Is Kent's dad in the picture? He never mentions him and I wonder if his Dad is just relaxed about it all or is he telling Kent to "man up" and stop crying online. Calvin is toxic for Kent but people like Kent need validation for why he is alone because it cant possibly be him, it has to be these women he is talking to. Also, he really needs to stop using "Kentry" as a pick up line. Also, I think Kent would do better with thinking about what he is saying before speaking. His repetition when he speaks kills me and I can imagine it's a huge turn off as well. Something also tells me when he finally speaks to a girl he goes off about how he isnt given a chance etc etc. So many things wrong with his approach but Kent isn't to blame for all of that, it's all those big bad women conspiring against him.
Honestly in one way he reminds me of Chris Chan, Chris thinks having a girlfriend is just sex and that's all Kent wants too. You can see it because he obsesses over his virginity but masks it by saying he wants a fulfilling relationship when all he wants is sex when he wants it.