This post is for Izick, but could prove helpful to others. Here it goes:
Izick, I understand where you are coming from with depression and negative self-image. I've suffered from it for a long time and wish you all the best in learning how to overcome it.
With that in mind, here are some ACTIVE steps you can take - active being the key word.
You say that when your family or friends ask about your dating life you think they are mocking you or taunting you in some way. I've felt this too in my life, like I'm being patronized despite the fact that the people genuinely want me to succeed. However, assuming negative intentions on the part of others when they say things to you is entirely of your own creation. To assume they are negative is actually doing them a disservice. The following approach has helped me, and I only just realized it myself:
Assume the best possible outcome for YOU when it comes to other people's intentions and motivations. If someone says something that may sound negative toward you, but could also be taken positively ---> choose the positive thing. The worst that could happen is you are nice to a person who is secretly loathing you, and that just makes you a charming motherfucker at the end of the day.
Assuming the best also subconsciously creates a support network around you. If you perceive that people are inherently good and want to see you succeed, it doesn't matter if you're actually right (for 99% of people, they do want you to succeed, though). The point is, you can't let people's perceptions of you control your life.
If you ask a girl out and she says no, the "worst" outcome is you just made an attractive girl feel wanted by a person as awesome as yourself. Don't let her mood/preference/whims determine your happiness - stand up for yourself by assuming the people around you are awesome too, and want to see you succeed.
I hope this helps.