A/N: SOOOO sorry I haven't posted. School hit me hard but I will try to post more often. This is the date chapter. Yay! I'm so excited and I haven't even written it. Natalie's dress is the third one when you click the link below. (Lace sleeves) Enjoy their date.

/pin/designer-black-cocktail-dresses-2/

She was freaking out. It was 7:45 and Will was picking her up at 8. She had on a black mid-thigh dress with lace sleeves. She had loved this dress before she was pregnant and she was excited when it still fit after she had Owen. She heard the doorbell ring. Crap, she thought. She was nervous to go on a date with Will because she didn't want to mess everything up with all the baggage she carried. Will's breath caught in his throat when she opened the door. The dress she wore hugged her in all the right places and she looked amazing. "Wow, you look beautiful." Will said, trying to keep his cool. Breathe, he thought. He was taking her to a very fancy Italian restaurant, 15 minutes from her house. In the car, on the way to the restaurant, all Natalie could think about was how hot Will looked. She hadn't felt this way about anyone except Jeff, and even he didn't make her feel his way. As they pulled into the valet area, Will ran around the car to open the door for Natalie. He told the hostess the name for the reservation, and she brought them to a very romantically lit booth in the corner. The waitress took their drink orders, and walked away. "This place is amazing." Natalie said to Will. "I knew you would love it." He couldn't keep his grin hidden. Natalie loved how he would light up around her. She hoped it would always be this way. The waitress came back with their drinks. Natalie got Chicken Marsala and Will got Spaghetti Bolognese. He couldn't stop thinking about how beautiful her smile was and how he hoped he would get to see it for the rest of his life. After dinner, and a wonderful tiramisu, Will paid the bill and the headed back to get their car. Natalie looked at the Chicago skyline as they drove home, not able to wipe away the smile that was plastered on her face all night. She was sad to see the street she knew all too well, not wanting their first date to end. He pulled up to the spot in front of her apartment. He got out and opened the door for her. She loved how much of a gentleman he was being tonight. He walked her to the door, and he wished he didn't have to leave, but he knew she had to relieve the sitter and they both had work tomorrow. He leaned in and kissed her, gentle but passionate. They broke the kiss, needing air but not wanting it. She didn't want him to leave but she knew it was too soon. "Goodbye, Nat. I love you" He said, not wanting to go, but not wanting to rush things. "Goodbye, Will. I love you, too." He turned and walked away, excited to see what work tomorrow would bring.
A/N: I LOVED writing this chapter. It honestly gave me the feels. Anyways I hope you enjoyed this chapter. It was kind of long but I just wanted to put the date into one chapter. Reviews make my day.