Tori and Jack

How We Met

Jack and I met almost 8 years ago now when we were working together at a restaurant. I was a hostess and he was the new busboy. He used to drive me crazy! I actually remember trying to have him fired. He eventually left to go away to college but we remained friendly (I even crashed a few of his house parties). Fast forward to two years ago after a couple of years of no contact and we ran into each other at that same restaurant. We spent the night hanging out with our mutual friends and catching up. I remember when he was driving me to the next bar thinking “omg imagine if he was my future husband… wait why doesn’t that feel weird. Why does that feel normal?” After that night, I pretty much knew he was the one.

Tori and Jack's Engagement in Raphael’s Vineyard

How He Asked

It was my 26th birthday and Jack had flown home from his temporary job in Kansas to celebrate with me. We decided on spending the day at our favorite winery and the celebrating with my family for dinner. We drove out east and enjoyed a great lunch together before we headed over to the wineries. When we got there and ordered our drinks, Jack suggested we take them outside since it was such a beautiful day. We went to the veranda up top to enjoy the few. Jack went to “go to the bathroom” and came back with the bartender to take a picture because he said the view was phenomenal (it really was!).

Where to Propose in Raphael’s Vineyard

As we posed for a picture he kissed my forehead and said: “you know how much I love you, right?” After, he said those 5 little words “Tori, Will you Marry Me?” The next time I remember is tears, a squeaky yeah and hugging my best friend as I realize I get to spend the rest of my life with him. About 3 minutes later it hit me what had just happened and I screamed “Omg babe! You’re gonna be my husband!” He says that’s his favorite thing I’ve ever said to him ♥️