Stiletto Diaries™

Her Panties Will Come Off So Fast*

Posted on April 8th, 2009 in Advice, Does All Her Own Stunts, Emotional Angst, Ethics And Morality, Made In Ontario, Mating And Relating, Polyamory, Tie Me Up

Last Saturday morning I helped to host a kink brunch that is becoming a regular event in my area.  Sparked by plans to get together in order to swap some toys, my co-hostess and I began inviting additional friends and before we really knew it there were upwards of 20 people planning to join us, and the Brunch Bunch was born.

It was really nice to meet some new people, and visit with current friends over eggs and coffee.  Deja was at the brunch and she asked me if I was planning to check out the Hamilton Sexapalooza later that afternoon, as she was volunteering in the Dungeon and needed a ‘stunt bottom’ for some demos.  I actually hadn’t planned on attending, due to the fact that Jack and I haven’t been able to spend much time together as of late and I thought it might be rude of me to run off for most of Saturday to do my own thing.

Still, the lure of being played on was tough to resist.  After consulting with him regarding his feelings on the matter, and his insistence that I should go, I agreed.  After we bid everyone at the brunch a good afternoon we stopped by my place so that I could grab some more suitable attire, and also toss a few toys in my toolbox.

We arrived at the convention center and made our way to the Dungeon area.  Admission is free for volunteers, which was a lovely perk.  There were a lot of familiar faces in the Dungeon, and many had not been able to make it to brunch, so I especially enjoyed being able to spend a little time with them.

Deja did some violet wand demonstrations on a few curious attendees, while I stood by and assisted.  I answered questions from people in the crowd and showed off some of the toys that we had on hand for those who were interested.

During a slow traffic period Deja and I took a stroll around the rest of the show and browsed some of the other booths.  It was pretty small, as compared to Toronto or Calgary, with pretty much the same offerings.  Nothing new under the sun when it comes to sex, but then again, I’m probably just hard to impress

Eventually we played.  I was topless, belly-down on a spanking bench, with my short leather skirt leaving little to the imagination.  She cropped the hell out of my back, followed by some light and then intense flogging.  It wasn’t really an intense scene for us, but any stretch, but I feel that we put on a good show.  After the flogging there was more use of the crop, and then she asked to use the violet wand on me, and I consented, even though it makes me squirm.

Naturally as soon as she began using it people started to line up to give it a try on their hands or arms.  This is what it’s all about at the show, so I didn’t mind.  I slipped back into my clothes and helped her to tidy things up once the mob had moved on.  Even though we didn’t play that hard my back bore a number of long and narrow welts, which have darked into purple and blue bruises in the days since.

As late afternoon crept into evening I decided that I’d better head on home.  I said goodbye to Deja and a few others before making my exit, toolbox in hand.

“I need a toy-box like that” one vendor exclaimed as I walked past.  I smiled over my shoulder and replied “Yes it’s very handy, and it holds a lot!”  Even though it’s just a large standard toolbox, I’ve decorated it with sexy stickers to make it a little more fun.  It’s certainly handy for lugging all my crap around to play parties and the like.

The remainder of my weekend was fairly quiet and relaxed.

On Monday I found a message in my mailbox at a favorite dating site, from someone I hadn’t talked to before.  I clicked on his profile and almost shot coffee out of my nose at the shock I received when I saw the photo.  I don’t think I’ve ever seen anyone who looked so much like K.  It was astounding really.  They could practically be the same person, although after a closer look, and discussion about said photo with both Jack and V, we’ve come to the conclusion that this guy is better looking.

At any rate, once the alarm had passed, I read over his page and was again alarmed to read that he’s still a virgin.  These days, at 23 years old (he’s younger than K as well) that’s a bit of an oddity, and so after reading his profile several more times I began to put the pieces together.

Acute Social Anxiety.

Oh Lawdy!  Just what I need, another truckload of damaged goods.

Now, don’t get me wrong.  I am certainly not putting down persons who suffer from anxiety disorders.  I have a number of friends who all struggle with varying degrees of anxiety, and I love them all to pieces.  I’ve learned much from each of them, and I would never dream of making light of this sort of condition.

Friends are one thing, but dating someone who seems to be dealing with a lot of personal demons is another.  Do I really want to go there, again, after I’ve already had my passport to that relationship region stamped a few times?  Collected the key chains and shot glasses, bought the proverbial t-shirt.

All that innocence though, just waiting to be corrupted, to be lead down the garden path and into the depths of depravity.

Oh how I want to be the one to do it.

We’ve spoken quite a bit since the initial message.  His brand of angst has thus far prevented him from so much as kissing a person of the opposite sex.  HE’S NEVER KISSED A GIRL!

My Confliction, Let Me Show It To You.

Can you see why I’m torn?  On one hand he seems genuinely sweet thus far.  He’s also attractive and funny, and innocent and just begging to be dirtied up a bit.  On the other hand, he’s the first to admit that he’s still working through a lot of his anxiety, and he’d younger, and I swore to myself that I would avoid the wee bebes.

I’m pretty sure he’s already become interested in me.  For some reason I seem to have a way with the little lost puppies of the world.  I feel as though should I put in any effort whatsoever I wouldn’t have much trouble wooing him right into bed with me.  The question is, should I do that or not?

Please advise!

*Title Courtesy Of My Spam Folder