Stiletto Diaries

How does one accurately describe the experience of being spanked, hard, your skirt hiked up around your waist and your bare ass exposed to a room filled with people? There aren’t really any sufficient words for the feeling one has while one person is holding you down by a fistful of your hair, while another raises welts on your backside with the tails of a leather flogger.

“There is a line of people waiting to spank you, you know” Nia commented to me while I gasped and writhed under the delicious torture a new friend was inflicting on my rear. “I hope you’re ok with that.”

Indeed I was. I’m certain at least 3 or 4 people touched my butt at some point while I was on the bench. All of them certainly polite, asking permission before just going ahead, not that I would have objected to anything at that point.

A gorgeous, tall trans woman was being quite a flirt, and I was at least coherent enough to invite her to the party next weekend (April 6th). I quite liked her and I’m hopeful she’ll show, if only so I can make up for the kissing I think I missed out on (I was too blissed out to put the moves on her properly).

It was only polite to give Nia a turn on the bench, and while she enjoyed herself I mingled a little more, admiring some of the other patrons. Mandy Goodhandy (the club owner) lured me out on the dance floor for a couple of songs, which made my little fangirl heart nearly burst with excitement.

Eventually I found myself spectating on a threesome that Nia was tangled up in with another young woman and the generous man who had spanked my ass earlier. The guy in question was getting quite the blow job from the pretty gal in the middle, while Nia squatted at my feet, nearly her entire hand inside of said gals pussy. I enjoyed spectating, and it’s not every day someone gushes several cups worth of liquid only inches from your feet. Thank goodness there were towels nearby.

Apparently an attractive couple nearby felt that I needed a little attention of my own, or as Nia pointed out after, were waiting to see if I was going to join in on the threesome happening only inches from me. When I didn’t, I figure they felt it was safe to ask me to play. The woman approached me first, sitting down to introduce herself and then asking if she could make out with me. Naturally I obliged, LOL, figuring that her male partner was into watching her with women. After only a minute or two of kissing, she asked if she could go down on me.

How fortunate for her that letting people eat my pussy is a service I provide!

Actually, I was hesitant, but she was so sweet, she found her way between my thighs in seconds. To be totally honest with all of you, I’ve never had a woman go down on me before. Certainly I’ve licked a pussy or two, but never been on the receiving end, and all of you know about my aversion to oral sex.

Did I mention we were on stage? In front of at least 20 or so people (if not more, I was hardly counting). She had me lay back on the edge of the stage, legs spread, skirt lifted to allow her access to what she was after. Her fingers and lips and tongue and mouth were doing all of the right things…it was incredible.

While she was turning me into a puddle of goo, I felt her husband sit down to my left. She asked if it was ok for him to take a turn, and I could only groan and nod. He switched her spots, and when she came up to kiss me, I tasted myself all over her lips. Hot!

He was certainly no slouch at cunnilingus, and she turned her attention to my breasts and nipples. I could have cared less who was watching at that point. He was sitting in front of the stage, my stiletto-clad feet slung over his shoulders while he went to work on my pussy like he’d been waiting to lick it for decades.

Enthusiastic is an understatement.

He’d wrapped his arms around my thighs, holding me down to the stage (with some struggle, due to the way I was thrashing about). His mouth was locked over my clit like he might never let go. I could feel myself building, and my moans escalated in volume, which only made him double his efforts. My body was beginning to tremble, and I could feel her biting my nipples. Over the edge I went, screaming the entire way, just to make sure absolutely everyone on the block knew I was cumming.

I had to push him away, since I become so intensely sensitive after I orgasm. The two of them seemed quite pleased, and when I thanked him profusely he replied “No no, thank YOU!” like I had just given him the greatest gift on earth. I didn’t have time to say much else before they wandered off, perhaps to enjoy each other somewhere more private.

I was unsteady on my feet, particularly in those hot-as-hell but totally impractical shoes, and I was cursing the fact that I had not worn any panties, as my juices were running down the insides of my legs. Figuring that really, the night was coming to a close and wandering back to the car with wet thighs was really not so bad, we gathered ourselves and bid goodnight to our new friends.

The drive home was mostly quiet, both Nia and I grinning like idiots, but too tired to really talk much. We drug ourselves off to bed, as she was staying the night at my place, setting the alarm for only hours later (3.5 hours to be exact).

Today we are exceptionally giggly, retelling last nights best moments over and over. I’ll likely need a nap later, but let me tell you, the exhaustion is more than worth it.

Really, it was only a appetizer for what is to come at next Sunday’s party. I can hardly wait at this point. K arrives on Friday, and I’m so looking forward to seeing him. F will fly in on Saturday morning, and I’m hoping that Jack won’t hoard her all to himself, although I’m pretty certain that he will, LOL. I know we’re going to have a fabulous time, and I even managed to secure a sitter for 5 hours on Sunday, so that Jack can join us at the party for at least part of the festivities.

I’m sure that I will have much to blog about over the next couple of weeks. The trick of it is finding the time to sit down and write it all

So Nia and I are going to a sex party at Goodhandy’s tomorrow night. Jack decided I should have a break from all of the hard work I’ve been doing and get out for a night of hot debauchery.

You know it’s my first one don’t you?

I’m a little nervous, but hell, it’s a great excuse to break in those thigh high boots, and you know I’ll use any excuse I can find to lace myself into those bad boys.

Plus it’ll be a great warm up for the other big party next weekend!

Nia and I aren’t dating by the way, nor sleeping with each other, just to be clear. We’re going together as pals, since I’m way too chicken to go by myself, and since it’s a party, taking friends is good!

Hopefully I’ll be up to blogging about it on Sunday I’m sure there will be interesting stories to share!

No time to chat just now though. Just wanted to share the excitement and let you know I’m still around. Even though I haven’t been updating regularly I hope everyone still checks out the micro blogging there in the sidebar, which I try to update daily.

It’s been a week…a week without posting.

I suppose I should have predicted that I wouldn’t have much time to blog with a ton of life responsibilities piling down the pipe at me like some sort of twisted avalanche.

Really I’ve not minded that much, except I miss blogging, and chatting, and generally having a life that does not involve drilling holes in things and rewiring light fixtures and painting and staining and sanding and attaching things to every manner of surface found in this dwelling.

Today I sorted through our CD collection, and I discovered that Jack is secretly a 40 year old lesbian. Seriously.

As V once said (with a smirk) “Jack is the only straight guy I know who would ever utter the words ‘You know, I really like Celine Dion’ and actually mean it.”

He’ll probably kill me for telling you that by the way, but it’s worth it.

So aside from the house related stuff, there are also a ton of party plans in the works. Due to one of the organizers having a bit of a life crisis, I’ve taken to helping out a lot with getting things done. Since I have a friendly business-type relationship with some of the people over at Happy Hedonist, they have generously helped us with advertising and attracting more guests. Local networking is very important, and so we’ve been very pleased to receive some assistance and sage advice from the site owners when it comes to holding big sex-themed social events.

Also there are all those god damned penis chocolates to make. I think I have like 50 or so done now…

I helped stuff gift bags a few nights ago. Imagine 200 cock rings, 600 condom, and 150 bottles of lubricant all over the place. It was a lot of fun. The guests at this party are going to be spoiled rotten with all of the great stuff they are giving away. I even donated a glass dildo to the cause, as a door prize.

Anyway, I should be asleep, but I wanted you guys to know that I am not dead, or abandoning my blog, or anything else. Just crazy busy. I booked my next appointment for waxing so I’ll let you know if my second experience with the new gal goes as well as the first one did.

Hopefully I can also get some of my reviews caught up. I feel like I’m falling terribly behind on everything that isn’t either involving this party or my house.

Ah well, only a couple more weeks to go and then it should all settle down.

It was touch and go there for a few days last week, but I think I am finally getting over this horrendous sinus/throat infection thing that crawled up into my head last week and waged war on my body for days and days.

Thus I was in no shape to blog, nor do much of anything else besides lay about and feel like my brain was trying to escape out my nostrils. Also there was much ingestion of Tylenol and Advil and whatever else I could get my hands on.

However, it would seem I am recovering now. Today I didn’t wake up feeling like I had been swallowing knives all night, and thus did not contemplate throwing myself out of our bedroom window.

Yesterday, despite my retched-yet-slightly-improved condition, I had a date with Mr. Latent Dominant Tendencies. He’ll be needing a new name for sure, but not quite yet. Anyway, we had coffee and talked for three hours, hardly realizing how long we’d been at it. Those are the best sorts of conversations, the ones you get lost in like that. He seems very nice, and we hit it off rather well. One thing unfortunately has put a pause on my excitement. His wife. To whom he is still legally married although they have been separated for nearly a year.

You see, I’m not certain how this situation fits in with my usual ethics concerning married couples. As a rule, I won’t be involved with someone who is seeing other people, either committed or casual, unless everyone is aware of the situation. In this case, being separated (the live in different houses) is it totally necessary that she know he is dating? Perhaps I should ask how he thinks she would react if she saw him with another woman? Not sexually of course, but holding hands and kissing perhaps. Have they had a discussion about dating other people and agreed that both of them are totally free to do so without it becoming tangled up in future divorce proceedings and custody negotiations?

I suppose I’ll just have to ask him about it. I’d be lying however if I said it didn’t make me the least bit wary of getting in over my head with this one. I certainly do not want to get into the middle of something that could so easily become very messy and basted in drama.

This week I have to finish preparing the items that I am donating to the party that I mentioned last week. There are still tickets available to anyone who wants to attend. I volunteered last week to help pick out some outfits for the fashion show, and I’m even going to be modelling a couple of them for the show itself Who wants to see me in a naughty cheerleader outfit? Or in my thigh high boots and a button down shirt and nothing else? Please get in touch with me if you’re at all interested in attending, or if you need more information! It’s only three weeks away I can hardly stand to wait that long!

My appointment with the new esthetician went VERY well. I like her a lot! Take the advice of one of my readers and find a European esthetician. They seem to be more thorough and not at all squeamish about doing ‘front to back’ when it comes to Brazilians. She’s a total sweetie, and reasonably priced, so I am very pleased! I’ll be booking with her again a day or two before the party.

Ta Ta for now lovelies! I promise I’ll get back to updating regularly again now that I’m feeling better

*** This post has been edited and re-published for accuracy ***

Some of you noticed, I am sure, that I’ve mentioned an upcoming party several times in previous posts over the past month. I think I alluded to hosting it a few times, which isn’t exactly the truth. The event in question is actually a party being held for members of JaneLovesDick and I am merely one of the event sponsors and attendees.

Stiletto Diaries is putting up some goodies for the gift bags being given to everyone who attends, as well as a couple of fun prizes for the silent auction. I will be attending said party with K, F, Nia, and a few other friends (Jack as well if we can wrangle a babysitter) from both near and far.

I’m mentioning the event here for one because I am sponsoring it and thus want it to be a success, and for another because I know I have a lot of readers from the GTA who may be interested in attending.

The party is being held at a club in downtown Toronto on April 6th. The doors open at 6:00pm and an evening of entertainment, great food, and sexually debauchery will follow. I understand they are holding it on a Sunday due to difficulty finding an appropriate venue for any other night.

Speaking of the venue, it’s known as an on-premises club, which means that sexual intercourse is allowed right on site. According to the organizers, we can do pretty much anything we want at the party as long as it doesn’t cause damage to the club itself, and it’s done with consent from all persons involved. Woot! Since K will be there I imagine I’ll be having a great time, and right out there on display no less! In case you hadn’t heard, that sort of thing is all well and legal here, so there is no chance that the police will arrive and we’ll all be found in compromising positions. The club regularly hosts orgies and the like, and they have not encountered problems with the law.

I’m extending a party invitation to all of my readers, both local and from far and wide, on behalf of the organizers over at JaneLovesDick. If you think you might be interested in coming to the party in Toronto this April there are still tickets available. They are only selling 100 of them though, so don’t wait too long!

Prices are $20 per individual ticket and $35 for a pair if you are coming as a couple or bringing a guest. if you want to purchase a ticket!

Edited Since Initial Post: You DO NOT have to be a member of JLD in order to purchase tickets. However, they do require you to give your REAL first and last name so that we can check your ID at the door.

I hope to see some of you there! Please feel free to come over and introduce yourself if you see me around Although if I am in the midst of getting a good and proper fucking, you may want to wait until I can at least form a coherent sentence.

Lots more information on the party is available at the event website: JLD Live

There is also a Facebook Event Listing here!

You’ll also find details on how to purchase tickets over there, along with nearby hotel listings and other good FAQ concerning the party. You can also me to purchase a ticket or for more information.

I’ve been counting down the days for a month now, not to mention all of the penis chocolates I made for the guests Tee Hee

Some time ago I made mention of a bit gag in the content of another review. I decided in all fairness I should also review the aforementioned bit gag for comparison purposes, you know, in the name of science and all. Sensual Direct was excellent enough to oblige me in that regard and the gag arrived post-haste.

The packaging caught my attention first of all. The gag comes in a clear plastic tube with a cap at both ends and a rather erotic photo of two lovely young ladies putting said gag to good use. Yum! Attractive packaging always scores a few extra points with me The lid to the tube is easily removed and replaced, providing quite a nice storage container for the bit gag between uses. I like!

Upon further inspection I noted that the gag was well constructed, with sturdy materials, and it’s got a lockable buckle! Purely based on my initial opinions, I knew this was going to be an excellent play item.

Fortunately, I was not disappointed!

The gag fits very comfortably, and is easy to breath around. I really love having something to bite down on during SM play, and the rubber bit portion will certainly take a beating. I couldn’t even bite it hard enough to leave a lasting indentation. Due to only holding your mouth open a small amount it also makes it easier to swallow normally, and there is much less drooling than I’ve noticed with other styles of gags. It’s also very, very safe in the event that someone throws up while wearing it, which is one of the main reasons I highly recommend these types of gags over traditional ball styles.

It’s also quite easy to clean. The bit portion and side rings can be washed with a little antibacterial soap and then rinsed clean. The leather strap can be wiped with an antibacterial WetOne, and you’re good to go! The only place to be extra mindful of is where the rings go through the rubber bit. Those sorts of areas are always a bit of a worry, so I suggest dabbing a little soap at the opening and then turning the ring down into the hole in order to get soap all the way through. Then rinse thoroughly, turning the ring many times to make sure it’s all cleaned out. Let it hang or sit to dry and you’re ready for the next round of play!

This Product Receives:

Vegetarian Friend:
Pigs were one of the first animals I stopped eating

Shasta:
Why is that?

Vegetarian Friend:
They taste too much like people

Over the last few months I’ve received a lot of questions about strap-on sex, and which harnesses are better than others. I decided that it was high time I feature some of the products I’ve been pointing you towards, and thus started with the feeldoe, and then the tantus attachment, and now I’d like to tell you a bit about the SportSheets Vibrating Velvet Strap-On Harness. This isn’t my first strap-on harness, although this is the only harness review I’ve written thus far. Jack and I bought a Vac-U-Lock harness some years back, and it’s languished in our toy locker, save for a couple of uses during which I found it awkward and unsatisfactory for it’s intended use.

As harnesses go, the traditional underwear style fit is not my favorite by any stretch. You know what I am talking about don’t you, the basic waist strap and then piece that goes between the legs. They are generally one-size-fits-all but I’ve never really felt that they offered enough support, or held the attachment snugly enough that natural movement was possible.

The SportSheets harness is more like a jockstrap, which provides a more secure fit in my rarely humble opinion It consists of a waist strap, a frontal piece which has a pocket for a vibrating bullet, as well as the ring which you slide your attachment through, and then two straps from the ring which go between your legs, across the crease where your rear meets your thighs and then meets the waist portion at your hips. It’s very easily adjustable, and will fit a very wide range of sizes.

The entire thing is made out of nylon webbing (save the front portion which is made out of synthetic fabric) which makes it very easy to clean. After use I just hand wash mine with a bit of antibacterial soap in a sink full of warm water. Rinse and hang to dry before storing. Just make sure to remove the vibrating bullet (which is included by the way) before you put the harness in water.

Another thing I love about this harness is that it comes with three sizes of changeable rings, for different sizes and types of attachments. The different sizes of tantus attachments for example work best with different sizes of rings, as do the different sizes of feeldoe. You just snap open the ends of the straps and put in whichever sized ring best fits your particular toy.

Speaking of the feeldoe, this harness is totally compatible, and it makes the feeldoe much easier to use, and fit more securely. If you’re looking for a combo that allows both partners to experience a mutually pleasurable strap-on sex experience, I’d highly recommend the feeldoe with this particular harness.

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