---This is a true story that took place about two years ago. It contains references to watersports and other fetish activities, so if these aren't for you, don't continue. And if they are, wait until the next part...---
"Kiss me", she said. My heart flipped at her demand. A cold breeze was blowing, chilling us both through our winter clothes. A shiver ran down my spine. I couldn't tell if it was because of the situation I found myself in, or the cold Toronto night. I leaned in and kissed her, cautiously, exploring her lips with my tongue gently. I could taste the wine she had been drinking and her lipstick, which only made the moment more erotic. As I stepped back, we stared at each other. A nervous grin crossed my face.
"Do you want to fuck me, Ryan?" She asked, her voice barely above a throaty whisper.
"Yeah... I do..." I nodded in reply.
She grinned. "Follow me, then..."
As we walked, making small conversation, my mind ran over how I found myself following this near total stranger back to her apartment. My girlfriend had left me six months prior, leaving me friendless and depressed. I moped for the better part of five months, pleading with her to come back to me. Finally, on New Years Eve, I made a resolution to myself. I was going to party it up more. Be less uptight. More fun. More outrageous. More sexual.
I turned my computer on almost immediately and posted an ad on an adult "dating" website, complete with picture. I toyed with what I wanted in my mind. My ex-girlfriend had been absolutely dull in bed, nearly motionless and silent. I knew I wanted someone loud and exciting. Willing to try anything. Someone totally debauched. Someone with experience to spare. I thought up labels for people, based on the porn I watched. I said I wanted a MILF, a cougar, someone into all sorts of kinky shit without being specific. I said I wanted a cougar or MILF to teach me how to please her in all of her favourite ways. I wanted to be her boy toy. I certainly got what I was looking for in Melissa.
I was working the night shift at my call centre job when her email came. Whenever I got responses, I lost all concentration and had to analyze the email in total detail. This time was no different. Most of the time I was disappointed, either gay guys looking for a quick fuck or scammers looking to add an email address to their collection. When I glanced down at my phone to see who had emailed me, I felt myself stiffen immediately. I lost interest when I saw that she classified herself as a BBW. Repulsed at the thought of fucking a whale, I read the rest, positive I wasn't going to respond. She said she was as kinky as they came. Her email said she was a squirter. That was about it. I closed the email and went back to work, disappointed that my fantasy girl hadn't messaged me.
When I got home, I went through my usual routine, meaning grabbing a quite bite to eat and watching porn. My mind immediately went back to the email. Curious, I began watching some BBW porn. I unzipped my pants and began stroking myself, watching a large woman devour some guy's cock.
"This isn't so bad, after all", I thought to myself, staring at her voluptuous body. I clicked on a couple more videos. Big fat women with huge bellies and huge tits performed all sorts of debauched acts on my screen. I came and tucked myself back into my pants.
"Oh well, those are porn stars. I'm sure she looks like an ogre." I thought to myself as I laid on my bed and fell asleep.
The next day on my bus ride to work, I couldn't stop thinking about what I had seen. Could those fat women really be turning me on? I opened the email again. I felt myself stiffen again. Before my shift started, I sat down in the cafeteria and started typing a reply.
"Hi there, I really hope you're still interested. You sound really sexy... I'd love to chat with you on MSN or texts sometime. Add me or text me any time."