by FantasyWife
When I was 19, I feminized a man for the first time on Halloween. I had a date with my boyfriend for the big Halloween Parade in NYC. We decided to dress as the opposite sex together. He was ready to dress in drag and I was going as a man. I was wearing his trousers and a blazer that I had stolen from my senior prom date. I slicked my long hair back into a manly ponytail and finished off with a thin mustache in black eyeliner. I have to admit, I looked damn sexy. But my boyfriend looked even better! I really enjoyed transforming him from a jockey guy into a sweet blonde bimbo.
Earlier in the day he’d gotten a really cute manicure just to surprise me. He wore a tight black cocktail dress and stuffed his bra. He wore pantyhose and four inch heels. Boy did his legs look spectacular in that dress and those shoes. We decided to do full make up. Jim had these plump, soft pink lips that looked really feminine. I always loved to watch his lips while we talked in bed after sex. When I began to apply a deep crimson gloss to them, they took on a whole new appearance. I was really turned on by him looking so feminized. I had never kissed a girl but you can say I was a little curious. His hot lips were enough to drive me wild. Then we topped him off with a blond wig and some jewelry.
I gazed at his hands and imagined what those sexy manicured fingers would look like and feel like as they caressed me all over my body. I also could not stop staring at his luscious red lips. All I wanted to do was push him against the rail on the train and make out with him. I wanted to feel those gorgeous lips kiss me from head to toe. I wanted to see his lipstick smeared all over his face.
I wanted him to take me home to seduce me like I was “her” man. If I was a man I would have been sporting a permanent erection the whole night. I know he had one too; the thought of his hard on in his panties was exciting. I wanted to squeeze her breasts and grope her ass, and I did it frequently during our night at the parade. He would purse his pretty lips at me and whisper naughty things in my ear. It was so crowded and people were having fun all around us. No one even noticed I was acting lewd in public. He was really a hot number dressed like a woman, and, he managed to pull it off, mimicking a female’s body language with stunning accuracy.
I could hardly wait to get home so we could unleash all the sexual tension that had built up all night. When we got home I fixed us both drinks while he freshened up his makeup. We made out and dry humped as we drove each other mad with lust. I had a few of the most intense orgasms of my life that night when I fucked my feminized boyfriend. We both went to sleep very satisfied.
@NiteFlirt