Update to: I'm 60 and about to go on my first date with a woman.
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Oh my God...my heart is still beating fast, and I still have this goofy smile on my face. A few of you lovely ladies were very sweet and asked for an update on my date, and let me just say it was AMAZING!
We met at this lovely Italian place that she recommended, and boy did I feel underdressed when I first saw her. She looked so elegant and classy in her black dress. We gave each other a hug and a peck on the check, and she put me right at ease. She was so sweet and understanding. It was definitely a new experience seeing a woman at the other end of the table, but it honestly felt like I was talking to an old friend. I felt way more comfortable than on previous dates with men. We talked about everything from work, past relationships, music, and more, and the time just flew by.
After dinner, we stayed and had a few drinks before we decided to call it a night as we both have work in the morning. We shared a cab, which dropped me off first. She walked me to my door, and we both leaned in and KISSED... my first kiss with a woman, it felt amazing, to say the least!! I'm not sure if I was any good, but I loved it. I'm definitely looking forward to our next date.
Thank you all for the love, support, and advice you gave me. I even kept checking my Reddit whenever she went to the ladies' room, lol. You all put me at ease and gave me the confidence I needed.