Have Pussy Will Travel Ch. 01
by tzzzr

Emily's first Travel Daddy.

Emily's hand shook, and her heart pounded as she hovered over the "Publish Profile" button. What the hell am I about to do? I want to travel, but am I willing to whore my body out to do it? Is this even safe?

Finally, taking a deep breath, she clicked the submit button. She wasn't sure if she felt relieved or terrified. To her this was a major decision in her life and it was her best friend Kat's fault.

Her mind reeled with thoughts of the last few days. A few days earlier, Emily had sighed in disgust as she threw a travel magazine back on the table in the teacher's lounge. She loved working at the school as a permanent substitute, but the salary didn't allow her to explore her fantasies. "I'll never be able to travel. I love my job, but after my bills, there just isn't enough left for the type of travel I want to do!"

Kat, her best friend since grade school, laughed and tossed another magazine at her, scolding her friend, "Read this, you need a Travel Daddy. Someone to pay for you to travel how you want in exchange for companionship."

Emily picked it up and stared at the headline:

The Rise of the Travel Baby

They're young, adventurous, and done with backpacking on a budget. Meet the Travel Babies smart, attractive, and selectively submissive women who have discovered a new kind of jet-set lifestyle. In exchange for companionship, affection, and unforgettable memories, generous, worldly "Travel Daddies" whisk them away to five-star suites in Paris, private yachts in the Mediterranean, and penthouse views in Vegas. For a growing number of women tired of ordinary life, becoming a Travel Baby isn't just about the money or the miles. It's about finally living the life they've always fantasized about... one decadent trip at a time.

Emily felt her cheeks burning as she read. The words hit way too close to home, this was exactly what she wanted. She spent a few days realizing what this could mean. Ultimately, sharing her thoughts with Kat who encouraged her to try it. Kat even helped her with pictures for her profile. Some dressed and the first nude pictures she had ever taken.

Within ten minutes of her profile becoming active, her phone dinged, letting her know someone wanted to see her personal pictures. Checking his profile, she saw it was a verified new user, a man in his early fifties. Hesitantly, Emily clicked Accept and debated whether she should just delete everything and stop the nonsense.

A few minutes later, she heard another ding, the man wanted to chat with her. Clicking Accept, she saw an invite to a video chat and a short message, "Call me in fifteen minutes, dress appropriately for inspection."

Emily quickly pulled off the sweatshirt and panties she was wearing and slipped on her sheer black teddy. She also did her hair and makeup.

The fifteen minutes passed quickly, nervously, she clicked join and made sure her camera was on. Within seconds the screen announced that Mr. Caldwell had joined and quickly his video feed appeared. Emily liked what she saw. He was good-looking, with salt-and-pepper hair, slightly tanned. Behind him she could see through the open curtains of what looked like an apartment, the lights of a large city twinkling.

For nearly a minute they just looked at each other silently. Emily could tell he was studying her, seeing if he liked what he saw. Finally he spoke, "Hello Emily, very nice to meet you. I see you are able to follow instructions, that sheer teddy really shows your body off. I can already see your tits. I wanted to make sure you can follow instructions and you clearly can. Now, stand and let me see all of you."

Emily nervously stood, stepping back from the camera, she grasped her hands in front of her. Mr. Caldwell barked, "Put your hands behind your head so I can clearly see you and do a slow spin."

Emily did as she was told, knowing that raising her hands would expose her pussy and part of her ass. Slowly she spun around, keeping her hands positioned when she returned to facing Mr. Caldwell.

He let her stand a while before speaking again, "Now, remove the teddy."

Emily paused for a second, This is it, I've never been nude on a video chat. And... it's the first thing he's asked me to do... Wow...

She slowly pulled at the hem of the nightgown, a visible shiver rushing through her entire body. Lifting it over her head and letting her petite body come into focus. Reassuming her previous position, she placed her hands behind her head and arched her back. This had the desired effect of pushing her tits out.

Standing there completed naked, Emily wondered what he thought of her. Standing just 5'3" with a petite frame, 32C tits and a smooth, tight body she had always been shy about sharing, at least until now. Her long chestnut hair cascaded over her shoulders, and she knew her fair skin was already flushed with embarrassment.

Mr. Caldwell nodded and looked her over, a smile appearing on his face. He made a motion for her to twirl around, Emily completed her twirl and he spoke again, "Very nice, that perfectly shaved pussy makes you look even younger. Exactly what I like. Now, pull your chair back farther so I can see all of you. Remember, when a submissive sits, they are to keep their legs spread so their pussy is on display."

Emily's brain screamed, "Red Alert!", everything she had been told her entire life on how to act was being violated. Still, she was enjoying being ordered to display herself, slowly she pulled her chair back, sitting down, she spread her legs, obeying his command.

"Perfect, nice and smooth, just how I like my girls. Now, masturbate for me, while telling me why you should be my Travel Baby to Vegas this weekend?"

Emily's heart nearly stopped. Her hand trembled as she lowered it between her spread legs, fingers finding her soaked pussy. She started rubbing her clit in slow circles as she tried to speak.

"Sir, I'm tired of my boring substitute teacher life... I want excitement... I want to travel..." She paused for a minute to softly moan, and continued, "travel first class. I want to be taken care of... spoiled... used..." She cried out, "Oh!" as a small orgasm shook her. Continuing to talk as she masturbated, "I want someone to take control and fly me to exotic places, make me do things I'm ashamed I want to do. Like masturbating while I talk on video. I want to be owned for a few days, to surrender and not have to think. I want the luxury, the thrill and the adventure of not knowing what you will command me to do next." Her eyes rolled back in her head as a massive orgasm shook her, crying and thrashing she could speak for a few minutes.

Once she recovered, with her hands still gently rubbing her pussy she shyly finished with, "That's why I want to be your Travel Baby."

Caldwell observed her for a few moments, "Good, keep going, I want to see another orgasm from you. And I enjoy seeing you try to talk while you play with your pussy."

Gulping, Emily began rubbing a little more diligently, "Yes Sir."

Mr. Caldwell fired off a series of questions as Emily's mind whirled, partially to intelligently respond to him while she was nearing a second orgasm and partially fighting with her brain for her agreeing to do this.

His first question was, "How many sexual partners have you had?"

Emily stumbled, looking at the ceiling as she counted, "Five, Sir."

Next, "When was the last time you were fucked and how did it feel?"

She didn't think it was possible, this question embarrassed her even as she was moaning towards her second orgasm. "Last month, Sir, my boyfriend at the time fucked me in his backseat. It felt nice, he came pretty quick and didn't finish me."

The next question came slower, and landed heavier, "Have you ever been with a woman? Be honest, how far did you go or are you curious?"

Emily shook her head, fingers still circling her slick clit, "No Sir, I've made out with my best friend Kat a few times. But, we've never gone all the way."

Mr. Caldwell leaned towards the camera for the next question, "What does, 'no limits', mean to you? Give me examples of things you would struggle to do."

In Emily's aroused state, she struggled with this question, Emily's fingers slowed on her pussy as she tried to gather her thoughts, her face burning with shame. "It means..." she swallowed hard, voice shaky, "that even if I'm scared or embarrassed or begging you to stop... I don't actually want you to stop. I want you to push me past what I think I can handle."

She took a shaky breath and continued, fingers still slowly circling her clit. "I'm scared of being shared with other men... or women. I'm scared of being fucked in public where people might recognize me. I'm scared of being recorded or photographed doing dirty things. I'm scared of anal. I'm scared of being put in positions where I feel completely helpless and degraded..."

Her voice dropped to almost a whisper. "But... I want you to make me do those things anyway. Even when I'm crying or saying 'please no.' I want to feel like I don't have a choice, even though I'm the one choosing to give you that power."

Nodding his head, Mr. Caldwell continued, "How would you feel if I fucked you in front of other people?"

Emily's fingers stopped for a second, "Mortified, humiliated, aroused."

Smiling he continued the rapid fire questions, "How do you feel about being put on display? Like being made to spread your legs so strangers can see your pussy?"

Emily smiled, a soft moan escaping as she responded, "The same, mortified, humiliated, aroused."

A small chuckle escaped from Mr. Caldwell, continuing, "How do you feel about anal? Or sucking a stranger's cock on command?"

Emily shook her head, "I've never done anal, my asshole is tight. I've been afraid to even try it. But for you it's not a limit. I wouldn't want to suck a stranger, you would need to make me do it."

Caldwell smiled, "How would you feel if one of your students' fathers saw you right now, naked and spread for me on camera?"

This pushed Emily over the edge, her back arched and she thrashed about again as the second orgasm rocked her. Moaning and thrashing for over a minute before she recovered enough to answer, "Humiliated, but extremely aroused that someone I knew other than a boyfriend saw me like this."

He continued, "I have a strong compersion kink, you can look that up later. If we come to an agreement I will enjoy showing you off, command you to please and be used by others and using you myself. Is that something you are amenable to?"

Her eyes grew wide, "Yes... Sir."

Smiling, he went on, "Excellent, I am new to being a Travel Daddy, after reviewing how this works I'm willing to offer you a $2,500 per day for your time for the four days I'm asking for. I will fly you first class to Vegas this Thursday. Normally, I would pick you up on my jet, but I have a meeting on the west coast to attend before going to Vegas. You will return with me on my jet very late Sunday evening."

Emily slowly nodded, her finger still circling her clit.

Caldwell continued, "Good. Be honest with me, Emily. I know you're a rookie and this is your first adventure. That's exactly why I chose you, I don't want a professional escort who's done this a hundred times. I want a pretty teacher that's never done anything like this before. Someone that's equally terrified and turned on by everything that's happening to them."

He leaned closer to the camera a hungry look in his eye.

"I don't want you to warm up slowly. The moment you walk through my door I want you to be ready for hard use. That means immediate all-holes-open sexual use, exhibitionism, BDSM and sharing when I choose. You will wear what I tell you and fuck when, where and who I tell you to fuck. You may resist... but you will do anything I demand.

Caldwell's voice dropped slightly, becoming darker.

I may be a new Travel Daddy but I've been a Dominant and Sadist for years. I know exactly how to break a naive girl like you... and that's precisely what I plan to do. If you have any real hard limits tell me now. Otherwise, you will sign a simple companionship contract. It won't spell out everything I've said but you will be signing that you belong to me and will obey me completely. Do you understand?"

Emily stared in shock as her mind spun, fully realizing what she was agreeing to. After a long pause she shyly replied, "Yes Sir... I want to be pushed like this"

Caldwell's smile widened, "Excellent. Give me your sizes so I can send your travel outfit to you. You will wear only what I provide... you should not bring anything else. A small bag of makeup is acceptable. Anything else will be provided. Any questions?"

Emily gulped, "No Sir."

After providing him her sizes he told her he needed to go and abruptly ended the conversation. Soon afterwards the contract appeared in her inbox. In addition to the contract was an illustrated list of submissive poses she needed to learn. Her palms were as sweaty as her pussy were wet, before she finally signed it:

Travel Companionship Agreement

This agreement is made between Mr. Richard Caldwell ("Sponsor") and Emily Harper ("Companion").


Sponsor agrees to provide Companion with a 4-day trip to Las Vegas, including luxury accommodations, flights, meals, and a $10,000 stipend ($2,500 per day).

In return, Companion agrees to be fully available and obedient for the duration of the trip.

Companion consents to Sponsor photographing and recording video of her during all activities throughout the trip.

Companion understands the expectation of complete discretion and enthusiastic participation in all activities requested by Sponsor.

This is a private, consensual arrangement between two adults.

Arriving home from school on Wednesday Emily found a package on her table that a neighbor had brought in for her. Opening it she found a note inside, her heart stopped as she read it, "e, For your arrival in Vegas. Wear this when you leave for the airport. C"

Her hands trembled as she emptied the box, staring at the complete outfit Mr. Caldwell had chosen for her. Sobbing and getting horny, she laid it on her bed:


A tight black leather micro mini skirt.

A semi-sheer white button-up blouse.

A black open cup shelf bra with matching crotchless panties.

A delicate gold necklace with a small charm that read "SLUT".

A pair of black five-inch patent leather stiletto heels.

Swallowing hard, Emily stripped naked and began putting the outfit on. Slipping the bra on she was pleased with how it lifted her 32C tits, the open cups left her nipple completely exposed making her blush with anticipation. Sliding the crotchless panties on she could see how it framed her perfectly smooth pussy and ass. Leaving her completely exposed and ready for use.

Sliding the leather micro miniskirt on she grimaced at how short it was. The slightest breeze or unplanned movement would let the curve of her ass show. Buttoning up the blouse she could see how easily the thin sheer material telegraphed her nipples.

Slipping on the heels she immediately noticed the sexual posture they forced her into.

Standing in front of her full length mirror, Emily whispered to herself, "What am I turning into?

She looked incredibly sexy, but undeniably slutty. The sheer blouse made it obvious she wasn't wearing a normal bra. Her eraser sized nipples were on full display. The tight leather skirt screamed, "Fuck me!" and the high heels completed the "whore next door" look. Slowly turning she noticed how the skirt rode up and exposed her ass and her tits jiggled at the slightest movement.

Dryly, she responded to her question, "Exactly what you're pretending to be. A young teacher who agreed to become a rich man's whore for the next four days."

Emily packed a small rolling bag with her makeup and a few other essentials following Mr. Caldwell's orders. That night she slept naked, realizing she probably needed to get used to being that way.

Thursday morning was a mix of dread and arousal, her pussy was already slick as she prepared herself as requested. Exactly on schedule a stretched black limo pulled up in front of her apartment. Emily could see her neighbors watching as she walked out dressed like a total slut. The driver came around and opened her door, smiling as the tight miniskirt rode up and flashed her pussy to him.

As soon as she got inside Mr. Caldwell's voice boomed through a speaker phone. "Emily, slide to the middle of the seat and spread your legs as you have been ordered. Make sure the driver is able to see your pussy."

Emily slid to the middle of the seat and nervously spread her legs, "I'm spread, Sir."

She cringed at the next command, "Ask the driver if he can see your bare pussy clearly."

Blushing profusely she relayed the request to the driver, "Sir, are you able to see my bare pussy?"

The driver chuckled as he looked in the mirror, "Yes ma'am, your shiny smooth pussy is nicely on display in my mirror."

Reluctantly, Emily relayed the exact words of the driver to Mr. Caldwell who told her to remain that way all the way to the airport. She sat frozen in the center of the seat, knees spread wide, her smooth and slick pussy completely on display. Every few seconds the drivers eyes flicked up in the mirror. The first time, his eyebrows rose and he gave out a low chuckle.

"Fuck me, she is a slut." he muttered under his breath, not realizing Emily could hear him.

Emily's face burned, she fought the urge to close her legs, knowing Mr. Caldwell was checking in from time to time. The driver glanced up again, adjusting his mirror for a better view.

"Do you always travel like this miss?" he finally asked with a bemused look on his face.

Emily swallowed hard, "No... No Sir, this is the first time."

The driver grinned, "Well, your giving me a hell of a show. That pussy looks nice and wet."

Emily whimpered softly as more juices leaked onto the soft leather seat beneath her.

Wheeling her bag through the airport caused the miniskirt to rise higher up her ass. Emily tried to tug it down but it refused to cooperate. She could feel the cool air on her on the lower curve of her ass cheeks with every step.

A group of businessmen slowed as the passed by, one of them loudly asking his friend, "Did you see that whore? No panties, nice ass too."

Emily's nipples stiffened as she heard more conversation behind her.

A man asked, "Is she a hooker?"

His companion replied, "Bet she's dripping cum right now."

A college age guy didn't even bother being discreet, he openly stared and took a video of her tits jiggling as she passed by, calling after her, "How much?"

At the security checkpoint something beeped and she was flagged for a pat down. As the female agent ran her hands over Emily she paused, realizing there was no material between her legs. She questioned her, "Pantiless?"

Emily dejectedly replied, "Crotchless."

The agent continued with a smile on her face, clearing her to continue.

Emily carefully walked to her gate and stood until it was time to board. Once on board she let the flight attendant store her carry on, knowing that if she tried to do it she would expose herself to the entire plane. Sitting down in row 1C, first class on the left side of the plane Emily kept her legs tightly together as everyone boarded. Occasionally, someone would lightly bump her and she'd grimace hoping they weren't able to see her pussy.

Once the plane was loaded the flight attendant, a pretty brunette named Rachel, walked by doing her pre-checks. Glancing down she noticed Emily's skirt had ridden up exposing her pussy. Whispering in a voice only Emily could hear, "First time flying like this?"

Emily's face burned, she nodded unable to speak.

The attendant reassured her, "Relax, honey, just breathe. I've seen several girls dressed like you on this route. You're not alone."

Once they took off Emily was able to relax, as they began the descent into Vegas Rachel took the jump seat in front of her. Touching Emily's leg she coaxed the girl to spread her legs, letting Rachel see her pussy. Shyly she complied, Rachel smiled and slowly spread her legs as well, letting Emily see she was completely pantiless under her uniform skirt. She whispered again, "See? You're not alone."

Emily stared, both mortified and yet strangely aroused as the pair descended into Las Vegas staring at each other's exposed pussies.

Another limo picked Emily up in Vegas, she was mildly surprised that Mr. Caldwell wasn't there. Even though she wasn't prompted Emily slid to the center of the seat and spread her legs making sure her pussy was on display. The driver did a double take and asked, "Miss, are you aware you're exposed?"

Emily sighed, "Yes, I've been ordered not to close my legs." The driver smiled and took Emily to the Venetian hotel, keeping a close eye on her pussy the entire way.

Giving her name at the front desk the clerk snapped to attention and gave her a key, "Welcome to the Venetian, Miss Harper. Mr. Caldwell alerted us to your arrival. Here is a key to your room on the 36th floor. Timothy will bring your bag up shortly"

Snapping his fingers both Timothy the bellhop and the concierge appeared at her side. The concierge guided her to the elevator and made sure she boarded and was sent to the correct floor. The bellhop rolled her bag away.

Arriving on the 36th floor Emily's legs wobbled on the high heels as she walked to room 36001. Smoothing her clothes she knocked on the door, from within she heard Mr. Caldwell call out, "Use your key, I'm not here to serve you."

Swiping her key, Emily opened the door and entered, pausing at the magnitude of the room. The marble entryway gave way to magnificent living room, filled with luxurious armchairs. The view out the open patio doors showed a large patio overlooking the strip. Her mind exploded, This view alone is almost worth everything so far.

It wasn't long before Caldwell commanded her, "Stop. You are to be naked at all times in this suite. Remove your blouse, fold it and place it on the table."

Replying "Yes Sir!" Emily began unbuttoning the blouse as she blushed Well, Emily, here you are, time to start paying for this trip.

Slipping the blouse off she carefully placed it on the table, the heels made her tits stick out even further than normal. Mr. Caldwell wasn't done yet, "Now, remove the skirt and place it next to your blouse."

Knowing she would be completely exposed when the skirt dropped Emily took a deep breath and unzipped it. Letting the small garment fall to the floor, kneeling she retrieved it. Folded it and placed it on the table.

Caldwell smiled for the first time, "Excellent, now come and let me inspect you. Did you memorize the positions I sent you?"

Emily nodded as she approached him, "Yes Sir, I have practiced them."

Mr. Caldwell barked, "Assume Inspection!"

Emily jumped, carefully she spread her legs, the high heels complicating the position as she placed her hands behind her head. I feel like a piece of meat on display...

Emily gasped hearing the knock on the door and Timothy's voice calling, "Bellhop!"

Mr. Caldwell sneered, "Answer the door slut, time to show yourself."

Emily pleaded, "Please, no! I just got here..."

"That glistening trail down your leg tells a different story. Go." Caldwell replied coldly.

Aroused and defeated Emily went to the door, opening it just a crack she peeked out. Behind her, Mr. Caldwell yelled, "Come on in, open the door for him Emily."

Dejectedly, Emily opened the door. Timothy stepped inside as Emily quickly shut it. Turning to face her his face dropped, "Sorry ma'am I didn't realize..."

"No problem Timothy," Mr. Caldwell smoothly replied, "my new travel companion is learning her responsibilities. She was just getting properly undressed for me when you knocked. You actually can do me a favor, Emily move to the center of the room and reassume Inspection."

Emily's face burned with shame as she obediently walked to the center of the luxurious living room. She spread her legs, placed her hands behind her head, and stuck her tits out. The high heels making her legs tremble, causing her tits to jiggle.

Cheerfully, Mr. Caldwell addressed the stunned bellhop, "Timothy, do me a favor and remove her bra. She is being trained, this is good for her."

Timothy swallowed hard, "Miss Harper, are you sure about this."

Emily nodded, "Yes Sir, please remove my bra and enjoy my tits and nipples."

With trembling hands, Timothy slowly reached behind the quivering girl and unsnapped her bra. The flimsy garment fell to the floor, fully revealing her 32C tits

to both men. Timothy leered at her tits for a few minutes before placing his hands over them, her hardened nipples poking out between his fingers.

Chaos reigned in Emily's mind, I've been here less than two hours and I'm already nearly naked in front of a stranger that is fondling my tits! I expected Mr. Caldwell to do this, not the bellhop! But it feels so good to be touched like this, so naughty.

Timothy began squeezing as Emily closed her eyes and softly moaned. Her moans increased as he began to pinch and squeeze her nipples. She shuddered as a small orgasm shook her.

"Very good, "Mr. Caldwell interjected, "but she's still over dressed. Please remove her panties and heels, take your time and inspect her."

Emily knew what Mr. Caldwell was asking Timothy to do to her. And deep down she knew she wanted him to do it too. Looking him in the eyes she nodded her agreement.

Timothy kneeled down in front of her and slowly lowered the crotchless panties over her hips and down her legs, her sex smell permeated the air. Inhaling her toxic scent Timothy placed his hand on her hip and tapped on her right foot with the other. The trembling girl lifted her leg allowing him to gently slipped the heel off and eased the panty leg over her foot. Repeating this for the left foot Emily was completely naked, the only adornment on her was the slut pendent around her neck.

Timothy looked at both Mr. Caldwell and Emily for confirmation to continue. They both nodded yes, Caldwell more enthusiastically than Emily. Emily shuddered as his fingers probed her pussy. Timothy exclaiming as he slipped two fingers into her sopping wet hole, "Wow, you are really wet!"

Mr. Caldwell laughed, "Emily, tell him what you're feeling right now. Be totally honest."

Emily's voice cracked, tears rolling down her face, "I'm totally humiliated by this, I should be angry and fighting. I've only been in town for an hour and a stranger is playing with my pussy. Strangely, I'm hornier than I've ever been. I'm enjoying being handled like this, having both of you staring at me."

Caldwell's face grew serious, "Emily, time for you to properly thank the man for helping you strip. Assume the Collar Me position."

Emily shook her head no, "Please, not yet, don't make me do this yet."

Caldwell nodded, Timothy stood still unsure of what was happening.

Slowly, Emily fell to her knees and spread them wide, her hands remained behind her head. Obediently she awaited the command she knew was coming, nervous, scared, but incredibly aroused at what she was about to do.

Mr. Caldwell let her remain this way for a few moments. Confidently he gave her the command, "Expose his cock."

Timothy was shocked, "Sir! I can't do this while I'm working. I'd love to have her suck me but I have other guests waiting on me. Is there anyway we can do this when I'm not working?"

Mr. Caldwell frowned, "Ok, I don't want you to get in trouble on Emily's account. It would look bad for a rookie Travel Baby to get you fired." Pressing his business card and $100 into Timothy's hand "Here's my card." Caldwell let the young man know he still had a chance to use his companion. "Let me know when you are free. I want Emily to properly thank you."

Mr. Caldwell pressed a $100 bill into Timothy's hand, "Thank you son, I appreciate all your help. If there is any question from your bosses as to why you were here so long have them talk to me. I'll tell them we needed help with our things. Remember her name, Emily Harper, we'll be here a few days. We may need your help again."

Timothy smiled, "Thank you sir, Emily is a very sexy girl. I'm looking forward to whatever you have in mind. I am working until midnight tonight and tomorrow, but free Saturday and Sunday.

After Timothy left, Mr. Caldwell commanded Emily to assume the Wait pose. Emily stood up, wondering what might come next. Spreading her legs once again she placed her arms behind her back. Wait pose, I'm standing her totally naked about to have who knows what done to me and he asks me to Wait? Who the fuck created these poses, it all feels so submissive, standing here, silent, totally exposed, without a clue of what he has in mind... I am starting to enjoy this... Damn...

Mr. Caldwell carefully eyed his Travel Companion, letting her stay in this position for a few minutes until moving closer. He whispered in her ear, "When you are in the Wait position any movement could cause you to receive a punishment... Now, crawl to the balcony, head down, ass up. I want to see that ass moving.

Emily paused for a second, Crawl? Out there? but the look in Caldwell's eyes made her decide to obey. Dropping to her knees, she began crawling, wiggling her ass to make a show for him.

Caldwell followed a few steps behind her, enjoying the view, "Slower. Arch your back more, show the strip what a fucking slut you are. Crawl until I tell you to stop."

Emily slowly crawled to the balcony, Caldwell continued degrading her along the way, her pussy was openly leaking now, practically begging to be fucked.

As Emily approached the railing Caldwell barked more orders, "Stop whore, Now assume the Inspection position, push those tits out. I want the Strip to see what I own."

Emily stood naked on the 36th-floor balcony in the Inspection position, hands behind her head, tits thrust forward, legs spread. The warm evening breeze teased her soaked pussy and made her exposed nipples ache.

Caldwell let her stand there for a moment, moving closer before he spoke. "Good girl, take in the view. Thousands of people are down there and here you are, naked on my balcony, your cunt still wet from a stranger's fingers probing you. Does that make you feel like a cheap whore?"

Knowing she wasn't allowed to speak or move Emily stood silent, the words falling heavy on her heart. She knew this was what she wanted to be.

Slipping a blindfold over Emily's eyes, she gasped. He whispered, "Shh, stay silent. Now you don't even get to see who's watching you. It could be someone in another room, or I could have that bellhop right behind you ready to fuck your brains out. You're not a teacher anymore, you're a paid set of holes. Available for whatever I want. Now spread those legs wider, your entire body is shaking and your pussy is dripping on the balcony. That's what I paid to see. "

Below, the constant noise of the strip drifted upward, laughter, car horns, and drunken shouts. A sharp whistle startled her, "Yo! Up there" someone yelled from a lower balcony, "Look at that slut!"

Emily's stomach dropped, she could hear the laughter of a group of men below her, one of them yelled, "Show us your pussy!"

Another laughed loudly, "She's dripping, bro!"

A woman's voice joined in from above, "Shit! She's actually naked out there! What a whore!"

Emily's thighs trembled, she wanted to run inside, but Mr. Caldwell's earlier warning kept her frozen in place. The blindfold only made it worse, she could hear the ones that shouted, she couldn't tell how many people could actually see her.

A deep male voice, on the balcony directly above her boomed out, "Nice tits sweetheart! Show us that ass!"

Tears of humiliation stung her eyes even as her pussy clenched with arousal.

Mr. Caldwell let her stand in this position listening to everyone yelling at her for ten minutes. He added to the humiliation from time to time. Occasionally, he would pinch her nipples or slap her ass.

Sitting down in one of the lounge chairs on the balcony, Mr. Caldwell began his next set of commands. "Leave the blindfold in place and crawl over to me. Follow my voice whore."

Emily obediently fell to her knees and began crawling as Caldwell continued his degrading comments. Spreading his legs he guided her to his crotch, commanding her, "Expose my cock."

Emily froze, "Here, Sir? Where anyone can see?"

He smiled, "I know people can see you, there are several people above us. I chose this floor for maximum visibility."

Shakily she unsnapped and unzipped his trousers, pulling them down to his shoes. Taking a deep breath she pulled his underwear down letting his hard cock loose. She had never sucked a cock blindfolded before, using her hands she guided his large cock to her mouth. Sliding him in deeply, she sought to impress him with her skills. Sucking and bobbing his cock in and out.

After a few minutes Mr. Caldwell spoke, "Good girl, someone could be watching you right now. Filming your ass while your head bobs." Forcing her head down until she gagged Caldwell began pumping a load of cum into her mouth. Emily swallowed as much as she could, some leaked around her lips and down her chin.

Click, click, click, click the sounds echoed in her ears. Emily knew the sound of a camera and knew Mr. Caldwell was taking pictures of her.

Mr. Caldwell smiled, "Good girl, you can remove the blindfold and clean me up, with your mouth of course. Then you can rest in the lounger next to me."

Emily removed the blindfold and went to work, licking, sucking his cock until all his cum was in her belly.

The couple rested on the balcony for a while, the young Travel Baby, totally naked, reclining on a lounger with her legs spread. Her Travel Daddy, his cock still exposed sitting next to her. Slowly Caldwell's cock began to harden, Emily noticed and the sight made her pussy tingle, He's going to fuck me, I want to be... No I need to be fucked...

Mr. Caldwell saw her eying his cock, "Hands on the railing Travel Whore, you're about to get your first paid fuck. Stick that ass out."

Emily scrambled into position, Caldwell moved behind her and slipped two fingers into her sopping wet pussy, steadying her he slipped his cock in her and began pumping.

Emily quickly began moaning, looking around she saw a group a few floors up pointing at her and laughing. She was nearing an orgasm when she looked up and noticed a phone, someone was filming her! That did it, she immediately started bucking and screaming at the intense orgasm, all the while tears of shame at her body's betrayal rolled down her face.

Emily was barely finished when Mr. Caldwell unloaded his balls into her. Filling her with cum, he pumped until he was finished and then slowly withdrew letting his cum run down her leg.

Mr. Caldwell gave her ass a firm hard slap as he ordered, "Get cleaned up slut, we have dinner reservations in two hours. Your dress is on the bed. No bra or panties."

Emily remained on the balcony for a moment, casually leaning against it to steady herself. Reveling in the moment she realized she was where she wanted to be, staying in a luxury suite in an exciting town, far from her substitute teacher life.

After a few minutes, she remembered she was still naked with cum running down her legs. Laughing, she thought, If Kat could see me now, casually loafing out here. Anyone above us could see me if they looked, cum running down my thigh. I really do think I like this.

Eventually, Emily casually made her way to the shower and cleaned up. Walking nude to the bedroom her heart sank as she stared at the dress laid out on the bed.

It was a deep crimson red halter-style mini dress made of soft, silky material that shimmered slightly under the lights. The front featured a plunging neckline so dramatic it went all the way down to her navel, with draped fabric that barely contained her breasts. The back was completely open, held together only by thin straps around her neck. But the most dangerous part was the high slit running up the left side, it climbed so far up her thigh that it nearly reached her hip. With no panties underneath, even the smallest movement threatened to expose her pussy.

She swallowed hard as she slipped it on. The silky fabric clung to her body like a second skin. Her 32C breasts were pushed together and barely covered, her nipples clearly outlined against the thin material. The deep plunge created a dramatic valley of bare skin from her neck to her stomach. When she took a few steps, the slit opened dangerously wide, flashing the smooth skin of her upper thigh and teasing the possibility of revealing much more.

Emily turned slowly in front of the mirror, her cheeks burning.Oh my God... I can't wear this out in public. If she walked too fast, sat down carelessly, or bent over even slightly, the slit would open and everyone would see she wasn't wearing anything underneath. The dress was short enough that she had to constantly tug it down, yet every adjustment only drew more attention to how exposed she was.

She looked like exactly what she had agreed to become... an expensive, high-class whore ready to be paraded around Vegas on the arm of a rich man.

And it was just the first night.