Should I ask him out?

Anonymous
Okay well I've recently lost a lot of weight, I won't get into all my medical nonsense since well its boring, and takes to much time to explain lol but basically the weight I gained due to a medication I have to take, is starting to come off. I have lost almost 40 pounds so far, to get to my goal weight I need to loos another 20-30 pounds (I Haven't quite decided yet, but I know it will be a minimum of 20).

At my current weight I'm getting told that I look really good and what not, and everyone says "you are not fat, seriously your not"...but I have a really hard time believing that, like I still think I look huge like I was when I was like 30 pounds heavier. So I don't want to seem stupid and believe everyone if they are just lying to make me feel good and the truth is that I actually look horrible .

the reason I'm stressing is because prom/grad at my school is coming up and I sort of want to ask this guy to go with me but I'm nervous I'm going to just look stupid for thinking I have a shot given is till have like 20ish pounds to go before I look decent so...should I bother asking, even if I'm still not quite at the weight I should be?
Should I ask him out?
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