Stiletto Diaries

I’m Not A Whore. I’m A Relationship Technician.

BalletGathering from the e-mails and Twitter messages I’ve received thus far this week, I can tell that some of you are fairly dying of curiosity over how the sex party went on Sunday night. Perhaps I should be nice and fill you in on the details?


Oh, alright. I figure I’ve made you wait long enough now ;)

Nia, her ex-boyfriend, K, F, and myself arrived at Goodhandy’s early in order to assist with setting up and preparing for the big night. We were all pretty pumped up about it, although I also felt a little like throwing up, since I had to be in the fashion show and that sort of thing makes me nervous.

I had brought a couple of changes of clothes with me for the evening, including this totally fabulous pink and black tutu type skirt that I had made by Black Orchid. It’s short enough for me to wear it with my thigh boots, but it still covers just enough (barely). I’d brought a black tank top to wear with it, along with my sexy little strappy stilettos.

The evening got off to a bit of a slow start, although none of us really minded. People began showing up around 6:30pm and by 7:30pm we had a pretty good crowd, although not as many as the organizers had hoped.

We started getting ready for the fashion show backstage. We had enough models that I only had to wear two pairs of thigh boots for the show. I decided that since it was really about the shoes, I would just wear a white button down dress shirt with a pair of panties and then the boots. The first pair I wore out were latex stiletto heeled boots, which seemed to be a big hit. The second pair were actually my own lace up thigh boots. After the second time I went out I started to feel really ill. It was way too hot in the change room with 6 girls changing outfits as fast as possible. Suddenly I felt like I was going to throw up RIGHT.THAT.MINUTE!

I dashed out of the change room in my shirt and underwear, and out the door to the stairwell. I just needed to cool off and recompose myself, and get some fresh air. Once the nausea passed I felt better, and went back inside. The fashion show was done, and we had a pause in the entertainment schedule, so there was time to mingle and talk to some of the guests. I changed back into my tutu and tank top and went to speak to my friend Rob and his gorgeous girlfriend.

Jack arrived and we spent some time chatting with people. There were a lot of very nice guests in attendance, although I would agree that the numbers weren’t what was originally expected.

The pinata party was next up on the schedule. I provided a blindfold and my great big steel and leather paddle for smacking the thing with. Guests lined up and were blindfolded and got a couple of swings each. That pinata was NOT giving up easily, and it took quite a while to finally break it open. When it eventually let loose there were mini chocolate bars, cock rings, free porn coupons, and condoms everywhere. People seemed to really enjoy that part of the night (Jack included who took a turn with the paddle).

There was a fantastic food spread as well, with a chocolate fountain and tons of fruit. I was afraid to eat anything since my nerves were making my stomach churn, but it all looked fabulous, and everyone seemed to be nibbling a fair amount.

I really, really love the atmosphere at Goodhandy’s and it certainly lends itself well to sexy parties. If you haven’t been to one of their I Love Sex parties, I highly recommend checking it out.

F, myself, and some of the other staff on hand took turns minding the door. Since Jack couldn’t stay too late F told us we should go off and have some fun. Who was I to argue?

I led him upstairs with me to the private booths on the second floor. At first we left the curtain open while I unzipped his pants and pulled his cock out. I started giving him a blow job, when this random dude came up to the front of the booth and basically stood right inside watching. Now I’m not bashful, but the idea is to give people space while they play. He asked if he could join in and Jack said no, and then I asked him if he could back off a little since he was practically leaning over me. Good grief.

We decided to close the curtain, for a little privacy (although it’s still possible to peek in a bit around the curtains) before we really got down to business. There are vinyl covered benches in each of the booths, so jack had me get up on my knees on the bench so that he could fuck me from behind. It felt so sexy and naughty to be having sex in a club full of people. I was certainly loud enough that a number of people heard me in there. Jack was pounding me for all he was worth and I was moaning and screaming at full volume. Having kids means we often have to keep it down during sex, so I take full advantage of any opportunity to be as loud as I want to.

When he pulled out I went back to work on sucking his cock and licking his balls until he came with a grunt. Breathless, we cuddled up for a while to recuperate. I wish he could have stayed the whole night, but the babysitter had school the next day.

Besides, it was nearly time for prize giveaways and the balloon burlesque. I managed to weasel out of the burlesque show, passing my part in it off onto Nia’s friend from the Saturday sex party we had gone too. They attached balloons to their nearly naked bodies and the audience got to have a few laughs popping them all.

Jack bid us a good night before heading home. Nia and her female friend and her ex-boyfriend arranged the whipping post on stage and began a very hot threesome of bondage, whippings, hot wax, and knife play. It was quite a scene :)

I decided that I should drag K off to the upstairs to have a little fun of our own. I collected the bit gag and a leather strap from my toy box and off we went.

Up in the ‘orgy area’ there was a spanking bench. The same one I got spanked on at the Saturday party. K put the bit gag on me and then onto the bench I went, my tutu flipped up to reveal my naked rear end (my panties had mysteriously gone missing sometime earlier).

He began strapping me while I drooled around the gag and struggled to stay still. A crowd began to gather, watching intently while he worked over my butt, starting off gently and then building up the intensity. Soon I was writhing and tossing my head (hopefully I didn’t spray anyone with saliva) and squealing around the gag. Men were watching me struggle, standing around us, observing intently. One of them asked K if he needed and help with me, to which he replied no. He was holding me down with one arm and beating me with the other. It was heavenly.

I wanted him to fuck me right there, in front of all of those people watching. He obliged me, setting the strap aside to push his cock into me from behind, while he grabbed a fist full of my hair. He fucked me hard, despite the fact that we were both a bit nervous with all of the watchers practically breathing down our necks. Clearly they had not heard of personal space.

We switched positions, me on my back with my ass end hanging off the bench, my legs over his shoulders. I took off the gag, since my mouth was drying out from all the heavy breathing. I looked up and I could see a very attractive young man standing behind me. K told me later that he was jerking off watching us. Yum!

Without much rearranging K sat down on the lower part of the bench and buried his face between my legs. His oral skills have certainly improved let me tell ya. He must have been at it for at least 10 minutes. Someone asked if he could play with my boobs, but I politely declined. The guy jerking off kept whispering stuff to me, but I couldn’t really hear him over all the noises coming out of my mouth.

We decided to finish up in private, since it was difficult to really let loose when we felt so crowded, LOL.

Off to the booths we went, when one young man stopped me to ask if he and I could hook up. More accurately he put his arm between K and I, and when I said no he asked if he could join the two of us. Again I said no, and though he was clearly disappointed, he moved aside.

In the booths I began sucking K’s cock. He’s generally not able to orgasm from oral sex, so I was surprised that after several minutes of very enthusiastic cock sucking on my part, he groaned that he was going to cum. More minutes passed before he came into my mouth, hot and sticky and bitter.

He finished stripping down until he was wearing only the green glow necklace that all the security guys were given to make them easily identifiable. It was surprisingly sexy, even naughty in a curious way. He fucked me from behind first, while my pussy juices ran down the insides of my legs. The bench was getting slippery, and so we rearranged ourselves, me on my back and him on top of me.

I could hear Nia and her friends next door to us, clearly having a wonderful time. Nia later commented to K that she could tell it was me in the booth next to them, just due to my screaming.

When I came with him deep inside of me I’m certain most of the club heard, yet again, LOL. Obviously I am not one to be shy when it comes to vocalization during sex. We finished up and I made sure to wipe down the bench before we left.

Things were beginning to wind down some. When the last guest had taken their leave we assisted in clean up, encouraging the bouncers and bartenders to eat as much of the leftover food as they wanted. There was quite a lot left over, which we divided up somewhat before leaving.

Nia and her ex decided to stay in the city with their female friend, so F and K and I crawled into the van and headed back to my place. It seemed like such a long drive that night, since we were all exhausted.

Overall, despite the lower numbers than expected, I think the party was a success. We all had a great time, and it was such a trip to play in public like that again. I’m thinking it won’t be the last Goodhandy’s party I ever get in on ;) Although I might just leave the hosting up to them, since it’s such a great deal of work!

I hope everyone had an excellent weekend as well, and I promise more tales of K’s visit and all of the sexy threesomes we’ve been having. There may even be photos ;) If anyone wants to see them that is :P

Toy Lust TuesdaysI know there had been a bit of a lull in reviews recently, but with being sick and then the party, I just haven’t had time to write about all of the fabulous goodies I’ve been testing. Today I have something new for the blog, from a new affiliate of mine, AdamEve.Com. It came to my attention that what we were lacking around here was porn. Clearly that situation needed to be attended to, and so here we go with the first DVD review on Stiletto Diaries.

Gush seemed like an excellent choice to kick things off with. I mean really, who doesn’t love a video about squirting?

Yeah, that’s what I thought too.

Some nights ago Jack and I popped it into the DVD player and settled into bed to watch. It became clear almost immediately that it’s one of those movies that aims to have some semblance of a plot to go along with all of the fucking. I appreciate this in my porn, although I know some prefer just a series of sex scenes with no story line.

Gush DVDBasically the plot goes like this:

- Girl has apparently never heard of squirting and becomes curious about it

- Girl and friends go to ’sex therapy’ to learn about how to squirt

- Fucking and squirting for all!

There’s more cock in this video than I generally prefer (I like a lot of girl on girl) however there are a couple of nice threesome scenes. The men were not hideous, although the women were a little too plastic for my liking. The squirting was really hot, plenty of really good spraying. I was certainly impressed (especially as a woman who has not yet managed squirting).

If you’re into a lot of hetero sex in porn, and squirting turns you on, I highly recommend this video, you won’t be disappointed (I know I wasn’t ;) Hee Hee).

This Product Receives:

4 Out Of 5

I <3 My Antibiotics!

Feeling significantly better since Wednesday, and I’ve been able to eat without getting sick.

Plus, K arrives in less than 9 hours! Woot!

We chatted last night, and when it was time for bed I quickly typed “See you tomorrow” and then it occurred to me how long it had been since the last time I’d said that to him. 9 months is a long time (well, it is and it isn’t) but the distance has been good. Lots of old wounds healed over, and we’ve found out how to forgive each other for past hurts. I’m not sure it would have happened had we stayed in such close proximity to each other.

As Nia likes to say “Absence makes the heart grow fungus”


Ok I just put that in there because it’s hilarious.

While he’s out here I plan to take him to see the sights. He’s never been to Ontario, so there are lots of places to go, and things to do! Niagara Falls is on this list, as well as a museum or two. Maybe a tour of wine country and trip to the CN Tower.

Regardless we shall have a good time.

Anyway, I should get a few things done this morning. Keeping busy makes time pass more quickly after all :D Blogging will be light until Tuesday or so.

Have a great weekend lovelies!

If any of you follow my microblogging over in the sidebar there, you may have discovered that I am a little under the weather.

My doctor is pretty certain that it’s strep throat, but she’ll let me know later in the week what the results of the swab are.


It feels like I am swallowing glass, EVERY.SINGLE.TIME!

Do you have any idea how many times a day you have to swallow? I didn’t, until it became excruciating.

Now I have to psych myself up just to manage it.

The antibiotics make me feel like throwing up. Since Monday afternoon I’ve managed to keep down a cup of soup and three slices of bread.

On the upside, I am starting to feel a little better. Hopefully I’ll be right as rain by Sunday.

Trashy GirlHow 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 :P 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…

Cock Chocolates

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 :D 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