A/N: I do not own Once Upon a Time all characters belong to ABC.

I know my grammar is atrocious, if anyone finds any mistakes please let me know. Also Italics are internal thoughts.

She can feel him drifting away. Regina looks at Henry and almost doesn't recognize him. She knows at most 16 year old (almost 17) boys don't want to hang out with their moms but, something is going on with him. Regina tries to think back to when she first noticed him pulling away. She knows it started around the time she became mayor, Mayor Cora finally decided to retire and hand over the job to her protege, or as Cora likes to brag her daughter. Regina knew that stepping up from assistant Mayor to Mayor was going to be a struggle and call for more working hours, but she never thought it would disrupt her relationship with her son. Regina now understands why her mother was never around growing up; the only time she seemed to come home was to give demands and yell. Regina never thought she would become her mother in that aspect. Henry finishes washing the dishes after dinner and Regina is sitting in her office drinking a glass of cider. When Henry was younger, hell last year, he would finish the dishes and come into the office and ask to play a game or watch a movie; now, he just yells, "finished" from the top of the stairs and re-enters his room.

Regina tries to think of all the possible scenarios that would cause Henry to pull away: puberty?, friends?, peer pressure?, bullied?, girlfriend? The last thought made Regina cringe and take another gulp of cider. What if Henry does have a girlfriend? I never had "the talk" with him. His father isn't around to give it. What if he makes the same mistake as we made? Not that I regret having him, but being older than 16 would have helped a great deal; that and not having his father bail on me when he found out I was pregnant, and to think I was going to name him DJ, Daniel Junior, psh. Regina is trying to put all of the pieces together to maybe form a picture; getting up extra early and coming home way after school ends, girlfriend, healthy food, food for pregnant girlfriend, old clothes, clothes that would hide a baby bump, children's books, to read to his baby? The more Regina sat and thought about it the crazier her thoughts became. She finished off the rest of her cider and decided to talk with Henry.

Regina walked up the stairs to Henry's room, took a deep breath and knocked on the door. She heard the muffled, "Come in". She opened the door and saw Henry sitting at his desk doing homework, she gracefully sat on his bed and crossed he legs. Regina stared at Henry for a moment, just looking at the man he is becoming. Henry waits a few minutes before he speaks, "Not that I'm not enjoying you staring at me but I really need to get back to my homework. So... was there something you wanted to talk about mom?" Regina looked at Henry and nodded he head. Henry said, "Ok, well are you going to tell me?" Regina chuckled and noticed that he sounded exactly like her when she was speaking during some of the town meetings. Regina sighed and began, "Look Henry- I know you are a teenager now and that talking with your mom is uncool or whatever, but I hope you know you can still talk to me about anything. You do know that right?" Henry nods his head and Regina continues, "Then you know I wouldn't be mad if you made a mistake. Not that it is always a mistake, it does take two I would be a little disappointed but," Henry realizes where Regina is going, "Woah mom, relax I didn't knock up some girl." Regina sighs a breath of relief "oh, thank God" Henry smirks a little but then it falls, "Why would you think that?" Regina looks at her hands and then looks at Henry, "Well you have been pulling away from me. We don't talk like we used to, you are keeping secrets, and don't even try to say you aren't because I know it doesn't take you over 2 hours to walk home from school. You are taking extra food and clothing. Some of your favorite books as a kid have gone missing. I. I just feel like you are hiding stuff from me, you never used to do that." Henry could see how sad his mom was, but he knew he couldn't tell her his secret, not yet. Henry got up from his chair and sat next to his mom on the bed, "I'm sorry. I didn't mean to make you feel like that. I don't mean to keep secrets." Regina brings his head down and kisses his forehead, murmuring, "I know". Regina revels in holding Henry like this again. Regina look into his eyes and asks, "Can you tell me what is going on?" Henry sighs and says, "No, I can't tell you right now." Regina is getting frustrated, "Listen, I need to know what is going on with you! I have tried giving you your space but what ever is going on with you it is changing you. Is it a crush? Are you getting bullied? I will make sure they never hurt you again. What is going on?!" Henry stands up again, "This is why I can't tell you, you jump to conclusions and you don't listen! I am telling you I can't explain what is going on right now! No it is not some crush, No I am not being bullied!" Regina and now standing as well but before she says a word Henry speaks, "Look mom, I get you are freaking but honestly I'm ok. Everything is ok. But I really need to get back to doing my homework." Regina sighs and walks to the door, as she closes it she says, "Good Night, I love you" Henry doesn't look up, but says, "Good Night, I love you too"

Regina walks down the hall and enters her room, she collapses against the door and tears are now streaming down her face. That didn't go anywhere near as planned. Regina pulls herself together and gets ready for bed. She is laying in bed and makes a decision, she is going to follow Henry tomorrow morning and figure out what is going on. If he isn't going to tell her she is going to find out for herself.

Notes: So this was the first chapter hope you enjoyed. Please review, favorite, and follow. Thanks!