(I'm apparently really enjoying capturing every detail of our engagement weekend. So much that I have to break this story into a 3-part series. I'll cover how we told Will's family when I have more time to write again!)
The honor of 1st person to learn we were officially engaged goes to our friend Amy (Will’s friend from college). She starts every conversation, email, facebook post, etc…with “Are you engaged yet??”. Will long ago promised her that she would be the first to know should we ever actually become engaged, so we surprised her by sending her a picture of me wearing the ring. She lives in North Carolina now, but had been in Chicago that week and we had missed her by a day. Will had encouraged her to extend the trip over the weekend, and our photo evidence proved to her that she should have listened!
Will didn’t want the happy news to go public on the internet as he wanted to tell his family in person over Thanksgiving. We thought it would be best to at least call our families and let them know the news before anyone else did, but he really wanted to surprise his sisters (his Dad also already knew) and tell them in person. I agreed to keep it quiet on the internet, but I was going to have a hard time keeping it from our friends that we would be seeing shortly!
So we agreed that we would make an exception and tell our Chicago friends that we saw that weekend…after all, we were in the mood to celebrate! But they were sworn to secrecy until we had a chance to tell as many as we could in person. We had hoped to personally call as many good friends as we could on Thanksgiving to share the news with them before it was blasted onto social media.
Unfortunately we weren’t going to see my family over Thanksgiving, so I got to call them to share the news that evening. Shortly after Will popped the question we headed out to meet up with our friend Kelly for drinks. As we were walking to the bar, I tried to give my Dad a call. Will insisted that I tell my dad first, as he was the only one who knew Will’s plans. I tried calling him at home and didn’t reach him, so I called the bakery next. Mom answered and I tried to talk with her as nonchalantly as possible for a couple minutes before asking if Dad was around. “No,” she replied. “He had some dental work done this afternoon, so he’s at home with a mouth full of gauze and can’t talk.” Needless to say, I wasn’t super happy to hear that news. I talked to Mom for a few more minutes, avoiding her probing questions (as I’m sure she knew something was up), and then tried to call Dad at home again. I left him a message on the machine, asking him to just pick up the phone and grunt to let me know he was there, because I just had to tell him something really quickly…he didn’t even need to respond.
Well, he didn’t pick up, which was a bummer. By this point we were at the bar, though, so I didn’t dwell on it too much. We share the news with our good pal Kelly, her fiancĂ© Chris, and Will’s cousin Anna at the bar, and had champagne all around to celebrate (after we swore them to secrecy, of course!) We then headed to dinner with one of Will’s old Four Seasons buddies, Edgar, and his girlfriend Crystal at CafĂ© Iberico (Mmmmm, tapas- a girl couldn’t ask for a better celebratory dinner!) We continued the evening at Fado (another one of my favorite establishments in Chicago) where another Four Seasons friend Megan met up with us. We enjoyed our celebration, for sure! So much so that Will and I didn’t want to be done celebrating when everyone else was, so we headed to the late night bar (and another one of our favorite Chicago haunts) Dublin’s and ended the evening there. Or should I say morning. In true Chicago fashion, we got back to the hotel room around 5 AM.
Needless to say, we were feeling ROUGH the next morning. We had to rally, though, as we had friends to see and news to share. I was finally able to reach Dad that morning at the bakery, and he was happy to hear our news. And a bit surprised, too, that it happened so quickly after Will had talked to him. He shared the news with Ella (who fell out of her chair) and my BFF Kelly (who was working there) but let me know that Mom was out running errands. I made him promise not to tell her as I wanted to be the one to let her know.
We were at a bar watching football and celebrating with friends Megan, Abby, Kelly, and Tracy when Dad called me back and let me know that Mom was back at the bakery and that if I wanted to tell her our news myself, that I should call quickly. She was catching on that something was going down. So I went outside and called her back. When she answered, she asked if I had something I needed to tell her, to which I replied, “Yes, I do.” Then she made a big show of letting me know that Kelly was there, and so was Molly, so she took the phone back to the kitchen area and put me on speaker phone.
Once the phone was properly set up, she said, “OK- what’s your news?”
This was just too good of an opportunity to not mess with her. I took a deep breath, and said, “Are you ready to hear the news?
...I’m pregnant.”
"WHAT?!?! THAT WAS NOT THE NEWS I WAS EXPECTING!!!" was her reaction.
I had to laugh at that point. "Of course I'm not pregnant, Mom! You just saw me last weekend, and I was definitely drinking the whole time. The real news is, we're engaged!"
It was definitely a memorable and fun way to break the news to Mom. She was also really surprised that Dad and Kelly already knew. But she did say that she suspected that it was going to happen soon based Will's reaction in Savannah when she had (again) said something to him about us getting married.
We spoke with Andy and Sandy that evening once we were settled back in at the hotel. Rockstars we are not, so 2 nights in a row of late-night partying were not in the cards for us. They sneakily asked us what hotel we were staying at, and we thought nothing of letting them know as it is a pretty integral part of the engagement story. We were pleasantly surprised about 30 minutes after we hung up the phone with them. They had called and arranged for champagne and chocolate covered strawberries to be sent to the room!