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Introduction:

Experimenting with girl clothes and cock. If you don't like it, don't read it.
I always wanted to be a girl, or at least wear girls clothes. When I was ten I started acting upon it. I would occasionally steal some of my moms panties and wear them for a while. I thought the silky panties felt great as they rubbed on my ass and pressed on my little cock.
When I was thirteen, I took it a big step further. I had already been masturbating for months thinking about the time I could completely dress up in some of my moms slutty clothes she wore out with my stepdad.
One summer day, when I thought it was safe, I put my fantasy into action. When both my mom and stepdad left for work, I sneaked into their bedroom to dress up.
The first thing I looked for was some sexy panties. What I found was a jackpot of thongs. I chose to wear a cute black thong with a little red heart on it. The back strap of the thong felt great as it rubbed against my asshole and slightly separated my asscheeks. In the same drawer, there was a garter belt and black fishnet stockings. I put them on and attach?he stocking to the belt and chose a cute little black bra to match. I did not have any titties, but my moms tits were small and it was easy to fit some panties in the bra to make it look like I had some small tits.
I walked to the full length mirror on the closet door and was amazed how much I looked like a slutty woman. I then went and found a tight red leather top that was sleeveless and a very short minidress I had seen m mom wear out on the town. I went back to the mirror and was very womanly and slutty, but still looked like a boy from the neck up.
I found my moms black wig that was long haired and straight. I looked like a dominatrix (I did not know what that meant then). I went to my moms makeup case and stumbled through so many things I did not know, but I had been watching.
I immediately went for the blue eye shadow and basically caked it on. I then put on some black eye shadow and almost poked out my eye a couple of times. I saw ten different types of lipstick and could not see myself wearing anything but the hot red. Everything was on too thick, but I did look some hookers I had seen in movies.
I went to the bedroom to admire the whole look. I rubbed on my ass some as I looked and would lean forward and pucker out my lips. I was so hot.
As I admired myself in the mirror the bedroom door swung open. It was my stepdad. I could see the shock on his face as this little slut stood in his bedroom. I did not know what to do. I could only feel tears sweep over me. I fell on the bed sobbing asking my stepdad to not hate and telling him how sorry I was.
My stepdad had always been great to me. He had taken care of me when my real dad disappeared.
I could feel him sit on the bed and put his hand on my shoulder. He said, “It’s OK.” He held me tight to his chest and patted me on the back.
After few minutes, I noticed a bulge growing in his pants. I could feel it on my belly. He tried to play it off and spoke some of the first words in a few minutes. “How long have you been dressing up like a girl?”
“Not long.” I said. I didn’t know what else to say.
He said, “Well let me see you.”
I stood up and showed him. My eye shadow had run and made it look like I had black eyes, but everything else was in place.
“Well, I have to admit,” he said, “You make one hot slut.”
I was so excited to look good and a little relieved I did not seem to be getting in trouble that I fell on my knees and laid my head on his lap. “Thank you daddy. I just wanted to dress up like a slutty girl.”
“Well you are sure doing that,” he said as I could feel his cock growing under my head.
“What is that?” I asked.
He said, “Its nothing.” And he stood up and his cock stood out under his pants.
I was already feeling horny from dressing up and looking like a woman so I said, “Don’t go away daddy. I can be your little slut. I don’t know what to do, but you can teach me.”
“Yea, I can teach you.” He walked over to me, still kneeling on the ground, and unzipped his pants and pulled out his hard cock.
It was the first cock, other than mine and my brothers that I had seen and the only man cock. His cock was longer than mine and the head was smaller than the rest of the dick. His dick got thicker from the head to almost the base then got a little smaller at the base.
He said, “If you are going to be a real slut, you are going to have to learn how to suck cock. Put your red lips around the head of my dick.”
It felt strange because I had never done anything like this, but I wanted to please my daddy. I put my lips over the head and he started moving his hips just a little to stimulate the head. His dick grew immediately harder as it stiffened in my mouth.
He said, “Now lick the underside of my head and stroke the base.”
I knew this was a sensitive area from my own jacking off and could tell I did it well as I heard a low moan come from my stepdad.
After a couple of minutes he said, “Now go up and down on it. Take as much in your mouth as you can.” I thought I could take it all, but I gagged on it as I tried. Plus his cock was so thick my mouth stretched way out as it got thicker.
He said, “That’s OK. Just take what you can and stroke the rest.” So I started setting up a nice rhythm with my mouth and my hand. I really loved the feeling of a cock in my mouth. I felt so natural.
“Faster. Faster.”
I started stroking and sucking as fast as I could. I could hear a couple more moans coming from my stepdad. It wasn’t long before I felt him grab the back of my head and he started facefucking me. He would jam his cock deep in my mouth a few times gagging me them pull his cock out.
He kept saying, “What a good slut you are.” Then he would jam his cock in my mouth for several more strokes. The more he did this, the less I gagged and the more cock I could take.
With my eyes watering and my mouth full of cock he said, “If you are going to be a good slut, you are going to have to swallow. I will show you how.” He kept talking as he stroked his cock in my mouth. He said< I am going to start stroking my cock in your mouth again. You grab my ass and pull me toward you. When I start to cum, the first shots will probably surprise you. I will give you warning and you just start swallowing. Take al you can. If you can’t take it all, it will be OK.”
As soon as he finished talking, he started driving his dick in my mouth furiously. I wanted to be a good slut so I grabbed his ass and took his dick for all it was worth. I felt his cock grow just a little more in my mouth and he shouted, “THIS IS IT. I CUMMING. Ugh. Ahhh. Uh Uh.Ohhh.”
My first cumshot felt like a huge glob. It hit the back of my throat hard and I almost gagged, but I resisted the urge and swallowed as much as I could. Each following shot was a little less, but my mouth filled up quickly.
He pulled out his cock and a little cum dribbled down the corner of my mouth to my chin. I swallowed the rest and took one last suck of my daddy’s cock.
He said, “You are going to make one good slut. This will be our little secret and I will by you more slutty clothes of your own.”
What a great tradeoff! Cum and clothes.
15 comments

kitchen_queenReport 

2024-09-13 10:51:42
Good story, but needs polishing up a bit. As I sit here reading the comments in damp panties, heels and my night gown while taking a chance on being caught by the wife, it's the perfect story to read under the circumstances. Though I tried to come out to my lesbian wife, she finds me disgusting when I'm wearing anything feminine. I am so turned on from stories like these. So wish I could find an FWB....

freshkissReport 

2017-11-10 02:27:53
i was caught cross dressing in my sisters clothes by my step dad, after he fucked my ass and had me suck his cock, he took me to a friends home, this guy he gave me to was a big black guy with a huge cock, i was made to suck his dick and swallow his load, then my step dad offered him my tight ass hole, which this guy took gladly, he reamed me good and filled me to overflowing, i rode home with my step dad with my little ass hole leaking all over my sisters panties and skirt, now im his cum slut.

Anonymous readerReport 

2017-02-03 09:55:03
I love wearing women's panties and suck big dicks l want a big black dick

Anonymous readerReport 

2016-10-15 21:29:53
I once caught my uncle at a bar dressed as a woman. he looked amazing. after we talked I drove him home. In his driveway he told me how much he loved sucking cock. He asked if I was interested. I just couldn't pass up the opportunity. A bonus was the look on his face when I pulled my hard cock out. I have a very thick, nine inch cock. He gave me an amazing blowjob that ended with him swallowing most of my cum and getting some on his face. I'm not interested in fucking his ass but he has sucked me off several times since. Last week, I sucked my first cock - his.

Anonymous readerReport 

2014-11-01 04:11:38
thanks for the luscious story. Daddy secretly buys me eye shadow, lipstick, mascara, rouge, perfume, thongs, bras, lingerie, high heels, and a beautiful, long blonde wig, and when mommy is off on her business trips he has me dress up for him and be his special princess. I love dancing for him, teasing and seducing him, and making love to his big cock. See my stories on this site. Proudly signed, Willling Wimp.

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