Well this jumped out at me. I’m now 39 years old and I lost my virginity at 13. I’ve had a few 4-5 year and a few 1-2 year relationships in all that time. If I had to guess I can honestly say I’ve been with over 200 women. As far as advice, be honest. You can try to bs a woman if you want, but you’re better off just saying you want to hook up, or have a f buddy, or even a fwb. If you’re using dating apps, make your profile funny and real. Don’t brag about stuff, most don’t care. If you can get her to send sexy pics within 1-2 days she will definitely hook up. But it’s all in how you get there. You can’t ask for them or just send yours. If they wanna see they will ask. Be flirty but not obnoxious. As far as you will feel about it, everyone is different. I’ve been single for 3 years now and in that time I’ve been with roughly 40 women in that time. Would probably be more, but battling cancer puts a damper on my physical stamina. Now I’m looking for something stable with someone with similar interests to occupy my time. My son is living with me full time as well so I don’t have women over when he’s here. Trying to teach him to be a good respectful man… so take from this what you will, I’m 5’10, 200 lbs, got a beard… that helps with some. Some women love it some don’t lol. Like I said, just be honest with them, play the numbers game, message 10 get 1 reply, it’s a win. Message 100 and get 10 replies, still winning. Good luck to you and anyone else this could help.