Sissy photo shoot peril

by BillyBoy

25 Mar 2022 2833 readers Score 9.1 (19 votes) PDF Mobi ePub Txt


His studio was at his house. He seemed ok at first. It seemed like he was trying really hard to act normal, but he wasn't. I'd been looking for a discrete professional to do some glamour shots of me in drag. A few of the men I online chat with said they would love to see me all dressed up pretty. My own attempts at make-up and taking selfies in my room with my phone just didn't turn out very well. I've never actually been with another guy. But I know I'm going to at some stage. I'm just getting there, I think. Anyway, this should be fun! 

This guy was cheap. He said maybe even free if I'd let him display my photos on his webpage. 

I arrived a half-hour late. The lady at Macy's took a long time making my face and nails look amazing. I'd purchased a nice long blonde wig for the occasion. She did a wonderful job setting it up just right. So I thought it was worth it! I was in a long purple chiffon prom dress with a long, high slit going all the way up to my hip. And I've got lots of white lace lingerie on under it, too. I was ready! I guess my excitement and anticipation fogged the reality of the cluttered and unkept home I was stepping into. And walking in the 6-inch pumps kept me distracted as well. 

The studio was in his basement. He had me by the hand, practically dragging me down the dark narrow stairwell. He kept looking back at me, smiling. But not a nice smile. More like the cat that was about to eat the canary. As I stumbled down the stairs, things got very quiet. It's pretty dark and silent down here. All I could hear was the swishing of the soft chiffon as I carefully tiptoed down each step. I suddenly realized where I was, and what could happen. But it was too late. The stairs were steep. His grip was tight. I was falling down deeper into his lair. 

Hoping for the best, I took a deep breath following him into the 'studio'. I was relieved to see a large white backdrop, a cute padded chair, and some professional-looking photo lights. There were 3 cameras set up on tall tripods around the stage. He was ready for me. 

"Ok, let's get the rest of these items on you and we can begin." 

Strangely, he was holding a pair of silver police handcuffs and a black leather dog collar. 

"What are those for? I was just going to pose for some glamour shots."

He looked me right in the eyes with a stern, almost angry expression. 

"You saw my webpage. Don't fuck around with me. You were late to start. I don't have all day, you stupid bitch!"

As he was finishing talking he was turning me around, cuffing my hands behind my back. His webpage was flipping through my mind. I was confused. I didn't understand what he was talking about. This wasn't going according to plan at all!

The cuffs were cold and tight. They hurt my wrists. Stupid bitch? What the fuck?

He roughly pushes me back, sitting me in the chair. It didn't move. It's bolted to the floor somehow. The cuffs behind me are locked to the back of the chair now. He quickly has the dog collar up in my face. I cringe, expecting him to buckle it tight around my soft, girly neck. But the wide leather strap presses against my lips, forcing my mouth open. He pulls it in, wrapping it around my head. It smells and tastes like old leather. Click. The thick leather gag is secure. And I'm fucked.

Now that I am bound and helpless, he slows down. He carefully points each camera in my direction. It made me even more uncomfortable having them looking right at me. Like I'm part of a show. I didn't expect I'd be camera shy. But this was something else. A large monitor comes on, brightening the room. Then another. Then a third. They are all in my view. Two of them are connected to the cameras. I see myself framed and staged on the chair. Like I'm looking into two mirrors. I see a tall slender blonde hair girl sitting there, all alone. My purple prom dress is flowing over my legs, nearly down to the floor. I'm pretty!

But of course, the girl is cuffed and gagged. With my arms pulled tightly back behind me, my chest is poking up and out. The tight dress is stretching from my girly curves under it. Under the dress I'd used generous C cup breast forms, stuffed inside my sexy white lace corset. My legs are free so I spread them a bit to get a little more comfortable on the chair. 

"Ooops!" 

My dress slides to the side, falling open between my legs. I can see my long slender legs wrapped in the smooth silky stocking and my white high heels in both monitors. My legs are completely exposed all the way up to the lace tops of my white stockings and garter straps holding them up. I stare at myself. Wondering what is to become of me. My captor is quietly rummaging around setting up the monitors and other tasks. I hope he is at the least going to take some photos too.

The black strap gag has my mouth jammed open but filled with thick leather. It's pulled tight across my cheeks, keeping my mouth from speaking, or from moving at all. I look and feel very vulnerable. And I should. 

"Don't worry, baby. I'm going to give you everything you signed up for. And maybe even more. Ha Ha!"

"Mummphh!"

He begins to move closer and closer to me. I've been distracted watching myself in the monitors until now. He is right in my face. He's rolled a table with a TV monitor on it in front of me. 

"I know you remember what you saw. But I have more for you to watch while I get ready."

The monitor flashes on.  His webpage is there. He clicks a few times and up comes a video. I didn't see this! He moves back into the darkness behind the cameras. 

A girl, or a sissy like me, I couldn't tell at first, was in the same chair, sucking him off. He was naked except for some leather straps wrapped around him like a harness and a black jockstrap with a hole in it where his cock came out. His uncut cock was long, fat, and ugly. It was shiny from her saliva dripping from her mouth. She was cuffed to the chair just like me. There was a gag with a ring in it so his cock would fit through the hole. So she was still gagged and helpless. Her pretty pink clothes and underwear were mostly ripped off, hanging on her. The backdrop was lit up with the image of an old rock grotto or dungeon. He was pulling her head close, pushing his cock in deep, as she choked and gasped for air. His hand was on one of her tits, squeezing really hard. I could tell it was painful as she was wiggling, trying to get his hand away. He was being pretty rough with her. A few times he would let her catch her breath, pulling her head back by her hair and slapping her face hard. He was yelling at her, but I couldn't make out what he was saying. She was crying and begging him to stop. But he just kept going. 

I started squirming. I didn't sign up for any of this!

"Mummphhh!"

He emerged like a ghost. I jumped and tried to scream. He scared the shit out of me. He was wearing a black T-shirt and tight black briefs. The shirt had the image of a red devil's face on it. It wasn't cute. 

He is rubbing his crotch and pulling at my dress. I am squirming and trying to speak. There has been a big mistake! I need to tell him! I can see my desperate eyes on the monitor. Then I see his long, fat cock in my face! All the cameras are on. The lights are shining in my poor, stupid face. Here it is. It's going to happen! Fuck!

"I like your tits'. I'm going to start there."

He pushes my knees together, steps over them, straddling me. His cock is hard as a rock. He is right in front of me. He moves even closer. His hands are on my breasts, squeezing. He is climbing on me! The front of my dress is roughly pulled down, exposing the pretty lace corset and my fat C cup tits.  He moves up sliding his cock between the breasts. His hands are pushing from either side. He starts rocking. He is looking deep into my eyes. 

"Look at me, bitch!" He slaps my face hard. I'm starting to cry.

"I'm going to fuck you just like you begged me to. And no one will hear your muffled screams, my dear. I'm going to fuck you like a whore!" 

He is moving up and down faster. He looks at me, closes his mouth, then spits in my face. What the fuck? I can see on the monitor my eyes are as wide open in surprise as they have ever been. Fuck!

By the time he finally comes, my corset and fake tits are down around my tummy. He finished off squirting all over my neck and face. He had been squeezing my bare tender nipples and chest. And by then, they were really tender!

He gives me one more little slap on my face and disappears back into the dark reaches of the room. I hear water running then a beer open. After a few minutes, he returns.

In his hand are some leather straps with a complicated metal gadget hanging from them. If you've never seen a dental, or medical gag, you should Google it. It is nasty!

The clamps spread my mouth open until it couldn't open anymore. The leather straps pinch tightly around my face and head, holding it in place. All I could do is say "Ahhhhhhh!"  Once the gag was in place, he added a nose clip, pulling the cords up over my head. The short metal hooks with big round balls at the ends of them were deep in my nostrils. The cords pull my nose up and back so I look and felt like a pig. They are really, really uncomfortable, and look humiliating. And that is the point, I am sure.

I'm here for the duration. No matter what I think. And he knows it too. 

"You're going to be a good little bitch, aren't you?"

I shyly nod.

"Good girl."

He kneels next to me. His breath on my face. His hand lips slowly down, over the front of me. Over my red, sore tits. Down below my naval. Into the dress, over my panties, into my crotch. His warm wet lips kiss my cheek. I look over at him. He is smiling. 

"After this, I'm going to throat fuck you like a worthless slut."

I nod again.

He kisses my neck and licks my face while he is jerking me off. He says he loves me in the girly clothes and he loves my cute little boy butt. He says he is going to fuck me there too. With the metal gag in my mouth and his hand squeezing my cock, all I can do is mumble that I like it. 

When I come he laughs and tells me I'm his forever. 

He power fucks my mouth three times over the next couple of hours. When I am completely exhausted and dripping with his nasty, sticky cum, he pulls me from the chair and bends me over it. I've never been fucked before. He said I was good and tight, just how he likes his bitches. 

A few weeks later I get a notification I've received some cash. My account has $2000 dollars in it! I get a text from him telling me that id just the beginning. he says we have some requests for more stuff to do. He wants me to come over again very soon. I wasn't so sure about that.

What would you do?

Billy

by BillyBoy

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