Confessions of a Sex Crazy Crossdresser Part 9

Hi all, hope you enjoy Sandy’s adventures. 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

0 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

0 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

0 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

0; I also put a $25 dollar chip on

7 as well. The dealer repeated his advice to the pit boss and I swear to you this is true,

7 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, güvenilir bahis 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 güvenilir bahis siteleri 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 iddaa siteleri 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.