My Vegas trip

I work a lot, a whole lot! Two jobs to be exact. Not ideal but the money is too good not to. Bored on the internet one day I decided to book a flight and hotel to Vegas. Being from the south, it’s limited where I can go and not be judged or even worse when I crossdress and go out. I do a great job in passing but there’s always that chance someone notices right? My stay in Vegas would be from Thursday night till Sunday, plenty time to get naughty I suppose. 

In the weeks leading up to my departure I had tons of thoughts running through my head. See, I’ve never been to Vegas but I do enjoy gambling. During my flight booking, I choose to add an extra fee so I could carry an extra bag. This bag would include everything I needed to dress. I sorted through all my lingerie sets as well as everyday clothes. I decided on a couple clothing options to take along with me. Garters, stockings, panties and my blonde straight hair wig. Of course my makeup collections as well as tight black shiny pants and tight blue jeans. Black high heels and white sneakers made the cut also. I love white sneakers and if you follow my twitter page you will see that. 
    
Anyway back to business. I arrived at Memphis international airport and had trouble finding my gate due to I’ve never flown alone and have only flown once before. I eventually found my way thanks to some help from a nice gentleman. Passing through the security check points was rather easy but I was very nervous that they would look through my bags to find my naughty side. Then again I decided screw it if they do, I thought to myself if they saw me dressed they’d be turned on:). To my relief they didn’t check my bags other than they ran them through the X-ray machine. Boarding my plane it hit me that I was on my way to sin city to do sinful things. I was a little turned on at the thought of the things I could possibly be doing. After a 3 hour flight I landed in Vegas and Uber to my hotel which was off the main strip. I was blown away by the lights, people and nightlife. I made my way to my room and opened the door. As I entered I saw a huge mirror! I thought great I can see my outfits and my entire body to approve myself before heading out dressed. It was Thursday evening so I decided to just go gamble and have some beers as my normal self tonight and scope out some hot spots for the next few days. I gambled, drank and engaged in conversation with out of towners like myself. I couldn’t help but notice the beautiful women walking around, I’m sure most of them were prostitutes but they were extremely sexy. Anyway, around midnight I decided to call it a night. 

This is where the fun begins. I woke up Friday morning after sleeping in (slight hangover). First things first, I took a warm shower and made sure my entire body was shaved smooth all over. Applied lotion all over and started on my nails. I decided to go with white as it would make my tan look good. As I lay on the bed letting my nails dry I thought about what could happen this weekend and became horny. I couldn’t wait to have a guy manhandling me! Oh if I’d only knew what I was in store for. The time came to apply my makeup, this takes me a while as I decided to go with Smokey eyes. Did my brows and lips, I was surprised how good I’ve got at makeup. I put on a pink pair of panties that looked great covering my thick ass and girly clit. Also went with a pink bra just to match in case. Tight white shirt that opened at the top and closed just above my bra. I selected to wear my tight black shiny pants that showed every detail of my long toned legs and ass. Applied my wig and worked out every detail to make it look presentable. Finally finished I stood in front of the mirror and thought damn!! I even said “Jess you are gonna get so fucked”. 

I walked out of my room and took the elevator 11 stories down to be met by the Vegas nightlife. I quickly called an Uber and my first stop would be the Bellagio Hotel and Casino. Of shucks I forgot to add that I selected my black high heels as my footwear. So I walked into the casino feeling hot and sexy. Seems as if a few guys were checking me out but I was not attracted to them, see I am very very picky with guys. They must dress very well kinda preppy, smell good and be charming and outgoing. I decided on video poker and ordered a drink to settle in. To my surprise a nice guy bought my drink for me. After a small conversation I decided to seek my entertainment else where so I decided on the slots. Several guys stopped to make small talk with me asking if I’ve had any luck so far, not sure if they meant with sex or gambling but my response every time was nope not yet. After the night went on I was having a great time gambling and chatting with a few handsome men, I decided to sit at the bar which was huge!! It was also a sports bar and the NFL playoffs were going on so it was packed. It also seemed like it was where all the cool people were. Sitting at the bar, two guys that looked to be in their mid twenties were drinking and cheering on whoever they bet on. I sat beside one of them because it was literally the only seat left. I ordered a beer and was really hoping he would strike up conversation with me. After a few minutes he indeed started chatting with me. He asked where I was from and who I was with. He would not stop saying “no way” when I told him I was alone. “No way” became a saying for the rest of the evening. We talked and talked as he introduced me to his guy friend. They were both in shape, dressed nice and smelt wonderful! One had short spike hair like a military cut and the other short hair shaved on the sides. As our conversations went on they realized I was a Crossdresser. Much to my delight they announced to me that that’s hot. I actually felt a small chill go through my body because I felt they were gonna be my naughty sin of the trip. It was getting later and I asked them what they were gonna do after the game, they said they didn’t have any plans. I told them I was going to Uber back to my Hotel and if they wanted to have some drinks they should come see me. I gave them my phone and room number as they said they would be by at some point. We exchanged good byes as I walked outside to meet my Uber. I didn’t really think they would come over, I actually thought maybe they was just being nice and wasn’t really into me although we laughed and had a great time chatting for over 2 hours.

Arriving at my room, I stripped completely naked and freshened up just in case they did come over. I began dressing for the occasion and went with a black garter with black stockings attached. Black panties and bra. Silver necklace with bracelets on my wrist. Applied a sexy ankle bracelet I covered myself with a white shower rob. After about an hour my heart freaking sank and I got light headed when they text me saying they were 10 minutes away. I replied “great I’ll be here”. 10 minutes seemed like forever as I looked over myself 100 times in the mirror. Finally and small knock on my door and I was thinking “oh fuck yes this is happening”.  I opened the door to two smiling hunks staring at me, they were still drinking some kind of mixed drink. I invited them in and they made themselves at home. One sit on the bed and the other on the couch as the tv was playing  sports center talking about the games. John and Avery were their names. So I sat on the bed next to Avery as he insisted I taste his mixed drink which I did. It was Jack and coke and very yummy. Questions began related to my crossdressing and such. I advised them that I had been dressing since a very young age and that I go everywhere in public dressed. They thought it was fascinating and decided they wanted to see and know more. While talking, Avery began to rest his hand on my thigh which was very welcomed by me. The conversation turned to sex talk as they claimed it’s been a while since they’ve been laid. We giggled and talked about sex stories before I asked them to excuse me while I use the bathroom. I only walked into the bathroom to take my shower robe off. It was go time and I wasn’t going to be satisfied till I had both of them naked and on me. The robe fell to the floor as I looked into the mirror of a slutty sexy naughty girl that was about to get her way.

I walked out of the bathroom and came in view of them. Avery’s mouth dropped wide open as John stood up and said “damn”. John made the first move by placing his hands on my hips softly kissing my lips. I’m tall so we were eye level making the kisses easy. Locked on johns lips I felt Avery place his hands on my hips and legs as he began to slowly kiss my neck from behind.  This continued till I was hard as a rock! My cock had made its way out of the side of my panties freely dangling in excitement. Both guys took their pants off as I removed Johns shirt from his hot body. He was tatted up on his chest and arms and he was so fuckn hot! I couldn’t wait to feel him deep inside me. John eventually guided me to the bed as I sat on the edge. Both men stood beside me one on each side as their large shaved dicks stood at attention. I pinned my hair back and started slowly jacking their big shafts while they let out some low quiet moans. I found myself moaning as well due to the hotness of this scene. After a brief moment of me jacking their hards dicks I began to see Precum and I knew it was time to taste it. I began to kiss Avery’s dick and suck the head as I could taste his sweet cum which turned me on even more. Before you knew it, his dick was all the way in my mouth while  John began to push his cock towards my mouth that was already full. I began to suck both men’s dicks for about 5 seconds each at a time. This went on till my jaws became sore but I wouldn’t stop until John laid me on my back and started kissing my thighs and pierced belly button. Avery got on his knees by my head and I continued sucking his cock while John lifted my stocking legs and spread them as I felt his tongue start fucking my ass. I began to moan uncontrollably as well as Avery did also. As I was sucking his dick, I began slowly jacking it also. I could still taste random precum as I began to slowly stroke my hard dick. Omg it felt so amazing and naughty! I looked down and I saw John lubing his dick up. I thought omg fuck yes baby as he slowly rubbed the head of his dick on my butthole. It was like a massage and it felt great. Small pains ensued as he slowly began to enter inside me. He took it slow as I neglected sucking Avery’s dick because I was watching a very fat dick entering me. I began to squirm and moan as Johns dick was inside me fucking me and hitting the right spot. Avery was jacking his dick as John was dicking me down asking me if that dick is good. I replied” yes baby God yes fuck me make me your little bitch”. I wrapped my stocking legs around him as he is absolutely fucking me deep and hard as I start moaning on Avery’s dick again. After several minutes, John announces he’s cumming, I felt his warm cum blast inside me as I moaned in excitement. Having a guy blow his load inside me is unbelievable sexy to me. When John emptied his balls inside me they switched up. John was still hard so I started sucking him and getting a mouth full of leftover cum. I honestly thought Avery was the hottest guy I’ve seen so I really couldn’t wait for him to cum in me. My ass was worked pretty good by John, Avery had no problem entering me. As he slid his 7inch cock inside me I realized he was bigger than John. Avery started fuckn me as I moved my hips in rhythm to his thrust. I couldn’t believe I was having my first threesome ever! It was so hot and so slutty of me. After fucking for several more minutes Avery began to cum and so did John again as I was pleasing him with the best blow job he’s ever had. I sat up quickly and both cocks began to shoot large amounts of cum into my mouth that was wide open. I started to swallow as lots of cum started running down my mouth all over my face and in my eyes. Both men were cumming and moaning loudly. I didn’t give a fuck if the neighbors heard, it was fuckn hot! After pleasing both men they took turns sucking my clitty until I let out a moan I’ve never felt. I cum so hard I was blacking out and grabbing the head board moaning like a little bitch that I am. I laid in the bed sweating drenched in cum as they laughed and got dressed. They both thanked me for the night as they told me how fuckn sexy I was. I lay there 30 minutes after they left still covered in their cum. It’s only Friday night, I stay have Saturday fun to do? What the fuck could top this?! We will see:)