Hilton Hottie by Gabrielle Wolfe 2005 gabbytv509@yahoo.com
The Room
I checked into the Hilton in Seattle and then went up to my room. While it wasn't the best room i've ever stayed in it was one of the best experiences. I unpacked my bags and then picked out the outfit I'd planned on wearing. I'd been planning this night for awhile and so had a good idea of the "look" I wanted. After I set the outfit aside I hopped in the shower to get the stale plane air out of my nostrils and to do a last minute shave to get myself extra smooth. Stepping out of the shower I quickly blotted my skin dry and then blew dry my hair. In a step out of the ordinary for me I stopped by my friend Katie's shop in NW Portland and had extensions put in for the weekend. While it's a bit expensive to do it is nice to have someone you know and trust with your "beauty secrets". Usually I only have shortish hair but for the weekend I had hair halfway down my back and it was quite curly to boot. After my hair was dry I softly ran a brush through it until it was tangle free and had just the right amount of animal sexiness.
Now that my hair was taken care of let's get dressed I thought. Stepping over to the bed I picked up the centerpiece of my outfit. A black patent leather thong that I recieved three days earlier from one of my online male friends along with the confirmation for my hotel room in Seattle. Smiling as I set it aside again I picked up a pair of thigh high stockings and slowly rolled them up my perfectly smooth legs. Once they were pulled tight I slipped on my favorite black garter belt and then clipped the stays into place. Next I pulled the leather thong on and tucked my cock back between my legs before pulling the thong all the way on. Looking in the mirror I couldn't see a hint of my cock or my balls. Excellent I thought.
Once that was done I opened the small black box in my overnight bag and took out the adhesive and my DD breast forms. I applied a bit of the adhesive to the back of the forms and then pressed them against my chest firmly and waited for the adhesive to dry. One of my on again off again lovers works in special effects and had hand made these perfectly for me. The skin tone was perfect and when applied had almost no seam between my skin and the forms. The look perfect when I wear them. Next I grabbed my cupless full boned corset (girls if you don't have one with front clasps and a zipper you gotta get one. They are so much easier to put on) and with a quick exhalation of air zipped and clasped it up. Then taking as deep a breath as I could I went bent down and picked up my black patent skirt. Pulling it up past my girlish hips and ass I felt the leather caress my perfectly smooth bare ass and shivered knowing I'd have something other than a skirt caressing it soon.
Next I headed over to the makeup table and began applying my makeup. I knew that to match that thong I'd need to go with something a little on the vampy side so after a quick application of foundation I gave myself a light coat of "whorepaint". First I applied some deep red rouge and then put on some dark grey eyeshadow and also outlined my eyes with eyeliner before adding a thick coat of mascara. Then I searched my makeup bag until I found my deepest cocksucking red lipstick and applied it. Finally I gave my lips that lickable shine with a bit of lip gloss.
Once my makeup was done I slipped on a simple lightweight blouse buttoned to just above my nipples added the very last bit to my outfit, a simple silver chain with a pendant that read "toy". With a quick glance in the mirror I knew that anyone who saw me would know I was on the prowl hunting for just one thing. checking to make sure that everything was in place and that I didn't have anything remotely male about me I slipped on my come fuck me pumps and grabbed my purse before heading out the door.
The Bar.
As I sashayed up to the elevator the doors opened and out came a guy in a suit carrying his bags. As his eyes travelled over my body they lingered on my necklace and I noticed him flush. As I passed him my hand reached out and caressed his crotch as I purred "hi baby" with a sly smile on my face. Continuing past him I slipped into the elevator and pressed the button to reach the hotel bar. After a short time the doors opened and I strode out of the elevator and headed for the bar. I noticed quite of the guys in the lobby look my way as my ass and tits jiggled in their midst. Entering the totally empty bar I took a moment to let my eyes adjust before moving. Spotting a table in a corner I sat down and crossed my legs while fishing in my purse for a cigarette. I'd just taken my first drag when the waitress came to my table.
I ordered a midori sour and looked around to see if my friend was there yet. Not seeing him I continued to look around seeing if I could find a weary businessman to flirt with. I noticed over at the bar a youngish guy furtively checking me out. I took a drag on my cigarette while staring his direction and then languidly licked my lips before exhaling. As the waitress went past him to make my drink he turned and said something to her. I smiled knowing he was using the oldest pickup in the book. As the waitress nodded her assent she continued making my drink and then came over and delivered it to me. She told me the gentleman at the bar had already paid for my drink. I told her to let him know I really appreciated it and to send him over so I could thank him personally. She said no problem with a smile and then headed back to the bar. As she told him my message he smiled and then picked up his beer (guinness from the color) and came over. He introduced himself as Chris and asked if I minded if he sat down. I told him I'd love it if he did.
One thing I've noticed is travelling businessman never turn down the attention of an attractive lady. I could feel his blue eyes lingering on my cleavage as he sat down. Thanks to the excellent construction of my breast forms and the dim lighting in the bar I knew that all he saw was a 100% natural woman.
Chris told me that he had recently applied himself 100% to work due to a recent breakup. Typically when I hear this sort of story I usually try to make a break for it as quickly as possible. But hearing the emotion in his voice I could tell that he was still completely in love with this girl. I asked him how long they'd been together and he told me 6 years. Hmm someone who isn't totally commitment phobic and in love? Well this could be a nice challenge. Chris went on to tell me that he didn't expect anything other than some conversation since I was the first person he'd seen walk into the bar in the 3 hours he'd been sitting there. He gave me a wry grin and said that didn't sound like the greatest way to describe himself. I smiled back and asked him what he did.
He explained that he was a network engineer in town to work on a project for a few weeks. Usually I'd either have gone home to the girlfriend for the weekend or brought her up. Faced with returning to an empty house full of memories I decided the hotel would be a better place.
I placed my hand on his and told him I fully understood what he was going through. I let him in on the secret (well not THE secret' that could come later) of how I became such an enticing creature. My old ex had really done a number on me and brought out the sexy vibrant woman he now saw. Before I was hurt so badly I wasn't nearly as outgoing nor did I take such great pains to make myself look so attractive.
He smiled that same sexy wry grin again and told me he doubted I could ever look unattractive. As my hand rested upon his I noticed how long his fingers were. His hands were quite strong looking too. I noticed also that his shirt sleeves were rolled up revealing deeply tanned muscular forearms. (is it getting hot in here or is it me?) placing his other hand on top of mine he smiled a quiet smile and told me that whatever hurt I'd suffered it seems to have made me the better for it. When his hand covered mine I could suddenly feel where the heat was coming from. This guy was basically a human heat pump. mmm warmth like that means that he'd heat me up from the inside out. Decision made. I'd seduce this guy and have him begging to fuck me. Maybe even convince him to try sucking a tranny cock.
The Seduction
As we'd been talking I'd noticed a band setting up in the corner of the bar. They'd completed their setup and had just started playing one of my favorite songs "Sentimental Journey". I smiled and said that I loved dancing to this song as I grabbed Chris' hand and dragged him towards the dance floor. He resisted at first but when I leaned in close to him and started slow dancing I could tell how much he needed a woman's closeness. I kept my distance at first and then slowly closed in until I had most of my body millimeters away from his. I put my face in towards his neck and slowly breathed warm air along his throat. As I did this I felt him tense slightly and then felt a nice large pressure against my thigh (oh my..this is turning out to be an excellent night). As we continued to dance I felt him press more of his crotch against me. Slowly turning I wrapped his arms around me and pressed my bottom against his crotch and let him slowly grind his hard cock against my ass. When the song ended shortly thereafter I turned and gave him a quick kiss and asked if he would excuse me for a moment, "powder room". He blushed a bit as he realized what we'd been doing on the dance floor and then nodded a yes.
I stopped by the table and grabbed my purse before heading to the ladies room. Once inside the ladies room I checked to make sure that no taletell bulge showed in my skirt (this guy had the natural right moves to turn a girl on!). Once I'd checked my skirt I checked my makeup and then pulled out my cellphone to call my friend who was supposed to meet me later. When he answered I told him I'd found a deserving lonely guy who needed some attention. He laughed and said he'd talk to me in the morning.
I put my phone away and then with a last check in the mirror headed back out to Chris. I sat down and slowly and languidly sucked at my drink with my red full lips wrapped around the straw as my eyes stared directly at Chris' crotch. He swallowed a few times and asked if I wanted anything else to drink. (ah ha! someone else who likes double entendre). I told him I would rather go someplace else for something to eat.
He smiled when I said that and mentioned that he knew a nice cozy place where both of us could get something to eat and that it might even fill me up. I laughed and said that I hoped so since I was absolutely starving and really wanted to feel full. (Granted it wasn't the wittiest but since we were both horny and had all of our blood below our waists it was great!).
Chris stood up and pulled out my chair and then held out his hand. I took his hand and then leaned in close as I felt his hand move in towards my lower back and then felt his fingers gently stroke the middle of my ass (just an inch or so above my anus...so few men know how sensitive that area is) I shuddered a little and leaned in closer to him as we walked out the door.
We reached the elevator and I noticed in the brighter light Chris was looking at me with a thoughtful look on his face. Inwardly I wondered if he had "read" me. As the doors opened we stepped in and he pressed the button for the 9th floor. No sooner had the door closed when I felt his fingers turning my head towards his and then his lips touched mine. Within seconds my ass was being kneaded under his strong fingers and my mouth was being probed by his strong tongue. I reached my hand down to his crotch and gave him a nice squeeze. Only a few more moments and I'd have that monster in my mouth.
The elevator came to a stop and we quickly composed ourselves before the doors opened. As they opened we both strode purposefully for his room (he in the lead since he knew where it was and I didn't). He put his key in the door and opened it in one fluid motion.
Within seconds we were in each others arms again groping and licking and biting and kissing. As he started to put his hand under my skirt I stopped him by kneeling down and beginning to unbuckle his belt. I ripped his belt off and then unbuttoned and pulled off his pants. Then looking up into his eyes I pulled his zipper down with my teeth and then reached into his underwear and pulled out a nice 7.5" thick cock. It was perfect in it's dimensions and was accompanied by a very large pair of nuts. I licked up the shaft from the base and then wrapped my lips around the head just like I had that straw earlier. Slowly I slid down his length until I'd buried my nose in his dark pubic hair. I placed my hands against his firm ass and continued bobbing my head up and down on his throbbing cock while taking his boxers off the rest of the way.
After I sucked him for a few minutes I took my mouth off and blew cool air across his swollen balls as I stroked his full length with my hand. He groaned as I took one ball and then the other into my mouth and rolled them gently around on my tongue. After doing this for a bit I turned my attention back to his huge cock. As I continued to stroke and suck him (my tongue tracing little circles around his shaft) I felt him starting to get close to cumming.
Stopping my attentions on his cock I instead turned to that delectable morsel of flesh on his ass and began slowly and sensuously licking at his ass while continuing to slowly stroke him. Once his ass was fully wet by my saliva I returned to my oral attentions of his incredibly hot and tasty cock. While I felt him tense from my ministrations I slowly slipped my middle finger into his surprisingly relaxed asshole and then began fingerfucking him in sequence with the bobbing of my head. A few minutes of this and he started twitching before suddenly yelling that he was about to come. I pulled his cock out of my mouth with a nice satisfying pop and then kept stroking his lipstick and saliva coated cock until he exploded all over my face and tongue. I lapped at the massive torrent of hot jism spattering me until he finally collapsed back on the bed. Not wanting to miss a drop of his tasty cum I slowly and languidly licked up every drop I could while still milking the last bits out of his semihard cock.
Returning the favor
Once I was finished I crawled up on the bed beside him and looked into his eyes. He gave me a weak smile and asked if he could return the favor in some way. I smiled back and said I'd be thrilled if he would. I then leaned over and gave him a deep kiss letting our tongues dance. Surprisingly I soon felt him start to grow hard again as well as noticed that he was softly stroking my cock through my leather thong.
I sat up and looked at him for any signs of freaking out but relaxed when he said that I was bigger than he thought a ts would be. He smiled when he watched my expressions change from scared to shocked. I told him that I wasn't actually a TS but only a parttime TV. He said that he hadn't ever met a TV that was not only passable but so gorgeous. I laughed and told him that he was just trying to take advantage of me.
With that same wry grin he looked down and pulled aside my thong and then with a quick movement took my entire 8 inches into his mouth. I gasped as his tongue circled the head as he slid down along the shaft until I could feel his tonsils pushing against my swollen head. I lifted my skirt up a bit more so I could watch this cute guy sucking my cock with such joy. After a few minutes of sucking he lifted my ass up so he could pull my thong off completely leaving my ass in his thick hot hands. As he sucked he slowly started fingering my ass and then used his other hand to stroke and fondle my smooth shaved balls.
I pulled him off my cock and then gently tugged him up to me until our stiff cocks were rubbing together and continued kissing him. As we lay back on the bed I felt his hands grab ahold of my ass and then he slid me over his body until I was laying on top of him. I reached down and adjusted our cocks so that they were side by side and began stroking them both while our tongues continued to dance together. I felt his hips slide forward as we both began to twitch in pleasure. His lips left mine and I felt his teeth nibble at my neck and shivered as he bit my pleasure zones perfectly. I pulled his shirt up to feel his chest muscles and then with his help stripped his shirt completely off. Licking his chest and nipples and then kissing down to his cock I gave it a few licks and sucks while pulling on his balls a bit more.
Sitting up a bit I grabbed a condom out of my purse and slowly unrolled it down his cock using my tongue (a girl can never know enough tricks) and then leaning forward I guided him into my hot waiting ass. As I felt his hot cock fill me completely I knew I was right when I'd felt the heat coming off of him in the bar. I felt his throbbing heat sear through my loins as he slowly lifted himself into me in perfect rhythm. After a few minutes of riding his cock he grabbed me with his powerful arms and then flipped me over so he was kneeling over me. Then he started fucking me deeper and harder as my groans of pleasure began to mount. Then With another quick adjustment I saw him standing on the floor while continuing to relentlessly pounding away at my ass.
He leaned down and took my rockhard cock into his mouth and began a rhythmic cycle of sucking and thrusting that had me convulsing in spasms of extacy. Within 2 minutes I knew I was going to cum and then with a squeal I felt my body shudder as wave after wave of orgasm flowed through me. As I filled his mouth with my seed I felt his cock begin to swell and then felt the wonderous spurts of his cum spurting into my ass. The twitching of his cock was enough to give me a second orgasm and a smile of genuine pleasure on both our faces.
I felt Chris collapse against me and then looked into his eyes as we kissed and exchanged some of my cum that he'd held in my mouth. The texture of his silky lips and tantalizing tongue mingled with the sticky sweetness of my cum. We lay there for a few minutes until he sat up and grabbed a pack of cigarettes out of his pocket and offered me one. I accepted gratefully and we lay back down and smoked. I asked him how long he'd been into Tgirls and he told me a few years. I asked if he dressed and he told me no. He asked how long I'd been dressing and I told him about how I'd watched a tranny film in an adult bookstore years before and found that I really wanted to be the guy in drag sucking off other guys.
As I described my "origins" I felt myself growing hard again and so I finished my cigarette and began stroking us both. He told me that it was still my turn so I asked if he minded if I tried that wonderous trick he'd used on me. He told me that he'd love me to. I lifted his legs and began eating his tight ass making sure to get it nicely relaxed and wet. Once I felt his body shake with pleasure I grabbed another condom out of my purse and slipped it onto my cock. Slowly and gently I slid my cock into his hot ass and began sliding in and out carefully making sure not to cause him any pain. Once I'd felt him relax enough I leaned down and kissed and nibbled at his lips before I started pounding away. After a few minutes I leaned down and took his cock into my mouth. The pattern of sucking and then thrusting took me a few moments to get the hang of but eventually I got it and started increasing my speed until I was pistoning in and out of him as fast as I could.
After 10 minutes of this I felt his cock start to twitch and swell and then felt another torrent of cum spatter inside my mouth. Swallowing as much as I could I sat up fully and stroked his cock as fast as I was pumping away at his ass smiling as spurt after spurt of his cum hit me in the chest (damn did his cock have some power!) I pointed the head at his chest and directed the last 3 jets of cum onto it. I felt myself starting to cum as well by this point and so feeling a bit overly randy pulled out of his ass, yanked off the condom and came all over his face tongue and chest. He leaned forward as I did it and then wrapped his lips around my cock to get the last few drops of cum out of it with a few gentle sucks.
I leaned down against him and licked the cum off of his face and chest. He turned around into a semi 69 position and licked me clean as well. Once we were both relatively cleaned up of cum we went back to kissing gently until we fell asleep with our legs intertwined.
Epilogue
I woke up with the sun shining in the window and Chris nowhere to be found. I heard the shower running so I slipped off my stockings, blouse, skirt and corset off and padded into the bathroom. His back was to me so I had a perfect view through the glass shower door to his tight tanned ass. It was enough to give me a nice solid morning erection. Silently I opened the door and then stepped into the shower. Closing the door I pressed my cock and breasts against him and then wrapped my arms around him. I gave him a quick kiss on the neck and then he turned around and pressed his cock against mine. Within moments we were kissing and stroking each other again and shortly thereafter I felt the throbbing heat of his soapcovered cock sliding into my still sore ass. He held me up with his arms and thrust away until with a mighty grunt I felt his sticky seed coating my insides. Once he'd finished dropping a load I pushed him down on his knees and face fucked him until I filled his mouth with cum.
We cleaned up as best we could and then went back to lie down awhile. I woke up about 3 hours later at the sound of my cellphone vibrating in my purse. I quietly dressed then gave Chris a peck on the cheek before heading back to my room for a nice bubble bath and a gossip fest with the friend I was supposed to meet the night before. After I got off the phone with him I got out of the bath, toweled off and crawled into bed for a few hours.
Later that night I went out on the town with my friend and then had some nice oral interplay with him (all he likes) he dropped me off at the hotel around 9 at night. Deciding I wanted a drink before going up to my room I walked into the bar to see Chris sitting at the same table with a Guinness and a Midori Sour. I grinned at him as he gave me that still mezmerizing wry grin and beckoned me over. This girl was going to have another sore ass in the morning :)
***** Note this is a work of fiction *****
I'd love to spend a weekend enfemme in a hotel room engaging in sexual escapades but unlike the TV in this story I never engage in bareback sex. If you're interested in recreating any of this story let me know via email. I am safe and expect you to be as well. Let me know thoughts, comments and suggestions on this or any of my other stories.
Lots of Love, Gabbytv