My first sissygasm coincided with having my cherry popped. I sucked my first cock when I was 12. I soon developed a reputation as the "resident" cocksucker in my Middle School and in my neighborhood. I sucked off a fair number of cocks and swallowed a lot of man generated protein. Some guys liked to feel up and slap my fat ass; but nobody expressed any interest in fucking my rear facing hole. One should note that in the 50's and 60's, the term cocksucker was often used as a substitute for queer, queen, faggot, Mary and sissy. I was 14 when my cherry was popped by a 45 year old white guy who worked for my father. He was basically a dom, but was also very vulgar, mean and nasty. He had a thick, 8" uncut alpha-male cock which was anchored to huge balls that produced heavy, multiple cum shots. Within a week after starting work at my father's place, I was his regular cocksucker. Almost daily, he filled my teenage fat belly with generous servings of his own brand of liquid protein, followed by a piss chaser. He often remarked that I had a nice ass, but it never went farther. One day it was only me and him in the shop. It was a slow day, and I guess his evil side came out. He asked me if anyone had fucked my rear facing hole. When I said no, a shit eating grin flashed across his face and he told me: "Today I am going to remedy that, you sissy queer! You are about to become my girl friend"! He closed up the shop, and we headed to his apartment, about a block away from the shop. We striped down, which was our habit to do; and I noticed that his uncut baby-maker had started to become erect, the head starting to peek out from his foreskin. He ordered me to show him my untouched sissy's fuck hole, which he was about to claim as his own. I did as ordered, spreading my chubby thighs, then spreading my fat ass cheeks until the pink virginial hole was open for his inspection. Looking between my legs, I saw that his cock was ready: super-hard, the veins showing as it became engored with blood, the now red, bloated head totally ******* and dripping copious amounts of pre-cum unto the floor. My pussy liked what it saw and probably anticipating what was about to happen, began to twitch and throb while my small cock and budding nipples began to harden with sexual arousal. He started to kiss me, which I responded to, until our tongues began to play tag. He bent me over again, and started to rub his cock against my outer pussy lips, lubing them with his pre-cum. He slowly eased his head into me; it hurt but it also increased my sexual arousal. Evidently his mood changed to nasty, as he used every dirty word he knew and his probing became more aggressive. Finally, he said: "Sissy bitch! Now you become a woman! MY woman!" With that he lunged in, taking my cherry as he hit bottom with his piss hole pressed against my clit. I screamed with pain, and I saw stars. But slowly the pain turned into pleasure, as he shows me what a stud/bull he is. His thrusts against my clit caused my dicklet to expand and begin to drip it's own pre-cum. I felt his cock begin to expand and I knew what was about to happen. I pushed back against his invading cock, increasing both his pleasure and mine. He tauted me with his promise to cum in me, and breed me. He suddenly stiffened, and with a roar of sexual conquest and pleasure told me: "Here it comes bitch! I am breeding you! Take it all!" I felt multiple streams of his hot (and I do mean hot!) cum hit my clit. My own piss hole began to unload my own ball juice as again I screamed, this time with orgasmic pleasure. I was hooked!