The Sissy Hotel

The address turned out to be opposite a brothel. It was just a short drive from Las Vegas but I'd been traveling for over a day to get this far, sleeping overnight in my car on the way. I hadn't been able to afford to fly. I worked a minimum wage service job and after saving hard to pay for the fees I had just about enough cash left over for the gas to get my old beater here. This place was expensive but completely unique. There was nowhere else in the country you could get the same experience.

It was early afternoon and after my long journey, I finally pulled into the parking lot of the Sissy Hotel. I had a sense of trepidation and procrastinated before making my way inside. Was I really going to do this? It took me ten minutes to build up the courage, but I got out of the car.

I nervously walked into the lobby. I didn't have any bags, they told you to arrive with nothing. I don't know what I was expecting but the decor was quite subdued. Perhaps I had imagined pictures of dildos on the walls or something, but you wouldn't have known the difference from any other hotel. Even the name wasn't too outlandish, I could have imagined some confused old couple wandering in here looking for a room for the night and asking if 'Sissy' still ran the place.

I was the only person there. The woman on reception, beckoned me over. She was warm and welcoming, greeting me with a smile. "Hey there! Checking in?"

"Er... yeah." I mumbled with some embarrassment, staring at my feet.

"Great. Can I just get your name?"

"Ethan," I answered automatically. She tapped on the keyboard.

"Huh, there's nothing coming up." I lifted my head feeling confused. "Would it be possible you checked in with another name?" She looked at me quizzically, hinting with her expression that there was something important I might have forgotten.

"Oh! Right! Gotcha." I felt like an idiot and slapped my forehead to emphasize my mistake. "It's Emily."

"Great. Thanks Emily. I've found you." She tapped on the computer for a few moments. "You're all set. Just go through." She pointed at a door on the other side of the lobby and picked up the desk phone. "You're the last one to arrive today, I'll let them know you're coming."

"Thanks." I walked over to the door she pointed at. It had a women's bathroom symbol on it. I glanced either side but there was no other door for men. "Excuse me!" I shouted back to the receptionist. "It says ladies room?"

"Yes, that's you," she shouted back and gestured with her hand for me to go on through.

I gingerly pushed open the door and peeked inside, suspecting this was a huge mistake. I expected to hear screams at my presence and to be summarily escorted out of the building, but there was no one there. Inside was a gym style locker room with benches and showers. I went inside and stood around awkwardly, feeling out of place.

I was startled when a door on the other side suddenly swung open. I heard a lot of activity and bustle and then a woman in her early twenties confidently strode in. Her short hair was dyed a vibrant shade of red and immediately caught my attention. Tattoos covered her right arm. She wore a black net top over a dark cropped camisole with high waisted vintage jeans, giving her a rebellious look.

"Hi, I'm Aria," she greeted me warmly. "Is it Emily?"

"Yes," I replied meekly.

"Could you take your clothes off and pick a locker please?" she asked as if she had just made a regular, everyday request.

"Erm, what?" She was a lot more forward that I was expecting at this point in the conversation.

"Just take all your clothes off and put them in a locker," she repeated firmly, pointing at one of the lockers at random. "Put your phone, keys and everything in there too please."

I started undressing and placing all my things in the locker, feeling uncomfortable with her watching me the whole time. I was down to my underwear.

"Take it all off," she clarified.

I took off my underwear and turned around, butt naked in front of her, covering my crotch with my hands. She reached past me and pushed the locker shut, removing the key. I felt incredibly vulnerable. I now had no clothes, no wallet and no phone. I was essentially at her complete mercy.

"I'll drop the key at the front desk. You can pick it up any time." She went a way for a few moments and came back with a razor and some lotion. "Can you get in the shower and take all your body hair off please?"

"Oh! Erm ..." I was deeply unsure about this. "All of it?"

"It'll feel so much nicer and more feminine." I reluctantly took the razor from her. "I'll come back in a while." She left me to it.

It took me a long time to shave everywhere and I was still in the shower when Aria came back carrying a bath towel. She stood right in front of me and inspected my work. "Great job! Super smooth. Really nice."

I turned away from her to turn off the water and she playfully whipped me on the ass with the towel. She broke the tension by laughing and it was infectious, I couldn't help but laugh too. I was feeling a lot less anxious. She handed me the towel and I dried myself off.

"So now we need to get that little thing safely locked away," she pointed down at my groin. "I'll get you a cage. Are we small, tiny or micro do you think?"

I didn't understand. "Erm, do you have regular maybe?"

"It's kind of a joke with the people who make these things honey. It's large, medium and small. I'll go get a tiny."

She came back in a few moments with a bright pink chastity device. Without asking my permission she got on her knees in front of me and started manipulating my balls, getting the cage on. She wasn't shy about anything and handled me with complete confidence. I'd never had a woman touch me in that way before. I started to get hard but she was clearly an expert and had me locked up in seconds. The lock clicked shut and she took the key. My swelling cock started straining against the cage and becoming painful.

"I see you're a little over excited. Don't worry that's normal. Breath deep, relax and let it go down. This is just a training cage for new girls, it's made of soft silicone rubber. It's got a little give in it."

My cock started to go down and I felt more comfortable. "I think I'm OK now."

"If you want the key, it's at the front desk but try and stay in it as long as you can." She clapped her hands. "OK, you're all set. Let's take you through and get you ready."

She led me by the hand through the door she had original come from. It opened out into a busy beauty salon. Several girls were sat in chairs in front of mirrors, getting their hair done and make-up applied by beauticians running around at a frantic pace.

"Can you sit over there and wait please?" Aria pointed at a bench where there was an overweight man already seated who looked about fifty or so. He was relaxed with his arms across the top of the bench and his legs spread. He was as naked as myself except for a pink chastity cage identical to my own. What was particularly distinctive about him though, was he had an enormous pair of tits.

I went and sat on the far side of bench to avoid touching him as he was spread so far. He immediately introduced himself and offered me his hand to shake. "Oh hi there, great to meet you. I'm Chuck. And you are?"

"Emily."

"Beautiful darling. Yeah, I never got round to picking a girl version of my name. I don't know, Charlene or Charlotte do you think? Something totally different?" He was fast talking, very friendly and totally at ease. His relaxed nature made me forget about my own nakedness and feel completely at easy like it was natural. "I don't know why I need a girl's name. It's just plain old Chuck anyway. First time here?"

"Er, yeah," I replied with nervousness evident in my voice.

"Oh don't you worry about anything, we're all very friendly. Always pleased to see new girls ..." he caught me surreptitiously glancing at his chest. I hadn't even realized I was doing it. He looked down.

"Oh you like these?" He surprised me by grabbing my wrist without asking and placing my hand on one of his ample breasts. "Great aren't they? Squeeze them if you like."

I must admit I was fascinated with how he got those. "Are those some kind of implants?"

"Oh no, nothing so permanent. It's done with saline injection. It just swells you up for a couple of days and then they go down eventually. There's this guy I know into body modification."

I'd never in my life imagined such a thing was possible. "Wow! So you can just have temporary breasts? Boobs when you want?"

"You got it girl. Great huh?"

I was in awe. Chuck started telling me about the pros and cons and risks and technicality of it, but I wasn't listening. I looked down and imagined my flat chest with real tits. Chuck snapped me out of it.

"Oh here's someone you need to meet." He pointed at an elegant, statuesque middle-aged woman who had just entered the salon. Her voluminous hair cascaded down her back, a radiant shade of platinum blonde. She was dressed in a form-fitting professional knee length dress, a modest v-neck revealed just a hint of décolletage. She was toned and of a slight muscular build with an angular jaw. I wondered if she was a cross-dresser or transsexual but I wasn't sure.

She scanned the room and locked onto us with a smile of recognition before striding purposefully in our direction, her arms outstretched towards us. Chuck got up excitedly to meet her and they embraced. "Darling! It's so marvelous to see you again," she said to Chuck in a husky voice. I couldn't quite place her accent. It sounded possibly German. She glanced at Chuck's chest. "My goodness girl, those are amazing, they get bigger every time I see you." Chuck look pleased at her admiration. "So tell me darling, who's your new friend? I don't believe we have met unless I am mistaken?"

"May I introduce Emily," Chuck gestured in my direction.

"Hi," I meekly raised my hand and tried to smile.

"I'm Gisèle, I'm the hotel owner. Let me know if there's anything I can do to make your stay more comfortable," she said.

"Oh, thank you. I'm good, really."

"Will you be joining us for some fun with the gentlemen?" she offered. I had an idea what she meant. I'd read the hotel website in full and I was very much interested in the opportunity.

"Careful girl, she's pimping you out," Chuck said wickedly. Gisèle looked less than impressed with the comment.

"It's all very enjoyable. There's absolutely no pressure darling. It's all just fun."

"I'd like that. Yes." Gisèle clasped her hands together and looked delighted.

"Good girl. I'll see you again soon." Being called a 'good girl' gave me a little tingle of excitement. Gisèle went off to talk to other guests.

Chuck was about to say something when we were both called. He went to sit in a chair over the other side of the room and an Aria beckoned me towards her. I went and sat in a salon chair in front of the mirror and she got straight to work applying make-up, starting with a heavy foundation, covering my beard area. After she was done with that, she paused for a moment and stared at me pensively.

"You know, often I advise a wig for a lot of girls, but I think I could do something with your natural hair. I've got an idea. Would it be OK for me to style it?"

"Sure!" I said enthusiastically. I loved the idea. She hadn't told me exactly what she had in mind, but I was intrigued. I didn't care what she did as long as it was feminine. She called over another assistant who got to work on my hair while she did my make-up.

"So what brings you here?" asked Aria.

"Oh you know, the usual. Guy wants to experience being a girl. The regular story." It was an incomplete truth. I desperately wanted the freedom to be femme without being judged and I adored everything feminine, but if I was completely honest, I was also here as a form of self-flagellation for not feeling sufficiently male. I didn't understand it all yet, but I had been comparing myself against a definition of masculinity that was far to rigid. "How does a girl like you end up in a place like this?" I reversed the question to deflect discussion away from myself.

"Art college," she said. "I got debts like you wouldn't believe and Gisèle pays well. Also I get a kick out of helping cuties like you be themselves." I didn't know if she was being serious, but I almost melted when she implied I was cute, it was the first time any woman had ever said that to me. In my natural male mode I just faded into the background. I was humiliated that I'd never once had a girlfriend.

As time went by, I could see other girls being measured and dressed variously in lingerie and sexy clothes. One by one, they were leaving the salon. I watched them through the window, reflected in the mirror in front of me. They were heading for the hotel pool area.

After I while I was the only girl left in the salon, but it was well worth the wait. I was astounded with my transformation. My dark hair was styled in a cute textured pixie cut with waves. Combined with the way Aria had shaped my eyebrows and the artistic contouring, it gave me an immediately softer and more feminine appearance. My complexion looked flawless. I felt desirable for the first time in my life.

Aria was just finishing my bright red lips when I saw Gisèle through the window, rounding up the girls from around the pool to take them somewhere. I was conscious I was being left behind, but Aria was finally done.

"How are we doing, beautiful?" she asked, pleased with her own handiwork.

"It's incredible. I couldn't be happier. Thank you." I was loving the compliments. I'd never had that experience before.

"I aim to please," she said delighted. "Now, just got to find you something to wear." She invited me to stand up and quickly measured me around the chest and hips. She disappeared for a moment and came back with a corset among other clothes. She fitted me with a bra that pushed up the little I had into at least slight cleavage, then a garter belt with a pair of lace panties over the top that felt divine. She squeezed me into the corset which gave me a feminine figure. This was more of a struggle, but I didn't care as long as I ended up with a girly form. For the pièce de résistance, she slipped me into pair of lace top stockings. I couldn't help but run my hands up my sexy legs. I felt like a goddess.

"Do you think you can manage heels or would you prefer flats?" Aria asked.

"Oh...." there was no decision to be made. "Heels. Please god, heels." I brought my hands together in prayer.

Aria smiled. "I'll see what I can do honey."

My five inch heels clicked on the concrete path as I walked. Aria had directed me towards another building on the opposite side of the pool. I'd never tried these shoes before, but walking wasn't as difficult as imagined. I thoroughly enjoyed my first time walking in them and took to it like a duck to water but I was just hoping I didn't slip and end up actually in the water. Fortunately however, I made it without a hitch.

The building backed onto the car park and I went in the side entrance ending up in a dressing room with mirrors and racks of clothes. Gisèle was there with a clipboard.

"Ah Emily, you look fabulous darling."

"Thanks," I said blushing from the attention.

"Jasmine!" she shouted across the room and a girl came over. She was wearing a violet mini-dress and must have been six foot three tall in her heels. "Can you take care of our Emily here? She is a virgin."

"Oh I'd be pleased to. Right this way sweetie." She took me by the hand and led me out of the dressing room into a hallway of strangely small rooms, each of which had a clear number on the door. She pushed open the door of the tiny, dimly lit room at the end. It was maybe 60 square feet, like a janitor's closet. There wasn't much there except a chair in the corner next to a small table and a mat on the floor. On the back wall though there was a large TV that was showing porn.

"So you sit over there and watch me carefully. I'll do the first one, then you can take over."

She pushed a button by the door, then got on her knees on the mat and faced the door. Maybe only ten seconds later a man confidently burst in like he owned the place. He was in his 30s, wearing jeans and a black shirt. He stood straight in front of Jasmine. "Ladies!" he greeted briefly, barely paying any attention to us, immediately transfixed on the TV. He unbuckled his belt and his pants slid to the floor.

Jasmine pulled down his underwear and immediately started licking his cock. He got hard in only seconds. She kissed the tip and then started sucking him, rhythmically bobbing her head backwards and forwards in a fast motion. After a couple of minutes she pulled out and started licking down the shaft, then went back to sucking. A short time later the man's expression changed and his eyes closed, Jasmine seemed to freeze. She slowly pulled out and then made a show of tipping her head back and swallowing.

"Just perfect!" he said suddenly. He pulled up his pants and buckled himself. "Hope to see you ladies again soon."

"Thank you Sir," said Jasmine, erotically looking up at him from her kneeling position.

The man left and she got on her feet.

"Simple as that," said Jasmine. "Get him hard with your tongue, if he isn't already. Try and get as far down the shaft as you can and get a regular rhythm going. Lick under the tip. When your jaw gets tired, pull out and lick for a while. Don't do the same thing for too long or he'll get bored. Push the button by the door to signal when you're ready."

"Where are they coming from?" I asked.

"You know I'm not exactly sure how Gisèle finds them. They arrive, sit in a waiting room and get called. That's all I know. I don't really care as long as they want their dicks sucked."

I anxiously stood up, hit the button and quickly got down on my knees facing the door. I was extremely nervous and shaking a little. Jasmine fixed her lipstick in the mirror and then sat down.

"Oh and remember the three Es of cock sucking: eagerness, enthusiasm and enjoyment," she added to her instructions. "Good girls get to work straight away and enjoy themselves. Show him you love it."

The door opened and a man wearing a gray tailored suit and tie entered. From my position on my knees staring straight ahead I barely even saw his face. He just minimally acknowledged our presence and pulled his cock out. I went in to lick it but he chose to masturbate himself to erect.

I could feel I was about to make a life changing decision that would forever mark itself in my mind. I kissed his tip, I could smell his pre-cum and a drop was dangling from the end. I licked it up and tasted the saltiness before putting my lips around the shaft. I felt in that moment as if I had crossed a threshold. I was now a cock sucker, one kind of virginity taken, a first kind of virginity, even if others remained intact. I was on my knees with a dick in my mouth, totally submissive, in my mind no longer a 'real' man, or more correctly no longer what I perceived a man should be. I had now permanently relinquished my masculinity, I was changed forever. It was something I could never take back.

I'd always had a fantasy about being a whore, I willingly fulfilled my new role. I imagined he had paid for me and I had to serve my customer to the best of my ability. I sucked and licked him as I'd seen Jasmine do. I wasn't sure how long it would take. I could hear the porn on the screen behind me, two attractive women were pleasuring each other. I understood now it was there as a distraction from the perhaps less than feminine mouth working away at his cock. Maybe it helped him feel as if it were less gay. The dim lighting and the limited conversation made me barely seem present. From his perspective he wasn't being sucked off my a man, he was just using a realistic sex toy while watching porn.