Most Helpful Guy
rejection isn't the end of the world.1
Most Helpful Girl
I have asked guys out a few times... some that come to mind (these all happened in my 20's)
1) I met him at work, he worked in another department. I had a total crush on him. We had spoken a few times and exchanged a couple of emails. I always got really nervous around him and ended up asking him out over email (cowardly I know). I sent him a multiple choice question "would you like to..." and gave him some options - movie, dinner, and two others I can't recall, with the last option being "none of the above". He chose movie and we ended up watching it at my house. The date didnr go well as he sat in a chair where I couldnt sit next to him, talked quickly, and as soon as the movie finished he jumped up and said thanks, goodbye and took off. I was shattered and thought he must not have liked me and tremied to think what I had done. I now think maybe he was just really nervous too. I saw him years later and he told me he's afraid to date pretty women as he feared they will leave him.
2) I met a guy at swimming club, we got on well and I developed a crush on him. I had a work function and everyone was bringing partners. I rang him and asked him to come. He said he would have loved to except he has a girlfriend (oops). It felt awkward and I just froze and didn't know what to say. He must've realised how I felt and started talking to me about other things - he had a lot of compassion in his tone of voice.
3) I got a crush on another guy at swimming club and asked him if he wanted to hangout with my friends at a bar (not really a date). I asked him in person to accompany me to a work party, he agreed. There was free food, drinks, dancing, and the company paid for us to stay in a hotel. On the dance floor a guy friend whispered in my ear to make a move since he said 'my guy' was hanging back unsure about making the first move. I hesitated and my friend kept glaring at me to encourage me. My heart was pounding with nerves but I eventually stepped in closer to him and cautiously out my arms around him thinking he might reject me. He immediately out his arms around me and pulled me close and pretty much didn't let go for the rest of the night. A few drinks later we were in our hotel room alone and he kissed me - omg, 15 years later he is still the best kisser. We got down to underwear and he kissed most of my body. We went out only once more after that night and then he relocated for work so I never saw him again. I never had sex with him though now wish I did.1