After the crazy fling with Todd, I began to live more and more like a woman. I was amazed at the way I would look at certain men and have an intense desire to suck them off, or my asshole would suddenly feel empty. And the way those clothes felt on me was incredible. How do women walk around dressed like that without having an orgasm every five minutes? I felt like a queen in my pantyhose and short skirt and high heeled shoes.
I loved my new, feminine lifestyle. My new home was a woman’s paradise. I found an exercise to actually develop breasts and after a year, I had ‘B’ cups. Todd came over constantly. He had never expressed a desire to be feminine, except of course that he loved my cock up his asshole.
We were lying together one night when I playfully draped my bra on his hairy chest.
“Didn’t you feel weird when you first put that on?” he asked, a troubled expression on his face.
“I knew you liked the sex we were having,” I explained, “but you seemed a little weirded out by it, that’s why I went out and bought all that stuff, so you would feel like you were with a woman.”
I was so turned on by the fact that he did not look at me the same way since we had sex. I knew what it was like when we exchanged looks as friends, but when I gave him an orgasm, he looked at me in a completely different way. He looked at me with a yearning in his eyes, “I want to try it,” he practically sighed.
“Are you serious?” I had climbed on top of him, “that would be so cool,” I moaned as I felt him up, “come on,” I did not wait for his answer, practically dragging him in the shower.
I put the hair remover all over him. It was as tingly for him as it was for me, but I was there to help him find his way. Washing his hair off, he stood before me naked and hairless. I could tell he was aroused because his nipples were stiff and his cock was standing at attention, except for that slight bend.
“Wow,” he said, “being hairless, I feel everything more.”
“You don’t know the half of it,” I promised as I walked him back into the bedroom, sitting him before my make up chair. I began putting on foundation, almost giddy to be doing it for someone else. He began to slowly feminize as I put on eyeliner, eyelashes, worked the eyebrow pencil and lipstick.
“Enjoy,” I whispered, I could see he was a little tense, still unsure, “you will soon be a sexy woman,” I assured him as I painted his fingernails. He was naked and his cock was rock hard, it was actually beginning to ooze without even being touched. I lit a cigarette for her, he watched his reflection in the mirror as he sucked on the long cigarette with his feminine lips. I playfully licked his nipples and he moaned in delight, I began to suck on them as he held my head to his chest, I began to massage his oozing cock, moving my head down to lick it, then suck on it as he continued moaning. I quickly stood up. “You haven’t even worn panties yet honey,” I eagerly pranced to my underwear drawer, finding a bra and panties and most importantly, pantyhose.
“You won’t believe how these feel on your legs,” I began putting them on him, pulling them up to his rock hard cock.
“Your right,” he began talking feminine, “oh, it feels so sexy,” he purred. I smiled, he was on his way. I put the wig on his head. I had a few laying around, mostly my new blonde wigs for my new look. Some guys might have looked funny dressed as women, but we looked sexy. I took his blonde wig and gave him a black one.
“What’s that for?” he asked in his fem voice.
“We don’t want to go out wearing the same thing honey,” I said.
