Ever since i was young i looked way feminine. I also lived with 9 women and my sisters would often dress me up. I didnt mind it infact i liked it. I had a pretty short height of 5ft 4 inches. My body was pretty slim and i had a nice round ass. A completely hairless and milky white skin. I was the perfect femboy. Everyone would often tell me i looked more like a girl than a boy. Deep down inside i wanted to be a girl. I didnt consider myself gay hell i didnt even knew much about sex and all.
When i turned 16, I moved out. I was pretty skilled so i made good money freelancing. After i moved out i would often cross dress. I would buy nice dresses and lingeries then try them out. At first it was in my apartment only, but slowly i pushed myself. I would go out dressed as a girl. No one could say i was a boy from the inside. One night i wore a nice skirty dress and red panties then went towards a nearby park. It would make me alot excited. Although i never felt sexual attraction or anything sexual towards any guy.
I was walking in the park that i was approached by a huge black guy. He was definitely 6ft in height. He was buff and had a good body. He asked me my age and i lied that i just turned 18. He asked if i wanted to hangout with him. I dont know why i agreed i guess i was intimidated by him. I followed him and he took me to a deserted bridge. He told me this is where he hung out with his buddies. We went under the bridge there was no one in sight and it was really dark. There were two couches there and 2 more huge guys were already sitting there.
When they saw us they came and started talking. They were asking where do i lived and all. I pretty much lied about most of the things. We were sitting on the couch and one of them started smoking. They offered me some but i kindly declined. Their names were, Mark, Rob and Nick. Mark was the guy who brought me there. They were all in their 40s and pretty fit.
Mark was sitting next to me and started to put his hand on my thigh and rub it. I removed his hand but he soon put it back again. Then he grabbed my face and planted a kiss. His huge thick lips were covering my mouth. I couldnt even stop him. He grabbed me and put me on his lap. He didnt even let me speak and kept on kissing me. Rob and Nick also joined in as i could feel their hands. They grabbed my dress and pulled it off. In a matter of seconds i was sitting on marks lap in just my panties. It was then they noticed my boner. Mark immediately pushed me away and started abusing me.
Marks slapped me twice and i started crying. Nick and Rob stopped him then took him to a corner. I dont know what they talked about but after that Nick came to me and ripped off my panties. He spread my ass and exposed my pink hole towards Rob and Mark. Nick said "You wanna act like a girl ill make you one" He spit on my hole and pushed his thumb inside. I screamed due to the pain. Rob came and put his hand on my mouth. Nick pulled his huge 8 inch monster out and placed it on my hole.
He told me to enjoy it. He slowly started entering my virgin hole and i could only feel pain. It felt like my ass my being torn apart. He didnt care though he kept shoving his monster till he was completely inside me. I could feel his cock in my belly. I was shivering in pain and crying. Nick started moving and kept telling the others how good my ass felt. He was soon pounding me hard. I was still in pain and it felt like razor blade were cutting my ass from the inside. Nick even made a remark that my ass was bleeding.
Nick fucked me senseless for 15 mins then Mark told him to switch. Now mark had the biggest cock of them three. He was 9 inches big. He slowly entered my hole and i could experience the same pain i felt from Nicks cock. Mark slowly entered half his cock and then gave a strong thrust shoving the rest of his cock. I just couldnt stand the pain and i eventually passed out.
I came back to my senses after 20-30 mins. Mark had switched places with Rob and he was pounding me hard with my legs in the air. My hole had been stretched and i was passed out during the most of the painful part. The pain was slowly begining to fade away. After 20 mins of being fucked senseless by Rob i started feeling the pleasure. The pain was still there but was overtaken by the pleasure. I was starting to get hard. Nick exclaimed "Look this faggot is starting to enjoy it". And he was not wrong i was slowly enjoying my hole being destroyed by BBCs.
Rob switched placed with Mark. Mark made me get on all fours and started fucking me. Nick came infront of me and started rubbing his cock on my lips. He pushed his cock in my mouth. I could barely fit one third of his massive cock in my tiny mouth. Nick kept fucking my face and after some time i ended up fitting more and more of his cock. I did gag and choke at first but eventually i was able to suck more than half his cock. My cock was also rock hard and was oozing precum on the couch.
Everytime Mark pushed his cock inside me i could feel like i was just going to cum. Mark picked up the pace and i just couldnt control it. I busted a huge load on the couch. All three of them were laughing at me. Mark was about to cum too. He pounded me real hard and fast for a couple of minutes before busting his load on my back. Mark was tired now so he let Nick pound me now while Rob was stroking his cock infront of my face. I was moaning on Nicks cock. Rob asked me to open my mouth and i did. Then he shot his huge load on me. Most of it when on my face and then he shoved his cock in my mouth shooting the rest of it in my mouth. He ordered me to swallow it and i didnt pull his cock out until i swallowed his salty load. Rob and Mark were down and Nick was the only one remaining. They both left for a smoke while Nick was still pounding me.
Nick pounded me for 10 more mins before unloading his cum in my ass. He filled my hole up with his massive load. He pulled his cock out and my hole spurted out most of his cum. Nick pulled his pants up and left to join the rest of the guys and i guess they left after that. Since i lay there on the couch for about an hour naked covered in cum. I felt my hole and i believe i could fit my tiny hand in there. I dressed up and could barely walk to my apartment. I stayed home for the next couple of days due to the pain.
A few days later i couldnt get rid of this itch in my ass. I ended up fingering myself and shooting a huge load. I wanted to feel a cock in my ass again. I tried to control this urge for a few more days but i wanted to go back there again. So i again dressed up nicely and and walked towards that bridge. I got there and saw only Rob and Nick there, the moment they saw me they knew i had come for more. I was fucked by both of them for good time. I ended up cumming twice and taking their loads in both my holes.
Ever since that day i would cross dress and meeting men for sex. I mostly enjoyed gangbangs and being used. To this day i am 28 i still enjoy dressing up and getting used by strangers.
