Search Results: what to wear on a date dress

My ideal guy:
1. Tall (at least 6'2).

2. Not cheap or broke (I'm not a gold digger, I wanna pat for as many dates as you or more but I expect you to return the favor. As in 50/50 or I pay 60% of the time and you pay 40% of the time)

3. Knows how to handle his alcohol and not get addicted to it.

4. Masculine and dominant (I don't want a sissy).

5. Doesn't like cheap dates.

6. Compliments me and notices when I wear my hair different.

7. Nicely dressed.

8. Respectful.

9. Can't be younger than 23 years old but not older than 50 years old.

Hi I'm asking this question because I'm in a confusing situation... Before I start I'm 5ft exact and 170 pounds. So u can see how chubby I am if it matters.. anyway
there's this guy I been crushing on all year right. He's just perfect<3 he's so sweet, to me and everyone. Literally nicest guy I've met but... I'm starting to think he likes me too? The thing is I'm not sure of he's just being really friendly or if he actually likes me because I'm chubby and guys go for skinny girls usually. Also, besides the fact that I'm fat and boys don't like fat girls, he's literally perfect, he's tall, has blonde hair, and is in football so he's fit, so he can get a pretty skinny girl if he wanted instead of me. But the reasons why I think he likes me is cus he's so sweet to me and flirts :o.. well I think its flirting? Like he's really shy, so never really tries to make a move but ever since the first time we hugged, he hugs me literally everytime we see each other (which is like 4 times a week only in the halls) and he doesn't do it in a friend way, it's like the cute shy awkward way and he always initiates them nt me. Also he compliments me even tho he's shy like when I curl my hair he's like ur hair looks pretty curled or when I dress nice he says my outfit looks cute on me which confuses me cus I don't believe that myself?:/ also this one day we ditched school to go to chicago together because we live in the suburbs and it legit started our ong rain and he took his hoodie off even tho he only had a tshirt under and let me wear it the whole day :0 he looked freezing but kept begging me too keep it. Then he insisted I take it home with me and keep it as long as I wanted. I brought it back the next day cus I felt awk since no guys ever let me wear his hoodie and he looked dissapointed I returned it so fast he was like "aw already?:/" so yeah honest answer pretty please people and nothing rude.

Would like aome advice.. I like these two styles.. And have 2 similar dresses. The button up I have is a tight pattern with a red base with short sleeves. The other is a pink summer dress. Which would be better for a first date for casual lunch? I'd wear tennis or flats with either. Also I'm on the heavier side and kinda short. I'd most likely wear a cardigan with either as well. Yay or nay? Is red more appealing than pink? Is the the summer style dress too much skin? Should I wear a cardigan?

i normally dress UP like really up I love dressing down too but i feel more confident in smoking outfits, so he asked me to this fancy restaurant (I know it fancy cuz I've looked it up LOL) I'm not crazy so you know.
Should i wear this or something more down dressed, skip the red lips maybe? Or the necklace?



(I edited this pic)