My First Anal - Big Fat And All The Way In... free porn video

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This is about my first time as a submissive sissy with another crossdresser. This was also was also my first anal with a real cock...which happened to be 8+ inches long, thick and as I figured out later also on viagra.
At that time I was cross dressing occasionally wearing stockings and knickers. I had sucked cock twice
and although I had played with toys I never had a real cock in me., it was something that was scary to me but at the same time I was craving it. I kept fantasizing about being dressed up and letting a guy or another cd use me. It was only a fantasy at the time but the urge kept getting stronger over the years.

So I was 23 and one night I was online talking to a crossdresser, we chatted for ages and the conversation was getting more and more horny. We started talking fantasies and I told him that I would like to dress up and be used by a guy, immediately he wanted to know details, and he sent me a picture of his semi hard cock which even though it wasn't fully hard it was bigger than mine when hard!! I asked him how big is it? He said 8 inches, maybe a bit more...by then all i wanted was to suck that big cock dry. We chatted for a couple of hours, he was talking to me as if he owned me, asking questions like, what will you do for me?...that made me so horny that I said I would want him to take full control of me and make me his sissy slut....In fact I almost begged for it. He got me to turn my camera on and show off for him Before I knew it he was ordering me to take my clothes off and show off for him, I did everything he said. He then asked me to go to his house the next day...my heart was racing but I said yes... He then said ''you will do as I say, does your ass need to be punished? Without a second thought I said, yes sir I will do what you want, please make me your slut. That was it, after that he basically owned me.
So he gave me his number and asked me to txt him next day to arrange the meet.... Next day came and I was hesitant, scared, but extremely horny. I knew this is what I wanted and I was determined to go for it. So next day came and I messaged him, he gave me his address and I was meant to be there at 9.

So I got in my car and started driving to his house. It was a 30 minute drive and my heart was beating fast all the way, there I was about to be used like a slut by a stranger, I hadn't even seen his face, just a picture of his cock... Finally I got there and I just went and knocked on the door. He opened and I entered slowly while my knees were literally shaking, It was dark in his living room, as soon as he closed the door behind me he started giving me orders ''follow me'' he said and took me straight to his bedroom. There was no chatting or messing about, he took control of me straight away. He was dressed in stockings a skirt a top and a wig , his features were quite manly, far from convincing... he lied down in bed and threw me a pair of stockings and a pair of knickers and ordered me to put them on. Quickly i got my clothes off and got the stockings and knickers on, so I was ready for him.

While he was on the bed he raised the skirt he was wearing and exposed his big fat hard cock, it was huge,...as he was lying on the bed his cock extended all the way to his belly button. Not only that... later on I figured that he was on Viagra or some other similar pill ...his dick stayed rock hard for about one hour and a half, even after he came his cock stayed hard!!

He was very bossy and demanding and that made me feel like a little bitch...He was prepared to make me his sissy slut, after all I had asked for it and at that point there was no coming back...''Suck it'' he said, I went down on his cock got it in my hand and I remember how heavy it felt compared to mine...I started sucking him and his head alone was filling up my mouth. That got me really horny then, I loved having his big hard cock in my mouth. Short after he demanded ''get it all in your mouth'' I immediately tried to take it deep down my throat, I really tried but i could only take about half of that big dick before I started chocking.... then he ordered in a more firm tone of voice ''all I said!!'' Again i tried but I was nowhere near, I kept trying and I kept gagging....it was an impossible task and he knew it... again he said ''take it all'' I said ''I cant''.... why not? he said... its too big i replied....
That's when he really started dominated me. He got me to lie down on my tummy facing forward with my head at the edge of the bed, he came in front of me and said ''open'' , I opened my mouth and quickly he shoved his hard cock deep down my throat. He got his hands behind my head and held me down on his cock. He was pushing his cock in and out of my mouth hard going as far down as he could... I had to try and push him back in order to breath sometimes and that would just be a couple of seconds before he shoves his cock in my mouth again... he didn't stop for 10-15 minutes, he fucked my mouth like a pussy while I was coughing and gagging on his thick cock.

This was all new to me but at that time I had given in to him, I was his bitch and he knew it... After using my mouth like that he got me to turn around and lie on my back, he just stood up on the bed and then just he squatted getting his ass right up my face... without saying a word I started licking and kissing his asshole. I kept doing it , he sat on my face and said ''get your tongue in my ass'' I did everything he asked me to, I was french kissing his asshole until he had enough.

He then ordered me to get on all 4 and get my head down. I I knew what was coming then and I wasn't sure how ready I was for it. This was going to be my first real anal... and it was with a huge cock Dominant guy ...He said ''stay there'', and left the room. In the meantime I kept thinking of what there is to come. The though to leave did go through my mind then... he left me there for about 10 minutes, face down and ass up in the air...That made me somehow realize that I 'm his slave, he had complete control over me...

He then entered the room, I looked up at him, his big cock was still rock hard as he was walking, only now he was wearing a condom.... He didn't say a word he just came straight behind me...he didn't use any lube... he got his cock side ways in a weird angle and I felt him squeezing it right next to my ass hole....he just tried to slide it in straight away. That made me jump and go ouchh! and i tried to pull my self away ...as soon as I pulled my ass away from him he said ''where are you going?'' grabbed my hips pulled me right back in position and pushed ,y head down again. I hadn't recovered from the first shock and again I felt his cock squeezing the left side of my asshole... this time he pushed it in me hard and fast, he did it so fast that I had no chance of reacting...as soon as he got his cock in my ass he just grabbed my hips and pushed his cock in as far as he could...that literally made me scream, but he made me take it....that paralyzed me, I couldn't escape it... l now knew what he meant when he asked if my ass needs to be punished... so I ended up taking an 8 inch fat cock pretty much all the way in for my first time... I still don't know how but he made me take it. Once he was fully inside my ass he held his cock there for a few seconds and then just started fucking me hard and fast. At that point I lost track of what was going on. I asked him several times to wait and slow down but he just ignored me, all he said was ''be quiet'' ... he carried on breaking me in hard, my mind was gone!!! About 10 minutes later he pulled his cock out and got me on my back. He did the same , he spread my legs and shoved his big cock right up my ass as far as it would go and started fucking me hard and fast like a whore. I must have been loud as he kept telling me to be quiet...At some point while he was fucking me he lowered his face and spat on my face...I wasn't expecting that!! That just made me feel like a cheap whore as this man had complete control over me...

Finally he pulled his cock out took his condom off and got his big dick right over my face ... he said ''we will cum together tell me when you are about to cum'' So I started wanking my cock which at that point wasn't even hard...it took me a while to cum as I couldn't really get it hard, I must have still been in shock, finally i said.. i m going to cum....and he said ''open'' I opened my mouth while I was cumming and at the same time he shot his big load over my face and in my mouth....

I got up and got dressed while he was still on the bed with his cock still being rock hard. I left his house in a state of confusion. He permanently stretched my asshole that day....
It took me a while then to realize but that had changed me, he turned me into a sissy slut that day...That was the only time I saw him but I still cant get him off my head... I could have met him again back then but I got scared and backed off, then lost contact... I did try to find him again but never did...Now even years after when I m having sex often the image of his big cock breaking me in pops in me mind, and that usually makes me cum!!

If anyone ever took a big cock all the way in like that I would love to hear from u :)
xxxx

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14.02.2022
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"Good morning, Miss Anderson," Crius said in a formal tone. "Please, call me, Linda," I replied. "Only if you call me, Crius," he answered. The Titan God smiled, but I detected no warmth to it. "Okay, Crius." I returned his smile with some reservation. I couldn't put my finger on it, but I didn't feel at ease with him. When he had asked me out to breakfast, I had been tempted to say 'no', but my curiosity had gotten the better of me. "So, what can I do for you?" "Nothing,...

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As I patrolled the halls of the main building I detected sounds coming from one of the offices. I listened at the door before taking any action and I clearly heard the sounds of someone being fucked. Not only fucked but fucked in the ass. The woman's voice was very clear."Oh yes Gary that's the way to fuck my ass. You got it now, give it to me, Shove it in there," she directed who was ever fucking her ass."I'm going to cum Sally," a male voice announced."Cum in me fill me ass with your spunk....

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