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Did I miss my chance to move things to a higher level?

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Question - (18 January 2009) 1 Answers - (Newest, 19 January 2009)
A male United States age 36-40, anonymous writes:

Some of my friends from high school decided to have a party to catch up with each other two nights ago. I havent seen a lot of them since we graduated 3 years ago. I probably would not have gone if not for one of my friends expressing how much she wanted me to go.

I should give you our background. We had been close friends but we had a romantic attraction too which we expressed on and off. On one occasion we went to our friend's shore house and drank during the winter. Her and I took a bedroom and got close to but did not have sex. She had a boyfriend even though I dont remember that coming up and I was still a virgin. It was freezing and we kept each other warm.

Now back to this party two nights ago; we hadn't seen each other in probably 2 years but the connection and attraction were still there. By the end of the night four of us were still hanging out. She kept asking me to stay and I was pretty intoxicated so I did; and of course because it felt so good to be with her again. The other couple took this warm room bc the one lived there. Once again we had a freezing room with only a plug-in heater. Once again we slept with eachother and had no sex.

I don't know if I should have tried to have sex with her or not. Honestly I have been with over a dozen women so it's not like I didnt know what to do. We were both exhausted and like I said trashed. First I have no condom, second I dont know if she is fit to consent to it, and third I don't think I want our first time to be a fuzzy memory. Did I miss my chance to take our relationship to the next level?

That was two nights ago and I havent heard from her. I was crushed in high school when she reminded me that she had a boyfriend. I am afraid history is just repeating itself. I wanted to talk to her the morning after but I had to leave for work and I figured I would just say goodbye and let her sleep. I dont know where to go from here.

View related questions: condom, crush, still a virgin

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A female reader, megan1111 United States +, writes (19 January 2009):

You're a sweet guy and I'm sure she wants to talk about that night. Many girls aren't good initiators so we need you to make the first move.

Call her but it would really be romantic if you sent her flowers and a card saying you really want to talk to her. If she responding positively, dinner and a walk will work wonders. Get to know if she is really what you want or if she is just looking for something more fulfulling outside her relationship if she is in a relationship.

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