The following is a real letter that was sent to a real person. The names have not been changed because no one here is innocent. I am a collared submissive. I have been in a vanilla and D/s relationship with my Master for 9 months. At my request, we sought out and found another submissive female to play with. This was the first threesome for all three of us. This was the first sexual encounter I had ever had with a woman. My Master asked that I write a description of the last play session he and I had and to send it to her, so she would understand how we play and what to expect. This is a real description, written the day after it happened.
Side Note: She told us after that this letter actually scared her. She did however show up three days later to play and we have another date scheduled this week. If reading this turns out to be pleasurable for you readers, more tales of our adventures will follow.
*****
Marie,
Good afternoon. I hope you are having the best possible Monday you can have, while being at work. This weekend Robert and I had some extended play sessions. He instructed me to write you an account of our Sunday night. I am not sure why he wanted me to do this for you, but it is not my job to question. I can only assume that he would like to give you a preview of what play sessions are like. My job is to write and send this to you. It is up to you to decide if you would like to read it or not. I must warn you, though, this text is real and graphic. I will be describing both my mindset and the physical actions. I just wanted to warn you before you start reading, enter at your own risk.
Sunday morning, I woke up to sunlight streaming in through our bedrooms windows. I felt him next to me in bed. He was running his hands up and down my back. Sir kissed me gently on the back of my neck and shoulders. I shuddered when he kissed me, feeling the heat begin to rise. He moved closer to me in bed and I could feel his hardness. My pussy responded instantly and soon I felt him on top and inside me.
When we finally emerged from the bedroom it was early afternoon. we woke up thinking that we were going to dinner at Robert's parents for Father's day. Sir had missed calls from his parents, neither of us had heard his phone ringing. After a quick call to them, Sir told me they had to reschedule for next weekend. I looked into his eyes and I knew what this meant. An entire weekend day to ourselves? I knew we were going to play.
We were both famished from our lovemaking and I went to make us dinner. We ate and after, Sir went into the living room while I finished cleaning in the kitchen. I came into the living room and there were two naked women dancing and playing with each other flashing across our big screen. The scene stopped me mid step. I had never seen anything like that. I was shocked and just as surprised by my reaction. I could not stop watching. The women were beautiful, watching their graceful bodies dance across the screen caused a reaction, I felt myself start to get wet. I watched, captivated, as they licked and grabbed each others breasts. As I watched the women finger and lick each others pussies, I started to squirm uncomfortably.
I have never touched a woman before. I started to think of you, of licking and sucking your pussy. After we met you last week, Sir gave me lessons in how to please a woman orally. I watched the two women, knowing it would soon be me, with my tongue, licking and touching you. I hope I do not disappoint you.
When the girls were finished on screen, Sir directed me to a website and told me to pick out 2 porn movies for us to watch. There were many different categories, but I focused on BDSM threesome scenes. I wanted to watch women, bound and restrained, play with each other. I wanted to see two submissives cum. I wanted to think about our play date and envision what we would do to each other.
Sir put on the first movie. He walked over to where I was sitting and told me to stand up. I was stripped naked and he told me to sit on the couch facing the screen. Sir ordered me to play with myself and warned me not to cum. He pulled up a chair and sat facing me. He sat close, his eyes on me. He had a glass of Grand Marnier in one hand and lit a cigarette with the other. His eyes were studying me as he blew he smoke from his mouth.
"Give me a show," he growled.
Sir has watched me masturbate before, but only when we were both lying in bed. To be completely exposed, utterly vulnerable and to have to complete such an intimate act under such close inspection is terrifying. I know I did not have a choice on whether or not to be embarrassed or hesitant, I am his. In giving myself to him, I know I must obey and there is a complete confidence in that. It is enough to give me the strength to get through acts I feel are hard or embarrassing.
I asked permission to use one of my toys. We had already had sex in the morning, which resulted in several orgasms. Later in the day Sir had grabbed me randomly and made me cum a few more times, I had probably already cum about 10 times at this point. I wanted to get myself worked up, I wanted to make sure I gave him a great show.
He left the room, picked out a dildo from our toy collection and brought it back to me. I sat down and started to touch myself, to thrust the dildo in and out of my pussy. As I pushed the dildo inside, I could feel his gaze upon me. I could hear his breath quicken. I was extremely wet and could have cum quite easily. But I was not allowed. I brought myself to the brink of orgasm several times under his strict gaze and would have to pull my hand away quickly when I felt an orgasm begin. By the end of the film, I was having to smack my pussy to stop from cumming.
A few times I thought I would succumb. And then I would hear his voice,
"No. Be a good girl Jenny, That orgasm is Mine. I will tell you when to give it to me."
It took all I had not to cum.
After sometime, he rose out of his chair and switched to the second movie. This was three woman who were naked and playing with each other. They would take turns fingering each other, pulling and sucking on each other nipples, licking and sucking each others clits. I was still under command to masturbate. Watching these women, the arousal from the dildo and the overwhelming feeling of being his had me a a fever point.
"I want you to continue to touch yourself, Mine." he said. "I want you to play with my pussy until you are about to cum. When you stop, you must continue to watch the movie. I want you to watch what you are going to do to her. Keep doing this until I return. Do not cum."
Sir left and went into the bedroom. Sir and I play with many different toys. Recently, we have been playing mostly with our stiff leather Tawse, as well as our newly purchased clover clamps. Both toys carry the possibility of extreme pain, but Sir has been taking it easy on me until I get used to these. I knew he had gone into the bedroom to get both these toys.
He returned to the living room. I looked down and saw the Tawse in his hand. He walked slowly across the room to where I was on the couch. Sir stood before me, towering above me, staring directly into my eyes.
"Get up" he said.
I jumped up. He pointed at a spot on the carpet in front of our living room table. I moved to the spot quickly, standing as upright as I could. My entire body was shaking. I did not know what he had planned but it obviously was going to involve the Tawse and that was enough to have me scared; incredibly wet and incredibly scared.
He came up on my left and leaned into my ear. He ran the Tawse up and down my skin. I shivered with each touch.
"In a minute, I am going to start hitting your ass with this," he whispered as he lightly stung my ass. The light tap was enough to make me jump. "I want you to continue to touch yourself as I hit you. I am not going to stop until you cum."
As he said this, I smiled on the inside. It is incredibly easy for me to cum. I thought I would let him hit me once or twice and then orgasm, ensuring I did not have to suffer to long under the strap. My eyes went back to the all girl threesome sex scene on the screen. I started to rub my clit again, the slightest touch bringing me right to the brink of orgasm. My mind was relaxing, I was hitting that space and I could feel the orgasm start...
Whack.
The first strike landed across both ass cheeks and my world stopped. The pain was intense. I realized I needed to hurry, to make myself cum quickly. I did not want to get hit again.
Whack
Whack
Whack
It was impossible. The minute I touched my clit, he would strike me with the Tawse. The pain was enough to stop me from being able to cum. I went into a frenzy. I tried to touch myself quickly, harder, trying to do anything to cum and stop the pain.
Whack
Whack
Whack
It was a losing battle. No matter how hard I tried, no matter how quickly I fingered myself, he was quicker.
Whack
Whack
That blow landed perfectly across both ass cheeks. My legs buckled and was half way to the ground before I was able to steady myself. I was desperate. I wanted to cum badly, all the teasing had taken it's toll. I wanted to stop the pain before I would have to give in and utter a safe word. I was frantic. And then I saw the dildo on the ground.
