I learned to float as a kid so I doubt body size makes any difference.
I could float at 115 lbs and 350 lbs.

Its not weird at all just a preference.

When I was married I complained about his "splashing"all over the place.
Its so gross to feel a wet spot with bare feet.
Had his Mom and Dad over once and his Mom gave him hell over it after she saw wet spots and made him go clean it up. Yay Mom !!

Just concern yourself with stuffing and eat as much as you can thru out the day.
I graze a lot thru out the day so try that and just eat more than you usually do.
Bloating with liquid your first time out may not be something you want to do.
Don't expect to get huge or see a big change the first time doing this.

Gaining weight takes a lot of effort on your part and if you are just having a fantasy maybe you need to leave it a fantasy.
If you are not sure or have doubts then don't gain a lot.
Most gainers have no doubt in their mimds on what they want to do and how fat they want to be.

Please do tell us how it goes.
Nothing to be afraid of just be honest with him.

If you are interested in him how about asking him out for coffee and see if you have anything in common.
Its not that hard and remember you are the only one stopping yourself.
You obviously are looking for a possible relationship so hiding isn't going to make it happen.

Mostly a meat lovers type pizza. Fruit on a pizza is just wrong lol

I stopped eating at McDonalds back in 2010 my stomach just knots up and hurts really bad.
I love the taste of a big mac but I just can't eat them anymore.
If I order a pizza I get the biggest they offer.
Any fast food place as far as sandwiches I get 2 usually plus fries and a shake.
I could eat more of course but lunchtime is only so long.
At a restaurant if I am by myself I will order a normal dinner and several items a la carte to help me feel stuffed.
Buffets are my weakness and I eat A LOT of food at them.
My BF is a big guy and I can out eat him most of the time.