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Need some advice
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So basically I’m a cub who is needing some advice about my situation. I work a part time job a few nights a week and I am very attracted to my boss. I never thought I would actually try to make a move on her, but lately she’s been doing little things that have piqued my interest. Every now and then she’ll call me cute and lately she’s been making sure to make a lot of small talk with me as well greeting me with a big smile and a “hey how are you?” Whenever I walk into work. Also has been laughing at my jokes a lot more and touching me in small, flirty ways (hand on my arm, leans in close when I talk to her and presses her chest against my arm). She didn’t do any of these things when I started a year ago but it’s noticeably increased in frequency the last few months. My first question is am I looking to deeply into this? I’m not great at flirting so it’s totally possible in my mind that she’s just being nice/friendly to me and I don’t want to make it awkward at work by flirting with her if she isn’t interested. Also my second question is, if you think I should flirt back, what are some simple ways to flirt with her? I understand making small talk and making her laugh is a good starting point, but I definitely have trouble with making compliments towards women, I always feel like I’m perceived as a creep or weird so I rarely do it to any women I’m interested in until I know for sure they are into me. For context I’m 24 and she’s 46, and I actually went to high school/ was friends with her brothers so I’m already friendly with her family. She also has a kid that’s a teen but that doesn’t bother me. If anyone could help out a clueless cub I’d really appreciate it, I really like this woman’s personality and I think we’d have a good time if we dated.

Edit: forgot to mention this job is not my main job, just an easy side gig that I can quit at any time so I will quit before making any advances towards her.

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1 year ago