I am 25(M) and am feeling very depressed about my current life situation. In many aspects of my life I’m pretty “successful,” I have a Master’s Degree in Engineering, I have a steady job and make good pay. I have a 2 decent friend groups and 1 group of acquaintances that I see pretty regularly. I play guitar in a band that gigs at dive bars, and workout 4-6 days a week and am generally healthy (healthy weight and sometimes competes in small triathalons). The biggest thing that bothers me is that I have never had sex or have been in relationship.

I think this issue started in high school when I went to an all boy-school. I played sports but most of the friends I gravitated towards were pretty antisocial and awkward, and I’m pretty awkward as well even though I tend to be more extroverted than my friend group. I would describe myself as extroverted leaning with social anxiety. The college I attended was in my hometown but I lived in dorms/apartments. I majored in engineering so there weren’t a lot of gals in my classes. I did a club sport but I had no idea how to date, and I never went on a date until I was 20 the summer before my senior year of college. I started figuring out dating my senior year, and was seeing a girl that wanted to have sex and date me but my anxiety sort of took the best of me and I ended it. Two months later COVID hit my last semester. I moved back in my parents and didn’t go on another date until I was vaccinated in 2021 while I was doing grad school online. Since then I have gone on 5-10 first dates a year using apps. I’ve had a couple situations where I date someone for 1-2 months but nothing comes of it. I get rejected most of the time, but I don’t continue to pursue if I’m not interested. I think my personality is good, and a lot of my friends have described me as really funny, but this being a hole in my life has left me depressed. I also have been seeing a therapist for the past 3 years. I am planning on moving out of my parents house this year but I am considering moving to a new city for a fresh start but I feel so behind in life because of this.

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