High Fashion Queen & High Fashion Queen Redux - Cover

High Fashion Queen & High Fashion Queen Redux

Copyright© 2024 by Melanieatplay

Chapter 22

Erotica Sex Story: Chapter 22 - In a highly sexually charged tale, Jesse, a diminutive Asian teenager who is discovering his sexuality, gets help from his BFF from middle school, Sara, to dress as a woman. As Jesse's true calling emerges, a spontaneous blowjob sets the stage for him to become the woman of his dreams. As more characters weave their way into the story, they both have a night they will never forget.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Romantic   Lesbian   Heterosexual   CrossDressing   Fiction   School   Oral Sex  

He took me right to the edge and I was afraid of going over it. I didn’t want this experience to end ... but also ... I wanted more from him. “Atticus, please ... please stop...” He immediately complied and let my penis slip out of his mouth.

“Jesse ... I’m sorry ... I didn’t mean to ... are you okay?”

There was an alarmed look in his eyes, like he thought he’d somehow hurt me. “No, Atticus ... everything is ... perfect, it’s not that.” I saw the look of relief on his face and he waited patiently for me to continue. “I want to ... to feel you inside of me.”

His eyes lit up and I could tell he wanted it as much as I did. “Jesse, we don’t have to, I can take care of you like this, we don’t need to...”

“Are you going to make me beg you for it?” I said, a smile breaking onto my face. Feeling him inside of me wasn’t something I wanted, it was something I needed.

“No, of course not.”

I took a deep breath and tried to relax when I felt his finger gently touch my asshole. The saliva from his very wet blowjob had already started to work its way down from my testicles, but he licked his finger, adding more.

I felt a bit of pressure as he gently inserted his index finger into me. With his other hand, he grasped my cock at the base and slowly worked it up and down as he worked his finger into me deeper. The pleasure from his slow, gentle motion felt amazing, and soon his finger was completely inside me. He continued to work it in and out slowly.

Once there was little resistance, he completely withdrew his finger from inside me; then I felt him add a second. Before he did, I saw a long string of saliva dribble out of his mouth, soaking both fingers. He then started to insert both of them and I tensed up a bit at the pressure and slight pain.

He immediately took me back into his mouth, which sent shock waves of pleasure through my body. He gently inserted his fingers, inching them in at a snail’s pace, ensuring that I was as comfortable as possible. A moment later his wet fingers were sliding in and out of me with relative ease. His mouth felt amazing, and it was such a pleasurable sensation I wanted it to never stop.

“Are you ready for me, baby?” he asked huskily. Hesitantly, I nodded my head. I wanted this more than I’d ever wanted anything in my entire life.

He slid effortlessly across the bed to the bedside drawer and pulled out a small tube. The room was fairly dark, and I couldn’t make out too many details, but I watched as he squirted a large amount of the tube’s contents onto his erect cock and then he stroked himself, ensuring the substance was well dispersed over his shaft. Then he got back between my legs and squirted another large dollop on the head.

He placed his cock against my bottom, and almost involuntarily I tensed up.

“It’ll be okay, baby, we’ll go slow and you’ll love it.” His reassuring smile was giving me confidence and I tried to relax.

He moved his hips forward and I could feel the bulbous head of his cock begin to slide into my ass. There was a slight bit of burning and some discomfort, but it really wasn’t that bad. He reached down and grasped my cock in his hand and gently started to stroke me while he worked himself deeper into me. There continued to be a bit of pain, but also incredible pleasure. He moved his hips forward gently, working himself into me very slowly and methodically.

After a few moments, I felt his balls rest against my ass and I knew he was completely inside me. There was still a bit of pressure and discomfort, but fortunately he remained motionless and let me adjust to the incredibly full feeling of him inside me.

“Are you okay, baby?” he said softly.

“I’m fine, Atticus, just go slow, okay?”

“Of course.”

He gently rotated his hips, and while there was a bit of pressure and discomfort there was also a feeling of intense pleasure. Just when I thought he would slide all the way out of me, he very slowly moved forward until I once again felt his balls rest against my ass. He continued for a couple of minutes, very gently rocking himself in and out of me. The pressure and discomfort had now totally subsided, leaving only a feeling of immense pleasure. The enjoyment I was getting from his big thick cock was almost indescribable and I had to have more of it.

“Just a little bit faster, Atticus,” I moaned.

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