Author:SissyAndi (SissyAndi@safe-mail.net)
Disclaimer: SissyAndi stories contain sexually explicit descriptions of consensual and Non-Consensual sexual activity and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexual activity, cross-dressing and other fetishes and perversions. The characters in these stories are fictional, but are mostly based on the author's true experiences. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks to all of you that have emailed me so far.
Chapter 6
Brian informed me it was time for bed as he turned off the big screen and the DVD player. I had just finished jacking off and eating what little cum my small penis produced while Brian had taken more pictures of me to add to his collection of blackmail material.
Brian told me to go up the stairs first, as I started up, I felt his eyes on my butt. I was wearing a purple lace teddy with garters and stockings, 2 inch black heels, that I was getting better at walking in as long as I took small steps.
As we entered Brian's bedroom, he turned and shut the door locking it. He walked to the bed and flopped down on it. I was not sure what he wanted so I just stood there watching him.
He told me to get on the bed and kneel at his feet..I had no idea what he was going to do to me. He started by telling me to kiss his feet. I leaned down and kissed each foot and he laughed and told me I could do better than that.
I was to lick the soles of his feet...then to kiss each toe individually. God it was humiliating doing this, at least he was not taking pictures of me as I licked the bottom of his feet the kissed each toe until he was satisfied.
He was laid back, his head resting on a pillow as he told me to plant kisses on his calves, his knees, his thighs...all the way up to his cock. I proceeded to work my way up his muscular legs kissing here and there.
As I was kissing his thighs I hesitated and he said "go ahead, I know you want to kiss and suck it some more."
Unlike previous times where he had a raging hardon, this time he was still semi limp. I kissed the tip and then took the whole cock into my mouth. As I started sucking I felt it start to grow hard again.
I was sucking on the head while working my hand up and down the shaft. I heard Brian start to moan as his cock became fully erect. He said enough and pushed me away.
I looked at him confused and he laughed at my expression and said "I know you like sucking my cock and you will do it a lot in the future, but tonight, I am going to fuck that tight ass."
My mouth dropped open and I started begging him "NO PLEASE BRIAN, just let me suck it some more, I can make you feel so good."
I was still pleading with him not to make me do this, when he got off the bed and started looking in his desk drawer. He found what he was looking for and walked back to the bed. He had retrieved a tube of Vaseline.
"Please Brian don't do this, I am not gay." He slapped my face and said that he was not gay either.
"Now get on the bed face down and push that butt up in the air."
I looked at him one last time hoping he would change his mind, but seen it was a lost cause. I climbed back on the bed and got on all fours. By this time I was crying, knowing what was going to happen to me.
I felt his hand caressing my butt. Then he was unsnapping the crotch of my teddy. Brian told me to spread my knees farther apart, causing my butt to open more. Brian grabbed some pillows and placed them under my stomach.
Then I felt it. Brian's finer working into my ass. I felt the cold lube as he spread it around my anal opening. I felt him working a second finger into me. Trying to stretch me out.
Brian removed his fingers, then leaned in and whispered in my ear that he learned from watching porn videos that unless I want it to be incredibly painful that I should push out as he starts to fuck me.
By now the tears were really running down my cheeks. NOOOO I screamed as I felt the tip of Brian's cock pushing against my ass. "No Brian its to big." He laughs and slaps my ass..."shut up and take it whore."
OH God it hurt so much, the pain is incredible. He continues to push..OWWWWWWWWWWWWW and then the head of his cock passes through my anal ring.
"Oh man you are tight" He says as he starts to push farther into me.
"Please stop!!! It hurts to bad" I am whimpering by this point.
"Sorry bitch, but you can't believe how tight you are and how good it feels."
Finally I feel his pubic hair against my butt, he is finally all the way in. We stay this way, as he lets me get use to having him in me.
"I have never fucked a virgin before, you are my first." He starts pulling back slowly.
When I feel he is almost all the way out he slams back into me. He repeats this several times. My ass is on fire, I can't believe I am being fucked by another guy.
In and out he works his cock, starting to increase the pace. The pain has decreased but it still hurts really bad.
"Oh man, this is so fucking hot, you are tighter than any girl I have ever fucked ."
I had my head resting on my forearms, eyes closed, trying to block out the pain. By now he was driving his cock hard and deep into my ass.
"Oh man, Oh man" He kept repeating. "OH SHIT HERE IT CUMS" Brian screams as he slams his cock deep and holds it there. I feel his cum shooting into ass. He leans over me and whispers, "you are one great fuck you dirty slut."
Finally as his cock starts to go soft he pulls out of my ass. He takes the time to slap my ass a few times just for fun. "Ewww you have cum running out of your ass....go clean up, but do not take to long"
I crawl off the bed and go the bathroom, I hold the hem of my teddy up as I set on the commode..I push and feel the cum pouring from my ass and splashing the water. I clean up, redo the snaps on the crotch of my teddy, and go back into the bedroom.
Brian in lying on his back, so relaxed he is all but asleep. He sees me and motions me onto the bed. He turns on his side, pulls me into his arms with my back to him. we lay there, he has one hand around my waist as he presses his cock against my ass.
Soon I hear him snoring. I lay there thinking about what all that has happened to me, I cry myself to sleep dreading what I will have to do in the future.
I feel Brian shaking me, waking me up, sun light is coming through the window, it is 7:30 in the morning. He tells me I need to get dressed and leave before his Dad comes home.
I do not even shower, I put my male clothes on and start out the door, He follows me down the stairs and tells me thanks for a great fuck. I just lower my head and keep going.
I get home and head to my room. I throw myself on my bed and start to cry. After what seems like hours I pull myself together and get into the shower. I smell of sweat and dried cum.
More to come, especially if i continue to receive encouraging emails.