Check yes or no ( Chelsea)

Ryan has had his eye on Chelsea for a while. But he didn't want to say anything because she was the Mistress of Magic! And the fact that she was thirteen years younger than him. He wasn't even sure if she would accept this date. But he was going to at least ask her out on one. Who knows he might get lucky and get one date. If not he would just go on with life. Ryan knew that he was taking a huge risk. This was the highest person in the ministry. And if it went horrible, he would have to think of what to do next.

But for now, he was trying to think positive. All he was going to do was just ask Chelsea out on a date. So why was he so nervous? He had asked out many girls. So what was making her so different? Was it because he knew that this could either be the best thing in his life. Or the fact that it could turn into a total shit storm. Which wasn't help that Ryan was focused on the bad part.

After asking Chelsea out on a date, he knew that he needed to go visit his sister. As she would be getting ready to teach at Hogwarts. This was the year that she was going to be a student teaching and she had muggle studies. So he was going to at least attempt to help her with her lesson plans. And he knew that this was an easy job for Ashton. Since they both were half-bloods. Their mother is a muggleborn. So it should be easy to come up with something to teach.

But right now it was all about asking Chelsea out on a date. So why was he feeling like he was a guy still in school? Asking the girl that he thought was cute on a date. Right now he was still trying to calm his nerves down. As the whole waiting part didn't help him out either. He was just going to have to see what happens.

Chelsea was in her office and was looking there in some papers what she had got. Lately, she had quite much work but she didn't really mind it. She didn't really have any plans for today anyways. So she had decided to bury her into the papers what she had received over time. She needed to look trough of all of them at some point anyways. Some of those papers or even documents needed her signature.

She was surprised to hear that there was knock on the door and her assistant has said that mister Ryan Grey wanted to see her for some reasons. He wouldn't let her assistant know why. So she just said still let him in since he had already come all way here then why not listen what he has to say. She had no idea why he was here. She had no clue.

She did put all her papers down on her table and waited now Ryan to come in. So he could tell what was his problem or what he wanted to talk about him. She knew that he was Auror here. He basically knows most of the people by names and job who worked under her. With who at least she have met for some reasons.

This Ryan guy was a bit of mystery for her for sure since she didn't really know that much about him for sure. She was a curious for sure why he is here now so suddenly. There wasn't really anything they could discuss or unless it was something personal. She really wanted to know. So she waited for him to come in.

Ryan took a breath as he went into the office. Cause he didn't know how this was going to work out.There was so many things that could go wrong. And he wasn't sure what he would do if it did go out. Maybe leave the ministry and find something else? Cause he was sure that he wouldn't be able to look at her again. Without thinking about how much of a fool he made himself to be. Since he was leaving Hogwarts before she even was in her first year. Age would be a big part .

Everything was escaping his mind. And wasn't sure how to ask her. Without coming out and actually asking. He didn't want to sound like her was too desperate. Even if he was. Since he wasn't getting any younger. And it seemed like girls wanted older men. But not the ones that was his age. He had to think of how he was going to do it. Since she was a much young person. And he was sure that there were other guys who was chasing her. What would make him any different.

So he took a deep breath and was just hoping for the best. As this wasn't work related so it wasn't going to be that hard. But he would rather have his dick slammed on the toilet seat than this. So maybe if he just came right out and say it. It would be better or so he thought. He didn't want her to think that his was just some idiot guy.” You would date to go with me.” He then had a grin on his face. But the words didn't come out the way he wanted it.

Chelsea looked at the man in front of her. She could tell he was nervous there but she couldn't tell why. So she waited for him to speak up there. She really wasn't sure what he would say. She had no clue even. So she needed to wait until she opened his mouth there. She was basically ready to say speak already or leave but when he said something she didn't really understand what mister Grey wanted to say.

"Wait, what?" she asked there being confused for sure. She really was. When she began to think about what he said. There was mentioned date and also me and you. She tried to understand that even in her own mind. Those words didn't seem to be in right order. For sure before males have asked her out but she have usually refused their offers so politely as she could or the accepted if she found them being worth of her time. She looked at him and almost laughed there but this wasn't really time for it.

"You wanted to say if I wanna go on date with you?" mistress of magic asked to be sure that she did understand the Auror right. She wasn't sure what her answer would be. No one hasn't asked it before the middle of the work day. Usually, people ask it after it or then some other way. She found him interesting now for sure.

Ryan knew that he blew it. He had never been this nervous with a women before. All he wanted to do was crawl into a hole and just die. Well maybe not die but it was close up into there. He wasn't sure if he wanted to show his face back at the ministry after this. Sure he knew that this was a risk. And it went down in flames. The fact the words came out backwards was a downhill. Could you just kick him in the balls already?

At least he got the right words wrong order. Ryan was kicking himself mentality. At least he could run and help his sister out. Sure Hogwarts might be hiring, he could be a professor. But could he put up with punk ass children all day? That was something that he was asking himself. Couldn't be much different than being an auror. He could be the next defense against the dark arts professor. They said it was cursed. Which didn't phase him.

“ Yeah that is what I want to try and get out.” Holy hell this woman must thing he is nuts! As he was asking her in the middle of the day. Couldn't even ask her properly. Guys must be kissing her ass and charming. Maybe he could nurse his wounds with some firewhiskey. Teach his little brother how to drink. Even if he was underage, Ryan would let it slide. But he was going to be a good little boy. Even if he felt like he was screwed.

Chelsea looked at the male and she did find him interesting for sure. She couldn't really tell what he was thinking there now. But she knew she won't fire him because of this for sure. Even if things can end up being a bit of awkward between them no matter what she answers. Even she knows that much and it's the real reason why she hasn't dated with co-workers before. She tried there to not laugh for sure. She still had a small smile on her face. She finds it so funny how he was so nervous.

"You can relax. I won't fire you because of this. Don't worry about that. You can still keep your job as Auror as long as you want," she tried to assure him that everything is okay. Awhile she herself thought if she should say yes or no to him there. She had no clue and she wasn't a really violent person so she wouldn't go and kick him in balls for sure. She tried to get an answer in her mind.

Should she give him changes or not? Or should she ask for few days to think about? She really wasn't sure what she should to do there. She knew she needs to give some kind of answer. Figuring out the answer made her even nervous there. She really wasn't sure how this will effect some things around her. She knew that she needed to find herself soon husband, she wasn't really that young anymore too. If she wanted even kids.

"That's good that I understood it then. My answer to that question is," she started there and looked at the male. She was sure she made him even more nervous now for sure. She actually seemed to enjoy it for some reason. It was so interesting to play with his feelings there. "It's yes. Even if it was the awkwardest way to ask out for sure. But I'll still give you chance. I hope the date goes so much better way," she said there with a small smile.

Waiting for an answer was always the hardest. Cause he knew that she could say yes or no. And if she said no, well that would be a total shit storm. Now he was just waiting to see what she was going to say. It was like time had just frozen. And just waiting for him was killing. Man, he was so nervous, just like being a guy at Hogwarts. And to make matter worse he thinks that he is a real ladies man.

Ryan then took looked relaxed when she told him that she didn't have to worry no more. “ I wasn't worried about losing my job as an auror. I was worried about looking like an idiot and getting turned down. Nothing like looking pathic school boy.” At least his nuts were safe. As they weren't going to be kicked. His crown jewels were going to be safe. No, he had no idea what she was going to say.

Would she give him a chance? He was almost a wrinkly old man. Oh god, he didn't even want to think about the years to come. Why couldn't he stay a hot young guy? But there must be a god because she said yes. Ryan could swear he heard the angels singing. “ Yes!” She was going to give him a shot. At least she had seen him when he was awkward. “ If you said no I would have had to nurse my feelings. I would be eating ice cream and watching dancing with the stars with my sister.”

Hopefully, she would see that he had a feminine side to him. God all he wanted was to make up from the awkward asking out of a date. But he didn't want to come out and say. You are so hot and I could have sex with you on your desk right now, but do you want to go on a date with me. They way he approached it was better.

Chelsea was so ready not to even give him a chance there but she did kind of feel sorry for him. At least he did take all his courage up and asked her. Around her is so many males who still try to ask her that or even never will try since they are worried about her saying no. She isn't that cruel person fro sure. She had no idea why so many males were always so worried that she will say no.

"Oh, that also makes sense. Well, no need to worry now. Everything will go better next time," she assured him. She had no idea if there even will be next time but she didn't really wanna blow up all his chances there now. She wasn't really into a man who was older than her very much but Ryan here seemed to be so sincere and that was mostly why she had decided to give him a chance. She really wasn't that sure why she had given him the chance there but she did.

She rolled her eyes on his reaction there now. She listened what he said. "Oh well, I'm not that cruel person for sure. You really do seem sincere about this. Not just a few males who seemed to want just only one thing still," she said there with a small smile on her face. She wasn't sure if there was any feelings expect friendship right now. You couldn't say even it was friendship since they barely even knew each other there. She only knew those things what were written in his file probably.

She would have rejected him for sure if she had asked to have sex with him since that would have been inappropriate at work for sure. She would never do it for sure. She didn't wanna ruin her career now for sure. She had worked so hard to get where she was now. She wouldn't give it up very easily.

She would have rejected him for sure if she had asked to have sex with him since that would have been inappropriate at work for sure. She would never do it for sure. She didn't wanna ruin her career now for sure. She had worked so hard to get where she was now. She wouldn't give it up very easily.
Ryan was hoping that he was playing on her feelings. Since here was a man that was almost old enough to be her dad. Maybe if he was little older, he would be considered her hot dad. But this was a small victory in his book. He was worried that she would say no. So he took a gamble and just asked her. “ Everything will go better.” Oh, he was praying that it would be better than what just happened. He had no idea if she was into older guys.

He was the kind of guy that she could take home to her parents. Ok, maybe not think about that right now. At least she wasn't going to kick him in his little boys. If he ever wanted kids, he had to protect that sack at all cost. At least he was honest and told her what he would do if she said no. Hopefully, this was winning him some brownie points. Which he wished that he had some special brownies, not the kind that everybody would think. But the ones that were not done and still chewy.

This would be a time for him to get to know her. Maybe see where this leads. “ Maybe you could come over to my house and have a blow job.” Holy flaming shit! Now he was going to have to recover himself.” Not that kind of blow job. It is a drink. It is Kahlua, bailey cream and whipped cream.” Ryan was digging himself a deeper hole. There was no way out of it. Hello, life as a bachelor. Not that his family really cared. But it was getting real old.

Why couldn't he find a good girl to start a family with. Sure he said the stupidest things, but still. Yeah, he wanted sex like the next guy. But he knew if he played his cards right. That happy ending was in his cards.

Chelsea knew that things will be a lot more awkward now between them since yeah she agreed to go a date with him. Even if she barely knew him. So this will be the quite interesting date for sure. She didn't mind really that he was so many years older than her. It was her life and she knew what she is doing it. She hopes everything goes well on the date.

Well until now she really hasn't been into older guys but some males in her age were still so immature or they wanted have kids already like on the first date which Chelsea wouldn't be interested. Of course, she isn't virgin anymore if you think that. She has lost it already. Before she will even have kids with someone she wants to get to know the person first and see if she is even suitable being a father.

Well, Chelsea wouldn't mind having something to eat right now actually. She realised just now that lunch time was soon over and she hasn't eaten anything yet. She was glad that her stomach didn't make yet any noises there or that would be embarrassing for sure. She looked at him and was bit surprised what he said there now. He looked at him with wide eyes.

"What?" she asked there but when she heard Ryan say what she thought by blowjob then she ended up laughing there. She couldn't hold it anymore in after that. Soon after that, she stopped laughing she stood up from her seat and walked another side of her desk. "So you want to offer me drink this time? That sounds god. And well I guess your place could work if you cook the meal and we can see from there," she said with a smirk and did sit down her desk instead now.

She basically kind of knew how to tease boys a little bit. She had no idea how things will go with Ryan. She had never even expected that he asks her out and she agrees.

This had to be the most awkward time he had ever had while asking someone on a date. Why was he so nervous about this one. Oh yeah, it was the mistress of magic. But it wasn't like she could be fired him but still bothered him. As he would be embarrassed to be seen again. Really not sure where this was heading. Hopefully it would be in a good direction.

He was at least 13 years older than Chelsea was. He was an older man so he wasn't sure if she dated any older guys. As he was sure all the young ones was after her attention. Yeah, he was hoping that he could pull something off. Maybe this could lead to something. Like a future which he wasn't trying to think about. Right now he was just focused on this first date. Oh god, he hoped that he didn't screw this one up. Because he would never hear the end of it from his sister. As he was sure that she would give him grief about going for a younger woman.

Maybe he should have asked her to lunch. Since it seemed like something that they both had skipped. Sometimes he wondered about how and why he was still single. Then he watched as she had started to laugh. He would have to say the girliest drink and he was blaming Ashton on this one. Cause it sounded like he was asking for a blowjob. This could lead him into trouble.


“ I blame my sister for getting me hooked on the girliest drink.” It was true as Ashton was getting him hooked on blowjobs and whatever else she could find. “ Yeah, I am offering you a drink and dinner.” He was proud as he knew that he could cook. And it seemed like she was going to give him a shot. Which was good in his book.

At least she was giving this a shot and didn't turn him down

Chelsea had no idea how these things gonna work now on. She was a bit nervous about all this too. She had never gone out with an older man and also someone who works under her. She is so sure that some things will change now. She has no idea how. She is sure if they want they can make it work.

Chelsea didn't really care much about ages really. There was a lot of men who were after her and mostly because some wanted even some promotion for her. Hoped if they date her then they get it but she isn't so easily manipulated for sure. She gives promotion only to those who seemed to deserve it. She is fair with everyone there. She doesn't have favourites out there, not her thing to do. Chelsea has no idea how her family will take that she has basically chosen older guy this time but it's her life.

Well, lunch would have been nice yes. Chelsea is for sure she needs to go eat something after this meeting. Well awkward asking for a date. She isn't sure how she would have taken it when he would have been serious about a blowjob. She would have said probably him to get out here immediately for sure. Well since it was drinking she actually knew then she didn't make big seen of it.

"Oh yeah. Sister can be a pain in the ass at times yes," she said there with a small smile on her face. She knew it from her own sister. Actually her sister is older than her but still, she can be a pain in the ass at times. "Sounds good to me. But what time?" she asked there now with a small smile. She really wasn't sure how this date will go for sure. She is sure she can see somewhere from her files where he lives.

Ryan didn't know how this would go. This date could turn out amazing and be the best thing that has ever happened to him. Or it could go up in smokes and just be like a ship sinking. There was so much that was riding on this. Becuase this date was going to say if he actually found the women of his dreams. Or he was going to end up living as a bachelor the rest of his life. There was too much riding on this and there were so many things that could go wrong.

Ryan knew things could have been going worse. Since he did ask her if she wanted a blowjob. Which thank god he told her that it was a drink. He wasn't talking about the other one. At least don't ask for it on the first date. He was going after a younger woman. Ryan knew that every guy had to be throwing themselves at her. But what was making him any different? He was an older man who was doing the same thing. Expect she was the one that caught his eye.

Ryan then listened as she was laughing. At least she wasn't mad at him.” I actually love my little sister. I didn't really get to grow up with her. So I always made sure that I was there for her.” He loved his sister Ashton. And he would do anything for her. Now can the time when she asked she asked the time. “ How about 6 pm? “ He knew that he could find out where he lived. It was all in his flies. And he was sure that she could look at it. Just to know more about him.

Chelsea had no idea how this date even will go. She wasn't sure about it still even if agreeing with it was such good idea. Still, she was giving the chance there. She knew things might go even worse than they are already but you never know. He might even surprise her somehow. She can't figure out what will be the outcome of this date yet.

Well, to be honest, Chelsea has used that people ask her weird things already what is related her giving them something she doesn't really wanna. She had no idea what she expects from Ryan or what she is willing to give her. She just is so confused about everything still. She looked at Ryan and tried to figure out why she had given her the chance.

"Oh, I see. Well, I love my sister of course too even if she can be a pain in the ass," she said with a small smile. She has a whole life lived with her sister until they got old enough and had their own places. When he said time then she thought a little. "It sounds good to me. 6 pm it is and your place," she said with a small smile. She will for sure check later where he lives. Doing it in front of him won't be a good idea.