Story Details

A Memorable Guilty Night

a_n_j237 on Teen Stories


Nervously sitting on the bed in the room of the guy I worked with, I waited for him to come back from the kitchen downstairs to make sure it was safe for me to stay the night. Once he walked in the door, all I could do was stare into his beautiful blue eyes, which spoke to me, saying he was ready to take me away and give me a night I was never to forget.

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Over the past few weeks, I have been waiting for Jason to make his final move. The only thing that really kept him from doing so was my boyfriend Ethan, who didn’t get along with Jason at all. Ethan knew that I had a “thing” for Jason; just by the way I flirted with him at work, the morning text messages, and the way my eyes lit up every time I saw him.

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With my body trembling all over, he leaned towards me for a kiss. I kissed him back with just as much passion and love. In my mind I knew it was wrong, but how could I deny such a thing. He was what I have been wanting since the first time I met him about a year before.

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Kissing me, while running his fingers through my hair, and pulling me closer to him, I felt my heart beat faster and faster. He then laid me down on my back, still kissing me, but this time he caressed my body up and down. Then slowly, he moved his hands up my thighs. As I feel him inching closer and closer, I could feel my pussy heating up and getting wet. I couldn’t help but want him.

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He then took off my shorts, and my red panties. I took off my shirt, and exposed were my 36C breasts, barely fitting into my red bra. With his free hand, he took off my bra and started to play with my nipples. Biting them, and caressing them. I pulled his hair, which turned him on, and in an instant he thrust his middle finger inside my wet pussy. My body jerked and adjusted to the enjoyment.

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Thrusting his finger in and out, he also made a circular movement inside of me, which felt incredible! My head felt heavy, and empty. All I could think about was the intense pleasure he was giving me, but in my mind, that wasn’t enough. I wanted HIM inside of me. Without saying a word, he pulled his finger out, unzipped his pants, and turned me over, as if he had read my mind.

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I had my ass up in the air, and with one hand the smacked my ass, and with the other hand, he played with my clit, which made my pussy more wet. He then asked if this was what I wanted. I didn’t say anything. Jason asked again, and this time, very softly, I said yes.

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He took his dick out, and placed it in between my lips, teasing me. Then out of nowhere, I felt a heavy force inside my drenched pussy. I let out a whimper, and took a pillow and hid my face in it to prevent me from waking up his parents. With every thrust, my body reacted in a vulnerable manner. He “took” my breath away. I felt weak.

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He held onto my hips, and then went faster, harder, and deeper. I moaned so loud, that the pillow became useless. To the sound of my voice gasping for air, he placed his hands on my shoulders and pulled me to him, which caused him to fuck me faster and harder. His large dick caused me so much pain, but I would be lying if I said I didn’t enjoy it.

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With one last shove, I screamed, and he finished. I turned over in pain. Tears rolling down my face. He went to the bathroom to clean himself off. When he came back, he lay down next to me, and told me that he loved me. I looked back at him, kissed him, and said that I loved him too. He covered me up with his warm comforter and held me in his arms until I fell asleep.

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The next day I went to go see Ethan with a guilty conscience. Things between us were rough, and haven’t been the same since. A few days later, I left him for Jason.

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To this day, Ethan still has no idea as to what happened in our relationship that made me want to leave him, and I never intend on telling him. And ever since that one night with Jason, things have been heating up ever since.

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