I had a stimulating encounter a few weeks ago.  However, I did not incorporate any costumes, toys, or role playing of any kind.  On my next encounter I was considering bring a fantasy to life.

What are some of the hottest role play experiences you guys have had?

I like to imagine I am about to have sex with a total stranger that I found on the internet and that I selected based on hotness.

I personally like the total stranger thing, but in a pick-up fashion ala Andy Garcia - Meg Ryan in "When A Man Loves A Woman".

she's invited me back to her place and we're sitting on her couch.  I begin to put the moves on her and she resists.  I grab her by the hair and hold her there while I do DFK.  Turns out she likes it, and she slips her hand down on my Johnson....you can take it from there.

invites me over as her husband is overseas on business.  He travels a lot so of course she's very very horny and has always fantasized about an older guy. She needs it bad, really really bad. After we move the piece of furniture she complains that  her back hurts and asks for a lower back massage. She goes face down on the bed with just her bra & panties on and as I start to massage she encourages me to go lower as her glutes need attention too. At this point she raises her butt up and I bury my face between her cheeks and feast on her already dripping kitty. Then comes the "FUCK ME, FUCK ME NOW" demand.
If there are any NY-Area providers (or those paying a visit) who'd like to indulge me in this roll-play, just let me know.

-- Modified on 12/12/2007 3:19:48 PM

Hmmmm.  Great question.  So many favorites, so little time to act them all out.

I've done slutty schoolgirl and horny nurse and both were excellent scenarios that I would gladly do again.  My most recent horny nurse role play was especially hot as I had recently recovered from surgery and the young lady was a former nurse.  She really was into doing everything that the doctor had ordered to help with my full recovery.  There are so many more that I would love to try.

From my blog, Tabu Behind Closed Doors....
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Saturday, August 18, 2007

Confessions from the Campaign Trail, Part 1: Detroit

The day of his interview, the senatorial candidate from Michigan seemed nervous as he entered my room.

“I’ve, I’ve never been interviewed by the New York Times before,” he stuttered, as I invited him to sit. He glanced at me furtively before dropping stiffly into the chair.

My dress’s low neckline had slipped open just enough to reveal an edge of red lace. I took my time correcting it.

“So, Candidate Moreman,” I began. “While you’ve been very successful in business, this is your first foray into the political arena. I wonder if you’re prepared for the media scrutiny you’ll be undergoing? I notice you didn’t bring your press secretary with you today.”

“No, I didn’t feel I needed to put any ‘spin’ on my positions.... the thrust of my platform is very straightforward. Why– do you intend to trip me up with trick questions?” he asked, a little spirit surfacing in spite of himself.

“Hmmm. Trick questions? No.... I’m just looking to uncover the man beneath the positions, if you know what I mean. After all, your press machine has worked up enough interest that the Times sent their best political reporter here to speak with you. I’d consider that quite a coup, wouldn’t you?”

Before he could speak I leaned over and adjusted the hem of my skirt, which had crept up on my thigh. I glanced up at the would-be Senator and caught his eyes darting away from the line of my calf and the high-heeled pump dangling from one foot.

He cleared his throat before replying. “A coup? No, just a welcome opportunity to spread the word about my ideas for the people of Michigan.”

“Speaking of spreading the word, candidate,” I spoke in a lower tone,”There have been several very interesting rumors spread about you. For example, several sources have revealed to me that your personal relationships have taken– well, let’s say unusual turns."

“In fact,” I continued, “my research indicates that your carefully-honed image as a traditional, heterosexual family man may be one of the best shams in recent campaign history.”

Moreman gasped as he straightened up in his chair. “I beg your pardon, young lady! I’m the proud father of two beautiful daughters! ”

I paused a long moment. “That doesn’t mean you don’t like sucking dick, though, does it?"

Before I knew it, the enraged businessman had leapt to his feet and grasped me by the shoulders. He pulled me close in a tight grip and whispered fiercely. “You print that and you could ruin my career– and the lives of my family.”

“Well,” I gasped, breathless from his strong arms encircling me, “I don’t see how I can avoid it. Unless, of course....”

“Unless what?” he demanded.

“Unless you prove to me otherwise.”

His eyes glittered with determination. "Prove to you that I'm man enough to get excited by a beautiful woman? Is that what you're looking for, Miss New York Times? Because I think I can show you exactly what kind of man you're tangling with... unless you don't know what this means." He slipped his hands to my hips and pulled me into even closer contact with his strong torso... and a surprisingly large bulge that ground against my tight skirt.

My resolution wavered. Should I expose him... or let him expose me? When a jolt of pleasure shot up from between my legs, the answer seemed inevitable... but so very, very wrong.
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Who wants to play Senator??

Father introduces daughter to her first sex.  Only did it once but it was so realistic that the lady actually regressed and brought up her father, confronted the desires, and it brought her to tears. We both cried and had the most intimate encounter.

I have a stripper fantasy.  One where hit a local club, find a beautiful young dancer who turns out to be very friendly.  Starts out with a lap dance where some minor grinding occurs and turns into a VIP room dream.  But, that is not enough, not nearly enough.  I ask if she sees customers outside.  She says NO – but in my case she would make an exception.

Its early afternoon but her shift was almost over.  So we head out.  Thankfully she lives close by.  As soon as her apartment door closes our clothes start to fly.  Then she says, you understand that you are only getting a private dance, right?  I think, yeah right I’m going to get private alright, but I like the fact that she was teasing me.

We hit her couch.  She straddles me in her panties and I’m in my briefs meanwhile things are really starting to heat up.  Deep French kissing, hands roaming, fingering starts.  Now her (dancer) control ends and mine begins.  I roll her over on her back, take those g-string panties off and let my tough loose….

Ok, its true.  I have a vivid imagination.  I see this fantasy coming true very soon!

Let's hear some other role plays either real or imagined.

My favorite roleplaying fantasy involves having a provider pretending like she is a prostitute.  I hand her the money directly instead of placing it in the donation envelope.  Then I say, "How much extra does around-the-world cost?"  or "How about some half and half, Sweet Cheeks?"  She informs me that her pimp says that's OK.  

Then she holds the currency between her teeth while bending over to grab her ankles.  She a little pissed off that she has to put her cigarrette down to do this, but the burning cigarette acts as a session timer a la Taxi Driver's Jodie Foster.  The hot pants, tube top and heart shaped glasses are a nice touch, but optional with written permission from Scorsese.  

While fucking she informs me she's got another trick to turn, so I'd better cum soon.  I spew John cum and wrap off the rubber and toss a three pointer in the small trash can in the corner of the room.  The crowd goes wild in my basketball imagination.  I wish the next guy was already there, so we could high-five and he could immediately take my place in a male bonding kinda way.  "Wow, its still warm and oh so dialated," he might say.  But that probably sounds gay, so I just say, "thanks" and blow a kiss to avoid Mononucleosis.  

I leave the hourly feabag and I go back to the office and write the next Hugh Grant Chick movie.  On the talk show curcuit I am repeatedly ask, "how do you know what women want to see in a story?".  And I say something that is totally a lie, while thinkin' about my next hooker.

Yep, that's about it.

I'd envision a sexy gal showing up @ my place wrapped in a fur coat. She's a little shy in losing the fur. As we get to know each other with lots of dfking & caressing I find she's only dressed in holiday lingerie with nylons, open crotch panties & heels...fill in the remainder yourself!