Dating someone 18 and inexperienced like me is also quickly becoming, if not already, not possible. If I end up becoming a “40 Year Old Virgin” I will probably end my life because at that point I will have lost my window of opportunity to have a normal family life. There is a passive vibe to your letter, and an undercurrent of fear, and together these two things seem to be making it difficult for you to ask for dates and to build a relationship.

dating a 26 year old guy-87dating a 26 year old guy-74

I am a single, 26 y/o, white, middle-class, very smart, attractive guy.

Most of my life is filled with success, except for one HUGE gap.

You say you can’t build up enough energy to date, but the message that is really communicated is that you feel too much like a “dork” to date.

You’re worried that the women you would date would think you are a loser.

You can’t assert yourself when you are worried about keeping other people from rejecting you!

Anyway, I think there is a lot of hope for you and I think your difficulty can be overcome if you are willing to become active and face your fears.

I have never had a girlfriend, or a relationship that has gone beyond two dates (usually my decision or something weird happens). I have never kissed a woman, or really put myself in a situation where I could kiss someone.

I never went to a school dance or prom (even though my parents were not happy about it). I am too nice, and not aggressive in making things happen. This may stem from the fact that I even have trouble hugging people, and saying “I love you” to family members.

Recently he told me that prior to dating me, he had a several-month fling with a 47-year-old woman with three teenage children.

He had been planning on entering a romantic relationship with this woman, meeting her children, and introducing her to his family, who were mortified by the relationship.

You want your dating partners to like you, obviously, but you don’t need to think badly about yourself if they don’t.