Yes - hurts and feels good at same time for sure Remember squirming and moaning like a girl - Its hard to feel masculine when you are being bred like that. After a while you give in to the power of the man and surrender your mind and body
I was 17 when I finally let my friends step dad pop my anal cherry. It all started when I was 15 & he "accidentally" exposed himself to me . He fingered me & sucked me off a lot , He would often beg to fuck my ass but I would always deny because I knew it would hurt . But when I finally let him fuck my ass, Yeah it hurt , A lot but I liked it & it didn't stop me from sneaking over to his house every other night ..
Before we met, the guy who popped my anal cherry emphasized that I would be placed in the traditional woman's position (on my back, thighs wide and legs up) I would be kissed like a man kisses a woman, he would enjoy using my virgin hole like a man enjoys a virgin girl, and I would experience the same sensations - both mental and physical - as a virgin girl getting her hymen shredded and pussy split by a cock for the very first time.
Making a young man moan like a woman, and making him squirt handsfree are the signs if him submitting and being fucked by a real man. Breeding is marking whats yours.
I remember getting my cherry popped. I fucking loved it. Yes, I'll admit it hurt but it was a fucking awesome hurt. It's something I wanted. I wanted to get fucked in the ass and I wanted to be turned to a bottom and I've never looked back. I have gone forward with being a complete total bottom. Always servicing and sucking cock taking it deep up my ass. I love having other gay men. Just pound my fucking hole beating their come inside me