I had been texting Sir for the better part of an hour before he realized I was texting him instead of studying like I should have been. In my defense I was studying up until I needed a break. I had informed him that I had been wearing the Luna Beads (they are like benwa balls) and had joked to him that maybe I would wear them to school. Whenever I wear them I never fail to forget that they are there, so it really wouldn't be a big deal. Anyway, we continued the back and forth, but then told me that I needed to go into the bedroom, lock the door, pull the shades and put on my collar and blind fold. I was then instructed to place my but plug and kneel at the end of the bed after I had set the timer on my phone for 30 min. My heart was pounding. I was so excited!! These were the first instructions that Sir had given me in months!There was no denying that I was elated and eager to carry out his wishes, however part of me was a bit intimidated because we do not do much anal play. I have a plug and we do use it on occasion but nothing on a regular bases and it is usually after we have been out drinking (it's his way of taking advantage of me I think!). It has nothing to do with me not liking it, I think it can be great, but it's the fact that I am so tight and was concerned that I would not be able to get the plug completely in. I texted Sir to verify if I should do this with the Luna Beads still in me. He replied with a stern, 'I didn't tell you to take them out did I?' Well, ok then, that takes care of that. I kind of panic a little at this point, not knowing if there was going to be room enough for everything to go as it should.I half made the bed and found the lube and went to work playing around the outside of my anus. Breathing steadily I could finally start to feel myself relax. I start to playfully insert and withdraw my finger and I smile because the feeling is amazing. So different than vaginal penetration, and yet just as pleasing. I work the tight muscle until I could get two fingers in with ease, and then prepped the plug with lube. I was ready to try. I knew that all I had to do was go slow, breath, and make sure that I used plenty of lube. I didn't want to let Sir down. I let out a deep breath and ease the plug in deliberately slow. I feel the first two bumps quickly disappear in me. This is going to be ok, I can do this. I work it in and out slowly, being mindful to keep my body relaxed and to breath at the same time. This is actually quite difficult, think childbirth concentration. How in the hell do you keep calm and relaxed when a baby is on its way out? You breath. So as I felt comfortable I quickened my pace and then with a small amount of added pressure I pushed the third bump in. Yet again another smile on my face.Again I went through the motions of a slow and then quickened pace. I did eventually get it all in, even if it was slightly painful, but I pushed through it. I informed Sir that I had finally inserted the plug completely and was going to start my time. I placed my blindfold and took my place at the end of our bed. There was so much pressure and I was so hot by this time that it didn't take long for the wetness from my pussy to start running like a river down my legs. Sir had instructed me to leave my hands on my legs so that I could not indulge in any goodness I'm sure. I shifted my weight back and forth from leg to leg so that they wouldn't fall asleep. Kneeling for a long while can actually be quite an annoyance. But the feeling I got from shifting from leg to leg felt heavenly between my legs. I did my best to sit still, because I knew Sir would be very impatient with me with something like this. It was so difficult. The time almost passed too quickly and just before the timer had gone off I seriously considered climbing up on the bed and finishing to orgasm. It wouldn't have taken much, I was right on the edge. This is what he wanted. He wanted me to need him when he arrived home. Wanted me to crave the orgasm only he could induce.The timer went off and I fought every urge in me that wanted to finish. I stood up and laid down on the bed to remove the plug. I cleaned up and informed Sir that I had completed the task and that I loved him. If this was a time out I sure am not opposed to getting into abit of trouble now and then. I went about the rest of my day studying and left with that feeling as I was sitting in the office. He gave me no further instruction until later that night just before he arrived home.Pet