Lily has a secret. She has a seemingly demure appearance with her doe-like eyes, a petite stature and a shy, modest mannerism. Her friends tease her for being too sweet and innocent. Although her physical looks naturally attract some attention from men, she finds herself shying away whenever she gets nervous due to her growing up in a sheltered environment.
As such, despite being at the prime age of 21 and living an otherwise fulfilled university life, Lily's sexual life has been non-existent; a curiosity that has never been satisfied. She spent the last few years fantasising about being one day exposing her virgin body to a man and being held... yet she never had the courage of taking the first step to making this a reality.
Until now.
For a long time, Lily wanted to change herself to embrace her sexual desires, yet she didn't know where to start. She was too embarrassed to admit anything to her friends and felt the need to maintain her innocent image in her social circles. It was then that a specific ad caught Lily's eye when she was browsing on the web -- an adult website where you can connect to strangers across the world on webcam.
Lily was immediately tempted by the idea that she doesn't have to reveal her name or her face on this website, and all she had to do was click a 'Skip' button to disconnect if anyone was being rude. She could expose herself to strangers, as a baby step to experimenting with her sexuality, while still staying anonymous and in full control. She could just pretend it never happened afterwards and none of her social circles would ever know.
After days of fantasising about spreading her legs for an Internet stranger to see, Lily finally convinced herself to take this first step. She put on matching bra and panties, and a mini dress that clung to her curves - something that she had always been too shy to wear out.
Lily sat on her swivel chair at her desk and positioned her USB webcam at an angle that captured just her lips and the rest of her body. Looking at her webcam review image, she admired her own transformation from a cute, sweet girl to a sultry, erotic woman. She felt like a whole different person.
With newfound confidence and with her heart beating fast, she entered the website URL on her browser and hit 'Connect'.
All of Lily's built-up anticipation faded a little as she found herself pressing the 'Skip' button on strangers one after another. There were lots of lone men ranging from young to middle-aged, another woman, the odd man masturbating... Though she felt another confidence boost from the men's reactions when they saw her, they didn't seem quite right for what she wanted. Skipped, skipped and skipped.
Just when Lily was thinking that this was a bad idea after all, she connected to a group of three men who looked like they were in their mid or late 20s. All fairly good-looking. Two of them were sat on a sofa, front-on to their webcam, and the third man was sat next to the sofa at a chair and desk, equipped with a keyboard and mouse. Their monitor seemed to be linked up to a TV so that all three of them could see what's happening on the big screen. They all perked up a little upon seeing Lily.
This is it
, she thought, and began typing.
You:
Hi, what are you guys up to?
The man with the keyboard began typing a response.
Stranger:
Not much, we're just hanging out and laughing at weirdos on here lol
Stranger:
You?
Lily smiled and crossed her legs, spinning on her swivel chair very slightly. The men's gazes seemed to follow her every move. She continued to type:
You:
Same I guess lol
You:
How old are you all?
Stranger:
We're 25-27. You?
You:
21
As soon as Lily responded with her age, the men nudged each other with their elbows, seemingly teasing each other about something. Their microphone was on mute and so was Lily's, so neither side of the screen could hear the other. Lily took a deep breath and typed:
You:
Wanna play a game?
The men seemed amused by this and exchanged looks with each other.
Stranger:
Sure, what game?
As Lily typed the words "Strip truth or dare", she found her heart beating fast again as her finger hovered over the 'Enter' key. It wasn't too late to back out yet. A million thoughts raced through her head.
Do I really want this? Is this okay? Can I really do this? What if they think I'm a slut?
As she faltered, her finger lightly pressed the key by accident and the message went through.
Shit.
Lily could see the three men reading her message in real time, their mouths gaping and their eyes wide. Then their eyes lit with excitement and big grins plastered over their faces. One of the guys furiously nudged the keyboard man, who started frantically typing a reply.
Stranger:
Yes, how do we play?
Lily could practically hear her heart beat thumping in her ear. She's gone and done it.
You:
We take turns to ask each other truth or dare. If someone can't answer the truth or do a dare, then they have to take off an item of clothing.
Stranger:
Sounds good, are you playing against us as a three?
You:
I think so.
Stranger:
Cool. And what does the winner get?
Lily pondered for a moment. She hadn't thought that far, and shrugged. She was planning on losing on purpose so that she could expose her body to these men. Surely that's already a reward for them?
You:
The loser has to do whatever the winner wants?
Stranger:
Deal.
You:
You guys can start first.
The three men that were previously slouching were now sat up straight, eyes intent on the screen.
Stranger:
Truth or dare?
You:
Truth.
The men began discussing amongst themselves, then directed the keyboard man to type their agreed question.
Stranger:
Are you a virgin?
Lily paused and typed "yes". This seemed to excite the men further -- they nudged each other and appeared to be laughing.
Stranger:
Damn, what's an innocent girl like you doing on here?
Lily blushed with embarrassment, but luckily for her, it wasn't obvious on webcam.
You:
Anyway, my turn! Truth or dare?
Stranger:
Truth
Lily pondered for a few seconds and decided to ask them back the same question.
You:
Are any of you guys a virgin?
Stranger:
Nope, none! ;)
Stranger:
Truth or dare?
You:
Dare.
The three men started having a discussion again, this time it seemed to be getting a lot more animated before, with one of the men getting up from the sofa and walking over to the keyboard man. They seemed to be lightheartedly fighting over what to type. Lily spun from side to side on her swivel chair, smiling with curiosity as to what they're going to dare her to do.
The man who came over started furiously typing something while the keyboard man tried to push him away. A new message pinged up.
Stranger:
I dare u to hsow us ur pussy!!!!11
Lily's mouth fell open. She was planning on getting naked, but this was too much too fast. She shook her head.
You:
OMG no!! Wtf
Stranger:
Guess you gotta take off some clothes then. ;)
Lily hesitated and realised they were right. She looked down at her mini dress and started regretting her choice of outfit. Although this was going according to what she wanted, she was getting nervous now that reality was hitting her.
With her hands trembling nervously, she slowly dropped the straps of her dress off her shoulders and pulled down the dress to reveal a lacy bra holding her ample bosom. The men had their eyes glued to the screen, watching her every movement. She then stood up and wriggled the dress past her hips, letting it drop to the floor. She was now in just her bra and underwear in front of these strangers. She sat back down in a hurry.
I've never shown this much skin to a man before, let alone three!
You:
Ok there! My turn now. Truth or dare?
Stranger:
Dare
You:
I dare one of you to kiss the other on the cheek!
The men laughed and began play fighting with each other.
Just take one for the team
, Lily imagined them to be saying as one man gestured towards her and back at the other two. The same man then grabbed another's face and planted a kiss on his cheek, causing the other man to recoil with disgust. Lily giggled.
Stranger:
Ok truth or dare?
You:
Truth.
Stranger:
What's the last sexual fantasy you had?
Lily was once again caught off guard, recalling that her latest fantasy is exactly this -- exposing herself on webcam. She couldn't possibly admit that to them -- how embarrassing would that be! She fretted that this game was going a lot faster than she expected and wasn't sure if she was feeling ready. Maybe she should just make up a generic sexual fantasy to appease them for now?
Noticing that that the girl was hesitating for quite a while, the group of men interjected with a new message:
Stranger:
Take off the bra! ;)
Lily felt like she couldn't protest. This was it. She was now going to truly expose her body to these men. With her hands shaking, she unclasped the back hooks of her bra. She kept one arm over her breasts as she removed the bra with her other hand. Her heart was beating fast.
Stranger:
Come on, let us see! You can do it!