I'll cross post what I said in a very similar thread that was called "Cock blocking Yourself." I've also changed my avatar so you can look into the eyes of the clueless handsome man that I am:
I have many, many stories to tell... I'll share a few:
When I was in my last year of middle school (13), I was madly infatuated with this Puerto Rican girl I knew since kindergarten. To throw a wrench into this, there was a black girl (decently attractive) who had a massive crush on me. She would sit with me at the cafeteria and get me stuff. One day, she finally had enough sending me signals and asked me if I liked her. I told her that I liked someone else and stared at my crush's table. It was the first time I ever rejected a girl. I felt indifferent to her reaction at the time, but in retrospect, I missed out on my first kiss ever. Here's the kicker: I didn't get my crush either since I was too shy to talk to her.
Another more recent one that happened about 2.5 years ago at my old community college. I was with some friends at an Asian culture festival. When suddenly, a fairly attractive black chick came up to me and said "I just wanted to let to let you know that you're gorgeous." I was so stunned that all I muttered out was "Thanks" and went back to my friends. When I got home later that day and told my brothers, they were face palming themselves in disappointment and told me I could have easily have gotten her number or asked her out on the spot.
At that same community college, about a year earlier, another girl that was in my creative writing class came on to me strong. She was a petite Puerto Rican/Ecuadorian; a pretty attractive chick who was very easy the eyes; same age as me.
Any way, we would sit next to each other in class; she would draw hearts on top of my pages where I did doodles, comment on my stories a lot, and when I told her that I wanted to be a writer at the time, she said she was gonna be the first one in line for my book signing. I guess she was attracted to the fact that despite being a nervous guy, I was pretty cool. Clearly, she sent me bat signals and I ignored them. Eventually, I realized that she had a crush on me and started getting incredibly nervous thinking about asking her for her number. It got to the point where every time I saw her, my heart skipped a beat. The end of the semester eventually arrived, and me being incredibly nervous, I chickened out and didn't ask her for her number.
About 2.5 years later, I added her on FB and found out she was in a relationship. She just got married last month I found out through the feed; I saw pics and happy status updates. Now, I'm gonna erase her because it was useless to add her. I thought about what could've been had I gone for her number.
Update to the bold: On that very same night that I got home after I posted it (this post dates back to Friday, June 8th 2012), I deleted her from my FB and put that behind me.
I get on hit on by chicks
every single semester while I'm still in college but I don't know how to read signals for the life of me despite knowing that I should be getting numbers. Especially now more than ever since I joined the student government. I'll add two more stories in addition to the above ones to contribute.
Going back to my community college years, in my second year there was a chick who was taking a couple of classes there for a semester since her upstate college didn't offer them. She was a year older than me and would tease me about it. I met her during one of her many visits to the computer lab where I worked at. Did I mention that I was struggling with remedial math and was attracted to her?
Any way, I would often see her; it got to the point where she started taking a liking to me because she would tutor me with my homework and I would show her the paintings that I did for a class at the time. I would subconsciously try to stay with as much as possible.This was in December during the last 2 weeks of school/finals.
One night, she and I stayed in the Quiet Study room studying for finals until closing at 12AM. The streets were dead empty and cold; she was hungry and wanted to get something to eat but needed to go to a Chase. I walked with her to the one that was in the area. We were walking pretty close with her complaining about cold it was.
Eventually, she realized that everything was closed so we started walking back to the subway. If memory serves me right, when we passed my City Hall, we locked eyes for a moment. Here I was completely alone with a chick in the middle of a ghost town at midnight and yet it didn't occur to me at the time that she wanted to make out.
When we got to the subway station, she suddenly became distant from me as she impatiently waited for the train. The train eventually came; when I tried to talk she said that she wanted to focus on studying for her exam so I took the hint, took out my DS Lite and played it for several stops until eventually hers came up. She said bye, I said "see you around" flatly without looking up and I never saw her again.
Another more recent story. About 2 months ago, I was in the library studying for a mid term I had in a few days. There was a very attractive white woman (from Long Island so I already knew this chick was upper middle class) with a red pea coat who I kept noticing on and off. Eventually, the library closed and I took the opportunity to engage her in conversation as we left.
We would continue talking well into waiting for the train in the subway as well as on the train, the conversation going very well. I realized that she was into me and could have gotten her number. However, at the same time I got intimidated by her because of her higher socioeconomic status.
Her stop was eventually coming up and what did I do instead of go for her number? I told her I work for the student government and told her to stop by for free tea since I'm always there. She never stopped by and I completely forgot about it. I face palmed myself as soon as I got off my stop after realizing what I had just done. I charmed the pants off of her, she was interested, but I let it go. I'm sure there will be more opportunities like this one. Hooray for being Captain Oblivious!