I'll throw my $.02 in here. I have always been the shy quiet guy who does not approach women. I was married for 19 years, then single for almost 7 before starting this lifestyle in Dec.
At the time I started, I was about 100lbs overweight, felt defeated and had zero self esteem. I told my friends that I was going to start working out and eating right and when I lost about 50 lbs to prove I was committed, I would start on the dating apps and approaching women for the first time.
2 things happened after my first SP experience in December. I realized I was more lonely than I thought, and somewhat paradoxically, my confidence and desire to work even harder to reach my goals shot through the roof.
Right away I started having a kind of "Fuck it, what's the worst that could happen" attitude and started going out of my way to interact with women I found attractive even if I thought they were "out of my league".
Nothing panned out there but it felt good to talk to women and feel like I was in the game, and also I had to recognize that I was still early in my "glow up" and not much had outwardly changed.
Then over the Xmas break even though I was nowhere near my goal weight, I decided to go on 2 dating apps to test the waters.
I started swiping on women that I was attracted to even if I thought they were out of my league.
Early results were not favourable. The women that were liking me were not attractive to me and I thought I would have to pause and come back after I had got closer to my goal.
Then just as I was thinking of turning off my profile, a woman that I found attractive who was fit and had beautiful eyes and was 10 years younger liked me, and we chatted for a few days.
I ended up asking her out but for personal reasons I shortly after ended the chat before she could answer. I realized I wasn't quite ready yet.
I am 3 months into my self improvement journey, and now I am down almost 30 lbs, lighter than I have been since my 30's, still working hard on myself.
Right now I am chatting with 2 women who I find attractive and I am most likely going to ask one or both of them out and see how the chemistry feels in person.
I never thought I would get here so quick. And part of me still wants to wait, keep seeing escorts while I level up and get back on the apps later
I am torn because even though I want love, affection, and something real, I also enjoy this new freedom I have found to be as sexually open as I want to be.
But the confidence to step outside my comfort zone was the key to it all.
Not sure if that helps anyone or moves the conversation along. I guess the message is work on your confidence and just try. You might be surprised by the results.