She Pegged My Ass For The First Time!

My lover and I were at home last night. She is my dominant one and we often use male chastity devices to bind our relationship. Having not worn a male chastity device for a few weeks I felt the urge for her to become my key-holder once again and allow her to control me sexually. I cannot explain why this feeling overcomes me but although it is a form of bondage I find it liberating in that the choice for when or when not to have sex is taken out of my hands and that choice is given to my other.

So I handed her my Silicone Cock Cage which is my male chastity device of choice when I am to wear it for a long time and she smiled, and placed it on my cock, locking it with a padlock and without a word being said. Almost immediately I felt warm and secure inside and lowered my head in her lap with the intention of watching some TV. However when my head rested there I felt something hard and long underneath her dress.

I lifted my head with a puzzled expression on my face and again she simply smiled and put her finger to her lips and made the sound shhhhh. Slowly she lifted my head and then lifted her skirt to reveal a dildo attached to a strap on.   A look of distress came across my face as I realized what her intention was to be – we had discussed pegging before, and even spoken about one day trying it, but to this day had never tried it and I had never experienced it.

Again she put her finger to her lips and made the “Shh” sound.

Bondage Bikini Set

A hundred and one things went through my mind all at once. What was this going to feel like? Will my virgin ass ever be the same? Will my relationship ever be the same? Will she respect me after she has her way with me? And so on.  She then got up and pointed to the floor so I immediately knelt down in front of her. She then grabbed me by the back of my hair and slowly forced that dildo in my mouth. She started thrusting, deeper and deeper and I could not help but lubricate it with my saliva that began to trickle from the sides of my mouth. She then forced the dildo deep down my throat forcing me to gag – she held it there and I gagged two or three times before she removed it from my mouth.   It was obvious that she wanted more than to become my key-holder.The first words she spoke for more than 45 minutes were ‘The strap on is not for fucking your mouth!’ and indicated for me with her fingers making a circle that I was to turn around on my knees ass up in front of her.

It was obvious I was going to be pegged for the first time so I obliged.

My lover, my mistress, my key-holder then undid my pant button and lowered my pants to reveal my naked buttock and virgin rosebud. I felt her lubricate my tight anal love hole with a warm and velvety lubricant. She then played with my sphincter and I felt it slowly loosen allowing her to slowly insert one and then two fingers. Finally I knew that I was going to be pegged for the first time and I was enjoying the feeling. The first words she spoke for more than 45 minutes were

‘The strap on is not for fucking your mouth!’

and indicated for me with her fingers making a circle that I was to turn around on my knees ass up in front of her. I obliged.

My lover, my mistress, my key-holder then undid my pant button and lowered my pants to reveal my naked buttock and virgin rosebud. I felt her lubricate my tight anal love hole with a warm and velvety lubricant. She then played with my sphincter and I felt it slowly loosen allowing her to slowly insert one and then two fingers. Finally I knew that I was going to be pegged for the first time and I was enjoying the feeling.  My butt-hole began to blossom to life and I felt exquisite sensation until finally I felt the pressure of the strap on against my asshole. It was larger than her fingers and resisted penetration. Slowly she applied more and more pressure until finally it slipped in. My head exploded and I was seeing stars – I felt searing pain but with it unbelievable pleasure. She continued to apply pressure and the dildo continued slowly entering my anus. It felt like I was completely filled and to be quite honest it was uncomfortable and I did not think it was possible that she would be able to get the full 8 inches of that strap-on dildo inside me but after I think 30 seconds it was there –

all of it – inside my ass.

Slowly she started to do little thrusts in and out and the uncomfortable feeling started to go away and as it went on I started to move against the motion trying to get that artificial cock deeper inside me. Soon the gentle thrusts became more and more powerful until the sex became aggressive. My ass was being fucked hard and I was wanting more. The silicone cock cage was becoming tight as my cock started to get erect and the constriction was causing my penis to have discomfort but it was a pain I was enjoying.  I started to scream out in pleasure and I was feeling something inside me growing and swelling. It was my prostate and I angled myself so that the dildo pounding my ass was hitting that exact spot and within moment I began quivering and shaking uncontrollably as I experienced my first prostate orgasm. It went on and on and emptied all my jism and as my male orgasm finally finished I collapsed and lay down on my side, sexually exhausted and spent.

As the realization of what had just happened and the emotions I now felt I realized what it must be like to be a woman fucked by a man. Being totally dominated with a shaft of their partner pounding their insides and I wept. I started crying like a baby and years of pent up emotions flooded out of me, yet my feelings of love for my pegging mistress grew as she slowly took my head, having removed the strap on, and placed it in her lap.  Weeping. I could think of no other place I would rather be than in this soft, warm place feeling safe and secure in my lover’s arms. She bent down and slowly but passionately kissed me and the realization came to me that our relationship would never be the same. I had been pegged for the first time and loved it!

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