Child hood bestfriend helping me open my eyes

Il never forget when I got my first outfit when I was 18, always being generally feminine I thought it was time to start my journey. I got a long red hair wig and some thigh high fishnet stocking, black short skirt with a see through jockstrap and a white button up crop top. Some basic makeup like lip stick and foundation and eye line/shadow did the best I could with makeup at the time after watching a bunch of videos on YouTube came out pretty decent. Put the whole outfit on doing a little twirl in the mirror just loved the look I generally looked like a girl being slim and smooth with a cute bubble butt and absolutely no facial hair. I was getting ready for 3rd experience being with a guy and it so happened to be my best friend at the time Tommy. He was your typical tall blonde hair slim muscular build and with blue eyes, every girl's dream guy.

He always joked with me saying "you know the way you look if you were a girl I'd fuck you" laughing I said "maybe one day il surprise you" all he said was "if I'm hard it's game on" and me and him have had some interesting moments growing up with flashing each after going swimming and all I'd always show off my ass with loosening my shorts to fall off and he would always purposely make sure I saw his dick when he would go pee if we would be in the woods smoking or something. I have always craved it since the day I saw it, 10" inches and just thick, I can see why his girlfriend always wanted there alone time at night when I would stay over, just hearing theyre moans made me jelous not going to lie. I have always fantasize about him domming my petite skinny frame. He had a idea I wasn't into girls but never questioned it part of me always thought he wanted to experiment with since he always flashed his cock to me and i mean just pull it out and be like hey look, some times when i had my back turned or something or even bending over he would run up behind me hugging me and grabbing yelling "look out" and he would say he is messing with me but he would always make sure i felt his cock press against my ass, especially when id be in sweat pants he was always hard. So that bring me to where I'm at now I'm sitting in my bed room all dressed up waiting for my parents to go to sleep so I can sneak to my car and go to Tommy's house. His girlfriend was away for the weekend and i know he was sitting at home alone smoking doing nothing so I hit him up asking if he wanted to smoke and he casually says yeah come over, he had no idea I was about to show up looking how I do. 10 pm rolls around and I finally make my move to leave lucky for me I got out smoothly and now my only worry was if his parents where asleep. Even though I wouldn't be in the house we always smoked in his shed or garage. I pull in the driveway see the light are out in his house and the lights on in his shed. I get out my car nervously and walk to the shed take a deep breath and open up the door. I swing the door open and he turned and looked.

His.jaw was dropped when he got a good look at me, wearing sweat pants and tank top blunt in hand and all he says was "dude you look like a legit girl" he looks more and smiles and laughs and says " and you actually look kind of hot" I ease up walk in and close the door laughing I say " was going to see if that offer was still on the table you made a few weeks ago" i get closer to him as he is leaning on the sit on tractor for cutting grass grab the blunt hit it a few times to calm my nerves and say "well what do you say" looking up at him he smiles and says "you should check to see if I'm hard" smiling I hit the blunt a few more times pass it back to him and get down on my knees to see, I can clearly see his outline and him bulging from his sweat pants, my heart is pounding and I slowly pull down his pants for his huge cock to slap me right in my face.

We both laugh at that happens and I said " well guess you are pretty hard then" he goes "well you know ashley is out of town have no one to take care of this" I lean in more say "I'd love to help" after saying that I open my mouth as wide as I can licking around his head starting to take him feeling how big he is my mouth, I have never been with someone this big yet was such a mouth full, I start to slowly move my head back and forth on his big cock taking him in more and more with each Time I went down on him, Im drolling all over his hard dick, taking more and more of him deep throating as much as I can really bobbing my head up and down on him cradling his big nuts, the whole time he is rolling his head back moaning puts the blunt out and grabs my head starting to thrust his hip towards my face I'm gagging and spitting up all over his dick but I can't pull away I love his big cock so much I just kept bobbing my head back and forth as he face fucks me. He pulls out of my mouth his dick all nice a lubed up he goes "okay let's see what you look like from the back now smiling" I'm still on my knees stroking his big fat cock with 2 hands smile up at him and say " you know you always want a piece of this ass" he laugh and goes "just stand up I wanna see you bent over this tractor" I stand up we switch spot i bend over lifting up my skirt " he says "damn you should of been born a girl with the cute ass you got" as he says that I feel him teasing my hole with the head of his huge cock I push back a bit and feel the tip make its way in and that had me maoning he was so thick. He slowly start to push more and more in me I'm starting to moan loud at this point saying fuck yes to myself He back out and goes back in each time going deeper and deeper till I feel his hips pressed against my ass, my legs are shaking feeling his giant meat stick in me, he starts long thrusting me making me feel every inch as he goes in and out of me moaning each time I feel all 10inches in me, he slowly picks up the pass each time and I keep pushing my hips back towards him. He is fully railing me making my ass beat red as he fucks me, I can't stop moaning so loud from how big he is then he slowly down a bit smacks my ass pulls out and tell me to sit up on the little table he has. I sit down and he lifts my legs right over his shoulders and goes back in all the way. I'm almost screaming as he covers my mouth and rails every ounce of energy out of me I'm shaking so much I blew all over myself in my jockstrap. He sees i can barley take anymore he pulls out makes me fall back to my knees making me jerk and suck him till I swallow his load and my God was it a big load also was my first time swallowing but loved it ever since. Once I clean him off he doesn't even put it away he leans over grabs what's left of the blunt lights it and gives it me laughing he says " well anal wise you last a lot longer than any girl I've been with" taking a hit still on my knees I look up and says " dude your cock is huge" at that put i kiss it before getting up, he puts it aways i clean myself off finish smoking. We both talked about how fun everything was and part ways, I limped to my car and lucky got back inside my house without anyone seeing me. After that experience I was addicted to big dick ever since would also hook up with him 2 more times after, different outfits each time too for his liking