I first realized I was bi the summer after high school. Up until then I had only been really interested in girls. Like any high school guy I watched a lot of porn and soon realized that I really liked really nasty deep throat blow job scenes.
I especially enjoyed watching a girl choke and gag and cover a hard cock in her spit. I also realized that my favorite scenes always involved a really big, thick cock, and the more I watched the more I found myself attracted to the guy in the scene and his thick slimy cock. I even started noticing which male porn stars I thought had nice cocks, and seeking out scenes with them. I still was only into straight porn though; but because I found myself identifying and wishing I were the girl in the scene, on my knees, dressed like a slut and filmed sucking a beautiful thick hard cock!
During this time I had also purchased two dildos: one a slender glass piece that I used in my ass, initially because so many guys wanted to see pics of me fucking my ass with toys. I went to a porn shop in one of the less affluent areas of the city and was initially overwhelmed by the range in sizes and material of dildos. The woman at the counter, a heavier, middle aged woman saw me looking at them and politely asked if I was looking for myself or someone else. Blushing a little I replied that I was looking for a good anal toy for myself. I explained to her that I was a beginner and she smiled and showed me a 7in long glass one, about an inch around, but with a bulb at the head. She explained that her boyfriend's cock was quite big and at first she couldn't handle it, but that a little practice with that toy had taught her the pleasures of anal sex, and she was soon taking her boyfriends cock with no problem. Her openness made me alot less anxious, so I also told her that I wanted to suck my first cock soon, and wanted something more life like to practice deepthroating. I soon settled on a thick rubber one with quite realistic veins and head. I bought both, as well as some good looking deepthroat vids and went home, to get started!
I began by dressing myself in what I considered my kinkiest outfit, a sheer black top with exposed midriff, a black lace bra underneath,black lace boyshirts, with a barely perceptible black g-string underneath, matching stockings, black leather heels, and to top it off, a (fake)diamond studded black leather choker, complete with a ring for a leash! I took alot of pictures of myself in this outfit and others, some with my toys, and started posting them online.
I knew that I wanted to find an older (35-60) year old man with a big (8in+) cock to be my first. My own cock is almost eight, and I love how it looks bulging out of my little thongs. Despite some early promise, it took me almost two weeks to find a suitable guy online. He seemed perfect and I immediately responded, but it was several days before he replied. He said he was interested (I'll call him Ray), and sent me his stats as well as several face, body, and cock shots. He was fit, 41, handsome, and had what he said was a nine inch cock, although it looked bigger in the pictures! He was married, no kids, and his wife would be leaving in two days to be on business for several days. He lived in a nice house in the suburbs and worked from home, so was available anytime. He also said he loved seeing me dressed up like that and wanted me to wear the same thing for him. I gave him my phone and he said he would call when his wife left.
The next two days were the tensest of my life! All I could think of was Ray's huge cock, and me on my knees, sucking it as deep as I could, gagging on it for him, slurping my nasty wet saliva off his shaft and spitting it back onto his head... The idea of his hard cock being all mine turned me on incredibly, and I stroked for hours thinking of him while I fucked my ass and mouth with my new toys. I loved the feeling of the glass cock in my ass as I came, and the act of fucking my own ass was also incredibly kinky and intoxicating, but I was having some trouble getting the thick rubber cock all the way into my throat. It made me gag terribly, and almost vomit several times. Once I got it wet though, I was able to take all but about an inch into my throat. Unfortunately, I knew Ray was an inch bigger than my toy, but I hoped a real cock would slide in more readily. Either way, I was determined to make my gagging as sexy as possible!
On the night of the big day I ran home from work and quickly set about getting dressed and showering. I wanted to look and feel as slutty as possible for this man and his cock. About half way through getting ready he called. The sound of his voice was incredibly sexy... mature, stern, confident. He gave me directions and said I could come over anytime. I told him I would be there in an hour, my heart thumping in my chest. He told me to take my time, reminding me to wear his favorite outfit. I assured him I would.
He said "See you soon baby."
After he hung up, I was incredibly nervous and excited and finished getting ready as quickly as I could. At the last minute I applied thick lipstick, eyeshadow, and rouge to my face, and throwing some jeans on over my slut outfit, got into the car. On the way over I touched my cock constantly, thinking about what I was about to do.
I brought my glass dildo with me, because I wanted to use it while I sucked him, although I knew I wasn't ready for his huge cock in my ass! I parked in his driveway, and walked to his door in my heels, unconsciously looking around as I did. I rang the doorbell and almost instantly Ray opened it. He was dressed casually in jeans and a button up shirt, and he welcomed me in very politely. I stepped in nervously, surveying his house.