Nasty Time in BDSM

by BillyBoy

19 Nov 2023 2645 readers Score 9.3 (19 votes) PDF Mobi ePub Txt


She was pretty. Dark hair and large tits wrapped in all black leather and vinyl. Very sexy.  I'm bi and I have a lot of time on my hands, working from home. I spend plenty of time surfing porn websites and chat rooms. I've done OK hooking up with a lonely housewife or two but my real fetish is having gay sex with men while I'm in a prom dress or some other young girl's outfit. But my experience, limited as it it, is that most guy guys are more like me, submissive and looking for a Domme daddy to take them away. Victoria offered to fulfil a lot of my fantasies. She says she has friends who enjoy fucking guys in sissy attire, and she sometimes participates as well. There will be hoods and masks so everyone's identity will be safe. I've often dreamed of being dominated by a stern, nasty woman. And by having another guy there to fuck me too, I might have found the right place to spend my next weekend. Her rates were really cheap. $100 for the weekend. All inclusive. I shared all my deepest, darkest fantasies, ands she signed me right up. 

I arrived on time wearing a white and pink maids outfit, as she had picked out, sent me the information, and required me to purchase. I thought I wouldn't have to pay anything more, but I was eager to follow her orders and paid for it anyway. I was in a tight silky white blouse with a vintage type pink lace longline bra and matching pink lace panties under.  The pleated skirt was also white and very short. I was wearing a pink lace girdle, vintage as well, with garters hanging down holding up my back seamed ivory white thigh high stockings. Shiny white flats finished the attire. I'd been instructed to make up my face best I could to look like a real slut. Lots of red lipstick, rouge on my cheekbones, extra long black eyelash extensions, and dark blue eye shadow. I looked like a clown. The make up sort of ruined the moment for me. I kept looking at my silly face in the car mirror. I almost didn't ring the bell. But, I've come this far, I thought to myself, so here I go! 

The door quickly opened, like she was waiting right there for me. "Get on your knees and come right on in." She ordered. She was beautiful in her all black lace bodysuit and black high heels. 

I knelt on the welcome mat and slowly crawled inside. "You wanted to be my bitch. Is that right?" I wondered why I was here again. I choked up, I couldn't reply. I shyly nodded. The door closed loudly and abruptly behind me. "Keep crawling." I started to shake a little bit. Once I was in the middle of the living room, she came over to me holding a leather mask up to my face. It had straps and buckles all over it. There were no eye holes but one large one where my mouth would be. "Look up here, sweetie." I raised my head to look at her pretty face. Next to her was man, older and large. Hairy, with a full beard. I was startled not knowing anyone else was in the house. I froze, not knowing what to do. "Well, I told you. What do you think?" The man looked at me, then back at her, nodding and smiling. Victoria lifted her phone and took a couple of pictures of my face. The man took a few also. And just like that, it began. As the mask was quickly pulled over my face, and buckles and straps began to stretch it tightly around my face and head, I heard her say "OK, let's get this party started."

I was lifted to my feet, my hands cuffed in leather in front of me. Then a long vinyl sleeve was pulled up over my hands and up my arms almost to my shoulders. It was laced up to hold my arms securely together. A long fat rubber dildo was pushed through the hole in front of my mouth, spreading my lips, opening them all the way. As I exclaimed, "Oh Fuck!" my jaw widened. I could feel the fat mushroom head of the dildo and it's thick veins on the sides with my lips very clearly. The head was extra fat, filling my mouth completely, like a ball. It went in deeper and deeper. When the tip hit the back of my throat I let out a muffled "AHHH!" "Right there." She said. The dildo moved back away just a bit, then it was somehow secured there, gagging me with a huge, really really big fat cock gag. My mouth was as wide open as possible. I was struggling to get more comfortable with it filling my mouth from cheek to cheek. The mask covered my eyes. It was buckled tight all around my head. The front of it pressing firmly against my cheeks, chin, nose and forehead. I looked around in total darkness. "Mummphh." I was helpless. 

George had met her on the same website. He as also impressed with her stunning, sexy looks and offers to fulfill a perverted middle aged man's nasty fantasies. He also would have enjoyed her being part of the party, but she made it clear to us both she was there for supervision only. "But, you never know." She teased.

I heard them talking as they led me into who knows where. Down some stairs, through some hallways, then behind another loud, solid door. He was complimenting her on how well she had planned and executed his desires. The outfit I was wearing, my clown face, the vintage pink lace underwear, all of it. I realized these were all his ideas. His hand was on my ass the whole time. Pushing me forward and squeezing my cheeks. Every once in a while he would slap it, like I had been a bad child.

A few minutes ago I thought I was the one having my fantasy filled. I wanted to be a loving maid for some sexy man to play with and treat me like a shy little girl.  She had made me into his fantasy sissy fuck toy. I wasn't sure if If I was all OK with this now. Suddenly I felt like I wasn't the one in the center of attention. I was the side show. Just a piece of gay fuck meat. It all felt so different. I was trying to get my head around how the scene had changed so quickly. Was this going to be OK. Would I like it? But I also realized, it was already way too late. 

Once I was bent over a heavy, padded BDSM bench of some sort, securely strapped down, the man moved close in behind me, lifting the skirt and pulling my panties down around to my knees. His large hands were rubbing my ass and spreading my cheeks. I felt him kiss the side of one of my butt cheeks, then he kissed between them. His hands were running up and down the length of my silky stocking clad legs. "You taste nice, by bitch."

He leaned up over me and began groping my chest like I was a drunk prom date.  Victoria removed the tape covering my eyes. She was wearing a sexy wet leather looking vinyl top and tights. She was so fucking hot! She lovingly stroked my head and kissed my leather covered cheeks. "When he is ready, he is going to fuck the shit out of you. You know that, right?" I let out a muffled moan of distress and worry. A whiny little squeal. "Don't worry, baby. I'll be sure he doesn't hurt you. Much." And then she laughed. 

The man's face was right there too. He was kissing my neck and squeezing my tits really hard. He was laying on me pressing my body down onto the padded fuck bench. "You are such a pretty little fuck whore. I wanted you to look like a whore, and you did. I'm very pleased and impressed. I'll treat your tight little sissy pussy extremely well today, my bitch." I could feel the girth and length of his slippery cock sliding between my ass cheeks. Some time soon he will decide to poke it inside me and I'll know what it's like to be a real sissy fuck toy. Yep, this would be my first time actually getting fucked. I've played with some guys while dressed, but I never actually went all the way through with all of it. Not like today. 

The groping and chit chat lasted for a long time. But eventually he was prepared to give me a good hard fucking and cum in my ass. Or at least that was what he promised me. All of this was putting me into a daze of being a submissive little girl slut. I was actually enjoying being the subject of his attention. Was I falling in love? I was thinking crazy!

Victoria was still there as well. She had spent plenty of time pinching my nipples and pulling at he sexy underwear I was wearing too. George was settling in behind me, reading himself for a pleasing fuck. Victoria spoke something to him. He was rubbing the tip of his thick cock up against my butt hole. But he wasn't pushing in. Not yet. Victoria spoke to me. 

"I've decided to have a little fun today with you too. I hope that's OK." I didn't know what that meant. But what else was I going to do? I nodded. I was able to look up at her as she removed her leather top and dropped her tight leather tights, stepping out of them. The front of my mask was jiggled with until the cock gag was loosened and slowly removed from my sore, drooling mouth. I gasped for air. "Thank you."

She took my head in her hands and pressed one of her boobs in my face. "Suck the nipples, sweetie. Suck them hard. I like that."

I opened and took a big brown erect nipple in as far as I could. I sucked and sucked ands sucked. "OK, George. You can start whenever you like."

With her big tasty boob in my mouth, I felt George begin to press. I knew I should relax and let it happen because fighting would just make it hurt. I tried. he wiggled and pushed until finally my cheeks spread and my hole opened for his big ugly fuck tool. He had a firm grip on my hips as he pushed relentlessly inside. How fucking long is this thing? The lube was dripping down the inside of my thighs. "Take it all you little whore!" I tried to gasp and scream but I was sort of gagged again with Victoria's nice hard nipple. She was pulling my head into her bosom firmly. "Suck it, you bitch!" I did. And I took George too. Fuck!

George didn't want to cum too soon. he pumped me for a few minutes but stopped for a breath sliding all the way out of me, resting for a minute. Victoria looked me in the eyes, then kissed my wet, drooling lips. "You are doing so well! I have a surprise for you, you little cock slut."

Her boobs moved up above me. Her hands stayed on my head, holding it firmly. She pushed her shiny vinyl panties down and out popped a huge, hard cock. "Be a good boy and suck this for me too."

I could barely speak, but I was able to voice my surprise. "What the fuck?"

"Ha! I guess he didn't know?" Laughed George. "Let's finish this little bitch off."

Victoria's cock filed my mouth. George went back at me from the rear. "Suck it like the little whore you are, Billy. Suck it real good or George and I are going to ruin you." Victoria was being pretty stern. I felt like I better obey. I sucked and sucked and sucked. It went on fucking forever!

Next thing I know I'm on a bed in the basement bedroom. The sheets are rubber or something. I supposed I'd passed out somewhere between them switch off from my mouth to my ass hole. I was wet and slippery everywhere. I was down to jus the girdle and the bra. My hands were no longer cuffed and the mask was gone. There was a bottle of water on the bed stand. Was that it? 

"You back with us, Billy?" Victoria called from upstairs. I tried to reply, but it took a minute. "Yes. Yes I think I am."

"That's good, 'cause I'm in a mood. Get a shower and drink some water. I left you some clothes in the bathroom. Get dressed and get back on the bed. You have 15 minutes. You hear me, bitch?"

"Yes, Ma'am!"

As I dried off, I noticed the outfit she had laid out for me. There was a black leather bra with holes where my nipples would be. Leather panties with a tight sleeve for my cock and a hole in the back where my butt hole would be. The bra and panties have straps and buckles like they are some sort of bondage outfit. There were 2 nasty looking nipple clamps hanging on the bra. And the cock sleeve in the panties had straps and rubber rings everywhere like my package would most likely be bound and strapped up tight when everything was secured. Those 2 items and a dog collar was all that was there. I put them all on and made it back to the bed just in time. 

Victoria emerged from the hallway dressed in all leather straps and silver chains. Her boobs were strapped up tight in a leather top. She was holding a long silver chain. Her cock was hanging down, half hard, and angry. Her hair was pulled back and put in a bun. She was starting to look like a guy again. I was sitting on the bed, scared shitless. She took the chain and clipped it to my collar. "Don't you think about doing anything except exactly what I tell you. You got that, bitch?"

"Fuck."

After I sucked her pretty good, she was hard and ready for more. She used some leather cuffs that were attached to the headboard to secure me to the bed, face up. The rubber sheets felt weird under me. She roughly pulled each arm over my head. She was in a mood. She started fucking with me. "I fucking hate you, you little cunt."

Once secured to the headboard, she climbed on me and plopped her cock on my chest, between my nipples. Looking down at me, she continued. "You really need to be punished for being such a cunt." One clamp squeezes my tender nipple. "OH!"

"Shut up, Billy. Shut up or it will be much worse." The other clamp is positioned and squeezes hard. "Oh Fuck! Veronica?"

From the side of the bed a large roll of black industrial looking black tape emerges. Heavy black cloth tape. She pulls a long piece off, ripping it from the roll. "Shut your fucking mouth, bitch."

My lips press together. My eyes are wide open. What the fuck is going to happen to me? The clamps really hurt. The tape covers much of my face. She presses it firmly against my cheeks and under my chin. My legs are raised and she pushes herself under me, sticking her long hard cock inside my cheeks. And the fucking began. She fucked me like I owe her money. She fucked me like she hates me. She slapped my face and spit on it. She pulled the clamps until my nipples were red and bleeding. She hammered me so fucking deep. After what seemed like hours she jerked me off while she finished deep up my ass. We were both exhausted. Mostly me.

"If you ever decide to come back here again, it will be much more like this, fucker."

by BillyBoy

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