Flash in the Night Ch. 02

"I have been feeling quite unwell and will not be able to come to the office today and probably tomorrow. I hope that is ok with you." My hands were shaking as I clicked the send button. Still in my lingerie, heels and maids outfit, I was sitting on my desk as the knot in my stomach started to surface again. Scenes of what had happened the last hour started creeping into my head as I walked into the bathroom. I looked at the mirror and I got quite scared to see the face of a roughed up porn star, and not the premium, high class type. My wig was a mess, mascara was mixed with dry cum and tears all over my face. Mike had for sure degraded me just the way that I had fantasised for a long time. Did I really want this to happen?

My thoughts got interrupted as I received another message from Mike.

"Hey Sissy, I will be at your place in an hour. Make sure you clean yourself up and change your outfit. I want to see you in black and red and put some effort to please me or you will be sorry. When I come over, you will only crawl on your knees and will address me as Master. This is the last time I will remind you the rules. Remember the videos I have!"

My head was spinning from panic and terror of the situation I have placed my self into, as I realised that I was already walking to my room to freshen-up. I thought that maybe if I do as Master says.. Mike! I thought to myself, but Master kept ringing in my head. If I did as he told me, maybe he would be satisfied and would let me go after a day. I just had to make sure that he deleted the videos.

The warm water felt nice against my smooth skin. I cleaned my face thoroughly and scrubbed my whole body well. Every time my hands went over my caged cock I would jump. Only a couple of hours in the cage but with the facefucking action and humiliation my cock had become so tight and sensitive. "Make sure you put some effort to please me" kept creeping into my head as I was squatting myself down, using the high pressure shower head to clean myself up. I was actively making an effort to prepare myself for the pleasure of another man. What was wrong with me? That thought past my mind and quickly left when I saw that I had only 15 minutes left before Mike was here.

And done! Looking in the mirror I could not believe that this sexy little slut looking back was myself. As he requested I was wearing a red tight dress with a tight neck cut, open back and short length that reached just over my stockings. For stockings I had a dense pattern fishnet pair that I held in place with a black lace garter belt. Under the dress I was wearing a red thong, which I was wearing over the garters so I could take it off without removing my favourite stockings. I kept on the same red haired wig, with black thick mascara and red lipstick. Finally I slipped into my highest pair of heels which happened to be red. A 6inch "fuck me" pair that was impossible to walk with, but luckily Master has asked me to be on my knees and crawl, so maybe this would work. Was I feeling lucky that I would have to crawl in front of another man? I started feeling scared of my own thoughts.

I then saw in my sissy-bag something that gave me an idea. It was a cat mask that could hide most of my face, leaving my girly eyes and red mouth only exposed. This was a very sexy piece of accessory that would also hide my face in case Master wanted to take any more videos.

DING DONG!! the bell rung.

Quickly, putting the mask on my face, I rushed (as quickly as I could walk) to the door. Last second I remembered his request, as I fell on my knees before answering the door.

"That will do just fine." he said as he walked in my living room carrying what seemed like a suitcase. I was too embarrassed to look at him, so I kept staring at the floor.

"I like the dress and lingerie slut. I think we will have a very good week together. You might forget about your wife and want to move in with me when I am done with you." he laughed. "Now bring that sissy whore over here." he demanded as he stood in the middle of the living room, peeking into his suitcase.

He produced what looked like a blindfold from his case. "Since you want to wear a sexy mask, we should complete the outfit."

Everything went completely dark when he put the blind fold over my eyes. At least now it will be even better to hide from the videos I thought. I started getting a bit scary though as I could not see anything, so my hands went on the blind fold. SMACK!! I felt a slap across my face. "Keep your hands down you fucking slut." he roared.

"This will make you behave better." he said as I felt my hands being tied together behind my back. My face was still stinging from the slap, so I kept quite, even if I wanted to complain. Then I felt a leather material on my neck and then a click which I realised was a locked collar with a leash. I started imagining how I looked like on my knees in this outfit, with a blind fold, my hands tied and on a leash. I must look like one of my kinkiest fantasies, although it was me dressed up like that for another man. Could this be really happening, and why was it making my cock twitch in my cage?

After that he went away from me and was doing something with his suitcase as I could hear noises. A click here and there, zippers being opened, a series of sounds I could not really make out. After what felt like hours, I felt his presence close to me and then felt a pull on my collar. I followed, or rather I was pulled towards the sofa like a pet. Then we stopped. From the sounds I realised he was stripping off his clothes and then he sat down on the couch and pulled hard on my leash.

"Now, show me how happy you are that your Master's at home, you worthless slut." His hands behind my head guided me towards his crotch. I immediately felt the warmth and smelt his manhood, bringing memories from earlier that night into my head. I could feel the excitement building up in me as I took my tongue out to meet his familiar cock.

"Good girl. Let's see what you learned today, but be careful not to make me cum you slut. There are other plans for this load of cum."

I started bobbing my head up and down, taking more and more of his cock in my mouth. I was now doing it willingly and without any force and it felt really good. It felt right. I was sucking his cock and that is what I wanted to do. NO! That's not right, I am a married man and I am straight I thought and tried to get off his cock. He must have sensed it because he grabbed my hair and forced my head down his length again. I could feel tears building up against my blindfold.

Then I suddenly felt his hands lifting my short dress. He put my thong on the side and started massaging my anus. Oh God! I thought. This is too much. Then he grabbed my head and removed his cock, lifting my head to face him. He stack 2 fingers in my open mouth. "Suck those fingers well slut. Make sure they are wet enough, or this might hurt you more than it should."

Knowing where this was going, I tried to coat his fingers with as much saliva as I could. He took out his fingers. "Continue your work whore." He said as he moved his fingers against my asshole. I leaned forward and searched for his cock with my mouth.

His middle finger was now pushing against me virgin tight hole as I continued sucking his cock. I could not concentrate on the blowjob while he was exploring my anus which mast have annoyed him. "Did I tell you to stop sucking, whore?" he said, pushing my head down with his other hand.

After some time of pressure his finger went past my defence with a pop. It felt really uncomfortable and I started twisting my body but he held me still. He started moving his finger around and the uncomfortable feeling started giving way to something weird. Something that wanted me to both scream for him to stop but also beg him to continue. I tried to concentrate on my felatio when his second finger pushed its way in.

He continues his exploration in my ass with his finger for some time. By now most of the bad sensation had subsided, and I mostly felt a hunger. Like there was an itch that he was almost scratching but not quite on the spot. I wanted him to continue, I wanted more!

I took his cock out of my mouth and said in a very low voice. "I think I want you to put your cock in."

His fingers stopped mid-action. "What was that now slut? I didn't quite hear you."

I was already in heat but tried to master more courage to say, "I want to try your cock in my ass."

"Well sissy, you will have to do better than that if you want me to think about it." He was now playing with me.

"Please, I want you to fuck my ass." I said, hoping that this would do the work.

"I am not sure I am convinced slut." He wanted to humiliate me, make me beg for his cock more! Well in that case..

"Please Master, put your cock in my virgin pussy and make me your sissy girl." I shouted.

"Do you think you deserve my cock slut?" He said while I could feel him standing up.

"Yes, please Master, I will do anything you want if you fuck my boypussy."

"Be careful what you wish fore sissy." was his warning as I felt his cock against my hole.

It was wet from my sucking but he was not using any lube. I started feeling his head stretching my hole and it was hurting like hell. "Please, stop I cannot take this. It is very thick." I pleaded.

"Because its your first time, I will use some lube, but that is my last offer. You will take my cock the way you begged me to and I will not hear a sound from your sorry mouth." He said as he went away, probably to grab the lube.

I felt something cold against my asshole and moments later his cock head was pressing against it again. Now it started stretching me faster as it was slippery and suddenly it popped it. "MGHGMGHM!!" escaped my mouth as I tried to drown a scream as I felt that I was being torn from inside. I was happy enough that he didn't push further for a few moments until the stinging pain started subsiding. Then he pushed forward.

I was not sure how much of his cock was in but I was feeling as full as ever. He was fucking my ass for what must have been a couple of minutes where I was not feeling comfortable at all, until that sensation started creeping in again. The need to scratch the itch.

"Oh yes, that feels great." I said.

"You like my cock slut?"

"Yes Master, fuck my ass."

"You are my little cumslut whore?"

"Mmmmmm, yes! I am your sissy whore Master." I said out of breath.

"Your ass belongs to me now sissy. This will be your life from now on. You will be begging me to fuck your sissy cunt."

"Oh my God, yes Master, please fuck my sissy cunt. I am your sissy pet." I was not thinking what I was saying anymore. His fucking was hitting that spot that made my thoughts empty. My brain was only concentrating on the itch and his cock fucking its way to it.

"Get ready to be bred slut. After this you will be my sissy forever." He said as his rhythm became faster and harder.

I could not take this any longer, his fucking my ass, hitting the spot over and over again, the humiliation that I have endured and his facefucking, the clothes that I was wearing and the mental picture of this extremely sexy dressed slut being tied and used got me over the edge as I felt a really strong orgasm building in me.

I was really close to releasing that orgasm when I felt his hot seed filling my bowels. "Mmm take that you fucking cumdump." He screamed.

My own orgasm didn't quite come as I expected. Instead I sensed a few drops escaping my cage while I felt what must have been the worst ruined orgasm ever. I immediately came back to reality and thought of my situation with a dreadful sense of humiliation. I wanted to scream and run when I felt him coming out of my ass.

I felt something cold being pressed against my ass again and it went in quite easily. It felt like a butt plug.

"This will keep my seed in your sissy cunt for the night." He said laughing.

With my hands behind my back, face down on the face, butt plugged and stretched, I was too scared and tired to move. I kept completely still for what seemed like hours. In the meantime I head more noises which I could not understand.

I felt his hands remove my blindfold and the light suddenly filled my world. It was too much at the beginning and I had to close my eyes to adjust. Coming back slowly I saw him standing over me holding a pair of headphones and a VR headset.

"What is that for?" I said with a trembling voice.

"This will make the next few days easier for you sissy." he said with a big smirk.

He put the headset on my eyes. There was a video playing. It was not any video, it was me sucking his cock and being facefucked. Other images started flashing. Wait. was this.. it was me in my red dress being fucked like a whore on my couch.

"What!? when did you s..." then I could not speak anymore as a gag was locked around my head.

"This will keep you quite as you reflect on your situation sissy. You are my pet now and the faster you accept it the better for you." Then the headphones were put on my ears.

A rhythmic female voice echoed. "You are a sissy cocksucker, your place is on your knees, you crave black cock cum..."