Origins of an Anal Princess

I didn't suck my first cock until I began going out as Melissa at the age of 49. I'd met Jimmy at a local bar and talked to him a few times before that night. The gurls I was with dared me to go for it and take him out to my Jeep to play a little. I was attracted to Jimmy and decided to invite him out to my Jeep. I was nervous but also very excited. He obviously knew what I had in mind because as soon as we got into my Jeep he unzipped his jeans and pulled out his semi erect 7" cock. I reached over and took it in my hands and began to stroke him. I thought "Wow! I can't believe I'm jerking off this guy!" But l loved the sensation of his now stiff cock in my hands. At first I thought I just give Jimmy a hand job but when I saw the pre-cum oozing from his pee hole I leaned over and licked it. After that I went into auto pilot and began giving him head like I'd been doing it for years. I was so excited and thought "I can't believe I waited this long to suck cock!" As I went down on him Jimmy put his hand under my skirt and inserted one and then two saliva moistened fingers into my love hole. This turned me on even more. As I went down on him I recall thinking "What am I gonna do if he cums in my mouth?" I knew some CIS women liked it and others not at all. This was a whole new and exciting chapter in my life. Well, a few minutes later and without warning Jimmy shot his load. It startled me at first but I loved the sensation of his semen squirting into my mouth from his pee hole. It tasted similar to my cum but a tad different. I savored it in my mouth and looked up at Jimmy and showed him his man juice glazing my lips and tongue. I smiled at him, swallowed it and said "All gone!" and sucked his cock head to get the remnants of his cum. Jimmy wanted to fuck me and while I was very tempted I hadn't prepped my bum for anal and didn't want my first time to be in my Jeep. Nor did either of us have condoms or lube. As I redid my lipstick I told Jimmy "If you really want to fuck me then let's get together again!" We exchanged phone numbers and I kissed him on the cheek and we both climbed out of my Jeep. When I went back into the bar to join my t-girl friends I told them what happened. My friend Melanie said "Well, you may be a late bloomer but it looks like you're a natural born cocksucker!" My new friend Jimmy text me later that night "Thanks for the amazing blow job! I'd like to see you again!"

Since then I've given hundreds of blow jobs. The the average ejaculation is 1 teaspoon. There are 192 teaspoons in a quart. Since 2008 I've given 4-5 blowjobs a week. That about 14 quarts of cum or 3 1/2 gallons. I know I'm terrible! LOL

I invited Jimmy to my apartment the next afternoon. Before his arrival I douched thoroughly and dolled myself up with make up and a wig. All I wore was a black bra, breast forms, a matching garter belt, a gaff to hide my cock and balls, fishnets and black pumps. I put on a cute black satin robe I bought from Frederick's of Hollywood and inserted a butt plug into my well lubed tush and placed condoms and and a bottle of Astroglide on the night stand next to my bed. When Jimmy arrived we didn't waste any time. I l took off my robe and turned around and wiggled my ass and said "Do you like what you see?" He said "Fuck yeah baby!" I led Jimmy to the bedroom by the hand and he got undressed. It was so exciting to see a hot naked guy in my bed room with a stiff cock. I had Jimmy lie on the bed and I leaned over and gave him head for about five minutes. I loved the new sensation of a man's hard cock on my lips and tongue. I love eating pussy but sucking cock seemed to come more naturally to me.

I unwrapped a condom and peeled it over his cock kissing his hairless balls as I did so. I peeled off my gaff and eased out the butt plug. I straddled his narrow waist and took his cock in my hand and eased the head into my virgin love hole. As his hard 7" slid painlessly into my bum I sighed and thought "Well you're finally doing it!" I had never been so sexually excited or wanted anything more than his manhood inside me. I rode him for about ten minutes milking his balls until he thrust up and pushed his cock balls deep inside me and ejaculated. I climbed off of him and examined the condom for leaks. It was fine and I eased it off his cock and looked at the semen in the tip. I held it up to my mouth and squeezed the cum out and savored it before swallowing it all. Yummo! The first time felt good but I didn't have an orgasm. I think I was too nervous but I loved how wet and tingly my ass felt after he pulled out. Most of all I knew I had made the right decision to give a man my ass. I wanted more of Jimmy's cock that night whenever he was ready.

We had a glass of wine and I sucked him off and got him hard again. I put a condom on his tool and got on all fours on the bed. He stood next to the bed and slid his cock deep inside me. He held my butt cheeks firmly and really gave it to me with deep and long thrusts. I began having my first total body orgasm. A stream of semen shot from my semi erect cock and landed all over the sheets. I nearly hyperventilated as he continued to fuck me. Finally he thrust deep and I felt his cock pulsate as he ejaculated into the condom. Of course I emptied the contents of the condom into my mouth and swallowed it.

I've been a shameless cock whore ever since that night. Jimmy and I fucked a few nights a week for about a year and I dated several other white guys including a man he introduced me to. The more I got fucked the more I craved bigger cocks. I became infatuated with straight interracial porn and interracial transgender porn. The first time I watched Wendy Williams "A Shemale Gang Bang: The Interracial Version" was turning point for me. I wanted to be like Wendy wearing a corset, thigh highs and heels in a room full of well hung black men with hard ons. Things changed when I met Darren and his 9" BBC. It's been a great ride in more ways than one. Heehee!