It all started with meeting Delialah. I was just sitting there in a diner around town, eating lunch and doing nothing spectacular. The afternoon wasn’t looking to be anything memorable, I was probably just going to go home, jack off, and lounge around all evening. And then she came in, the first thing I noticed were her tits almost falling out of her shirt and her hard nipples as she walked through the door. I could feel myself growing hard as she walked towards me, as she approached my table, she smiled and leaned forward to rest against my table. “Hey cutie,” she said to me as her cleavage almost fell out of her shirt.
I am in no way a “cutie”. I’m about six foot three and slightly chubby, not the ‘bad’ kind, the kind that adds character. I am not athletic and I have to wear glasses that everyone says make me look like a professor. I blushed a little bit as she smiled playfully at me, her eyes shifting down from my now cleany shaven face to my growing bugle in my crotch. “Er… Hello.”
She giggled as she pushed into the booth with me, her ass pressing onto my lap. “I hope you don’t mind me sitting here.” I was just finally getting over the shock of her amazing cleavage as I started to notice her very sexy ass. In the black shorts she was wearing it was still massive and in an amazing way. One of her cheeks was rubbing over my bulge which was growing, I was almost full length now and straining against my tight shorts.
“N.. Not at all.” I stammered as she continued to giggle over her shoulder at me. She was in no way tall and sitting on my lap, my head was still slightly over her shoulder. She shifted just a bit, letting her ass center over my cock, which was completely hard now. She put a hand behind her and rubbed my cheek as she started to grind up and down my cock. I finally let out a moan as she started to grind, she ran her other hand down her front and down underneath her. We sat there in silence except for me moaning for a few moments.
Finally, I felt something brush against my balls through my pants, I moaned a little louder and she spun around on my lap. Looking me in the eyes she softly kissed me and then whispered lightly in my ears ‘I want you, but not here and not now. I have a few tests for you, to see if I should go all the way with you.’ I stammered a little as she said this. ‘Be at this address’ she said as she wrote it down on a napkin and handed it to me ‘at seven tonight, and be ready.’ She smiled and winked at me as she got up and reached down as if grabbing for a purse, her lips kiss my cock head through my pants softly.
She got up and left and I gulped as I realized I had a massive erection and still had to pay my bill. I got up and in an odd stroke of confidence I let my raging hardon bulge out of my pants as I went to pay. The waitress and one blonde haired waiterboy (who really looked like a girl) grinned wide at me as I walked to the cashregister. The waiterboy even stopped short infront of me and bent over so my cock pressed hard against his asshole.
I was never one to fantisize about fucking a boy, but I was turned on and ground my cock a little against his asshole. He let out a moan as he stood back up straight, turning to brush a little more against my cock as he slipped something into my pocket. I paid my bill and left, hopping on my bike to ride home. By the time I made it home a lot of my horniness was gone. I reached into my pocket and next to the address was a little card from the boy.
I never had any reason to think I was bi before, or that I even had any interest in any cock other than my own. So there was a slight shock of thrill as I realized he had given me his number. I set the card down on my desk and I walked to my room to strip out of my clothing. Sitting down again at my desk in my boxers, I started my computer up. He left me a number, his name, an im name, and a website to look him up on.
I had to give him one thing. He was really cute. About five six, his bleached blond hair really stuck out in its outrageous hairdo. He was skinny, but not sickly skinny. He had just enough meat on him to make me get a little hard. And then there was his ass, oh god it felt awesome. I had had sex twice before and a few blowjobs, but I never rubbed a cock against someone elses ass. I’d seen it once or twice in a porno but I wasn’t much into porn, so I didn’t think anything of it. I set the card aside again and checked my computer. I looked down and saw that I was a little hard. But, I decided I’d mapquest the address. I was feeling the happy kind of sick, with nervousness, since I was unsure of what I’d do. By bike the mapquest said it’d be a about 20 minutes of a trip for me.