Firstly, kudos for having the balls to post this up for criticism. You're miles ahead of a lot of guys because you're actively engaging and also asking for direct criticism. If you can keep a level head about the advice you get you'll figure this stuff out.
As for the texts, they're a bit cringey in places. I liked the kayak line, that's was pretty funny. I think you have too much of an overt sexual tone, try to keep it more fun and light hearted. The treasured memory question is a bit canned but surprisingly women respond well to it. I'd save that for in person after a few dates though. The biggest faux pas you made was not only asking about her ex, but telling her about yours. Never talk about your exes, even if asked, especially early on. To tie into that, I saw you said you wanted to find out what type of guy she liked, terrible strategy that Amante already covered. Finally, you spent five days texting and didn't ask her out. You want to have a quick fun chat and get a phone number then organise to meet up in the one conversation. Texting too much is an attraction killer and there's so much important communication you miss if you rely on it. Voice tone, body posture, eye contact, touch. So all those attempts to build rapport are significantly weakened. Get off the phone and in person ASAP.
If you want a script here's what I used to great success.
- Match on Tinder, send a message that's related to her bio or a pic to start conversation. Chat for enough time to show you're not a weirdo and find out if she's an obvious weirdo.
- Ask for her number to arrange a date.
- (LTR) Text her immediately asking her out for a quick coffee or drink. Emphasis on short date, hour max. The first date is to out if you're compatible.
(Hook up) Text her immediately asking her out for a drink. Build rapport and escalate to kino from there.
Keep it simple, keep it short. Don't invest in her until you know she's worth investing in. Chicks are flaky as hell until they're actually on a date with you. Until then, minimum effort.
