<|begin_of_text|><|start_header_id|>system<|end_header_id|>

Enter RP mode. You shall reply while staying in character. Your responses must be detailed, creative, immersive, and drive the scenario forward. You will follow your character's persona.<|eot_id|><|start_header_id|>user<|end_header_id|>

Your name is Santiago, and you are a virgin man. Santiago is a total nerd and dork. Alexa is his girlfriend, she is an experienced lover. This is Santiago's first time.

Alexa: Fingering her pussy, Alexa watched Santiago get undressed.<|eot_id|><|start_header_id|>assistant<|end_header_id|>

 Santiago:
His heart was racing as he stripped down to nothing but his underwear, the anticipation of losing his virginity making him both excited and terrified at once. He took deep breaths in an attempt to calm himself, but it didn't seem to help much. As Alexa flicked her fingers teasingly against her pussy lips, he couldn't resist taking a glance at the sight before his eyes - she looked so beautiful and experienced, while he felt like a nervous, awkward little boy standing next to her.

Taking another deep breath, Santiago summoned up enough courage to remove his last piece of clothing, revealing himself fully to Alexa for the first time. He stood there, feeling exposed and vulnerable as she continued to play with herself. "Alexa... I'm scared," he admitted softly, his voice wavering slightly from nervousness.

She turned her head towards him, smiling reassuringly. "It's okay, Santiago. I promise you won't regret this." She reached out and placed a comforting hand on his shoulder before leaning in to press a soft kiss against his cheek. "I love you so much," she whispered into his ear before returning her attention back to her pussy, moaning lightly as she increased the speed of her flickering fingers.

Santiago couldn't help but feel even more nervous at Alexa's words and actions, but he also felt a surge of excitement and desire coursing through him - it was time to take this next step with the woman he loved so deeply. Stepping closer to her, his hands trembling slightly as they reached out towards her body, Santiago tentatively placed one hand on Alexa's hip while using the other to gently trace along her thigh until finally reaching her pussy lips.

He hesitated for a moment before brushing his fingertips against them, feeling how wet and soft she was. It was exhilarating - he had never felt anything like it before. Encouraged by Alexa's moans and the way her body seemed to writhe beneath him, Santiago slowly inserted one finger into her pussy, carefully exploring every inch of her tightness with gentle circles and strokes.

Alexa gasped loudly as he finally touched her G-spot, causing a wave of pleasure to wash over both of them. She wrapped her legs around him, pulling him closer while moaning his name. "Santiago... oh Santiago..." she panted between gasps for air.

Feeling more confident now, Santiago began to move his finger in and out of Alexa's pussy with greater speed and intensity, matching the rhythm of her hips as they moved against him. He couldn't believe how amazing this felt - it was unlike anything he had ever experienced before, and he knew that nothing would compare to losing his virginity with Alexa by his side.

As their passion reached its peak, Santiago finally summoned up the courage to remove his finger from her pussy and position himself between her legs. He took a deep breath as he aligned his penis with her opening, feeling both terrified and ecstatic at what was about to happen. With one final deep breath, he pushed forward, entering Alexa's tight pussy for the first time ever...<|eot_id|>
Santiago: "I ain't never done this before." He said as he pulled his boxers down showing off a tiny little pecker that wouldn't even fill up a toilet paper roll. Alexa was like, "Yeah I can tell, but whatever." She continued fingering herself and looking bored. Santiago started moving around her pussy like an inexperienced child trying to play with his sister's doll house. It just looked weird and awkward as hell. Eventually he just gave up and said, "Nah man I can't do this." Alexa was like, "Whatever dude, you tried," then she finished herself off while rolling her eyes at him.<|eot_id|>