In case you were wondering what my Saturday experience was here are the (slightly sanitized) gory details. Even if you are not so interested in the blow-by-blow of my Saturday night rendezvous I believe I will be referring to this post for some time to come to answer your questions on what I like / what turns me on / what am I into.
I really do have to give credit to my guest Dom in London for teaching me so much in one night. In fact, I think I’ll declare this experiment a success to date. Although I’ve only had two encounters both men (one Switch one Dom) who I have met while conducting this experiment have taught me more in these encounters than in two years of random unfocused play.
In fact, I learned so much that this post will likely be a three part-post, I will link to each of the subsequent posts as they are posted online in the next few days.
Part 1: The synopsis (for those with voyeuristic tendencies) – this part
Part 2: My experience (what I felt about the acts done and not done)
Part 3: What kind of sub am I? (discussions on the variety of BDSM and where I see myself participating)
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THE SYNOPSIS
Finding a date
As you know if you read about my search to find a date last minute for a hotel in London (Ontario) it was somewhat more difficult than I expected. I live in downtown Toronto, so finding a date in TO is rarely, if ever difficult. Finding a date in 48 hours in London was much more difficult than I expected.
In the end there were two offers I turned down for safety factor (sometimes you just get that bad feeling) and several that wished I had picked a different night.
The person who came to my rescue in the end was a great match. An experienced Dom – who proved this experience throughout our encounter, who shared many of my vanilla interests.
Meeting my date
I stayed on the executive level of the Hilton suites (note to men, if I can afford this for a date I do expect you to be able to provide a similarly suitable place to play), the executive suites require key access in the elevators to get to access to the excutive floors. My date texted me his name and a key was left in his name for pick up at the front desk.
Usually I am the one who is arriving at the hotel, it was a nice change to have the room to myself to get dressed (I wore a black lace bra, waist cincher with garters and panties, with black lace thigh high stockings and 4” leather heels). My date texted me when he was on his way up to the room allowing me to greet him at the door.
He greeted me with a passionate kiss and then proceeded to put me completely at ease by sliding a persona so we could talk about some of the things we had in common which made banter easy and set a fun casual mood. I can’t emphasize enough how much this fun casual mood truly helped me to relax and establish a level of trust that would make anything he asked me to do for the rest of the night much easier.
He is married and has a girlfriend as well, so I was relieved not to have to explain the particulars of my own attached relationship and instead we simply each texted our “check-in-and-tell-me-you’re-safe” people.
Being Prepared
My date must also be given credit for coming prepared. He arrived with a large metal brief case of implements – which I am somewhat relieve to have not seen or used the full contents. He also carried a drafting tube to put longer implements in. It’s safe to say that if I had wanted to try anything in particular I’m sure he could have facilitated that.
Nipple Torture
He started with my breasts, to be exact my nipples. It wasn’t gentle, it began with pinching and quickly escalated. While most women have sensitive breasts and nipples I am in that group of women who are very sensitive in that area and I can at times cum simply through breast play.
If you squeeze, not all that hard I will give little shrieks and jump at having my nipples pulled and twisted. He loved these reactions and they simply encouraged him.
I have had nipple clamps before, they were the kind that have a bit of plastic on the end and are shaped like tweezers where a small metal circle is pushed closer to the top the tighter you want the clamp to be. They rarely stay on me. I have small nipples. I’ve always found this fortunate since it meant they never had to stay on for long. Unfortunately for me he had a solution for this and introduced my nipples to the clover clamps. Which, if you don’t know – as I didn’t – are attached by a chain that when pulled makes them tighten. They were pure torture and he was gracious enough after a few tugs and whimpers from me to relieve me of them.
Getting Spanked
He began with his hands. We had discussed what I meant by no-marks (nothing that would be seen in the vanilla world and nothing that would scare my vanilla partner). We had also discussed that his current girlfriend is a total masochist and the level of pain he is used to inflicting.
When I say he was experienced this is where it showed the most. I knew getting into this that this Dom has a sadistic streak and has a steady partner that routinely begs him to beat her black & blue with red welts. I also knew I could never handle that.
I had committed in my mind to pushing myself as far as I felt I could go. I know that my pain reflex is to fight back, so my concentration was to focus on the sensation, on what I was thinking and feeling to learn patience and self-control to “bear” it. I did not get pleasure from the spankings but I took pride in my ability to focus and endure them, and I wondered at my body’s ability to process the sensations and transmit them in such short periods of time from pain and anger to sensitivity and points for possible future pleasure.
My self-control was not what I would like it to be (eventually) so we did use wrist cuffs and fastened my hands together quite quickly. This allowed me to delay reaction responses and use my hands to create a counterpoint of tension in my body.
He did spank me harder than I have endured in my life. There were times where I almost cried out for it to stop – but didn’t. As I said this is where his experience showed the most. He was 100% of the time able to tell to an exact point how far he could push me. To take me to the point where I did not think I could endure any more and to push me just the tiniest fraction further.
In addition to using his hands he spanked me with two different crops, and a signal whip (I would have up until this encounter thought it was another crop), and he also flogged me.
I was spanked on my ass (mainly), my cunt, my thighs – inner and outer and my breasts. Spanking was a central theme in the evening’s six hour play. He tempered it with fucking, nipple torture, caresses, blow jobs… but it was ever present.
On My Knees
I enjoy giving oral, and wait for the point in the night when I’m pushed down to my knees to ‘give service’. Grooming and taste are central factors on if I will swallow or not (if asked). Grooming I’m sure there are tips online. Taste, I find smokers horrid and it is best if vegetables and fruit are regular parts of your diet.
The first time he came he fucked my tits – giving me rapid transitions of sensations between having his wet cock thrusting between my tits and pinching my nipples to make me scream.
I am still working to get over my gag reflex so when he face fucked me by grabbing fistfuls of my hair and forcing his cock deep into my throat I choked a few times. I could tell he was still holding back on this aspect and not forcing me to take it as hard as he would normally give. I was thankful for that. However I do want to learn how to take a strong face fucking.
When he came he tasted good and I swallowed it all with no trouble.
Getting fucked
I always see fucking as a reward after BDSM foreplay. If there is one area that I know I can take it rough it is being fucked. There was much more spanking of my ass and cunt before he told me to (stay) bent over the bed as he got the condoms. On the first push he entered with a force that broke the condom, so we were slightly more careful the second time.
Having a sturdy bed is always a good thing. And if he thought I was loud when he was pinching my nipples I’m sure anyone in the next three rooms heard me as he fucked me.
While I don’t enjoy pain, I get no actual pleasure from being spanked, having my nipples tortured or slapped this is where I saw the turn-on of all of it. Every part of my body was much more sensitized as he fucked me. The cheeks of my ass and my thighs were still stinging as he was fucking me and they felt so much more alive and like huge pleasure points as his body pounded against mine.
My cunt was dripping wet and the stinging from the spankings combined with the natural throbbing of my body made me cum almost right away when his cock penetrated me and forced my pelvis against the edge of the bed.
The nipple torture was completely worth it as I could feel them forced onto and then roughly rubbing against the sheets of the bed as I took the pounding from behind.
In short, while I don’t get off on the pain I can see the point of playing with it since it gave my body new sensations as he fucked me making the fucking much more intense that I am used to.
New Things
There were two completely new-to-me experiences in this encounter. The first was a collar that bordered on a posture collar. It was very thick and prevented me from looking down. I managed to wear it for about half the encounter, sometime after the first fucking and before he had me suck his cock a second time it was taken off during a flogging because it was making me very stiff and irritable with spankings, it was easier to take the spankings when they were the only pain I needed to focus on.
The second was a butt plug. We did try anal penetration, but he was slightly larger than the two men who I have successfully done anal with. He was able to get the tip in but it was too intense for me and I didn’t think I could take it if he started thrusting. I suggested that I needed more time and practice to work up to his size and suggested a butt plug. Then out of that brief case of wonders came… a butt plug!
I have never had a butt plug before and the sensation was quite good. It was not nearly as difficult to take as a cock (lots of lube was used) but still felt very intense. He put it in me with me bent over and then treated me to my first double penetration with him fucking my pussy and the butt plug. This is definitely something I need to try again. Eventually it would be good to work my way to his suggestion of having a dildo shoved up my pussy while the cock fucks my ass.
He did force me to wear it for a bit longer and to move around in it so that I would get used to the sensation. I wouldn’t say I got used to it, but I did like it.
A few of you have asked for more specifics. I’d be happy to answer questions e-mailed to me about me (not about my date), or what we did. I have to admit I don’t know things like how many times I came… it was more than once, or how long I was spanked (it was many times and for as much as I could take – I wasn’t bored enough to be watching the clock). Anyways I hope you enjoyed and that this meets some of your voyeuristic needs. I’ll be sending a topless picture of me post-fucked to those of you on the mailing list who send in your picture.
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