Guys who are in to footwear can be particular about which type of footwear they find sexy. A lot of guys are not that particular at all.
So, pick for comfort. I have been wearing boots lately because they are warm. Also, don't overdo looking sexy for a date unless he is your boyfriend or someone you have been seeing for a while. Too much sex appeal on a first date or even the 2nd or 3rd can come across as putting you in a category of someone they will want to have sex with versus someone they want to get to know and have for a girlfriend. I think stilettos can be too sexy. Trust me, guys don't need that much prompting to think you are sexy. The fact he is going out with you tells me he already thinks you are sexy.
He was your ex, so you should know what he finds sexy. I wouldn't spend too much time on this. Once a guy has been your boyfriend, they know you too well to just be intrigued by your looks anymore. Look great, wear what you want, and be fun and see what comes of it. A sexy outfit can make an ex want to hop into bed with you (no shame in that) but it won't make them want a relationship again. That will come from other things, not looks.
In my experience from chatting to friends men generally (90%) find boots are sexiest hence the phrase f*** me boots! If you want to get his attention wear these with a heel and generally the longer the better, you can't go wrong. If you listen to these other comments he won't be interested. To be blunt you could be the nicest, funniest, cutest girl in the world but at the end of the day men are programmed to "mate" and still want someone sexy to look at. If yo don't do it he'll go off with the other cute and funny girl who does. Brutal but honest, anyone who tells you different is , gay dillusional or a woman.
to be honest, we not that obseesed about your shoes, and in most cases we hardly remember what you wore on your feet.
As long as your whole outfit is well together, you'll be fine with whatever YOU chose.
However out of topic, the less make up there is, the BETTER.
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2Opinion
Use the heels to make you legs and butt look hot. Boots cover up a lot.
vans that stuff you said looks terrible and its a rip
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