bdsm, October Blog a Day, Ramblings of a Submissive

Ramblings of a submissive – There’s a first time for everything…..my first double penetration & full day session with Sir

Happy Birth Month to me 🙂 I’ve committed to posting a new blog post *almost* everyday until my birthday. Some days i’m just super busy but hopefully this super long post makes up for the day I missed over the weekend. I still have so much to share and since my blog isn’t written in real time (for many reasons) and I share at my leisure I have a lot to still fill you in on. Here’s a look into two first time experiences I had. I really enjoy writing and sharing on this platform. Enjoy – Sadie ❤

I started my morning rather early as I tend to wake up bright and early on most days. I woke up at about 8:30am excited to start the day. The first thing I did was send a message to Sir as I laid in the bed to see if it was okay for me to get out of the bed, shower and change. Since this was my first full day session I figured it was better to check first. Better safe than sorry was my thought. Up until this point I had been having sessions that were confined to a specific time frame typically 4-5 hour session. For example, I’d know that on Tuesday at 5pm I’d have a session with Sir with expectation that it would last a few hours. My sessions up until this point were very formal in nature. But today I was getting to be in session for the entire day from the moment I woke up until I went to bed that evening. I was both super excited and nervous since I didn’t know what to expect and I wanted to be at my best. Typically, I wouldn’t have to message Sir because I’d either get an instruction message the night prior to my session telling me everything that I needed to know. I laid in bed for about forty-five minutes just letting my mind wonder until I got out of the bed to go find him. In that forty-five-minute period I had messaged him a second time but didn’t get a response so I figured he was not seeing my messages and it would be okay to go to him. I got out of the bed in my pajamas…a white spaghetti strap fitted top, pink socks and pink Minnie Mouse shorts that Wicked had purchased for me a while back. 

I found Sir in the living room laying on the couch watching something on the television. I walked up and stood next to the couch facing him – standing tall, hands to the side, head up and eyes down not directly looking at Sir. I have to say it took me a while to master keeping my head up but eyes down, naturally I’d want to have my head down since my eyes are down. It took me a while to snap out of that. I learned in my very first session that Sir doesn’t like for his subs head to hang low because it doesn’t reflect the dignity a sub should have. Sir complimented me on my pjs which made me smile and told me that our day together would officially start a little later. Sir had needed to take nap. Our sleep schedules are the opposite of each other so I understood. He told me that I was free to roam but not to get myself into any trouble while he rested. He got up from the couch and stood behind me while rubbing his hands across my chest. Sirs liking my body turns me on and there’s just something about when he stands behind me and whispers in my ear that drives me wild…..swoon. I knew he’d be sleep for about three hours so when Sir went to his room to nap I made a plan to shower, get dressed, eat and do some sewing. Before getting in the shower I went into Sirs bedroom to ask if I could borrow his toy friend (which is what I affectionately call all of the sex toys that I love 😊 ) and I made sure to confirm that it would be okay for me cum with it. My juices had started flowing from Sir nicely whispering in my ear and rubbing my body all while his body was pressed up against mines. He gave me permission after asking if I always wake up wanting (as in wanting sex) on a Saturday morning. I also followed that question up by asking if I could get my presentation so that I could work on some last minute stuff for it before he woke up. 

Just about two weeks before this date Sir had given me a goals assignment which I had left with him. And he told me he wanted me to present that presentation to him in my session. I showered and once done I laid on the shower floor and masturbated with his toy friend until I came. Using my imagination about the oral sex the night before with Wicked, our sex and the outfit he wore out the night before. [Side note – I have to do a whole blog post on my attraction to Sir and how I find myself just drifting into a world of fantasy when we are out doing normal things.] After showering I got settled into the sun room which I love because of the consistent warm temperatures and the amount of space to work on my crafts. I heated up my leftovers from the night before which was yummy. I had a seafood pasta and drank a Pepsi whilst still in my towel. I am a seafood loving girl and the restaurant that Wicked had taken Jelly Bean and I to the night before was so scrumptious! I was so happy to have leftovers. 

I turned on my Bluetooth speaker and listened to a podcast. I mainly enjoy true crime and court case podcasts. If you’re looking for a few, you can try Serial, S town, Undisclosed, Up & Vanished, Accused…etc. When I was done eating, I got dressed and I was excited because I had bought new leggings for this session. They were bright and colorful with stars everywhere. I took some time to draft how I would present to Sir and then I was off to sewing. I really enjoy sewing and at the time I was working on making a dress. When it got closer to Sirs waking time I tided everything up and then went into his bedroom to ask if I could lay with him before he got out of bed. He responded with yes, moved over and motioned for me to lay next to him. When I got in the bed Sir pulled me close and asked me about how my morning was and I told him all about what I did. We talked for a bit and then slept in for a little longer. 

When Sir was ready to get up he instructed me to wait for him in the living room and to have my presentation ready for him. My assignment had been to list my six-month goals and one-year goals that I had for our D/s relationship. Although we had already been having sessions for months prior, I was to write for the six months to a year following this particular session. I won’t share those at this time on the blog but as I accomplish them, I will write a separate posting for all to see. I prefer to keep them private at this time. I started off presenting sitting beside Sir but he preferred that I knelt before him. Which I also preferred so I was relieved when Sir directed me to do so because sitting next to him presenting had me feeling much more nervous with butterflies in my stomach. I knelt in front of Sir flipping through each page of my presentation and explaining my reasoning behind the goals. Sir enjoyed the presentation and once I was done, he told me to turn around and slowly pull down my leggings. The doorbell rang during this time and he knew it was a package that he had been waiting for. The company had previously sent him the wrong item and this was supposed to be the replacement. Sir sent me to the door to retrieve the small package that was left at the doorstep. He said if the package was correct this time that I’d get a treat but if it wasn’t that I’d be punished. I walked over to open the door in my pink top and pink panties. I picked up the package and brought it back to Sir waiting in anticipation. Luckily for me the package was correct and I was in for a reward. I had no clue what the reward would be but I was still excited none the less.

Sir had me take off my panties and lay across his lap in the perfect spanking position. He spanked me for quite some time intermittently checking my wetness. I got up to two hundred smacks on my bum. I do enjoy a good open hand spanking. At some point the smacks stopped feeling like a reward and were much heavier handed. Sir wanted me to be wetter and I was not getting where he wanted me to be. I wrote later in my session notes that I felt like my body had betrayed me lol because I was turned on and feeling great. Sir moved me off his lap onto the couch, putting me on all fours as he stood up and took me from the back. It was feeling quite nice. I enjoy the strength behind Sirs thrusts. As he thrusted deeply into me Sir whispered in my ear that if I didn’t get wet enough, he’d take my ass. And that was something that I did not want at the moment. Of course I ended up getting more then wet enough because once I get going it just keeping flowing. Sir grabbed me up from the couch by my hair with his hand around my neck. I enjoyed that very much, there’s just something about his control that turns me on. And he doesn’t often grab or pull my hair so I find it to be a treat when he does. Sir lead me into his bedroom positioning me nicely on his bed. 

He then fucked me with this large toy he has, it always gives my pussy a very stretched feeling. It’s a sheath that goes over Sirs already very nice sized cock. He was fucking me from behind when he pulled his cock out of the sheath but left the toy inside of me. I didn’t think anything of it at the time. [Now would be the time when I tell you that Sir & I have a consensual non consent relationship. So, my not knowing what was coming next is not something that’s odd, its usually how things go. Sir knows my hard limits and I have a safe word that I can use if need be. Basically, Sir can do what he likes with me without specifically asking for consent each time – he has blanket consent. We’ve had extensive conversation on consent, my limits and what we’ve agreed too.] But then I felt Sir inserting his cock into my ass. And omg I was not ready yet lol! Clench your pearls lol! This was my first time experiencing double penetration. If you’ve been following the blog then you know that I’m new to anal, if you haven’t been following along you can find my posts about it here. The best way to describe it is that It felt very full and at first it was difficult for Sir to get his cock into my ass since the toy was still in my pussy. It was quite uncomfortable. My pussy was stretched and my ass was tight. Every thrust felt super full and I was leaning forward versus into Sir. Sir was sure to make sure that I was telling him how I was feeling in the moment. I am sometimes not the best at that especially in situations that are difficult. But he prefers that I always state my condition – so if it hurts, I am to tell him. If I feel stretched, I am to tell him. If it feels great, I am to tell him. Let’s just say if you were around, you’d hear my distress call lol! However, I do enjoy when Sir uses me for his pleasure even when it’s difficult. The same goes for first time experiences. I cherish my first experiences with Sir. A first-time experience is something that you’ll never forget and in this case I’m honored to have Sir be my first. So it was difficult but enjoyable. There’s just something so special and intimate about being at his mercy. 

After my double penetration which involved many emotions from screaming to crying, Sir laid with me as we went over aftercare. I was completely spent both mentally and physically. Aftercare went really well; we had a really good but private conversation. I find aftercare to be one of those things that I like to keep just between Sir and I. I’m usually at my most vulnerable point during that time. And Sir does a good job taking care of me. With as rough as he can be, he also has a gentle touch and soothing tone that matches it. I always find it interesting how he knows just what I need and understands things about myself much better than I do. Once I was done panting and relaxing during aftercare Sir treated me to a shower. I always enjoy showers with Sir. I don’t have to do anything but stand there and lift my arms when I’m told. It’s such a treat. He takes his time and washes my body as we talk. Shower conversations are the best. Once done Sir helped me get some food together because I had to do a short work shift. Since I work from the house, I just went to my mini office for about three hours to work. By this time, it was 6pm. Before going to work I left Sir with my assigned journal to read. 

When I was finished with my short work shift, I let Sir know that I was done and he said that he had an assignment for me. He laid back on his bed and said that I was tasked with making him cum just with my mouth. However, If I was unsuccessful then I’d lose my masturbation privileges for the week. I have to say that it’s good incentive because Sir knows just how much I enjoy personal play. I have a rather high sex drive so if I’m not having sex on any given day I am for sure masturbating in its absence. I wasn’t my most confident in doing this initially. But I tied my hair back, laid in between Sirs legs and took Sir’s cock in my mouth as he read my journal. I could tell when he was getting into as he thrusted into my mouth. Next thing I knew his hands were on the side of my face thrusting deeply into my throat. And then he came in my mouth which was wonderful, I always find it to be a special treat. Good down to the last drop. After we were done, I asked Sir if I could take a short walk to play a game that I like – let’s just say it involves walking. By this time it was about 10:30pm, Sir gave permission but said I couldn’t go alone. So he got the dog and we walked, I played and talked to him about random miscellaneous things. When we got back we sat in the living room and watched a show together until I was ready for bed. It was a wonderful day with Sir. I enjoyed not having to give much thought to what I was doing that day. He was in control and I enjoyed every moment of it. I’m so grateful for my Sir.

1 thought on “Ramblings of a submissive – There’s a first time for everything…..my first double penetration & full day session with Sir”

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