Dressed for Cock pt 1

of
genre
first times

I have been living on my own for a couple of months. I wanted to take some time to find myself before starting college.

I was always told that I looked rather pretty and feminine for being a male. I do not know if this contributed to the fact that I remained a virgin. Since I was staying by myself, I watched a lot of Internet porn and found myself intrigued by sissy porn. There was training videos, hypnosis videos, videos, explaining feminization is the white boys future.

Well, I guess it all began to get to me. I ordered panties, wigs and makeup, dresses skirts blouses and began practicing with them all every day.

Eventually, I would get up every morning and dress as a woman. Not as a slut, just your average woman. I got the feeling quite comfortable dressed that way. Eventually, I would even venture out into public. Nothing too crazy. I would just ride around and maybe stop and get gas and always in the early morning or late evening. But I fully intended to keep this a secret from my family.

My sister said she would drop in the next day to see me as the house I was renting was not more than an hour away from her college. I thought for sure she would text me before she started her journey.

But I was awakened the next day by my sister, knocking at the door. I got up and went to the door and let her in.
I had not even thought about what I was wearing or that I still had false eyelashes and makeup on my face. my sister had often seen me in my underwear. So answering the door in my underwear would not have been unusual.
As soon as my sister got inside. She immediately noticed instead of boxers I was wearing panties. She left out a soft laugh, then turned me toward her and look me directly in the face.
I was still sleepy, and not realizing what it just happened. That I had let her in looking as I did.

She smiled at me and gave me a hug.
“Why dress as a boring boy when you can dress for cock.” She said to me.

That’s when I realized what had just happened. She stood in front of me looking me over, her gaze stopping on my panties then returning to my face.

“This lifestyle I think for suits you so much better.” She said to me.

“How long have you been dressing like this? Have you had sex with anyone who has a cock yet?” She asked me quickly.

I was embarrassed, and a little shocked at my current situation. I didn’t know what to say so I simply answered her questions. “A couple of months and no.”

“How much fun you’re going to have.” She said. Don’t worry, finding a cock will be easy men want their ball sacks drained and I think you’ll be happy being in the female role.”

Then she turned from me and went to the refrigerator, pulling out a Coke. She walked back to the living room and told me to sit down on the couch and tell her everything.

“There really isn’t much to tell.” I told her. She sipped her Coke, then saying she wasn’t getting much information out of me. She gesture for me to stand up, and then she gesture for me to walk over to her.
I did. I stood in front of her in her seated position. Her head was directly across from my very feminine panties. She commented on how pretty they were.

Then she surprised me. She pulled my panties down to just above my cock.
As if she was examining me, she saw that I had no pubic hair. She commented that she was glad to see that I had removed all my hair.

Then she pulled my panties down further, revealing my penis. She examined my balls and said she was glad I removed the hair from those also.
Then she pulled my panties back up over my penis.

I returned to my seat on the couch. Again, she asked me. Have you been with a man? Have you sucked a cock yet?

I answered her again that I had not. Then she asked if I had ever been with a woman? I answered her that I had not done that either.

Her eyes looked me over again. Then she said. “Well, your cock isn’t very big. But it isn’t small. I have been with guys with cocks like that. I think it’s just an average white guy cock a little on the small thin side is normal for most white guys.”

She looked at me, maybe expecting some kind of reaction, but I’ve was just sitting there attentively listening. So she continue speaking.

“ Well, I think you’re making the right choice. It’s much more fun dressing up to look pretty to get cock.” She said.

Her examination and conversation indicating her acceptance of by wearing women’s clothes was causing my cock to get erect. it poked out from under my panties. Revealing its erect version to my sister. She saw it and smiled.

“Oh I see he’s coming out to see me.” she said.

I just gave her a look of the embarrassment I was feeling.

“It’s OK brother, you can stroke it if you wish.” She said.

I took her suggestion as almost a command. I started stroking my cock as she continued talking to me.

“Do you jerk off a lot?” She asked.

I stretched my legs out, raising my behind up slightly getting the full enjoyment of stroking my cock.
I answered her, yes and continued stroking.

“Do you come fast?” She asked.

Sometimes I answered her with my eyes, focused on my own cock. But sometimes I just stroke it for a long time to enjoy it.
I close my eyes and continue to stroke as I felt my cock getting closer to orgasm.

I didn’t see that she got up from her chair and came knelt down next to me.
I felt her hand touch mine. I open my eyes and remove my hand, allowing her to replace it with hers.

She began stroking my cock fast while she continued talking to me. “You know little brother as a sissy bottom you have to come really fast. In fact, it’s better that you stay limp and focus on making the men’s cocks cum.”

It was too much for me, her stroking and her conversation. I could not help but shout out that I was cumming. She continued fast stroking until the first rope of my come shot into the air. Then she slowed her stroke as my cock post continuing to cum on my stomach.

She rubbed in my cock until it had shrunken in her hand, and my balls were completely empty. I felt tired and exhausted so I did not move. I just laid back for a second and close my eyes.

My sister got up and told me to move she would be right back. She went into the kitchen and returned with a tablespoon. I watched as she scooped up my load from my stomach. She brought it to my face, offering it to me.
I kept my mouth closed. They my sister said I should get used to the taste as I would be sucking a lot of dick.

I open my mouth and let her insert the spoon. I cleaned it of his contents, and she returned it to my stomach getting more of my load and return the spoon to my mouth.
She did this several times until she had gotten it all and fed it to me.

Then up and announced that she was going to stay with me for the next couple of days. Teaching me how to dress wear makeup and be more like a woman. Then she added if I done well, she would go out with me and help me find a man.
written on
2023-12-23
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