To Please Him

[Sweetandsexy3]

"To be completely honest I've thought about it way before now. Maybe that's why I could never do it with anyone else. I was always wishing that it would be you. We are dating so it was going to come up at some point. Might as well get the awkwardness out of the way now."

 

[Aussie_Wolf]

He stared at her and then he smiled. "You are scared a little aren't you. I know I am so you have to be. This is something I have wanted for years and it is coming true and I am trying my best not to freak out a little bit here, i can't think of how you are feeling. Something you should never be saying though is awkwardness when you are talking about sex. It should never be awkward between two people that love each other. Tentative yes as they get to know each other and what they like having done to them but never awkward."

 

[Sweetandsexy3]

"Of course I'm scared. What if I'm not as good as the other women you have slept with? What if it is terrible? I'm sure you know exactly what you like by now and I have no idea what I'm doing. What if I can't do what you want."

 

[Aussie_Wolf]

Jason looked at her and felt a lot of sympathy. He had felt the same way his first time and he had been a kid. He could not think how she must be feeling at her age when she was supposed to have been having sex for a while now.

"Look Sarah I don't care about that. I know you are going to be inexperienced and I am willing to be patient with you and teach you everything you need to know about it. You just have to trust me and do what I tell you."

 

[Sweetandsexy3]

"Alright. I can manage that. It's not like I'm completely clueless, I know how it works." She said standing up "I just worry that you might leave me if I don't live up to your expectations... I don't want to lose you because of this."

 

[Aussie_Wolf]

"Sarah this is not going to be the cause of us breaking up I swear. Please do not put so much pressure on yourself or when we finally do get around to it you will be to wound up to enjoy it at all. I promise you it will be fine and we will take it slowly." he stood up and took her in his arms and cuddled her tight.

 

[Sweetandsexy3]

"Do you mind if I stayed here tonight?" She asked "I'm not ready to leave but it's getting late. Maybe we could curl up in bed and just talk the rest of the night?" She suggested "I hope I'm not being too forward..."

 

[Aussie_Wolf]

"I would love that actually. Would you like some pajamas to wear or would you trust me enough to sleep in your underwear."

 

[Sweetandsexy3]

"Something to cover up a bit more would be nice... The stuff you picked is a bit see through... Doesn't really leave a ton covered up anyway. I trust you but I don't even sleep in just my underwear when I'm alone..."

 

[Aussie_Wolf]

"Well it would be nice to see you in it but I guess I can sacrifice that pleasure to have the greater one of sleeping with you," he smiled at her. He opened one part of his wardrobe and rummaged through a few of his drawers. Finally he pulled out a pair of new pajamas. They were blue and light cotton and about two sizes too small for him. He had bought them several years ago by accident but he knew they should fit her.

"Here try these. They may be a little big but they are the best I can do. Oh and did you want me to wear pajamas as well or should I just sleep in my boxers like normal?"

 

[Sweetandsexy3]

"It's completely up to you. Whatever makes you comfortable." She said "I don't mind." Sarah took the pajamas and went into his bathroom. She stripped down to just her bra and panties before slipping on the top. It was long enough that it covered most of her butt so she decided to not wear the pants. Walking back into the bedroom she found a place to lay down her clothes.

 

[Aussie_Wolf]

Jason looked at her and smiled in appreciation. He had already covered the painting back up with the curtain and had turned off the lights that usually shone down on it. Really the picture did not do justice to the real thing anyway.
"Sarah you look magnificent do you know that. You are everything I have ever desired in a woman. A gorgeous body, a smart brain and a magnificent personality. No wonder I could never connect with any other woman."

He quickly turned around and began taking his clothes off, folding them neatly and placing them on a counter in his wardrobe. "Ah I suggest you get into the bed now, I do believe I am getting a little to excited over here," he blushed.

 

[Sweetandsexy3]

"Oh... Sorry..." She said crawling into the bed and covering up "What should we talk about? Do you want to take your mind off of us and sex..." She said.

 

[Aussie_Wolf]

He hopped into bed on the other side and slid over closer to her. He had followed her suggestion and was only wearing his boxers like he always did. "No it's okay Sarah we can talk about whatever you want. I was just a little embarrassed there for a second. you know the first time you see me like that and I have a large bulge in my pants when all you want to do is snuggle. Not a great look on my part is it," he chuckled.

"However we can talk about whatever you want to know, be it sex or what we ate for breakfast this morning. By the way I had toast with tomato on it, what did you have," he laughed.

 

[Sweetandsexy3]

"I had some tea but that was it." She said "Anyway... What are you most excited about? You've clearly thought about what might happen if we did sleep together, so what have fantasies have you had?"

 

[Aussie_Wolf]

"Fantasies huh. Well actually I have just pictured us together doing regular sexual things. Nothing really wild if that's what you mean. However I guess what I find regular you might not hmm. I guess you might need the details then." He got comfortable on his pillows and looked at her smiling gently.

"Okay the main dream I usually have about us is that we go for a walk somewhere, usually the park or the beach and then come home, have a nice dinner and then have a shower together, washing each others backs and fronts and getting worked up a little. Then we come into the bedroom still naked and begin kissing each other before getting on the bed, where I begin kissing you all over your body. Your lips, ears, neck,shoulders, breasts, nipples, belly and then I perform oral sex on you until you cry out for me to stop. Then you have me lie on my back and you do the same to me. Once we recover we begin to make love. First with me on top, then you, then from the side and finally I take you from behind before we orgasm together and collapse and snuggle together going to sleep in each others arms."

He looked at her to see her reaction to his words.

 

[Sweetandsexy3]

"Wow... That sounds like quite the plan." You really have thought a lot about this." She said getting nervous again "I haven't really thought about things that much. Probably because I have no idea what to do. What if I can't do it? Have you ever thought that I might be bad in bed? I feel completely clueless..."

 

[Aussie_Wolf]

Jason chuckled at her. "Look Sarah every person that has ever been in your situation has felt exactly the way you do, it is natural. In fact I am rather flattered that it is getting to you so much because it just shows me that you do think that I am special because you are so worried that you are going to disappoint me." He looked at her thoughtfully for a second and then started to speak then stopped then started again and stopped. Finally he took in a huge breath and let it out then looked her in the eyes while he searched for and found her hands.

"Look Sarah there is one way we could do this but i am a bit hesitant to tell you about it but here goes. You are worried that whatever you do won't be right for me and that is why you are all anxious and while you are you will not be able to enjoy yourself. What i am proposing is that you allow me to take all that away from you and you just let me tell you what to do and you obey me no questions asked. That way you don't have to get anxious as you know i am only going to get you to do things i like and you just have to concentrate on what you are doing and on how it is making you feel."

 

[Sweetandsexy3]

"So everything we do will be to please you? What about me?" She asked "I guess if your enjoying yourself then that's fine... If you are happy then I'm happy with it. Alright, it could hurt to try things your way."

 

[Aussie_Wolf]

"Oh it is not all about me, believe me," he grinned at her, "It is just that I am trying to take your anxiety away. Believe me we will be doing things to please you, as that's what i want to do too." He smiled and leaned over and kissed her. "I am glad you are willing to try this but are you sure you know what you are getting into. Once we start there is no turning back."

 

[Sweetandsexy3]

"I think I can handle it." She said sitting up "I trust you. You wouldn't do something bad to me." Sarah started unbuttoning her pajama shirt "Why not give me a preview now? So I know what I'm really dealing with..."

 

[Aussie_Wolf]

"Very well Sarah but before we begin I am going to give you a word. This is called a safe word. If at anytime you feel uncomfortable with what is happening to you I want you to use it, but only use it if you have to. I mean to say what we are going to be doing is all probably going to be uncomfortable to you but if you think you can do it i want you to at least try it before you use the word, however if there is something that is definitely against your wishes use it straight away."

He saw her nod in understanding and thought long and hard. It had to be something that would never come up in the normal course of things but something she could remember easy if she needed to in the throes of passion or in a fit of fear. Ahh he had it. "Sarah if you ever want me to stop doing anything to you, you must say 'Museum'. I will only stop if you say that. If you say 'no stop' or 'please no' I will ignore it."

He reached across and pulled off her top and kissed her deeply as he gently allowed his hands to glide up and down her smooth skin. "Now from right now until you say your word you are mine to do with as I please."

 

[Sweetandsexy3]

Sarah took a deep breath, still feeling a bit nervous. She wondered if she had gotten herself in over her head. Trying to relax she sat there looking into his eyes "I'm ready whenever you are..."

 

[Aussie_Wolf]

It was time to see if she was. Jason was only going to start off slow, he didn't want to scare her off after all.

"Very well Sarah." He pulled down the cover exposing them completely to each other. She looked magnificent in the lingerie set he had picked out for her, the black color contrasting beautifully with her milky white skin. "Get up and stand beside the bed and show me how great you look in that outfit."

 

[Sweetandsexy3]

Sarah reluctantly got out of the bed. Standing there she slowly turned so he could see the whole thing. She felt ridiculous, like she was on display. Crossing her arms she stayed silent, anxious to get back under the covers.