Unless she doesn’t like or is allergic to chocolate or it will break her diet.
Back to the OP. I don’t think that you are missing any signals and this is extremely promising. I’d keep it to texts in the very short term unless she specifically mentioned something that she enjoys or collects in your conversations so far.
I’m laughing at @Reply 's “not the answer you were hoping for”, but also want to say he nailed it.
Going by what others have said, I now veto the idea of flowers at work. I’m an old lady and I would have liked that back in the day, even from somebody I had just met. But I don’t know what dating is like these days.
BTW, how old are you and the woman in question? I believe that is relevant to this situation.
I just thought of something-
You could just be honest. Say something like ‘I am not sure where we are. I am not sure where we are going. I am worried about making too big a gesture. I am worried about not doing enough.’
Honesty and communication are NO way to start a relationship, Doc! Geez! 
Seriously though, in the realm of ideas…
I would use Chat GPT to make a cartoon of her, put it in a birthday card (also designed by GPT), and send that to her. I did that recently and it was a big hit. Doesn’t require money, but it requires thought and effort, two things people value in a relationship. And it’s original - very likely no other man has done this for her.
(Or you can do flowers. Tried and true.)
Having done the long-distance thing multiple years of my life; there’s nothing better than a mid-week VD. I can buy all the VD stuff for ½ price on the 15th & still look good when I give it to her on the weekend.
I tells ya, VD a conspiracy by the Hall family to sell more cards!
Well, I do have a solid Plan B. I’m sure the kit could be shipped and arrive in time. But, I think the silicone takes 24 hours to dry.
I’d melt, but I have a twisted sense of humor.
It’s V-Day. Trust me, she knows what day it is. (You literally cannot leave the house without being bombarded, esp. in 90% of jobs. “Why are there red & pink hearts everywhere … ?” said nobody, ever, on the second week of February. Plus radio/TV/social media ads, ad nauseam.)
I’d just go with one of those fancy pop-up 3D cards. Nicer than just a normal card and something that will look good on display, but not as forward as flowers.
Despite it not happening, I’m still on Team Flowers.
I ran the situation past my wife and she says she would have been happy to get flowers in those circumstances. Even if it wasn’t Valentine’s Day (says her), by the third formal date you’re making a choice on whether you’re going to put some effort into this or not and getting flowers would be a positive sign that he’s interested. She had no qualms about the “at work” thing.
So, if nothing else, I married the right woman for me because I thought the same at the start of the thread.
A funny card and chocolates seem like a good idea.
Less is more.
At the risk of getting flamed…
I turn 47 next month. She turned 32 last November. So a pretty big gap.
She is a mom of two kids, aged 6 and 2. She and their dad were engaged, but never married. They’ve been apart for about a year. I’ve been divorced about a year and a half, although we were separated for about 2 years before that was done.
So, I’d like to think that we are both mature enough to handle an adult relationship. She assures me she “doesn’t do drama”. I get my fill at work, so I’m not looking for any issues, either.
I’m pretty sure we’d both prefer something steady to a big emotional roller coaster.
I just wanted to impress her just a bit for Valentines Day. Maybe there’s not a good way to do that.
Actually, that may be the best advice. Thanks.
I’d like to think that a 32 year old woman with a couple of kids can handle getting a mixed bouquet from a guy she seems to be connecting with but that’s just me 
No snide remarks from me on the age. She’s old enough to decide what she’s interested in and, from your original story, it sounds as though other people in her life also thought you two would be a good pairing.
Presumably these are things @Moriarty will have an inkling about before making such a choice, obviously. 
Flowers? Chocolates? A card? Are you people all dating in 1942?
Just send a text in the morning “Happy Valentine’s Day!” with a 
blushing smiley and see where the day goes.
Don’t buy gifts, don’t have a make-up date. Just continue on as if Friday were March 22nd or something and keep feeling each other out as two people who are just getting to know each other. You’re doing good!
That’s not a huge gap. My late husband was 9 years older than me. Before him I dated a man who was 28 years older than me. He was actually older than my mother.
Anyway, I’m old enough to be your mother and her grandmother, so my advice is probably pretty useless. But all the best to both of you. 
The GF quickly becoming SO who’s about to move in with me is 14 years younger than I am. 52 & 66. It can work great. Go forth and prosper.
Seems like you two are opting for the slow and steady program. So stick with that. VD is one of those smash hit or smash-up events. Probably more ways to overplay than underplay your hand given where you are.
My last gig was in the flower business.
Count me among those who don’t think sending flowers to her at work is a good idea. I think the risks there outweigh the potential rewards. You’re not trying to impress the cow-orkers at the office. You’re trying to send a personal message directly to her.
I would also say that “other than red roses” would be the way to go … if you choose the floral route. But if she’s going to be out of town, then a bouquet simply may offer you less ROI than something else. Flowers begin to die the minute they’re cut. You’re on the clock. If she comes back and they’re wilting … well … that creates a really unfortunate visual
Me? I’d probably send a hand-written note or card to her home, saying you really enjoyed the time you’ve spent together thus far, and would definitely like to spend more time together in the near future.
I’d wish her a wonderful getaway, and suggest that she get in touch with you on her return. Unless things have changed radically since my bachelor days, that tends to take the pressure off if you overplay your hand, leaving the cadence up to her.
Good luck!
ETA: the hand-written note (to her home) thing … is probably only kosher if you have – and she knows you have – her address. If not, it can have a whiff of creepy stalker guy who looked me up. In that case, I’d think even a text would be okay, since that’s the MO for the two of you up to now.
Singing Telegram never goes out of style. It’s a text you can share with everyone around you!
Since it’s only been two dates and so far so good but you’re still wondering where you stand you could always get her a card with the age old question “Will you be my Valentine?” Kind of a timely next step question asking if you are somewhat exclusive at this point or if she is still in the dating around area.