Forgive me if I ' m reading into this too much , but it seems like you ' re overanalyzing yourself . It ' s good to be selfaware , just don ' t get sucked into the trap of constant critical selfevaluation . Only reason I bother to say this is that it ' s something I struggled with a bit right up around your age . I ' d go through highs man , I ' m a pretty smart guy , getting my masters , I ' ve got a great group of friends , I ' m fashionforward , I have hobbies and lows man , my hair looks like shit today , I wish I was a couple inches taller , I should be making more money . I was always comparing myself to others , trying to figure out who I was better than or worse than . When we do that , we are not stable and very often feeling inadequate . Anyways , now that I ' m on the other side of that , here ' s what worked for me . I stopped caring about whether or not I was dating . I got focused on my job , my physical health , my hobbies , meditation , studying , whatever . We have to figure out what WE want for ourselves , then we have to become content with who we are . Only then can we be a healthy and happy partner to someone else . When you ' re content single , you become more attractive .