Crossdressing & ME: How I became a Sissy 4

So, in Chicago I had my fill of hot, hard-core porn, women's undergarments and plenty of Playboys to start me on the road to sexual experience. But no friends to do anything with! As I turned 13 I was feeling more and more that I needed something more. Of course, I was discovering girls. I fell in lust with a girl next door "Mona" (A thin Italian gal my age), who loved to sunbathe on the weekends in her little girlish bikini after Spring came. I got my first kiss from a girl named Cindy Ballou, and man did she know what the fuck she was doing! I nearly came in my pants! And yet I was still very attracted to the cock. One day an old friend of my Mother's Joan F. came by to visit with her son Kirk. He was a handsome blonde, blue-eyed boy, exactly my age and we had been friends years before I had moved to the suburbs of Carpentersville, Illinois, from Chicago's Northside. We hadn't seen each other in years and both of us had blossomed and now understood sex. We had a wonderful day together riding our bikes all over town, grabbing hero samitches and remembering our old friendship. We even followed a rainbow to the end on our bikes, and where did it end? No k**ding, right at the building we both had lived in when we were seven! We couldn't believe it! We went inside and asked the new tenant if we could look around. The woman graciously let us in! Talk about "Old Home Week." We cheerfully rode away feeling so great about our friendship and old times! (All those six whole years ago!) When we got back home I invited him into my room and we began talking about girls, who we wanted to marry (which in 1968 meant to have sex with!) who we wanted to kiss...Bridgette Bardot, Marilyn Monroe, Za Za Gabor, Sophia Loren...who we wanted to get hot and heavy with...we determined that Marilyn Monroe would be the ultimate. Now our little pricks were stiff. We rubbed them through our pants. I said: "Let's pretend! You will be Marilyn Monroe and I am your husband and we just got married!" His eyes lit up! "Yes! I'm Marilyn!" he said, pursing his lips and making some nice girly moves. "Well honey, we must make love now we are married!" I said. "Yes!" He moaned! He began rubbing his chest as if he had breasts. "Undress me! Kiss me!" He moaned again, his breath hot and sweet. I began to unbutton his shirt, rubbing his chest and nipples. "My you have such wonderful breasts, Marilyn!" I said, leaning down, as he removed his shirt and I kissed his nipples, sucking them delicately. "Yes, oh God yes!" He breathed heavily. Then we kissed, ever so gently and lovingly as if we were indeed husband and wife. I had learned "The French Kiss" from Cindy, and I taught him that and yes, we tongued one another's mouths. Both of us kissing we began stripping out of our pants and shoes and socks, Stiffies standing proudly up from our pubes. I had quite a bunch of brown hair now, but he was smooth as butter. Kirk lay down on the bed and spread his legs. "Oh, darling! You must fuck me now we are married, so I can have your baby!" "Yes, Marilyn! I want to fuck your pussy so bad!" I said and lay down on top of his nubile form, rubbing myself all over his warm body, our pricks touching, sending spasms of delight through us! We began grinding our hips together as he grabbed my ass and said softly "I'm Marilyn Monroe, the most beautiful woman in the world!" Kissing me again as I rubbed on his cock. I was in seventh heaven, yes this was what I wanted, a man's cock stiff against my belly, a man pretending to be a girl! "Oh, Marilyn! Oh, honey! yes!" I said, pushing and thrusting my cock into his. I so wanted to put it inside of his pert little hole! "Fuck me, my darling husband! Fuck me!" He moaned and then with love and youthful lust we both suddenly exploded into our orgasms, cumming at the same time, our slick seed shooting onto each other's pubes and dicks as we groaned and ground our cocks together! Oh my God! What an outrageous experience! I felt waves of pounding orgasm, but also real love and affection for Kirk. And he kissed me deeply again looking at me like we really were joined in holy matrimony forever and ever! Just then his mother called out that they had to get going. All we could do was hitch up our pants, with our still stiff cocks leaking jizz and smeared with each other's manly-seed and get our shirts and shoes on. We never said another word and he left that day. I never saw him again after that. What a shame. I believe we would have been a perfectly matched Gay couple...two little queers and willing to go all the way with each other.