Dear Former Master,
This is my final letter as my diary reaches it close. I want to end with two memories. The first is the hardest punishment spanking I ever received from you and the second is how you introduced me to anal sex, something for which I am eternally grateful as my new Master loves it.
It was again a stupid action by me which caused the punishment. I had overdawn on my credit card and I had to ask you for money to pay it off. You paid the cheque but were very angry and I knew that my bottom would pay a terrible price for your generosity. You called me before you and said that this punishment would last over the weekend and I could expect several sessions. Tonight I would be tied naked to my bed in the spare room while I thought of what was to come.
Sure enough my hands and feet were bound and I lay uncomfortable and unsleeping through the long night. In the morning you came forward and unfastened me and told me to have a shower before coming to the office for the first session with the cane. I knew then that my bum would really feel it because if you were starting with the cane you were intending it to hurt. I had my shower and after drying myself came to the office. The long ladder had been placed in position and I you told me to climb the first step and then to hold on to the top bar. You fastened my hands and feet and then placed a strap above my waist and below my knees whilst a bolster between my abdomen and the ladder forced my bottom out. Finally you placed a hood over face and a gag in my mouth. I could not see anything and could make no sound.
I waited and waited and nothing happened and then a searing shock as the punishment cane lashed into my bum. It seemed like an eternity before the next stroke landed and added to the pain. Stroke after stroke fell and by now they were crossing each other as the weals raised began to mingle. Then there was a pause but I could see nothing so did not know whether this was the end or just a respite. The interval went on for several minutes before I felt your hands on my sore bum and then I felt the kiss of the birch as you touched me. This was a judicial birch with five long supple twigs still with the buds on. It marks and also raises blisters. I steeled myself as I was sure it was time and then felt as though a a burning brand had been laid across my bum. This was only the first and the next stroke searched out the areas which had been untouched before. The third, fourth and fifth landed and then a stroke which made me want to scream as it seemed to impact on every nerve in my bum. I shuddered and collapsed in my bonds. You left me for several minutes before unfastening me and telling me to lay down on my face as you would apply ice and some soothing ointment. I lay there completely exhausted while you tended to me. When I looked I could see the mess my bum was in but I knew from experience that the weals and bruises would soon come out. I was more worried about the pain my behaviour had caused you and this would remain in my mind longer than the marks on my bum.
I now worried what further punishment was in store and when you told me I had to spend all day naked with my well punished bum on view I knew the humiliation which only the spanked can understand. That night again I was tied to my bed naked - fortunately it was a warm night - and in spite of the pain I slept well. When the morning came and you opened the door I looked to see if you had anything in your hands. I was relieved to see that they were empty and, after unfastening me, you told me to bend over so that you could inspect the damage. You said nothing but told me to have a shower and report to your office. I showered and dried and then presented myself to you. You told me that the rest of my punishment was to be administered now and would be the wooden paddle followed by the cane. My bum was already so sore that I did not know hether I could take more but I had faith that although you would push me to my ultimate limits you would not abuse me so I prepared myself. This time it was the A-frame and it was already in position awaiting me. I stepped forward and heard you whisper "Courage" as I took up my position and you strapped me into place.
First was the wooden paddle - that most lethal of all instruments -which not only sears the bum which has holes which leave little blisters. The firt stroke landed on my bum and I seemed to rise up as the pain coursed through me. The second and third followed with a final three. My whole bum area was now a mass of pain and I knew I must prepare myself for the cane. I saw that you were using the medium cane. A few taps and then it homed in its lash impacting upon the marks already there. A second, then a third up to twelve before you finally stopped and, after a minute or two unfastened, me. As I wept you hugged me to you and I knew that it had been your love which had made you treat me so harshly when I had disgraced myself. You told me that it was all over and nothing more would be said. Now you told me to lay face down and you soothed my bum with ice and cream. The wonderful thing was that once it was over we had a marvellous day down by the river laughing and joking and thowing sticks into the water for Beauty our Labrador to retrieve and then trying to get away when she shook water over us. That night in spite of my soreness our lovemaking was as passionate as ever and I thought it would never end.
Now I must end with the my introduction to anal sex. You had been very careful to protect me from it and even when I asked you were reluctant but eventually just before I moved to America you agreed to introduce me to it as you knew that it was better that I should have my first experience from you rather than somebody less sympathetic. It was a summer evening and we had been playing cards with forfeits when you looked up and told me that tonight was the night! I should have a shower and prepare myself as I was to be introduced to anal sex. I took a quick shower and then presented myself by your bed where you were already lying naked. You said that this would take some time and told me to kneel and bend forward holding the cheeks of my bum apart with my hands. I felt your tongue rimming my anus as you gradually worked your saliva round the area. Then you scooped up some cold cream and putting some on your fingers thrust them up into my anus with lots of cream. First one finger slipped in and out it moved up the passage at least a dozen times before you widened it using two fingers. As my anus was stretched so it was three as the hole enlarged in sympathy - by this time I felt breathless and nervous. You told me to get your cock to full stand and then anoint it with cream. I used by mouth and fingers to bring your hard up and then covered the tip with the cream. I then bent over again and pulled my bum cheeks apart as you presented your cock to my arsehole. God it was tight as the tip found its target but slowly and steadily you thrust in telling me to relax my spincter as though I was voiding. As I did so your cock slipped in until I felt the tip stretching me beyond my limits but you stopped and told me to rest before continuing. The pain had eased by now and you again pushed gently until the tip of your cock seemed to reach my womb and your hairs tickled my bum. Once it was lodged we rested with it in position until I was ready and then I felt you gently begin to move out and in. I was not sure what to do but soon picked up the rhythm and found that once you were fully home except for little soreness I was enjoying the experience. At the same time my fingers played with my clitoris and I was already having multiple orgasms. We must have been nearly five minutes before with one final thrust I felt your warm cream inundate me and I thrust my fingers into my cunt to finally bring me off. I love being fucked in the arse and the fact that you took my virginity front and back makes everything perfect.
The wheel turns however and I have been posted to New York so I must leave you and I have a Master in a new city. He can never do what you did as you took me from an inexperienced girl to a mature (I hope) young lady, punishing where necessary, guiding all the time and teaching me that submission is NOT slavery but a unique relationship in which each partner offers him or herself to the other totally. The commitment goes beyond marriage vows and requires absolute trust and honesty between partners.
I hope that you have enjoyed my letters. Maybe I shall write again after we have met in the Summer
With eternal love and wonderful memories.
Angela
This was the final letter I received from Angela as two weeks before she was due to visit England she was killed in a motorway accident outside New York on a wet, stormy evening. Both she and her Master were killed instantly as their car skidded and hit a tanker lorry. I am left with the memories and her letters and I am sharing both of them with you.