Arrived for my two hour session feeling even more nervous than usual. During our previous session Mistress suggested introducing me to anal play. This was something that I had indulged in, and enjoyed, on a few occasions on a solo basis, but had never experienced with another person. It had been my birthday ( a fairly significant one) on the day before our session and I had suggested to Mistress that losing my anal virginity so to speak might be a memorable way to celebrate that milestone.

Soon after arriving I found myself strapped to the whipping bench and on the receiving end of a fairly hard hand spanking. This is a form of impact play which I particularly enjoy. Mistress spanks hard enough to really get my attention and put me in a submissive headspace, whilst the skin on skin contact makes it a more sensual/ intimate experience than when implements are used. Mistress then proceeded to use a variety of paddles, straps and tawses with some force, which soon had me drifting off into subspace. This part of the session ended with 30 cane strokes. I remembered the exact number because I was becoming quite alert and nervous as mistress reminded me several times during the caning that she would soon be taking my anal virginity.

Unsurprisingly I was very nervous when Mistress put the cane down and started to spread lube around my anus. Mistress clearly realised that being penetrated in this way was a really big deal for me and proceeded quite slowly and gently with her fingers, before moving on to a small plug, and finally a slightly larger dildo. As a result of Mistress’ skill and patience this was both an intense mental and also highly pleasurable experience.

For the final part of the session it was off to the medical room where I was soon lying on the bench with a blindfold in place. Mistress then proceeded to use an assortment of needles, electrical devices and a long sound to deliver a mixture of pain and pleasure to my cock and balls. This went on for some time, most of which was spent with me deep in subspace only vaguely aware of what Mistress was doing to me ay any specific point in time. Absolute magic!

As the needles etc. were being removed I started dropping out of subspace. Because the whole session had been particularly intense for me, the return from subspace provoked a noticeable physical reaction. Whilst I was recovering from this Mistress was very patient and attentive to my needs, ensuring that I was fully returned to the vanilla world before she let me leave to drive home.

Each visit to Mistress V seems better than the previous one. This session will certainly be remembered as a very special birthday treat.

Having had my first experience of anal play I can’t wait for our next session, at which time Mistress has promised that I will be on the receiving end of her strapon.