Kinky Weekend

So after a week of intense work and being busy nearly every night, I was thrilled to be going out with MasterDoc and DeeDee to a bdsm party on Friday night. When I got to MasterDoc’s after work, DeeDee was with a guy who’s come by for a few shows. They have clicked well and so above and beyond the shows they have fooled around. DeeDee had orgasm after orgasm as I relaxed in the next room with MasterDoc. I felt a little jealous, not having had an orgasm in days, however it was also really fun to hear her moaning over and over. The four of us ate dinner together, and DeeDee decided she was too worn out from all the sex to go out with us. I of course never object to a night out alone with MasterDoc.

The party was held in a New York City loft and they had a fair amount of bdsm equipment around. There was a suspension frame, a couple of different types of spanking benches, a cross against a wall, and the two techie toys – a fucking machine and MasterDoc’s sybian.

We arrived early since we were bringing the sybian, and it was super quiet early on. We relaxed, talked to some people and MasterDoc made it clear I was going to try the fucking machine. I was nervous about it and tried to have it put off as much as possible.

To get me in the mood (as I indicated I would surely need to be warmed up before being pounded by a machine) MasterDoc had me lean over a bench and he caned me. My pain tolerance was pretty good and he went at it for a while, alternating with hands, the riding crop and small flogger. He pressed my nea vibe to my clit and teased me, and unfortunately since the angle was odd he teased me even more than intended – he wasn’t quite on the right spot. So while it felt good and I was getting hornier and hornier, there was no way I would come from it. He told me I could come if I wanted to, whenever I wanted to, but I just couldn’t get there.

We took a break, during which we met a nice, young Asian-American woman who is new to bdsm but embracing it wholeheartedly. She’s subbing to the party organizer and he told her she was definitely getting a sybian ride. I got to sit right next to MasterDoc as he gave her the ride and as always it’s so hot to watch a woman in the throes of passion.

Towards the end of the ride, MasterDoc got a phone call, which he picked up while continuing the ride, much to everyone’s amusement. It was DeeDee, asking if she could come again. (!) Apparently the million orgasms she had had weren’t enough. He gave her permission to masturbate and then finished the young lady’s ride. He called DeeDee to check in on her after the ride and I started feeling impatient.  I hadn’t had an orgasm in days, hadn’t had cock in nearly a week, and she had just had an amazing amount of orgasms. I love DeeDee, I consider her a good friend but at that moment all I could think was, (cue urban accent) “Bitch please! You’re taking up time when I could be having orgasms. You had plenty!” In retrospect, it’s kinda funny. After all, she had no way of knowing what we had or hadn’t done that evening. I wasn’t truly mad, but the timing was just lousy.

MasterDoc remedied the situation quickly by putting me on the sybian next. Very soon, I was begging for orgasm and he teased me for a while, getting me to climb even higher to the peak. I came hard and for a long time – I kept crying out “oh fuck, fuck, fuck” or “oh god, oh god, yes!” alternately. When I peeked around me during the orgasm, I was disappointed that there wasn’t a nice crowd around. People were pretty much busy elsewhere. But still, it remedied my lack of orgasm quite nicely. Unfortunately I ended up a little sore from grinding my clit into the nubby pad on the sybian. I think I need to turn the insertable part around so the smooth side is under my clit. I irritate my delicate inner labia in the heat of passion, which sucks.

So now that I was warmed up, MasterDoc wanted me to try the fucking machine. I was nervous. The lady who he had given the sybian ride to had just tried the fucking machine and her main reflection was that it was “big.” She had come though, so hard that her clenching vaginal muscles stopped the machine. The penis-like attachment looked a bit big for having pound me via machine, so I went with the smaller attachment, but this was less than ideal too. It was tapered at the end, which is useless for getting any g-spot stimulation and it was very flexible at the end, so when the machine was turned on it tended to pull out and not go right back in. We never really got the machine up to speed and I was clearly unhappy. Thankfully MasterDoc let me end things there. Another issue was that there wasn’t a bed, so the ideal position wasn’t possible. I knelt on the couch at an angle, uncomfortably.

And so my first fucking machine experience was a bust. I had been so anxious that it might miss the hole going back in and pound into my crotch. I have suspicions that often these types of machines are a turn on more for men than women.

The rest of the evening was relatively uneventful. There were moments when we saw some really hot scenes, and MasterDoc gave more sybian rides. Mostly the couples were male Dom and female sub, but there was a smoking hot fem Dom there who worked over the single submissive men. One of the nice parts of these parties (this is the second one I’ve been to organized by this host and MasterDoc and DeeDee went with our friend V. to one in between) is that they’re run by a black guy, and so there’s a big mix of ethnicities. So often I’ve only encountered white people out at bdsm events. I think until recently I subconsciously thought bdsm was really more of a white person thing (not to mention that until recently I hadn’t encountered the queer bdsm community either), but I’m happy to find that there are perverts in all demographics, and it’s wonderful that this party is truly inclusive of everyone.

There were stretches of boredom, but also some hot scenes like the big, strong, bald white guy who has a black submissive. He flogged her hard and I cringed a bit, even though I often like quite the same thing. However he pointed out that she likes it and proved this to me by barely touching her pussy through her panties and letting her come. Clearly, she enjoys kink as much as I do.

A guy with a nice body got flogged by the fem Dom and that was hot to watch. I pointed out to MasterDoc that male Doms have it easy – fem Doms have to flog in six-inch platform heels. (At least, if they’re going along with the male dominated view of what a female Dom should look like.) A few of the sub men purposely sissified themselves, and I have to admit that’s not really my thing. I prefer my men to be more manly but to each his own.

Saturday evening, MasterDoc, DeeDee and I went to the Kink Academy open house in Manhattan. Diva had convinced me to come so I could speak about the site since I think highly of it. I had just gotten to meet the “headmistress” Princess Kali the other night and I quite like her too. Having a circle of pervy friends and acquaintances is such a wonderful thing. They’re people I can be myself around.

The open house was lots of fun. There were demonstrations, contests – I participated (actually, I was first to volunteer) in a contest of putting condoms on bananas with our mouths. We all did well and got prizes. I had recently watched something with Midori teaching how to put a condom on with your mouth, so between that and Tess giving her lesson, I was ready. I also managed to win a hogtie (a metal ring with four leather straps coming off with clips at the ends – it’s used to clip together wrist and ankle cuffs into a hogtie position) and a complete set of Kink Academy’s scene starter cards. Whoo hoo! AND a one year free membership. Winning anything is uncommon for me, and to make out like a bandit yesterday I felt even happier that I went and spoke well of Kink Academy.

I got to meet various people who had heard of me, and it’s always nice when people compliment me on the blog. It really means a lot to be told that my openness about sexuality is having a positive effect. While I often think of this blog as mainly a space for me to record my adventures and express myself, I do partly do it as a means of sex-positive activism. To be recognized for it – even if it’s just a pat on the back – feels wonderful.

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