I wanted his first anal experience to be as romantic and as erotic as mine was. Sissy Twinks are delicate so I had to do it right. Checked into the hotel that caters to couples like us. Clothes off, wine poured. He was a little scared, limp cock shiny waxed balls, held my cock, said that's a lot bigger than your finger, daddy, will it hurt? No son, just feel a little pressure first. Now give it a squeeze and I'll lube you up. I took him out onto the balcony to admire the pool/Jacuzzi clothing optional scene, edging, oral. That got him hard and eager. I spread his legs, elbows on the railing. He gave short high pitched scream when I forced my cock head past his rim. After that he moaned, backed down on me and begged me to go faster. I did because that cute little ass needed seed balls deep. A couple of men and a boi waved at us. After I came, told him squeeze hard, suck my shaft dry when I pull it out. Turn him to everyone down there could see me take his pretty cock in my mouth. About 20 seconds later I had a mouth full of cream, his fingers digging into my hair. After a walk down to the pool and Jacuzzi, chit chat, maybe find him a boyfriend, I did him again doggy style in the privacy of our room, just him and me, worked him a long time before planting my seed, the I sat on him and showed by example how you work the rim and inner muscles to maximize cock head and shaft friction. We were up late and slept in. Didn't find him a boyfriend, but I got a dose of man cock and man cum from a guy down the hall. | 
