mmackeymouse
DIS Veteran
- Joined
- Jul 15, 2008
- Messages
- 2,873
So, a little bit about my boyfriend and relationship with him: he knows I am a Disney person. I don't want to say he's not a Disney person, because he knows all the songs, all the movies, all the quotes. He is just not a Disney person in the same way I am, and the same way many of you are. He has already told me before that he isn't a fan of amusement parks. Just knowing him, he is more of a woodsy guy, not really a beach and pool kind of guy.
That said, I think we all know those people who are not really the Disney World type who either fall in love with WDW or end up liking it in their own way. So I'm not too terribly worried. It just makes broaching the Disney trip topic a bit trickier.
On to the trip: my family (mom) has been planning this massive Disney vacation for Fall of 2020. She wants the whole family, the grandkids, everyone to go. And she and my Dad are footing the bill. (Says her. My sister and I have insisted on paying for certain things, which she has said no, but I think we'll figure something out) The plan is a huge splurge. Hoping for a 2BR at the Grand. Maybe DDP, so we can hit up several of the $50 a head buffets. This is definitely not a usual Disney trip for my family.
Anyway, my Mom wants me to invite my boyfriend. Now, there are some positives I can sell him on. It's an almost free trip to Disney World. He, like me, is a food guy. Loves food, loves trying new things, loves trying unique atmospheres. This has Disney written all over it. Now some of the concerns, not including his aforementioned vacation preferences: we'd have very little alone time, which doesn't really bother me (since it's my family) as much as it would probably bother him. There would be this awkward situation of either he has to sleep on the couch in the living room, or he shares a bed with me, as adults do, in the second bedroom with, more than likely, my parents.
<-- only bc I couldn't find a cringe smiley.
Ultimately, my biggest issue, right now, is that we are a year and a half away. It feels incredibly presumptive to assume we are even still going to be together in a year and a half. I mean...vacation time would have to be planned and flights would need to be booked, so I know I have to give him a decent amount of notice; I just don't quite know where the line is. Maybe early next year? I think it will require a delicate touch and to plant the seeds over time. If I just blurt out, "Hey wanna go to Disney World with my family?" I can guarantee the answer will be a big fat no. It requires nuance.
Help me form a game plan! Any tips? Ideas? Anecdotal situations that worked for you?
That said, I think we all know those people who are not really the Disney World type who either fall in love with WDW or end up liking it in their own way. So I'm not too terribly worried. It just makes broaching the Disney trip topic a bit trickier.
On to the trip: my family (mom) has been planning this massive Disney vacation for Fall of 2020. She wants the whole family, the grandkids, everyone to go. And she and my Dad are footing the bill. (Says her. My sister and I have insisted on paying for certain things, which she has said no, but I think we'll figure something out) The plan is a huge splurge. Hoping for a 2BR at the Grand. Maybe DDP, so we can hit up several of the $50 a head buffets. This is definitely not a usual Disney trip for my family.
Anyway, my Mom wants me to invite my boyfriend. Now, there are some positives I can sell him on. It's an almost free trip to Disney World. He, like me, is a food guy. Loves food, loves trying new things, loves trying unique atmospheres. This has Disney written all over it. Now some of the concerns, not including his aforementioned vacation preferences: we'd have very little alone time, which doesn't really bother me (since it's my family) as much as it would probably bother him. There would be this awkward situation of either he has to sleep on the couch in the living room, or he shares a bed with me, as adults do, in the second bedroom with, more than likely, my parents.

Ultimately, my biggest issue, right now, is that we are a year and a half away. It feels incredibly presumptive to assume we are even still going to be together in a year and a half. I mean...vacation time would have to be planned and flights would need to be booked, so I know I have to give him a decent amount of notice; I just don't quite know where the line is. Maybe early next year? I think it will require a delicate touch and to plant the seeds over time. If I just blurt out, "Hey wanna go to Disney World with my family?" I can guarantee the answer will be a big fat no. It requires nuance.
Help me form a game plan! Any tips? Ideas? Anecdotal situations that worked for you?