Since Halloween is coming up and is a fav time for me, I thought I would blog last years evening out. It was a few weeks before Halloween and I had broken up with the guy I was dating. I decided to have some fun and let loose and attend a Halloween Costume party at the local pub with a girlfriend. Being single again was good but I hadn't had sex in a few weeks and was very horny. My sex drive being very high needs to be satisfied regularly. I wanted to be wild but deciding what to wear was the hard part.

I am a relatively good girl but I have always had a sexual fantasy of dressing like a hooker, being nasty and used, but it isn't something easily fulfilled in my day to day world. I decided that Halloween would be the perfect time to dress up really slutty and be somewhat anonymous and have fun. I invited Trish to join me but she was working until 7 or 8 so made arrangements to meet at the bar around 9ish.

I really wanted to look the part so I bought a black latex skirt and a pair of crotchless fishnet hose. The skirt was shorter than I would normally wear, but for my costume it was perfect. I found a skimpy dark red halter-top that revealed my midriff and tits very nicely and some gaudy hoop earrings and a necklace at the goodwill. I rented the rest of the outfit, along brunette wig and black jack boots from a costume store. The boots came to just above my knee and flared slightly at the top. They were a little snug so I spent two evenings at home walking in them, just to get used to the 4+" heels. God my ass looked amazing when I put these damn things on.

I had booked off work and got ready to have some fun. It was early evening so I decided to take my time and prep myself for an "anything goes" type of evening. I had a nice long bath and a few glasses of red wine. I finished the bottle of red and ordered a pizza. I ate and got into a few rum and cokes while I applied a liberal amount of makeup as i thought a hooker should look like. After pinning up my hair I bent over and positioned the brunette wig on my head. I flipped my head back and looked in the mirror. I didn't look half bad as a brunette. The wig was great and looked real.

The black latex skirt fit my hips like a glove and my breasts filled out the red halter-top nicely. I decided to go commando (as the guys put it) because of the crotchless fishnet stockings. I tried panties on a few times trying to decide but ended up not wearing them, didn't feel right and I had panty lines. The skirt was short but my ass and pussy wasn't hanging out so at least I wouldn't be arrested for indecent exposure. This was actually becoming fun. I could play the part of a hooker, fulfill my fantasy and everyone would think nothing of it, after all it was Halloween. To be honest I was feeling quite naughty, like a real hooker. I definitely looked the part.

I went back in the bathroom and finished my makeup. Using black eyeliner I accented my eyes and put on some fake eyelashes. Even though I was playing a hooker I didn't want to look too trashy or fake. I took my time and placed a few rhinestone gems along my eyelids, going for the runway model, "hey its halloween" eccentric look. I accented my blue eyes with dark eye shadow; then used lip liner and a shade of red lipstick that matched the dark red halter-top.

After I put the boots on, I stood in front of my full-length mirror to see how the costume looked. It really wasn't that bad. The approach on the makeup turned out pretty nice. The stiletto heels on the boots gave me an extra 4-5" of height and made my ass very prominent. I felt confident and sexy while I moved and strutted around, in front of the mirror.

Well by the time I had things together it was after 8pm so throwing a few necessary items like make up and condoms into my black leather clutch purse, I left for the pub. I admit I should not have driven as I had a lot to drink by then. When I got there, there were no close parking spots; apparently a lot of other people thought the costume party was a good idea as well. I found a spot in a parking lot two blocks away. It was a cool night and I felt a chill and my boobs stiffen in the chill. After locking my car I headed to the bar. I felt a little nervous because I was away from the well-lit main street. The dark storefronts that are normally busy during the day seemed menacing and lonely at night and the chill in the air didn't help. I walked brisquely and when I got to the main street and turned onto the well lit sidewalk, I felt a little safer.

A few cars honked and a few guys shouted catcalls at me. Feeling no pain and loving the attention, I was very tempted to walk to the curb just to see if anyone solicited me for the night, but it was cool and I continued walking to the bar instead. I know a few people that come to this bar, but decided I would not let them know my identity unless they figured it out. Of course Trish would know me but if no one figured out who I was, I could act like a hooker all night and not feel guilty the next time I saw them.

People were standing inside the door; the place was packed. I paid the $5 cover charge and entered the warm bar. The bartender looked at me but I did not see any recognition in his eyes. Purposely I lowered my voice and spoke slower to order a rum filled Halloween drink concoction they had on special.

"You look pretty hot. Baby!"

"Thanks," I said in a fake sultry voice feeling the part.

I got my drink, paid him and walked away, I knew he was still watching me  and made an extra effort in my walk. I continued into the bar with my rum in hand. A few women glared at me like I was a pariah for their men to avoid which made me feel sexy, but for the most part everyone was laughing and having a great time. I didn't know many of them by name, but recognized a few local people. The live band played dance music but I didn't see Trish anywhere so I went to the dance floor to scope it out. A group of older costumed guys surrounded me, hooping and hollering while they made obscene gestures. I played along with them, bumping and grinding a little, dancing like a stripper. One of the guys approached me leaning in.

"How much do you charge?" He said in my ear.

"Depends on what you want big boy?" I said playing along.

"I want it all baby!" He screamed and smiled.

"That would cost you a hell of a lot." I said teasing him.

"I'll pay. I promise." As he stared at my cleavage. "Yeah right, put your money where your mouth is." I playfully said.

"He pulled his hand out of his pocket and held out a $50 and shoved it in the front of my top into my cleavage.". I was a little stunned and looked at him for a sec. My God he was serious. He grabbed my hand and pulled me off the dance floor. I hesitated for a sec. He let go looking back at me a little puzzled. I guzzled my drink and excited and turned on by this I threw caution to the wind. If I was going to be a hooker and play the part, I better do it right. He grabbed my hand again and pulled me along into the men's bathroom. I looked around at the stalls and went to the end of the row and opened one near the far wall, he followed me in and closed the door.

The music was still a little loud as I tried to speak into his ear without broadcasting what we were doing "For $50 bucks I will give you a blow job." I told him. "Awesome!" Is all he said as he unzipped his pants. I turned and quickly put some toilet paper on the seat and sat on the edge careful not to touch anything. I grabbed his half hard cock in my hand and took him into my mouth.

"Oh shit, your mouth feels incredible bitch!" He said putting his head back. I was in my glory and feeling like a slut. This stranger must have been 20 years my senior, so I guessed he was maybe married or divorced. Definitely not getting fucked regularly so probably full of cum. His cock was like a rock in no time. I stroked him at the base with my hand while I sucked the top half with my mouth. My cheeks went concave from sucking so hard. He pulled it out and tapped my lips with it for a moment.

"Damn, slow down I want to enjoy this." He said. "You paid, I provide. I don't work on a time clock." I told him now getting right into the role. I grabbed his cock again and started sucking, stopping every now and then to stroke his male ego telling him what nice hard cock he had.

"I wanna fuck you!" He told me pulling his cock out of my mouth. I hesitated but suddenly blurted out, "That costs more."

"I already paid you $50." He wined. "Your getting your blowjob for that." I panted still holding his cock in my hand.

"I didn't cum yet." He argued. In a slutty firm voice I told him, "Tough shit, that's your choice. If you want to up the ante, it will cost you another $50."

He struggled in his wallet to get more money and a condom. It was obvious he drank a little too much by the way he swayed now and then. He handed me another $50, which I shoved into my halter. I grabbed the condom from him, opened it and rolled it over his throbbing cock and turned to place my hands on the bathroom wall, straddling my legs over the toilet. He pulled up my skirt up to find my crotchless fishnets.

"Damn, you really come prepared!" He said as he drove his cock into me, taking my breath away. I couldn't believe I was actually doing this. He wouldn't remember it in the morning anyway, but he would probably wonder what happened to all his money. He grabbed my hips and fucked me hard, grunting and moaning the entire time.

"For a hooker, you sure have a nice tight pussy." He grunted.

"I aim to please big boy. Oh baby your cock is so big," I cooed, to try drive him to cum sooner.

He really did have a nice cock, and he fucked me hard, I was very excited and tried not to show him I was enjoying it. He grunted harder and louder right before he rammed his cock into me one last time. I felt him hold me tight and he began pulsing inside me, filling the condom. He almost fell over leaning his weight over my back; as I drained him. I straighten while his cock slid out; I turned and removed his condom and assisted him to pull up his pants. He tried to kiss me, but I stopped him. "I don't kiss my clients."

"Oh come on, just one little kiss." He insisted.

"No, not unless you want to pay me another $100."

"$100 for a kiss?!" He complained

"Yep." I said curtly.

"Never mind, I think I'm broke already." He said as he straightened himself a little

Reaching around him I undid the lock on the stall and slid by him and left. I passed someone coming in who eyed me up and down but didn't stop me. I went back to the dance floor near where his buddies were and looked around for Trish. When he came out of the bathroom he looked like he was almost spent for the night and went to his table to sit down. He talked to someone at the table and pointed at me, so I looked away and continued to dance my little hooker dance to the music. I ordered another rum drink from a passing waitress and glanced over at my first ever client. He was no doubt telling his buddies about me. The waitress came back with my drink and I drank most of it, being damn thirsty from the blow job.

His friend at the table came to the dance floor and slipped between people to get to me."I hear you're a working girl." He said looking me up and down

"Maybe, maybe not." I played.

This guy was closer to my age but still a little older. I nodded my head toward their table. "He a friend of yours?"

"Yeah, my big brother."

"Oh, so you wanna fuck the same girl your big brother did?" I teased.

He grabbed my wrist and pulled me closer. In his other hand he flipped open a leather wallet with a police badge in it, then flipped it closed again. "No, I think I would rather arrest you for stealing his money while he's drunk."

Damn, I thought as I felt the blood drain from my face. I never thought of any ramifications of dressing up like a hooker. Sneaking into the bathroom for a quickie and getting busted was not part of my plan. My heart was thumping in my throat, I stuttered slightly, scared.

"I'm not really a hooker, I'm just dressed up for the costume party." I told him. He reached inside my halter-top and withdrew the two $50's. "Then explain where the hell these came from." He said not believing me.

"I guess it doesn't look that way but really its Halloween." I told him.

"What?" He said.

"Never mind. Can we talk this over, can't you just give him back his money and let me go?" I pleaded.

"Maybe, follow me." He commanded while putting the 50's back in my top.

He held onto my wrist, I suppose to keep me from bolting. My knees were shaky and I was panicking a little. We went out the front door of the bar out onto the sidewalk. He looked both ways and pulled me in the opposite direction that I had come when I arrived. He kept looking around before he finally turned into an alley and dragged me into the shadows.

"What the hell are you doing?" I said angrily. "Shut up bitch!" He said pulling me along.

"This isn't how cops arrest people." I yelled.

"The only arresting I'm gonna do with you, is when I tell you to bend over."

"You can't do that." I protested.

"I can and I will, or else I will have you hauled in for prostitution."

"What are you saying?" I said pulling away from him.

"I think you know what I'm saying." He said as he pulled me into him.

"If I fuck you, you won't arrest me?" I bargained.

"Yep. It's your choice. Jail or a good fucking."

"But I'm really not a hooker. I tried to tell you that." I pleaded.

"What you did in there was prostitution, plain and simple." He argued.

"You can have the $100, I wont take it if you fuck me." He told me.

I tried to leave, but he grabbed me and shoved me against the brick wall. I started to scream but he covered my mouth with his hand. Damn, what the hell did I get myself into. I was beginning to get really scared now. He could rape me, beat me and leave me lying in the street. If anyone found me dressed like this it would be bad for me. I needed to think fast. I steeled myself and glared at him, trying to talk through his hand. He pulled it away.

"Don't you dare scream bitch or next time I will arrest you!"

"Ok, go ahead and fuck me, just get it over with." I relented.

"That's more like it." He said.

He looked down the alley and pulled me further along, until he found a spot he liked. There was a wooden crate sitting beside the back door of a building, that he shoved me bent over and face first onto. My pussy was fully exposed to the cool night air. He grabbed a condom out of his wallet and fumbled putting it on.
"Never can be too careful with you hookers. I don't want some disease." Hissing at me.

"I told you I'm not a hooker." I shut my mouth and didn't say anything else. He grabbed my hands and pulled them behind my back to hold me in place. His fingers felt my hot pussy.

"Damn, I think you kinda like this, you're soaked."

He didn't mess around; he stood behind me and shoved his cock into my pussy hard and fast, then began pumping hard.

"Fuck, your pussy is tight!" He said grunting. He fucked me hard while I lay over the crate. His balls kept hitting my clit and I couldn't hold back any longer. I started to shake, then my body went into an orgasm.

"Shit, you are gonna make me cum bitch. Your pussy is milking me! Fuck you for making me cum so fast! Arrrrrrggggggghhhhhhhhh!" He unloaded inside me while his fingernails dug into my wrists at my lower back. After he finished he lay against me a brief moment then stood and removed his cock from me. He rolled off the full condom; tossing it into the dark alley shadows.

"I'm gonna walk back in there and you are gonna get the hell out of here. If I see you again I will haul your ass to jail. Do you hear me?"

"Yes Sir." Is all I said just wanting to get the hell home.

He left me there and went back to the bar. I stood up and brushed the dirt off my clothes from the crate. I walked out of the alley and felt the cool air on my skin. I had fulfilled my slutty fantasy and then some. It was different taking money for sex, but at least I knew what it felt like now and it wasn't so bad. Rounding the corner I had the two cool dark blocks to cover before I got to the safety and warmth of my car.

The hair on my neck stood up, damn it was creepy along the side street. Just my luck, two real cops in full uniform were walking directly toward me. I should have felt safe but in my outfit I knew better. I cut across the street to avoid them but they followed me. They didn't tell me to stop so I kept walking, but I could tell they were making headway. I prayed that I could get to my car soon. I saw it in the distance. When I got to it I realized I had left my purse in the bar. My keys were in my purse. Banging my hand on the trunk I screamed inwardly.

"Is something wrong here miss?" One cop said

"No, I was just on my way home and left my purse in the bar. My keys are in it." I said looking around at them.

"Hmmm, ok, so this is your car?"

"Yes." I answered shivering a little.

He radioed the license number in and asked me my name. I told him and we both heard the dispatcher say that the car was registered in my name.

"Sounds like she is telling us the truth after all." He said to his partner.

"May I go back and get my purse now?"

"Sure, just be careful out here dressed like that. A person never knows who is out here." Waving around with his hand.

"Thanks." I smiled thankfully.

I walked back to the bar to get my purse when I saw the undercover cop who just fucked me. I hid in the hall leading to the restrooms. He walked that direction so I ducked into the mens room, panting, wondering what I was going to do. I heard laughter come closer so I ducked into a stall. Suddenly the door opened and the guy walked in with his buddy."Oh shit man, you should have seen her face she really believed I was a cop. It was funny as hell, but I have to say she had one hot fucking pussy." He said while he pissed in the urinal.

I went from scared to pissed off in two seconds. That son-of-a-bitch, I thought. I stayed put and listened until I heard them leave then made my exit. I found my purse and put the 50's into it, then stood by the dance floor. I was having another drink looking for Trish when the make believe cop approached me.

"Didn't I tell you not to come back in here," he hissed.

"Yeah well, tough shit asshole, I'm here and I'm staying." I stated angrily.

He grabbed my arm, "I warned you."

"You're a lying sack of shit. I know you aren't a real cop."

"Really, and what makes you think that?" He asked.

"The fact that I overheard you telling your friend. If you don't let go of my arm I will go find you're cum filled condom in the alley and have you arrested. Now leave me the fuck alone." I yelled at him.

He turned slowly and left me. After I had said my mind, I finished my drink. Trish was nowhere to be seen so I decided to leave and headed back to my car. When I got closer I saw a police cruiser, close by, in the shadows. An unknown fear filled me but I pushed it aside since I had encountered them earlier and it was cool out. I got in my car, started it and left. The cruiser followed me. I watched my speed and handling closely so I didn't give them a reason to pull me over. I would blow over if they gave me a breath test. When I got near my place I noticed that they continued to follow me. I turned down the last road to head home and the police lights came on behind me. Shit, what did I do to cause this? I thought I was cooked and looking at a DUI.

I pulled over and waited. The same officer walked up to my door.

"Please step out of the car." As I rolled down the window.

"What did I do wrong?" I said.

"Please step out of the car miss." He repeated

I turned off the car and got out. He grabbed me, "You need to come back to the cruiser."

"Yes Sir." I said defeated and kicking myself. This was now one fucked up night. I was no longer having much fun.

I walked with him to the cruiser. He motioned to his partner, who turned the lights off, then the cruiser. In the dark of the cool night, on a back road, no lights, no motors running, I was now  a little afraid.

"What are you doing?" I said scared.

He came right up to my face. "You aren't a prostitute are you?"

"No, I was dressed up for the costume party at the bar."

"Why did you dress like a prostitute?" He questioned.

"I thought it would be fun." I said jokingly.

"You think being a sexual object is fun?" He asked.

"Why did you pull me over?" I asked back.

His partner got out, then another cop got out of the back seat and yet a third stepped out of the other side. There were four of them now.

"What is going on here?" I said shrinking away from him.

"We warned you about being out here dressed like this."

"But it was a costume party, nothing more." I pleaded.

"Perhaps you should have considered a different outfit and not had so much to drink."

"I'm sorry, please, I just live down this road a short distance." I was now panicking.

"Sorry doesn't cut it. We don't buy the Halloween story." They told me. They actually thought I was a hooker and were now treating me like one.

The other three officers walked toward me. The one speaking to me was the oldest, perhaps close to 50. I couldn't be sure but I knew he was older. The moon was the only light, but my eyes had adjusted enough to see the intent in their eyes. They were going to arrest me. What a horrible situation I was in, earlier I thought a cop had done this same thing, only to find out he was a fake. Now I was faced with the real thing.

He pulled the handcuffs from his belt and slapped one end onto my wrist. I stood there not sure what to do. I couldn't run and I couldn't scream, it wouldn't have mattered. Instead I decided to make the most of the situation. I didn't think they would hurt me, but I prayed I wasn't wrong. I looked down at the cuff on my wrist.

"So you been arrested before, eh?" He laughed.

He grabbed my halter-top and ripped it from my body, throwing it on the road. I gasped and covered my breasts with my arm. Holy shit they are going to rape me I wildly thought.

"You asshole, why did you do that?" I said angrily and trying to pull away.

He laughed, "Because I can. What are you gonna do, call the cops?"

His partner walked up to me and twisted my arm behind my back. His other hand grabbed my tits and squeezed them.

"Damn, she has nice tits." Another of the cops walked up and began sucking on my erect nipples.

The older officer stepped up and shoved a rag into my mouth and stood back laughing. "This is what we do to working girls, helps with morale". The other cop began sucking and biting my nipples again while the one behind me grabbed my ass and worked his hand between my legs, spreading them apart. It was hard to keep my balance in the stiletto boots so I had no choice but to spread them to keep from falling.

"You boys can have her, I'll keep watch and man the radio," the older man said.

One by one they grabbed me and pushed me around between them disassembling my costume at the same time. They ripped the wig off. One of them picked me up, while I kicked and tried to scream through the rag. The other two pulled my boots off. My blond hair fell down on my shoulders in the process. All that existed of my costume were the crotchless fishnet stockings and my fake eyelashes. They ripped the gaudy necklace from me but didn't touch the earrings.

"Damn, she's pretty strong for a little thing," one laughed.

The one holding me pushed me down onto the warm hood of the cruiser. My face felt the heat of the engine underneath. It felt so nice against my cool skin. He pulled both wrists behind me and finished the process of cuffing my wrists together. Grabbing the chain in the middle he held me there and proped my ass in the air. I heard zippers, belts and pants dropping simultaneously behind me. I felt the familiar prodding of a hard cock at my pussy and he pushed in hard. I screamed into the hard metal of the car as one by one they fucked me bareback, rotating turns.

They used me taking turns and switching before they came, my pussy ached from the constant pounding. The older cop stood and watched with lust in his eyes. Occasionally he answered radio checks stating locations in town that they were supposedly at, but really weren't. I lost track of time but knew that at least a half hour or so had to have passed. My pussy was on fire and so damn wet. I was moaning and enjoying this and realized I was now pushing back into thier cocks wanting release from my desire. Another of my fantasies has been a rape scenario, but I always thought it would be a different situation. This sure was the real thing and I was loving it.

Once they had each taken several turns pumping me they each came inside me in turn and as each recovered another took his place fucking me. Thank goodness their cum lubricated my now swollen pussy. I didn't have an orgasm, but my body twitched and shook from desire, like I was riding on the edge. I really wanted to cum but for some reason I couldn't. After another half hour or so they each came inside me for a second time and as they finished slowly started to drift away and get dressed. One of them took the radio from the older cop, who now walked toward me.

"Have you learned a lesson tonight little girl?"

Under the rag I murmured, "Yes Sir."

"Good girl." He patted my cum dripping pussy.

His hand came out of nowhere and landed hard on my ass. He repeated spanked me hard, hard and harder until I had tears streaming down my face. Each time he hit my ass my body jumped and recoiled against the cruiser. He held the cuffs that were beginning to cut into my wrists and pulled me to stand up. I stood and felt my legs start to buckle under me. He caught me and carried me to the trunk and sat me there. He smoothed the hair away from my face in a soft manner while he looked at me.

"I'm going to remove the cuffs now. Don't make me regret it."

"OK," I whimpered softly, "Thank you."

"You're welcome."

After the cuffs were removed he rubbed my wrists and examined them. He reached down and unfastened his pants, dropping them where he stood. Pulling my waist to the edge of the trunk I leaned back on my arms as he spread my legs wide and pushed his cock against my sore swollen pussy. "My boys really fucked you hard tonight. The up side is the fact that your pussy is so swollen it will be nice and tight now." With a quick upper thrust he drove into me making me scream out. He fucked me slow and steady, longer than I thought he could without cumming. My body twitched, my pussy ached and I felt exhausted but wanted to cum. He pulled out of my pussy and pressed at my ass.

"No please, I don't want anal sex!"

"Good, that means it will be better for me."

He worked slowly, almost lovingly, at my ass with his cock swirling the cum from my pussy over my ass hole. Finally with a push his cock head popped in.

"Oh fuck, that feels good!" I moaned.

"Shhh, it gets better little girl. Relax for Daddy."

I tried to relax and leaned back farther, my legs wide in the air. He leaned forward and sucked my nipple and part of my breast into his mouth. It helped me relax. He pushed slowly once the initial pain subsided, I felt hi cock push deeper until he was buried deep into my ass. He ground into me with quick little strokes until I was panting uncontrollably.

"Oh My God, I'm gonna cum!" I screamed.

"Cum little girl, cum for Daddy." He whispered in my ear.

My body shuddered and tensed, "OH FUCK!"

My scream echoed on the quiet cool night air. He began to fuck my ass, in and out faster until he was fucking me really hard. The feeling was amazing, it hurt but it felt good at the same time. I felt myself release as I gushed all over him. He groaned his approval. Then he started to cum. I knew because I felt the familiar pulsing of his cock deep in my ass and felt the warmth of his cum shooting inside me. He finished and pulled out and used the rag from my mouth to wipe off his cock, then tossed it to the ground.

Grabbing me at the waist he pulled me from the trunk and held me in his arms. He had the other officers collect my belongings and put them in the back seat of my car. He carried me in his arms to the driver side door of my car, then lowered me to stand.

"You can go now. We have no reason to detain you." He said in a semi official tone.

I got in my car, shaking from the cool air and my sore pussy. Reaching for the keys I turned the ignition and put it in drive. My headlights were bright as I pulled away and drove the remainder of the way down the road.

Cum dripped from my sore, swollen pussy while I drove. I turned up the heat and looked in the rear view mirror to see the cruiser turning around and heading in the other direction. So much for just fulfilling my fantasy of dressing like a hooker; tonight fulfilled more than one fantasy. I was raped and then gang banged by men in uniform as well. I had my first sex for money. I was exhausted, sore and satisfied.

I got to my apartment and grabbed my things from the backseat. I dressed quickly and made my way to my apartment. I went in a locked the door. I stripped out of the wet clothes and tossed them on the bed and went directly to the shower. I cleaned their cum from my body, as well as the excess makeup I wore with my costume. After I finished I returned to the bedroom refreshed. Folding the skirt to put in a drawer, I thought maybe I should consider reporting all this but decided against it. I brought this all on myself and to be honest, I enjoyed every minute. I went to bed and  rubbed my clit recapturing the emotion of the night until I came again.

Trish never did show up. I found out she spent the evening at her boyfriends place which is just as well. I have never told anyone of this but I guess now everyone will know, if I publish this.

Ciao Tory xoxo