My First Time, 18 years old.

[verysexycasey]

I was a fresh 18 year old and i had been experimenting with cross dressing and anal play for a number of years and i really wanted a cock badly. I had been posting on craigslist for weeks looking for a guy who would fuck me cross dressed with a place.But i was fresh 18 and scared so i rejected a lot of people.So eventually i found a guy who looked normal enough and had a nice looking cock from the pics he sent me. He was around 45 really hairy and a bit fatter, which was perfectly what i was looking for. But he didn't have a place. Normally i had been just saying no and looking for someone else since i was still living at home and i got a lot of emails back. But i was really honey, already cleaned myself out and really wanted my first cock. So i told him of a park near me that could work, he said he would be there in less then 20 mins. So i packed up a bag of what i was going to wear, told my parents i was going to the gym and drove down the street to the park. It only took me around 5 mins to get there and i started getting ready. i put on a black g-string, some leggings, a red bra and a top i best passed in, then put on my makeup. By the time i was done it had been around 20 mins i the guy was already there. He had been walking around looking for the most discreet place to fuck me. i got out of the car with my black heels i could barely walk in and walked over to him. He walked up to me and said hello, as did i and he kissed me (the first time i had been kissed by a man as well). Then he took my hand and told me to call him daddy and said he found the best place to do this, which was the dugout. As we walked there he kept telling me how good i looked and how much he wanted to fuck me nice bubble butt ass, and how much daddy was going to fuck me. When we got to the dugout i sat on the bench and he said, You ready for daddy's cock, i said yes and he had me unzip his pants and pull out his cock. It wasn't as big as i thought it was, the normal 6' but boy was it thick. He was soft so i started to suck him off, and as he got hard he started to ooz precum. when he was fully hard he filled up my mouth because of his massive thickness. Then he told me to get on my knees a suck him so he could play with my ass a little. So i did and he pulled down my tights and g-string and licked his finder and started playing with my hole. He kept telling me how tight i was and how daddy was going to stretch out my pussy hole, then he had me stop sucking him off, which was good because i was starting to gag a bit, and told me to bend over and lean on the fence so he could play with my hole. So he sit on my hole and started to lick and finger it, and keep telling how clean and tasty my hole was. Then he asked me if i was ready for his cock and i said yes, then he slapped my ass and told me to always say yes daddy, so i said yes daddy and he started to rub his cock on my hole. I asked him if he had a condom because i told him online that i wasn't going to fuck bareback, He said he didn't have one, and even though i know he did i said it was ok. Then he slapped and grabbed my ass and said it better be my little sissy slut, which really turned me on. Then he spit on my ass a few more times and asked me if i was ready, i said yes daddy, and he started to push in. Since i had been toying for a long time(like 5 years) i knew how to loosen myself and let it come in, IT FELT SO GREAT!! His cock was so thick and seemed so much bigger then when i was sucking him. After what seemed like forever, was only a couple of mins he said it was all the way in and i felt it deep inside me and i told him to please start to fuck me daddy. He said good little sissy and started to pump. it felt amazing, but he was going very slow and not too dee so i started to push my ass back onto his cock and he said fuck me you slut. Then he grabbed me at the hips and started pumping deeper and faster. after what seemed like 15 mins of pumping very hard and fast, and calling me his little sissy slut he said he was ready to give me his load, but he wanted it in my mouth. So he pulled out of me. My hole felt so warm and huge, i was so stretched out from his thick cock. Then i got on my knees while he sat down and licked and sucked his cock. He asked me if i liked the taste of my own ass and i said yes daddy i love it, he said have some more sissy slut and started to push my head down on his thick cock. then after a couple minuets of me gagging and almost trowing up, he said he was about to cum so i stopped sucking him and let him finish himself off and closed my eyes and opened my mouth and received my first load. He got mostly in my mouth, which sucked i really wanted to get a massive facial, and since i had never had the taste of cum i didn't like it too much. it seemed like he hadnt cum in a while because he cam for a solid 30 secs, and my mouth was full and cum was leaking out of my mouth and dripping down my face. After he finished he was panting loudly and told me to show him all the cum that was in my mouth. I did gagging a bit though, then he told me to swallow, i did and he pushed more cum from my face into my mouth, after he got almost all of it off my face and down my throat he told me wipe up giving me my light girly jacket. then he said he had to leave. so he took off and i stumbled back to my car and i could barley walk after my first pounding, and in heels. Then i drove home, changed in my car and ran up stars past my parents to take a long how shower, 4 fingered my massively stretched hole and jack off, because he didn't play with my cock at all, which i thought was great he fucked me like the women i am. I never saw or talked to him again. But i got exactly what i wanted .

[verysexycasey]

This is my first post here as well, def love this site and read stories and load counts all the time. Felt my first time should be here as well

[dad4boiz]

Good story, but one comment ... paragraphs please!!!