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We moved to text, has said she's interested in splittinga bottle but has been elusive about settingup anything definitive. She said my sexual jokes were funny and replied that i was handsome when i said "glad you didn't reply I'm too ugly to have a screaming O with" (background)...
Current convo: she replied "not yet, lol.." when I waited till next day to ask if she'd picked out a sexy outfit for our date? I responded "I'll settle for sexy underwear".
It's been 2-3 days, thinking to reopen with "if you're into that sorta thing" and sending a 2nd text that pivots from sex as I think she may be concerned how forward I've been.. thoughts for good pivot reopen? I was a bit sexual on the app and she has been cool with it, but mostly lols, no escalation responses. Thinking to give it another couple days if no response.
EDIT: will prob reopen with Ryan G meme, but open other suggestions
She is 36 btw, but I'm 41 so old man here learning some new tricks, lol. Go easy on me
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She's twice previously said yes to splitting a bottle of wine, and second time she avoided giving me availability. She loved the msg about splitting the bottle above
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"If you're too shy, I'd understand"