when you see her like that?" I asked softly, whispering into his ear. "Do you see a mature woman desperate for cock? Do you see a proud woman succumbed to blackmailers? Do you see a wanton whore waiting to pleasure you?" Russell got harder and harder, reaching a full erection.
"I see the love of my life," Russell said, "that I desperately wanted to fuck."
I processed this silently, fondling my son's balls, stroking my son's cock, thinking about his feelings and my own.
"Then take me, instead," I whispered. I let go of him and walked to his bed. He followed. I turned to face him, then sat down. He knelt and kissed my lips - the lips on my face. He reached forward and caressed my breasts. He turned his head and nibbled at my ear and planted kisses on my neck. Then he moved his hands to my shoulders and guided me to lay down.
Russell climbed into his bed atop me. I spread myself open to him, but he just ran his hands along the curves of my body and kissed my breasts. He gently bit my nipples. I gasped out in the most pleasant pain.
"We've started something that can only end one way," I told him, while he planted kisses at my navel.
"We could still stop it," my son said to me. I doubt I could've stopped even if I wanted. That didn't matter. I desperately did not want to stop.
"It's just a matter of time anyway," I said, given the same excuse I used after I sucked his cock for the first time, "it's only practical that we—" My voice cut off when his mouth found my cunt. I didn't cry out or scream, like when Mitch gave me oral pleasure; Somehow, I enjoyed what Russell was doing much more.
"I'm going to fuck you now," I remembered Mitch saying after he ate my pussy into oblivion. While my son used his lips and tongue to pleasure me, I fantasized about the man who was blackmailing us both.
"I need you inside me now," I whispered. Russell brought his face to my own and kissed me on the lips. I could taste how wet I was, or maybe I could just smell it from his mouth.
"I need you inside me now," I whispered again. Russell positioned his body above my own and lined up his sex with my own. I felt the tip of his cock press against the slit of my pussy.
"I need you inside me now," I whispered one more time. Russell slid his hardened erection smoothly inside me. He lingered with just the mushroom tip inside the entrance to my womanhood.
"Yes," I whispered. In one long, slow thrust he methodically penetrated deeper and ever deeper into me.
"Yes," I said. He pulled out with patience and let me feel the emptiness that he alone could fill.
"Yes," I cried out. He pistoned his manhood from the depths of my pussy to the entrance of my womanhood. Never painfully deep. Never slipping out by accident. The tip of my tongue pressed hard against my upper teeth.