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BEFORE THE DAY
Would be on missions the entire time before, and not even realize the day is coming up
Pre-fall he would have been all over getting his s/o flowers and candy but now it’s not a priority
Wouldn’t understand why people are giving him hell for not thinking about it, because it’s just a silly made up holiday
If he noticed you were disappointed by his attitude he would feel super guilty though and try to make up for it
ON THE DAY
If he isn’t on a mission he’ll wake you up with your favourite morning drink way too early
Like, it would be 5AM and he’s waking you up, thinking it’s a good way to start the day and make up for his earlier attitude
He would only realize he was very wrong when you glare at him from under the covers
He’ll make up for it by joining you in bed for a while, cuddling against you while you fall back to sleep for a couple more hours
He’ll watch you sleep and feel your steady breaths against his chest and think maybe Valentine’s Day isn’t as bad as he remembers
Jack is a little rusty at romancing, and he stumbles a bit
Hana and Lena aren’t helping as they eye him with big smirks watching him get flustered in an attempt to woo you
He makes comments about how nice you look, asks what you would like to do
Everyone, including yourself, is having fun watching him try so hard
Eventually Lena gives him a break and suggests you both go to the shooting range to practice
Hana is about to complain when Jack jumps at the idea
It’s an environment he knows, and any excuse to get his arms around you is good enough for him
Once at the range he feels more comfortable and things flow more naturally
He absolutely puts his arms around you to show you how to shoot better
McCree shows up to see the show and only leaves when Jack sends him a glare
You enjoy a candlelit dinner that evening and end the night exactly how you started it
In eachother’s arms