One Wild Night with my Mom's best friend

Even before I was born, my mother and her best friend lived in the same town. They married and divorced almost simultaneously. The reasons my mother divorced were valid ; there were times I walked in on my father throwing fists at her, yet she would still defend him until she could no longer. After the divorce, Mom decided she couldn't remain in that town, so we moved to a different one and bought a place there. We spent almost every holiday with my mom's best friend in her mini mansion. "Let's go to a house party at Noah’s place." The voice of my friend Nicole pulled me back to the present. I immediately turned to him. "No." I shook my head. "There would be a lot of girls there," Nicole said, as if that would make me agree. "Since he's wealthy and blessed with his dad's money, he invited some p**n stars. This could be an opportunity for you to finally get laid." "Still no." I shook my head. "Have you forgotten what happened last time I tried to approach a girl?" "I was turned down twice." Nicole laughed, unable to contain himself as he replayed that nightmare back to me. "And that's on you, friend." "And how is it my fault that they turned me down three times?" "It's because of how you look, Simon," he said. At his words, I immediately turned to the mirror. I had blonde, tousled hair that fell just right, as though I'd run my fingers through it. My features were soft and sharp at the same time. I had full pink lips that made me look like a girl and attracted boys instead of girls. And to top it all, I was wearing an oversized pair of aviator glasses. "A nerdy guy always wearing glasses and unfashionable clothes," Nicole said. "When you try to get a girl's attention with that appearance, you'll immediately be rejected." "If you want girls around you, dress well. Your parents have enough money to support that lifestyle. Make yourself look like those famous basketball players at school." "Nicole," I said. "Have you come here to lecture me or to help me pack?" Just as Nicole started to speak, I heard my mom's voice from downstairs. "You have five minutes, Simon!" Nicole rose from the bed, walked over, and wrapped his arm around me. "I'm going to miss you, buddy." "Me too," I said, turning to the pile of clothes on the floor. When I was done with everything, I headed downstairs to find my mom and my little brother, who was around seven. We loaded our luggage into the car, and within five minutes, we were already on our way. As I drove down the quiet road with music playing, my little brother suddenly demanded different snacks, so I pulled over at a nearby supermarket. I pulled my hoodie over my head as I walked through the aisles to the snack section. After grabbing what my brother wanted, I turned toward the checkout when I noticed a dark-haired woman staring at me. She was close to my mother's age, and when our eyes met, her hands slowly moved to her chest, squeezing herself. My body tensed beneath her gaze. I glanced around to see if anyone else was nearby, but we were alone. She winked. "Do you live around here?" Before I could respond, I heard familiar footsteps and turned to find my mother's frowning face. "Why are you taking so long, Simon?" she asked. "I… I was checking out other snacks," I said, turning back, but the woman had already gone. Back in the car, as I drove and occasionally glanced at my little brother happily munching on his snacks, I heard my mom's voice. "Simon, I need to warn you about something. Limit your alcohol intake, and you now have a curfew." "Mom! I'm nineteen." "Mom, I'm nineteen," my brother mimicked, and my mother burst into laughter. When we arrived at my mom's best friend's house, the security guard opened the gate, granting us entry to the mansion. I pulled into the parking lot, and just as I stepped out of the car, I spotted my mom's best friend and her son, who was around my age and had been my childhood friend. "Simon!" Jake called, rushing over and pulling me into a firm hug. "Look how much you've grown. Just two years away and you're already putting on muscle." Jake threw a light punch at my stomach, laughing as he turned his attention to my brother, Cole. But I wasn't focused on Jake. My eyes were fixed on the stunning woman slowly approaching us. My mother's best friend was tall, with a round, cheerful face, plump rosy lips, and a bright, dimpled smile that immediately drew my gaze to her blue eyes. Her thick blonde hair was styled in a high ponytail that accentuated her sharp cheekbones. She looked even more beautiful than I remembered. My eyes drifted to her curves, fitted perfectly in a form-hugging gown. As if sensing my stare, she smiled at me, her own gaze briefly flickering downward. I pretended not to notice but was pleased to know where her eyes were glued to, and the expression on her face when she saw it. Realising how intense her look was made my d**k hardened immediately.