Taught to be bad

[Blase]

OOC: Closed for myself and sms41280

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Nothing much happening on the site tonight.

Bill sighed and pushed his chair back just a little. There were nights like that, of course. Online wasn't really different from real life, in that regard, nor was the hunt for suitable partners terribly unlike, say, poking around in antique shops.

Sometimes all the junk really was just junk. But sometimes... just sometimes, you found a gem.

He glanced back at the screen.

Hmm, wait a second.

That one looked interesting...

 

[sms41280]

Whitney spent about 50% of her time on the road, traveling to clients in various major cities across the country. She lived out of a suitcase and spent most of her free time alone in her hotel room with her laptop developing rather bad habits of scrolling dirty message boards. It was a cheap thrill for her, something to pass the time when she was away from her loving husband of 10 years. Her favorite topics --- cheating wives, swinging partners, gang bangs.

This "activity" was her deep dark secret. Something she guarded at all costs, cleansing her browser history like a hawk and not letting anyone near her personal/work laptop.

However, something was about to change.

A few weeks ago, her husband, Jake had, in the heat of the moment, with him on top of and inside of her, piston-pumping her towards a shared orgasm into their marital bed, blurted out such a wild thought, that she was compelled to revisit after he had finished.

There she lay, with her legs splayed open and her pussy leaking his fresh deposit, when she spoke up. "Hey honey." She turned to him, on her side. "Did you mean what you said? You know...to imagine you were an army of six guys fucking me over and over?"

"I said that?" He blushed. "Oh yeah. Right."

"Well, did you mean it?" She pushed forward.

"Um...yeah...if you want me to have meant it?" He was sitting on the fence.

"Jake!?!?" She raised her eyebrow and glared at him.

"Ok ok, it'd be totally hot. I'd love to watch you with another man or a few of them or go to an orgy or to swap partners for a night"

"Really?!?!?!" She sat up. "What the hell is wrong with you?!?!?" She had to be modest, as it was her gut reaction. She couldn't admit to being into it to, as that would go against her moral fiber as a woman, no?

She stormed off to the bathroom and cleaned up, getting ready for bed. By the time she returned her husband was sleeping, leaving her in limbo.

She never brought it up again but, she thought about it constantly. So much so that on this night, a few weeks later, scrolling through her favorite dirty message board, she figured, why not post something?

"Dear Message Board,

I am an early 30s, happily married, white female. I have always been curious about other men (preferably older, mature, slightly dominant ones) and groups of them. Recently, I discovered that my husband, may in fact, share that interest. So, I'm looking for others who may have experience in this arena and my help me explore my desires a bit, albeit in a virtual setting. Is anyone out there who would like to chat some? Guide a coy newbie a little?

Thanks in advance,

Whitney"

 

[Blase]

Bill read the ad and looked at the dark, indistinct photo that served as Whitney's avatar. It probably wasn't good enough to serve as evidence in a trial (which he supposed was the idea) but it did show a feminine figure whose height and weight were proportionate, reclining in a relaxed pose that conveyed a feeling of comfortable sensuality.

What the hell.

He started typing a private message using the words Guiding you as the subject line.

Whitney,

I'm sure you'll quickly find that your interest in other men is more than reciprocated. Sadly, many of those replies will be little more than declarations of hormonal urgency - and poorly expressed, at that.

I believe I have somewhat more to offer, or I wouldn't bother to write.

You see, I have in fact guided women in their explorations before: guided them with gentleness, intelligence and imagination. Guided them to places of surprise, sensuality and wantonness. And part of the surprise, in the case of the married ones, was that, like their husbands, I too became someone who had certain prerogatives, where they were concerned.

Would you like to talk about it?

Bill

 

[sms41280]

Whitney was not shocked by the swarm of messages she received as a result of her posts. Many, of course, were links to pictures of penises of various sizes, shapes, and colors with limited text saying stuff like:

"Hey baby. You know your man ain't enough for you. Come take a ride on my train."

Cheesy stuff like that which made her laugh, rather giggle. How could these men just send out pictures of their cocks, all willy nilly, even though they didn't know her?

"Animals" She whispered to herself as she scrolled through them all and switched mouse-clicking fingers as each got tired from pressing "delete" over and over and over.

That was until she came across a post, titled "Guiding You".

She read it slowly. And then again. The man seemed to know what he was doing or at least talked a good game. What could a little e-mailing back and forth or chatting on IM hurt?

She opened a reply window and started typing. Deleted everything and started again. Deleted everything and took a shower. Started again. Deleted everything and went to sleep, frustrated.

It wasn't until 2am that she completed her response and closed her eyes as she clicked send.

Re: Guiding you

Bill,

You are indeed correct about the hormonal urgency -- I have never seen so many cocks in my life!?!?!

Seriously, you had me wondering if you were some kind of oddball for not including the obligatory photo of your cock lined up against a Coke can for me to drool over!

Anyhow, I am not sure I understand completely what you are alluding to in your message. A guide?!?!?

But, I'm open to messaging and/or IMing bit. Why the hell not?

Whitney

 

[Blase]

Bill shrugged it off as par for the course when he didn't hear back from Whitney. Even though he didn't send scattershot, generic messages as many guys did, the women on dating sites enjoyed a surfeit of masculine attention and could afford to discount replies for any reason or none.

So he was pleasantly surprised when he found her answer the next day.

Interested after all? This might just have some possibilities...

Taking a deep breath, he began to write:

Whitney,

Didn't you ask for someone who could "Guide a coy newbie a little"? And guidance is not an outlandish thing to seek when you're in an entirely new situation.

After all, why are you talking to someone in here when, presumably, you could simply go to a local bar and meet a man who was not your husband without difficulty? Isn't it because this is a safer vantage from which to explore? And what explorer doesn't need a guide?

So far, you've drawn back the curtain of the unfamiliar just enough to let a flurry of cocks fly out. And the maelstrom of proffered members left you unimpressed. What now? Is there somewhere else to look?

My suggestion is that you walk with me for just a bit and tell me something about what you're seeking so that I can help, or at least try to. Can you tell me what got you started on this search? Why you think you might enjoy interacting with another man, and under what circumstances? Do you have any thoughts or fantasies about what might happen between the two of you?

Bill

 

[sms41280]

Whit saw the message hit her inbox and immediately went to respond.

Bill,

I have always been curious about 'sleeping around' and 'more than one guy'. I was lucky enough to find some really good boyfriends through my teenage years and never really had a single faze. So I missed out on all that 'fun' and have always 'wondered' some what it would be like.

I have been reading message boards like the one on which you answered my post for many years, just ya know, as a cheap thrill. I like to read about others experiences, even though I know that most of them are purely fiction.

Anyhow, my curiosity got a boost when my husband brought up the idea of a gang bang in heat i.e. "Babe, you look so hot like this, I wish there were six other guys here ready to fuck you." Or something like that.

So I wonder now if maybe we share the same fantasy --- and maybe now, at our ripe early 30s age before having kids and getting all suburban, we should explore it some. However, I don't know how to explore the idea of inviting other men into our bedroom or whatever.

I'm confused.

Whitney


She sent off the message and then regretted it. He'll think I'm such a scatterbrained twit when he reads it. BAH!

 

[Blase]

Looks like she's on, Bill thought when Whitney's answering PM appeared a few minutes later.

A quick glance at the message's contents showed that she really did want to explore. Or at least she thought she wanted to - many people found that their fantasies looked much scarier when brought to life in even the smallest of ways.

So he would have to draw Whitney gently onward.

He began to type again:

Whitney,

I agree that inviting other men into your intimate life is best done with care, and there are questions that should be explored beforehand.

It looks like you're on right now - would you like to chat a bit via IM?

He gave her an ID, in case she liked the idea, then sent the message.

 

[sms41280]

Whitney was caught in the moment --- the excitement of talking to this guy and the pure anonymity of it, far outweighed any risk.

She set up a new IM user with one of her "other" e-mail addresses that she used for junk and well, the site on which she posted. She sent him a message:

WhitneyB: Hey there?!?! It's Whitney. Are you there?

 

[Blase]

Bill answered quickly when Whitney's message popped up:

Yes, I'm here, Whitney.

And there you are, taking your first baby step outside the boundaries of your marriage; talking to a man, not your husband, who has an avowed interest in guiding you further outside those boundaries.

How do you feel?

 

[sms41280]

Well, you make it sound so creepy that way.

::BLUSH::

I guess, it feels a bit taboo but, in a good way.

So, you wanted to talk more, huh?

 

[Blase]

You blush rather prettily, Whitney.

And my directness is my way of seeing how serious you are: Some people will spook and run if they take a moment to realize what they're actually doing.

I don't want you to run.

But if you're not going to run, understand that every step you take is a step closer to me.

Please tell me about your current circumstances, Whitney. Are you sitting in your home office at your desktop computer, or perhaps reclining on the sofa with a laptop? Does the situation afford you privacy?

 

[sms41280]

Um. Ok.

She was a bit bewildered by his approach.

I'm at work. In a private office.

 

[Blase]

You have your own office?

Very nice, Whitney.

So, in a sense, we're alone in your office...

 

[sms41280]

You are correct.

 

[Blase]

Bill continued typing.

Do you like that, Whitney?

Being here with just me?

Being alone with me?