BDSM

Most Memorable
hljockey 2 Reviews 600 reads
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Lady Ashley, Washington, D.C., no longer around

Strapped to a spanking horse for my first caning to be administered with no safe word. 18 strokes, all "the best". Another lady present to witness.  

I have no idea how she made it so pleasurable and so painful at the same time but it was magic. Nobody else has been able to repeat the experience for me and I'm pretty much done trying.

I had stripes on my butt for 3 weeks and I would say at least 50 of the most intense orgasms I have ever had in my whole life for the same period of time. Imagine being in "sub space" for a period of 3 whole weeks non-stop if you've ever been there and that was what it was like

I love receiving e-mails about hot erotic encounters where they tell me their favorite moment they have had with me. It feels good to know pleasure has been accomplished both ways.

Can anyone remember a hot memory of the past, let's see...
List your most memorable moment with your favorite Mistress.

 
xoxo


-- Modified on 5/18/2015 2:11:15 PM

Two gals have delighted me by whipping my back with a flogger and/or crop over the years, and I enjoyed it immensely.

One gal also pinched my back with her nails which was also very pleasurable.

Sounds like pleasure on both ends! Great memory you have there.

I was tied up, blindfolded and she used sounds on me.  I was super nervous to begin with, and I had not idea what she was doing.  The sheer terror and need to trust completely was a huge rush.  Actually, that whole session was!

Almost all of my lobbying has been straight without BDSM, but occasionally I have a sub itch and occasionally a dom one. I was really looking to be dominated and found a domme with a great web site and great pictures in new Jersey and booked time and drove up from Philly and found and entered her motel.  She was not pretty in the usual sense but was a very attractive black lady with a bewitching smile, a large and beautiful behind and strong shapely legs. I started to talk to her, but she grabbed me and took over. she hand cuffed me, pulled my head back and stuck her tongue down my throat. After some time she had me naked and restrained with my hands strapped to a belt around my waist and my ankles strapped up behind me.  Without warning she applied make up (lipstick, powder, eye make up--none of which was requested or expected), sat on my face and began to use anal penetration toys while I DATO.  She used a vibrator on herself and on my penis and used mild but compelling CBT to keep me working hard every time I tried to slow down or stop. She came a few times, then she called a friend and told her to come over. He friend arrived (a tall and muscular lady) and the two of them used my mouth and anus to excite and satisfy themselves.  The session went on for literally hours.  They were enjoying themselves immensely and I was helpless and enraptured. And every time I tried to stop and rest or wiggle free one or the other or both would hurt me just enough to keep me working hard.
That lady eventually became a favorite of mine when I moved up to NY and she never disappointed and once or twice more brought friends in with her, but the surprise and utter helplessness and the two women's genuine excitement and pleasure made that first experience memorable.

She wasn't a Mistress, but let me tell the story and you can judge if it's appropriate.

There was an escort I was friendly with.  We chatted online on the boards and via IM, and I had seen her maybe 3 or 4 times.  

One Saturday I was home alone and signed on (Which was unusual. I am usually only online during the week.)

She was online and messaged me almost immediately.  "I just had the most boring 4 hour date of my life.  Wanna come over?"  Who would I be to say no.  So I did.  She had different ideas for play than our usual.  She wanted me to eat her out while fucking her with a dildo.  I'm never going to say no to that.  As far as I was concerned, I was there to please her.  At some point in the process she took the dildo, turned it around and made me suck it.  And from then on, it was like we had set something free.  She took total control and ended up fucking me with that dildo.  

It was one of the hottest experiences of my life.  From the spontaneity of the invite to the unexpected domination (which she had never indicated any interest in).  I'll never forget it

Lady Ashley, Washington, D.C., no longer around

Strapped to a spanking horse for my first caning to be administered with no safe word. 18 strokes, all "the best". Another lady present to witness.  

I have no idea how she made it so pleasurable and so painful at the same time but it was magic. Nobody else has been able to repeat the experience for me and I'm pretty much done trying.

I had stripes on my butt for 3 weeks and I would say at least 50 of the most intense orgasms I have ever had in my whole life for the same period of time. Imagine being in "sub space" for a period of 3 whole weeks non-stop if you've ever been there and that was what it was like

The first time she stopped teasing and had me suck my first cock

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