My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treated like a girl. He flat out said that he didn't really understand why it mattered to much to me. I told him that I really wanted to be fucked like a girl and it wasn't the easiest thing to get someone to do. I wanted a straight man to find me attractive, even knowing that I had a cock.

My friend said he couldn't even imagine me looking like a girl, or else he would tell me if I looked good as one. I told him that maybe I could wear some of his s****rs clothes (she was petite, like me). He said that was fine, since we had a few hours alone.

I want to stress that he had a girlfriend and neither of us intended on doing anything sexual that night.

I went to his s****rs room and found a sexy short dress. I also helped myself to her makeup and took my time dolling myself up. It came naturally to me, as I'd spent many hours fantasizing about making myself up. I was already wearing some sexy thong panties. I didn't need a wig as I kept my hair very long.

I walked back downstairs to my friend and his jaw dropped. He said he couldn't believe how sexy I looked. I blushed, naturally, and began to feel very sexy as well. My dreams had come true. I was totally dolled up and felt fabulous. MY friend began to get uncomfortable and told me he had to go. I was offended and asked why. He said that he was actually getting turned on and felt weird about it. I said that he should just pretend I'm a real girl and not worry about it. He said that if I was a real girl he'd probably be hitting on me. I half joked that if he hit on me, he'd probably have a good chance of "taking me home" lol. We both laughed and he said that seriously if I wouldn't tell anyone maybe we could fool around. I immediately got sooo turned on. This had gone from a casual conversation to a possible chance to have my fantasy come true.

I nervously took him over to the couch. I had fantasized about being with a man so many times. I sat him down and asked if I could kiss him. He said yes. I sat on his lap and moved my lips towards him. I slowly stuck my tongue in his mouth and chills ran up my spine. We continued to kiss for a few minutes. I could feel his cock digging into my ass. I was also hard. I climbed to the floor and unzipped his jeans. I stared at his cock. It wasn't huge, but I didn't really care. It was still beautiful. My mouth watered as I stared at it. I slowly slid it into my mouth. It was salty and delicious. He was moaning. I held onto his balls while I sucked him. I let him slide in and out of my mouth. I had practiced sucking other things, so I had no problem taking his cock deep into my throat. He asked if he could come and I begged him to come in my mouth. He shot his load deep into my mouth (to this day I don't know if I've gotten a bigger load). He continued to thrust until he was finished. I savored his sweet come in my mouth and swallowed it.

I was still rock hard. I knew he wouldn't want to suck my cock, so I asked him if it would be OK if I jerked off. He said yes and asked if he could play with my ass while I did it. Not expecting that, I happily said OK, but I asked him to call it my pussy, not my ass. He said his GF wouldn't let him play with her ass and he had always fantasized about anal sex. I slid the dress up to my chest and the panties down to my feet and began to stroke my cock. He took his fingers and massaged my pink hole and it felt AMAZING. After a few minutes he asked if he could lick me. I again greedily agreed.

I was getting close and I noticed him stroking as he rimmed me. I told him I really wanted to feel his cock inside me. He didn't have a condom, but since it was my first time and he'd only fucked one girl I told him OK. I grabbed some lotion and he lubed up his cock. My pussy was twitching with excitement. He got up behind me and slid his cock slowly inside me. I immediately exploded and my come flew all over the floor. I begged him too keep fucking me. This was the greatest feeling in the world. I could feel his balls slapping on me. He told me he was going to come again. I told him I wanted him to breed me. He went harder and harder and with a huge moan I could feel his come shoot inside my tight cunt. I also blew my load at the same second, my tight pussy milking his cock and it drained inside.

Wow.... it's getting me so turned on recalling this lol...

After that we both stayed there for a few minutes, his cock still buried inside me. Finally I climbed off and kissed him. I went and changed back into my clothed and headed home. We never spoke of it again, and he went on to marry that girl at the time. I was in their wedding!! I have no idea if she knows or not.

This escapade taught me that I was a sexy ass girl and gave me the confidence I needed to start dressing in public. It was the beginning of a very exciting sexual life. I can't wait to share more!!!
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Posted by hotchickinchitown
2 years ago    Views: 4,137
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1 year ago
Mmm
i got so hard & horny reading your story :)
So erotic & so sexy !
xxx
1 year ago
?That was beautiful....loved it!!
1 year ago
Fantastic story...lucky guy
2 years ago
hot story
2 years ago
Great story..so hot..
2 years ago
really great story
2 years ago
Great story baby!
Rickicd
retired
2 years ago
Very nice!
2 years ago
Nice job good story well written...details are so important and you supplied enough....my hat is off....and so are my shorts. lol
2 years ago
mmmmmmmmmmmmmmmmmmmHOTT
2 years ago
That was great,your very lucky
2 years ago
Thanks everyone!! ;)
2 years ago
Very nice story, got me very wet and jealous as I read haha.
2 years ago
mmmm...I wanna be nuts deep in you now...xx
2 years ago
My dick whant to have fun withu
2 years ago
my dick is rock hard right now.
2 years ago
Well Done!
2 years ago
butifal keep righting
2 years ago
good story
2 years ago
very hott
2 years ago
so hot indeed, got me so hard had shoot my load!!
2 years ago
That was so hot! Got my cock hard as nails.
2 years ago
That is so fucking hot!!!! My nipples got hard!
2 years ago
That is so fucking hot!!!! My nipples got hard!