Taylor Hill - Stepping Out

This story is entirely fictional and is in no way connected with the subject. This story contains adult material and is only suitable for people over the age of 18. If you are under 18 please stop reading now. All characters appearing in this work are fictitious. Any resemblance to real persons, living, dead, or undead, is purely coincidental. All characters portrayed in this story are over 18. Do not use this without my permission. (c) Copyright Viper_Noj 2002 onwards. Now, on with the story!

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This was written as a commission for Jack so thanks to him to sharing this with you.

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Taylor Hill, gorgeous Victoria's Secret model, was getting married. After two years wearing the ring they were finally going to tie the knot and she couldn't be happier. They had seemingly the sweetest relationship, working together with clear couples goals and aspirations for the future. Everyone around them always said they were perfect together and how great it was to see them getting married.

Their parties were all arranged for the weekend and they were going to live it up in tandem, with Taylor out with her girls for a bachelorette event while he went to Vegas for a classic tear up with his friends. There was something else though -- an arrangement.

The agreement was that either of them could get up to whatever they wanted over their respective weekends, including fucking other people, on a don't ask, don't tell basis. He'd proposed it and wanted to have some fun on the last big party before getting married, to really go to Sin City and enjoy everything it offered but he also encouraged her to go for it and get it out of her system if she wanted to. They had played around a little before, though together, when they'd had a threesome for his birthday with her friend and fellow Victoria's Secret model Josephine Skriver.

She hadn't really intended it and certainly hadn't planned for it. Taylor had discussed the idea of a threesome with her future husband on a few occasions, like a lot of women had, and of course he was very enticed by her fellow models for obvious reasons although she had never had any serious discussions to get it set up. However for his birthday things had just happened as they'd gone for a night out with both his friends and hers, and she'd brought a couple of her VS model friends along for the night.

She was good friends with the beautiful Danish model and as the night wore on and wound down she'd been sitting with Taylor and her fiance. Somehow the topic of conversation had turned to what Taylor was doing for her man to make his birthday special and the joking idea of a threesome treat had come up. He didn't mention it but was most certainly interested and, with Josephine seemingly very curious and plenty of drinks inside all of them, she'd ended up coming back to their place for the night.

Taylor had never been with another woman before, she'd never even experimented despite how close and touchy-feely she was with them through her modeling career. But that night she'd been thrust straight into an encounter with one, the stunning Josephine Skriver who Taylor freely admitted was gorgeous. She couldn't quite remember all the details thanks to the alcohol but she knew her fiance had absolutely loved it with both Taylor and Josephine taking multiple turns with him.

She knew she'd taken more than a turn with Skriver as well, remembering quite clearly that she'd kissed, groped and danced with the Dane to her fiance's delight initially. Then far more hazily she recalled them stripping each other down, working in tandem to give him a blowjob, fondling one another as they took turns fucking him and having her first experiences eating pussy. She knew she'd been locked in a 69 with her, and some other entwinings with her fiance involved but it was all a bit of a blur. A hot, sexy, embarrassing blur that she'd enjoyed but not repeated, somewhat confused about how easily she'd got into it.

When her fiance had suggested the arrangement she'd been a little unsure, despite their one-time threesome, and it had taken her a little while to agree to go with it. It wasn't that she wasn't open to the idea provided both of them were careful, she just wasn't sure it was something she'd take advantage of. She loved him though and wanted him to be happy, knowing he loved her in return and it really would be just for the weekend. She said yes, even though she was adamant she wouldn't be playing away but she was happy for him to do as he pleased.

They went off for their respective weekends with the hall pass to do whatever and whoever they wanted, and they would never talk about it with one another. She would never know what he got up to, and swore to herself not to ask despite her morbid curiosity about it. She was happy to let him do it but certainly didn't want to hear about it, and she was positive he'd never want to hear about it from her.

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Her bachelorette party was a great weekend, which unfolded in a flurry of activities that just tumbled one after another. Her girls had done an amazing job planning it all out for her and she was whisked around from one to the next in organised style, helping herself to plenty of cocktails and fancy food in the process.

The evening devolved somewhat predictably into a meal followed by lots more alcohol, with expensive cocktails on tap and an extensive menu that the girls wanted to drink their way through one after another if their livers could take it. After getting through several and adding to her buzz from her day of drinking, the delicious brunette model was introduced to the inevitable stripper that her friends had hired for the night. Taylor had laughed and rolled her eyes as he came in to entertain her and was begrudgingly led to a chair in front of everyone for her to enjoy it.

She sat back and let him do his thing, admiring his physique and taking it in, able to appreciate the work he put in to look the way that he did. Eating right and working out intently to look a certain way was certainly something she knew about so she had respect for him...and he seemed to know how to move as he shook his moneymaker for her. She laughed and cheered him on tipsily while her friends screamed and encouraged him to push it and gyrate himself closer to the Victoria's Secret model.

He certainly did but only what she could clearly handle, not overstepping his mark with her and keeping it fun. Taylor clapped along and whooped as he stripped down to his underwear, shaking his defined body to the music he'd put on until his routine was over, finishing with a flourish and stepping back as all the girls clapped him. Taylor was grinning as she stood up and drained her drink, loving the fun of it all even as she could see a couple of her friends eyeing her enviously.

"Hey, I hope you enjoyed it," he said to her as she sidled up to him a few minutes later, a fresh drink in her hand, seeing him packing up.

"Yeah it was good fun, thanks for the show," she smiled.

"I try," he replied.

"Evidently. I think my friends enjoyed it as well," she mused, gesturing towards the array of drunken girls she now had with her after a long day lubricated by plenty of alcohol.

"I hope so, it's what I'm here for," he laughed.

"Well you're exactly what we ordered."

"You know, there's more things my service can do for girls like you," he said quietly.

"What do you mean girls like me?" she answered hastily, a little icily as she misinterpreted him.

"I mean girls getting married, girls having their last big party before the big day," he said, quickly clarifying.

"What sort of things? Like what?" she asked, genuinely curious in case the party was missing out somehow.

"Like...personal services," he said, glancing around to make sure they weren't overheard.

"Personal...like a massage or something?" she asked.

"Well that, or anything else you desire. Some girls want a get a little wild on nights like this."

"Are you suggesting..." she started, and he knew exactly where she was going.

"No, no not me, and I'm not propositioning you. I'm merely telling you our service provides such things and if you want...a delivery, it's no problem," he said.

"Well...I mean, that wasn't what I imagined," she said with a smile, surprised at what he was offering to her.

"It's not something that's talked about much, but if you're interested..." he said, trailing off, question obvious.

"Maybe, some of my girls might be certainly," she replied.

"Look, here's a card," he said, handing over the neat, sharp edged black business card to her with a sharp logo and neatly printed phone number beneath it.

"If you're interested, call that number. It'll be handled from there," he said, zipping his bag up.

"Thanks," she said, tucking it into her phone case, "and thanks for the show."

"No problem, we aim to please," he said with a polite nod before she turned and left. Walking away, she pushed her fingers into the case and pulled the card out, taking a quick look at it, black card with gold lettering, looking classy despite what it was she'd been told it offered. She tucked it away again and dismissed it, knowing she wasn't up for any of that...at least that's what she told herself. She tried to keep her mind from her fiance and what he might be doing out in Vegas on his hall pass.

Taylor got back into the party with her girls and forgot about it, quickly swept back up in the atmosphere as they all carried on with the cocktails and music, dancing it up and having the fun she expected. Another couple of hours melted away and people started to slow down, some with tiredness, others from the alcohol, the party flagging as the participants flopped. They decided to call it a night and head back to the hotel rooms, trailing up and saying emotional goodnights as they tumbled into their respective rooms, some of her friends already so trashed she was sure they'd pass straight out on the bed.

She got back into her room, buzzed but full of energy, not ready to give it up and feeling she couldn't just get into bed for the night. It wasn't over and didn't feel complete. Looking at her phone, she noticed the edge of the neatly printed black card sticking out and couldn't help but pull it out again. Sitting and staring at it, she couldn't help but wonder what might happen if she called the number and her thoughts turned to her fiance and what he might be up to without her around.

Her mind tumbled over briefly with scenarios and thoughts, letting herself get a little bit jealous as she imagined the beautiful women he might be with besides her and what he could be enjoying on his stag party. She pushed those thoughts from her mind, reminding herself it was don't ask, don't tell and she really did want him to enjoy himself. And it crossed her mind that this was the chance for her to do the same, as arranged, to be as naughty as she wanted to be, a once in a lifetime opportunity to grasp and have utter enjoyment with.

Nobody would ever know about it. Only her and the guy she fucked, which she was sure would be legally silenced anyway. Everyone would still see her as the perfect princess she was for her husband to be and nothing would change. She'd do it for herself and only herself, just have fun and do something crazy for the night. Turning her phone on, she carefully dialed the number and double checked it before pressing call, feeling her heart rate accelerate. She took a deep breath as it connected and rung briefly.

"Good evening," said the voice on the other end, effortlessly polite and welcoming.

"Er...evening," she replied, taken aback slightly as the voice seemed decidedly female.

"What can we do for you?"

"I...well..." she stumbled, somehow losing her thoughts a second before she composed herself and continued.

"I was given this card by a dancer here and told to call for...well...personal services," she said, feeling a bit silly as she felt her heart pump in her ears.

"Yes very intimate services is what we offer here. What kind of personal service were you looking for?" the voice asked.

"What kind of services do you offer?" Taylor asked, since she didn't quite know how to ask for what she was after.

"As I said intimate personal services. We can provide a gentleman to fulfill your wishes, if you tell us what you want," she replied.

"I wanna get fucked!" Taylor blurted out, louder than she intended, glancing round quickly and hoping nobody heard through the walls.

"Ok," said the voice, a clear edge of a smile to the tone, "that's something we can arrange. Let me just ask a couple of questions so we send you the right candidate."

"How soon will it be?" she asked, glancing at the clock.

"We should be able to have somebody with there within the hour, given you were given a card by one of our team," the woman replied.

"Wow ok, great," Taylor breathed, knowing she kind of had to go for this before she got too up in her head and lost her nerve.

"So, you want a man for the evening. Any preferences on age, height, build, anything like that?"

"Um.. age not really, say thirty plus, six feet, in shape you know," she replied, feeling unfair giving a list of criteria but she wanted a guy older and bigger than her impressive 5'10" body.

"Of course. What size cock suits you?" she asked, making Taylor immediately take notice.

"What? That's rather specific isn't it?" she mumbled, glancing around again as if someone was watching her and she had to hide it in her private room.

"It is, but we like to keep our clients needs met and I know this can be a very specific thing. We want to ensure you're getting exactly what suits you and makes you most comfortable," she said in return.

"I...well...hmm..." Taylor struggled, wondering how she was going to answer that. The woman on the phone just waited for her to decide, knowing it would likely take a minute as it always seemed to, women unsure about size or unwilling to admit they were actually more comfortable not taking a huge cock.

"Well...I mean a good size? I'd kinda like a bigger guy actually like...to really try that out," she said unsurely, thinking it over. She wanted to get fucked properly tonight and figured what was wrong with trying out someone that might be a bit big for her, it was a one time thing after all.

"Ok sure," she the voice, "and anything you want, or really dislike? Any particular preferences?"

"Nothing particular," she mused, thinking for a second before being more bold with it, "I wanna get fucked. Like...really fucked. I want the guy to be in charge. Not like really rough but...in command."

"Ok no problem, I think I have just the guy to send you, he should be there within the hour as I said," the woman replied.

"Brilliant," Taylor said.

Their conversation lasted another couple of minutes as all the details were taken down and security words were given, both for her to ask and repeat to make sure. With it all completed she was wished a fun night and thanked for her business, leaving the Victoria's Secret model to wonder what to do next. She figured she should look hot, wear something that showed her off, but hardly had a wardrobe full of clothes with her.

She realised she'd better get on with things as he was set to be with her in under an hour so she went to the bathroom for a quick freshen up, stripping off her clothes for a very quick wash under the shower, a rinse off more than anything else. It took just a few minutes before she was out and quickly rubbing her incredible body down with a towel, over her gym-honed figure and lithe limbs, rapidly drying the water from her soft skin and perfectly shaved pussy. She wore underwear for her career so she kept herself hairless from the eyebrows down, which her husband to be loved and she was sure would be perfectly enjoyable for whoever this guy was.

Casting the towel aside, she left her body to air dry and went to her case, looking through what she had with her to wear for the imminent encounter. She didn't have many choices with her but being an underwear model she had sexy stuff nonetheless and rooted through her underwear, finding a matching set of bra and panties. They were black with coloured kisses all over them, something fun but also sexy in a smooth, body hugging pattern, with a lightly padded bra that nevertheless pushed her perky breasts up and a matching thong.

She admired herself in the mirror quickly, satisfied with her appearance as she briskly fluffed out her long dark hair, knowing she looked great as she admired her hard won body. Something else seemed like it was missing; she didn't have any stockings with her...but she did have a pair of long leather boots. They were thigh high with sharp stiletto heels and as she pulled them out of her bag she knew they were what she wanted to complete the look.

Taylor quickly sat on the bed and unzipped them, pulling them onto her long legs and zipping them back up, feeling a little rush as they closed coolly around her legs, the tops loose around her strong thighs. Another glance in the mirror told her it was the right choice and she smiled to herself, knowing she looked hot before taking a quick glance round the room. She knew she had a couple of things to tidy and spent a fast few minutes clearing them away, bundling them into her case or shoving them into the cupboards.

With herself ready she really didn't know what else to do, not wanting a drink or anything else, just trying to breathe deep and stay calm. She couldn't sit still though and paced around, her sharp heels pressing into the carpet of the room as she repeatedly walked around the bed, furtively glancing at the clock.

Her idle thoughts were shattered sooner than she expected by a knock at the door, cutting through the silence of the bedroom and making her heart surge. She overcame her momentary shock and breathed deeply, stepping to the door on her high heeled boots with model skill. Pausing at the door, she held the handle and then spoke up.

"Hello?"

"Good evening, your delivery, miss," said a deep, confident voice from the other side.

"What's the password?" she asked, since he had been given one to say to her, and her to him, in the interests of security. Not that anyone else would be knocking at her hotel door right now.

"Whisky," he replied, which matched up with what she was expecting, "and yours?"

"Bourbon," she answered.

"Ok then," he smiled, since it was all correct. Taylor opened the door to him, swinging it wide to let him see her waiting in her sexy underwear and thigh high leather boots.

"Oh hello," he said, smile widening as he took her in, her gorgeous tall, lithe body and the sexy outfit she had for him.

"Come in," she offered, standing aside to let him step into her room. He was taller than her though not hugely but he had broad shoulders and a clearly muscular build, evidently liking the gym. Dressed in a tidy looking suit, he was handsome and older than her as she'd wanted, mid-40s and distinguished looking, looking dark and mysterious as she closed the door behind him, locking it with a definite click.

"Nice room," he commented.

"Thanks. Whisky?" she laughed.

"I don't pick the passwords, I just get told. I think they just choose them at random."

"I don't really like whisky, or bourbon," she commented.

"Well I don't have either, so it doesn't matter," he mused.

"And that's not why I came here, is it, Miss Hill?" he added with a wry smile.

"You know who I am?" she blurted out, stopping a little as her eyes widened. It shouldn't be a shock but somehow it was, catching her off guard.

"Well of course I recognise America's most famous Victoria's Secret model."

"I...well...I mean I don't do this a lot and..." she started to babble, feeling suddenly very exposed, caught like a deer in the headlights.