Disclaimer: I do not own anyone or anything from Gossip Girl!

Blair sure was taking a really long time to get ready. I wasn't sure if I should call out to ask if she was alright or not. Blair was different than other girls and I had come to realize that the second I met her. So I decided to wait and while I was waiting I should probably do something productive such as read and yet the only reading material I could find was the Queen of Constance's diary which she had hidden under her pillow. Well I suppose that what she didn't know wouldn't hurt her and besides I was Chuck Bass and reading her diary wasn't something I wouldn't do. Plus yes, I was indeed curious about what she had to say specifically about me.

Flipping it open I went to the last page she had written in sometime before I arrived. Dear Diary, I actually went and did it. I went to Chuck Bass and asked him to take my virginity. Of course I hadn't intended on telling him why I wanted him to do it, but he got it out of me. Still in the end I am going to get what I want. I am going to lose my virginity and it won't be with Nate. I could have asked anyone I know this and Chuck knows it too since he stated as much, but I didn't want it to be just anyone. I'm Blair Waldorf and I deserve to have a first time I will remember forever.

I always imagined myself losing my virginity to my boyfriend who I thought to be the love of my life. Then again I never pictured Nate cheating on me with Serena. I thought they actually cared about me, but then again it is Serena and she gets whatever she wants. She always takes what is mine without really trying, but I will not allow her to ruin this for me. There was absolutely no way I am letting her ruin my first time. She may have had Nate first and yet I would not allow her to destroy this. This night is going to be mine and it will be a night I will never forget.

That is one of the reasons I chose Chuck in the end to be the one. I know that he can make this night special for me even if I will never admit to that out loud. As far as he knows I chose him because he is the first person who popped in to my head and it is going to stage that way if I have any say in it. The last thing I need is for Chuck Bass thinking that I have feelings for him or something. He'd only end up using it against me anyways. Well he should be here soon so I better get going, but I will write the details about everything tomorrow. If I have the strength to do so I mean. *Winks*

When I heard movement from the bathroom I was quick to put the diary back where I had found it in the first place. Then I lay down on the bed with my hands behind my head as I waited for Blair to exit the bathroom and finally make her appearance. While I was waiting I thought about what I read in her diary. I kind of got the feeling that her denial of having feelings for me meant that Blair actually had feelings for me and while usually I would find that annoying if it were any other woman and yet for some reason the thought the brunette queen having feelings for me gave me this odd fluttering feeling in my stomach. I was not exactly sure what to call this feeling since I had never felt this way before, but if I had to guess it was as if butterflies had somehow gotten in to my system and were now flying around as they tried to find an escape route.

Before I had a chance to think on my own feelings if I had any that is, the bathroom door opened and Blair stood in the doorway. I felt my jaw drop when I looked at her. She was gorgeous and believe that is a compliment coming from me considering that I'd had my share of woman which included strippers, high class call girls, and even models. It was not as if I had been around unattractive woman my entire life so when I said Blair was gorgeous I meant it. I was unable to take my eyes off of her and she noticed if the blush staining her cheeks was any indication.

"Do you like it?" She asked running her hands down her sides self-consciously. Her long dark locks curled around her shoulders before spilling down her back. The purple nightie had gotten her ended mid-thigh and left her tanned slender legs bare to my gaze. The purple fabric clung to every curve and molded to her perfectly. It was as if the piece had been made for her. "If you don't I can change in to something else."

"Why bother?" I questioned beckoning her to come over with my index finger and she did as requested. It was a nice change of pace giving her orders and watching her takes them instead of dishing them out for once. "You won't be wearing that for very long if I have my way. You look stunning Blair I knew it would be a good choice for you. Now come here we have a lot of time to catch up on considering I was late so let's not waste it by talking."

The brunette sat down on the bed and I sat up so that I could crush my lips to hers. On contact her mouth opened and I swept my tongue in to the warm depth tasting her essence. While we battled for dominance in the kiss I let my left hand travel to the back of her head and tangle in her hair as my right hand settled on the center of her back with my fingers curling slightly. Her hands grasped at my shoulders tugging at my button up shirt. She seemed to be in some kind of rush and I knew that I needed to slow her down. If I didn't get her to relax she would be tense the entire time and it would only cause her even more pain when we actually got to the fun part.

"Blair this isn't a race." I murmured pulling my mouth from hers. "You don't have to hurry things up or rush anything along. You are never going to enjoy your first time if you treat it like a test of some sort. Let me make this enjoyable for you alright? Just lie back and leave everything to me. Can you do that?"

I wasn't acting like myself tonight. Since when did Chuck Bass care about anyone's pleasure other than his own? Normally I would focus on my pleasure alone and yet I wanted her to enjoy this. The reasoning behind this fact was not something I could figure out in this moment, but one thing was for certain. I had certain human feelings for Blair Waldorf. Well I may as well stop thinking about feelings I would never understand and focus on something I was good at such as sex. It was my one true talent in life other than manipulation and head games.

Blair bit her bottom lip as I rolled us over so that she was lying beneath me. "I've never been good at letting someone else take control. I've been the leader and I'm not sure that I can be anything else, but I'm willing to try. You have to take control here Bass because I am out of my element."

I smirked and ran the back of my left hand down the side of her face. "Well you do not have to worry about that considering I am completely in mine. Look I know that you wanted to go all the way tonight and yet I am not sure it's the best idea. I want you before you go thinking I don't, but I want you to be comfortable with what we are doing. What would you say to making this arrangement more than simply one night? How about we take things slow? Think of it as me being your tutor of sorts. I am teaching you something that you need help with."

To be honest I was doing this for me more than for Blair. I wanted to get inside her system. I wanted to become a drug she could not live without and in order to do this we had to have more than one night together. I was good and yet I was not that good. It would take time and work to get the Queen of the Upper East Side addicted to me. Still, it was a good idea and I knew if she agreed with me that my plan would actually work. I could make the human female my Queen. I had never wanted a queen before, but if I were going to have one there was no better candidate than Blair Waldorf.

"If we do this then you can't tell Nate." Blair told me with a blank expression. She was actually thinking about this which is a good thing in my book. "You cannot use this as blackmail in the future and it does not mean anything do you understand? We are only doing this because it's a subject I don't know much about and I want to learn more is that clear?"

"Crystal now shut up and kiss me Waldorf." I demanded forcing her lips against mine once again. "Lesson one starts now."

TBC…

AN: I was going to have them go all the way in this chapter, but I had a really bad day and I just figured that this worked better. It fits the plans I have for the story better so let me know what you thought about this and I promise I will update as soon as I can. I do need to know what you all think her first lesson should be and if it should be in the next chapter. Remember kinky ideas are welcome as well.

Please R&R like always!