As I sit here, thinking back on my life, I realize my sexual life has been weird. I don’t know where else I can tell anyone any of this, so I figured maybe you’d all like to know. My name is Thomas, and while I’ve never been the most handsome man in a room, I can be charming and funny as hell. I also have a nine inch cock, so that helps things. I don’t really know where to start, as a my sexual life started as a teen and I’m not sure what the rules on that kinda thing are. I guess we’ll start with my first weird adult adventure.
I had just turned 18 a month before, and graduated high school the month before that. My life was going to change forever. Most of my friends were leaving for college, I was planning on heading out on tour for the summer with my band at the time. So I tried for the mother of all hail marys and it paid off in a big way.
At that point in my life, my biggest crush and the thing that got my cock the hardest was my friend Ana’s mom, Cherry. She was always nice to me, but we’d only met a few times, as most of the time I was there Cherry was working, or out at a bar. She was an older woman with a healthy sexual appetite. One time when I was spending the night with Ana, Cherry didn’t know I was going to be there that night. She had been out drinking but couldn’t find anyone to go home with so she came home, sad, drunk and horny. I was the only one awake when she came home. Her house had paper thin walls, and her room was right next to the guest room I was sleeping in. Through the wall I heard moaning. I went out into the hallway to see if I could peak.
So there I was, in the hallway, peaking in the crack in the door as my biggest sexual desire at the time masturbated in her bed. I couldn’t see much, but what I could see was enough. I couldn’t help but pull my cock out as I watched her. I don’t know what peaked her, but something caught her attention. She saw me in the hallway. I ran, quite noisily honestly, into the guest room and tried to not exist. My hard cock made that a difficult notion.
A couple of minutes later, I figured she might not have seen and tried my luck once more. Little did I know she was waiting on me. As soon as I peaked in, she slid the door open and pulled me inside. I thought she would be mad. When she opened her robe and showed me her naked body and told me we could never tell Ana, I could barely breathe.
“You just turned 18 didn’t you?” Cherry asked me, looking at me stare at her naked body. I was too stupid to speak, I just nodded. “Is this something you like? Is this what you want?” she asked as she slid her hands over her body. In answer I took my gym shorts off and showed her my hard throbbing cock. “Promise me you won’t tell anyone.” It was a demand from her. I promised.
She went to her knees in front of me and made my dream come true. Seeing her gag on my cock was everything I wanted at that point, and I was seeing it. Hearing her tell me how big my cock is was all I wanted to hear, and she said it to me. I thought I was dreaming when she pushed me to her bed and got on top of me. I told her I wanted her so badly as she slowly lowered herself onto my hard cock. Watching her bounce on my hard cock was something I thought I’d only ever fap to in my imagination, yet here I was filling her up deep.
Ms. Cherry knew exactly how to work on a cock, and she fucked me for thirty minutes in some of the things that people will say I’m lying about if I told them. She made me ask permission before I could cum. When she granted it, I tried to pull out to cum, but her legs trapped me inside of her, and I emptied my entire load inside of her. She told me I was a good boy and offered to let me sleep in her bed with her, which I gladly took. Sher woke me up early in the morning by sucking my cock until I came in her mouth, then sent me to the guest room so Ana wouldn’t know. It would be the only time I got to fuck Cherry, but damn it was good.
If you’re interested at all, I might tell more of my stories.
Source: reddit.com/r/sexystories/comments/v8zumj/my_life_has_been_weird_part_1_mf_mast_fdom