Like a Virgin (My First BDSM Experience)

(This is a letter to my Other Sir. He was the one that suggested I find a Dom, helped me do so, and wanted a detailed report of my visit. I wrote this just over a year ago, and am very happy to have it to post today. I am also very grateful to have both of these men still in my life.)

Dear Sir,

On Thursday I got up early and dressed casually with no makeup as I was instructed. I drove to the ferry and once I was there, called him. This was the first time I had heard his voice. He asked if I was nervous, and I said “yes”. Then he asked if I was excited and I said “very”. He said he would meet me at the terminal and told me what he would be wearing. I did the same and got on the ferry. Even though it was a short ride, it took forever. I was trying to read a book, but could not concentrate. Basically I was planning to meet a total stranger and let him restrain me and do whatever he pleased. Even though we had chatted online for weeks, and he seemed nice enough, I really did not know him at all. Only you knew where I was headed. But the very real fear I felt only made me wetter.

As I was walking down from the ferry, I glanced through the window and saw him by his car. I knew it was him because he was looking right at me and smiled when our eyes met. I walked to the car when I got outside and he was standing by the passenger door to let me in. He said “This is your chance to change your mind.” I did not hesitate and said “I am fine.” He asked if remembered the safe word he had given me. I said “yes” and he said “say it”. I said “mercy”. He told me to snap my fingers, and I did. He reminded me that if I could not say my safe word that this would be my signal. He stepped forward, put his hand behind my neck and pulled me toward him for a kiss. I had to get up on tiptoes because he was so tall. It was a rough kiss, but not too rough, and I just melted right into it. There was no doubt in my mind that I would do whatever he asked. You are right, Sir, I am a slut.

While he drove to his place, he explained that before things got started, I should just relax and be myself, and that he would be himself. He said that at some point he would put cuffs on me, which I expected, and a collar, which surprised me. After that point, I was his. Later when they were taken off, I was expected to once again feel free to act as I wished. I agreed although I knew that even the cuffs were not necessary already. We walked up to his door and he turned to me. “Last chance to turn around.” I said “I am not going anywhere.” He opened the door and we walked inside.

He immediately pinned me against the wall and started kissing me again. I kissed back just as fiercely. There was some small talk and a quick tour. His place has an amazing view of the water and the mountains. He asked if I had any questions and I did ask if he had remembered his camera. He asked why I wanted him to take pictures. I was honest and told him that when I had first brought up the camera in our chats it was because you might ask for photos, but that now I wanted copies for myself even if you did not ask for them. He could do what he wanted with the pictures.

He then led me to the bedroom. He pushed me up against the wall again, facing away this time with my hands up, and let his hands roam all over my body. He then put the collar on me snugly, but not tight. As I told you before, it was not locked on. He removed my watch, and put a leather cuff on my wrist, and put my hand back up. He repeated with the other wrist and turned me around to face him. “Take off your clothes” I was told and I quickly complied. “Do you know what comes next?” he asked. I said “yes”. “Yes what?” he asked. “Yes Sir” I said. “Are you my little fuck toy now?” and I agreed. He fingered me and was surprised at how dripping wet I was. Grabbing my hair he started kissing me again and pinching my nipples. He sucked on each one briefly and turned me around. He brought my arms behind my back, clipped the cuffs together, and smacked me three times on the ass with his hand. It stung but did not really hurt. He pushed me to the end of the bed, and down on it. He laughed and said “You have only been here for five minutes and already you are naked, cuffed and collared, and on my bed.” That’s when the camera came out for a couple of pictures.

He removed his shirt and guided me up on the bed. I was placed on my stomach with my head hanging over the side of the bed. He stood in front of me and I started nuzzling his cock through his pants. He was going through a drawer by the bed. I glanced over and saw a huge drawer full of sex toys. He grinned and scolded me for peeking, so out came the blindfold. After another minute or so he told me to open my mouth and he put his cock in. While he was fucking my mouth, he reached over and inserted some toy that was vibrating into my pussy and started to fuck me with it. I came very quickly. He asked if I had come and I said “yes”. He laughed and said that this time I would be forgiven, but that I needed to tell him if I was about to come. I said “yes Sir, and I’m sorry, but my mouth was full.” He started fucking my face and pussy again. I love that feeling of two cocks in me! Very quickly I pulled my head back and told him that I was going to come again. I was hoping he would not stop, and he didn’t. I swallowed his cock again and came. He laughed a little and said “you have now been here fifteen minutes.”

After this my memory gets a little fuzzy, Sir. I cannot recall everything and am not sure of the exact order, but I will do my best to give you the general idea.

He had me get up so he could place a towel on the bed. He separated the cuffs and I was told to lay on my back with my head toward the foot of the bed. I was secured to the posts and left there while he looked through his drawer. He got on the bed and started running his hands over me. I was asked if I was enjoying myself. “Yes, Sir” I said. I know he said other things, and I know I responded if I was asked a question. His hands and mouth and fingers were all over me and in me. At some point various toys were used on me. I remember something small being put inside that went in very deep and vibrated/pulsed in different patterns. I also remember the lube he kept using was shockingly cold! He was doing so many things with his hands, toys, and his cock that I kept coming and kept having to be pulled back up on the bed. If it weren’t for the fact that I was tied to the bed, I would have ended up on the floor! I remember thinking that my throat was getting sore from all the sounds I was making. Apparently the camera came out during this time. And from seeing the handprint on my thigh, I know he had put it there but I do not remember when. At some point he moved around and started to use my mouth again while still playing with my pussy and tits. I kept pulling my mouth away, not just to tell him when I was coming, but to keep from hurting him on accident when I did. I know I forgot to tell him at least a couple of times, but he did not seem to mind. I was totally lost in all of the sensations! He moved back up and after fucking me for a few more minutes, put more of the cold lube on my ass. He pushed my legs way up and started to slide in. I do love anal, but that is a bad angle for me, so I asked if I could have the restraints undone so that I could guide his cock in my ass for him. I was unfastened, and I turned around on my hands and knees and backed onto him, guiding him in all at once with my hand. He leaned forward pinning me to the bed and started fucking me harder than ever. I had the vibrating/pulsing toy in me (still/again?), and I was fucking him back. We both came very hard, him for the first time, and me… no clue what number it was for me. I could not move or talk. I remember him blowing on my back to cool me down, and him holding me while playing with my breasts. He said “You will do nicely”.

After a few minutes of coming down from where ever I was, I said that I needed to get up and relieve myself. He said that it might be a little painful, and I asked why. He said that during one of my really strong orgasms he had been stimulating my clit from just inside my urethra. I learned something new that day. We got up and I peed. It was not sore yet (but believe me it would be later!) I walked into the living room and asked if he minded if I stepped out for a cigarette. He said yes, but you have to do it like that. I was still naked, and the balcony at his condo was anything but private. I tried to figure out if he was serious (I still had on the collar) or not. He was grinning at me and I said “Really?” He laughed and said no. So I threw on my shirt and pants and went out. He came out, too, and we talked a little bit. As soon as we came back in, I removed my clothing. He asked if I was hungry, and I said yes. He dialed his phone, bent me over the counter, and started trying to fuck me while he was ordering a pizza. I am much shorter than he is, so even straining on my tiptoes I could not get up high enough for that. He settled for slipping it back in my ass.

After he got off the phone, he pulled me back into the bedroom and we did missionary for a few minutes. I swear he must have called the world’s fastest delivery place! When the doorbell rang, I had a momentary fear that I would be told to answer the door. He got up and paid the driver while still naked, and came back into the bedroom. He just laid there and held me for a few minutes playing with my nipples. We got up and I slipped the shirt and pants on again to eat. I asked permission because I was feeling chilly. I was famished and ate a lot of pizza. He did too.

After lunch, I was taken back into the bed and told to show him some of my oral skills that I had told him about. He said later that my face lit up and my eyes were smiling as I slowly crawled backward toward his cock. I did my best to show him my talents, and he was very pleased. I know you remember, Sir. With the reactions I was getting from him, I knew I could have totally switched the game and taken control of him at that point if I had chosen to. I chose not to, and continued until I was told to stop. A few more pictures were taken, for him only. He put the little random pattern vibrating thing in me and grabbed another one of his toys. It was a very large dildo, and he started to fuck me with it. I asked him to stop after a minute or so. I did not use my safe word, though. He asked if it hurt. It did. It has been a while since my pussy had that much abuse at one time. He pulled the dildo out, rolled me over, and fucked me very hard, and very deep in my ass. That has always made me feel particularly slutty and used, and with the vibrator in me I came probably twice more. When he was done, he said it had been a very violent orgasm for him.

We both laid there pretty much totally spent. I was contentedly trying to figure out the pattern of the vibrator still in me. It was switching through so many modes, and every time I figured out how to move to use the pattern to feel the best, it would switch and I would have to start over. I don’t know if I love or hate that toy! He showed me some of the other toys he had. Some looked intriguing, and some looked downright scary! He showed me the three different kinds of nipple clamps he has, and he said what I was thinking- that he was going to have to find some larger clamps! He took the vibrating thing out of me and took my collar off. He told me that I had been a very good girl.

After quite a while, when I was sure my legs were steady enough to hold me up, I got up and started a shower. He came in and I cleaned him. He did the same for me. It was getting late, and I had been there for nearly six hours! I had to get back, and we got dressed. He took me back to the ferry, kissed me goodbye, and I returned home. We did agree before I left, though, that we would have to spend some more time together soon.

When I returned home, I sent you the message that I was home safe, and crashed. I think once my head hit the pillow that I was probably asleep in three seconds! The next day my shoulders and back were hurting from straining on the cuffs, and I felt like I had done a thousand sit-ups. All in all, though, I would have to say I had a very good day.

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