Confessions Of A Sex Crazy Crossdresser Part 9 free porn video

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Chapter 17: Viva Las Vegas

Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00.

I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and fill her in on my adventures. I promised we would get together when I came back to Phoenix, as I was here at least once a month. After we kissed good bye, she thanked me for everything including all the money from last night as I wanted her to take it all. Before she left, she gave me $20 and told me to put it on #20 on the roulette table for her, because it was her lucky number.

The drive to Vegas went very fast as I averaged 75 miles per hour on all the freeway sections. I pulled into the Sahara hotel around 2:30 in the afternoon. I had a bellman take my luggage and I parked the van. I checked in at the front desk but I was told my room would not be ready until 3:00 PM. I advised them that my fiancé would arrive later and that they should add Ms. Stirling to the room list. The bellman told me to come to the bell desk at 3:00 or 3:30 and everything would be ready to go. I thought I would kill some time in the casino until my room was ready.

I was very excited about the weekend, because I had appointments on Monday and Tuesday, but tonight and Sunday were all fun and games. I went into the casino and found a $3 black jack table. The casino was just starting to fill up with the Saturday crowd arriving from around the world. I started playing black jack and drinking the free drinks and smoking the free cigarettes. I love Vegas! I was winning so I gradually started increasing my bets. I was now betting $10 a hand and was up over $150 in less than an hour. I played for another hour and kept winning with bigger and bigger bets. Finally I lost three hands in a row at $50 per bet, but I was still up big. I counted my chips and could not believe I had $550, when I only started with $20. I threw the dealer a $25 chip and changed in my chips so that I had five $100 chips and one $25 chip.

My first plan was to cash the chips in for real money, so that I would not start gambling with them. But on my way to the “cage’ where you cash the chips, I passed a roulette table and remembered Peggy’s wish.

I stopped at a roulette table as they had just finished the previous spin and the dealer was distributing the chips to the players. When he finished giving out the chips he opened the table for new bets. I went to the center of the table and placed my $25 chip on the black #20 circle and I placed a $100 chip on the color black. The dealer yelled “green chip, black chip being played”. They were required to tell the “pit boss” when there was an unusual or large wager on the table.

He spun the wheel clockwise and then he spun the marble channel counter clockwise and said “no more bets”. He dropped the marble into the cylinder around the numbers and it spun around the wheel several times. It slowed up and dropped into the wheel bouncing around and landing in the #20 spot. I yelled in excitement as the dealer placed $850 worth of chips in my direction and laid another black $100 chip next to my $100 chip on the black section of the board. I won $950 in less than ten seconds. I gave the dealer as $25 tip and decided what my next bet should be. I decided to leave a $100 on black and leave the $25 chip on #20; I also put a $25 dollar chip on #17 as well. The dealer repeated his advice to the pit boss and I swear to you this is true, #17 was the next number and I won another $925. I gave the dealer another $25 and decided to leave the table.

I was trying to remain calm, but I was so excited about winning. I started walking towards the casino cage to cash in the chips and to insure I would not lose all my winnings. As I reached the cage a gentleman in a blue suit approached me and nodded in my direction.

“Mr. Hardy, welcome to the Sahara. You do not need to wait in line to cash in your chips, please follow me,” he said.

It was a little unsettling this stranger knowing my name, but obviously someone had noticed my luck in winning. He led me down the aisle of the casino and then into a private room.

“Mr. Hardy, this is Mrs. Gonzalez and she will be your liaison for your stay. If you need anything at all, feel free to reach Mrs. Gonzalez or myself,” he said and hand he handed me his business card.

His card read William Smith, Sahara Hotel Senior Manager of Guest Services. I thanked Mr. Smith and looked at Mrs. Gonzalez with a quizzical look.

“Mr. Hardy, here is change for your chips,” she said as she counted out hundred dollar bills in exchange for my chips. “We have also upgraded you to a suite, due to your support of our gaming tables and your room will be complimentary. In addition, here is a card you should utilize whenever you purchase anything or play one of our slot machines.”

I was shocked; they were considering me a “big roller”. Maybe they thought of me as a lucky winner and felt they I might give back the money I won through gambling. Regardless, I was pretty happy.

In addition to the VIP card, she gave me a key for my room and another card for Ms. Stirling. I went to the elevators and went to my room. I opened the door and realized I had been “comped” a suite on the top floor of the Sahara. Less than three minutes later my bags were delivered and I was in a state of confusion and euphoria. I picked up my phone and made a couple of phone calls, the second one to Peggy at her work.

“Hey, Peg, it’s me, Tony,” I said.

“Wow, I am surprised you called me at work, what’s going on?”

I told her she was not working tonight, as she needed to get home and then take a cab to the airport, there was a round trip ticket waiting for her from Phoenix to Las Vegas and the flight left at 8:00 tonight. I was scared she was going to faint she was so excited. I told her what to pack and where we would meet and I hung up so she could get home and get ready.

As much as I wanted to stay in my room, I decided to go downstairs and look around. I went into a gift shop and bought Peggy a Las Vegas key chain. When I presented my VIP card, they took 25% off the price. I knew the key chain was silly, but I thought it was something cute. I thought that I should do something more, so I went to the concierge desk and told them I would like flowers delivered to my room. They told me that Ms. Stirling would already be receiving two dozen roses as a welcome gift complimentary. I was really impressed with the hotel, this was not a high class hotel, but they certainly treated their “high rollers” well. I explained to the woman that in addition to Ms. Stirling to send some of the roses for a Ms. Peggy Olson. I gave the woman a $50 tip for taking care of this change. She asked if Ms. Olson needed transportation from the airport and I found out that they would meet her at the gate and give her limousine service from the airport to the hotel and escort her to my room. I agreed and gave her another $20. I told her Ms. Stirling did not require transportation.

I sat at the bar and ordered a scotch. I showed him my VIP card and he did not charge me for the drink, just asked me to sign the back of the cash register receipt. I did this and decided to play some video poker, as they had machines built into the bar. It cost 25 cents to play, but to get the best odds you needed to play five quarters and so each hand cost $1.25. You got money back based on your hand, the best being a royal flush that paid $1,000.

After about five minutes a woman sat next to me and I immediately recognized her as a hooker. She was about 45 to 50 years old and was dressed conservatively, except for a very low cut blouse that showed cleavage on some very nice large tits.

She started with some innocent conversation and I made it clear that I knew she was a “pro” and that I was not interested in sex. However, I also bought her a drink and asked to sit next to me for a while.

We chatted for a while and I bought her another drink and she was curious why I didn’t want to fuck her. All of these comments and conversation were very low so that no one overheard us. I explained that I would fuck her in a second, but I had a friend coming tonight and that I just wanted to “pick her brain”.

I slid her a $20 bill before buying her another drink. From her I was learning how she worked the Sahara and other casinos. She explained which casinos approved of them (hookers) and which did not and where to be concerned about cops, bad guys and other little details. The most important information she gave me was pricing. She told me about the flexibility of the hookers in Vegas. There were high class, middle class and low class…she being a middle. The middle class hung out in casinos and occasionally would walk the street between the hotels. She was flexible in pricing, depending on the customer and the time of night. The earlier it was the cheaper she would charge. The faster she could turn a trick, the better. By the time we finished, I had lost $100 on video poker and had bought her four drinks. She was about to leave and I gave her another $30 and thanked her for the information. She told me it was the easiest $50 dollars and drinks she had earned in a long time.

Well, it was now only 6:00 and I still had a few hours until Peggy arrived. I told the bartender I would be back and I walked across the casino and checked out the crowd. I decided to play a slot machine for a while and ended up winning a $150 jackpot, which erased my losses at video poker. I also noticed about three or four hookers working the joint and I was sure one was a cross dresser. I caught her attention and she sat next for me as I played the slot machine.

I spoke to her for a while and discretely handed her a $20 and she admitted to me she was a CD and that there were several hookers that were cross dressers. The trannies, as she called them, worked the four hotels in this area; the El Camino, Riviera, Stardust and Sahara. These hotels would ignore them and not report them as long as they were respectable and did not make any scenes.

She couldn’t believe I was just giving her money to talk, but she gave me more information that I was “storing” for later use. I had lost about $40 at the machine when I was talking to her and I decided to go back to the bar. When I left her, I slipped her another $20 and told her thanks for all the information.

Back at the bar it was starting to get crowded with most of the Saturday night crowd arriving. I found a spot and ordered a scotch and started playing video poker again while I sipped my drink. I was starting to feel drunk, it was only 7:30 and I was deciding what to do until Peggy arrived. I was thinking I should stop playing the video poker as I was not giving it 100% attention and liable to start making mistakes. As I was kind of day dreaming, I looked down at my next hand and I was staring at a Royal Flush. It was amazing, I was hardly paying attention and all of a sudden I was dealt the 10, J, Q, K and A of diamonds. My heart was beating fast, as I had just won $1,000. There was quite the commotion as they came over to give me the money and made me sign a tax receipt. So much for keeping a low profile! Once everything was done I gave the attendant a $20 bill and threw another $20 for the bartender.

Ok, this was beyond the luckiest I had ever been gambling. I decided to go to my room, but on the way I stopped off in the jewelry store and bought a beautiful necklace for Peggy that cost $200, it was the least I could do. They told me it would be wrapped and delivered to my suite.

I went to my room and it was like a parade. First the roses arrived, and then the present I bought Peggy, then in came a complimentary fruit and cheese plate. I was throwing everyone $5 bills to tip them and say thanks. It was now 9:30 and I knew Peggy would be here soon, so I ordered shrimp cocktails and some booze. I ordered a bottle of champagne, a bottle of vodka and a bottle of orange juice.

While I waited for the room service to arrive, I showered and changed clothes. I put on a nice suit with a shirt and tie and was slipping on my shoes when the bell rang with room service. They set up a beautiful presentation of the champagne bucket, two flutes and the shrimp cocktails. Before they finished the door bell rang again and it was a bellman with a suitcase and Peggy standing beside him. We hugged each other and tipped the room service people and the bellman and finally we were alone. We poured champagne and nibbled on the shrimp and I showed her the suite. I filled her in on the roulette winnings and handed her $700. She was thrilled with the money and the suite, but mostly with being in Las Vegas for a couple of nights together.

Peggy left me to go into the bedroom and change and when she came out, I almost came in my pants. She was wearing a gold and silver sequined dress that hugged her as tight as her own skin. It was strapless and the top cut across her chest just above her breasts. The hem line was right at the top of her knees, but had a slit on the side that almost went up to her right hip.

She could tell the effect her outfit had on me and she spun around two times to show it off. I held her tight and kissed her on the lips and she told me she loved me and couldn’t wait for the rest of the evening. I told her to get ready to have some fun, as we finished most of the champagne and left the suite.

I had made reservations for dinner at the best steak restaurant on this side of Las Vegas. The hotel provided us a car and drove us to the restaurant. We both had Surf and Turf with lobster and filet mignon. Peggy drank more champagne and I had a couple of scotches and we took a cab back to the Sahara. We went to the room did a couple of lines of coke and headed for the disco downstairs.

The hostess led us to a table immediate in front of the dance floor. She removed a “reserved” sign from the table and Peggy and I sat down. We ordered drinks, we danced and occasionally slipped back upstairs to do lines. Around 1:30 we were getting ready to leave when another couple joined us at our table. The man was about 40 and the woman about 20. Both of them were very good looking and like us they were dressed in very nice clothes.

We found out their names were Tanya and Ken. He was from Boston and she lived in Vegas. Ken asked me if it was ok to dance with Peggy and I said it was up to her. He asked and she agreed and I was left at the table with Tanya. She immediately asked me if I had some coke and I told her not with me. She said that Ken had a great suite and we should all party together in his room. As we sat there, I took some time to check her out. She was quite a specimen; beautiful face, long blond hair, beautiful full tits and a long shapely set of legs.

Before we finished the conversation Peggy and Ken were back and Peggy whispered in my ear that Ken wanted us to come to his room and party. He implied that he might even pay her to come up and play as she implied she was a pro. I asked her if she wanted to go and she said why not, as long as we were together.

A few minutes later we were on our way to Ken’s room and it was equal and probably even nicer than my suite. He had obviously discussed with Tanya our conversation as he laid out some lines immediately as we walked in.

“Help yourself, I have a full bar over there,” he said and pointed to a cabinet near the entrance to the room.

Tanya and Peg were doing lines and I poured a scotch and saw Ken motion to me that he would like one as well. We sipped our scotch and started talking about the girls and he wondered if maybe we could swap partners and maybe get the girls to play a little with each other. Since this was his last night in Vegas he wanted to go out with a bang.

I told him I would discuss with Peggy, but it would probably cost a lot for her to play around like that. He tried to look surprised, as I told him that she was my escort for the weekend here. I said I was not sure how much, or if she would agree, but I would talk to her.

Ken found an excuse to take Tanya aside and I went up to do a line with Peggy and filled her in on my conversation. She was so cool about it and thought we should ask for $500 for an hour of that type of fun, and I should agree to split the cost with Ken. I agreed that was a great idea and we moved forward with our plan.

Tanya returned to the table to do another line and I knew that she was a cocaine girl. She was probably just hanging out with Ken to get free coke and have some fun, my kind of girl. I went over to Ken and told him the plan and he agreed, he gave me three $100 bills and said to keep the $50, he knew that it would be worth a lot more than that to tap that hot redhead!

I thought it might be difficult to “break the ice”, but Tanya and Peggy made it easy. Tanya turned on a stereo system that had fantastic sound featuring some disco music. She immediately started dancing in front of all of us and Peggy joined her and they began seductively dancing with each other. Tanya and Peggy were about the same height, had identical builds and both were wearing tight dresses. Their long blond and red hair was flying through the air as they danced around the room.

When the song finished, Peggy said she was so hot and pulled Tanya closer to her and kissed her on the lips. She then reached around to Tanya’s back and unzipped her dress and slid it off of her body to the floor. Tanya could have been Peggy’s twin sister from the neck down, minus the freckles. She had on a white bra and no panties or stockings. You could see her tan lines around her waist as she had been tanning in a thong, as there was only shade of white around her crotch.

Tanya returned the favor to Peggy and unzipped and slipped off her dress and left her with only her panties to cover her. Both girls discarded the little lingerie they had left and fell onto the couch in a passionate kiss. I looked at Ken and he was already taking off his clothes. The girls had fallen into a 69 position and I could hear the moans and slurps coming from both of the beauties. By the time Ken had taken off all of his clothes he was already hard as his five inch cock was standing erect and pointing towards the ceiling.

As Ken approached the sofa, Tanya rose up from the couch and walked behind it over to me. She took my hand and let me to the table to do a couple lines of coke and as I was inhaling my line she started to undress me. As I was half undressed she led me to the bed room where I finished taking off the rest of my clothes and jumped on the bed with Tanya. The bed was a gigantic round bed with white silk bed coverings and it felt great on my naked skin. I started to feel and lick Tanya’s beautiful tits and she started to moan with pleasure. She looked in my eyes and said, “Fuck me. I don’t want anymore foreplay, I am so fucking horny, I need a good hard fuck.”

Tanya lie on her back on the bed and spread her legs wide open to expose her fully shaved pussy. I was rock hard, so I slid on a condom and slid my cock right into her tight wet pussy. Tanya screamed with joy as my dick went all the way in her cunt on the first plunge. I repeated shoving my cock deep in her pussy three or four times and she was grinding her hips to meet my thrusts. I rolled over onto my back so Tanya could get on top of me; this is when I noticed the mirror on the ceiling and also Ken carrying Peggy into the room.

I watched in the mirror as Tanya mounted my shaft and also saw the reflection of Ken bringing Peggy into the room. She was balanced on his cock and had her legs wrapped around his waist as he fucked her while carrying her in the bedroom He lay Peg next to me as we were side by side on the round bed as she was getting pounded by Ken and Tanya was riding me like I was a mechanical bull. Peggy started kissing me and Tanya started kissing Ken. I was feeling really hot and loved seeing these two foxes getting their brains fucked in at the same time.

Tanya was reaching a climax on top of me and started to moan, when she looked at Ken and said, “You know what I want, I want to cum and I need you Kenny.”

At this point Ken dismounted Peggy and Tanya lay down on top of me while maintaining her pussy’s tight grip on my cock. She was rocking down on my cock hard as I saw Ken pull apart her ass cheeks and spit right on her asshole. I watched in the ceiling mirror as he lined up his cock and start to lower it into Tanya’s ass. He slid it in her tight ass very slowly, ½ inch at a time until he had it all the way in and then started to gently push it in and pull it out.

The blond was going nuts as she continued to ride my hard cock in her pussy and feel the thrusts of Ken’s cock in her ass. Peggy was enjoying the show and managed to raise Tanya up enough to fit her pussy onto my face, so I could eat out her cunt. We both watched as Tanya got fucked in both of her holes and watched her squirm and moan in pleasure as an orgasm overwhelmed her. She started shaking uncontrollably shoving her pussy down harder on both my cock and her ass down on Ken’s dick.

Ken pulled out of her ass and stripped off a condom. He started to stroke his cock until it exploded all over Tanya’s back Tanya then rose off my cock and Peggy took her place and within seconds both of us felt our orgasm approaching. Peggy went down hard on my cock and stayed down all the way until her body started to shiver with joy. She did not make a sound but we all watched as her body looked like a jelly fish as it collapsed on top of mine with my cock still buried deep in her pussy. As she slid off of my cock Tanya stripped off my rubber and went to work on my dick with her mouth and I shot my full load into her mouth and she swallowed every last drop of my cum.

When we were all spent, we took turns cleaning up and getting dressed. We had another cocktail and another line or two with a couple of cigarettes. Sometime after 3:00 AM Peggy and I went to our suite and made love together in our slow and passionate pace we both enjoyed. The last three words I thought before falling asleep were Viva Las Vegas.

Chapter 18: Girls Day Out and Girls Night Out

Since we did not go to sleep until 5:00 AM, we slept until 11:00 in the morning on Sunday. Peggy and I woke up leisurely and made love again as soon as we were awake. When we finally got out of bed, Peggy insisted we go through Sandy’s wardrobe and decide what she should wear today. Peggy was planning a girls’ day and girls’ night, just her and Sandy on a full day of girl things.

She told me to take a shower and be prepared to be ready to get dressed when I finished. I took a long hot shower and shaved my entire body. Then outside of the shower I shaved my face thoroughly and applied lotion and powder to my entire body. When I returned to the bedroom, Peggy had laid out my outfit for the day. It consisted of a bra, panties, a short white cotton skirt, pink short sleeve polo shirt and a pair of bright pink flip flops. She also chose some casual jewelry, handbag and my straight black hair wig. I got ready as Peg showered and we finished doing our make up together.

We went downstairs and picked up the van and drove down to Maryland Avenue to a mall and near lots of strip centers for shopping. We stopped at a nail salon and had manicures and pedicures (manni’s and pedi’s). It was very enjoyable because no one acted strangely towards me at all. I am not sure if the Vietnamese women performing the grooming could tell I was a man, but if they did, they hid it well. I kept thinking that Vegas had all kind of strange characters, so maybe they knew, but it was not uncommon. I decided to go all out and have fake nails applied to my fingers and have them and my toes painted bright red. Peggy went for a French manni and pedi.

Next step was a wig store where I chose another wig. Peggy convinced me to buy a very long curly wig in a reddish brown color. It was similar in color to my very first wig, but featured more red and went halfway down my back. Next stop was the mall and we found a store that sold evening and glitzy dresses and shoes. Peggy bought a bright green strapless silk dress and I bought a deep red sequin dress that had spaghetti straps over the shoulders and went down to about three inches above my knee and a slit on the left side that went up nearly to my waist. It was so exciting trying dresses on in the dressing room and not having to wait until I got home to see how and if they fit. We also found some sexy bathing suits. Peggy chose a two piece bikini and I chose a black one piece suit that was very hot. Lastly I bought some fake eyelashes, new perfume and some new lipstick..

The shopping continued as we went to a Victoria’s Secret. I bought a new bra, panties, garter belt and stockings for my new dress. Peggy did the same to accent her new outfit and our last stop was a shoe store with an incredible assortment of shoes in size 11. I bought a pair of high heel red satin sandals that featured rhinestone accents and an ankle strap. Peggy bought a clear vinyl platform sandal that was at least four inches high. On our way back to the hotel we saw an adult novelty shop that was across the street from the rear entrance to the Sahara. Peggy wanted to go in and look around. Once inside she insisted that I buy a set of breast forms to complete my look.

Peggy was browsing the lingerie section as I went to the counter to buy the breast forms. The man behind the counter asked if they were for me and I told him yes. He told me he was a cross dresser and recognized me as one the moment I walked in and I looked sensational. He told me the adult book store next door was a fun place to visit if I wanted some attention and if I wanted to go out solo, to go to a bar named Pickles just one block away. He said Pickles let you in free on Monday and Wednesday if you were female or dressed as one. I thanked him for the advice and information, found Peg and left the store.

We returned to the hotel at 3:30 and unpacked our shopping bags and hung up the new dresses in the closet. Peggy’s plan for the rest of the afternoon was to sit by the pool to get a couple of hours of sun. I was very reluctant, but soon I was sipping a margarita at the pool in my new black bathing suit with breast forms and watching the guys ogle over Peggy in her new white bikini. Peggy told me we spent $800 today and that we had to make it up tonight. I assumed she meant gambling, but she told me her plans were based on what I learned from the hookers at the bar.

We had room service in the room as we got ready to go out for the evening. We ate well to prepare for a night of partying as we knew we would need our nourishment. After dinner we got ready at a very slow pace as we drank, smoked and did a few lines. By 9:00 we were dressed in our new outfits and I must admit I looked remarkable. The big changes for me were the breast forms. I now had a very modest set of breasts and wearing a dress that was made for a night on the town.

My outfit looked sensational; a new red dress with new matching shoes. Underneath I was wearing new red lingerie and a pair of silver shimmering stockings. I might have looked ok, but Peggy, she looked fabulous. I can’t put into words how beautiful she looked in her new dress and all the matching accessories. I was so nervous about the evening, but at the same time I couldn’t wait for it to start. Peg and I went downstairs to the casino and headed for the exit. The doorman escorted us to a taxi to take us to our first stop the El Camino Hotel and Casino. The El Camino was very close so our drive was short. Upon arrival we went to the biggest bar located in the center of the casino and ordered Stoli cosmopolitans. We gave the bartender a huge tip so he would not bother us “working girls.” This was a tip I learned from both of my “advisers”, but I think Peggy would have known what to do without the advice.

Peg spotted a man sitting at a slot machine near by, who was obviously winning. She thought he might be a good target, so she grabbed her drink and sat down at a machine two chairs down from him. She started chatting with him and I looked away and concentrated on my drink. Stu the bartender came down to talk to me and asked me if I was new to the scene and very discreetly gave me a few guidelines on the do’s and don’ts of hooking at the El Camino.

As he left a voice came over my left shoulder. “You look empty,” the voice said.

I turned around to see a man about 50 with grey hair and glasses looking at me. “Yes, I am,” I replied. “I just finished the most wonderful cosmopolitan made by my friend Stu.”

“Well, let me buy you a new one,” he said.

The man joined me and I introduced myself as Cassandra, he was Bill. He had a whisky sour and as he paid the bill he asked me about being in Vegas. We were halfway through the drink when he asked me to his room. I told him that I had a partner, but he was not interested in a threesome. We negotiated a price of $80 for a blow job in the most discreet terms. He gave me his room number and I told him I would meet him after telling my partner.

I went over to Peg and she had shifted one seat to her right and was sitting next to her “target”. He was obviously attracted to her as he had his hand on her thigh.

“Look, here is Cassandra,” she said.

She stood up and kissed me on the cheek and whispered to me what was going on, He was winning, but wanted to take us both up to his room. Without me noticing, he had already gone over to the bar to check me out. I told Peg what I was doing with Bill and she said to meet them in her new friends’ room in 30 minutes. I memorized the room number and walked towards the elevator.

My mind was racing as I was about to go on my first solo “trick”. Sure, I had found the stranger at the hotel, but this was different. The first time was spontaneous and I had not planned it. This time I was looking for it and I had planned it from the second I met Bill at the bar. I was thinking about all the possibilities, but before I realized what I was doing, I had arrived on his floor. When I arrived at his room, he opened the door completely naked. He explained he was pretty drunk and wanted to get down to it quickly. I gently pushed him backwards on to his bed and immediately began to suck his cock from a kneeling position. His cock became hard very fast and it grew to be a very nice six inch specimen.

“So, I need $80 to continue,” I said.

He motioned towards his wallet on the nightstand and I handed it to him. He gave me a $100 bill and asked if I had a $20. I told him to decide at the end if he wanted his change.

I rolled him all the way on to the bed and began my best efforts on a blow job. I started by stroking his cock very gently up and down as my tongue went to work on his balls. He spread his legs very wide as my mouth licked the backside and underside of his balls and toyed with the crack of his ass. His cock was throbbing with excitement as I continued the gentle stroking of his dick. I started to lick the underside of his long cock and pay special attention to the purple head. As I licked his monster he was getting more and more excited. I had not even put his cock in my mouth again and could taste the pre-cum exiting from the eye of his monster.

”Suck my cock, Cassandra, please suck my cock,” Bill said.

I started to play with him stroking his cock and licking his balls again. “Why should I put this cock in my mouth, when I can make you cum, without sucking on it?” I toyed with him.

At this point I started to move my tongue up the crack of his ass as I stroked his cock a little faster.

“Please, I want to feel you, I will do anything,” he said.

“Really anything, do I keep the change?” I asked.

At this point I took my tongue and started to lick the edges of his asshole sending him to a new level of hardness.

“Yes. Anything. Just suck my cock.” He panted.

I jabbed my tongue into his asshole and watched him thrust his ass in the air and moan in pleasure.

“Well I think I should get a tip, too,” I said.

I removed my tongue from his asshole but licked the entire length of his ass crack on my way to his balls. Then I took a ball in my hand and inserted it into my mouth and “swished” it around inside my mouth.

“I am going to suck you now, so I expect a great big tip!” I said.

I raised my mouth to his cock and keeping my eyes on his, I swallowed the entire length of his shaft until I felt his rod hit the back of my throat.

“Fuck, that feels good,” Bill yelled.

I removed my mouth from his pole and looked him in the eyes. He pulled out two $20 bills and threw them on the bed. I took his cock in my hand and then lowered my mouth on his cock and started going crazy on his dick. I went all the way down and gently back up cradling his cock with my lips. Then I went “jack hammer” on him going all the way down and up at a mind breaking speed. On my third down cycle Bill shot his load into my mouth. I had never felt a bigger load of cum. It shot everywhere, down my throat, under my tongue, on the roof of my mouth, around my teeth and I was struggling to swallow it all. I did manage to swallow his full load of goo and it tasted almost as good as my filet mignon from last night.

Bill was almost asleep as I picked up my money and pulled the covers over him. He thanked me and I felt great, one blow job and $140. I looked at the hotel clock and it had almost been an half an hour since I left Peg. I thought I needed to hurry over to the room she was probably getting fucked in. I took the elevator down two floors and walked down the hall towards that room.

I knocked on the door and Peg answered the door still fully dressed. Her “friend” was asleep in the bed and she motioned me to be quiet. She said he had just fallen asleep when she was using the bathroom. I stepped in and looked at him; he was in his undershirt and boxer shorts lying on top of the covers. I pulled down the covers on the opposite side of the bed and rolled him onto the sheets. We placed the covers on top of him and walked back to the door.

“How drunk was he?” I asked Peg.

“Shit-faced, I don’t think he will remember I was even here,” she said.

“I don’t want to steal his money, but how much did he cash in from the machine?” I asked.

“Over $700. He already gave me $40 just to sit next to him at the slot machine. He wanted to wait for you for a threesome,” she replied.

We discussed the situation, we obviously did not want to steal his money, but at the same time, he was passed out and had already agreed to pay us $200 according to Peggy. I had an idea that might be perfect. I opened his wallet and pulled out $500 and showed it to Peggy, next I slipped off my dress and handed it to her and asked her to give me a towel and the money. I told her to wait in the bathroom and be ready to come out if I called for her.

Peggy went to the bathroom and closed the door leaving it open an inch. I turned off all the lights and I climbed into the bed with the passed out drunk and pulled down the sheets. I slid off his boxers and started to suck his cock until it was starting to get hard and he was starting to wake up. I placed the money on the bedside table.

I pulled out a condom and stuck it on his cock and then I really went at his cock with my mouth to get him aroused and hopefully half awake. He was starting to mumble and I whispered into his ear “Quiet baby, I don’t want Margaret to know we are fucking while she is in the shower”.

“No problem,” he mumbled.

Now that I had his cock hard, I slipped on top of him and straddled him with my back to him. “I can’t believe you want to fuck me. My first time, I hope it is worth it.” I moaned.

I slid my panties aside to allow access to my ass and took out my cock from my sheath and held my balls and cock in my left hand as I used my right hand to guide his cock into my ass. It was ¾ hard, and big already, I would guess six or seven inches and wide. He was starting to wake up and instinctively he started bucking his hips to get his dick inside me. He raised his eye lids and saw me straddling on top of him and I looked over my shoulder at his face as he started to buck his hips. “You like fucking my virgin ass don’t you, honey?” I asked.

Starting to wake up, “What’s going on?” he said, still half asleep.

“Shhhh,” I said. “You wanted to fuck me instead of Margaret, and you gave me the money as I told you I had never been ass fucked before. Now keep it down.”

He realized he was fucking me and started to really pound his hips. He was really getting into it and I started moaning and telling him what he wanted to hear.

“Oh, baby. Fuck my ass. Oh my god that hurts. You are hurting me with your big cock,” I said.

I pretended to be in pain and he started to fuck me faster. “You fucking bitch, take my cock. Take this big cock in that ass of yours,” he said.

“Ouch. Oh my god that hurts so much, please stop, I can’t take it, your cock is too big,” I said. “You are ripping me apart, please stop it. OWWW.”

“You are going to take it slut, I paid for your virgin ass and I am going to fuck it harder,” he said.

I started meeting his thrusts by slamming down on him and moaned. “Stop it hurts, I think I am bleeding, stop it please.”

This put him over the top and he said, “Take this bitch, here I cum!”

He shot his load all inside me and I screamed in pain. I climbed off of him and tucked my dick away in the sheath and tucked it up my ass and slid the panties back in position to further conceal.

“Thanks baby,” I said as I removed his condom. “Let me get rid of this, you ripped me apart pretty bad.”

I took the towel and wiped off his cock and balls telling him there was some blood, but all cleaned up. I picked up the $500 and told him thanks and he nodded with a look on his face of what should I do next.

“Go to sleep baby, I will get Peggy and we will be out of here,” I said.

I opened the bathroom door and told Peggy to keep him company. She told me she watched the whole thing, and that I was a natural hooker. I kissed her and went into the bathroom. When I returned she was pretending to be mad that he spent all of his money on me and got up to leave. I stepped out of the bathroom and blew him a kiss. We left with a cool $540.

As we walked to the elevator I told Peggy I made $140 with Bill and we were “on a roll” in Vegas.

She kissed me deeply and said, “We are on a roll everywhere. Do you realize that since Friday night we have probably made $3,000 between gambling and hooking?”

Our next stop was supposed to be the Riviera, as we wanted to get out of the El Camino as soon as possible, but instead we went to the Sahara and went to our suite, so I could shower off and we could do a few lines. We went to the bar at the Sahara and I used Ms. Stirling’s VIP card as I played some video black jack at the bar while Peggy and I had another cosmopolitan. Peggy was searching the crowd for a target and I chatted with the bartender and gave him $50 very discreetly.

As I was chatting with Jimmy the bartender, a blond beauty in a sexy black dress approached Peggy and gave her a big hug. I turned to look at them and I had to hold back my recognition of Tanya as she was hugging Peggy. They turned in my direction as I heard Tanya ask, “Where is Tony?”

Peggy was kind of struggling what to do, so I stood up and so I was next to them both and introduced myself. “Tony is playing in a poker tournament, so Peggy is stuck with me.”

Tanya joined us at the bar and we learned that Ken was on his way back to Boston and she was looking for someone to party with. We bought Tanya a cocktail and after a little while we told Jimmy we would be back in an hour, so please keep our seats if possible. He gave me a wink and told me that he would save all three seats. We convinced Tanya to come to our room by offering her some cocaine (she was truly a hot coke slut) and believe me it did not take too much convincing.

Us three girls drank and tooted lines and smoked cigarettes and started to learn more about Tanya and we shared more about us. Before long Tanya knew the story about Peggy and I being hookers from Phoenix and that we had already made some cash tonight doing the same. Tanya wanted to join us in our adventures if we would have her and we thought it would only make us safer and give us more opportunity for a big cash windfall.

As we were getting up to return to the bar, I asked Tanya to come hug me. As she hugged me, I gave her a kiss on the lips and she gently slid her tongue into my mouth. She returned the tongue into mine and she whispered into my ear, “The last time I felt a tongue like that in my mouth, I was getting fucked in both my cunt and my ass, and I think you might have been there.”

“I was hoping you recognized my tongue,” I whispered back.

Peggy knew what was happening and she came up and joined us so that we had a three way kiss. I totally felt that I was part of a three way hottie hooker ring and was totally excited to go downstairs to see what happened.

When we reached the bar, Jimmy was waiting for us with three cosmos freshly poured and ice cold. I slipped him another $50. He leaned over the bar and whispered in my ear, “I think I found someone that you should talk to.”

I had told Jimmy to be on the lookout for someone with cash that might want company after I was sure he was “cool”. He had come through in a big was as he described a big roller that was pretty hammered playing black jack. I discussed with the girls and we decided that I had to be the one to join the black jack table as I was the only one comfortable playing at a table where the minimum bet was $25.

Tanya and Peggy stayed at the bar as I went over to the black jack table where the target was playing. He was a man about 40 years old and was playing black jack at the $25 “Minimum Bet Table”. There were four others chairs taken at the table, but there was a seat available immediately next to him on his right side. He had a huge stack of chips in front of him most of them black chips representing $100.

I took the seat next to him and waited for the dealer to complete the hand in progress. I lay out two $100 bills and my VIP card in front of the dealer. He gave me seven $25 chips and five $5 chips and returned my card.

“Good luck Ms. Stirling,” he said.

My first hand I bet $50 and was rewarded with and eight and a three for a total of eleven. I “doubled down” which meant I could double my bet, but only could receive one card on top of my eleven. It was certainly the correct bet as the dealer had a seven showing. I glanced to the “mark” next to me and he had seventeen and was betting $100 on his hand.

The dealer dealt the balance of the hand and he gave me an eight for a total of nineteen. The dealer had an ace in the hole and had eighteen, I was a winner my friend to the left a loser. The next few hands had the same result, I won and he lost. This gave me an opening.

“I hope I was not an unlucky charm,” I said.

He laughed and said, “It’s ok; I am up around five or six grand tonight, so I can afford a few unlucky hands.”

“Wow, that is great, you should buy me a drink then,” I said.

“The drinks are free, honey, I don’t need to buy you one,” he said.

“Well they taste better, when good looking guys like you buy them for me.” I laughed back.

I increased my bet to $75 and hit a black jack that paid $112.50. I had played four hands and had won almost $400. I didn’t want to ignore him, but I wanted to keep winning, so I had to balance concentrating on the cards and give him some attention. I bet $100 on the next hand.

I leaned over next to him and said, “Kiss for luck?”

He kissed me on the cheek and I kissed him as he gave the inside of my thigh a little rub when he leaned over to kiss me. We both hit twenty which beat the dealer and I “let it ride” and bet $200. The man beside me had $500 on this hand. I got two fives for a total of ten and he hit a black jack or twenty one. I doubled down on my ten and received a nine for nineteen and when the dealer had seventeen, I collected another $400.

I turned to my new friend and gave him a kiss on the cheek.

“Cash in,” I said to the dealer.

“Where are you running off to?” The man asked as I was receiving my chips and gave the dealer a $25 green chip. Stay next to me for a couple of hands, after that last winner; you are a good luck charm.”

I stood behind him and placed my hands on his shoulders as the next hand was dealt. “I have to go pretty soon, I have to go back to my two girlfriends,” I said.

He won three of the next four hands and had increased his bets to $1,000 on the last two winners. “Hey baby, do your friends and you like to party?” he whispered to me as he placed another huge bet on the table.

I realized he knew I was a hooker and was asking for more than a party. “Sure,” I whispered back. “But we are kind of expensive if you want to party with all three of us.”

He stopped to concentrate on his hand as he had a fifteen and the dealer hand an eight. However he received a four on his “hit” and now had nineteen. The dealer had eighteen, another $1,000 winner.

He told me very quietly how about this deal, he would play $1,000 on the next hand, if he won my friends and I could split the $1,000 for an hour of fun, if he lost, then it was just him and I for $100. He said however my friends better be good looking. I agreed immediately as I knew he would flip out about Peggy and Tanya!

You probably guessed, we did win and after grabbing my friends we all went up to his suite. It was a great suite, but not as nice as the night before with Tanya and Ken. George (we learned his name) was a nice host as he poured us cocktails, allowed us to smoke and we introduced ourselves as Margaret, Cassandra and Roxanne. I broke the ice by sitting next to George on the couch and explained to him that I would only be giving him blow jobs tonight, as I was on the rag.

I stood up and had “Roxanne” unzip my dress. My red sequin number had to be slid off my body and as I stepped out of my dress, I was left with a lingerie collection of red lace and my red high heel sandals. George grabbed me by the waist and pulled me down on the couch so I was next to him and then Roxanne and Margaret slipped off their dresses and we asked George for the $1,000. He counted out ten $100 bills and said he wanted to see Roxanne and Margaret sixty-nine each other while I sucked his cock. I took the money and put it in my handbag.

I told him to stand up and I helped him remove his clothes, he was very drunk and it took awhile, but my girlfriends had already slipped off their panties and bras and were lying on the carpet directly in front of the couch. Tanya was on top of Peggy and had her mouth between her legs licking the almost bald red pussy. She had her legs wrapped around Peggy’s head as the hot red head stuck her tongue inside Tanya’s shaved pussy.

George got an immediate hard on watching the girls and instructed me to suck his cock. I led him back down on the couch and took his very thick cock in my mouth. I tried to make this a perfect blow job alternating sucking and licking his shaft, balls and occasionally licking his butt hole. He was totally hard and I placed a condom on his cock and he headed down to the floor to my friends. The girls stopped and Tanya rolled off of Peggy and lay beside her. George knelt down between Tanya’s legs and she spread them open and he shoved his cock all the way inside her on the first plunge. He fucked her about ten strokes and then he pulled out and shoved his cock inside Peggy.

We could all tell he was going to come fast as he was breathing deep. I joined the party and as soon as he saw me he took of his condom, stood up and directed me to my knees. He lined his cock up with my lips and shoved his cock in my mouth. I let him face fuck me very hard and I pulled his ass harder into me so that I was getting his full cock. He exploded into my mouth and it was another big load for me to swallow. I loved the taste of his cum and I slurped each drop until he was completely dry.

We took turns giving him kisses and then we all dressed. The hour had gone by very quickly and it was now 2:00 in the morning. He gave us each an extra $100 each and we headed back to our suite. We went back to our room and I gave Tanya $400 dollars and told her she was a great hooker! We laughed and poured drinks and did a couple of lines in our suite and Tanya asked if she could stay the night. Of course Peggy and I said and with that Tanya reached around to her back and unzipped her dress and let it fall to the floor.

“Let’s all fuck each other, ok?” she said.

Well looking at that body again was getting me aroused and Peggy stood up and told me to unzip her dress. As I did this, Tanya unzipped mine and we all headed to the bedroom. We fell on to the bed and started kissing each other and slipped off bras and panties and shoes until we were all naked except for some stockings and garters. As Tanya started eating out Peggy, I went into my bag and pulled out a strap on cock that I wanted to try forever and also the two headed cock that Peggy and I used on each other.

Tanya’s ass was up in the air as she ate Peggy and it gave me the opportunity to strap on the belt of the strap on dildo around her waist. I snapped on the cock that was secured on by snaps on the front and rear of the belt. Tanya stood up to see what she was wearing and saw a 10” cock with balls sticking out from her waist. I applied some KY Jelly to my ass and went down on my knees and elbows giving her my asshole as a target. Peggy stood up and got out my camera to take pictures.

I knew Tanya loved it up the ass, so she would love giving it to me. She started out slowly getting the tip in my ass and I shuttered with excitement. I was looking over my shoulder watching this hot blond with nice tits fucking my ass. She guided the huge dildo further in my ass with very deliberate and slow strokes. Each time she pushed the big long cock into me she shoved it in a little deeper. Peggy continued to take pictures as I started to moan and meet Tanya’s delicate thrusts of cock into my ass. I shoved my ass hard towards her cock and yelled for more.

“Fuck me Tanya. Put that big hard cock inside me. I want my ass full of your big cock!” I was almost screaming in ecstasy from my ass being fucked.

Out of the corner of my eye, I saw Peggy lay down the camera and pick up the big horseshoe cock and move behind Tanya. Peggy inserted the cock into Tanya’s dripping pussy as Tanya pumped my ass with the strap on. The big cock in her cunt made her thrust harder into me and it felt like I had at least eight inches of hard cock in my ass. I screamed again as I felt like I was being fucked harder and deeper than ever before.

I heard Tanya moan and I looked over my shoulder to see more of the big cock disappearing into her pussy. Tanya shoved the strap on dildo all the way in my ass, as I could feel the balls hit my balls. Tanya pulled the cock out of my ass very slowly and then slid it in deep inside me. In and out she fucked my ass as I moaned and started to shake. She was starting to shove the horseshoe cock deeper into her own pussy as Peggy came to the top of the bed and slid underneath me. She was upside down and had her mouth inches from my cock and my face buried in her pussy. Peggy had a big dildo in her hand and placed the dildo in her pussy as she put my cock in her mouth.

We all shifted to reposition and increase our comfort but it ended up that Tanya was fucking herself with the big horseshoe dildo and had at least eight inches buried in her cunt. I had ten inches of strap on cock buried in my ass and had my own cock in Peggy’s mouth. I was shoving an eight inch dildo in an out of Peggy’s pussy. I moaned again and said I was going to cum and Tanya shoved the strap on cock all the way to the hilt into my ass as my cock exploded in Peggy’s mouth.

Tanya was also nearing an orgasm, so I removed the strap on cock and had her take my position. I put the strap on cock on me and started to fuck her ass while she continued to milk the horseshoe cock with her pussy. Peggy arose and started taking more pictures and was taking close ups of both cocks buried inside of Tanya as she had a violent climax before I inserted half of the strap on in her ass. I pulled out and left Tanya in the bed with half of the horseshoe cock still buried in her pussy.

Peggy climbed on the bed and had Tanya turn around and inserted the other end of the dildo inside her cunt and half of it slid right in as she was so wet. I took a few pictures and finally we were out of film. I was in heaven watching these two beauties share a big two headed cock and they were fucking each other with the same dick. They shared a kiss and Peggy motioned me on the bed. We all took turns kissing as Peggy started to shiver all over and Tanya started screaming.

My dick was hard and Tanya motioned me to her ass, and I wasted no time in shoving my hard cock in her ass and started pounding her hard as the two girls started to erupt in violent orgasms. Peggy started first but as she started cumming, it sent Tanya over the edge and she started to cum too.

I could not tell which girl was moaning louder and having the most powerful orgasm, but Tanya removed the cock from her pussy and pulled my cock out of her ass.

“I want to taste that cock after it has been in my ass,” she said.

“Me too,” said Peggy.

They alternated sucking my cock and licking my shaft and then I started to shoot my cum and Tanya grabbed my cock and sucked all of the cum out of me and licked it dry.

We were all exhausted afterwards and when I looked at the clock I could see why, we had been fucking together for over an hour. I went in to take a shower and become Tony. When I returned cleansed with my make up off, the two girls were naked asleep in the bed. I slipped in bed between them and fell asleep.