Sitting on my new memory foam mattress, Lara spotted my iPad that had not yet gone into screensaver mode. “Do you enjoy surfing porn for MILF pussy and masturbating?” she asked. I was bashful, but I had to admit that I did it almost daily, sometimes twice. Lara then inquired, do you ever fantasize about me, and would you mind if I watched you jerking off?
Surprising myself, I hopped off the bed and pulled out my hardening cock, and started stroking it. Lara’s eyes were fixated on my ever-increasing tempo, and we were both rewarded by my spewing wads of cum from my cock. Lara then asked if I needed some help cleaning up as she reached the nightstand pulling out several tissues. How ironic, I thought, as I always kept a box of “jerk-off tissues” close to my bed.
I’d never been with a real woman before, but I enjoyed Lara’s touch much more than mine. She asked if she could inspect my cock and began to carefully stroke me, and within a minute, I felt the first ever kiss and then a soft nibble on my virgin member. It didn’t take her long to place my entire length into her wet mouth, and she had me near climax before slowing her strokes to more controlled and deliberate movements.
Not so fast, “Cowboy,” she said! Lara wanted to know if I wanted to touch her, and I didn’t make her ask twice. How could I refuse? She pulled up her short skirt up to her waist and slowly opened her legs. I had always heard about “Going Commando,” but now I saw this unfold in real-time. Lara took my slightly nervous hand and brought it if her totally bald MILF pussy.
To my surprise, Lara was already quite wet. To my amazement, I wondered if this was common. I clearly had a lot to learn and had found a more than willing teacher, literally! I ran my fingers up her slit until I found the “little button.” I had read about the importance of the clit on one of those “How to Please a Woman” forums.
She was clearly enjoying it by the noises she was making and her ever-increasing wetness. I then plunged a finger into her MILF pussy and knew that she could take two with no problem. Somehow instinct took over, and I started pumping her pussy faster and then used my thumb to work her clit simultaneously. I was in heaven!
I kept telling myself that this was not a dream and I might get laid for the first time. I could feel her knees getting weak and didn’t know if she actually came or not, but after a few minutes, she asked me to stop so she could climb back on the bed. Lara then laid back and spread her legs, pulling me on top. Nervously, I accepted her invitation and started for her legs wide-open legs. Lara said to relax and do what I had learned from surfing my favorite MILF Porn website Top Rated MILFS.
Getting on top was not difficult, but in my nervousness could not seem to locate her pussy opening with my cock. After considerable squirming and help from her hand, I felt the wonderful feeling of female penetration. The sheer emotion was beyond anything I had ever imagined, and I was trying my best not to waste one minute of this first-time experience.
Try as I might, I couldn’t help myself and ejaculated way too quickly inside Lara. She smirked at me and told me I needed to work on that “quick trigger” in the future. Lara then reached under the pillow and then placed the iPad over her MILF pussy, and proceeded to take a “creampie selfie” of my spent virgin cum oozing from her pussy. She was very proud of taking my “man cherry,” and I will have this memory and photo forever!
My cock started to get hard again, just thinking about my first MILF pussy sex experience, but Lara sternly reminded me we needed to return to our tutoring session. My parents wouldn’t be home for a half hour or so. Believe me. I will never object to them wanting to improve my academics again!
