Original Reddit post

Hi everyone! I’m kinda new to posting but I really hope that you can help me ^^ I (26 F) am going on a trip overseas for a couple weeks with my mom, her college friend, her daughters and her son (a couple of years older than me). Here’s the situation: his mom is strict but a really kind and considerate towards me, and lately, she’s been making some comments and taking actions that make me and my friends, think that she’s trying to play matchmaker between her son and me. For example she insists on us spending more time together (which is weird because a couple of years ago she didn’t insist on hanging out that much) The problem is that I have started to develop feelings for this guy. He fits exactly what I seek in a partner, but I don’t really talk to him cause I’m super shy. I get along great with his sisters, but I haven’t told them about my feelings for their brother, because I genuinely care for them and value their friendship and I don’t want them to feel used or something like that. He’s polite and a bit of a family man, but he’s a little bit reserved. Also, there is some pressure because I might be moving to a different country for my career/studies, so I feel like the clock is ticking if I want something to happen between us. So in your experience (specially from introverted guys) is it possible that he’s aware of his mom’s matchmaking? Could he be too shy to act? Or maybe he’s just being polite due to our moms friendship? How and should I show him I’m interested during this trip without making it awkward for all of us? Why would his mom be so insistent on me dating her son (if applies)? Do I have a chance with him? If I have a chance how should I approach him? submitted by /u/Grouchy-Action-8042

Originally posted by u/Grouchy-Action-8042 on r/AskMen