Trying to Get a Woman to Wear Windpants

[Miss Betsy]

I’ll have to casually have to mention them again. I work in an office. I can’t wear them to the office.

 

[shiny3stripes]

Well, an update is certainly in order. I just went for my caffeine run. She was ringing me out and I said to her “I’m so jealous that you get to wear sweats to work” she laughed and she said that they just started letting her. It wasn’t super busy just yet so we chatted a little bit. One thing led to another and then I said “when’s the last time you saw these?” And showed her a picture of some new windpants I bought this weekend. Plain black Adidas with white stripes. She liked them! She said “they’re so smooth, it’s like your wearing nothing”

So two things can happen:

1. She just wears them to work one day

2. I have to convince her to wear them if she even has them.

Where do I go from here guys?

is this becoming a "choose your own adventure" game?
I hope you have a good rapport with this girl as to be honest someone coming into a store and showing a random staff member photos of their trousers comes across a little bit strange.

Unfortunately I think both of your outcomes are unlikely

 

[Sinsityswishy]

I’ll have to casually have to mention them again. I work in an office. I can’t wear them to the office.

Just ask her if you were to buy her a pair of "these" pants (showing her the picture or just remind her the picture you showed her previouly) would she wear them. If so what color/type would she prefer. Trust me odds are she'll say yes or I guess so or something to that effect. But then the balls in your court on how to get her to wear them in front of you. ya know 🤑🫡

 

[Miss Betsy]

I’ve been going to this place for my daily caffein run for over a year. She’s been working there the whole time. We always make small talk when we can about anything and everything. I just showed her a picture of the pants, not of me wearing them.

I would never offer to buy pants for her. Honestly, that’s kinda pushing things a bit too far and I’m not trying to come off too strong. Plus I already have a girlfriend so that would just feel weird to me

 

[Lyrch3451]

Not knowing how much time you have for your lunch break when you go for your caffeine run but if it’s not too much a hassle, change into your Windpants before you go there.

 

[Miss Betsy]

I wish that would work because I would totally do that if I could. I only take about 10-15 minutes, including driving there and back. I get more time than that, but I never use all of it. I bump into some of my coworkers sometimes too, so that would be tough to explain

 

[shiny3stripes]

So is the narrative that you are finding a way for HER to wear your windpants in front of you, or YOU to wear your windpants in front of her?

 

[Miss Betsy]

The narrative is to see if she has a pair of windpants herself and if she would wear them in front of me. I’m not trying to get anyone to wear my windpants in front of me

 

[shiny3stripes]

ok I thought that was the case, not sure this elaborate plan to change in your lunch break and somehow dazzle her into confessing she has a pair will work.
However you have broken the ice and shown her a photo, you say she said they were nice, I suppose a possible step is turn up with them in your gym bag (rather than some plan to be wearing them) and you can say she said she liked them when you showed so thought she might like a look, you can even down talk them and say you aren't sure about the swishy sounds etc and see if she comments

 

[Miss Betsy]

I kinda might be one step ahead, at least with the swishy sound part. I was telling her a story about how I wore them to get coffee and some old lady told me to “quiet down.” We shared a laugh over that. And then she said something about wearing them loud and proud

 

[shiny3stripes]

I kinda might be one step ahead, at least with the swishy sound part. I was telling her a story about how I wore them to get coffee and some old lady told me to “quiet down.” We shared a laugh over that. And then she said something about wearing them loud and proud

Sounds perfect time to take them in in your sports bag and get her opinion lol