Chapter 38
by
Kisara-ST
What's next?
My first time with Tyler
I grabbed Tyler's hand and pretty much dragged him to my room, my own lust and Amber's being so damn high. My panties were soaked and my abdomen burning with desire. I was really about to sleep with a man, with Amber's boyfriend, and I was even looking forward to it...
"Wow, you're really eager today," Tyler commented while I locked the door behind us, just to make sure.
I pinned him against the door, kissing him and smirking flirtatiously. "Whose fault is it that I'm feeling so horny right now, hmm~?"
Tyler was a bit shorter than Amber, maybe due to his Asian heritage, but it wasn't like he disliked being topped by her, far from it.
He looked up, chuckling. "I don't know, who~?"
"You, you perverted dummy~" I replied, pinching his cheek. "So you better take good care of me~"
"As you wish, A~" Tyler said, his hands caressing my back and lifting my dress.
Now only in my bra and panties, his fingers traced my toned abs, his gaze stuck on them as if mesmerised.
I grinned, poking his own, flatter belly with a finger. "Enjoying it~?"
"Always~" He replied, smiling like a lovestuck idiot while removing his own clothes and putting on a condom.
Tyler truly had a soft spot for muscular girls, but I could relate, I also found fit girls really attractive. One of the girls I briefly dated back in high-school, Alicia, was a cheerleader, and I was stunned by her beauty and fitness back then.
Now, I am the hot and fit cheerleader, though~ I mused as Tyler and I yet again made out.
While our lips and bodies were still touching, I led him to the bed. Amber was a proactive girl, so I took the lead, getting on top of him. His hands explored my body, from my back to my thighs as we kept kissing and kissing, trading saliva for what felt like hours. His rock hard dick was pressing against my thighs drenched in my love juice.
I needed more than just kisses and caresses, though. I broke the kiss, a string of saliva linking us together until I licked my lips. I moved up, my pussy inches away from his face as I petted his head.
"Be a good boy and satisfy me~"
His eyes betrayed how much he was looking forward to it. He immediately went to work, his tongue clumsily but lovingly teasing my entrance while his hands squeezed my ass. My grasp on his hair and the bedsheets tightened in response as I gasped and my body shivered.
He gradually hurried his pace, his tongue toying with my insides more vigorously. I moaned, loving this way too much. It was only yesterday that I discovered the pleasure of being eaten out as a woman, and I was already becoming addicted.
Ah, I love this sensation so much...~
I reached a first orgasm shortly after, screaming blissfully as Tyler swallowed my love juice. My mind went blank as I basked in the afterglow.
"Damn, you really needed that, huh?" Tyler laughed, cleaning his face.
I held his head with both hands and leaned closer, whispering in his ear. "Indeed, but I need more~ You haven't given me enough yet~" I then teased his hard shaft with a finger, grinning. "And I feel like you need some relief too~"
I remembered how good it felt to masturbate as Irene with her dildo, and wondered how a real dick would feel... Amber's memories told me just how much she loved it last time they had sex, and ever since I doned Carmen, I've admittedly been curious to try. My own self wasn't particularly attracted to Tyler's physique, even if he was fairly cute, but Amber's love made it a lot easier to consider normal what I was about to do.
I positioned myself above his dick, ready for the next round. Tyler's hands gripped my thighs as I lowered myself, my insides parting as I was being penetrated. I moaned, my body tensing again as I experienced my first time having sex with a man as a woman...
I needed a few seconds to recover from this alien yet pleasurable feeling, but I then started to move my hips up and down in rhythm, my arousal rising again with each penetration. I played with my nipples, needing even more than that. Tyler and I both moaned together, getting closer to our limits, until I squealed, climaxing again.
I dropped on top of Tyler, resting on him as my body went limp. I couldn't move, overwhelmed by this bliss. Tyler was panting slowly, but with a soft smile on his face. I could see he enjoyed it as much as I did.
As we laid here together, I was slowly coming back to my senses. I truly had sex with a man, and it was really enjoyable, all things considered. I would still have preferred to be with a hot girl like Yumi or Vanessa to pleasure each other out, but my first time with a man was far from a bad experience.
"Did I manage to satisfy you, A?" Tyler asked playfully, wrapping his arms around me.
I rose my head and gave him a loving kiss. "You did a good job~"
We rested on my bed for a while longer, enjoying each other's company. It couldn't last, though, as Tyler needed to return to his home. We got dressed, and I gave him another kiss before he drove away. The next time I'd see him, he might not be himself anymore, depending on how quickly Ashley planned to act. It made me realise that Ashley would know about what I just did with him, and I blushed. It was embarrassing.
Before my parents returned, I cleaned my bedsheets and stopped by the nearest grocery store, buying some fresh vegetables, seasonings, and meat as I had originally planned. I wanted to cook a proper meal this time. It was a lengthy process, but I had more fun than I expected. Eating a healthy and delicious meal I cooked myself felt rewarding.
My parents sent me a text as I ate, warning me they'd come home late, so I stored the rest of what I had prepared in the fridge for them to eat tomorrow and then went to take a shower.
Exhausted, I dropped on my bed where, mere hours ago, I had passionate sex with Tyler. I breathed slowly, my body relaxing. I loved this day as Amber. Being with Jen, Trish, and Tyler has been so fun. I was already loving their company, and was looking forward to my day with them tomorrow.
We were close to the end of the semester, only two weeks were left, but I'd still be able to hang out with my friends during the Summer break, and cheer practice would obviously continue nonetheless after a short grace period.
Being so close to the end of the semester also meant another football game was coming, between our college team and other colleges across the state. I'd soon be performing as a cheerleader in front of massive crowds. I was so giddy with excitement as I slowly fell asleep.
What's next?
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Hiding in the Shadows
Skinwalker Fanfic
Inspired by Mmmm101's story, Skinwalker, with their blessing. Edward was the disowned son of a rich family, surviving as a bartender far away from his parents, and living with his runaway sister. One fateful day, as he was on his way home after a late shift, he ended up saving a young woman being harassed by drunks. Little did he know that this would forever change his life. Now gifted with new abilities granted by the skinwalker curse, will he be able to stick to his morals and use these dark powers for good, or will he end up succumbing to the temptation these powers entail? Author's note: This story does NOT contain between the MC and his sister.
Updated on May 31, 2026
by Kisara-ST
Created on Aug 5, 2023
by Kisara-ST
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