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By (user no longer on site) OP
over a year ago
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My sister is dating a businessman called John Burlington. He makes no secret of his interest in Fucking men or that my sister loves to watch. He is a little overbearing and inappropriate - he takes any chance he can get to be naked in front of people. He likes showing off his cock size and physique. I think he also enjoys other people discomfort.
One day he caught me in my sisters panties, masturbating. I wear them sometimes. immediately i knew I was in trouble by the way he looked at me - equal parts scowl, cruelty and lust. He was across the room before I could put my cock away. He grabbed my balls and squeezed. He laughed at the size of my dick and asked if that was my clitoris as he d
ragged me by the balls to my sisters dresser. Opening her underwear drawer he grabbed stockings, a garter belt and a bra and shoved them at me.
"Why stop at panties, sissy. A pussy like you should dress like a proper slut. Put those on, pussy boy and twirl for daddy."
I reluctantly put on the rest of my sisters lingerie feeling his eyes on me the whole time. Once I was finished, I turned around for him, humiliated and nervous. He puts a hand on either side of my face, looks me in the eye and tells me that my tiny clit will never satisfy aa man or a woman. He tells e my only hope is to be a gay bottom or, better, a sissy bottom. He then pulls my face to him and puts his tongue in my mouth, kissing me deeply and hard. As soon as he pulls away he tells me he will teach me to be a sissy then shoves y head to his crotch and orders me to open his suit trousers.. His cock springs loose and hits me in the face. I feel ashamed of the size difference. He tells me that's what they're supposed to look like but don't worry, it's your pussy that's important.
He plunges it in my mouth and grunts with pleasure. He tells me I will need a slut name and starts listing what sounds like stripper names, settling on Nikki. Pulling out of my mouth, he takes my hand and drags me to the bed. He tells me he is going to make a woman out of me.
"So Nikki, is this your first time with a man?" Carried along by the momentum, I nod as he turns me to face the bed and makes me lie face down ass up.
"We'll don't worry, Nikki, I will be your teacher as we make love. Just do as I tell you, let go of your pride. I control you now, Nikki. You can call me sir."
He eases down my panties to my knee and tongue fucks my anus. I whimper with pleasure thinking this might not be so bad. He pushes two lubricated fingers inside me and tells me next comes cock.
"It'll hurt but don't fight it Nikki relax your pussy and take it all."
I scream quietly when he conquers my sphincter and deflowers me. Orders like he is driving a bus up there. He sodomises me mercilessly and all
I can manage is occasional screams of "sir". They sound more effeminate each time. He slaps my ass and" tells me that's the spirit, ride that pole".
Suddenly he has an idea and pulls me in front of the full length mirror so I can see him Fucking me like a bitch. To my surprise, I see a flat chested, short haired attractive girl getting railed in sexy lingerie. My will to resist breaks and I push back against him moaning "oh, god, sir. I'm so full of your cock! It hurts but I know I need to get you off.".
He flips me onto my back and gets between my thighs. He is straight in my ass and I scream a little. He looks me in the eyes and says "hey, princess, I just want you to know that its been an honour taking your virginity. Also the condom broke so I'm going to fill you with myt seed. Look me in the eyes AI cum, I want you to seethe much I enjoy using your sissy ass." He gropes my "breasts with one hand hand my clit with another. I get hard and wrap my legs around him. "Do it sir, cum inside me. The only purpose sissies like me have is taking semen from real men. Oh, god, I'm cumming!"
My ass spasms mightily around his shaft but my penis only dribbles jizz onto my stomach. The spasming sets him off and he smirks at me thrusting hard up my intestines. I can feel the hot sticky mess inside me and dribbling out. "Good girl, Nikki. You are a natural. Bollocking my cock clean and thank me. Then get out. When I want to fuck you, I'll find you, slut."
I walk to my room dribbling cum and mincing from my buggered asshole. |
